JP5408473B2 - 熱硬化性ポリイミド樹脂組成物 - Google Patents
熱硬化性ポリイミド樹脂組成物 Download PDFInfo
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- JP5408473B2 JP5408473B2 JP2009042218A JP2009042218A JP5408473B2 JP 5408473 B2 JP5408473 B2 JP 5408473B2 JP 2009042218 A JP2009042218 A JP 2009042218A JP 2009042218 A JP2009042218 A JP 2009042218A JP 5408473 B2 JP5408473 B2 JP 5408473B2
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- Prior art keywords
- polyimide resin
- resin composition
- general formula
- antioxidant
- thermosetting polyimide
- Prior art date
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- 229920001721 polyimide Polymers 0.000 title claims description 181
- 239000009719 polyimide resin Substances 0.000 title claims description 175
- 239000000203 mixture Substances 0.000 title claims description 98
- 229920001187 thermosetting polymer Polymers 0.000 title claims description 88
- -1 isocyanate compound Chemical class 0.000 claims description 161
- 229920005862 polyol Polymers 0.000 claims description 81
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 65
- 239000003963 antioxidant agent Substances 0.000 claims description 53
- 239000005056 polyisocyanate Substances 0.000 claims description 52
- 229920001228 polyisocyanate Polymers 0.000 claims description 52
- 230000003078 antioxidant effect Effects 0.000 claims description 50
- 150000003077 polyols Chemical class 0.000 claims description 47
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 46
- 150000001875 compounds Chemical class 0.000 claims description 46
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- 229920000647 polyepoxide Polymers 0.000 claims description 39
- 229920005989 resin Polymers 0.000 claims description 38
- 239000011347 resin Substances 0.000 claims description 38
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 36
- 229920003986 novolac Polymers 0.000 claims description 19
- 125000004018 acid anhydride group Chemical group 0.000 claims description 15
- 230000001476 alcoholic effect Effects 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 12
- 229910052698 phosphorus Inorganic materials 0.000 claims description 12
- 239000011342 resin composition Substances 0.000 claims description 12
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 11
- 239000005062 Polybutadiene Substances 0.000 claims description 11
- 239000012948 isocyanate Substances 0.000 claims description 11
- 239000011574 phosphorus Substances 0.000 claims description 11
- 229920002857 polybutadiene Polymers 0.000 claims description 11
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 239000002530 phenolic antioxidant Substances 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- QRLSTWVLSWCGBT-UHFFFAOYSA-N 4-((4,6-bis(octylthio)-1,3,5-triazin-2-yl)amino)-2,6-di-tert-butylphenol Chemical compound CCCCCCCCSC1=NC(SCCCCCCCC)=NC(NC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=N1 QRLSTWVLSWCGBT-UHFFFAOYSA-N 0.000 claims description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 230000009477 glass transition Effects 0.000 claims description 4
