KR102118431B1 - 고내열성 폴리알킬렌 카보네이트 수지 조성물 - Google Patents
고내열성 폴리알킬렌 카보네이트 수지 조성물 Download PDFInfo
- Publication number
- KR102118431B1 KR102118431B1 KR1020140150533A KR20140150533A KR102118431B1 KR 102118431 B1 KR102118431 B1 KR 102118431B1 KR 1020140150533 A KR1020140150533 A KR 1020140150533A KR 20140150533 A KR20140150533 A KR 20140150533A KR 102118431 B1 KR102118431 B1 KR 102118431B1
- Authority
- KR
- South Korea
- Prior art keywords
- polyalkylene carbonate
- resin composition
- methylimidazole
- anhydride
- carbonate resin
- 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.)
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- 229920001281 polyalkylene Polymers 0.000 title claims abstract description 86
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 title claims abstract description 83
- 239000011342 resin composition Substances 0.000 title claims abstract description 46
- -1 epoxide compounds Chemical class 0.000 claims abstract description 45
- 229910052736 halogen Chemical group 0.000 claims abstract description 42
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 37
- 150000002367 halogens Chemical group 0.000 claims abstract description 34
- 239000003822 epoxy resin Substances 0.000 claims abstract description 28
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 28
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 20
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical group O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 16
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 14
- 229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 8
- 239000001569 carbon dioxide Substances 0.000 claims abstract description 8
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000003118 aryl group Chemical group 0.000 claims abstract description 7
- 125000002993 cycloalkylene group Chemical group 0.000 claims abstract description 6
- 125000006681 (C2-C10) alkylene group Chemical group 0.000 claims abstract description 4
- 150000001875 compounds Chemical class 0.000 claims description 30
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 24
- 150000001412 amines Chemical group 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 150000008065 acid anhydrides Chemical class 0.000 claims description 8
- 229920002647 polyamide Polymers 0.000 claims description 8
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 7
- 239000004593 Epoxy Substances 0.000 claims description 7
- 229920000379 polypropylene carbonate Polymers 0.000 claims description 7
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 7
- YTWBFUCJVWKCCK-UHFFFAOYSA-N 2-heptadecyl-1h-imidazole Chemical compound CCCCCCCCCCCCCCCCCC1=NC=CN1 YTWBFUCJVWKCCK-UHFFFAOYSA-N 0.000 claims description 6
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 5
- 150000008064 anhydrides Chemical class 0.000 claims description 5
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 claims description 5
- 150000002118 epoxides Chemical class 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229920005989 resin Polymers 0.000 claims description 5
