JP2018154129A - ポリイミド積層体 - Google Patents
ポリイミド積層体 Download PDFInfo
- Publication number
- JP2018154129A JP2018154129A JP2018048079A JP2018048079A JP2018154129A JP 2018154129 A JP2018154129 A JP 2018154129A JP 2018048079 A JP2018048079 A JP 2018048079A JP 2018048079 A JP2018048079 A JP 2018048079A JP 2018154129 A JP2018154129 A JP 2018154129A
- Authority
- JP
- Japan
- Prior art keywords
- polyimide
- layer
- group
- polyimide layer
- 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.)
- Granted
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- 229920001721 polyimide Polymers 0.000 title claims abstract description 293
- 239000004642 Polyimide Substances 0.000 title claims abstract description 202
- 239000011347 resin Substances 0.000 claims abstract description 43
- 229920005989 resin Polymers 0.000 claims abstract description 43
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 40
- 229920000642 polymer Polymers 0.000 claims abstract description 39
- 229920001577 copolymer Polymers 0.000 claims abstract description 11
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims abstract description 9
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims abstract description 9
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims abstract description 8
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229920002717 polyvinylpyridine Polymers 0.000 claims abstract description 6
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 5
- 239000009719 polyimide resin Substances 0.000 claims description 87
- 239000002243 precursor Substances 0.000 claims description 19
- 239000011342 resin composition Substances 0.000 claims description 19
- 239000000463 material Substances 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 14
- 230000009477 glass transition Effects 0.000 claims description 12
- 229910052751 metal Inorganic materials 0.000 claims description 11
- 239000002184 metal Substances 0.000 claims description 11
- XPAQFJJCWGSXGJ-UHFFFAOYSA-N 4-amino-n-(4-aminophenyl)benzamide Chemical compound C1=CC(N)=CC=C1NC(=O)C1=CC=C(N)C=C1 XPAQFJJCWGSXGJ-UHFFFAOYSA-N 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
- 125000004427 diamine group Chemical group 0.000 claims description 3
- 125000004185 ester group Chemical group 0.000 claims description 3
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 3
