CN111560258A - Temperature-sensitive color developing liquid crystal microcapsule and preparation method thereof - Google Patents
Temperature-sensitive color developing liquid crystal microcapsule and preparation method thereof Download PDFInfo
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- CN111560258A CN111560258A CN202010458348.0A CN202010458348A CN111560258A CN 111560258 A CN111560258 A CN 111560258A CN 202010458348 A CN202010458348 A CN 202010458348A CN 111560258 A CN111560258 A CN 111560258A
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- liquid crystal
- cholesterol
- crystal microcapsule
- chloride
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 110
- 239000003094 microcapsule Substances 0.000 title claims abstract description 99
- 238000002360 preparation method Methods 0.000 title abstract description 7
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 claims abstract description 27
- 150000001263 acyl chlorides Chemical class 0.000 claims abstract description 15
- -1 amine compound Chemical class 0.000 claims abstract description 15
- 239000000463 material Substances 0.000 claims abstract description 15
- 239000011162 core material Substances 0.000 claims abstract description 13
- 238000012695 Interfacial polymerization Methods 0.000 claims abstract description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 51
- 239000012071 phase Substances 0.000 claims description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 33
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 30
- CCORPVHYPHHRKB-NXUCFJMCSA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] propanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CC)C1 CCORPVHYPHHRKB-NXUCFJMCSA-N 0.000 claims description 18
- 239000002245 particle Substances 0.000 claims description 18
- 239000008346 aqueous phase Substances 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 12
- 239000000839 emulsion Substances 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- 238000005406 washing Methods 0.000 claims description 11
- 239000005158 Cholesterol Pelargonate Substances 0.000 claims description 10
- WCLNGBQPTVENHV-MKQVXYPISA-N cholesteryl nonanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCC)C1 WCLNGBQPTVENHV-MKQVXYPISA-N 0.000 claims description 10
- 239000005155 Cholesterol Propionate Substances 0.000 claims description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 9
- 229920000768 polyamine Polymers 0.000 claims description 9
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 8
- 239000003995 emulsifying agent Substances 0.000 claims description 8
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 claims description 8
- 229960001124 trientine Drugs 0.000 claims description 8
- RJECHNNFRHZQKU-UHFFFAOYSA-N Oelsaeurecholesterylester Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCC=CCCCCCCCC)C2 RJECHNNFRHZQKU-UHFFFAOYSA-N 0.000 claims description 6
- RJECHNNFRHZQKU-RMUVNZEASA-N cholesteryl oleate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)C1 RJECHNNFRHZQKU-RMUVNZEASA-N 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 6
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 claims description 6
- 230000001804 emulsifying effect Effects 0.000 claims description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
- 239000005148 Cholesterol Benzoate Substances 0.000 claims description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 4
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 claims description 4
- UVZUFUGNHDDLRQ-LLHZKFLPSA-N cholesteryl benzoate Chemical compound O([C@@H]1CC2=CC[C@H]3[C@@H]4CC[C@@H]([C@]4(CC[C@@H]3[C@@]2(C)CC1)C)[C@H](C)CCCC(C)C)C(=O)C1=CC=CC=C1 UVZUFUGNHDDLRQ-LLHZKFLPSA-N 0.000 claims description 4
- 229920005615 natural polymer Polymers 0.000 claims description 4
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 3
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 3
- VPRCINUSGGYBRP-UHFFFAOYSA-N 2,4,4-trimethylhexane-1,1-diamine Chemical compound CCC(C)(C)CC(C)C(N)N VPRCINUSGGYBRP-UHFFFAOYSA-N 0.000 claims description 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 3
- XUGISPSHIFXEHZ-UHFFFAOYSA-N 3beta-acetoxy-cholest-5-ene Natural products C1C=C2CC(OC(C)=O)CCC2(C)C2C1C1CCC(C(C)CCCC(C)C)C1(C)CC2 XUGISPSHIFXEHZ-UHFFFAOYSA-N 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 3
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 3
- NAACPBBQTFFYQB-UHFFFAOYSA-N Linolsaeure-cholesterylester Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCC=CCC=CCCCCC)C2 NAACPBBQTFFYQB-UHFFFAOYSA-N 0.000 claims description 3
- CKDZWMVGDHGMFR-GTPODGLVSA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] butanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCC)C1 CKDZWMVGDHGMFR-GTPODGLVSA-N 0.000 claims description 3
- VARVSEQINPNKDM-NXUCFJMCSA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] ethyl carbonate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)OCC)C1 VARVSEQINPNKDM-NXUCFJMCSA-N 0.000 claims description 3
- PWAXUOGZOSVGBO-UHFFFAOYSA-N adipoyl chloride Chemical compound ClC(=O)CCCCC(Cl)=O PWAXUOGZOSVGBO-UHFFFAOYSA-N 0.000 claims description 3
