JP7118651B2 - フィルム、樹脂組成物およびポリアミドイミド樹脂の製造方法 - Google Patents
フィルム、樹脂組成物およびポリアミドイミド樹脂の製造方法 Download PDFInfo
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- JP7118651B2 JP7118651B2 JP2018007523A JP2018007523A JP7118651B2 JP 7118651 B2 JP7118651 B2 JP 7118651B2 JP 2018007523 A JP2018007523 A JP 2018007523A JP 2018007523 A JP2018007523 A JP 2018007523A JP 7118651 B2 JP7118651 B2 JP 7118651B2
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- polyamideimide
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- 239000004962 Polyamide-imide Substances 0.000 title claims description 303
- 229920002312 polyamide-imide Polymers 0.000 title claims description 303
- 239000011347 resin Substances 0.000 title claims description 273
- 229920005989 resin Polymers 0.000 title claims description 273
- 239000011342 resin composition Substances 0.000 title claims description 58
- 238000004519 manufacturing process Methods 0.000 title claims description 29
- 239000010408 film Substances 0.000 title description 280
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims description 73
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 50
- 239000002904 solvent Substances 0.000 claims description 49
- 125000004432 carbon atom Chemical group C* 0.000 claims description 48
- 150000004985 diamines Chemical class 0.000 claims description 48
- 125000006158 tetracarboxylic acid group Chemical group 0.000 claims description 43
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 41
- 150000001875 compounds Chemical class 0.000 claims description 32
- 238000006243 chemical reaction Methods 0.000 claims description 29
- 125000001153 fluoro group Chemical group F* 0.000 claims description 28
- 125000005843 halogen group Chemical group 0.000 claims description 26
- 238000005084 2D-nuclear magnetic resonance Methods 0.000 claims description 24
- 229910052731 fluorine Inorganic materials 0.000 claims description 20
- 125000003118 aryl group Chemical group 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 239000011248 coating agent Substances 0.000 claims description 13
- 238000000576 coating method Methods 0.000 claims description 13
- 238000001035 drying Methods 0.000 claims description 11
- 238000005286 illumination Methods 0.000 claims description 5
- 125000000732 arylene group Chemical group 0.000 claims description 4
- 150000003949 imides Chemical class 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 102
- 239000010410 layer Substances 0.000 description 53
- 125000000962 organic group Chemical group 0.000 description 51
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 49
- 238000005259 measurement Methods 0.000 description 42
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 39
- 150000002430 hydrocarbons Chemical group 0.000 description 38
- 238000003756 stirring Methods 0.000 description 37
- 239000002966 varnish Substances 0.000 description 36
