JP2013155329A - 溶剤可溶性ポリイミド樹脂及びその製造方法、並びに前記ポリイミド樹脂を含有するポリイミド組成物、ポリイミドフィルム、及びコーティング物品 - Google Patents
溶剤可溶性ポリイミド樹脂及びその製造方法、並びに前記ポリイミド樹脂を含有するポリイミド組成物、ポリイミドフィルム、及びコーティング物品 Download PDFInfo
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- JP2013155329A JP2013155329A JP2012017855A JP2012017855A JP2013155329A JP 2013155329 A JP2013155329 A JP 2013155329A JP 2012017855 A JP2012017855 A JP 2012017855A JP 2012017855 A JP2012017855 A JP 2012017855A JP 2013155329 A JP2013155329 A JP 2013155329A
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- Prior art keywords
- polyimide resin
- aromatic
- polyimide
- carbon atoms
- residue
- Prior art date
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- 229920001721 polyimide Polymers 0.000 title claims abstract description 190
- 239000009719 polyimide resin Substances 0.000 title claims abstract description 131
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 31
- 239000004642 Polyimide Substances 0.000 title claims description 34
- 239000000203 mixture Substances 0.000 title claims description 18
- 125000003118 aryl group Chemical group 0.000 claims abstract description 58
- 239000000539 dimer Substances 0.000 claims abstract description 56
- 239000002904 solvent Substances 0.000 claims abstract description 47
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 36
- 239000000194 fatty acid Substances 0.000 claims abstract description 36
- 229930195729 fatty acid Natural products 0.000 claims abstract description 36
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 36
- 125000004427 diamine group Chemical group 0.000 claims abstract description 17
- 238000006358 imidation reaction Methods 0.000 claims abstract description 9
- 150000004984 aromatic diamines Chemical group 0.000 claims description 62
- 150000004985 diamines Chemical class 0.000 claims description 51
- 125000004432 carbon atom Chemical group C* 0.000 claims description 39
- 229920005575 poly(amic acid) Polymers 0.000 claims description 23
- 239000011248 coating agent Substances 0.000 claims description 19
- 238000000576 coating method Methods 0.000 claims description 19
- -1 aromatic tetracarboxylic acids Chemical class 0.000 claims description 11
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 150000000000 tetracarboxylic acids Chemical group 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 21
- 239000000758 substrate Substances 0.000 abstract description 12
- 125000006157 aromatic diamine group Chemical group 0.000 abstract 2
- 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 44
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- 229910052799 carbon Inorganic materials 0.000 description 7
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
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- 239000005028 tinplate Substances 0.000 description 3
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 description 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- IFYXKXOINSPAJQ-UHFFFAOYSA-N 4-(4-aminophenyl)-5,5-bis(trifluoromethyl)cyclohexa-1,3-dien-1-amine Chemical group FC(F)(F)C1(C(F)(F)F)CC(N)=CC=C1C1=CC=C(N)C=C1 IFYXKXOINSPAJQ-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- ZYEDGEXYGKWJPB-UHFFFAOYSA-N 4-[2-(4-aminophenyl)propan-2-yl]aniline Chemical compound C=1C=C(N)C=CC=1C(C)(C)C1=CC=C(N)C=C1 ZYEDGEXYGKWJPB-UHFFFAOYSA-N 0.000 description 2
- AJYDKROUZBIMLE-UHFFFAOYSA-N 4-[2-[2-[2-(4-aminophenoxy)phenyl]propan-2-yl]phenoxy]aniline Chemical compound C=1C=CC=C(OC=2C=CC(N)=CC=2)C=1C(C)(C)C1=CC=CC=C1OC1=CC=C(N)C=C1 AJYDKROUZBIMLE-UHFFFAOYSA-N 0.000 description 2
- HESXPOICBNWMPI-UHFFFAOYSA-N 4-[2-[4-[2-(4-aminophenyl)propan-2-yl]phenyl]propan-2-yl]aniline Chemical compound C=1C=C(C(C)(C)C=2C=CC(N)=CC=2)C=CC=1C(C)(C)C1=CC=C(N)C=C1 HESXPOICBNWMPI-UHFFFAOYSA-N 0.000 description 2