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 3
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 3
- 150000000000 tetracarboxylic acids Chemical group 0.000 claims description 3
- 125000000101 thioether group Chemical group 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- 239000010410 layer Substances 0.000 abstract description 134
- 239000011229 interlayer Substances 0.000 abstract description 19
- -1 diamine compound Chemical class 0.000 description 68
- 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 description 54
- 239000010408 film Substances 0.000 description 39
- 238000000034 method Methods 0.000 description 36
- 239000002904 solvent Substances 0.000 description 36
- 229920005575 poly(amic acid) Polymers 0.000 description 32
- 125000006158 tetracarboxylic acid group Chemical group 0.000 description 30
- 238000000576 coating method Methods 0.000 description 25
- 239000001257 hydrogen Substances 0.000 description 25
- 229910052739 hydrogen Inorganic materials 0.000 description 25
- 239000000758 substrate Substances 0.000 description 25
- 239000011248 coating agent Substances 0.000 description 19
- 239000000178 monomer Substances 0.000 description 18
- 238000005452 bending Methods 0.000 description 17
- 239000002994 raw material Substances 0.000 description 16
- 230000015572 biosynthetic process Effects 0.000 description 15
- 238000010438 heat treatment Methods 0.000 description 15
- 229910052757 nitrogen Inorganic materials 0.000 description 14
- 239000002966 varnish Substances 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000002585 base Substances 0.000 description 10
- HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000012298 atmosphere Substances 0.000 description 9
- 229920002554 vinyl polymer Polymers 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 8
- 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 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 239000000945 filler Substances 0.000 description 7
- 239000011521 glass Substances 0.000 description 7
- 229920001296 polysiloxane Polymers 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 6
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 150000002391 heterocyclic compounds Chemical class 0.000 description 6