- 239000000243 solution Substances 0.000 description 34
- 239000000654 additive Substances 0.000 description 33
- 238000000034 method Methods 0.000 description 27
- -1 aliphatic diamines Chemical class 0.000 description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 25
- 229920001721 polyimide Polymers 0.000 description 24
- 239000003795 chemical substances by application Substances 0.000 description 22
- 239000002244 precipitate Substances 0.000 description 22
- 230000000996 additive effect Effects 0.000 description 21
- MXPYJVUYLVNEBB-UHFFFAOYSA-N 2-[2-(2-carboxybenzoyl)oxycarbonylbenzoyl]oxycarbonylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)OC(=O)C1=CC=CC=C1C(=O)OC(=O)C1=CC=CC=C1C(O)=O MXPYJVUYLVNEBB-UHFFFAOYSA-N 0.000 description 20
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 18
- 238000010438 heat treatment Methods 0.000 description 18
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 18
- NVKGJHAQGWCWDI-UHFFFAOYSA-N 4-[4-amino-2-(trifluoromethyl)phenyl]-3-(trifluoromethyl)aniline Chemical compound FC(F)(F)C1=CC(N)=CC=C1C1=CC=C(N)C=C1C(F)(F)F NVKGJHAQGWCWDI-UHFFFAOYSA-N 0.000 description 17
- 238000005452 bending Methods 0.000 description 17
- 239000000463 material Substances 0.000 description 17
- 230000000052 comparative effect Effects 0.000 description 15
- 239000009719 polyimide resin Substances 0.000 description 14
- 239000012298 atmosphere Substances 0.000 description 13
- 229910052751 metal Inorganic materials 0.000 description 13
- 239000002184 metal Substances 0.000 description 13
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 12
- WKDNYTOXBCRNPV-UHFFFAOYSA-N bpda Chemical compound C1=C2C(=O)OC(=O)C2=CC(C=2C=C3C(=O)OC(C3=CC=2)=O)=C1 WKDNYTOXBCRNPV-UHFFFAOYSA-N 0.000 description 12
- 239000000203 mixture Substances 0.000 description 12
- 238000002834 transmittance Methods 0.000 description 12
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 230000009477 glass transition Effects 0.000 description 10
- 239000002346 layers by function Substances 0.000 description 10
- 239000002243 precursor Substances 0.000 description 10
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical class CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 9
- 239000012790 adhesive layer Substances 0.000 description 9
- 239000012024 dehydrating agents Substances 0.000 description 9
- 239000000049 pigment Substances 0.000 description 9
- 229920000728 polyester Polymers 0.000 description 9
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 9
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 9
- 150000003628 tricarboxylic acids Chemical class 0.000 description 9
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 9
- 125000001309 chloro group Chemical group Cl* 0.000 description 8
- 230000031700 light absorption Effects 0.000 description 8
- 239000012299 nitrogen atmosphere Substances 0.000 description 8
