JPH0559815B2 - - Google Patents
Info
- Publication number
- JPH0559815B2 JPH0559815B2 JP60281957A JP28195785A JPH0559815B2 JP H0559815 B2 JPH0559815 B2 JP H0559815B2 JP 60281957 A JP60281957 A JP 60281957A JP 28195785 A JP28195785 A JP 28195785A JP H0559815 B2 JPH0559815 B2 JP H0559815B2
- Authority
- JP
- Japan
- Prior art keywords
- aromatic polyimide
- aromatic
- films
- mol
- polyimide
- 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
- 229920001721 polyimide Polymers 0.000 claims description 116
- 125000003118 aryl group Chemical group 0.000 claims description 88
- 239000004642 Polyimide Substances 0.000 claims description 67
- JVERADGGGBYHNP-UHFFFAOYSA-N 5-phenylbenzene-1,2,3,4-tetracarboxylic acid Chemical class OC(=O)C1=C(C(O)=O)C(C(=O)O)=CC(C=2C=CC=CC=2)=C1C(O)=O JVERADGGGBYHNP-UHFFFAOYSA-N 0.000 claims description 28
- 230000009477 glass transition Effects 0.000 claims description 17
- 150000004984 aromatic diamines Chemical class 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 150000004985 diamines Chemical class 0.000 claims description 8
- 150000000000 tetracarboxylic acids Chemical class 0.000 claims description 8
- 239000012790 adhesive layer Substances 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 4
- 239000010408 film Substances 0.000 description 29
- 238000000034 method Methods 0.000 description 13
- 238000010438 heat treatment Methods 0.000 description 10
- -1 aromatic tetracarboxylic acids Chemical class 0.000 description 9
- 239000010410 layer Substances 0.000 description 9
- 230000007704 transition Effects 0.000 description 9
- 239000000853 adhesive Substances 0.000 description 8
- 230000001070 adhesive effect Effects 0.000 description 8
- 239000002904 solvent Substances 0.000 description 7
- 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 6
- 230000006835 compression Effects 0.000 description 6
- 238000007906 compression Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000005266 casting Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229920005575 poly(amic acid) Polymers 0.000 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 description 4
- 239000010409 thin film Substances 0.000 description 4
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 3
- WKDNYTOXBCRNPV-UHFFFAOYSA-N bpda Chemical compound C1=C2C(=O)OC(=O)C2=CC(C=2C=C3C(=O)OC(C3=CC=2)=O)=C1 WKDNYTOXBCRNPV-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Natural products C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 3
- 239000011888 foil Substances 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000003825 pressing Methods 0.000 description 3
- LXJLFVRAWOOQDR-UHFFFAOYSA-N 3-(3-aminophenoxy)aniline Chemical compound NC1=CC=CC(OC=2C=C(N)C=CC=2)=C1 LXJLFVRAWOOQDR-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 150000003949 imides Chemical class 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 229920005992 thermoplastic resin Polymers 0.000 description 2
- FHBXQJDYHHJCIF-UHFFFAOYSA-N (2,3-diaminophenyl)-phenylmethanone Chemical compound NC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1N FHBXQJDYHHJCIF-UHFFFAOYSA-N 0.000 description 1
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 description 1
- CKOFBUUFHALZGK-UHFFFAOYSA-N 3-[(3-aminophenyl)methyl]aniline Chemical compound NC1=CC=CC(CC=2C=C(N)C=CC=2)=C1 CKOFBUUFHALZGK-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
- FYYYKXFEKMGYLZ-UHFFFAOYSA-N 4-(1,3-dioxo-2-benzofuran-5-yl)-2-benzofuran-1,3-dione Chemical compound C=1C=C2C(=O)OC(=O)C2=CC=1C1=CC=CC2=C1C(=O)OC2=O FYYYKXFEKMGYLZ-UHFFFAOYSA-N 0.000 description 1
- LFBALUPVVFCEPA-UHFFFAOYSA-N 4-(3,4-dicarboxyphenyl)phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C(C(O)=O)=C1 LFBALUPVVFCEPA-UHFFFAOYSA-N 0.000 description 1
- IWXCYYWDGDDPAC-UHFFFAOYSA-N 4-[(3,4-dicarboxyphenyl)methyl]phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1CC1=CC=C(C(O)=O)C(C(O)=O)=C1 IWXCYYWDGDDPAC-UHFFFAOYSA-N 0.000 description 1
- GEYAGBVEAJGCFB-UHFFFAOYSA-N 4-[2-(3,4-dicarboxyphenyl)propan-2-yl]phthalic acid Chemical compound C=1C=C(C(O)=O)C(C(O)=O)=CC=1C(C)(C)C1=CC=C(C(O)=O)C(C(O)=O)=C1 GEYAGBVEAJGCFB-UHFFFAOYSA-N 0.000 description 1