- 239000005001 laminate film Substances 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- 150000008065 acid anhydrides Chemical class 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 239000012299 nitrogen atmosphere Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 4
- QPRQEDXDYOZYLA-UHFFFAOYSA-N 2-methylbutan-1-ol Chemical compound CCC(C)CO QPRQEDXDYOZYLA-UHFFFAOYSA-N 0.000 description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- 125000003368 amide group Chemical group 0.000 description 4
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 4
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 4
- 238000006358 imidation reaction Methods 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- SXGMVGOVILIERA-UHFFFAOYSA-N (2R,3S)-2,3-diaminobutanoic acid Natural products CC(N)C(N)C(O)=O SXGMVGOVILIERA-UHFFFAOYSA-N 0.000 description 3
- QRUWUSOUUMPANJ-UHFFFAOYSA-N 2-amino-5-[(4-amino-3-carboxyphenyl)methyl]benzoic acid Chemical compound C1=C(C(O)=O)C(N)=CC=C1CC1=CC=C(N)C(C(O)=O)=C1 QRUWUSOUUMPANJ-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
- NVKGJHAQGWCWDI-UHFFFAOYSA-N 4-[4-amino-2-(trifluoromethyl)phenyl]-3-(trifluoromethyl)aniline Chemical group FC(F)(F)C1=CC(N)=CC=C1C1=CC=C(N)C=C1C(F)(F)F NVKGJHAQGWCWDI-UHFFFAOYSA-N 0.000 description 3
- 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 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 0 CCCC*1[C@](C(CCC)CC*(*)CC)C2C1CCCC2 Chemical compound CCCC*1[C@](C(CCC)CC*(*)CC)C2C1CCCC2 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000002390 adhesive tape Substances 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 238000006664 bond formation reaction Methods 0.000 description 3
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 3
- OKDGZLITBCRLLJ-UHFFFAOYSA-N dodecan-3-ol Chemical compound CCCCCCCCCC(O)CC OKDGZLITBCRLLJ-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- NMRPBPVERJPACX-UHFFFAOYSA-N octan-3-ol Chemical compound CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 description 3
- 230000002093 peripheral effect Effects 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 2
- PAMIQIKDUOTOBW-UHFFFAOYSA-N 1-methylpiperidine Chemical compound CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 description 2
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 2
