CN113122062A - Quantum dot ink and preparation method of quantum dot film - Google Patents
Quantum dot ink and preparation method of quantum dot film Download PDFInfo
- Publication number
- CN113122062A CN113122062A CN201911403045.2A CN201911403045A CN113122062A CN 113122062 A CN113122062 A CN 113122062A CN 201911403045 A CN201911403045 A CN 201911403045A CN 113122062 A CN113122062 A CN 113122062A
- Authority
- CN
- China
- Prior art keywords
- quantum dot
- benzofuran
- ink
- dot ink
- gas
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000002096 quantum dot Substances 0.000 title claims abstract description 295
- 238000002360 preparation method Methods 0.000 title claims description 10
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 claims abstract description 76
- 239000000463 material Substances 0.000 claims abstract description 63
- 239000003960 organic solvent Substances 0.000 claims abstract description 59
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 32
- 238000009835 boiling Methods 0.000 claims abstract description 20
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 19
- 238000000151 deposition Methods 0.000 claims abstract description 5
- -1 nitro, cyano, amino Chemical group 0.000 claims description 53
- 239000010408 film Substances 0.000 claims description 36
- 239000000758 substrate Substances 0.000 claims description 16
- 125000001424 substituent group Chemical group 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 11
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- QNLZIZAQLLYXTC-UHFFFAOYSA-N 1,2-dimethylnaphthalene Chemical compound C1=CC=CC2=C(C)C(C)=CC=C21 QNLZIZAQLLYXTC-UHFFFAOYSA-N 0.000 claims description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 8
- 239000002270 dispersing agent Substances 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 8
- 239000012752 auxiliary agent Substances 0.000 claims description 7
- 125000001072 heteroaryl group Chemical group 0.000 claims description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000010409 thin film Substances 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 5
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims description 4
- AGIQIOSHSMJYJP-UHFFFAOYSA-N 1,2,4-Trimethoxybenzene Chemical compound COC1=CC=C(OC)C(OC)=C1 AGIQIOSHSMJYJP-UHFFFAOYSA-N 0.000 claims description 4
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 claims description 4
- IZFOPMSVNDORMZ-UHFFFAOYSA-N 1-benzofuran-5-ol Chemical compound OC1=CC=C2OC=CC2=C1 IZFOPMSVNDORMZ-UHFFFAOYSA-N 0.000 claims description 4
- NQMUGNMMFTYOHK-UHFFFAOYSA-N 1-methoxynaphthalene Chemical compound C1=CC=C2C(OC)=CC=CC2=C1 NQMUGNMMFTYOHK-UHFFFAOYSA-N 0.000 claims description 4
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 claims description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 4
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000004104 aryloxy group Chemical group 0.000 claims description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 4
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 claims description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 4
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 claims description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 4
- 229940078552 o-xylene Drugs 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 4
- BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 claims description 4
- ABDKAPXRBAPSQN-UHFFFAOYSA-N veratrole Chemical compound COC1=CC=CC=C1OC ABDKAPXRBAPSQN-UHFFFAOYSA-N 0.000 claims description 4
- 239000004034 viscosity adjusting agent Substances 0.000 claims description 4
- LKFXMRFTJVYQMT-UHFFFAOYSA-N (2,2-dimethyl-3h-1-benzofuran-7-yl)methanol Chemical compound C1=CC(CO)=C2OC(C)(C)CC2=C1 LKFXMRFTJVYQMT-UHFFFAOYSA-N 0.000 claims description 3
- ASUDREWVUSTLJP-UHFFFAOYSA-N 2-methyl-1-benzofuran-6-ol Chemical compound C1=C(O)C=C2OC(C)=CC2=C1 ASUDREWVUSTLJP-UHFFFAOYSA-N 0.000 claims description 3
- MEJDXNJLYVQVEZ-UHFFFAOYSA-N 3-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol Chemical compound OCCCC1=CC=C2OCCC2=C1 MEJDXNJLYVQVEZ-UHFFFAOYSA-N 0.000 claims description 3
- UJOBWOGCFQCDNV-UHFFFAOYSA-N Carbazole Natural products C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 claims description 3
- 229920000265 Polyparaphenylene Polymers 0.000 claims description 3
- 239000002280 amphoteric surfactant Substances 0.000 claims description 3
- 239000004305 biphenyl Substances 0.000 claims description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 3
- 229920001197 polyacetylene Polymers 0.000 claims description 3
- 229920000767 polyaniline Polymers 0.000 claims description 3
- 229920001088 polycarbazole Polymers 0.000 claims description 3
- 229920002098 polyfluorene Polymers 0.000 claims description 3
- 229920000128 polypyrrole Polymers 0.000 claims description 3
- 229920000123 polythiophene Polymers 0.000 claims description 3
- 150000005846 sugar alcohols Polymers 0.000 claims description 3
- SCLFEKBHGKCUPA-ZETCQYMHSA-N (1s)-1-(1-benzofuran-2-yl)ethanol Chemical compound C1=CC=C2OC([C@@H](O)C)=CC2=C1 SCLFEKBHGKCUPA-ZETCQYMHSA-N 0.000 claims description 2
- MXEQXDUUBJTPBX-UHFFFAOYSA-N (2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methanol Chemical compound OCC1=CC=CC=2C(C(OC21)C)C MXEQXDUUBJTPBX-UHFFFAOYSA-N 0.000 claims description 2
- JKKNMRDEZXPJCQ-UHFFFAOYSA-N (5-fluoro-2,3-dihydro-1-benzofuran-2-yl)methanol Chemical compound FC1=CC=C2OC(CO)CC2=C1 JKKNMRDEZXPJCQ-UHFFFAOYSA-N 0.000 claims description 2
- ZTGZJYZILIDGMD-UHFFFAOYSA-N (5-methoxy-1-benzofuran-2-yl)methanol Chemical compound COC1=CC=C2OC(CO)=CC2=C1 ZTGZJYZILIDGMD-UHFFFAOYSA-N 0.000 claims description 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 claims description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 2
- GPKWWXXWOOETJV-UHFFFAOYSA-N 1,3-dihydro-2-benzofuran-1-ol Chemical compound C1=CC=C2C(O)OCC2=C1 GPKWWXXWOOETJV-UHFFFAOYSA-N 0.000 claims description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 2
- SCLFEKBHGKCUPA-UHFFFAOYSA-N 1-(1-benzofuran-2-yl)ethanol Chemical compound C1=CC=C2OC(C(O)C)=CC2=C1 SCLFEKBHGKCUPA-UHFFFAOYSA-N 0.000 claims description 2
- HRIVIHCUSKDPNK-UHFFFAOYSA-N 1-(7-hydroxy-1-benzofuran-2-yl)ethanone Chemical compound C1=CC(O)=C2OC(C(=O)C)=CC2=C1 HRIVIHCUSKDPNK-UHFFFAOYSA-N 0.000 claims description 2
- NTWWUWHQMMQLSI-UHFFFAOYSA-N 1-benzofuran-3-ylmethanol Chemical compound C1=CC=C2C(CO)=COC2=C1 NTWWUWHQMMQLSI-UHFFFAOYSA-N 0.000 claims description 2
- XSLXZYDPOMAXTM-UHFFFAOYSA-N 1-benzofuran-5-ylmethanol Chemical compound OCC1=CC=C2OC=CC2=C1 XSLXZYDPOMAXTM-UHFFFAOYSA-N 0.000 claims description 2
- UFZOZLVMNCFAQO-UHFFFAOYSA-N 1-benzofuran-6,7-diol Chemical compound OC1=CC=C2C=COC2=C1O UFZOZLVMNCFAQO-UHFFFAOYSA-N 0.000 claims description 2
- WXVRAHOQLYAQCR-UHFFFAOYSA-N 1-benzofuran-7-ol Chemical compound OC1=CC=CC2=C1OC=C2 WXVRAHOQLYAQCR-UHFFFAOYSA-N 0.000 claims description 2
- URGSMJLDEFDWNX-UHFFFAOYSA-N 1-butylnaphthalene Chemical compound C1=CC=C2C(CCCC)=CC=CC2=C1 URGSMJLDEFDWNX-UHFFFAOYSA-N 0.000 claims description 2
- ZMXIYERNXPIYFR-UHFFFAOYSA-N 1-ethylnaphthalene Chemical compound C1=CC=C2C(CC)=CC=CC2=C1 ZMXIYERNXPIYFR-UHFFFAOYSA-N 0.000 claims description 2
- WCOYPFBMFKXWBM-UHFFFAOYSA-N 1-methyl-2-phenoxybenzene Chemical compound CC1=CC=CC=C1OC1=CC=CC=C1 WCOYPFBMFKXWBM-UHFFFAOYSA-N 0.000 claims description 2
- KWSHGRJUSUJPQD-UHFFFAOYSA-N 1-phenyl-4-propan-2-ylbenzene Chemical group C1=CC(C(C)C)=CC=C1C1=CC=CC=C1 KWSHGRJUSUJPQD-UHFFFAOYSA-N 0.000 claims description 2
- JNYKOGUXPNAUIB-UHFFFAOYSA-N 2,3-dihydro-1-benzofuran-5-ol Chemical compound OC1=CC=C2OCCC2=C1 JNYKOGUXPNAUIB-UHFFFAOYSA-N 0.000 claims description 2
- XQDNBMXUZGAWSZ-UHFFFAOYSA-N 2,3-dihydro-1-benzofuran-5-ylmethanol Chemical compound OCC1=CC=C2OCCC2=C1 XQDNBMXUZGAWSZ-UHFFFAOYSA-N 0.000 claims description 2
- QYEVTADDYREVHU-UHFFFAOYSA-N 2,3-dihydro-1-benzofuran-6,7-diol Chemical compound OC1=CC=C2CCOC2=C1O QYEVTADDYREVHU-UHFFFAOYSA-N 0.000 claims description 2
- IAFNMXBIRZBSFU-UHFFFAOYSA-N 2,3-dihydro-1-benzofuran-6-ol Chemical compound OC1=CC=C2CCOC2=C1 IAFNMXBIRZBSFU-UHFFFAOYSA-N 0.000 claims description 2
- WUXXIPOWZJYRNE-UHFFFAOYSA-N 2,3-dihydro-1-benzofuran-7-ylmethanol Chemical compound OCC1=CC=CC2=C1OCC2 WUXXIPOWZJYRNE-UHFFFAOYSA-N 0.000 claims description 2
- QBEGKDXITSPUTE-UHFFFAOYSA-N 2-(1-benzofuran-3-yl)ethanol Chemical compound C1=CC=C2C(CCO)=COC2=C1 QBEGKDXITSPUTE-UHFFFAOYSA-N 0.000 claims description 2
- BCJVOWVMKNRFIY-UHFFFAOYSA-N 2-amino-1-(1-benzofuran-2-yl)ethanol Chemical compound C1=CC=C2OC(C(O)CN)=CC2=C1 BCJVOWVMKNRFIY-UHFFFAOYSA-N 0.000 claims description 2
- TVYVQNHYIHAJTD-UHFFFAOYSA-N 2-propan-2-ylnaphthalene Chemical compound C1=CC=CC2=CC(C(C)C)=CC=C21 TVYVQNHYIHAJTD-UHFFFAOYSA-N 0.000 claims description 2
- CFWUXOWTWHWMSB-UHFFFAOYSA-N 3-methyl-1-benzofuran-5-ol Chemical compound C1=C(O)C=C2C(C)=COC2=C1 CFWUXOWTWHWMSB-UHFFFAOYSA-N 0.000 claims description 2
- QDVFZAYPPNVADK-UHFFFAOYSA-N 3-propan-2-yl-1-benzofuran-5-ol Chemical compound C1=C(O)C=C2C(C(C)C)=COC2=C1 QDVFZAYPPNVADK-UHFFFAOYSA-N 0.000 claims description 2
- ULJDDPKYJJHVCG-UHFFFAOYSA-N 4,5,6,7-tetrahydro-1-benzofuran-4-ol Chemical compound OC1CCCC2=C1C=CO2 ULJDDPKYJJHVCG-UHFFFAOYSA-N 0.000 claims description 2
- BMRGTCJDJUHASV-UHFFFAOYSA-N 5-Hydroxybenzofuran Natural products OC1=CC=C2CC=CC2=C1 BMRGTCJDJUHASV-UHFFFAOYSA-N 0.000 claims description 2
- WUXXSCOCIVMVEM-UHFFFAOYSA-N 5-fluoro-1-benzofuran-7-ol Chemical compound OC1=CC(F)=CC2=C1OC=C2 WUXXSCOCIVMVEM-UHFFFAOYSA-N 0.000 claims description 2
- YQBZKBUZKDPWJW-UHFFFAOYSA-N 5-fluoro-2,3-dihydro-1-benzofuran-3-ol Chemical compound C1=C(F)C=C2C(O)COC2=C1 YQBZKBUZKDPWJW-UHFFFAOYSA-N 0.000 claims description 2