- 239000011347 resin Substances 0.000 claims description 5
- FBHPRUXJQNWTEW-UHFFFAOYSA-N 1-benzyl-2-methylimidazole Chemical compound CC1=NC=CN1CC1=CC=CC=C1 FBHPRUXJQNWTEW-UHFFFAOYSA-N 0.000 claims description 4
- BVYPJEBKDLFIDL-UHFFFAOYSA-N 3-(2-phenylimidazol-1-yl)propanenitrile Chemical compound N#CCCN1C=CN=C1C1=CC=CC=C1 BVYPJEBKDLFIDL-UHFFFAOYSA-N 0.000 claims description 4
- 239000004952 Polyamide Substances 0.000 claims description 4
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 238000004898 kneading Methods 0.000 claims description 4
- LTVUCOSIZFEASK-MPXCPUAZSA-N (3ar,4s,7r,7as)-3a-methyl-3a,4,7,7a-tetrahydro-4,7-methano-2-benzofuran-1,3-dione Chemical compound C([C@H]1C=C2)[C@H]2[C@H]2[C@]1(C)C(=O)OC2=O LTVUCOSIZFEASK-MPXCPUAZSA-N 0.000 claims description 3
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 claims description 3
- ZMAMKNPVAMKIIC-UHFFFAOYSA-N (5-benzyl-2-phenyl-1h-imidazol-4-yl)methanol Chemical compound OCC=1N=C(C=2C=CC=CC=2)NC=1CC1=CC=CC=C1 ZMAMKNPVAMKIIC-UHFFFAOYSA-N 0.000 claims description 3
- NOQONXWBCSGVGF-UHFFFAOYSA-N 1,2,4-triphenylimidazole Chemical compound C=1C=CC=CC=1N1C=C(C=2C=CC=CC=2)N=C1C1=CC=CC=C1 NOQONXWBCSGVGF-UHFFFAOYSA-N 0.000 claims description 3
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 3
- BDHGFCVQWMDIQX-UHFFFAOYSA-N 1-ethenyl-2-methylimidazole Chemical compound CC1=NC=CN1C=C BDHGFCVQWMDIQX-UHFFFAOYSA-N 0.000 claims description 3
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 claims description 3
- WRVGDKPOUCETDA-UHFFFAOYSA-N 2,5-dimethyl-1h-imidazole;2-undecyl-1h-imidazole Chemical compound CC1=CN=C(C)N1.CCCCCCCCCCCC1=NC=CN1 WRVGDKPOUCETDA-UHFFFAOYSA-N 0.000 claims description 3
- QKVROWZQJVDFSO-UHFFFAOYSA-N 2-(2-methylimidazol-1-yl)ethanamine Chemical compound CC1=NC=CN1CCN QKVROWZQJVDFSO-UHFFFAOYSA-N 0.000 claims description 3
- OPHSKKPSEMOQLM-UHFFFAOYSA-N 2-(2-phenylethenyl)-1h-imidazole Chemical compound N=1C=CNC=1C=CC1=CC=CC=C1 OPHSKKPSEMOQLM-UHFFFAOYSA-N 0.000 claims description 3
- MLPBASQNOQYIGL-UHFFFAOYSA-N 2-(2-propan-2-yl-1h-imidazol-5-yl)propanenitrile Chemical compound CC(C)C1=NC=C(C(C)C#N)N1 MLPBASQNOQYIGL-UHFFFAOYSA-N 0.000 claims description 3
- YAXVEVGFPVWPKA-UHFFFAOYSA-N 2-[2-(4-methoxyphenyl)ethenyl]-1h-imidazole Chemical compound C1=CC(OC)=CC=C1C=CC1=NC=CN1 YAXVEVGFPVWPKA-UHFFFAOYSA-N 0.000 claims description 3
- MLMGJTAJUDSUKA-UHFFFAOYSA-N 2-ethenyl-1h-imidazole Chemical compound C=CC1=NC=CN1 MLMGJTAJUDSUKA-UHFFFAOYSA-N 0.000 claims description 3
- PQAMFDRRWURCFQ-UHFFFAOYSA-N 2-ethyl-1h-imidazole Chemical compound CCC1=NC=CN1 PQAMFDRRWURCFQ-UHFFFAOYSA-N 0.000 claims description 3
- OMBXZTBWATXTMQ-UHFFFAOYSA-N 2-methyl-1-(1-phenyltridecyl)imidazole Chemical compound C1=CN=C(C)N1C(CCCCCCCCCCCC)C1=CC=CC=C1 OMBXZTBWATXTMQ-UHFFFAOYSA-N 0.000 claims description 3
- ZQNVWAQNCHHONO-UHFFFAOYSA-N 2-methyl-1-phenylimidazole Chemical compound CC1=NC=CN1C1=CC=CC=C1 ZQNVWAQNCHHONO-UHFFFAOYSA-N 0.000 claims description 3
- SIQHSJOKAUDDLN-UHFFFAOYSA-N 2-methyl-1-propylimidazole Chemical compound CCCN1C=CN=C1C SIQHSJOKAUDDLN-UHFFFAOYSA-N 0.000 claims description 3
