JPH0553817B2 - - Google Patents
Info
- Publication number
- JPH0553817B2 JPH0553817B2 JP58124213A JP12421383A JPH0553817B2 JP H0553817 B2 JPH0553817 B2 JP H0553817B2 JP 58124213 A JP58124213 A JP 58124213A JP 12421383 A JP12421383 A JP 12421383A JP H0553817 B2 JPH0553817 B2 JP H0553817B2
- Authority
- JP
- Japan
- Prior art keywords
- polyamic acid
- diaminodiphenyl
- minutes
- organic solvent
- chemical ring
- 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
- 229920005575 poly(amic acid) Polymers 0.000 claims description 25
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 13
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 claims description 12
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 8
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 6
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 claims description 5
- HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 4
- 238000006798 ring closing metathesis reaction Methods 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 229920001721 polyimide Polymers 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 8
- 238000001879 gelation Methods 0.000 description 8
- 239000004642 Polyimide Substances 0.000 description 6
- 239000010408 film Substances 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 3
- MHABMANUFPZXEB-UHFFFAOYSA-N O-demethyl-aloesaponarin I Natural products O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=C(O)C(C(O)=O)=C2C MHABMANUFPZXEB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- 125000005462 imide group Chemical group 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- YLHUPYSUKYAIBW-UHFFFAOYSA-N 1-acetylpyrrolidin-2-one Chemical compound CC(=O)N1CCCC1=O YLHUPYSUKYAIBW-UHFFFAOYSA-N 0.000 description 2
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000007602 hot air drying Methods 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 150000003949 imides Chemical class 0.000 description 2
- 230000031700 light absorption Effects 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- DZLUPKIRNOCKJB-UHFFFAOYSA-N 2-methoxy-n,n-dimethylacetamide Chemical compound COCC(=O)N(C)C DZLUPKIRNOCKJB-UHFFFAOYSA-N 0.000 description 1
- NUIURNJTPRWVAP-UHFFFAOYSA-N 3,3'-Dimethylbenzidine Chemical compound C1=C(N)C(C)=CC(C=2C=C(C)C(N)=CC=2)=C1 NUIURNJTPRWVAP-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 1
- ZWXPDGCFMMFNRW-UHFFFAOYSA-N N-methylcaprolactam Chemical compound CN1CCCCCC1=O ZWXPDGCFMMFNRW-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 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 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229960001047 methyl salicylate Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- AJFDBNQQDYLMJN-UHFFFAOYSA-N n,n-diethylacetamide Chemical compound CCN(CC)C(C)=O AJFDBNQQDYLMJN-UHFFFAOYSA-N 0.000 description 1
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 125000006158 tetracarboxylic acid group Chemical group 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Landscapes
- 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 |
|---|---|---|---|
| JP12421383A JPS6015427A (ja) | 1983-07-08 | 1983-07-08 | ポリアミド酸の化学閉環法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12421383A JPS6015427A (ja) | 1983-07-08 | 1983-07-08 | ポリアミド酸の化学閉環法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6015427A JPS6015427A (ja) | 1985-01-26 |
| JPH0553817B2 true JPH0553817B2 (fr) | 1993-08-11 |
Family
ID=14879790
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12421383A Granted JPS6015427A (ja) | 1983-07-08 | 1983-07-08 | ポリアミド酸の化学閉環法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6015427A (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2727185B2 (ja) * | 1987-08-27 | 1998-03-11 | 宇部興産株式会社 | 芳香族ポリイミド多層フィルムの製造方法 |
| JP2004115813A (ja) * | 1996-03-14 | 2004-04-15 | Toshiba Corp | ポリイミド前駆体組成物、ポリイミド膜の形成方法、電子部品および液晶素子 |
| JPH09302225A (ja) * | 1996-03-14 | 1997-11-25 | Toshiba Corp | ポリイミド前駆体組成物、ポリイミド膜の形成方法、電子部品および液晶素子 |
| JP4997717B2 (ja) * | 2004-06-21 | 2012-08-08 | 三菱瓦斯化学株式会社 | 無色透明性ポリイミド複合フィルムおよびその製造方法 |
| CN102449031B (zh) * | 2009-04-02 | 2013-11-06 | 日产化学工业株式会社 | 含有聚酰胺酸烷基酯的聚酰亚胺前体组合物 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58122921A (ja) * | 1982-01-08 | 1983-07-21 | Kanegafuchi Chem Ind Co Ltd | ポリイミドの製造法 |
| JPS58122920A (ja) * | 1982-01-08 | 1983-07-21 | Kanegafuchi Chem Ind Co Ltd | ポリイミド製造用ポリアミド酸組成物 |
-
1983
- 1983-07-08 JP JP12421383A patent/JPS6015427A/ja active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58122921A (ja) * | 1982-01-08 | 1983-07-21 | Kanegafuchi Chem Ind Co Ltd | ポリイミドの製造法 |
| JPS58122920A (ja) * | 1982-01-08 | 1983-07-21 | Kanegafuchi Chem Ind Co Ltd | ポリイミド製造用ポリアミド酸組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6015427A (ja) | 1985-01-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| WO2010050491A1 (fr) | Composition du type solution précurseur de polyimide | |
| JPS5839845B2 (ja) | ポリアミドカルボンサンノ セイホウ | |
| JPH0553817B2 (fr) | ||
| JPH0315931B2 (fr) | ||
| JPS6015426A (ja) | ポリアミド酸の化学閉環法 | |
| JPH04185638A (ja) | ポリイミド樹脂及びその製造方法 | |
| JPH04227635A (ja) | 芳香族ポリアミド−ポリイミド共重合体の製造法 | |
| JPS61181833A (ja) | ポリイミドの製造方法 | |
| EP0418889B1 (fr) | Acide polyamique ayant une structure moléculaire sous forme de réseau à 3 dimensions, polymide obtenu et son procédé de préparation | |
| JPS6128526A (ja) | 有機溶媒可溶性ポリイミド化合物の製法 | |
| JP2001098070A (ja) | テトラカルボン酸ジアミン塩の無溶剤製造方法 | |
| JPH0121165B2 (fr) | ||
| JPH03146524A (ja) | ポリイミドフィルムの製造方法 | |
| JP2740075B2 (ja) | 可溶性ポリイミド樹脂 | |
| JPS59223725A (ja) | ポリアミド酸の化学閉環法 | |
| JP2853253B2 (ja) | ポリイミド組成物の製造方法 | |
| JPS6151033A (ja) | 有機溶媒可溶性ポリイミド化合物の製法 | |
| JPS61247735A (ja) | ポリエ−テルアミドイミド及びその製造法 | |
| JPS59223726A (ja) | ポリアミド酸の化学閉環法 | |
| JPH03109425A (ja) | ポリイミド樹脂三次元構造体及びその製造方法 | |
| JPS63178133A (ja) | ポリイミドの製造法 | |
| JPH0449869B2 (fr) | ||
| JPH0260931A (ja) | ポリアミド酸 | |
| JPS6243420A (ja) | ポリアミドイミド樹脂の製造法 | |
| JPH0229690B2 (ja) | Horiamidosankagobutsu |