- OSUWBBMPVXVSOA-UHFFFAOYSA-N 4-(4-carbonochloridoylphenoxy)benzoyl chloride Chemical compound C1=CC(C(=O)Cl)=CC=C1OC1=CC=C(C(Cl)=O)C=C1 OSUWBBMPVXVSOA-UHFFFAOYSA-N 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 7
- 238000005481 NMR spectroscopy Methods 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- 150000003512 tertiary amines Chemical class 0.000 description 7
- QYIMZXITLDTULQ-UHFFFAOYSA-N 4-(4-amino-2-methylphenyl)-3-methylaniline Chemical compound CC1=CC(N)=CC=C1C1=CC=C(N)C=C1C QYIMZXITLDTULQ-UHFFFAOYSA-N 0.000 description 6
- QQGYZOYWNCKGEK-UHFFFAOYSA-N 5-[(1,3-dioxo-2-benzofuran-5-yl)oxy]-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(OC=2C=C3C(=O)OC(C3=CC=2)=O)=C1 QQGYZOYWNCKGEK-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 125000001931 aliphatic group Chemical group 0.000 description 6
- 150000004984 aromatic diamines Chemical class 0.000 description 6
- 239000011737 fluorine Substances 0.000 description 6
- 229910010272 inorganic material Inorganic materials 0.000 description 6
- 239000011147 inorganic material Substances 0.000 description 6
- 239000010954 inorganic particle Substances 0.000 description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 5
- 239000000853 adhesive Substances 0.000 description 5
- 230000001070 adhesive effect Effects 0.000 description 5
- 150000001991 dicarboxylic acids Chemical class 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 238000006068 polycondensation reaction Methods 0.000 description 5
- 125000003367 polycyclic group Chemical group 0.000 description 5
- 125000001424 substituent group Chemical group 0.000 description 5
- GWHLJVMSZRKEAQ-UHFFFAOYSA-N 3-(2,3-dicarboxyphenyl)phthalic acid Chemical compound OC(=O)C1=CC=CC(C=2C(=C(C(O)=O)C=CC=2)C(O)=O)=C1C(O)=O GWHLJVMSZRKEAQ-UHFFFAOYSA-N 0.000 description 4
- HYDATEKARGDBKU-UHFFFAOYSA-N 4-[4-[4-(4-aminophenoxy)phenyl]phenoxy]aniline Chemical group C1=CC(N)=CC=C1OC1=CC=C(C=2C=CC(OC=3C=CC(N)=CC=3)=CC=2)C=C1 HYDATEKARGDBKU-UHFFFAOYSA-N 0.000 description 4
- FKNQCJSGGFJEIZ-UHFFFAOYSA-N 4-methylpyridine Chemical compound CC1=CC=NC=C1 FKNQCJSGGFJEIZ-UHFFFAOYSA-N 0.000 description 4
- 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 4
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 4
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 4
- 239000004642 Polyimide Substances 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 239000006096 absorbing agent Substances 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 4
- 239000012965 benzophenone Substances 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 4
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 description 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- 239000011164 primary particle Substances 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 4
- PMTMAFAPLCGXGK-JMTMCXQRSA-N (15Z)-12-oxophyto-10,15-dienoic acid Chemical compound CC\C=C/C[C@H]1[C@@H](CCCCCCCC(O)=O)C=CC1=O PMTMAFAPLCGXGK-JMTMCXQRSA-N 0.000 description 3