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 claims description 3
- WBDSXISQIHMTGL-UHFFFAOYSA-N 2-methyl-4,5-diphenyl-1h-imidazole Chemical compound N1C(C)=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 WBDSXISQIHMTGL-UHFFFAOYSA-N 0.000 claims description 3
- ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 2-phenyl-1h-imidazole Chemical compound C1=CNC(C=2C=CC=CC=2)=N1 ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 0.000 claims description 3
- UIDDPPKZYZTEGS-UHFFFAOYSA-N 3-(2-ethyl-4-methylimidazol-1-yl)propanenitrile Chemical compound CCC1=NC(C)=CN1CCC#N UIDDPPKZYZTEGS-UHFFFAOYSA-N 0.000 claims description 3
- KDHWOCLBMVSZPG-UHFFFAOYSA-N 3-imidazol-1-ylpropan-1-amine Chemical compound NCCCN1C=CN=C1 KDHWOCLBMVSZPG-UHFFFAOYSA-N 0.000 claims description 3
- YATKABCHSRLDGQ-UHFFFAOYSA-N 5-benzyl-2-phenyl-1h-imidazole Chemical compound C=1C=CC=CC=1CC(N=1)=CNC=1C1=CC=CC=C1 YATKABCHSRLDGQ-UHFFFAOYSA-N 0.000 claims description 3
- TYOXIFXYEIILLY-UHFFFAOYSA-N 5-methyl-2-phenyl-1h-imidazole Chemical compound N1C(C)=CN=C1C1=CC=CC=C1 TYOXIFXYEIILLY-UHFFFAOYSA-N 0.000 claims description 3
- MJZYCDYAVCQQEQ-UHFFFAOYSA-N 5-tert-butyl-2-(4,5-diphenyl-1H-imidazol-2-yl)phenol Chemical compound OC1=CC(C(C)(C)C)=CC=C1C1=NC(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)N1 MJZYCDYAVCQQEQ-UHFFFAOYSA-N 0.000 claims description 3
- ULKLGIFJWFIQFF-UHFFFAOYSA-N 5K8XI641G3 Chemical compound CCC1=NC=C(C)N1 ULKLGIFJWFIQFF-UHFFFAOYSA-N 0.000 claims description 3
- UTOXHKZBTMSHOW-UHFFFAOYSA-N 6-(4,5-diphenyl-1h-imidazol-2-yl)-3,6-dimethylcyclohexa-2,4-dien-1-amine Chemical compound C1=CC(C)=CC(N)C1(C)C1=NC(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)N1 UTOXHKZBTMSHOW-UHFFFAOYSA-N 0.000 claims description 3
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 3
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 claims description 3
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 3
- UUQQGGWZVKUCBD-UHFFFAOYSA-N [4-(hydroxymethyl)-2-phenyl-1h-imidazol-5-yl]methanol Chemical compound N1C(CO)=C(CO)N=C1C1=CC=CC=C1 UUQQGGWZVKUCBD-UHFFFAOYSA-N 0.000 claims description 3
- 239000006096 absorbing agent Substances 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- 239000000853 adhesive Substances 0.000 claims description 3
- 230000001070 adhesive effect Effects 0.000 claims description 3
- 125000002723 alicyclic group Chemical group 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 239000002216 antistatic agent Substances 0.000 claims description 3
- XMSVKICKONKVNM-UHFFFAOYSA-N bicyclo[2.2.1]heptane-3,4-diamine Chemical compound C1CC2(N)C(N)CC1C2 XMSVKICKONKVNM-UHFFFAOYSA-N 0.000 claims description 3
- IKZDMJSZEMDIMC-UHFFFAOYSA-N chembl389656 Chemical compound OC1=CC=CC=C1C1=NC(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)N1 IKZDMJSZEMDIMC-UHFFFAOYSA-N 0.000 claims description 3
- 229960002887 deanol Drugs 0.000 claims description 3
- PQZTVWVYCLIIJY-UHFFFAOYSA-N diethyl(propyl)amine Chemical compound CCCN(CC)CC PQZTVWVYCLIIJY-UHFFFAOYSA-N 0.000 claims description 3