- FRNAZUFNLWZOKK-UHFFFAOYSA-N 5-fluoro-2,3-dihydro-1-benzofuran-7-ol Chemical compound OC1=CC(F)=CC2=C1OCC2 FRNAZUFNLWZOKK-UHFFFAOYSA-N 0.000 claims description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 2
- LTEQMZWBSYACLV-UHFFFAOYSA-N Hexylbenzene Chemical compound CCCCCCC1=CC=CC=C1 LTEQMZWBSYACLV-UHFFFAOYSA-N 0.000 claims description 2
- 229920001774 Perfluoroether Polymers 0.000 claims description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 239000003945 anionic surfactant Substances 0.000 claims description 2
- 235000010290 biphenyl Nutrition 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 2
- 239000005018 casein Substances 0.000 claims description 2
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 claims description 2
- 235000021240 caseins Nutrition 0.000 claims description 2
- 239000003093 cationic surfactant Substances 0.000 claims description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- HHNHBFLGXIUXCM-GFCCVEGCSA-N cyclohexylbenzene Chemical compound [CH]1CCCC[C@@H]1C1=CC=CC=C1 HHNHBFLGXIUXCM-GFCCVEGCSA-N 0.000 claims description 2
- 125000006547 cyclononyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 claims description 2
- 239000002736 nonionic surfactant Substances 0.000 claims description 2
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 2
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000005309 thioalkoxy group Chemical group 0.000 claims description 2
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 claims description 2
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims 3
- 125000000842 isoxazolyl group Chemical group 0.000 claims 2
- 125000001715 oxadiazolyl group Chemical group 0.000 claims 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 claims 1
- QZLAKPGRUFFNRD-UHFFFAOYSA-N [1]benzoselenolo[3,2-b]pyridine Chemical compound C1=CN=C2C3=CC=CC=C3[se]C2=C1 QZLAKPGRUFFNRD-UHFFFAOYSA-N 0.000 claims 1
- 125000000641 acridinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3C=C12)* 0.000 claims 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 claims 1
- 125000003828 azulenyl group Chemical group 0.000 claims 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 1
- 125000005605 benzo group Chemical group 0.000 claims 1
- 125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 1
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 1
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims 1
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 claims 1
- 125000002676 chrysenyl group Chemical group C1(=CC=CC=2C3=CC=C4C=CC=CC4=C3C=CC12)* 0.000 claims 1
- 125000004987 dibenzofuryl group Chemical group C1(=CC=CC=2OC3=C(C21)C=CC=C3)* 0.000 claims 1
- 125000004988 dibenzothienyl group Chemical group C1(=CC=CC=2SC3=C(C21)C=CC=C3)* 0.000 claims 1
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 1
- 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 claims 1
- 125000001041 indolyl group Chemical group 0.000 claims 1
- 125000005956 isoquinolyl group Chemical group 0.000 claims 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims 1
- 125000005561 phenanthryl group Chemical group 0.000 claims 1
- 125000001791 phenazinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3N=C12)* 0.000 claims 1
- 125000001484 phenothiazinyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 claims 1
- 125000001644 phenoxazinyl group Chemical group C1(=CC=CC=2OC3=CC=CC=C3NC12)* 0.000 claims 1
- 125000005633 phthalidyl group Chemical group 0.000 claims 1
- 125000001042 pteridinyl group Chemical group N1=C(N=CC2=NC=CN=C12)* 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000001725 pyrenyl group Chemical group 0.000 claims 1
- 125000002098 pyridazinyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 claims 1
- 125000005493 quinolyl group Chemical group 0.000 claims 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims 1
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 1
- FCEHBMOGCRZNNI-UHFFFAOYSA-N thianaphthalene Natural products C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 claims 1
- 125000004305 thiazinyl group Chemical group S1NC(=CC=C1)* 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 125000004306 triazinyl group Chemical group 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
- 239000010410 layer Substances 0.000 abstract description 67
- 239000002904 solvent Substances 0.000 abstract description 25
- 238000007641 inkjet printing Methods 0.000 abstract description 24
- 238000000034 method Methods 0.000 abstract description 20
- 239000002346 layers by function Substances 0.000 abstract description 14
- 239000006185 dispersion Substances 0.000 abstract description 13
- 230000008569 process Effects 0.000 abstract description 12
- 230000005540 biological transmission Effects 0.000 abstract description 9
- 230000009467 reduction Effects 0.000 abstract description 6
- 239000003446 ligand Substances 0.000 description 14
- 230000000694 effects Effects 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 8
- 230000005525 hole transport Effects 0.000 description 7
- 238000003860 storage Methods 0.000 description 7
- 150000001335 aliphatic alkanes Chemical group 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 5
- 238000002347 injection Methods 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 230000001105 regulatory effect Effects 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 238000005137 deposition process Methods 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 230000002349 favourable effect Effects 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 4
- 239000004054 semiconductor nanocrystal Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- IIYFAKIEWZDVMP-UHFFFAOYSA-N tridecane Chemical compound CCCCCCCCCCCCC IIYFAKIEWZDVMP-UHFFFAOYSA-N 0.000 description 4
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- UHYPYGJEEGLRJD-UHFFFAOYSA-N cadmium(2+);selenium(2-) Chemical compound [Se-2].[Cd+2] UHYPYGJEEGLRJD-UHFFFAOYSA-N 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 239000002105 nanoparticle Substances 0.000 description 3
- 239000004065 semiconductor Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- GEQBRULPNIVQPP-UHFFFAOYSA-N 2-[3,5-bis(1-phenylbenzimidazol-2-yl)phenyl]-1-phenylbenzimidazole Chemical compound C1=CC=CC=C1N1C2=CC=CC=C2N=C1C1=CC(C=2N(C3=CC=CC=C3N=2)C=2C=CC=CC=2)=CC(C=2N(C3=CC=CC=C3N=2)C=2C=CC=CC=2)=C1 GEQBRULPNIVQPP-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 239000011258 core-shell material Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- 238000010494 dissociation reaction Methods 0.000 description 2
- 230000005593 dissociations Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 2
- 238000004020 luminiscence type Methods 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 2
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 238000004528 spin coating Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- 150000003573 thiols Chemical class 0.000 description 2
- RMZAYIKUYWXQPB-UHFFFAOYSA-N trioctylphosphane Chemical compound CCCCCCCCP(CCCCCCCC)CCCCCCCC RMZAYIKUYWXQPB-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- ORTVZLZNOYNASJ-UPHRSURJSA-N (z)-but-2-ene-1,4-diol Chemical compound OC\C=C/CO ORTVZLZNOYNASJ-UPHRSURJSA-N 0.000 description 1
- ZWVMLYRJXORSEP-UHFFFAOYSA-N 1,2,6-Hexanetriol Chemical compound OCCCCC(O)CO ZWVMLYRJXORSEP-UHFFFAOYSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- 229940043375 1,5-pentanediol Drugs 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- FENFUOGYJVOCRY-UHFFFAOYSA-N 1-propoxypropan-2-ol Chemical compound CCCOCC(C)O FENFUOGYJVOCRY-UHFFFAOYSA-N 0.000 description 1
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 1
- STTGYIUESPWXOW-UHFFFAOYSA-N 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline Chemical compound C=12C=CC3=C(C=4C=CC=CC=4)C=C(C)N=C3C2=NC(C)=CC=1C1=CC=CC=C1 STTGYIUESPWXOW-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- RKVIAZWOECXCCM-UHFFFAOYSA-N 2-carbazol-9-yl-n,n-diphenylaniline Chemical compound C1=CC=CC=C1N(C=1C(=CC=CC=1)N1C2=CC=CC=C2C2=CC=CC=C21)C1=CC=CC=C1 RKVIAZWOECXCCM-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 1
- ZVFQEOPUXVPSLB-UHFFFAOYSA-N 3-(4-tert-butylphenyl)-4-phenyl-5-(4-phenylphenyl)-1,2,4-triazole Chemical compound C1=CC(C(C)(C)C)=CC=C1C(N1C=2C=CC=CC=2)=NN=C1C1=CC=C(C=2C=CC=CC=2)C=C1 ZVFQEOPUXVPSLB-UHFFFAOYSA-N 0.000 description 1
- DHDHJYNTEFLIHY-UHFFFAOYSA-N 4,7-diphenyl-1,10-phenanthroline Chemical compound C1=CC=CC=C1C1=CC=NC2=C1C=CC1=C(C=3C=CC=CC=3)C=CN=C21 DHDHJYNTEFLIHY-UHFFFAOYSA-N 0.000 description 1
- AWXGSYPUMWKTBR-UHFFFAOYSA-N 4-carbazol-9-yl-n,n-bis(4-carbazol-9-ylphenyl)aniline Chemical compound C12=CC=CC=C2C2=CC=CC=C2N1C1=CC=C(N(C=2C=CC(=CC=2)N2C3=CC=CC=C3C3=CC=CC=C32)C=2C=CC(=CC=2)N2C3=CC=CC=C3C3=CC=CC=C32)C=C1 AWXGSYPUMWKTBR-UHFFFAOYSA-N 0.000 description 1
- YWKKLBATUCJUHI-UHFFFAOYSA-N 4-methyl-n-(4-methylphenyl)-n-phenylaniline Chemical compound C1=CC(C)=CC=C1N(C=1C=CC(C)=CC=1)C1=CC=CC=C1 YWKKLBATUCJUHI-UHFFFAOYSA-N 0.000 description 1
- ZOKIJILZFXPFTO-UHFFFAOYSA-N 4-methyl-n-[4-[1-[4-(4-methyl-n-(4-methylphenyl)anilino)phenyl]cyclohexyl]phenyl]-n-(4-methylphenyl)aniline Chemical compound C1=CC(C)=CC=C1N(C=1C=CC(=CC=1)C1(CCCCC1)C=1C=CC(=CC=1)N(C=1C=CC(C)=CC=1)C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 ZOKIJILZFXPFTO-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 229910017115 AlSb Inorganic materials 0.000 description 1
- 229910004613 CdTe Inorganic materials 0.000 description 1
- 229910005540 GaP Inorganic materials 0.000 description 1
- 229910005542 GaSb Inorganic materials 0.000 description 1
- 229910001218 Gallium arsenide Inorganic materials 0.000 description 1
- 229910000530 Gallium indium arsenide Inorganic materials 0.000 description 1
- 229910004262 HgTe Inorganic materials 0.000 description 1
- 101000837344 Homo sapiens T-cell leukemia translocation-altered gene protein Proteins 0.000 description 1