- JWXLCQHWBFHMOI-NIQMUPOESA-N bis[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] carbonate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C(C1)[C@]2(C)CC[C@@H]1OC(=O)O[C@@H]1CC2=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1 JWXLCQHWBFHMOI-NIQMUPOESA-N 0.000 claims description 3
- QVYARBLCAHCSFJ-UHFFFAOYSA-N butane-1,1-diamine Chemical compound CCCC(N)N QVYARBLCAHCSFJ-UHFFFAOYSA-N 0.000 claims description 3
- IRXBNHGNHKNOJI-UHFFFAOYSA-N butanedioyl dichloride Chemical compound ClC(=O)CCC(Cl)=O IRXBNHGNHKNOJI-UHFFFAOYSA-N 0.000 claims description 3
- XUGISPSHIFXEHZ-VEVYEIKRSA-N cholesteryl acetate Chemical compound C1C=C2C[C@@H](OC(C)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 XUGISPSHIFXEHZ-VEVYEIKRSA-N 0.000 claims description 3
- NAACPBBQTFFYQB-XNTGVSEISA-N cholesteryl octadeca-9,12-dienoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCC=CCC=CCCCCC)C1 NAACPBBQTFFYQB-XNTGVSEISA-N 0.000 claims description 3
- SYECJBOWSGTPLU-UHFFFAOYSA-N hexane-1,1-diamine Chemical compound CCCCCC(N)N SYECJBOWSGTPLU-UHFFFAOYSA-N 0.000 claims description 3
- 239000002563 ionic surfactant Substances 0.000 claims description 3
- 229940018564 m-phenylenediamine Drugs 0.000 claims description 3
- 239000002736 nonionic surfactant Substances 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 2
- OTVRYZXVVMZHHW-DPAQBDIFSA-N cholesteryl chloride Chemical compound C1C=C2C[C@@H](Cl)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 OTVRYZXVVMZHHW-DPAQBDIFSA-N 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- FESYLMLHRKCTFF-MFLJIVHPSA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] (e)-3-phenylprop-2-enoate Chemical compound O([C@@H]1CC2=CC[C@H]3[C@@H]4CC[C@@H]([C@]4(CC[C@@H]3[C@@]2(C)CC1)C)[C@H](C)CCCC(C)C)C(=O)\C=C\C1=CC=CC=C1 FESYLMLHRKCTFF-MFLJIVHPSA-N 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 1
- 238000002310 reflectometry Methods 0.000 abstract description 12
- 239000002904 solvent Substances 0.000 abstract description 9
- 239000003086 colorant Substances 0.000 abstract description 3
- 238000003756 stirring Methods 0.000 description 26
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 18
- 239000007788 liquid Substances 0.000 description 17
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 14
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 14
- 239000006185 dispersion Substances 0.000 description 14
- 239000004372 Polyvinyl alcohol Substances 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 229920002451 polyvinyl alcohol Polymers 0.000 description 12
- 229920005749 polyurethane resin Polymers 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- 239000007764 o/w emulsion Substances 0.000 description 6
- 238000009877 rendering Methods 0.000 description 5
- DPQHRXRAZHNGRU-UHFFFAOYSA-N 2,4,4-trimethylhexane-1,6-diamine Chemical compound NCC(C)CC(C)(C)CCN DPQHRXRAZHNGRU-UHFFFAOYSA-N 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 108010010803 Gelatin Proteins 0.000 description 3
- 235000010489 acacia gum Nutrition 0.000 description 3
- 235000012000 cholesterol Nutrition 0.000 description 3
- 239000008273 gelatin Substances 0.000 description 3
- 229920000159 gelatin Polymers 0.000 description 3
- 235000019322 gelatine Nutrition 0.000 description 3
- 235000011852 gelatine desserts Nutrition 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000005141 Cholesterol Ethyl Carbonate Substances 0.000 description 2
- 229920000084 Gum arabic Polymers 0.000 description 2
- 239000004988 Nematic liquid crystal Substances 0.000 description 2
- 241000978776 Senegalia senegal Species 0.000 description 2
- 239000004974 Thermotropic liquid crystal Substances 0.000 description 2
- 239000000205 acacia gum Substances 0.000 description 2
- 230000006978 adaptation Effects 0.000 description 2
- 150000007514 bases Chemical class 0.000 description 2
- 229940114081 cinnamate Drugs 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 230000010287 polarization Effects 0.000 description 2
- 229920006254 polymer film Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 150000007519 polyprotic acids Polymers 0.000 description 2
- 238000010008 shearing Methods 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 2
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 239000001785 acacia senegal l. willd gum Substances 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- UWCPYKQBIPYOLX-UHFFFAOYSA-N benzene-1,3,5-tricarbonyl chloride Chemical compound ClC(=O)C1=CC(C(Cl)=O)=CC(C(Cl)=O)=C1 UWCPYKQBIPYOLX-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000003098 cholesteric effect Effects 0.000 description 1
- 150000001841 cholesterols Chemical class 0.000 description 1
- 238000005354 coacervation Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 230000002535 lyotropic effect Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 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 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 238000002604 ultrasonography Methods 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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Liquid Crystal Substances (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Liquid Crystal (AREA)