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 4
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- 150000000000 tetracarboxylic acids Chemical class 0.000 claims description 4
- XYXJKPCGSGVSBO-UHFFFAOYSA-N 1,3,5-tris[(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C)=C1CN1C(=O)N(CC=2C(=C(O)C(=CC=2C)C(C)(C)C)C)C(=O)N(CC=2C(=C(O)C(=CC=2C)C(C)(C)C)C)C1=O XYXJKPCGSGVSBO-UHFFFAOYSA-N 0.000 claims description 3
- HCILJBJJZALOAL-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)-n'-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyl]propanehydrazide Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)NNC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 HCILJBJJZALOAL-UHFFFAOYSA-N 0.000 claims description 3
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 claims description 3
- 239000004642 Polyimide Substances 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- ITUWQZXQRZLLCR-UHFFFAOYSA-N n,n-dioctadecylhydroxylamine Chemical compound CCCCCCCCCCCCCCCCCCN(O)CCCCCCCCCCCCCCCCCC ITUWQZXQRZLLCR-UHFFFAOYSA-N 0.000 claims description 3
- 150000003628 tricarboxylic acids Chemical class 0.000 claims description 3
- 239000003112 inhibitor Substances 0.000 claims description 2
- VOYADQIFGGIKAT-UHFFFAOYSA-N 1,3-dibutyl-4-hydroxy-2,6-dioxopyrimidine-5-carboximidamide Chemical compound CCCCn1c(O)c(C(N)=N)c(=O)n(CCCC)c1=O VOYADQIFGGIKAT-UHFFFAOYSA-N 0.000 claims 1
- DGIRHPMUWGNFDO-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-1,3,5-triazinan-1-yl]methyl]-2,6-ditert-butylphenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CN2CN(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)CN(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C2)=C1 DGIRHPMUWGNFDO-UHFFFAOYSA-N 0.000 claims 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 239000010410 layer Substances 0.000 description 123
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- 229920006015 heat resistant resin Polymers 0.000 description 19
- 239000003960 organic solvent Substances 0.000 description 19
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- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 14
- 239000002904 solvent Substances 0.000 description 14
- 239000002585 base Substances 0.000 description 13
- 229920000098 polyolefin Polymers 0.000 description 13
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 12
- 238000011156 evaluation Methods 0.000 description 11
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- 238000007747 plating Methods 0.000 description 11
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 10
- 150000002009 diols Chemical class 0.000 description 10
- 239000000463 material Substances 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- 239000004721 Polyphenylene oxide Substances 0.000 description 9
- 239000011889 copper foil Substances 0.000 description 9
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- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 8