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 claims description 3
- 239000002270 dispersing agent Substances 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 239000000945 filler Substances 0.000 claims description 3
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000012760 heat stabilizer Substances 0.000 claims description 3
- 239000004611 light stabiliser Substances 0.000 claims description 3
- 239000000314 lubricant Substances 0.000 claims description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 3
- VIJMMQUAJQEELS-UHFFFAOYSA-N n,n-bis(ethenyl)ethenamine Chemical compound C=CN(C=C)C=C VIJMMQUAJQEELS-UHFFFAOYSA-N 0.000 claims description 3
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 claims description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 3
- 239000000049 pigment Substances 0.000 claims description 3
- 239000005077 polysulfide Substances 0.000 claims description 3
- 229920001021 polysulfide Polymers 0.000 claims description 3
- 150000008117 polysulfides Polymers 0.000 claims description 3
- 239000012748 slip agent Substances 0.000 claims description 3
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 claims description 3
- KNDQHSIWLOJIGP-UMRXKNAASA-N (3ar,4s,7r,7as)-rel-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione Chemical compound O=C1OC(=O)[C@@H]2[C@H]1[C@]1([H])C=C[C@@]2([H])C1 KNDQHSIWLOJIGP-UMRXKNAASA-N 0.000 claims description 2
- RUEBPOOTFCZRBC-UHFFFAOYSA-N (5-methyl-2-phenyl-1h-imidazol-4-yl)methanol Chemical compound OCC1=C(C)NC(C=2C=CC=CC=2)=N1 RUEBPOOTFCZRBC-UHFFFAOYSA-N 0.000 claims description 2
- XIOGJAPOAUEYJO-UHFFFAOYSA-N 2-(2-methoxyphenyl)-4,5-diphenyl-1h-imidazole Chemical compound COC1=CC=CC=C1C1=NC(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)N1 XIOGJAPOAUEYJO-UHFFFAOYSA-N 0.000 claims description 2
- FUOZJYASZOSONT-UHFFFAOYSA-N 2-propan-2-yl-1h-imidazole Chemical compound CC(C)C1=NC=CN1 FUOZJYASZOSONT-UHFFFAOYSA-N 0.000 claims description 2
- SZUPZARBRLCVCB-UHFFFAOYSA-N 3-(2-undecylimidazol-1-yl)propanenitrile Chemical compound CCCCCCCCCCCC1=NC=CN1CCC#N SZUPZARBRLCVCB-UHFFFAOYSA-N 0.000 claims description 2
- WVRNUXJQQFPNMN-VAWYXSNFSA-N 3-[(e)-dodec-1-enyl]oxolane-2,5-dione Chemical compound CCCCCCCCCC\C=C\C1CC(=O)OC1=O WVRNUXJQQFPNMN-VAWYXSNFSA-N 0.000 claims description 2
- KOGSPLLRMRSADR-UHFFFAOYSA-N 4-(2-aminopropan-2-yl)-1-methylcyclohexan-1-amine Chemical compound CC(C)(N)C1CCC(C)(N)CC1 KOGSPLLRMRSADR-UHFFFAOYSA-N 0.000 claims description 2
- MWSKJDNQKGCKPA-UHFFFAOYSA-N 6-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1CC(C)=CC2C(=O)OC(=O)C12 MWSKJDNQKGCKPA-UHFFFAOYSA-N 0.000 claims description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 2
- 230000005484 gravity Effects 0.000 claims description 2
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 claims description 2
- LLQHIXPTWGBBAS-UHFFFAOYSA-N 2-butyl-1h-imidazole;2-(2-methyl-1h-imidazol-5-yl)propanenitrile Chemical compound CCCCC1=NC=CN1.N#CC(C)C1=CN=C(C)N1 LLQHIXPTWGBBAS-UHFFFAOYSA-N 0.000 claims 1