- 229910000673 Indium arsenide Inorganic materials 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- IZWSFJTYBVKZNK-UHFFFAOYSA-O N-dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonic acid Chemical compound CCCCCCCCCCCC[N+](C)(C)CCCS(O)(=O)=O IZWSFJTYBVKZNK-UHFFFAOYSA-O 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- 102100028692 T-cell leukemia translocation-altered gene protein Human genes 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 229910003363 ZnMgO Inorganic materials 0.000 description 1
- 229910007709 ZnTe Inorganic materials 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- KTYVHLCLTPLSGC-UHFFFAOYSA-N amino propanoate Chemical compound CCC(=O)ON KTYVHLCLTPLSGC-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N anhydrous trimethylamine Natural products CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000002322 conducting polymer Substances 0.000 description 1
- 229920001940 conductive polymer Polymers 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- 229940113120 dipropylene glycol Drugs 0.000 description 1
- DKHNGUNXLDCATP-UHFFFAOYSA-N dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile Chemical group C12=NC(C#N)=C(C#N)N=C2C2=NC(C#N)=C(C#N)N=C2C2=C1N=C(C#N)C(C#N)=N2 DKHNGUNXLDCATP-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- WPYVAWXEWQSOGY-UHFFFAOYSA-N indium antimonide Chemical compound [Sb]#[In] WPYVAWXEWQSOGY-UHFFFAOYSA-N 0.000 description 1
- RPQDHPTXJYYUPQ-UHFFFAOYSA-N indium arsenide Chemical compound [In]#[As] RPQDHPTXJYYUPQ-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000002082 metal nanoparticle Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- ZTLUNQYQSIQSFK-UHFFFAOYSA-N n-[4-(4-aminophenyl)phenyl]naphthalen-1-amine Chemical compound C1=CC(N)=CC=C1C(C=C1)=CC=C1NC1=CC=CC2=CC=CC=C12 ZTLUNQYQSIQSFK-UHFFFAOYSA-N 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- MVAOEXBRERPGIT-UHFFFAOYSA-N octamine Chemical compound N.N.N.N.N.N.N.N MVAOEXBRERPGIT-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920000553 poly(phenylenevinylene) Polymers 0.000 description 1
- 229920000172 poly(styrenesulfonic acid) Polymers 0.000 description 1
- 229920000056 polyoxyethylene ether Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920002717 polyvinylpyridine Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- SBIBMFFZSBJNJF-UHFFFAOYSA-N selenium;zinc Chemical compound [Se]=[Zn] SBIBMFFZSBJNJF-UHFFFAOYSA-N 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010129 solution processing Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/36—Inkjet printing inks based on non-aqueous solvents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/38—Inkjet printing inks characterised by non-macromolecular additives other than solvents, pigments or dyes
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
- H10K50/115—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers comprising active inorganic nanostructures, e.g. luminescent quantum dots
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
- H10K71/10—Deposition of organic active material
- H10K71/12—Deposition of organic active material using liquid deposition, e.g. spin coating
- H10K71/13—Deposition of organic active material using liquid deposition, e.g. spin coating using printing techniques, e.g. ink-jet printing or screen printing
- H10K71/135—Deposition of organic active material using liquid deposition, e.g. spin coating using printing techniques, e.g. ink-jet printing or screen printing using ink-jet printing
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
- H10K71/10—Deposition of organic active material
- H10K71/12—Deposition of organic active material using liquid deposition, e.g. spin coating
- H10K71/15—Deposition of organic active material using liquid deposition, e.g. spin coating characterised by the solvent used
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Nanotechnology (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention belongs to the technical field of quantum dots, and particularly relates to quantum dot ink which comprises at least one quantum dot material and at least one benzofuran organic solvent, wherein the structural general formula of the benzofuran organic solvent is shown as the following formula I:
wherein a and b are respectively and independently selected from integers of 0-2, and a and b are not 0 at the same time; r1，R2Each independently selected from at least one of substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl. The quantum dot material in the quantum dot ink has good dispersion uniformity and storageThe quantum dot material luminescent layer has the advantages of good stability, proper viscosity, surface tension and boiling point, capability of meeting the requirements of ink-jet printing and other processes, good film forming uniformity, no solvent residue, capability of depositing and forming the quantum dot material luminescent layer with a pixel lattice and compact quantum dot arrangement, capability of effectively ensuring the charge transmission efficiency among the quantum dot materials in the quantum dot functional layer, threshold voltage reduction and luminous efficiency improvement.
Description
Technical Field
The invention belongs to the technical field of quantum dots, and particularly relates to a preparation method of quantum dot ink and a quantum dot film.
Background
In recent years, Quantum Dot (QD) luminescent materials play a great role in the fields of LED illumination, liquid crystal display and the like, and quantum dots replace traditional fluorescent powder, thereby effectively improving the color gamut of LEDs and liquid crystal display. Recently, quantum dot light emitting diodes (QLEDs) in which quantum dot light emitting materials are used as light emitting layers have a wide application prospect in the fields of solid state lighting, flat panel display, and the like, and have received wide attention from the academic and industrial fields.
The solution processing property of the quantum dots enables the quantum dot light-emitting layer to be prepared in various modes such as spin coating, blade coating and spraying, and can also be prepared in an ink-jet printing mode. Compared with spin coating, blade coating and spraying, the quantum dot luminescent material can be accurately deposited at a proper position according to required amount by utilizing an ink-jet imaging technology and adopting an ink-jet process on demand which is the same as that of an ink-jet printer, so that the semiconductor material is uniformly deposited to form a thin film layer, the utilization rate of the material is very high, the manufacturing problem of a large-size QLED screen can be effectively solved, the cost is reduced, the manufacturing process is simplified, the popularization is easy, and the method is suitable for mass production. The ink jet printing technology is an effective method which is recognized at present and can solve the manufacturing problem of the large-size QLED screen.
However, the current methods for preparing quantum dot ink and quantum dot thin film still need to be improved.
Disclosure of Invention
The inventor finds that quantum dot ink at present is basically prepared by directly dispersing quantum dots in a solvent, but the quantum dot ink adopts a solvent with good relative dispersion stability, such as toluene, chloroform and the like, and the obtained quantum dot ink has very low viscosity and low boiling point; when the quantum dots are dissolved in some high molecular polymers with high viscosity, the dispersion effect on the quantum dots is poor, and the introduction of a polymer additive with insulating property also tends to reduce the charge transport capability of the film. Meanwhile, the quantum dot ligand can perform dissociation balance to a certain degree under the complex solvent environment, and when the storage time is fixed, the dissociation balance is possibly damaged due to the change of the external environment, so that the storage stability is damaged. Therefore, a solvent which can improve the viscosity, has better dispersibility and storage stability and can be conveniently removed in the post-treatment process is found. Therefore, the quantum dot ink can meet the requirements of ink-jet printing, can stably discharge ink, can be stably spread, can be dried uniformly, and is particularly important for forming a film uniformly.
The present invention aims to alleviate or solve at least to some extent at least one of the above mentioned problems.
The invention aims to provide quantum dot ink, and aims to solve at least one technical problem that the existing quantum dot ink cannot simultaneously meet the requirements of good dispersibility and storage stability of quantum dots, and has viscosity and volatilization film forming characteristics suitable for application.
The invention also aims to provide a preparation method of the quantum dot film.
In order to achieve the purpose of the invention, the technical scheme adopted by the invention is as follows:
the invention provides quantum dot ink which comprises at least one quantum dot material and at least one benzofuran organic solvent, wherein the structural general formula of the benzofuran organic solvent is shown as the following formula I:
wherein a and b are respectively and independently selected from integers of 0-2, and a and b are not 0 at the same time; r1，R2Each independently selected from: at least one of substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl.
Correspondingly, the invention also provides a preparation method of the quantum dot film, which comprises the following steps:
providing a substrate;
and depositing the quantum dot ink on the substrate, and then drying to obtain the quantum dot film.