Abstract
The invention provides a temperature-sensitive chromogenic liquid crystal microcapsule, which comprises a core material and a wall material, wherein the core material is cholesteric liquid crystal, and the wall material is formed by interfacial polymerization of a polybasic acyl chloride compound and a polybasic amine compound. The invention also discloses a preparation method of the temperature-sensitive chromogenic liquid crystal microcapsule. The temperature-sensitive developing liquid crystal microcapsule can display different colors along with temperature change in different temperature ranges according to different liquid crystal formulas used as core materials, and the solvent resistance can be greatly improved without influencing the reflectivity, so that the stability of the liquid crystal microcapsule is improved, and the application range of the liquid crystal microcapsule is expanded.
Description
Technical Field
The invention relates to a liquid crystal microcapsule, and preparation and application thereof, in particular to a solvent-resistant temperature-sensitive chromogenic liquid crystal microcapsule and a preparation method thereof.
Background
Liquid crystals are a special form between solid and liquid, and have both liquid fluidity and crystal anisotropy. Liquid crystals are mainly classified into lyotropic liquid crystals and thermotropic liquid crystals according to physical conditions for forming a liquid crystal state, and thermotropic liquid crystals are further classified into nematic liquid crystals, cholesteric liquid crystals, and smectic liquid crystals according to an ordered state of their internal molecular arrangement. Cholesteric liquid crystals can be considered as a special nematic liquid crystal, in which liquid crystal molecules are arranged in layers in the direction of the short axis, the molecules in the layers are disordered but arranged parallel to each other, and the long axis orientation of the molecules in different layers is different, and they are periodically arranged in a helical structure by rotation in the direction of the normal to the layer. The twisted rotation of the liquid crystal molecules can cause the change of the refractive index, so as to reflect the incident light with a specific wavelength, wherein the wavelength of the incident light which can be reflected by the cholesteric liquid crystal is related to the pitch P, and can be expressed by the Bragg reflection formula: λ =2nPsin Φ, where λ is the wavelength of the reflected light, n is the average refractive index of the cholesteric liquid crystal, and Φ is the angle of the reflected light with the liquid crystal surface. When the wavelength of the reflected incident light falls within the visible light range, the color development effect can be achieved. Most of cholesteric liquid crystals are easily changed by the influence of external factors (such as magnetic field, electric field, light, temperature and the like), so that the cholesteric liquid crystals have wide application prospect in the field of optical color development. However, the fluidity of cholesteric liquid crystals makes them poor in processability and stability, and cholesteric liquid crystals are generally microencapsulated to maintain their controllable optical properties.
The microcapsule generally comprises a wall material and a core material, wherein the wall material is generally a natural polymer or a synthetic polymer, and the currently commonly used polymers mainly comprise gelatin, Arabic gum and olefin polymers. Such liquid crystal microcapsules have excellent water resistance but are not resistant to solvents, thereby limiting the application fields of the liquid crystal microcapsules. And the traditional preparation method mainly comprises complex coacervation and in-situ polymerization, and the production process is complex and is not beneficial to mass production.
Therefore, it is required to provide a temperature-sensitive color developing liquid crystal microcapsule in which solvent resistance can be significantly improved without affecting reflectance.
Disclosure of Invention
In order to solve the above problems, an aspect of the present invention provides a temperature-sensitive color developing liquid crystal microcapsule, comprising a core material and a wall material, wherein the core material is cholesteric liquid crystal, and the wall material is formed by interfacial polymerization of a polybasic acid chloride compound and a polybasic amine compound. In a preferred embodiment, the liquid crystal microcapsule has a particle size ranging from 1 to 50 μm. In a more preferred embodiment, the liquid crystal microcapsule has a particle size ranging from 2 to 30 μm.
In a preferred embodiment, the polybasic acid chloride compound is selected from one or more of terephthaloyl chloride, isophthaloyl chloride, 1,3, 5-benzenetricarboxylic acid chloride, succinoyl chloride, oxalyl chloride, adipoyl chloride.