- KIFDSGGWDIVQGN-UHFFFAOYSA-N 4-[9-(4-aminophenyl)fluoren-9-yl]aniline Chemical compound C1=CC(N)=CC=C1C1(C=2C=CC(N)=CC=2)C2=CC=CC=C2C2=CC=CC=C21 KIFDSGGWDIVQGN-UHFFFAOYSA-N 0.000 description 2
- VGVHNLRUAMRIEW-UHFFFAOYSA-N 4-methylcyclohexan-1-one Chemical compound CC1CCC(=O)CC1 VGVHNLRUAMRIEW-UHFFFAOYSA-N 0.000 description 2
- 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 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
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- 0 CC*(CC)*N(C(*(C(N1*(CC)CC)=O)C1=O)=O)C(I)=O Chemical compound CC*(CC)*N(C(*(C(N1*(CC)CC)=O)C1=O)=O)C(I)=O 0.000 description 2
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- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 description 2
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Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007116979A1 (ja) * | 2006-04-12 | 2007-10-18 | Hitachi Chemical Company, Ltd. | 封止充填剤用樹脂組成物、それを用いたフリップチップ実装法及びフリップチップ実装品 |
| JP2010006983A (ja) * | 2008-06-27 | 2010-01-14 | Hitachi Chem Co Ltd | 封止充填剤及び半導体装置 |
| JP2010163489A (ja) * | 2009-01-13 | 2010-07-29 | Hitachi Chem Co Ltd | 樹脂組成物 |
| JP2012180471A (ja) * | 2011-03-02 | 2012-09-20 | Hitachi Chemical Co Ltd | 樹脂組成物 |
| JP2013001730A (ja) * | 2011-06-13 | 2013-01-07 | Nippon Steel & Sumikin Chemical Co Ltd | 架橋ポリイミド樹脂、接着剤樹脂組成物及びその硬化物、カバーレイフィルム並びに回路基板 |
| JP2013112735A (ja) * | 2011-11-28 | 2013-06-10 | Ube Industries Ltd | ポリイミド溶液組成物 |
-
2012
- 2012-01-31 JP JP2012017855A patent/JP2013155329A/ja active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007116979A1 (ja) * | 2006-04-12 | 2007-10-18 | Hitachi Chemical Company, Ltd. | 封止充填剤用樹脂組成物、それを用いたフリップチップ実装法及びフリップチップ実装品 |
| JP2010006983A (ja) * | 2008-06-27 | 2010-01-14 | Hitachi Chem Co Ltd | 封止充填剤及び半導体装置 |
| JP2010163489A (ja) * | 2009-01-13 | 2010-07-29 | Hitachi Chem Co Ltd | 樹脂組成物 |
| JP2012180471A (ja) * | 2011-03-02 | 2012-09-20 | Hitachi Chemical Co Ltd | 樹脂組成物 |
| JP2013001730A (ja) * | 2011-06-13 | 2013-01-07 | Nippon Steel & Sumikin Chemical Co Ltd | 架橋ポリイミド樹脂、接着剤樹脂組成物及びその硬化物、カバーレイフィルム並びに回路基板 |
| JP2013112735A (ja) * | 2011-11-28 | 2013-06-10 | Ube Industries Ltd | ポリイミド溶液組成物 |
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|---|---|---|---|---|
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| JP7158088B2 (ja) | 2017-03-24 | 2022-10-21 | ユニチカ株式会社 | バインダ溶液および塗液 |
| JP2022109283A (ja) * | 2017-03-24 | 2022-07-27 | ユニチカ株式会社 | バインダ溶液および塗液 |
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| JP2023076503A (ja) * | 2017-12-28 | 2023-06-01 | 日鉄ケミカル＆マテリアル株式会社 | ポリイミドの製造方法 |
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| JP7636149B2 (ja) | 2020-09-30 | 2025-02-26 | 日鉄ケミカル＆マテリアル株式会社 | ポリイミド、ポリイミド溶液、ポリイミドフィルム、接着剤フィルム、積層体、カバーレイフィルム、樹脂付き銅箔、金属張積層板、回路基板及び多層回路基板 |
| WO2022102616A1 (ja) * | 2020-11-10 | 2022-05-19 | 昭和電工マテリアルズ株式会社 | ポリイミド前駆体、ポリイミド、及びフレキシブルプリント回路基板 |
| JPWO2022102616A1 (enExample) * | 2020-11-10 | 2022-05-19 | ||
| WO2022101984A1 (ja) * | 2020-11-10 | 2022-05-19 | 昭和電工マテリアルズ株式会社 | ポリイミド前駆体、ポリイミド、及びフレキシブル基板 |
| JP7677346B2 (ja) | 2020-11-10 | 2025-05-15 | 株式会社レゾナック | ポリイミド前駆体、ポリイミド、及びフレキシブルプリント回路基板 |
| WO2023149394A1 (ja) * | 2022-02-01 | 2023-08-10 | Jsr株式会社 | 重合体、組成物、硬化物、積層体および電子部品 |
| WO2023149393A1 (ja) * | 2022-02-01 | 2023-08-10 | Jsr株式会社 | ポリマー |
| JP2023163314A (ja) * | 2022-04-28 | 2023-11-10 | 荒川化学工業株式会社 | ポリイミド樹脂、樹脂組成物、硬化物、接着シート、樹脂付銅箔、銅張積層板、プリント配線板及びポリイミドフィルム |
| EP4438656A1 (en) * | 2023-03-27 | 2024-10-02 | Tamura Corporation | Polyamic acid, polyamic acid composition, polyimide, polyimide film, and printed circuit board |
| JP2024139564A (ja) * | 2023-03-27 | 2024-10-09 | 株式会社タムラ製作所 | ポリアミック酸、ポリアミック酸組成物、ポリイミド、ポリイミドフィルム及びプリント配線板 |
| JP7720343B2 (ja) | 2023-03-27 | 2025-08-07 | 株式会社タムラ製作所 | ポリアミック酸、ポリアミック酸組成物、ポリイミド、ポリイミドフィルム及びプリント配線板 |
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