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- 125000005591 trimellitate group Chemical group 0.000 description 8
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- 125000001931 aliphatic group Chemical group 0.000 description 7
- 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 7
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- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
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- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 239000013638 trimer Substances 0.000 description 1
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- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- QEDNBHNWMHJNAB-UHFFFAOYSA-N tris(8-methylnonyl) phosphite Chemical compound CC(C)CCCCCCCOP(OCCCCCCCC(C)C)OCCCCCCCC(C)C QEDNBHNWMHJNAB-UHFFFAOYSA-N 0.000 description 1
- PEXOFOFLXOCMDX-UHFFFAOYSA-N tritridecyl phosphite Chemical compound CCCCCCCCCCCCCOP(OCCCCCCCCCCCCC)OCCCCCCCCCCCCC PEXOFOFLXOCMDX-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
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Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Description
(1)フェノール系化合物の構造残基とフェノール性水酸基とイソシアネート基との反応にて生成されるウレタン結合とを有するポリイミド樹脂とエポキシ樹脂を含有する樹脂組成物を用いて得られる硬化物は、耐熱性に優れる。
本発明は上記の知見を基に完成したものである。
測定装置 ; 東ソー株式会社製 HLC−8220GPC
カラム ; 東ソー株式会社製ガードカラムSUPER HZ−H
+東ソー株式会社製 TSKgel SUPER HZm−mを4本
検出器 ; RI(示差屈折計)
データ処理:東ソー株式会社製 GPC−8020
測定条件: カラム温度 40℃
溶媒 テトラヒドロフラン
流速 0.35ml/min
標準 ;ポリスチレン
試料 ;樹脂固形分換算で0.2重量%のテトラヒドロフラン溶液をマイクロフィルターでろ過したもの(100ml)
攪拌装置、温度計およびコンデンサーを付けたフラスコに、エチルジグリコールアセテート 5157.5gとソルベッソ150 5157.5gを仕込み、次いでIPDI(イソホロンジイソシアネート)888g(4モル)を混合溶解させた。 次いでポリブタジエンジオール(分子量 3573) 7146g(2モル)を攪拌しながら加えた。 完全に均一に溶解した後にフラスコを50℃に昇温して3時間ウレタン化反応を行った。 次いでフラスコにTMEG(エチレングリコールビスアンヒドロトリメリテート)410g(1モル)と、ノニルフェノールノボラック樹脂(水酸基当量229.4g/モル 平均4.27官能 ) 1959g(2モル)を仕込み、攪拌を行いながら150℃まで昇温した後、この温度で4時間反応させた。反応は炭酸ガスの発泡とともに進行し、系内は黒茶色の液体となった。 25℃での粘度が10Pa・sでソフトセグメントの含有率が68.6%であるポリイミド樹脂(A−1)の溶液(樹脂分50%)を得た。
攪拌装置、温度計およびコンデンサーを付けたフラスコに、ガンマブチロラクトン(GBL) 7203gとソルベッソ150 7203gを仕込み、次いでTMDI(トリメチルヘキサンジイソシアネート)1260g(6モル)を混合溶解させた。 次いでポリブタジエンジオール(分子量 3573) 10719g(3モル)を攪拌しながら加えた。完全に均一に溶解した後にフラスコを50℃に昇温して3時間ウレタン化反応を行った。次いでフラスコにBPDA(ベンゾフェノンテトラカルボン酸二無水物)644g(2モル)と、ノニルフェノールノボラック樹脂(水酸基当量229.4g/モル 平均4.27官能 ) 1959g(2モル)を仕込み、攪拌を行いながら150℃まで昇温した後、この温度で4時間反応させた。反応は炭酸ガスの発泡とともに進行し、系内は黒茶色の液体となった。25℃での粘度が15Pa・sでソフトセグメントの含有率が73.6%であるポリイミド樹脂(A−2)の溶液(樹脂分50%)を得た。
第1表に示す配合にて本発明の熱硬化性ポリイミド樹脂組成物1を調製した。得られた熱硬化性ポリイミド樹脂組成物1を用いて相溶性、塗膜造膜性、耐熱性、機械物性、電気特性、寸法安定性及び保存安定性を下記方法に従って評価した。その結果を第3表に示す。尚、表中の配合量(重量部)は全て固形文換算重量である。
熱硬化性ポリイミド樹脂組成物1を調製した際の相溶状態と、調製後の熱硬化性ポリイミド樹脂組成物1をガラス板に塗装し、120℃で乾燥した後の塗膜の状態を、下記の評価基準で評価した。
評価基準
◎:熱硬化性ポリイミド樹脂組成物1の調製において攪拌により容易に均一となり、塗膜面にも異物等が見られない。
○:熱硬化性ポリイミド樹脂組成物1の調製において攪拌により均一となり、塗膜面にも異物等が見られない。
△:熱硬化性ポリイミド樹脂組成物1の調製において攪拌により均一になりにくく、塗膜面にもやや異物等が見られる。
×:熱硬化性ポリイミド樹脂組成物1の調製において均一に溶解せず、塗膜面は、はじき、異物、不溶解物が確認できる。
熱硬化性ポリイミド樹脂組成物1を乾燥後の膜厚が30μmになるようにブリキ板にアプリケーターにて塗布後、110℃で30分間乾燥させて得た試験片を、室温にて24時間放置し、塗膜外観を以下の評価基準で評価した。
評価基準
○:塗膜にクラック等の異常は見られない。
△:塗膜に若干クラックが見られる。
×:塗膜全面にクラックが発生した。
<試験片の作製>
熱硬化性ポリイミド樹脂組成物1を硬化後の膜厚が50μmになるように銅泊がラミネートされたガラスエポキシ基板上に塗装し、70℃の乾燥機で30分間乾燥した後、170℃でそれぞれ1時間硬化させた後、室温まで冷却し硬化塗膜を作成した。