- YKUYKENINQNULY-UHFFFAOYSA-N 2-[(4-bromophenoxy)methyl]oxirane Chemical compound C1=CC(Br)=CC=C1OCC1OC1 YKUYKENINQNULY-UHFFFAOYSA-N 0.000 description 2
- 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 2
- ZGDMDBHLKNQPSD-UHFFFAOYSA-N 2-amino-5-(4-amino-3-hydroxyphenyl)phenol Chemical group C1=C(O)C(N)=CC=C1C1=CC=C(N)C(O)=C1 ZGDMDBHLKNQPSD-UHFFFAOYSA-N 0.000 description 2
- XMVBHZBLHNOQON-UHFFFAOYSA-N 2-butyl-1-octanol Chemical compound CCCCCCC(CO)CCCC XMVBHZBLHNOQON-UHFFFAOYSA-N 0.000 description 2
- LTHQZRHTXDZWGX-UHFFFAOYSA-N 2-ethyldecan-1-ol Chemical compound CCCCCCCCC(CC)CO LTHQZRHTXDZWGX-UHFFFAOYSA-N 0.000 description 2
- CETWDUZRCINIHU-UHFFFAOYSA-N 2-heptanol Chemical compound CCCCCC(C)O CETWDUZRCINIHU-UHFFFAOYSA-N 0.000 description 2
- PFNHSEQQEPMLNI-UHFFFAOYSA-N 2-methyl-1-pentanol Chemical compound CCCC(C)CO PFNHSEQQEPMLNI-UHFFFAOYSA-N 0.000 description 2
- DMNPDGLMNXDSPT-UHFFFAOYSA-N 2-methylheptadecan-1-ol Chemical compound CCCCCCCCCCCCCCCC(C)CO DMNPDGLMNXDSPT-UHFFFAOYSA-N 0.000 description 2
- FCSBKDJGLIURSH-UHFFFAOYSA-N 2-methylhexadecan-1-ol Chemical compound CCCCCCCCCCCCCCC(C)CO FCSBKDJGLIURSH-UHFFFAOYSA-N 0.000 description 2
- ZBQXOOAHEIPFSM-UHFFFAOYSA-N 2-methylpentadecan-1-ol Chemical compound CCCCCCCCCCCCCC(C)CO ZBQXOOAHEIPFSM-UHFFFAOYSA-N 0.000 description 2
- KDSNLYIMUZNERS-UHFFFAOYSA-N 2-methylpropanamine Chemical compound CC(C)CN KDSNLYIMUZNERS-UHFFFAOYSA-N 0.000 description 2
- NGDNVOAEIVQRFH-UHFFFAOYSA-N 2-nonanol Chemical compound CCCCCCCC(C)O NGDNVOAEIVQRFH-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
- GYSCXPVAKHVAAY-UHFFFAOYSA-N 3-Nonanol Chemical compound CCCCCCC(O)CC GYSCXPVAKHVAAY-UHFFFAOYSA-N 0.000 description 2
- IWTBVKIGCDZRPL-UHFFFAOYSA-N 3-methylpentanol Chemical compound CCC(C)CCO IWTBVKIGCDZRPL-UHFFFAOYSA-N 0.000 description 2
- OAJCSERLBQROJC-UHFFFAOYSA-N 3-octyloxolane-2,5-dione Chemical compound CCCCCCCCC1CC(=O)OC1=O OAJCSERLBQROJC-UHFFFAOYSA-N 0.000 description 2
- QYIMZXITLDTULQ-UHFFFAOYSA-N 4-(4-amino-2-methylphenyl)-3-methylaniline Chemical group CC1=CC(N)=CC=C1C1=CC=C(N)C=C1C QYIMZXITLDTULQ-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- YVBCULSIZWMTFY-UHFFFAOYSA-N 4-Heptanol Natural products CCCC(O)CCC YVBCULSIZWMTFY-UHFFFAOYSA-N 0.000 description 2
- HHLMWQDRYZAENA-UHFFFAOYSA-N 4-[4-[2-[4-(4-aminophenoxy)phenyl]-1,1,1,3,3,3-hexafluoropropan-2-yl]phenoxy]aniline Chemical compound C1=CC(N)=CC=C1OC1=CC=C(C(C=2C=CC(OC=3C=CC(N)=CC=3)=CC=2)(C(F)(F)F)C(F)(F)F)C=C1 HHLMWQDRYZAENA-UHFFFAOYSA-N 0.000 description 2