The quantum dot ink provided by the invention comprises at least one quantum dot material and at least one benzofuran organic solvent shown as a structural general formula I, wherein the benzofuran organic solvent contains a condensed ring structure and an alcoholic hydroxyl structure, and the benzofuran organic solvent has proper viscosity through the structures, so that the viscosity of the quantum dot ink is close to the optimal viscosity required by deposition processes such as ink-jet printing and the like. Furthermore, the benzofuran organic solvent contains one or more alkane chains, and the viscosity of the organic solvent is changed along with the change of the length of the alkane chains, so that the viscosity of the quantum dot ink can be flexibly adjusted by adjusting the length of the alkane chains of the organic solvent, and the quantum dot ink is suitable for various specific application processes and scenes. In addition, the alkane alcohol hydroxyl substituted chain in the benzofuran organic solvent has non-polarity, has a good dispersion effect on the quantum dot material, and is more favorable for the quantum dot material to be uniformly and stably dispersed in the ink. In addition, the benzofuran organic solvent in the quantum dot ink has a proper boiling point, can be completely volatilized under the conditions of a certain vacuum degree and proper high and low temperatures, is favorable for quantum dots to deposit and form a quantum dot light-emitting layer which has a pixel lattice and is densely arranged, effectively ensures the charge transmission efficiency among quantum dot materials in a quantum dot functional layer, reduces the threshold voltage, improves the light-emitting efficiency, and thus improves the integral photoelectric property of a quantum dot light-emitting diode prepared by using the quantum dot ink.
The preparation method of the quantum dot film provided by the invention is characterized in that the quantum dot ink is deposited on the substrate and then dried to obtain the quantum dot film. Because the quantum dot ink has the characteristics of good dispersion stability of the quantum dot material, proper viscosity, surface tension, boiling point and the like, the quantum dot ink forms a quantum dot film which has a pixel lattice and is densely arranged after being deposited, and the quantum dot film can be used as a quantum dot light-emitting layer of a quantum dot light-emitting diode. The quantum dot film has good film uniformity and no solvent residue, effectively ensures the charge transmission efficiency in the quantum dot functional layer, and improves the luminous efficiency, thereby improving the integral photoelectric property of the quantum dot light-emitting diode prepared by using the quantum dot ink.
Drawings
Fig. 1 is a quantum dot light emitting diode with a positive configuration according to an embodiment of the present invention.
Fig. 2 is an inverse quantum dot light emitting diode according to an embodiment of the present invention.
Fig. 3 is a schematic flow chart of a method for manufacturing a quantum thin film according to an embodiment of the present invention.
Detailed Description
In order to make the purpose, technical solution and technical effect of the embodiments of the present invention clearer, the technical solution in the embodiments of the present invention is clearly and completely described, and it is obvious that the described embodiments are a part of the embodiments of the present invention, but not all embodiments. All other embodiments obtained by a person of ordinary skill in the art without any inventive step in connection with the embodiments of the present invention shall fall within the scope of protection of the present invention.
The weight of the related components mentioned in the description of the embodiments of the present invention may not only refer to the specific content of each component, but also represent the proportional relationship of the weight among the components, and therefore, the content of the related components is scaled up or down within the scope disclosed in the description of the embodiments of the present invention as long as it is in accordance with the description of the embodiments of the present invention. Specifically, the weight described in the description of the embodiment of the present invention may be a unit of mass known in the chemical industry field, such as μ g, mg, g, and kg.
The embodiment of the invention provides quantum dot ink, which comprises at least one quantum dot material and at least one benzofuran organic solvent, wherein the structural general formula of the benzofuran organic solvent is shown as the following formula I:
wherein a and b are respectively and independently selected from integers of 0-2, and a and b are not 0 at the same time; r1，R2Each independently selected from: at least one of substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl.
The quantum dot ink provided by the embodiment of the invention comprises at least one quantum dot material and at least one benzofuran organic solvent shown as a structural general formula I, wherein the benzofuran organic solvent contains a fused ring structure and an alcoholic hydroxyl structure, and the benzofuran organic solvent has proper viscosity through the structures, so that the viscosity of the quantum dot ink is close to the optimal viscosity required by deposition processes such as ink-jet printing and the like. Furthermore, the benzofuran organic solvent contains one or more alkane chains, and the viscosity of the organic solvent is changed along with the change of the length of the alkane chains, so that the viscosity of the quantum dot ink can be flexibly adjusted by adjusting the length of the alkane chains of the organic solvent, and the quantum dot ink is suitable for various specific application processes and scenes. In addition, the alkane alcohol hydroxyl substituted chain in the benzofuran organic solvent has non-polarity, has a good dispersion effect on the quantum dot material, and is more favorable for the quantum dot material to be uniformly and stably dispersed in the ink. In addition, the benzofuran organic solvent in the quantum dot ink disclosed by the embodiment of the invention has a proper boiling point, can be completely volatilized under a certain vacuum degree and proper high and low temperature conditions, is favorable for quantum dots to deposit and form a quantum dot light-emitting layer which has a pixel lattice and is densely arranged, effectively ensures the charge transmission efficiency among quantum dot materials in a quantum dot functional layer, reduces the threshold voltage, and improves the light-emitting efficiency, so that the integral photoelectric property of a quantum dot light-emitting diode prepared by using the quantum dot ink is improved.
Specifically, the structural general formula I of the benzofuran organic solvent in the quantum dot ink contains R1The substituent(s) may be mono-or polysubstituted at any carbon position on the furan ring, containing R2The substituent(s) can be mono-substituted or multi-substituted at any carbon position on the benzene ring, such as:
the like, wherein a1, b1, a2, b2, a3 and a4 are respectively and independently integers of 0-2, and a1, b1, a2, b2, a3 and a4 are not 0 at the same time; r11，R21，R12，R22，R13，R14Each independently selected from at least one of substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl.
In some embodiments, R1，R2Each independently selected from one of unsubstituted alkyl or unsubstituted cycloalkyl, wherein the alkyl isThe alkyl group may be a branched or straight chain saturated aliphatic hydrocarbon group such as an alkyl group having 2 to 25 carbon atoms, and the unsubstituted cycloalkyl group may be at least one of cycloalkyl groups having 3 to 25 carbon atoms. In some embodiments, the C2-25 alkyl group includes, but is not limited to: at least one of butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, hexadecyl, octadecyl, and isomers thereof. In other embodiments, the cycloalkyl group having 3 to 25 carbon atoms includes, but is not limited to: at least one of cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, cycloundecyl, and isomers thereof. In the benzofuran organic solvent of the embodiment of the invention, R1，R2The carbon atom number of the alkyl group is 2-25 or the carbon atom number of the naphthenic group is 3-25, and the benzofuran organic solvent can regulate and control the dispersibility of the quantum dots in the ink and can regulate the physical and chemical properties of the quantum dot ink such as viscosity, surface tension and boiling point by regulating the length of the alkyl substituent group, the branched chain type and the like, so that the quantum dot ink is suitable for various preparation processes of quantum dot functional layers, is particularly suitable for ink-jet printing processes, and has good film-forming performance.
In further embodiments, R1，R2Each independently selected from substituted alkyl or substituted cycloalkyl, the substituted alkyl includes but is not limited to substituted alkyl with 2-25 carbon atoms, and the substituted cycloalkyl includes but is not limited to substituted cycloalkyl with 3-25 carbon atoms. Wherein the substituents of the substituted alkyl group are selected from: aryl, heteroaryl, nitro, cyano, amino, halogen, hydroxy, carboxy, ester, carbonyl, alkenyl, alkynyl, cycloalkyl, alkoxy, aryloxy, heteroaryloxy, alkoxycarbonyl, perfluoroalkyl, perfluoroalkoxy, aryloxy, thioalkoxy, -N (R)3)(R4)、-S(O)2-N(R3)(R4)、-C(＝O)-N(R3)(R4)、(R3)(R4) N-alkyl, (R)3)(R4) N-alkoxy, (R)3)(R4) N-alkylaryloxyalkyl, -S (O)x-aryl radical、-S(O)x-at least one of heteroaryl, silyl groups; wherein x is a positive integer of 0-2, R3、R4Each independently selected from: alkyl and cycloalkyl. In the benzofuran organic solvent containing substituted alkyl in the quantum dot ink disclosed by the embodiment of the invention, on one hand, the alkyl of the long-chain branch can better regulate and control the properties of the solvent, such as viscosity, surface tension and the like; on the other hand, the substituent of the cyclic structure such as cycloalkyl, aryl, heteroaryl and the like in the substituted alkyl can increase the molecular space torsion, and further better regulates and controls the characteristics of the solvent molecules such as viscosity, surface tension and the like; on the other hand, by substituting active substituents such as hydroxyl, ester group, carboxyl, nitro, amino and the like in the alkyl, the coordination effect of solvent molecules and the surface ligand of the quantum dot material can be enhanced, the quantum dot material has better dispersibility, and the stability of the quantum dot ink is improved through the coordination effect of the solvent and the quantum dot ligand.
In some embodiments, among the above substituents for substituted alkyl, when R is3、R4When the alkyl groups are respectively and independently selected from alkyl groups, the alkyl groups are selected from alkyl groups with 1-25 carbon atoms, namely R3、R4The alkyl group may be independently selected from branched or straight-chain saturated aliphatic hydrocarbon alkyl groups having 1 to 25 carbon atoms, including but not limited to at least one alkyl group selected from methyl, ethyl, propyl, isopropyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, neopentyl, cyclopentyl, hexyl, cyclohexyl, and isohexyl groups. R of benzofuran organic solvent in quantum dot ink1，R2Each independently selected from substituted alkyl, wherein the substituent of the substituted alkyl is selected from any one of the above embodiments, and R containing substituent groups such as alkyl, aryl, heteroaryl, ester group, cycloalkyl and the like1，R2The alkane alcohol hydroxyl chain is connected to a furan ring or a benzene ring, so that the physicochemical properties such as viscosity, surface tension, boiling point and the like of an organic solvent in the ink can be better adjusted, wherein the organic solvent contains substituted alkyl with an aryl, heteroaryl, cycloalkyl and other cyclic structures, the molecular space twist can be increased, and the organic solvent viscosity, surface tension and the like can be better improved and adjusted.