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 3
- IWXCYYWDGDDPAC-UHFFFAOYSA-N 4-[(3,4-dicarboxyphenyl)methyl]phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1CC1=CC=C(C(O)=O)C(C(O)=O)=C1 IWXCYYWDGDDPAC-UHFFFAOYSA-N 0.000 description 3
- GEYAGBVEAJGCFB-UHFFFAOYSA-N 4-[2-(3,4-dicarboxyphenyl)propan-2-yl]phthalic acid Chemical compound C=1C=C(C(O)=O)C(C(O)=O)=CC=1C(C)(C)C1=CC=C(C(O)=O)C(C(O)=O)=C1 GEYAGBVEAJGCFB-UHFFFAOYSA-N 0.000 description 3
- JCRRFJIVUPSNTA-UHFFFAOYSA-N 4-[4-(4-aminophenoxy)phenoxy]aniline Chemical compound C1=CC(N)=CC=C1OC(C=C1)=CC=C1OC1=CC=C(N)C=C1 JCRRFJIVUPSNTA-UHFFFAOYSA-N 0.000 description 3
- KMKWGXGSGPYISJ-UHFFFAOYSA-N 4-[4-[2-[4-(4-aminophenoxy)phenyl]propan-2-yl]phenoxy]aniline Chemical compound C=1C=C(OC=2C=CC(N)=CC=2)C=CC=1C(C)(C)C(C=C1)=CC=C1OC1=CC=C(N)C=C1 KMKWGXGSGPYISJ-UHFFFAOYSA-N 0.000 description 3
- UTDAGHZGKXPRQI-UHFFFAOYSA-N 4-[4-[4-(4-aminophenoxy)phenyl]sulfonylphenoxy]aniline Chemical compound C1=CC(N)=CC=C1OC1=CC=C(S(=O)(=O)C=2C=CC(OC=3C=CC(N)=CC=3)=CC=2)C=C1 UTDAGHZGKXPRQI-UHFFFAOYSA-N 0.000 description 3
- 229920002799 BoPET Polymers 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- PMTMAFAPLCGXGK-UHFFFAOYSA-N OPDA Natural products CCC=CCC1C(CCCCCCCC(O)=O)C=CC1=O PMTMAFAPLCGXGK-UHFFFAOYSA-N 0.000 description 3
- 101100028078 Oryza sativa subsp. japonica OPR1 gene Proteins 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000002015 acyclic group Chemical group 0.000 description 3
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 3
- 150000004056 anthraquinones Chemical class 0.000 description 3
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
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- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 3
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- 229920001187 thermosetting polymer Polymers 0.000 description 3
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- VTDIWMPYBAVEDY-UHFFFAOYSA-N 1-propylpiperidine Chemical compound CCCN1CCCCC1 VTDIWMPYBAVEDY-UHFFFAOYSA-N 0.000 description 2
- HPYNZHMRTTWQTB-UHFFFAOYSA-N 2,3-dimethylpyridine Chemical compound CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 2
- BWZVCCNYKMEVEX-UHFFFAOYSA-N 2,4,6-Trimethylpyridine Chemical compound CC1=CC(C)=NC(C)=C1 BWZVCCNYKMEVEX-UHFFFAOYSA-N 0.000 description 2
- CETWDUZRCINIHU-UHFFFAOYSA-N 2-heptanol Chemical compound CCCCCC(C)O CETWDUZRCINIHU-UHFFFAOYSA-N 0.000 description 2
- LXJLFVRAWOOQDR-UHFFFAOYSA-N 3-(3-aminophenoxy)aniline Chemical compound NC1=CC=CC(OC=2C=C(N)C=CC=2)=C1 LXJLFVRAWOOQDR-UHFFFAOYSA-N 0.000 description 2
- LJGHYPLBDBRCRZ-UHFFFAOYSA-N 3-(3-aminophenyl)sulfonylaniline Chemical compound NC1=CC=CC(S(=O)(=O)C=2C=C(N)C=CC=2)=C1 LJGHYPLBDBRCRZ-UHFFFAOYSA-N 0.000 description 2