硬化塗膜を260℃の溶融ハンダ浴に30秒浸漬し、室温に冷却した。このハンダ浴の浸漬操作を合計3回行い、硬化塗膜の外観について以下の評価基準で評価した。
○:塗膜に外観異常は見られない。
△:塗膜にフクレ、はがれ等異常が若干見られる。
×:塗膜全面にフクレ、はがれ等異常が見られる。
機械物性は塗膜の引張試験を行い、弾性率と破断伸度を求めることにより評価した。
<試験片の作製>
熱硬化性ポリイミド樹脂組成物1を硬化後の膜厚が50μmになるように銅箔上に塗装し、塗装板を得た。次いで、この塗装板を70℃の乾燥機で20分間乾燥した後、170℃で1時間硬化させて硬化塗膜を作成した。室温まで冷却した後、硬化塗膜を所定の大きさに切り出し、基板から単離して測定用試料とした。
測定用試料を5枚作成し、下記の条件で引張試験を行い、破断伸度を求めた。破断伸度の値が高いほど柔軟性に優れる塗膜であることを表す。また、弾性率の値が低いほど柔軟性に優れる塗膜であることを表す。
測定機器:東洋ボールドウィン社製テンシロン
サンプル形状:10mm×70mm
チャック間:20mm
引張速度:10mm/min
測定雰囲気:22℃、45%RH
熱硬化性ポリイミド樹脂組成物1を25mlのガラス容器に20ml入れて密封した。この状態で室温にて1週間放置した後の状態を観察した。
電気特性は塗膜の誘電率(ε)と誘電損失(Tanδ)とを測定することにより評価した。熱硬化性ポリイミド樹脂組成物1を硬化後の膜厚が80μmになるようにブリキ基板上に塗装し、70℃の乾燥機で20分間乾燥した後、200℃で1時間硬化させ冷却した後、剥離した硬化塗膜を切り出した測定用試料を、アジレントテクノロジー社製4291Bを用いて、周波数は100MHzの条件で、測定雰囲気の温度は23度の条件で誘電率(ε)と誘電損失(Tanδ)とを測定した。
第1表〜第3表に示す配合で調製し、本発明の熱硬化性ポリイミド樹脂組成物及び比較対照用ポリイミド樹脂組成物を得た。実施例1と同様の評価を実施し、その結果を第4表〜第6表に示す。
N680:クレゾールノボラック型エポキシ樹脂、エポキシ当量214 軟化点81℃
BOTIAF:2,6−ジーTert−ブチルー4−(4,6−ビス(オクチルチオ)−1,3,5−トリアジン−2−イルアミノ)フェノール。
BHFPPH:2´,3−ビス[[3−[3,5−ジ−Tert−ブチル−4−ヒドロキシフェニル]プロピオニル]]プロピオノヒドラジド
BHXMTATO:1,3,5−トリス[(4−Tert−ブチル−3−ヒドロキシ−2,6−キシリル)メチル]−1,3,5−トリアジン−2,4,6(1H,3H,5H)−トリオン
BHBTATO1,3,5,−トリス(3,5−ジ−Tert−ブチル−4−ヒドロキシベンジル)−1,3,5−トリアジン−2,4,6(1H,3H,5H)−トリオン
DTP:ジドデシル3,3´−チオジプロピオネート
MEPPA:ビス[2,4−ビス(1,1−ジメチルエチル)−6−メチルフェニル]エチルエステル亜リン酸
TBPP:トリス(2,4−ジ−Tert−ブチルフェニル)フォスファイト
DODHA:ジオクタデシルヒドロキシルアミン
2E4MZ:2−エチル−4−メチル−イミダゾール
DBTA:ジブチルティンアセテート
Claims (17)
- 下記一般式(1−1)および/または下記一般式(2−1)で表される構造、並びに下記一般式(3−1)で示される構造を有するポリイミド樹脂で、該ポリイミド樹脂中の一般式(3−1)で示される構造が有するYの含有率が50〜90重量%であるポリイミド樹脂(A)、エポキシ樹脂(B)およびヒンダードフェノール系酸化防止剤(C)を含有することを特徴とする熱硬化性ポリイミド樹脂組成物。
- 前記ヒンダードフェノール系酸化防止剤(C)が、1,3,5−トリス[(4−Tert−ブチル−3−ヒドロキシー2,6−キシリル)メチル]−1,3,5−トリアジン−2,4,6(1H,3H,5H)−トリオン、2,6−ジ−Tert−ブチル−4−(4,6−ビス(オクチルチオ)−1,3,5−トリアジン−2−イルアミノ)フェノール、2´,3−ビス[[3−[3,5−ジ−Tert−ブチル−4−ヒドロキシフェニル]プロピオニル]]プロピオノヒドラジド、1,3,5,−トリス(3,5−ジ−Tert−ブチル−4−ヒドロキシベンジル)−1,3,5−トリアジン−2,4,6(1H,3H,5H)−トリオンからなる群から選ばれる一種以上の酸化防止剤である請求項1記載の熱硬化性ポリイミド樹脂組成物。
- 前記ヒンダードフェノール系酸化防止剤(C)の含有量がポリイミド樹脂(A)、エポキシ樹脂(B)およびヒンダードフェノール系酸化防止剤(C)の合計100重量部に対して0.1〜3重量部である請求項1記載の熱硬化性ポリイミド樹脂組成物。
- 更に、イオウ系酸化防止剤、リン系酸化防止剤およびヒドロキシルアミン系酸化防止剤からなる一種以上の酸化防止剤(D)を含有する請求項1記載の熱硬化性ポリイミド樹脂組成物。
- 前記酸化防止剤(D)がリン系酸化防止剤およびヒドロキシルアミン系酸化防止剤の混合物である請求項4記載の熱硬化性ポリイミド樹脂組成物。
- 前記リン系酸化防止剤およびヒドロキシルアミン系酸化防止剤の混合物がトリス(2,4−ジ−Tert−ブチルフェニル)フォスファイトとジオクタデシルヒドロキシルアミンとの混合物である請求項5記載の熱硬化性ポリイミド樹脂組成物。
- 前記酸化防止剤(D)の含有量がポリイミド樹脂(A)、エポキシ樹脂(B)、ヒンダードフェノール系酸化防止剤(C)及び酸化防止剤(D)の合計100重量部に対して0.1〜3重量部である請求項4記載の熱硬化性ポリイミド樹脂組成物。
- 前記一般式(3−1)で表される構造が、該構造中のYとして数平均分子量が300〜5,000であるポリブタジエンポリオールから2つの水酸基を除いた残基を有する構造である請求項1記載の熱硬化性ポリイミド樹脂組成物。
- 前記一般式(3−1)で表される構造が、該構造中のYとしてガラス転移温度が−150〜0℃である残基を有する構造である請求項1記載の熱硬化性ポリイミド樹脂組成物。
- 前記ポリイミド樹脂(A)が、樹脂中の一般式(3−1)で示される構造が有するYの含有率が60〜80重量%であるポリイミド樹脂である請求項1記載の熱硬化性ポリイミド樹脂組成物。
- 前記エポキシ樹脂(B)が芳香族系エポキシ樹脂である請求項1〜12のいずれか1項記載の熱硬化性ポリイミド樹脂組成物。
- 前記芳香族系エポキシ樹脂がノボラック型エポキシ樹脂である請求項13記載の熱硬化性ポリイミド樹脂組成物。
- 硬化触媒を含有する請求項1〜14のいずれか1項記載の熱硬化性ポリイミド樹脂組成物。
- 更に、ウレタン化触媒を含有する請求項1〜14のいずれか1項記載の熱硬化性ポリイミド樹脂組成物。
- 請求項1〜16のいずれか1項記載の熱硬化性ポリイミド樹脂組成物を硬化させてなることを特徴とする硬化物。
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