JP2024041724A - 樹脂組成物、接着剤、コーティング剤、硬化物、接着シート、樹脂付銅箔、銅張積層板及びプリント配線板 - Google Patents

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Publication number

JP2024041724A

JP2024041724A JP2023144523A JP2023144523A JP2024041724A JP 2024041724 A JP2024041724 A JP 2024041724A JP 2023144523 A JP2023144523 A JP 2023144523A JP 2023144523 A JP2023144523 A JP 2023144523A JP 2024041724 A JP2024041724 A JP 2024041724A

Authority

JP

Japan

Prior art keywords

bis

resin composition

resin

manufactured

copper foil

Prior art date

2022-09-14

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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• 239000011342 resin composition Substances 0.000 title claims abstract description 58
• 229920005989 resin Polymers 0.000 title claims abstract description 31
• 239000011347 resin Substances 0.000 title claims abstract description 31
• RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims description 58
• 239000011889 copper foil Substances 0.000 title claims description 49
• 230000001070 adhesive effect Effects 0.000 title claims description 36
• 239000000853 adhesive Substances 0.000 title claims description 35
• 239000011248 coating agent Substances 0.000 title claims description 12
• -1 aromatic tetracarboxylic anhydride Chemical class 0.000 claims abstract description 59
• 150000004985 diamines Chemical class 0.000 claims abstract description 37
• 229920001721 polyimide Polymers 0.000 claims abstract description 34
• 239000004642 Polyimide Substances 0.000 claims abstract description 27
• 239000003795 chemical substances by application Substances 0.000 claims abstract description 22
• 239000000178 monomer Substances 0.000 claims abstract description 11
• 239000000047 product Substances 0.000 claims description 69
• 239000000539 dimer Substances 0.000 claims description 29
• 229920000768 polyamine Polymers 0.000 claims description 15
• 239000003431 cross linking reagent Substances 0.000 claims description 13
• 239000013638 trimer Substances 0.000 claims description 11
• 229910003475 inorganic filler Inorganic materials 0.000 claims description 10
• 239000011256 inorganic filler Substances 0.000 claims description 10
• 239000004721 Polyphenylene oxide Substances 0.000 claims description 8
• 229920000570 polyether Polymers 0.000 claims description 8
• 239000004952 Polyamide Substances 0.000 claims description 7
• 229920002647 polyamide Polymers 0.000 claims description 7
• 239000004593 Epoxy Substances 0.000 claims description 4
• 239000007795 chemical reaction product Substances 0.000 claims 1
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• 238000006243 chemical reaction Methods 0.000 abstract description 14
• 238000003860 storage Methods 0.000 abstract description 10
• 230000005012 migration Effects 0.000 abstract description 7
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• 239000004971 Cross linker Substances 0.000 abstract 1
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• 238000004519 manufacturing process Methods 0.000 description 19
• 229910052757 nitrogen Inorganic materials 0.000 description 19
• XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 description 17
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• KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 8
• UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 8
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• 239000000126 substance Substances 0.000 description 8
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• OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 6
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• 239000000654 additive Substances 0.000 description 6
• 150000001412 amines Chemical class 0.000 description 6
• 150000002148 esters Chemical class 0.000 description 6
• 235000011187 glycerol Nutrition 0.000 description 6
• 239000011574 phosphorus Substances 0.000 description 6
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• 238000012360 testing method Methods 0.000 description 6
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• 125000000217 alkyl group Chemical group 0.000 description 5
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• 125000004432 carbon atom Chemical group C* 0.000 description 5
• 238000000576 coating method Methods 0.000 description 5
• USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Natural products C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 5
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• 125000003700 epoxy group Chemical group 0.000 description 5
• 239000000945 filler Substances 0.000 description 5
• 239000003063 flame retardant Substances 0.000 description 5
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 5
• 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 4
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
• XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 4
• ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 4
• IMYZQPCYWPFTAG-UHFFFAOYSA-N Mecamylamine Chemical compound C1CC2C(C)(C)C(NC)(C)C1C2 IMYZQPCYWPFTAG-UHFFFAOYSA-N 0.000 description 4
• CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 4
• 150000007513 acids Chemical class 0.000 description 4
• 150000004984 aromatic diamines Chemical class 0.000 description 4
• 230000008859 change Effects 0.000 description 4
• 125000005442 diisocyanate group Chemical group 0.000 description 4
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
• LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 4
• GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 4
• 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 4
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• VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 3
• CMLFRMDBDNHMRA-UHFFFAOYSA-N 2h-1,2-benzoxazine Chemical compound C1=CC=C2C=CNOC2=C1 CMLFRMDBDNHMRA-UHFFFAOYSA-N 0.000 description 3
• 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 3
• WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
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• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
• 229910016847 F2-WS Inorganic materials 0.000 description 3
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
• IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
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