- 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 2
- NUKYPUAOHBNCPY-UHFFFAOYSA-N 4-aminopyridine Chemical compound NC1=CC=NC=C1 NUKYPUAOHBNCPY-UHFFFAOYSA-N 0.000 description 2
- TWWAWPHAOPTQEU-UHFFFAOYSA-N 4-methyl-2-benzofuran-1,3-dione Chemical compound CC1=CC=CC2=C1C(=O)OC2=O TWWAWPHAOPTQEU-UHFFFAOYSA-N 0.000 description 2
- NZPGYIBESMMUFU-UHFFFAOYSA-N 4-methylhexan-3-ol Chemical compound CCC(C)C(O)CC NZPGYIBESMMUFU-UHFFFAOYSA-N 0.000 description 2
- ZOXBWJMCXHTKNU-UHFFFAOYSA-N 5-methyl-2-benzofuran-1,3-dione Chemical compound CC1=CC=C2C(=O)OC(=O)C2=C1 ZOXBWJMCXHTKNU-UHFFFAOYSA-N 0.000 description 2
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- RZKSECIXORKHQS-UHFFFAOYSA-N Heptan-3-ol Chemical compound CCCCC(O)CC RZKSECIXORKHQS-UHFFFAOYSA-N 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
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Abstract
Description
このため、厚膜の絶縁被膜を形成するためには、塗布、焼成の成膜工程を複数回繰り返し行う必要がある。しかし、このように成膜工程を複数回行った場合、先に形成したポリイミド層と、次の成膜工程で形成したポリイミド層との層間密着性が悪く、層間で剥離し易い欠点がある。また、層間密着性が悪いために、層間に溶剤が入り込むことで、耐溶剤性が劣るものとなるという問題もある。
即ち、本発明は以下を要旨とする。
ここで、1層のポリイミド層又は樹脂層とは、1回の成膜工程で形成される層をさし、例えば、後述の本発明の樹脂組成物を塗布して形成された塗膜を加熱する成膜工程を行って形成されたポリイミド層を「1層のポリイミド層」と称す。このポリイミド層上に再度本発明の樹脂組成物や他の樹脂層形成のための樹脂組成物を塗布、加熱する工程を行った場合は2層のポリイミド層の積層体、或いは1層のポリイミド層と1層の樹脂層の積層体という。
ポリイミド層に側鎖に複素環を有するポリマーを含有させることで、ポリイミド層と隣接樹脂層との層間密着性を向上させることができる作用機構は、以下の通りである。
また、ポリイミド樹脂に、後述の水素結合形成構造を導入することにより、耐摩耗性を高めることができ、更にポリイミド樹脂の末端を封止することにより、耐屈曲性を高めることができる。
まず、本発明のポリイミド積層体のポリイミド層を形成するポリイミド樹脂について説明する。
ポリイミド樹脂の製造には、さらに目的に応じ、架橋点となるエチニル基、ビニル基、アリル基、シアノ基、イソシアネート基等を有する化合物(以下、「その他のモノマー」と称す場合がある。)を用いてもよい。
本発明で用いるポリイミド樹脂は、耐熱性、生産性の観点から、下記式(1)で表される構造単位及び下記式(2)で表される構造単位の少なくとも一方を有することが好ましい。
本発明で用いるポリイミド樹脂は耐熱性、耐摩耗性、耐屈曲性の観点から、下記式(5)で表される構造を含む繰り返し単位と、−NH−(イミノ結合;イミノ基と言うこともある)、=NH(イミノ基)、−C(O)NH−(アミド結合;アミド基と言うこともある)、−NHC(O)O−(ウレタン結合;ウレタン基と言うこともある)、−NHC(O)NH−(ウレア結合;ウレア基と言うこともある)、−NHC(S)NH−(チオウレア結合;チオウレア基と言うこともある)、−NH2(アミノ基)、−OH(水酸基)、−C(O)OH(カルボキシ基)、−SH(チオール基)、−C(O)N(OH)−(ヒドロキシアミド基)、−(O)S(O)−(スルホニル基)、−C(O)−(カルボニル基)、及び−C(O)SH(チオカルボキシ基)からなる群から選ばれる少なくとも1種の構造(以下、これらの構造を「水素結合形成構造」と称す場合がある。)を含む繰り返し単位とを有することが好ましい。