In some embodiments, the benzofuran-based organic solvent in the quantum dot ink is selected from: benzofuran-6, 7-diol, benzofuran-3-ylmethanol, 5-iodo-2, 3-dihydroxybenzofuran, 2, 3-dihydrobenzofuran-7-methanol, 5-hydroxybenzofuran, (2, 2-dimethyl-2, 3-dihydro-1-benzofuran-7-yl) methanol, 3-methyl-5-hydroxybenzofuran, 7-hydroxybenzofuran, 1- (1-benzofuran-2-yl) ethanol, 3- (2, 3-dihydro-1-benzofuran-5-yl) -1-propanol, 5-fluoro-7-hydroxybenzofuran, 1-benzofuran-5-methanol, 2-methyl-5-methyl-ethyl-1-methyl-5-yl-benzofuran, 2, 3-dimethyl-2, 3-dihydro-1-benzofuran-7-yl-methanol, 5-methyl-benzofuran-5-yl-1-, [ (2S,3aR,7aR) -2-ethoxyhexahydro-1-benzofuran-3A (4H) -yl ] methanol, 5-fluoro-2, 3-dihydrobenzofuran-7-ol, 2, 3-dihydrobenzofuran-5-ol, 6, 7-dihydroxy-2, 3-dihydrobenzofuran, 3-ethyl-5-methoxy-1-methyl-1, 3-dihydro-2-benzofuran-4-ol, 2, 3-dihydro-6-hydroxybenzofuran, 2-methyl-6-hydroxybenzofuran, 2-ethoxy-hexahydro-1-benzofuran-3A (4H) -yl, 1, 3-dihydroisobenzofuran-1-ol, 3- (1-methylethyl) -5-hydroxybenzofuran, 2-amino-1- (benzofuran-2-yl) ethanol, 7-methoxy-5-benzofuraolpropanol, 4,5,6, 7-tetrahydrobenzofuran-4-ol, (5-methoxy-1-benzofuran-2-yl) methanol, 5-fluoro-2, 3-dihydrobenzofuran-3-ol, (1S) -1- (1-benzofuran-2-yl) ethanol, benzofuran-3-ethanol, 2, 3-dihydro-1-benzofuran-5-yl methanol, methyl-1, 3-dihydroisobenzofuran-1-ol, methyl-2-methyl-1, 5-methoxy-benzofuran-2-yl, methyl-4, 5-methoxy-1-benzofuran-2-yl, 5-fluoro, 2, 3-dihydro-1-benzofuran-2-methanol and/or 2-acetyl-7-hydroxybenzofuran. The specific benzofuran organic solvent contained in the quantum dot ink of the embodiment of the invention contains substituents such as long-chain branches and cyclic structures, so that the quantum dot ink has characteristics such as viscosity and surface tension suitable for deposition processes such as inkjet printing, and the specific benzofuran organic solvent further contains active functional groups such as methoxy and hydroxyl, and the active functional groups can further enhance coordination of the organic solvent and a quantum dot surface ligand, so that the dispersion effect of the organic solvent on the quantum dot material is enhanced, the quantum dot material can be uniformly and stably dispersed in an ink system, and the stability of the ink is improved.
In some embodiments, the quantum material in the quantum dot ink may be any quantum dot material, such as: in some embodiments, the quantum dot materials include, but are not limited to: at least one of the semiconductor compounds of II-IV group, II-VI group, II-V group, III-VI group, IV-VI group, I-III-VI group, II-IV-VI group and II-IV-V group of the periodic table of the elements, or at least two of the semiconductor compounds. In some embodiments, the quantum dot material is selected from: at least one semiconductor nanocrystal compound of CdSe, CdS, CdTe, ZnO, ZnSe, ZnS, ZnTe, HgS, HgSe, HgTe and CdZnSe, or at least two semiconductor nanocrystal compounds with mixed type, gradient mixed type, core-shell structure type or combined type structures. In other specific embodiments, the quantum dot material is selected from: at least one semiconductor nanocrystal compound of InAs, InP, InN, GaN, InSb, InAsP, InGaAs, GaAs, GaP, GaSb, AlP, AlN, AlAs, AlSb, CdSeTe and ZnCdSe, or a semiconductor nanocrystal compound with a mixed type, a gradient mixed type, a core-shell structure type or a combined type of at least two components. In other embodiments, the quantum dot material is selected from: at least one of a perovskite nanoparticle material (in particular a luminescent perovskite nanoparticle material), a metal nanoparticle material, a metal oxide nanoparticle material. The quantum dot materials have the characteristics of quantum dots and have good photoelectric properties.
In some embodiments, the particle size of the quantum dot material in the quantum dot ink is 1-20 nm, and the dispersibility of the quantum dot material in an ink solvent and the stability of the whole dispersion system of the quantum dot ink can be better regulated and controlled by regulating and controlling the size of the quantum dot material.
In some embodiments, the quantum dot material in the quantum dot ink can be oil-soluble quantum dot material, and can also be self-doped or non-doped quantum dot material, and has better dispersibility and dispersion stability in the benzofuran organic solvent.
In some embodiments, the surface of the quantum dot material in the quantum dot ink is further bound with one or more ligands of acid ligands, thiol ligands, amine ligands, (oxy) phosphine ligands, phospholipids, lecithin, polyvinylpyridine, and the like. In some embodiments, acid ligands include, but are not limited to: one or more of deca acid, undecenoic acid, tetradecanoic acid, oleic acid, and stearic acid; the thiol ligand comprises one or more of octaalkylthiol, dodecylthiol and octadecylthiol; the amine ligand comprises one or more of oleylamine, octadecylamine and octamine; the (oxy) phosphine ligand comprises one or more of trioctylphosphine and trioctylphosphine. According to the embodiment of the invention, the ligand bound on the surface of the quantum dot and the active functional group in the organic solvent can generate a coordination binding effect, so that the quantum dot material is better dispersed in the solvent of the quantum dot ink, and is uniform in dispersion and good in stability.
In some embodiments, the boiling point of the quantum dot ink is 80-450 ℃, the quantum dot ink with the boiling point characteristic can be completely volatilized and removed under the effects of heating, temperature reduction or vacuum pressure reduction and the like to form a quantum dot functional layer, the quantum dot functional layer has good film forming characteristics, the quantum dots are densely arranged, the charge transmission efficiency among quantum dot materials is improved, the threshold voltage is reduced, and the energy efficiency is improved.
In some embodiments, the quantum dot ink has a viscosity of 0.5cPs to 60cPs at 25 ℃ to 35 ℃. In some embodiments, the surface tension of the quantum dot ink in an environment of 25-35 ℃ is 20-60 mN/m. The quantum dot ink can realize flexible regulation of the viscosity, the surface tension and the boiling point of the quantum dot ink by regulating the type of the substituent group, so that the quantum dot ink has the boiling point, the viscosity and the surface tension which are suitable for processing and application, and under the room temperature environment of 25-35 ℃, the boiling point of the quantum dot ink is 80-350 ℃, the viscosity is 0.5-60 cPs, and the surface tension is 20-60 mN/m; on the other hand, the viscosity and surface tension of the quantum dot ink with the characteristics have good adaptability to deposition processes such as ink-jet printing, and when the quantum dot light-emitting layer is deposited by adopting the ink-jet printing process, the nozzle for ink-jet printing properly releases ink without blockage, and the stability of printed ink is good.
In some embodiments, the quantum dot ink has a boiling point of 80 to 450 ℃, a viscosity of 1 to 15cPs, and a surface tension of 20 to 60 mN/m. In some embodiments, the quantum dot ink may have a boiling point of 80 ℃, 100 ℃, 200 ℃, 300 ℃, 380 ℃ or 450 ℃, a viscosity of 0.5cPs, 1cPs, 5cPs, 10cPs, 15cPs, 20cPs, 30cPs, 40cPs, 50cPs or 60cPs, and a surface tension of 20mN/m, 25mN/m, 30mN/m, 40mN/m, 50mN/m or 60mN/m in an environment of 25 ℃.
In some embodiments, the quantum dot ink comprises the following components in percentage by mass, based on 100% of the total mass of the quantum dot ink:
0.01 to 45 percent of quantum dot material,
10-90% of benzofuran organic solvent.
The quantum dot ink provided by the embodiment of the invention comprises 0.01-45% of quantum dot material and 10-90% of benzofuran organic solvent, the benzofuran organic solvent can effectively disperse the quantum dot material and ensure that the quantum dot material has better dispersion stability in a solvent system, and has viscosity and surface tension suitable for application processes such as ink-jet printing, and the benzofuran organic solvent in the quantum dot ink can be completely volatilized under the action of heating, temperature reduction or vacuum reduction to form a quantum dot functional layer without solvent residue, so that the solvent in the quantum dot ink can also be the benzofuran organic solvent. In some embodiments, the quantum dot material in the quantum dot ink may be 0.1 to 40% by mass, 0.1 to 30% by mass, 0.1 to 20% by mass, or 0.2 to 10% by mass, and the benzofuran organic solvent may be 10 to 70% by mass, 10 to 60% by mass, 10 to 45% by mass, or 10 to 30% by mass, based on 100% by mass of the total mass of the quantum dot ink.
In some embodiments, the quantum dot ink further comprises an auxiliary organic solvent and/or an auxiliary agent, and the quantum dot ink comprises the following components in percentage by mass based on 100% of the total mass of the quantum dot ink:
the quantum dot ink of the embodiment of the invention can further comprise an auxiliary organic solvent and/or an auxiliary agent, and the viscosity, the dispersibility, the charge transfer efficiency and the like of the quantum dot ink can be further adjusted through the auxiliary organic solvent, the auxiliary agent or a mixture thereof. According to the quantum dot ink disclosed by the embodiment of the invention, through the mutual coordination and coordination of the components, the ink has better dispersion uniformity performance and storage stability on a quantum dot material, has proper viscosity, surface tension and boiling point, is deposited to form an inorganic nano material luminescent layer with a pixel lattice, is good in film forming uniformity and free of solvent residue, can ensure that the charge transmission efficiency of the luminescent layer of the quantum dot material is high, reduces the starting voltage, so that electrons and holes can perform composite radiation luminescence, effectively ensures the charge transmission efficiency in a quantum dot functional layer, and improves the luminescence efficiency.
In some embodiments, the quantum dot ink further comprises an auxiliary organic solvent and/or an auxiliary agent, and the quantum dot ink comprises the following components in percentage by mass based on 100% of the total mass of the quantum dot ink:
in some embodiments, the mixing ratio of the benzofuran organic solvent to the auxiliary organic solvent is 1: (0.5-2.5), and the properties such as the boiling point, the viscosity and the like of the quantum dot ink can be adjusted in a wider range by adjusting the addition amount of the auxiliary organic solvent.
