JPS63213524A - ポリイミドシラン共重合体樹脂の製造法 - Google Patents
ポリイミドシラン共重合体樹脂の製造法Info
- Publication number
- JPS63213524A JPS63213524A JP665888A JP665888A JPS63213524A JP S63213524 A JPS63213524 A JP S63213524A JP 665888 A JP665888 A JP 665888A JP 665888 A JP665888 A JP 665888A JP S63213524 A JPS63213524 A JP S63213524A
- Authority
- JP
- Japan
- Prior art keywords
- silane compound
- dianhydride
- copolymer resin
- silane
- give
- 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.)
- Granted
Links
- 229920006026 co-polymeric resin Polymers 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 229910000077 silane Inorganic materials 0.000 claims abstract description 25
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 14
- 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 claims abstract description 12
- 150000004984 aromatic diamines Chemical class 0.000 claims abstract description 8
- 229920005575 poly(amic acid) Polymers 0.000 claims abstract description 7
- 125000003118 aryl group Chemical group 0.000 claims abstract description 5
- 239000004642 Polyimide Substances 0.000 claims description 8
- 229920001721 polyimide Polymers 0.000 claims description 8
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 6
- 125000006158 tetracarboxylic acid group Chemical group 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims 1
- -1 silane compound Chemical class 0.000 abstract description 11
- 230000018044 dehydration Effects 0.000 abstract description 5
- 238000006297 dehydration reaction Methods 0.000 abstract description 5
- 238000006798 ring closing metathesis reaction Methods 0.000 abstract description 4
- 229920005989 resin Polymers 0.000 abstract description 3
- 239000011347 resin Substances 0.000 abstract description 3
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 abstract description 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- 150000000000 tetracarboxylic acids Chemical class 0.000 abstract 2
- 230000001588 bifunctional effect Effects 0.000 abstract 1
- 239000011810 insulating material Substances 0.000 abstract 1
- 239000000758 substrate Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-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
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000005299 abrasion Methods 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 2
- 239000012772 electrical insulation material Substances 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- JRBJSXQPQWSCCF-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine Chemical compound C1=C(N)C(OC)=CC(C=2C=C(OC)C(N)=CC=2)=C1 JRBJSXQPQWSCCF-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
- 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
- UOGZBWHPCKPLRL-UHFFFAOYSA-N C1(=CC=CC=C1)[Si](OCCN)(OCCN)C1=CC=CC=C1 Chemical compound C1(=CC=CC=C1)[Si](OCCN)(OCCN)C1=CC=CC=C1 UOGZBWHPCKPLRL-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 description 1
- FBMSLCITZOZFKB-UHFFFAOYSA-N NCCCO[Si](C1=CC=CC=C1)(C1=CC=CC=C1)OCCCN Chemical compound NCCCO[Si](C1=CC=CC=C1)(C1=CC=CC=C1)OCCCN FBMSLCITZOZFKB-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 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
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- OBKARQMATMRWQZ-UHFFFAOYSA-N naphthalene-1,2,5,6-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 OBKARQMATMRWQZ-UHFFFAOYSA-N 0.000 description 1
- KQSABULTKYLFEV-UHFFFAOYSA-N naphthalene-1,5-diamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1N KQSABULTKYLFEV-UHFFFAOYSA-N 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP665888A JPS63213524A (ja) | 1988-01-14 | 1988-01-14 | ポリイミドシラン共重合体樹脂の製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP665888A JPS63213524A (ja) | 1988-01-14 | 1988-01-14 | ポリイミドシラン共重合体樹脂の製造法 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11894880A Division JPS5742733A (en) | 1980-08-27 | 1980-08-27 | Production of polyamido acid silane type intermediate and polyimidosilane copolymer resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63213524A true JPS63213524A (ja) | 1988-09-06 |
| JPS6411659B2 JPS6411659B2 (enrdf_load_stackoverflow) | 1989-02-27 |
Family
ID=11644474
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP665888A Granted JPS63213524A (ja) | 1988-01-14 | 1988-01-14 | ポリイミドシラン共重合体樹脂の製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63213524A (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4931539A (en) * | 1989-03-06 | 1990-06-05 | E. I. Du Pont De Nemours And Company | Highly-soluble, amorphous siloxane polyimides |
| WO2009067864A1 (en) * | 2007-11-29 | 2009-06-04 | Byd Company Limited | Polyimide material and preparation method thereof |
-
1988
- 1988-01-14 JP JP665888A patent/JPS63213524A/ja active Granted
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4931539A (en) * | 1989-03-06 | 1990-06-05 | E. I. Du Pont De Nemours And Company | Highly-soluble, amorphous siloxane polyimides |
| WO2009067864A1 (en) * | 2007-11-29 | 2009-06-04 | Byd Company Limited | Polyimide material and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6411659B2 (enrdf_load_stackoverflow) | 1989-02-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0330456B1 (en) | Preparation of silicon-containing polyimide precursor and cured polyimides obtained therefrom | |
| US4818806A (en) | Process for producing highly adherent silicon-containing polyamic acid and corsslinked silicon-containing polyimide | |
| US4075171A (en) | Process for preparing aromatic polyimides and some polyimides prepared thereby | |
| JPS61118424A (ja) | 可溶性シリコ−ン−イミドコポリマ− | |
| US4338426A (en) | Intermediate, copolymer resin and production thereof | |
| JPH0377228B2 (enrdf_load_stackoverflow) | ||
| US5258487A (en) | Polyamido-acid copolymer and its manufacture | |
| US4959437A (en) | Process for producing a low thermally expansive and highly adhesive silicon-containing polyimide and a precursor thereof | |
| JPS5827721A (ja) | ポリアミド酸シリコン型中間体及びポリイミドシリコン共重合体樹脂の製造法 | |
| JPH0292535A (ja) | 金属とポリイミドの複合成形体 | |
| JPS61195130A (ja) | 芳香族ポリイミドフイルムの製造方法 | |
| JPS6342656B2 (enrdf_load_stackoverflow) | ||
| JP3780534B2 (ja) | ポリイミドワニス | |
| JPS5813631A (ja) | シロキサン結合含有ポリヒドラジド酸−アミド酸及びポリヒドラジイミド−シロキサン型共重合体樹脂の製造法 | |
| JPS63213524A (ja) | ポリイミドシラン共重合体樹脂の製造法 | |
| JPH0142969B2 (enrdf_load_stackoverflow) | ||
| EP0490364B1 (en) | Process for producing polyisoimide | |
| JPH04214786A (ja) | 耐熱性接着剤の製造方法 | |
| JPS6342657B2 (enrdf_load_stackoverflow) | ||
| JPS5953287B2 (ja) | ポリイミド前駆体の製造法 | |
| JPS61247733A (ja) | アセチレン末端を有するポリアミド酸、アセチレン末端を有するポリイミドおよび付加重合したポリイミドの製造法 | |
| JPS62209136A (ja) | 架橋シリコン含有ポリイミドの製造法 | |
| JPS5827722A (ja) | ポリイミドアミド酸シロキサンならびにポリイミドシロキサン共重合体及び／又はポリイミドイソインドロキナゾリンジオンシロキサン共重合体の製造法 | |
| JPS6151033A (ja) | 有機溶媒可溶性ポリイミド化合物の製法 | |
| JPH03140328A (ja) | 高接着性ポリアミド酸及びその硬化物の各製造法 |