分子鎖間を化学結合で連結すると、弾性率が高くなることが知られている。化学結合には共有結合と非共有結合があるが、共有結合で分子鎖間を連結した場合、弾性率は高くなる(即ち、耐摩耗性は向上する。)が、機械的な柔軟性(伸び)は低下する。即ち、耐屈曲性は低下する。通常、ポリイミド樹脂又はポリアミック酸は一定の温度以上で焼成すると、分子の末端が他の分子または分子内の特定部位等と反応して共有結合を形成するため、柔軟性は低下するが、分子が非共有結合を形成する構造を含む繰り返し単位を有することで、分子間及び/または分子内の特定部位等と非共有結合(以下、単に「非共有結合」と記すことがある)が形成され、分子間相互作用により適度な弾性率を有し、耐摩耗性と耐屈曲性とを両立することができる。
なお、ポリイミド分子中の、水素結合形成構造の含有量は、通常、NMR、IR、ラマン、滴定又は質量分析法等により求めることができる。
これらのうち、特に、4,4’−ジアミノベンズアニリドを用いることが導入効果に優れる点で好ましい。
本発明のポリイミド樹脂は、分子末端が封止されていることが好ましく、分子末端が封止されることで、前述の好適態様2の項で説明した共有結合の形成が抑制され、柔軟性が維持されることで、耐屈曲性が更に向上する。
芳香族酸無水物としては、例えば、無水フタル酸、2,3−ナフタレンジカルボン酸無水物、1,2−ナフタレンジカルボン酸無水物、4−メチルフタル酸無水物、3−メチルフタル酸無水物、4−クロロフタル酸無水物、4−tert−ブチルフタル酸無水物及び4−フルオロフタル酸無水物などが挙げられる。
脂肪族酸無水物には直鎖構造、環状構造があり、直鎖構造を有する脂肪族酸無水物としては、ブチルコハク酸無水物、デシルコハク酸無水物、n−オクチルコハク酸無水物、ドデシルコハク酸無水物、(2−メチル−2−プロピル)−コハク酸無水物及び2−オクチルコハク酸無水物などが挙げられる。
また、環状構造を有する脂肪族酸無水物としては、cis−1,2−シクロヘキシルカルボン酸無水物、tras−1,2−シクロヘキシルジカルボン酸無水物及び4−メチルシクロヘキサン−1,2−ジカルボン酸無水物などが挙げられる。
特に、機械特性、耐熱性維持のために、無水フタル酸、2,3−ナフタレンジカルボン酸無水物、1,2−ナフタレンジカルボン酸無水物、4−メチルフタル酸無水物又は3−メチルフタル酸無水物が好ましい。
芳香族酸アミンとしては、例えば、アニリン、1−ナフチルアミン、1−アミノアントラセン、2−アミノアントラセン、9−アミノアントラセン、N,N−ジメチル−1,4−フェニレンジアミン、2−クロロアニリン、4−クロロアニリン、4−アミノピリジン、シトシン、p−トルイジン、4−ブチルアニリン、4−(2−アミノエチル)ピリジン、4−アミノ−4−エチルピリジン、4−アミノ−3−エチルピリジン及びイソニコチンアミドなどが挙げられる。
脂肪族アミンには直鎖構造、環状構造があり、直鎖構造を有する脂肪族アミンとしては、エチルアミン、tert−ブチルアミン、イソプロピルアミン、イソブチルアミン、ネオペンチルアミン及びプロピルアミンなどが挙げられる。
環状構造を有する脂肪族アミンとしては、シクロヘキシルアミン、4−メチルシクロヘキシルアミン、3−メチルシクロヘキシルアミン、アミノメチルシクロヘキサン、4−(2−アミノエチル)シクロヘキシルアミン及び4−ブチルシクロヘキシルアミンなどが挙げられる。
機械特性、耐熱性維持のために、無水フタル酸、アニリン、4−アミノピリジン及び1−ナフチルアミンが好ましい。
ポリイミド樹脂の末端封止率は通常、NMR、IR、ラマン、滴定又は質量分析法等により求めることができる。
ポリイミド樹脂の製造方法に、特に制限はなく、従来公知のイミド化方法が使用できる。例えば、反応溶媒存在下、上述のテトラカルボン酸二無水物とジアミン化合物を加熱脱水ないし脱水試薬によりイミド化反応を行う方法、反応溶媒存在下、当該テトラカルボン酸二無水物とジアミン化合物をアミド化反応させて得られるポリイミド前駆体(ポリアミック酸)を得た後、該前駆体を加熱脱水ないし脱水試薬によりイミド化反応を行う方法などが挙げられる。この反応系内に、前述の水素結合形成モノマーや更に末端封止剤の必要量を存在させておくことで、水素結合形成構造を含む繰り返し単位を有するポリイミド樹脂や、更に分子末端が封止されたポリイミド樹脂を製造することができる。更にこの反応系には、前述のその他のモノマーを存在させて反応を行ってもよい。
反応時間は通常1時間以上、好ましくは2時間以上であり、通常100時間以下、好ましくは42時間以下である。このような条件で行うことにより、低コストで収率よくポリイミド樹脂を得ることができる傾向にある。
反応時の圧力は、常圧、加圧、又は減圧のいずれかでもよい。雰囲気は空気下でも不活性雰囲気下でもよいが、不活性雰囲気の方が得られるポリイミド樹脂、ひいては本発明の積層体の屈曲追従性の観点から好ましい。
反応時間は通常1時間以上、好ましくは2時間以上であり、通常100時間以下、好ましくは42時間以下である。このような条件で行うことにより、低コストで収率よくポリアミック酸を得ることができる傾向にある。
反応時の圧力は、常圧、加圧、又は減圧のいずれかでもよい。雰囲気は空気下でも不活性雰囲気下でもよいが、不活性雰囲気の方が得られるポリイミド樹脂、引いては本発明の積層体の屈曲追従性の観点から好ましい。
本発明で用いるポリイミド樹脂は、DMS法(動的熱機械測定装置)によるガラス転移温度(Tg)が、好ましくは250℃以上であり、より好ましくは260℃以上であり、更に好ましくは270℃以上、特に好ましくは280℃以上である。ガラス転移温度が上記下限値以上であることが耐熱性の観点から好ましい。一方、ガラス転移温度(Tg)の上限については特に制限されないが、通常400℃以下であり、Tgを有さないものもある。なお、DMS法によるガラス転移温度(Tg)は以下の方法により測定することができる。
