JPH0586778B2 - - Google Patents
Info
- Publication number
- JPH0586778B2 JPH0586778B2 JP21365485A JP21365485A JPH0586778B2 JP H0586778 B2 JPH0586778 B2 JP H0586778B2 JP 21365485 A JP21365485 A JP 21365485A JP 21365485 A JP21365485 A JP 21365485A JP H0586778 B2 JPH0586778 B2 JP H0586778B2
- Authority
- JP
- Japan
- Prior art keywords
- maleimide resin
- maleic anhydride
- maleimide
- reaction
- curability
- 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.)
- Expired - Lifetime
Links
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 claims description 15
- 229920005989 resin Polymers 0.000 claims description 13
- 239000011347 resin Substances 0.000 claims description 13
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 229920000768 polyamine Polymers 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 150000008065 acid anhydrides Chemical group 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 239000002904 solvent Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-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
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 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 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 239000012024 dehydrating agents Substances 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229920003192 poly(bis maleimide) Polymers 0.000 description 2
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- WECDUOXQLAIPQW-UHFFFAOYSA-N 4,4'-Methylene bis(2-methylaniline) Chemical compound C1=C(N)C(C)=CC(CC=2C=C(C)C(N)=CC=2)=C1 WECDUOXQLAIPQW-UHFFFAOYSA-N 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 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 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000004807 desolvation Methods 0.000 description 1
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 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 1
- 239000002648 laminated material Substances 0.000 description 1
- FSQQTNAZHBEJLS-UPHRSURJSA-N maleamic acid Chemical compound NC(=O)\C=C/C(O)=O FSQQTNAZHBEJLS-UPHRSURJSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000011417 postcuring Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Pyrrole Compounds (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP21365485A JPS6277363A (ja) | 1985-09-28 | 1985-09-28 | マレイミド樹脂の製造方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP21365485A JPS6277363A (ja) | 1985-09-28 | 1985-09-28 | マレイミド樹脂の製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6277363A JPS6277363A (ja) | 1987-04-09 |
JPH0586778B2 true JPH0586778B2 (en, 2012) | 1993-12-14 |
Family
ID=16642742
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP21365485A Granted JPS6277363A (ja) | 1985-09-28 | 1985-09-28 | マレイミド樹脂の製造方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6277363A (en, 2012) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017066132A (ja) * | 2015-09-29 | 2017-04-06 | ユニチカ株式会社 | マレイミドの製造方法 |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02274731A (ja) * | 1989-04-17 | 1990-11-08 | Sumitomo Bakelite Co Ltd | アミン変性マレイミド樹脂の製造方法 |
JP2519474Y2 (ja) * | 1991-03-30 | 1996-12-04 | ミドリ安全工業株式会社 | 空気清浄機 |
JPH06117400A (ja) * | 1992-02-25 | 1994-04-26 | Asahi Kogyosha:Kk | フィルター付き送風機ユニット |
JP4491898B2 (ja) * | 2000-03-15 | 2010-06-30 | 住友ベークライト株式会社 | マレイミド系樹脂およびその製造方法 |
JP2020125275A (ja) * | 2019-02-06 | 2020-08-20 | ユニチカ株式会社 | マレイミドの製造方法 |
JP7464474B2 (ja) * | 2020-07-29 | 2024-04-09 | 日本化薬株式会社 | マレイミド樹脂、硬化性樹脂組成物およびその硬化物 |
-
1985
- 1985-09-28 JP JP21365485A patent/JPS6277363A/ja active Granted
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017066132A (ja) * | 2015-09-29 | 2017-04-06 | ユニチカ株式会社 | マレイミドの製造方法 |
Also Published As
Publication number | Publication date |
---|---|
JPS6277363A (ja) | 1987-04-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4097456A (en) | Preparation of acetylene-substituted polyimide oligomers and polyimide polymers | |
US4402878A (en) | Addition products of di-acetylene-terminated polyimide derivatives with a polyimide having terminal non-conjugated acetylene groups | |
JP2845957B2 (ja) | イミド環を有する新規ジフェノール類およびその製造方法 | |
US4316844A (en) | Polyimide derivatives having unsaturated terminal amic acid groups | |
JPH0586778B2 (en, 2012) | ||
CN114478278B (zh) | 一种含羰基多取代芳香二胺单体及其制备方法 | |
JPS62124125A (ja) | イミド基を含有する重合体及びその製造法 | |
US4316845A (en) | Polyimide derivatives having terminal acetylenic groups | |
Mochizuki et al. | Preparation and properties of polyisoimide as a polyimide-precursor | |
JP2602157B2 (ja) | イミド基を含有する重合体の製造法 | |
JP2704200B2 (ja) | 含フツ素ピロメリット酸無水物及びその製造方法 | |
JPH0586779B2 (en, 2012) | ||
SU1136748A3 (ru) | Способ получени полиимидов | |
CN112250837B (zh) | 生物基呋喃环氧树脂以及无溶剂酸酐热固化制备生物基呋喃环氧树脂的方法 | |
US4321198A (en) | Polyimide derivatives having acetylenic amic acid groups | |
US4331794A (en) | Polymerization products of diimides having terminal diacetylene groups | |
JPS61225215A (ja) | マレイミド樹脂の製造方法 | |
EP0477539B1 (en) | Tetracarboxylic acid dianhydrides | |
US4377536A (en) | Polyamide derivatives having unsaturated terminal amic acid groups | |
JPS61225216A (ja) | 熱硬化性樹脂の製造方法 | |
JPH0563466B2 (en, 2012) | ||
US4402879A (en) | Addition products of a di-acetylene-terminated polyimide derivatives and a dienophile having a non-conjugated acetylenic group | |
US4405521A (en) | Addition products of di-acetylene-terminated polyimide derivatives with a polyimide having terminal ethylenic groups | |
JPH05271411A (ja) | イミドオリゴマ型耐熱性樹脂組成物およびその製造方法 | |
KR100700749B1 (ko) | 이미드 올리고머, 그 제조방법 및 상기 이미드 올리고머의 가교반응을 통해서 제조된 폴리이미드 박막 |