- XDKYTXBAVJELDQ-UHFFFAOYSA-N 2-methylhistamine Chemical compound CC1=NC=C(CCN)N1 XDKYTXBAVJELDQ-UHFFFAOYSA-N 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 46
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 27
- 229910052757 nitrogen Inorganic materials 0.000 description 26
- 229910052717 sulfur Inorganic materials 0.000 description 26
- 229910052760 oxygen Inorganic materials 0.000 description 24
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 23
- 239000001301 oxygen Substances 0.000 description 23
- 229910052710 silicon Inorganic materials 0.000 description 23
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 22
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 22
- 239000010703 silicon Substances 0.000 description 22
- 239000011593 sulfur Substances 0.000 description 22
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 20
- 229910052698 phosphorus Inorganic materials 0.000 description 14
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 12
- 125000004437 phosphorous atom Chemical group 0.000 description 12
- 239000011574 phosphorus Substances 0.000 description 12
- 125000006736 (C6-C20) aryl group Chemical group 0.000 description 11
- 239000000126 substance Substances 0.000 description 10
- 150000001450 anions Chemical class 0.000 description 9
- 125000005843 halogen group Chemical group 0.000 description 9
- 125000004104 aryloxy group Chemical group 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 125000003342 alkenyl group Chemical group 0.000 description 7
- 238000004132 cross linking Methods 0.000 description 5
- 230000009477 glass transition Effects 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 229910052752 metalloid Inorganic materials 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 125000004434 sulfur atom Chemical group 0.000 description 3
- MCMFEZDRQOJKMN-UHFFFAOYSA-N 1-butylimidazole Chemical compound CCCCN1C=CN=C1 MCMFEZDRQOJKMN-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- XUZOLVDRTWTQJB-UHFFFAOYSA-N 2-heptadec-1-enyl-5-methyl-1h-imidazole Chemical compound CCCCCCCCCCCCCCCC=CC1=NC(C)=CN1 XUZOLVDRTWTQJB-UHFFFAOYSA-N 0.000 description 2
- SESYNEDUKZDRJL-UHFFFAOYSA-N 3-(2-methylimidazol-1-yl)propanenitrile Chemical compound CC1=NC=CN1CCC#N SESYNEDUKZDRJL-UHFFFAOYSA-N 0.000 description 2
- UPJQFPBIFZYRLB-UHFFFAOYSA-N 3-(4,5-diphenyl-1h-imidazol-2-yl)phenol Chemical compound OC1=CC=CC(C=2NC(=C(N=2)C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 UPJQFPBIFZYRLB-UHFFFAOYSA-N 0.000 description 2
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 2
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000005264 aryl amine group Chemical group 0.000 description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking or vulcanising agents; including accelerators
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/10—Transparent films; Clear coatings; Transparent materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/05—Polymer mixtures characterised by other features containing polymer components which can react with one another
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Epoxy Resins (AREA)
Abstract