動的熱機械測定装置(SIIナノテクノロジー株式会社製、DMS/SS6100)を用い、下記の測定条件にてサンプルの振動荷重に対するサンプルの貯蔵弾性率、損失弾性率を測定し、損失正接よりガラス転移温度(Tg)を求める。このガラス転移温度(Tg)は、ポリイミド樹脂のガラス転移温度(Tg)に相当し、Tgが高いほど耐熱性に優れたものと評価される。
(DMS測定条件)
ポリイミドフィルムの試験片の貯蔵弾性率(E’)を損失弾性率(E”)で除した損失正接(tanδ)のピークトップをガラス転移温度と定義する。
測定温度範囲:50℃〜400℃(昇温速度:3℃/min)
引張り加重:5g
試験片形状:10mm×10mm
本発明のポリイミド積層体のポリイミド層の形成に用いる本発明の樹脂組成物は、塗布性付与、加工特性付与、各種機能付与等の観点から、界面活性剤、消泡剤、有機顔料等の着色材、酸化防止剤、紫外線吸収剤、ヒンダートアミン系光安定剤等の安定剤、帯電防止剤、潤滑油、難燃剤、可塑剤、離型剤、レベリング剤等を含有していてもよい。また、本発明の目的を損なわない範囲で、その他の樹脂や、無機系充填材又は有機系充填材を含有していてもよい。
充填材としては、不織布等平板状に加工したものを用いても良いし、複数の材料を混合して用いても良い。
本発明で用いる側鎖に複素環を有するポリマーは、通常、ビニル基を有する複素環化合物のポリマーであり、ホモポリマー(単独重合体)であってもよく、共重合体であってもよい。
本発明の樹脂組成物中の側鎖に複素環を有するポリマーの含有量は、ポリイミド樹脂100重量部に対してより好ましくは0.5〜5重量部である。
本発明のポリイミド積層体のポリイミド層は、上述のポリイミド前駆体(ポリアミック酸)或いはポリイミド樹脂と、側鎖に複素環を有するポリマーと、必要に応じて配合されるその他の成分を含む本発明の樹脂組成物を基材上に成膜することで形成される。
塗布する方法としては、ダイコーティング、スピンコーティング、ディップコーティング、スクリーン印刷、スプレー、キャスト法、コーターを用いる方法、吹付による塗布方法、浸漬法、カレンダー法及び流涎法等が挙げられる。これらの方法は塗布面積及び被塗布面の形状などに応じて適宜選択することができる。
基材として金属を用いる場合、用いられる金属としては、特に限定されるものではないが、例えば金、銀、銅、アルミニウム及び鉄などが挙げられる。これら各種合金を用いてもよい。
これらの基材へのポリイミド積層体の成膜形態は特に制限はなく、基材の形状や用途に合わせ、適宜形成することができる。例えば、基材の全面、片面、両面、端面等に被覆を行ってもよく、また、基材全面又は一部分に被覆してもよい。
また、膜は単層でも多層でもよい。
前述の通り、隣接樹脂層は、ポリイミド層であってもよく、ポリイミド層以外の他の樹脂よりなる層であってもよい。
本発明のポリイミド積層体は、面状の基材上に上述のようにして少なくとも1層のポリイミド層と隣接樹脂層とを成膜し、成膜した積層膜を基材から剥離することなく、本発明のポリイミド積層体を用いた基材−ポリイミド積層体としてディスプレイ基板、FPC、FCCL、TABテープ、ラミネートブスバー、光ファイバー、電線被覆、薄膜太陽電池基板、有機光半導体照明、LED実装基板、センサー基板、スイッチ基板などの用途に供することができる。基材−ポリイミド積層体としては、例えば、本発明のポリイミド積層体で金属基材を被覆してなる金属−ポリイミド積層体等が挙げられる。
ポリイミドフィルムの引張弾性率は、特段の制限はないが、耐摩耗性の観点から好ましくは2000MPa以上、より好ましくは2500MPa以上、更に好ましくは3000MPa以上であり、一方、耐屈曲性の観点から好ましくは10GPa以下、より好ましくは5000以下である。
また、引張伸度は、特段の制限はないが、耐屈曲性の観点から好ましくは20%以上、より好ましくは30%以上、更に好ましくは50%以上であり、屈曲追従性の観点から特に上限はなく、伸度が高い方が好ましい。
実施例及び比較例のポリイミド樹脂組成物の製造に使用した原料は以下の通りである。
3,3’,4,4’−ビフェニルテトラカルボン酸二無水物(BPDA):三菱化学株式会社製
ピロメリット酸二無水物(PMDA):東京化成工業株式会社製
4,4’−ジアミノジフェニルエーテル(ODA):和歌山精化工業株式会社製
4,4’−ジアミノベンズアニリド(DABA):和歌山精化工業株式会社製
無水フタル酸:東京化成工業株式会社製
N,N’−ジメチルアセトアミド(DMAc):三菱ガス化学株式会社製
ポリビニルピロリドンK−30(PVP K−30):第一工業製薬株式会社製
<合成例1>
熱電対、冷却器及び攪拌機を備えた4つ口フラスコに、4,4’−ジアミノジフェニルエーテル(ODA)340g(1.70mol)、3,3’,4,4’−ビフェニルテトラカルボン酸二無水物(BPDA)500g(1.70mol)、無水フタル酸6.04g(0.041mol)及びN,N’−ジメチルアセトアミド(DMAc)3830gを加え、この混合物を撹拌しながら昇温し、窒素雰囲気下に80℃で6時間反応させて、固形分濃度18重量%のポリイミド前駆体1を得た。