In a preferred embodiment, the polyamine compound is selected from one or more of ethylenediamine, butanediamine, hexanediamine, 2, 4-trimethylhexanediamine, 2,4, 4-trimethylhexanediamine, octanediamine, decanediamine, p-phenylenediamine, m-phenylenediamine, diethylenetriamine, triethylenetetramine.
In a preferred embodiment, the cholesteric liquid crystal is selected from at least two of cholesterol acetate, cholesterol propionate, cholesterol n-butyrate, cholesterol pelargonate, cholesterol benzoate, cholesterol oleate carbonate, cholesterol oleate, cholesterol chloride, cholesteryl linoleate, cholesterol cinnamate, cholesterol ethyl carbonate, cholesteryl isostearoyl carbonate, cholesteryl butenoate, cholesteryl carbonate.
On the other hand, the invention also discloses a method for preparing the temperature-sensitive chromogenic liquid crystal microcapsule, which comprises the following steps: a. dissolving cholesteric liquid crystal and a polybasic acyl chloride compound in an organic solvent according to a proportion to form a uniform and transparent oil phase; b. preparing an aqueous phase containing an emulsifier; c. slowly adding the oil phase into the water phase, and emulsifying to obtain an emulsion containing oil phase droplets; d. slowly adding the water solution of the polyamine compound into the emulsion, and heating and polymerizing to form a wall material; and e, centrifugal washing.
In a preferred embodiment, step b further comprises adding a basic compound to adjust the pH.
In a preferred embodiment, the mass ratio of the polybasic acyl chloride compound to the cholesteric liquid crystal is 1: 3-1: 15.
In a preferred embodiment, the mass ratio of the polyamine compound to the cholesteric liquid crystal is 1:2 to 1: 30.
In a preferred embodiment, the organic solvent comprises acetone, ethyl acetate, n-hexane, dichloromethane and cyclohexane.
In a preferred embodiment, the emulsifier is one or more of a non-ionic surfactant, an ionic surfactant, and a natural polymer.
Has the advantages that:
the temperature-sensitive developing liquid crystal microcapsule can display different colors along with temperature change in different temperature ranges according to different liquid crystal formulas used as core materials, and the solvent resistance can be greatly improved without influencing the reflectivity, so that the stability of the liquid crystal microcapsule is improved, and the application range of the liquid crystal microcapsule is expanded.
Drawings
The invention may be better understood by reference to the following description of embodiments of the invention taken in conjunction with the accompanying drawings, in which:
FIG. 1 is a polarization microscope photograph of a liquid crystal microcapsule prepared according to example 1 before and after dropping cyclopentanone (a);
fig. 2 is a polarization microscope photograph of the liquid crystal microcapsule prepared according to example 1 before dropping ethyl acetate (a) and after (b).
Detailed Description
In the following description, for purposes of explanation, numerous specific details are set forth in order to provide a thorough understanding of the present invention, however, it will be apparent to those skilled in the art that the present invention may be practiced without these specific details. The illustrated example embodiments have been set forth only for the purposes of example and that it is not intended to be limiting. Therefore, it is intended that the scope of the invention be limited not by this detailed description, but rather by the claims appended hereto.
The components used in the following examples can be synthesized by a known method or obtained commercially. These synthetic techniques are conventional and the resulting compounds are tested for compliance with electronic standards.
The invention discloses a temperature-sensitive chromogenic liquid crystal microcapsule which takes cholesteric liquid crystal as a core material, and the wall material of the microcapsule is formed by interfacial polymerization of a polybasic acyl chloride compound and a polybasic amine compound. The particle size range of the liquid crystal microcapsule is 1-50 microns. Preferably, the particle size of the liquid crystal microcapsule is in the range of 2-30 microns. The polybasic acyl chloride compound contains at least two acyl chloride groups, and can be selected from one or more of terephthaloyl chloride, isophthaloyl chloride, 1,3, 5-benzenetricarboxychloride, succinoyl chloride, oxalyl chloride, and adipoyl chloride. The polyamine compound contains at least two amino groups, and can be selected from one or more of ethylenediamine, butanediamine, hexanediamine, 2, 4-trimethylhexanediamine, 2,4, 4-trimethylhexanediamine, octanediamine, decanediamine, p-phenylenediamine, m-phenylenediamine, diethylenetriamine and triethylenetetramine. The acyl chloride in the polybasic acyl chloride compound and the amino in the polybasic amine compound are crosslinked and polymerized to form a compact wall material, and cholesteric liquid crystal serving as a core material is wrapped in the wall material, so that the solvent resistance of the wall material can be improved under the condition of not influencing the color development brightness of the liquid crystal microcapsule.