Description
Claims (16)
- 이산화탄소와 할로겐 또는 알콕시로 치환 또는 비치환된 (C2-C10)알킬렌 옥사이드; 할로겐 또는 알콕시로 치환 또는 비치환된 (C4-C20)사이클로알킬렌옥사이드; 및 할로겐, 알콕시, 알킬 또는 아릴로 치환 또는 비치환된(C8-C20) 스타이렌옥사이드;로 이루어진 군으로부터 선택되는 1종 또는 서로 다른 2종 이상의 에폭사이드 화합물을 반응시킨 중량평균분자량이 1,000 내지 5,000g/mol인 폴리알킬렌 카보네이트, 에폭시 수지 및 경화제를 포함하는 폴리알킬렌 카보네이트 수지 조성물.
- 삭제
- 제 1항에 있어서,
폴리알킬렌 카보네이트 수지 조성물은 폴리알킬렌 카보네이트 100중량부에 대하여 에폭시 수지 5 내지 950중량부 및 상기 에폭시 수지의 에폭사이드 당량 기준으로 0.8 내지 1.2배 당량의 경화제를 포함하는 폴리알킬렌 카보네이트 수지 조성물. - 제 1항에 있어서,
폴리알킬렌 카보네이트는 폴리프로필렌 카보네이트 및 폴리에틸렌 카보네이트 중에서 선택되는 어느 하나 또는 둘 이상의 혼합물인 폴리알킬렌 카보네이트 수지 조성물. - 제 1항에 있어서,
에폭시 수지는 글리시딜 에테르계, 글리시딜 에스테르계, 글리시딜 아민계, 선형 지방족 에폭시 화합물 및 지환족 에폭시 화합물로 이루어진 군으로부터 선택되는 어느 하나 또는 둘 이상의 혼합물인 폴리알킬렌 카보네이트 수지 조성물. - 제 1항에 있어서,
에폭시 수지는 중량평균분자량이 180 내지 10,000g/mol인 폴리알킬렌 카보네이트 수지 조성물. - 제 1항에 있어서,
경화제는 아민계, 산무수물계, 폴리아마이드 또는 아미드아민계, 이미다졸계 및 메르캅탄계 화합물로 이루어진 군으로부터 선택되는 어느 하나 또는 둘 이상의 혼합물인 폴리알킬렌 카보네이트 수지 조성물. - 제 8항에 있어서,
아민계 화합물은 디에틸트리아민, 트리에틸테트라민, 디에틸프로필아민, 멘탄디아민, 노말아미노에틸파이퍼라진, 메타자일렌디아민, 이소프론디아민, 노보난디아민, 메타페닐렌디아민, 디메틸아닐린, 디아미노디페닐술폰, 트리디메틸아미노메틸페놀, 벤질디메틸아민, 트리에탄올아민, 트리에틸렌아민, 디메틸아미노에탄올 및 이들의 혼합물 중에서 선택되는 어느 하나인 폴리알킬렌 카보네이트 수지 조성물. - 제 8항에 있어서,
산무수물계 화합물은 도데케닐석시닉 무수물, 메틸테트라하이드로프탈릭 무수물, 메틸헥사하이드로프탈릭 무수물, 메틸히믹 무수물, 프탈릭 무수물, 말레익 무수물, 트리멜리틱 무수물, 파이로멜리틱 무수물, 헥사하이드로프탈릭 무수물, 테트라하이드로프탈릭 무수물, 메틸나딕 무수물, 나딕 무수물 및 이들의 혼합물 중에서 선택되는 어느 하나인 폴리알킬렌 카보네이트 수지 조성물. - 제 8항에 있어서,
폴리아마이드 또는 아미드아민계 화합물은 트리에틸렌테트라민(triethylenetetramine), 디에틸렌트리아민(diethylenetriamine), 테트라에틸렌펜타민(tetraethylenepentamine), 시아노구아니딘(cyanoguanidine) 및 디시안디아마이드(dicyandiamides)로 이루어진 군으로부터 선택되는 폴리알킬렌 카보네이트 수지 조성물. - 제 8항에 있어서,
이미다졸계 화합물은 1-메틸이미다졸, 2-메틸이미다졸, 탄소수 10 내지 18개의 알킬기를 갖는 2-알킬이미다졸, 2-에틸-4-메틸이미다졸, 2-페닐이미다졸 및 1-페닐-2-메틸이미다졸, 2-헵타데실이미다졸, 1-시아노에틸-2-페닐이미다졸-트리멜리테이트, 2-(β-(2'-메틸이미다조일-(1')))-에틸-4-6-디아미노-s-트리아진, 2,4-디메틸이미다졸 2-운데실이미다졸, 2-헵타데세닐-4-메틸이미다졸, 2-헵타데실이미다졸, 2-페닐-4-메틸이미다졸, 1-벤질-2-메틸이미다졸, 2-에틸이미다졸, 2-이소프로필이미다졸, 2-페닐-4-벤질이미다졸, 2-비닐이미다졸, 1-비닐-2-메틸이미다졸, 1-프로필-2-메틸이미다졸, 1-(3-아미노프로필)-이미다졸, 부틸이미다졸 1-시아노에틸-2-메틸이미다졸, 1-시아노에틸-2-에틸-4-메틸이미다졸, 1-시아노에틸-2-운데실이미다졸, 1-구안아미노에틸-2-메틸이미다졸, 1-시아노에틸-2-이소프로필이미다졸, 1-시아노에틸-2-페닐이미다졸, 1-아미노에틸-2-메틸이미다졸, 2-페닐-4,5-디하이드록시메틸이미다졸, 2-페닐-4-메틸-5-하이드록시메틸이미다졸, 2-페닐-4-벤질-5-하이드록시메틸이미다졸, 2-메틸-4,5-디페닐이미다졸, 2,3,5-트리페닐이미다졸, 2-스티릴이미다졸, 1-(도데실 벤질)-2-메틸이미다졸, 2-(2-하이드록실-4-t-부틸페닐)-4,5-디페닐이미다졸, 2-(2-메톡시페닐)-4,5-디페닐이미다졸, 2-(3-하이드록시페닐)-4,5-디페닐이미다졸, 2-(p-디메틸-아미노페닐)-4,5-디페닐이미다졸, 2-(2-하이드록시페닐)-4,5-디페닐이미다졸, 디(4,5-디페닐-2-이미다졸)-벤젠-1,4,2-나프틸-4,5-디페닐이미다졸, 1-벤질-2-메틸이미다졸, 2-p-메톡시스티릴이미다졸 및 이들의 혼합물 중에서 선택되는 어느 하나인 폴리알킬렌 카보네이트 수지 조성물. - 제 8항에 있어서,
메르캅탄계 화합물은 펜타에리쓰리톨(pentaerythritol), 테트라시오글리콜(tetrathioglycol), 폴리설파이드(polysulfide), 트리옥산트리메틸렌메르캅탄(trioxyantrimethylenemercaptan) 중에서 선택되는 어느 하나 이상인 폴리알킬렌 카보네이트 수지 조성물. - 제 1항에 있어서,
폴리알킬렌 카보네이트 수지의 비중이 1.15 내지 1.35 g/cm3인 폴리알킬렌 카보네이트 수지 조성물. - 제 1항에 있어서,
폴리알킬렌 카보네이트 수지 조성물은 안료, 염료, 충전제, 산화방지제, 대전방지제, 블록킹방지제, 슬립제, 혼련제, 점착제, 레벨링제, 형광증백제, 분산제, 열안정제, 광안정제, 자외선흡수제 및 활제로 이루어진 군으로부터 선택되는 첨가제를 더 포함하는 폴리알킬렌 카보네이트 수지 조성물. - 제 1항, 제 3항, 제 4항, 제 5항, 제 6항, 제 7항, 제 8항, 제 9항, 제 10항, 제 11항, 제 12항, 제 13항, 제 14항 및 제 15항 중에서 선택되는 어느 한 항의 조성물을 포함하는 성형체.
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