- UCFMKTNJZCYBBJ-UHFFFAOYSA-N 3-[1-(2,3-dicarboxyphenyl)ethyl]phthalic acid Chemical compound C=1C=CC(C(O)=O)=C(C(O)=O)C=1C(C)C1=CC=CC(C(O)=O)=C1C(O)=O UCFMKTNJZCYBBJ-UHFFFAOYSA-N 0.000 description 2
- UCPOEBHXOCKECV-UHFFFAOYSA-N 3-[2-(2,3-dicarboxyphenyl)ethyl]phthalic acid Chemical compound OC(=O)C1=CC=CC(CCC=2C(=C(C(O)=O)C=CC=2)C(O)=O)=C1C(O)=O UCPOEBHXOCKECV-UHFFFAOYSA-N 0.000 description 2
- PAHZZOIHRHCHTH-UHFFFAOYSA-N 3-[2-(2,3-dicarboxyphenyl)propan-2-yl]phthalic acid Chemical compound C=1C=CC(C(O)=O)=C(C(O)=O)C=1C(C)(C)C1=CC=CC(C(O)=O)=C1C(O)=O PAHZZOIHRHCHTH-UHFFFAOYSA-N 0.000 description 2
- NYRFBMFAUFUULG-UHFFFAOYSA-N 3-[4-[2-[4-(3-aminophenoxy)phenyl]propan-2-yl]phenoxy]aniline Chemical compound C=1C=C(OC=2C=C(N)C=CC=2)C=CC=1C(C)(C)C(C=C1)=CC=C1OC1=CC=CC(N)=C1 NYRFBMFAUFUULG-UHFFFAOYSA-N 0.000 description 2
- WCXGOVYROJJXHA-UHFFFAOYSA-N 3-[4-[4-(3-aminophenoxy)phenyl]sulfonylphenoxy]aniline Chemical compound NC1=CC=CC(OC=2C=CC(=CC=2)S(=O)(=O)C=2C=CC(OC=3C=C(N)C=CC=3)=CC=2)=C1 WCXGOVYROJJXHA-UHFFFAOYSA-N 0.000 description 2
- WVDRSXGPQWNUBN-UHFFFAOYSA-N 4-(4-carboxyphenoxy)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1OC1=CC=C(C(O)=O)C=C1 WVDRSXGPQWNUBN-UHFFFAOYSA-N 0.000 description 2
- NEQFBGHQPUXOFH-UHFFFAOYSA-N 4-(4-carboxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C=C1 NEQFBGHQPUXOFH-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- IJJNNSUCZDJDLP-UHFFFAOYSA-N 4-[1-(3,4-dicarboxyphenyl)ethyl]phthalic acid Chemical compound C=1C=C(C(O)=O)C(C(O)=O)=CC=1C(C)C1=CC=C(C(O)=O)C(C(O)=O)=C1 IJJNNSUCZDJDLP-UHFFFAOYSA-N 0.000 description 2
- DDVYLSFEKWFRFS-UHFFFAOYSA-N 4-[2-(3,4-dicarboxyphenyl)ethyl]phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1CCC1=CC=C(C(O)=O)C(C(O)=O)=C1 DDVYLSFEKWFRFS-UHFFFAOYSA-N 0.000 description 2
- JYZPDAUOQGFBKT-UHFFFAOYSA-N 4-[2-[2-[2-(3,4-dicarboxyphenoxy)phenyl]propan-2-yl]phenoxy]phthalic acid Chemical compound C=1C=CC=C(OC=2C=C(C(C(O)=O)=CC=2)C(O)=O)C=1C(C)(C)C1=CC=CC=C1OC1=CC=C(C(O)=O)C(C(O)=O)=C1 JYZPDAUOQGFBKT-UHFFFAOYSA-N 0.000 description 2
- VQVIHDPBMFABCQ-UHFFFAOYSA-N 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(C(C=2C=C3C(=O)OC(=O)C3=CC=2)=O)=C1 VQVIHDPBMFABCQ-UHFFFAOYSA-N 0.000 description 2
- ZHBXLZQQVCDGPA-UHFFFAOYSA-N 5-[(1,3-dioxo-2-benzofuran-5-yl)sulfonyl]-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(S(=O)(=O)C=2C=C3C(=O)OC(C3=CC=2)=O)=C1 ZHBXLZQQVCDGPA-UHFFFAOYSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
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- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
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- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
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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
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/14—Polyamide-imides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
- C08L79/08—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