熱電対、冷却器及び攪拌機を備えた4つ口フラスコに、4,4’−ジアミノジフェニルエーテル(ODA)340g(1.70mol)、3,3’,4,4’−ビフェニルテトラカルボン酸二無水物(BPDA)487g(1.65mol)及びN,N’−ジメチルアセトアミド(DMAc)3768gを加え、この混合物を撹拌しながら昇温し、窒素雰囲気下に80℃で6時間反応させて、固形分濃度18重量%のポリイミド前駆体2を得た。
熱電対、冷却器及び攪拌機を備えた4つ口フラスコに、4,4’−ジアミノジフェニルエーテル(ODA)188g(0.94mol)、4,4’−ジアミノベンズアニリド(DABA)71.3g(0.31mol)、3,3’,4,4’−ビフェニルテトラカルボン酸二無水物(BPDA)368g(1.25mol)、無水フタル酸3.21g(0.021mol)及びN,N’−ジメチルアセトアミド(DMAc)2860gを加え、この混合物を撹拌しながら昇温し、窒素雰囲気下に80℃で6時間反応させて、固形分濃度18重量%のポリイミド前駆体3(DABA導入量25mol%)を得た。
熱電対、冷却器及び攪拌機を備えた4つ口フラスコに、4,4’−ジアミノジフェニルエーテル(ODA)327g(1.64mol)、4,4’−ジアミノベンズアニリド(DABA)124g(0.54mol)、3,3’,4,4’−ビフェニルテトラカルボン酸二無水物(BPDA)630g(2.14mol)、及びN,N’−ジメチルアセトアミド(DMAc)2927gを加え、この混合物を撹拌しながら昇温し、窒素雰囲気下に80℃で6時間反応させて、固形分濃度18重量%のポリイミド前駆体4(DABA導入量25mol%)を得た。
熱電対、冷却器及び攪拌機を備えた4つ口フラスコに、4,4’−ジアミノジフェニルエーテル(ODA)203g(1.01mol)、4,4’−ジアミノベンズアニリド(DABA)77g(0.34mol)、3,3’,4,4’−ビフェニルテトラカルボン酸二無水物(BPDA)348g(1.18mol)、ピロメリット酸二無水物(PMDA)29g(0.13mol)、及びN,N’−ジメチルアセトアミド(DMAc)2988gを加え、この混合物を撹拌しながら昇温し、窒素雰囲気下に80℃で6時間反応させて、固形分濃度18重量%のポリイミド前駆体5(DABA導入量25mol%)を得た。
表−1に示す配合組成に従って、ポリアミック酸ワニスPI−1〜PI−5(実施例用)及びPI−6〜PI−8(比較例用)を調製した。なお、表−1に示すワニスの使用量は、固形分としての重量部を示す。
PI−1〜PI−8のポリアミック酸ワニスをスピンコーターを用いて銅板上に塗布し、空気下、6分かけて500℃まで昇温して焼成し、厚さ5μmのポリイミド層を成膜した。得られたポリイミド/Cu積層体のポリイミド層上に、再度1層目と同様に2層目のポリイミド層を成膜して、ポリイミド/ポリイミド/Cu積層体とした。
得られたポリイミド積層体のポリイミド層の厚さ方向に、1cm間隔で平行な2本の切り込みを入れ、上層のポリイミド層上に粘着テープを貼り付け、この粘着テープを引き剥すことで、層間密着性の評価を行った。
粘着テープを引き剥した際に、上層のポリイミド層と下層のポリイミド層との間で剥離してしまうものを、層間密着性:不良(×)、上層のポリイミド層と下層のポリイミド層との間で剥離することがなく、粘着テープと上層のポリイミド層との間で剥れるものを、層間密着性:良(○)と評価した。
Claims (13)
- ポリイミド層と、該ポリイミド層に隣接する樹脂層とを有するポリイミド積層体であって、該ポリイミド層が、側鎖に複素環を有するポリマーを含むポリイミド積層体。
- 前記側鎖に複素環を有するポリマーが、ポリビニルピロリドン、ポリビニルピリジン、並びに、ビニルピロリドン及び/又はビニルピリジンを共重合成分として含む共重合体よりなる群から選ばれる1種又は2種以上である、請求項1に記載のポリイミド積層体。
- 前記ポリイミド層に含まれるポリイミド樹脂のガラス転移温度(Tg)が250〜400℃である、請求項1又は2に記載のポリイミド積層体。
- 前記ポリイミド層に含まれるポリイミド樹脂が、前記式(5)で表される構造を含む繰り返し単位と、−C(O)NH−構造を含む繰り返し単位とを有する、請求項6に記載のポリイミド積層体。
- 前記−C(O)NH−構造が、4,4’−ジアミノベンズアニリドに由来する構造である、請求項7に記載のポリイミド積層体。
- 前記ポリイミド層に含まれるポリイミド樹脂の分子末端が封止されている、請求項1乃至8のいずれか1項に記載のポリイミド積層体。
- 前記ポリイミド層の厚さが0.1〜100μmである、請求項1乃至9のいずれか1項に記載のポリイミド積層体。
- 請求項1乃至10のいずれか1項に記載のポリイミド積層体で金属基材を被覆してなる金属−ポリイミド積層体。
- 請求項1乃至10のいずれか1項に記載のポリイミド積層体で金属線を被覆してなるマグネットワイヤー。
- 請求項1乃至10のいずれか1項に記載のポリイミド積層体の前記ポリイミド層を形成するためのポリイミド樹脂組成物であって、ポリイミド樹脂及び/またはその前駆体100重量部に対して側鎖に複素環を有するポリマーを0.1〜7重量部含む樹脂組成物。
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