The cholesteric liquid crystal can be a cholesteric ester liquid crystal including at least two of cholesterol acetate, cholesterol propionate, cholesterol n-butyrate, cholesterol pelargonate, cholesterol benzoate, cholesterol oleate carbonate, cholesterol oleate, chlorinated cholesterol, cholesteryl linoleate, cholesterol cinnamate, cholesterol ethyl carbonate, cholesteryl isostearoyl carbonate, cholesteryl butenoate, cholesteryl carbonate. By adjusting the type of the liquid crystal and the relative content of the liquid crystal in the core material, the color change range of the liquid crystal microcapsule can be adjusted, and the application range of the liquid crystal microcapsule is enlarged.
The invention also discloses a method for preparing the temperature-sensitive chromogenic liquid crystal microcapsule, which specifically comprises the following steps.
First, a cholesteric liquid crystal and a polybasic acyl chloride compound are dissolved in an organic solvent in proportion to form a uniform and transparent oil phase. The mass ratio of the polybasic acyl chloride compound to the cholesteric liquid crystal is 1: 3-1: 15. The organic solvent is solvent capable of dissolving cholesteric liquid crystal and polybasic acyl chloride compound, such as acetone, ethyl acetate, n-hexane, dichloromethane or cyclohexane.
Next, an aqueous phase containing an emulsifier is prepared. The emulsifier includes commonly used nonionic surfactants (such as alkylphenol ethoxylates (OP-10), polyoxyethylene octyl polyvinylpyrrolidone, polyvinyl alcohol (PVA), etc.), ionic surfactants (such as alkyl sulfate, alkylbenzene sulfonate, etc.), and natural polymers (such as gelatin, gum arabic, starch, etc.). In the step, alkaline compounds can be added to adjust the pH, so that the reflectivity of the finally prepared liquid crystal microcapsule is further improved. The basic compound can be a base (e.g., NaOH) or a basic salt (e.g., sodium bicarbonate).
Thirdly, slowly adding the oil phase into the water phase containing the emulsifier, and emulsifying to obtain the emulsion containing oil phase droplets. Emulsification means may include stirring, high speed shearing, ultrasound, high pressure homogenization, jet, vortex mixing, and the like. In the present invention, the emulsification is carried out by means of stirring or high-speed shearing. The emulsifying speed is 500-10000 rpm, and the emulsifying time is 2-30 min.
Then, an aqueous solution of a polyamine compound is slowly added to the emulsion, and heated to polymerize the mixture to form a wall material. In the process, the polyamine compound and the polybasic acyl chloride compound in the oil-phase liquid drop are subjected to cross-linking polymerization at the interface of the oil phase and the water phase (namely the surface of the oil-phase liquid drop) to form a polymer film, so that the cholesteric liquid crystal is wrapped in the polymer film to form a core-wall structure. Preferably, the mass ratio of the polyamine compound to the cholesteric liquid crystal is 1:2 to 1: 30.
Finally, centrifugal washing. The emulsifier and the unreacted reactant can be removed by washing, and finally the dispersion liquid containing the temperature-sensitive chromogenic liquid crystal microcapsule is formed.
The structure, performance and preparation method of the temperature-sensitive chromogenic liquid crystal microcapsule will be described in detail with reference to the specific examples. Wherein the reflectivity of the liquid crystal microcapsule is measured by a YS3060 spectrocolorimeter. In the following examples, the percentages are by weight unless otherwise specified.
Comparative example
6 grams of gelatin and 6 grams of gum arabic were weighed and dissolved in 288 grams of water to form an aqueous phase. 1 g of cholesterol propionate and 4 g of cholesterol pelargonate are weighed out, melted and added to the aqueous phase, emulsified for 2 hours. The pH was adjusted to 4.5 and the reaction was stirred for 1 hour. 5 g of a 5% strength aqueous glutaraldehyde solution were added and the mixture was cured for 12 hours. And (3) centrifugally separating the liquid crystal microcapsules, washing with water for multiple times, and centrifugally separating to obtain the liquid crystal microcapsules with the particle size of 3-30 microns. The liquid crystal microcapsule shows red, green and blue changes along with the temperature rise between 40 and 60 ℃, and after the liquid crystal microcapsule is mixed with polyurethane resin (Anda Cia 1704B resin) according to a certain proportion and coated, the reflectivity is measured to be less than 10 percent. Acetone, butanone, cyclohexanone, cyclopentanone, and ethyl acetate were added dropwise to the dispersion of the liquid crystal microcapsule, respectively, and brightness was lost after 1 minute, and solvent resistance was poor.