In some embodiments, the auxiliary organic solvent is selected from: chlorobenzene, o-dichlorobenzene, tetrahydrofuran, anisole, morpholine, toluene, o-xylene, m-xylene, p-xylene, n-hexane, dichloromethane, chloroform, 1, 4-dioxane, 1, 2-dichloroethane, 1,1, 1-trichloroethane, 1,1,2, 2-tetrachloroethane, tetrahydronaphthalene, decalin, phenoxytoluene, dodecane, 1-methoxynaphthalene, 1-butylnaphthalene, o-dimethoxybenzene, 1-methylnaphthalene, 1, 2-dimethylnaphthalene, cyclohexylbenzene, 1,2, 4-trimethoxybenzene, phenylhexane, tetradecane, 1, 2-dimethylnaphthalene, 4-isopropylbiphenyl, 2-isopropylnaphthalene, 1-ethylnaphthalene and 1,2,3, 4-tetrahydronaphthalene. The auxiliary organic solvent selected by the embodiment of the invention has good solvent characteristics, can further assist in dispersing the quantum dot material, and improves the physical and chemical properties of the quantum dot ink, such as viscosity, surface tension, boiling point and the like.
In some embodiments, the adjuvants include, but are not limited to: at least one of a charge transport agent, a viscosity modifier, and a dispersant. The quantum dot ink provided by the embodiment of the invention is added with the charge transport agent, the viscosity regulator, the dispersing agent and other auxiliaries, so that the properties of the quantum dot ink such as viscosity, dispersibility and the like can be further regulated and improved, and the charge transport property in the quantum dot functional layer can be improved.
In some embodiments, the charge transport agent is selected from: at least one or at least two of polycarbazole, polyfluorene, polyaniline, poly (p-phenylenevinylene), polyacetylene, poly (p-phenylene), polythiophene, polypyridine, polypyrrole and derivatives thereof.
In some embodiments, the viscosity modifier is selected from: at least one of polyhydric alcohols, alkyl glycol ethers, trimethylolpropane, trimethylolethane, casein, and carboxymethylcellulose. In some embodiments, the polyhydric alcohol is selected from: at least one of ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, hexylene glycol, 1, 3-butylene glycol, 1, 4-butylene glycol, 1, 5-pentanediol, 2-butene-1, 4-diol, 2-methyl-2-pentanediol, 1,2, 6-hexanetriol, glycerol, polyethylene glycol, dipropylene glycol, and polyvinyl alcohol. In other embodiments, the alkyl glycol ether is selected from: at least one of polyethylene glycol monobutyl ether, diethylene glycol monoethyl ether, dipropylene glycol monomethyl ether, and propylene glycol n-propyl ether.
In some embodiments, the dispersant is selected from: at least one of an anionic dispersant, a cationic dispersant, a nonionic dispersant and an amphoteric surfactant. In some embodiments, the nonionic surfactant is selected from: at least one of linear or secondary alcohol ethoxylates, alkylphenol ethoxylates, fluorosurfactants, fatty acid polyoxyethylene esters, fatty amine polyoxyethylene ethers, polyoxyethylene block copolymers and propoxylated block copolymers, polyoxyethylene and propylsilicone resin based surfactants, alkyl polyglycosides, and acetylene polyethylene oxide surfactants. In some embodiments, the anionic surfactant is selected from: carboxylate (e.g., ether carboxylate and sulfosuccinate), sulfate (e.g., sodium lauryl sulfate), sulfonate (e.g., dodecylbenzene sulfonate, alpha-olefin sulfonate, alkyl diphenyl oxide disulfonate, fatty acid taurate, alkyl naphthalene sulfonate), phosphate (e.g., phosphate esters of alkyl and aryl alcohols), phosphonate and amine oxide surfactants, and anionic fluorinated surfactants. In some embodiments, the cationic surfactant is selected from: at least one of quaternary ammonium compound, cationic amine oxide, ethoxylated fatty amine, imidazoline surfactant; in some embodiments, the amphoteric surfactant is selected from: at least one of trimethylamine ethyl lactone, sulphobetaine and aminopropionate.
The quantum dot ink in each embodiment enables the quantum dot material to be uniformly dispersed in the ink system through the mutual combined action of the quantum dot solvent, the organic solvent and the auxiliary agent, ensures the uniformity and stability of the quantum dot ink system, has good storage stability, enables the quantum dot ink to have the characteristics of proper viscosity, surface tension and the like, enables the quantum dot ink to be highly matched with processes such as ink-jet printing and the like, ensures the stability of ink discharge, and ensures the uniformity of a printed film. In addition, the electronic dot ink also has a better proper boiling point, is beneficial to the application of processes such as ink-jet printing and the like, can be completely volatilized and removed after being dried and formed into a film, has no residue, avoids the influence of solvent residue on charge transmission of the quantum dot functional layer, and ensures the luminous efficiency of the quantum dot functional layer.
Correspondingly, as shown in fig. 3, an embodiment of the present invention further provides a method for preparing a quantum dot thin film, including the following steps: providing a substrate; and depositing the quantum dot ink on the substrate, and then drying to obtain the quantum dot film.
The preparation method of the quantum dot film provided by the embodiment of the invention is prepared by depositing the quantum dot ink on the substrate and then drying. Because the quantum dot ink has the characteristics of good dispersion stability of the quantum dot material, proper viscosity, surface tension, boiling point and the like, the quantum dot ink forms a quantum dot film with a pixel lattice after being deposited, and the quantum dot film can be used as a quantum dot light-emitting layer of a quantum dot light-emitting diode. The quantum dot film has good film uniformity and no solvent residue, effectively ensures charge transmission efficiency in the quantum dot film, and improves the luminous efficiency, thereby improving the integral photoelectric property of the quantum dot light-emitting diode prepared by using the quantum dot ink.
In some embodiments, the quantum dot ink is deposited by inkjet printing to form a quantum dot film. The quantum dot film is prepared by adopting an ink-jet printing mode, the quantum dot ink is properly released from a nozzle of the ink-jet printing head, the printing stability is good, the uniformity is good, the film forming characteristic is good, the film thickness is uniform and adjustable, and the yield and the generation efficiency of the quantum dot light-emitting diode device prepared by using the quantum dot ink are improved. The ink-jet printing mode in the embodiment of the present invention is not particularly limited, and the quantum dot ink may be used for printing. In some embodiments, the ink jet printing can be by a conventional piezoelectric ink jet printing or thermal ink jet printing process.
In some embodiments, after the quantum dot ink is deposited, under the action of a certain vacuum degree and proper high and low temperature, the solvent in the quantum dot ink can be removed, so that other substances except the quantum dot material in the quantum dot ink are completely volatilized, and the quantum dot film is obtained. In some embodiments, the quantum dot material is heated at a heating temperature of 60 to 180 ℃ for about 30 minutes by a heating method such as pulse or continuous heating treatment, so that all substances except the quantum dot material are volatilized and removed. In some embodiments, the temperature of the temperature reduction treatment is 0-20 ℃, and the vacuum degree of the reduced pressure vacuum drying treatment is 1 × 10-6Torr to normal pressure, and treating for enough timeAnd for example, not more than 30 minutes, all other substances except the quantum dot material are volatilized and removed. The solvent removal mode adopted by the embodiment of the invention can ensure that the solvent in the quantum dot light-emitting layer is completely removed, and the light-emitting performance of the quantum dot material is not influenced.
In some embodiments, the quantum dot light emitting layer has a thickness of 10 to 100 nanometers. The thickness of the printed quantum dot film can be controlled by controlling the ink-jet printing, such as 10-100 nanometers, the thickness of the quantum dot film can be reasonably adjusted according to specific application requirements, and the method and the device are high in application flexibility and wide in application range. In some implementations, the quantum dot light emitting layer has a thickness of 20 to 50 nanometers.
Further, in some embodiments, the quantum dot thin film prepared using the above method may be used as a quantum dot light emitting layer in a quantum dot light emitting diode.
In some embodiments, the quantum dot light emitting diode of embodiments of the present invention includes a positive structure and an inversion structure.
In one embodiment, a positive structure quantum dot light emitting diode includes a stacked structure of an anode and a cathode disposed opposite each other, a quantum dot light emitting layer disposed between the anode and the cathode, and the anode is disposed on a substrate. Further, a hole function layer such as a hole injection layer, a hole transport layer, an electron blocking layer and the like can be arranged between the anode and the quantum dot light-emitting layer; an electron-transport layer, an electron-injection layer, a hole-blocking layer and other electron-functional layers can be arranged between the cathode and the quantum dot light-emitting layer. In some embodiments of positive-type devices, as shown in fig. 1, the quantum dot light emitting diode includes a substrate, an anode disposed on the surface of the substrate, a hole transport layer disposed on the surface of the anode, a quantum dot light emitting layer disposed on the surface of the hole transport layer, an electron transport layer disposed on the surface of the quantum dot light emitting layer, and a cathode disposed on the surface of the electron transport layer.
In one embodiment, an inversion-structured quantum dot light emitting diode includes a stacked structure of an anode and a cathode disposed opposite each other, a quantum dot light emitting layer disposed between the anode and the cathode, and the cathode is disposed on a substrate. Further, a hole function layer such as a hole injection layer, a hole transport layer, an electron blocking layer and the like can be arranged between the anode and the quantum dot light-emitting layer; an electron-transport layer, an electron-injection layer, a hole-blocking layer and other electron-functional layers can be arranged between the cathode and the quantum dot light-emitting layer. In some embodiments of the device with the inverted structure, as shown in fig. 2, the qd-led comprises a substrate, a cathode disposed on the surface of the substrate, an electron transport layer disposed on the surface of the cathode, a qd-light emitting layer disposed on the surface of the electron transport layer, a hole transport layer disposed on the surface of the qd-light emitting layer, and an anode disposed on the surface of the hole transport layer.