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| JP7084710B2 (ja) * | 2017-01-20 | 2022-06-15 | 住友化学株式会社 | ポリアミドイミド樹脂および該ポリアミドイミド樹脂を含んでなる光学部材 |
| CN110325568B (zh) * | 2017-02-08 | 2021-12-10 | Skc株式会社 | 聚酰胺-酰亚胺膜的制备方法 |
| KR102430056B1 (ko) * | 2017-09-08 | 2022-08-05 | 삼성전자주식회사 | 폴리(아미드-이미드) 코폴리머, 폴리(아미드-이미드) 코폴리머 제조용 조성물, 폴리(아미드-이미드) 코폴리머를 포함하는 성형품 및 표시 장치 |
| JP7145703B2 (ja) * | 2017-09-08 | 2022-10-03 | 三星電子株式会社 | ポリ（アミド－イミド）コポリマー、ポリ（アミド－イミド）コポリマー製造用組成物、ポリ（アミド－イミド）コポリマーを含む成形品および表示装置 |
| JP2021533237A (ja) * | 2018-08-07 | 2021-12-02 | ザイマージェン インコーポレイテッド | 光透過性ポリイミド |
| JP2020037675A (ja) * | 2018-08-29 | 2020-03-12 | 住友化学株式会社 | 光学フィルム |
| JP2020105496A (ja) * | 2018-12-26 | 2020-07-09 | 住友化学株式会社 | ポリイミド系樹脂の製造方法 |
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| KR20210110646A (ko) * | 2018-12-28 | 2021-09-08 | 스미또모 가가꾸 가부시키가이샤 | 광학 필름, 플렉시블 표시 장치 및 폴리아미드이미드계 수지 |
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| JP7382810B2 (ja) * | 2018-12-28 | 2023-11-17 | 住友化学株式会社 | 光学フィルム |
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| KR20210110648A (ko) * | 2018-12-28 | 2021-09-08 | 스미또모 가가꾸 가부시키가이샤 | 광학 필름 및 플렉시블 표시 장치 |
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| CN113227212A (zh) * | 2018-12-28 | 2021-08-06 | 住友化学株式会社 | 光学膜 |
| WO2020138043A1 (ja) * | 2018-12-28 | 2020-07-02 | 住友化学株式会社 | ポリアミドイミド系樹脂、光学フィルム及びフレキシブル表示装置 |
| WO2020138046A1 (ja) * | 2018-12-28 | 2020-07-02 | 住友化学株式会社 | 光学フィルム |
| JP2020122122A (ja) * | 2019-01-31 | 2020-08-13 | 住友化学株式会社 | ポリイミド系樹脂粉体及びポリイミド系樹脂粉体の製造方法 |
| TWI730820B (zh) * | 2019-06-28 | 2021-06-11 | 南韓商Ｓｋｃ股份有限公司 | 聚合物薄膜 |
| JP7512805B2 (ja) | 2019-10-02 | 2024-07-09 | 大日本印刷株式会社 | ポリアミドイミド樹脂、ポリアミドイミドワニス、ポリアミドイミドフィルム、積層体、ディスプレイ用部材、タッチパネル部材、液晶表示装置、及び有機エレクトロルミネッセンス表示装置 |
| CN112646371A (zh) * | 2019-10-11 | 2021-04-13 | 住友化学株式会社 | 光学膜及柔性显示装置 |
| CN114599739A (zh) * | 2019-10-31 | 2022-06-07 | 住友化学株式会社 | 光学膜和柔性显示装置 |
| CN112778522A (zh) * | 2019-11-07 | 2021-05-11 | 住友化学株式会社 | 聚酰胺酰亚胺树脂、光学膜及柔性显示装置 |
| CN115210681A (zh) * | 2020-03-05 | 2022-10-18 | 住友化学株式会社 | 光学层叠体和显示装置 |
| KR102286207B1 (ko) * | 2020-05-04 | 2021-08-06 | 에스케이이노베이션 주식회사 | 폴리이미드계 필름 및 이를 포함하는 플렉서블 디스플레이 패널 |
| KR20230075391A (ko) * | 2020-09-30 | 2023-05-31 | 다이요 홀딩스 가부시키가이샤 | 폴리아미드이미드 공중합체 및 이것을 사용한 필름 |
| TWI740758B (zh) * | 2020-12-25 | 2021-09-21 | 律勝科技股份有限公司 | 聚醯胺醯亞胺共聚物及含其之薄膜 |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009063742A1 (ja) | 2007-11-12 | 2009-05-22 | Toyo Boseki Kabushiki Kaisha | 金属積層体 |
| WO2009116500A1 (ja) | 2008-03-19 | 2009-09-24 | Jsr株式会社 | ポリイミド系材料、ポリイミドフィルム及びそれらの製造方法 |
| JP2014528490A (ja) | 2011-09-30 | 2014-10-27 | コーロン インダストリーズ インク | 共重合ポリアミド−イミドフィルム、および共重合ポリアミド−イミドの製造方法 |
| WO2015060363A1 (ja) | 2013-10-23 | 2015-04-30 | 日産化学工業株式会社 | 液晶配向剤、液晶配向膜、及び液晶配向素子 |
| JP2015521686A (ja) | 2012-06-25 | 2015-07-30 | コーロン インダストリーズ インク | 共重合ポリアミドイミドフィルム、および共重合ポリアミドイミドの製造方法 |