Example 1
0.5 g of cholesterol propionate, 2.0 g of cholesterol pelargonate and 0.2 g of terephthaloyl chloride were weighed out and dissolved in 15 g of ethyl acetate to form a homogeneous oil phase. 1.5 g of OP-10 was dissolved in 75 g of water to form aqueous phase A. 0.1 g of ethylenediamine was dissolved in 10 g of water to form an aqueous phase B. Slowly adding the prepared oil phase into the water phase A, and continuously stirring for 5 minutes to obtain the oil-in-water emulsion. And slowly adding the water phase B into the emulsion under the stirring condition, stirring and reacting for 1.5 hours at 50 ℃, then cooling to 25 ℃, and continuously stirring for 0.5 hour to obtain the liquid crystal microcapsule dispersion liquid with uniform particle size. And (3) centrifugally separating the liquid crystal microcapsules, washing with water for multiple times, and centrifugally separating to obtain the liquid crystal microcapsules with the particle size of 3-30 microns. The liquid crystal microcapsule shows red, green and blue changes along with the temperature rise between 40 and 60 ℃, and after the liquid crystal microcapsule is mixed with polyurethane resin (Anda Cia 1704B resin) according to a certain proportion and coated, the measured reflectivity is about 10 percent. Acetone, butanone, cyclohexanone and cyclopentanone are respectively added into the dispersion liquid of the liquid crystal microcapsule, and the liquid crystal microcapsule can still maintain the brightness. As shown in FIG. 1, the color development performance is not affected basically before and after the addition of cyclopentanone. When ethyl acetate was added dropwise, only a small portion of the color of the liquid crystal microcapsule disappeared, as shown in fig. 2.
Example 2
1.5 grams of cholesterol propionate, 6 grams of cholesterol pelargonate, and 0.8 gram of terephthaloyl chloride were weighed out and dissolved in 15 grams of ethyl acetate to form a homogeneous oil phase. 2 g of PVA were dissolved in 95 g of water and 0.15 g of sodium bicarbonate were added to form aqueous phase A. 0.5 g of hexamethylene diamine and 0.3 g of triethylene tetramine were dissolved in 10 g of a 2% aqueous PVA solution to form an aqueous phase B. Slowly adding the prepared oil phase into the water phase A, and continuously stirring for 5 minutes to obtain the oil-in-water emulsion. And slowly adding the water phase B into the emulsion under the stirring condition, stirring and reacting for 1.5 hours at 50 ℃, then cooling to 25 ℃, and continuously stirring for 0.5 hour to obtain the liquid crystal microcapsule dispersion liquid with uniform particle size. And (3) centrifugally separating the liquid crystal microcapsules, washing with water for multiple times, and centrifugally separating to obtain the liquid crystal microcapsules with the particle size of 2-20 microns. The liquid crystal microcapsule shows red, green and blue changes along with the temperature rise between 40 and 60 ℃, and after the liquid crystal microcapsule is mixed with polyurethane resin (Anda Cia 1704B resin) according to a certain proportion and coated, the measured reflectivity is 14.04%. Acetone, butanone, cyclohexanone and cyclopentanone are respectively dripped into the dispersion liquid of the liquid crystal microcapsule, the liquid crystal microcapsule can still maintain the brightness, and the color rendering property of the liquid crystal microcapsule is basically not influenced. When ethyl acetate was added dropwise, only a small portion of the color of the liquid crystal microcapsule disappeared.
Example 3
0.9 g of cholesterol propionate, 3.6 g of cholesterol pelargonate and 1 g of terephthaloyl chloride were weighed out and dissolved in 15 g of ethyl acetate to form a homogeneous oil phase. 2 g of PVA were dissolved in 95 g of water to form an aqueous phase A. 1 g of 2,4, 4-trimethylhexamethylenediamine and 0.6 g of triethylenetetramine are dissolved in 10 g of a 2% aqueous PVA solution to form an aqueous phase B. Slowly adding the prepared oil phase into the water phase A, and continuously stirring for 5 minutes to obtain the oil-in-water emulsion. And slowly adding the water phase B into the emulsion under the stirring condition, stirring and reacting for 1.5 hours at 50 ℃, then cooling to 25 ℃, and continuously stirring for 0.5 hour to obtain the liquid crystal microcapsule dispersion liquid with uniform particle size. And (3) centrifugally separating the liquid crystal microcapsules, washing with water for multiple times, and centrifugally separating to obtain the liquid crystal microcapsules with the particle size of 3-10 microns. The liquid crystal microcapsule shows red, green and blue changes along with the temperature rise between 40 and 60 ℃, and after the liquid crystal microcapsule is mixed with polyurethane resin (Anda Cia 1704B resin) according to a certain proportion and coated, the measured reflectivity is 18.37%. Acetone, butanone, cyclohexanone and cyclopentanone are respectively dripped into the dispersion liquid of the liquid crystal microcapsule, the liquid crystal microcapsule can still maintain the brightness, and the color rendering property of the liquid crystal microcapsule is basically not influenced. When ethyl acetate was added dropwise, the color of the liquid crystal microcapsule did not substantially disappear.