In further embodiments, the substrate layer comprises a rigid, flexible substrate, or the like;
the anode comprises ITO, FTO or ZTO and the like;
the hole injection layer includes PEODT: PSS (poly (3, 4-ethylenedioxythiophene): poly (styrenesulfonic acid)), WoO3、MoO3、NiO、V2O5HATCN (2,3,6,7,10, 11-hexacyano-1, 4,5,8,9, 12-hexaazatriphenylene), CuS, etc.;
the hole transport layer can be a micromolecular organic matter or a macromolecule conducting polymer, and comprises the following components: TFB (Poly [ (9, 9-di-N-octylfluorenyl-2, 7-diyl) -alt- (4,4' - (N- (4-N-butyl) phenyl) -diphenylamine)]) PVK (polyvinylcarbazole), TCTA (4,4 '-tris (carbazol-9-yl) triphenylamine), TAPC (4,4' -cyclohexylbis [ N, N-bis (4-methylphenyl) aniline)]) Poly-TBP, Poly-TPD, NPB (N, N ' -diphenyl-N, N ' - (1-naphthyl) -1,1' -biphenyl-4, 4' -diamine), CBP (4,4' -bis (9-carbazole) biphenyl), peot: PSS, MoO3、WoO3、NiO、CuO、V2O5CuS, etc.;
the quantum dot light-emitting layer comprises a quantum dot light-emitting layer prepared from the quantum dot ink in an ink-jet printing mode, and the thickness of the quantum dot light-emitting layer is 10-100 nm;
the electron transport layer comprises ZnO, ZnMgO, ZnMgLiO, ZnInO, ZrO, TiO2、Alq3TAZ (3- (biphenyl-4-yl) -5- (4-tert-butylphenyl) -4-phenyl-4H-1,2, 4-triazole), TPBI (1,3, 5-tris (1-phenyl-1H-benzimidazol-2-yl) benzene), PBD (2- (4 '-tert-butylphenyl) -5- (4' -biphenyl) -1,3, 4-oxadiazole), BCP (2, 9-dimethyl-4, 7-diphenyl-1, 10-phenanthroline), Bphen (4, 7-diphenyl-1, 10-phenanthroline);
the cathode includes: al, Ag, Au, Cu, Mo, or an alloy thereof.
In order to make the details and operations of the above embodiments of the present invention clearly understood by those skilled in the art and to make the progress of the quantum dot ink and the preparation method thereof obvious, the above technical solutions are illustrated by the following embodiments.
Example 1
A quantum dot ink and a quantum dot light emitting layer, comprising the steps of:
under the condition of stirring, 10 wt% of oleylamine-stabilized red CdSe/ZnS quantum dots, 70 wt% of tridecane solvent with the purity of more than 99.9% and 20 wt% of 2-methyl-6-hydroxybenzofuran with the purity of more than 99.9% are sequentially added into a 500mL single-neck flask and stirred for 30 minutes to obtain the quantum dot ink.
② a red quantum dot layer with 20 multiplied by 30um and resolution of 200 multiplied by 200ppi is printed by an ink-jet printer.
Thirdly, heating to 155 ℃ on a hot plate and vacuumizing to 1 multiplied by 10-4And volatilizing and drying for 30min under the condition of Torr to obtain the monochromatic quantum dot luminescent layer.
Example 2
A quantum dot ink and a quantum dot light emitting layer, comprising the steps of:
under the condition of stirring, 10 wt% of oleylamine-stabilized green CdZnSe/CdZnS quantum dots, 50 wt% of o-xylene with the purity of more than 99.9% and 50 wt% of (2, 2-dimethyl-2, 3-dihydro-1-benzofuran-7-yl) methanol with the purity of more than 99.9% are sequentially added into a 500mL single-neck flask and stirred for 30 minutes to obtain the quantum dot ink.
② a green quantum dot layer with 20 multiplied by 30um and resolution of 200 multiplied by 200ppi is printed by an ink-jet printer.
Thirdly, heating the mixture on a hot plate to 180 ℃, and volatilizing and drying the mixture for 30min under nitrogen flow to obtain the monochromatic quantum dot light-emitting layer.
Example 3
A quantum dot ink and a quantum dot light emitting layer, comprising the steps of:
adding 10 wt% of oleylamine stabilized blue CdS/CdZnS quantum dots, 45 wt% of tridecane with purity of more than 99.9%, 35 wt% of dicyclohexyl with purity of more than 99.9% and 10 wt% of 3- (2, 3-dihydro-1-benzofuran-5-yl) -1-propanol with purity of more than 99.9% into a 500mL single-neck flask in sequence under the condition of stirring, and stirring for 30 minutes to obtain the quantum dot ink.
② a red quantum dot layer with 20 multiplied by 30um and resolution of 200 multiplied by 200ppi is printed by an ink-jet printer.
③ cooling to 15 ℃ and vacuum of 1X 10-5And volatilizing and drying for 30min under the condition of Torr to obtain the monochromatic quantum dot luminescent layer.
Comparative example 1
A quantum dot ink and a quantum dot light emitting layer, comprising the steps of: 1.0g of oleylamine stabilized red CdSe/ZnS quantum dot, 5g of o-xylene and 4g of n-octane solvent are mixed and stirred for 30 minutes, and the mixture is filtered by a 0.45 mu filter membrane to obtain the quantum dot ink. A layer of red quantum dots of 20 × 30um, resolution 200 × 200ppi was printed by an inkjet printer. Heating to 100 ℃ on a hot plate, nitrogen flow and vacuum of 1X 10-6And volatilizing and drying for 30min under the condition of Torr to obtain the monochromatic quantum dot luminescent layer.
Further, in order to verify the advancement of the quantum dot ink prepared in the embodiment of the present invention, the embodiment of the present invention performs a film formation uniformity test on the quantum dot ink, and the test results are shown in table 1 below:
TABLE 1
| Item group classification | Uniformity of film formation |
| Comparative example 1 | 52％ |
| Example 1 | 70％ |
| Example 2 | 67％ |
| Example 3 | 79％ |
The test results show that the quantum dot ink prepared in the embodiments 1 to 3 has better film-forming uniformity compared with the quantum dot ink prepared in the comparison document 1, and therefore, the quantum dot material in the quantum dot ink prepared in the embodiments of the present invention can be more uniformly dispersed in the ink system, the uniformity and stability of the quantum dot ink system are ensured, the storage stability is good, the quantum dot ink has the characteristics of appropriate viscosity, surface tension and the like, the matching degree with ink-jet printing and other processes is higher, the ink-discharging stability is better, and the uniformity of the printed film is better.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents and improvements made within the spirit and principle of the present invention are intended to be included within the scope of the present invention.
Claims (10)
1. The quantum dot ink is characterized by comprising at least one quantum dot material and at least one benzofuran organic solvent, wherein the structural general formula of the benzofuran organic solvent is shown as the following formula I:
wherein a and b are independently selected from integers of 0-2, and a and b are notAnd is simultaneously 0; r1，R2Each independently selected from: at least one of substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl.
2. The quantum dot ink according to claim 1, wherein the substituted or unsubstituted alkyl group is a substituted or unsubstituted alkyl group having 2 to 25 carbon atoms;
the substituted or unsubstituted cycloalkyl group is a substituted or unsubstituted cycloalkyl group having 3 to 25 carbon atoms;
wherein the substituents in the substituted alkyl group and the substituents in the substituted cycloalkyl group are each independently selected from: aryl, nitro, cyano, amino, halogen, hydroxy, carboxyl, ester, carbonyl, alkenyl, alkynyl, cycloalkyl, alkoxy, aryloxy, heteroaryloxy, alkoxycarbonyl, perfluoroalkyl, perfluoroalkoxy, aryloxy, thioalkoxy, -N (R)3)(R4)、-S(O)2-N(R3)(R4)、-C(＝O)-N(R3)(R4)、(R3)(R4) N-alkyl, (R)3)(R4) N-alkoxy, (R)3)(R4) N-alkylaryloxyalkyl, -S (O)x-aryl, -S (O)x-at least one of heteroaryl, silyl groups; wherein x is an integer of 0-2; r3、R4Each independently selected from: alkyl and cycloalkyl.
3. The quantum dot ink as claimed in claim 2, wherein the alkyl group having 2 to 25 carbon atoms is selected from: at least one of butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, hexadecyl, octadecyl, and isomers thereof; and/or the presence of a gas in the gas,
the cycloalkyl with 3-25 carbon atoms is selected from: at least one of cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, cycloundecyl, and isomers thereof; and/or the presence of a gas in the gas,
the R is3、R4When the alkyl groups are respectively and independently selected from alkyl groups, the alkyl groups are selected from alkyl groups with 1-25 carbon atoms; and/or the presence of a gas in the gas,
the aryl group is selected from: at least one of phenyl, biphenyl, triphenyl, benzo group, naphthyl, anthryl, peribenzo naphthyl, phenanthryl, fluorenyl, pyrenyl, chrysenyl, perylene group and azulenyl; and/or the presence of a gas in the gas,
the heteroaryl group is selected from: dibenzothienyl, dibenzofuryl, furyl, thienyl, benzofuryl, benzothienyl, carbazolyl, pyrazolyl, imidazolyl, triazolyl, isoxazolyl, thiazolyl, oxadiazolyl, thiadiazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, oxazinyl, thiazinyl, oxadiazolyl, indolyl, benzimidazolyl, indazolyl, indolizinyl, benzoxazolyl, isoxazolyl, benzothiazolyl, quinolyl, isoquinolyl, o-diaza-naphthyl, quinazolinyl, quinoxalinyl, naphthyl, phthalidyl, pteridinyl, xanthinyl, acridinyl, phenazinyl, phenothiazinyl, phenoxazinyl, dibenzoselenophenyl, benzoselenophenyl, benzofuropyridylpyrazolyl, indolocarbazolyl, pyridylindolyl, pyrrolydipyridoindolyl, At least one of furan bipyridyl, benzothiophene furopyridinyl, thienobipyridyl, benzoselenophenopyridine, and selenophenedipyridinyl.