| JP2016125063A (ja) | 2015-01-02 | 2016-07-11 | 三星電子株式会社Samsung Electronics Co., Ltd. | 表示装置用ウィンドウフィルムおよびこれを含む表示装置 |
| JP2016128555A (ja) | 2014-02-21 | 2016-07-14 | 三菱化学株式会社 | ポリイミド前駆体及び／又はポリイミドを含む組成物、並びにポリイミドフィルム |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006265371A (ja) | 2005-03-24 | 2006-10-05 | Teijin Ltd | ポリイミドフィルムの製造方法 |
| JP4802934B2 (ja) * | 2006-08-18 | 2011-10-26 | 新日本理化株式会社 | 脂環系ポリイミド共重合体及びその製造方法 |
| JP5359029B2 (ja) * | 2007-06-06 | 2013-12-04 | Ｊｎｃ株式会社 | 酸二無水物、液晶配向膜および液晶表示素子 |
| KR20130071650A (ko) * | 2011-12-21 | 2013-07-01 | 코오롱인더스트리 주식회사 | 투명 폴리아마이드―이미드 필름 및 그 제조방법 |
| JP6064997B2 (ja) * | 2012-03-30 | 2017-01-25 | 日産化学工業株式会社 | ポリイミド系の液晶配向処理剤、液晶配向膜、及び液晶表示素子 |
| JP6599620B2 (ja) * | 2015-03-05 | 2019-10-30 | 旭化成株式会社 | ポリイミドを貼り合わせ接着層とする光学部材 |
| CN105237767A (zh) * | 2015-07-25 | 2016-01-13 | 常州大学 | 一种液晶聚酰胺酰亚胺及其制备方法 |
| KR101984171B1 (ko) * | 2016-06-01 | 2019-05-30 | 주식회사 엘지화학 | 고강도 투명 폴리아미드이미드 및 이의 제조방법 |
| CN106117556B (zh) * | 2016-07-12 | 2020-08-14 | 苏州优瑞德新材料有限公司 | 可溶性的聚酰胺酰亚胺树脂，以及从该树脂得到的柔性覆金属板和柔性印制电路板 |
-
2018
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- 2018-01-15 KR KR1020187009234A patent/KR101952823B1/ko active IP Right Grant
- 2018-01-15 KR KR1020207009594A patent/KR20200038329A/ko not_active Application Discontinuation
- 2018-01-15 KR KR1020187035605A patent/KR20180133564A/ko not_active IP Right Cessation
- 2018-01-15 CN CN201880007375.7A patent/CN110191909B/zh active Active
- 2018-01-17 TW TW107101679A patent/TW201831565A/zh unknown
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-
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- 2019-04-04 JP JP2019072210A patent/JP6675509B2/ja active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009063742A1 (ja) | 2007-11-12 | 2009-05-22 | Toyo Boseki Kabushiki Kaisha | 金属積層体 |
| WO2009116500A1 (ja) | 2008-03-19 | 2009-09-24 | Jsr株式会社 | ポリイミド系材料、ポリイミドフィルム及びそれらの製造方法 |
| JP2014528490A (ja) | 2011-09-30 | 2014-10-27 | コーロン インダストリーズ インク | 共重合ポリアミド−イミドフィルム、および共重合ポリアミド−イミドの製造方法 |
| JP2015521686A (ja) | 2012-06-25 | 2015-07-30 | コーロン インダストリーズ インク | 共重合ポリアミドイミドフィルム、および共重合ポリアミドイミドの製造方法 |
| WO2015060363A1 (ja) | 2013-10-23 | 2015-04-30 | 日産化学工業株式会社 | 液晶配向剤、液晶配向膜、及び液晶配向素子 |
| JP2016128555A (ja) | 2014-02-21 | 2016-07-14 | 三菱化学株式会社 | ポリイミド前駆体及び／又はポリイミドを含む組成物、並びにポリイミドフィルム |
| JP2016125063A (ja) | 2015-01-02 | 2016-07-11 | 三星電子株式会社Samsung Electronics Co., Ltd. | 表示装置用ウィンドウフィルムおよびこれを含む表示装置 |
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| JP6675509B2 (ja) | 2020-04-01 |
| CN110191909B (zh) | 2021-10-22 |
| KR101952823B1 (ko) | 2019-02-27 |
| JP2018119141A (ja) | 2018-08-02 |
| TW201831565A (zh) | 2018-09-01 |
| WO2018135432A1 (ja) | 2018-07-26 |
| JP2019104939A (ja) | 2019-06-27 |
| KR20180133564A (ko) | 2018-12-14 |
| CN110191909A (zh) | 2019-08-30 |
| KR20180094840A (ko) | 2018-08-24 |
| KR20200038329A (ko) | 2020-04-10 |
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