Example 4
0.9 g of cholesterol propionate, 3.6 g of cholesterol pelargonate and 1 g of terephthaloyl chloride were weighed out and dissolved in 15 g of ethyl acetate to form a homogeneous oil phase. 2 g of PVA were dissolved in 95 g of water and the pH was adjusted to 12 by adding 25% NaOH to form an aqueous phase A. 1 g of 2,4, 4-trimethylhexamethylenediamine and 0.6 g of triethylenetetramine are dissolved in 10 g of a 2% aqueous PVA solution to form an aqueous phase B. Slowly adding the prepared oil phase into the water phase A, and continuously stirring for 5 minutes to obtain the oil-in-water emulsion. And slowly adding the water phase B into the emulsion under the stirring condition, stirring and reacting for 1.5 hours at 50 ℃, then cooling to 25 ℃, and continuously stirring for 0.5 hour to obtain the liquid crystal microcapsule dispersion liquid with uniform particle size. And (3) centrifugally separating the liquid crystal microcapsules, washing with water for multiple times, and centrifugally separating to obtain the liquid crystal microcapsules with the particle size of 3-10 microns. The liquid crystal microcapsule shows red, green and blue changes along with the temperature rise between 40 and 60 ℃, and after the liquid crystal microcapsule is mixed with polyurethane resin (Anda Cia 1704B resin) according to a certain proportion and coated, the measured reflectivity is 21.39%. Acetone, butanone, cyclohexanone and cyclopentanone are respectively dripped into the dispersion liquid of the liquid crystal microcapsule, the liquid crystal microcapsule can still maintain the brightness, and the color rendering property of the liquid crystal microcapsule is basically not influenced. When ethyl acetate was added dropwise, the color of the liquid crystal microcapsule did not substantially disappear.
Example 5
1.4 grams of cholesterol oleic carbonate, 1.8 grams of cholesterol pelargonate, 0.8 grams of cholesterol benzoate, and 1 gram of terephthaloyl chloride were weighed out and dissolved in 15 grams of ethyl acetate to form a homogeneous oil phase. 2 g of PVA were dissolved in 95 g of water and the pH was adjusted to 12 by adding 25% NaOH to form an aqueous phase A. 1 g of 2,4, 4-trimethylhexamethylenediamine and 0.6 g of triethylenetetramine are dissolved in 10 g of a 2% aqueous PVA solution to form an aqueous phase B. Slowly adding the prepared oil phase into the water phase A, and continuously stirring for 5 minutes to obtain the oil-in-water emulsion. And slowly adding the water phase B into the emulsion under the stirring condition, stirring and reacting for 1.5 hours at 50 ℃, then cooling to 25 ℃, and continuously stirring for 0.5 hour to obtain the liquid crystal microcapsule dispersion liquid with uniform particle size. And (3) centrifugally separating the liquid crystal microcapsules, washing with water for multiple times, and centrifugally separating to obtain the liquid crystal microcapsules with the particle size of 3-25 microns. The liquid crystal microcapsule shows red, green and blue changes along with the temperature rise at the temperature of 12-30 ℃, and after the liquid crystal microcapsule is mixed with polyurethane resin (Anda Cita 1704B resin) according to a certain proportion and coated, the measured reflectivity is 15.30%. Acetone, butanone, cyclohexanone and cyclopentanone are respectively dripped into the dispersion liquid of the liquid crystal microcapsule, the liquid crystal microcapsule can still maintain the brightness, and the color rendering property of the liquid crystal microcapsule is basically not influenced. When ethyl acetate was added dropwise, the color of the liquid crystal microcapsule did not substantially disappear.