4. The quantum dot ink of claim 3, wherein the benzofuran-based organic solvent in the quantum dot ink is selected from the group consisting of: benzofuran-6, 7-diol, benzofuran-3-ylmethanol, 5-iodo-2, 3-dihydroxybenzofuran, 2, 3-dihydrobenzofuran-7-methanol, 5-hydroxybenzofuran, (2, 2-dimethyl-2, 3-dihydro-1-benzofuran-7-yl) methanol, 3-methyl-5-hydroxybenzofuran, 7-hydroxybenzofuran, 1- (1-benzofuran-2-yl) ethanol, 3- (2, 3-dihydro-1-benzofuran-5-yl) -1-propanol, 5-fluoro-7-hydroxybenzofuran, 1-benzofuran-5-methanol, 2-methyl-5-methyl-ethyl-1-methyl-5-yl-benzofuran, 2, 3-dimethyl-2, 3-dihydro-1-benzofuran-7-yl-methanol, 5-methyl-benzofuran-5-yl-1-, [ (2S,3aR,7aR) -2-ethoxyhexahydro-1-benzofuran-3A (4H) -yl ] methanol, 5-fluoro-2, 3-dihydrobenzofuran-7-ol, 2, 3-dihydrobenzofuran-5-ol, 6, 7-dihydroxy-2, 3-dihydrobenzofuran, 3-ethyl-5-methoxy-1-methyl-1, 3-dihydro-2-benzofuran-4-ol, 2, 3-dihydro-6-hydroxybenzofuran, 2-methyl-6-hydroxybenzofuran, 2-ethoxy-hexahydro-1-benzofuran-3A (4H) -yl, 1, 3-dihydroisobenzofuran-1-ol, 3- (1-methylethyl) -5-hydroxybenzofuran, 2-amino-1- (benzofuran-2-yl) ethanol, 7-methoxy-5-benzofuraolpropanol, 4,5,6, 7-tetrahydrobenzofuran-4-ol, (5-methoxy-1-benzofuran-2-yl) methanol, 5-fluoro-2, 3-dihydrobenzofuran-3-ol, (1S) -1- (1-benzofuran-2-yl) ethanol, benzofuran-3-ethanol, 2, 3-dihydro-1-benzofuran-5-yl methanol, methyl-1, 3-dihydroisobenzofuran-1-ol, methyl-2-methyl-1, 5-methoxy-benzofuran-2-yl, methyl-4, 5-methoxy-1-benzofuran-2-yl, 5-fluoro, 2, 3-dihydro-1-benzofuran-2-methanol and/or 2-acetyl-7-hydroxybenzofuran.
5. The quantum dot ink according to any one of claims 1 to 4, wherein the boiling point of the quantum dot ink is 80 ℃ to 450 ℃; and/or the presence of a gas in the gas,
the viscosity of the quantum dot ink is 0.5 to 60cPs at the temperature of between 25 and 35 ℃; and/or the presence of a gas in the gas,
the surface tension of the quantum dot ink in an environment of 25-35 ℃ is 20-60 mN/m.
6. The quantum dot ink of claim 5, wherein: the quantum dot ink comprises the following components in percentage by mass based on the total mass of the quantum dot ink being 100%:
0.01 to 45 percent of quantum dot material,
10 to 90 percent of benzofuran organic solvent.
7. The quantum dot ink of claim 6, wherein: the quantum dot ink further comprises an auxiliary organic solvent and/or an auxiliary agent, and the quantum dot ink comprises the following components in percentage by mass based on the total mass of the quantum dot ink being 100%:
8. the quantum dot ink of claim 7, wherein the auxiliary organic solvent is selected from the group consisting of: at least one of chlorobenzene, o-dichlorobenzene, tetrahydrofuran, anisole, morpholine, toluene, o-xylene, m-xylene, p-xylene, n-hexane, dichloromethane, chloroform, 1, 4-dioxane, 1, 2-dichloroethane, 1,1, 1-trichloroethane, 1,1,2, 2-tetrachloroethane, tetrahydronaphthalene, decalin, phenoxytoluene, dodecane, 1-methoxynaphthalene, 1-butylnaphthalene, o-dimethoxybenzene, 1-methylnaphthalene, 1, 2-dimethylnaphthalene, cyclohexylbenzene, 1,2, 4-trimethoxybenzene, phenylhexane, tetradecane, 1, 2-dimethylnaphthalene, 4-isopropylbiphenyl, 2-isopropylnaphthalene, 1-ethylnaphthalene and 1,2,3, 4-tetrahydronaphthalene; and/or the presence of a gas in the gas,
the auxiliary agent is selected from: at least one of a charge transport agent, a viscosity modifier, and a dispersant.
9. The quantum dot ink of claim 8, wherein the charge transport agent is selected from the group consisting of: at least one of polycarbazole, polyfluorene, polyaniline, polyparaphenylethene, polyparaphenyleneethynylene, polyacetylene, polyparaphenylene, polythiophene, polypyridine, polypyrrole, polycarbazole derivative, polyfluorene derivative, polyaniline derivative, polyparaphenylethene derivative, polyparaphenylethynylene derivative, polyacetylene derivative, polyparaphenylene derivative, polythiophene derivative, polypyridine derivative, and polypyrrole derivative; and/or the presence of a gas in the gas,
the viscosity modifier is selected from: at least one of a polyhydric alcohol, an alkyl glycol ether or trimethylolpropane, trimethylolethane, casein and carboxymethylcellulose; and/or the presence of a gas in the gas,
the dispersant is selected from: any one of an anionic surfactant, a cationic surfactant, a nonionic surfactant and an amphoteric surfactant.
10. The preparation method of the quantum dot film is characterized by comprising the following steps:
providing a substrate;
depositing the quantum dot ink as claimed in any one of claims 1 to 9 on the substrate, and then drying to obtain the quantum dot thin film.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911403045.2A CN113122062A (en) | 2019-12-30 | 2019-12-30 | Quantum dot ink and preparation method of quantum dot film |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911403045.2A CN113122062A (en) | 2019-12-30 | 2019-12-30 | Quantum dot ink and preparation method of quantum dot film |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN113122062A true CN113122062A (en) | 2021-07-16 |
Family
ID=76768334
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201911403045.2A Pending CN113122062A (en) | 2019-12-30 | 2019-12-30 | Quantum dot ink and preparation method of quantum dot film |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113122062A (en) |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003176282A (en) * | 2001-09-28 | 2003-06-24 | Sharp Corp | Benzofuran compounds |
| CN104087065A (en) * | 2014-07-02 | 2014-10-08 | 林格实业(深圳)有限公司 | Ink and preparation method thereof |
| CN104428291A (en) * | 2012-07-13 | 2015-03-18 | 巴斯夫欧洲公司 | Polyglycol bis-[3-(7-tert-butyl-2-oxo-3-phenyl-3h-benzofuran-5-yl-)propanoyl] derivatives as stabilizers of organic material |
| CN105062193A (en) * | 2015-08-14 | 2015-11-18 | 广州华睿光电材料有限公司 | Printing ink composition and electronic device |
| US20180346748A1 (en) * | 2015-11-12 | 2018-12-06 | Guangzhou Chinaray Optoelectronic Materials Ltd. | Formulation for printing electronic device and application thereof in electronic device |
| CN109153871A (en) * | 2016-06-16 | 2019-01-04 | 默克专利有限公司 | The preparation of organic functional material |
| CN110408266A (en) * | 2018-04-27 | 2019-11-05 | Tcl集团股份有限公司 | Inorganic nano material prints ink and its preparation method and application |
-
2019
- 2019-12-30 CN CN201911403045.2A patent/CN113122062A/en active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003176282A (en) * | 2001-09-28 | 2003-06-24 | Sharp Corp | Benzofuran compounds |
| CN104428291A (en) * | 2012-07-13 | 2015-03-18 | 巴斯夫欧洲公司 | Polyglycol bis-[3-(7-tert-butyl-2-oxo-3-phenyl-3h-benzofuran-5-yl-)propanoyl] derivatives as stabilizers of organic material |
| CN104087065A (en) * | 2014-07-02 | 2014-10-08 | 林格实业(深圳)有限公司 | Ink and preparation method thereof |
| CN105062193A (en) * | 2015-08-14 | 2015-11-18 | 广州华睿光电材料有限公司 | Printing ink composition and electronic device |
| US20180346748A1 (en) * | 2015-11-12 | 2018-12-06 | Guangzhou Chinaray Optoelectronic Materials Ltd. | Formulation for printing electronic device and application thereof in electronic device |
| CN109153871A (en) * | 2016-06-16 | 2019-01-04 | 默克专利有限公司 | The preparation of organic functional material |
| CN110408266A (en) * | 2018-04-27 | 2019-11-05 | Tcl集团股份有限公司 | Inorganic nano material prints ink and its preparation method and application |
Non-Patent Citations (2)
| Title |
|---|
| 古清杨等: "《有机化学物理化学》", 31 January 2005, 远方出版社 * |
| 李学文: "《中国袖珍百科全书 数理科学卷》", 30 September 2001, 长城出版社 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN109790407B (en) | Printing ink composition, preparation method and application thereof | |
| CN109790406B (en) | Composition for printing electronic device and preparation method and application thereof | |
| US20180327622A1 (en) | Printing formulation and application thereof | |
| CN108291105B (en) | Composition for printing electronic devices and use thereof in electronic devices | |
| CN108137971B (en) | Composition for printing electronics and use thereof in electronic devices | |
| US11555128B2 (en) | Printing composition, electronic device comprising same and preparation method for functional material thin film | |
| KR20180084087A (en) | Printing formulations and their application | |
| KR100897260B1 (en) | White light emitting nanoparticle dispersion and organic photoelectric device using same | |
| Qi et al. | Toward near-white electroluminescence with enhanced blue emission from carbon dots in PEDOT: PSS/ZnO organic/inorganic hybrid heterojunctions | |
| JP2020077610A (en) | Electroluminescent device and display device including the same | |
| KR102515818B1 (en) | Organic compounds, lighe emitting diode and light emitting device having the compounds | |
| CN113122050B (en) | Quantum dot ink and preparation method of quantum dot film | |
| KR20200059723A (en) | Electroluminescent device, and display device comprising thereof | |
| CN113122053A (en) | Quantum dot ink and preparation method of quantum dot film | |
| CN113122062A (en) | Quantum dot ink and preparation method of quantum dot film | |
| CN113122057A (en) | Quantum dot ink and preparation method of quantum dot film | |
| CN113493628B (en) | Quantum dot ink and preparation method of quantum dot film | |
| CN112409845B (en) | Printing ink | |
| CN113122058A (en) | Preparation method of ink and quantum dot film | |
| CN113054120B (en) | Electron blocking film, quantum dot light-emitting diode and preparation method thereof | |
| CN113122061A (en) | Quantum dot ink and preparation method of quantum dot film | |
| KR100913610B1 (en) | Multicomponent Light Emitting Nanoparticles Containing Metal Complexes and Organic Photoelectric Devices Using The Same | |
| CN113493629A (en) | Quantum dot ink and preparation method of quantum dot film | |
| Kim et al. | 51‐1: Invited Paper: Charge Injection Control of Cadmium‐Free Quantum Dot Light‐Emitting Diodes | |
| CN113122063A (en) | Quantum dot ink and preparation method of quantum dot film |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20210716 |