Example 6
0.9 g of cholesterol propionate, 3.6 g of cholesterol pelargonate and 1 g of isophthaloyl chloride were weighed out and dissolved in 15 g of ethyl acetate to form a homogeneous oil phase. 2 g of PVA were dissolved in 95 g of water and the pH was adjusted to 12 by adding 25% NaOH to form an aqueous phase A. 1 g of 2,4, 4-trimethylhexamethylenediamine and 0.6 g of triethylenetetramine are dissolved in 10 g of a 2% aqueous PVA solution to form an aqueous phase B. Slowly adding the prepared oil phase into the water phase A, and continuously stirring for 5 minutes to obtain the oil-in-water emulsion. And slowly adding the water phase B into the emulsion under the stirring condition, stirring and reacting for 1.5 hours at 50 ℃, then cooling to 25 ℃, and continuously stirring for 0.5 hour to obtain the liquid crystal microcapsule dispersion liquid with uniform particle size. And (3) centrifugally separating the liquid crystal microcapsules, washing with water for multiple times, and centrifugally separating to obtain the liquid crystal microcapsules with the particle size of 3-15 microns. The liquid crystal microcapsule shows red, green and blue changes along with the temperature rise between 40 and 60 ℃, and after the liquid crystal microcapsule is mixed with polyurethane resin (Anda Cia 1704B resin) according to a certain proportion and coated, the measured reflectivity is 18.19%. Acetone, butanone, cyclohexanone and cyclopentanone are respectively dripped into the dispersion liquid of the liquid crystal microcapsule, the liquid crystal microcapsule can still maintain the brightness, and the color rendering property of the liquid crystal microcapsule is basically not influenced. When ethyl acetate was added dropwise, the color of the liquid crystal microcapsule did not substantially disappear.
It can be seen from the above comparative examples and examples that the temperature-sensitive color-developing liquid crystal microcapsule of the present invention can display different colors with temperature change in different temperature ranges according to different liquid crystal formulations as core materials, and can improve the solvent resistance and stability of the liquid crystal microcapsule under the condition of keeping the reflectivity basically unchanged or even greatly improved.
Although several exemplary embodiments have been described above in detail, the disclosed embodiments are merely exemplary and not limiting, and those skilled in the art will readily appreciate that many other modifications, adaptations, and/or alternatives are possible in the exemplary embodiments without materially departing from the novel teachings and advantages of the present disclosure. Accordingly, all such modifications, adaptations, and/or alternatives are intended to be included within the scope of the present disclosure as defined by the following claims.
Claims (9)
1. The temperature-sensitive color developing liquid crystal microcapsule comprises a core material and a wall material, and is characterized in that the core material is cholesteric liquid crystal, the wall material is formed by interfacial polymerization of a polybasic acyl chloride compound and a polybasic amine compound, wherein the polybasic acyl chloride compound is selected from one or more of terephthaloyl chloride, isophthaloyl chloride, 1,3, 5-benzene tricarboxy chloride, succinoyl chloride, oxalyl chloride and adipoyl chloride, and the polybasic amine compound is selected from one or more of ethylenediamine, butanediamine, hexanediamine, 2, 4-trimethyl hexanediamine, 2,4, 4-trimethyl hexanediamine, octanediamine, decanediamine, p-phenylenediamine, m-phenylenediamine, diethylenetriamine and triethylene tetramine.
2. The liquid crystal microcapsule according to claim 1, wherein the cholesteric liquid crystal is selected from at least two of cholesterol acetate, cholesterol propionate, cholesterol n-butyrate, cholesterol pelargonate, cholesterol benzoate, cholesterol oleate carbonate, cholesterol oleate, cholesterol chloride, cholesteryl linoleate, cholesteryl cinnamate, cholesteryl ethyl carbonate, cholesteryl isostearoyl carbonate, cholesteryl crotonate, and cholesteryl carbonate.
3. The liquid crystal microcapsule according to claim 1, wherein the liquid crystal microcapsule has a particle size in the range of 1 to 50 μm.
4. A method for preparing a temperature-sensitive chromogenic liquid crystal microcapsule, which is characterized by comprising the following steps:
a. dissolving cholesteric liquid crystal and a polybasic acyl chloride compound in an organic solvent according to a proportion to form a uniform and transparent oil phase;
b. preparing an aqueous phase containing an emulsifier;
c. slowly adding the oil phase into the water phase, and emulsifying to obtain an emulsion containing the oil phase droplets;
d. slowly adding an aqueous solution of a polyamine compound into the emulsion, and heating and polymerizing to form a wall material;
e. and (4) centrifugal washing.
5. The method of claim 4, wherein step b further comprises adjusting the pH by adding an alkaline compound.
6. The method according to claim 4, wherein the mass ratio of the poly-acid chloride compound to the cholesteric liquid crystal is 1:3 to 1: 15.
7. The method according to claim 4, wherein the mass ratio of the polyamine compound to the cholesteric liquid crystal is 1:2 to 1: 30.
8. The method of claim 4, wherein the organic solvent comprises acetone, ethyl acetate, n-hexane, dichloromethane, and cyclohexane.
9. The method of claim 4, wherein the emulsifier is one or more of a non-ionic surfactant, an ionic surfactant, and a natural polymer.
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