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 1
- CQMIJLIXKMKFQW-UHFFFAOYSA-N 4-phenylbenzene-1,2,3,5-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C(C(=O)O)=CC(C(O)=O)=C1C1=CC=CC=C1 CQMIJLIXKMKFQW-UHFFFAOYSA-N 0.000 description 1
- VQVIHDPBMFABCQ-UHFFFAOYSA-N 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(C(C=2C=C3C(=O)OC(=O)C3=CC=2)=O)=C1 VQVIHDPBMFABCQ-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000002313 adhesive film Substances 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- ZLSMCQSGRWNEGX-UHFFFAOYSA-N bis(4-aminophenyl)methanone Chemical compound C1=CC(N)=CC=C1C(=O)C1=CC=C(N)C=C1 ZLSMCQSGRWNEGX-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011889 copper foil Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellityc acid Natural products OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/28—Layered products comprising a layer of synthetic resin comprising synthetic resins not wholly covered by any one of the sub-groups B32B27/30Â -Â B32B27/42
- B32B27/281—Layered products comprising a layer of synthetic resin comprising synthetic resins not wholly covered by any one of the sub-groups B32B27/30Â -Â B32B27/42 comprising polyimides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/30—Properties of the layers or laminate having particular thermal properties
- B32B2307/306—Resistant to heat
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2379/00—Other polymers having nitrogen, with or without oxygen or carbon only, in the main chain
- B32B2379/08—Polyimides
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
- Y10T428/24942—Structurally defined web or sheet [e.g., overall dimension, etc.] including components having same physical characteristic in differing degree
- Y10T428/2495—Thickness [relative or absolute]
- Y10T428/24967—Absolute thicknesses specified
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31721—Of polyimide
Landscapes
- Laminated Bodies (AREA)
- Lining Or Joining Of Plastics Or The Like (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Description
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å±€ã·ãŒãã®è£œé æ³ã
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP60281957A JPS62140822A (ja) | 1985-12-17 | 1985-12-17 | ããªã€ããç©å±€ã·âãããã³ãã®è£œé æ³ |
US06/941,432 US4788098A (en) | 1985-12-17 | 1986-12-15 | Aromatic polyimide laminate sheet |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP60281957A JPS62140822A (ja) | 1985-12-17 | 1985-12-17 | ããªã€ããç©å±€ã·âãããã³ãã®è£œé æ³ |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS62140822A JPS62140822A (ja) | 1987-06-24 |
JPH0559815B2 true JPH0559815B2 (ja) | 1993-09-01 |
Family
ID=17646258
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP60281957A Granted JPS62140822A (ja) | 1985-12-17 | 1985-12-17 | ããªã€ããç©å±€ã·âãããã³ãã®è£œé æ³ |
Country Status (2)
Country | Link |
---|---|
US (1) | US4788098A (ja) |
JP (1) | JPS62140822A (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11065853B2 (en) | 2016-04-28 | 2021-07-20 | Toyobo Co., Ltd. | Polyimide film layered body |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01245586A (ja) * | 1988-03-28 | 1989-09-29 | Nippon Steel Chem Co Ltd | ãã¬ãã·ãã«ããªã³ãåºæ¿ |
US5021129A (en) * | 1989-09-25 | 1991-06-04 | International Business Machines Corporation | Multilayer structures of different electroactive materials and methods of fabrication thereof |
JP2761655B2 (ja) * | 1989-11-17 | 1998-06-04 | éæ·µååŠå·¥æ¥æ ªåŒäŒç€Ÿ | ãã¬ãã·ãã«ããªã³ãåºæ¿ã®è£œé æ¹æ³ |
JPH07102661B2 (ja) * | 1989-12-08 | 1995-11-08 | å®éšèç£æ ªåŒäŒç€Ÿ | å€å±€æŒåºããªã€ãããã£ã«ã ã®è£œæ³ |
EP0459452A3 (en) * | 1990-05-30 | 1992-04-08 | Ube Industries, Ltd. | Aromatic polyimide film laminated with metal foil |
US5372891A (en) * | 1990-08-22 | 1994-12-13 | Industrial Technology Research Institute | Flexible copper/polyimide and barbituric acid modified bismaleimide blend/polyimide laminate |
US5156710A (en) * | 1991-05-06 | 1992-10-20 | International Business Machines Corporation | Method of laminating polyimide to thin sheet metal |
US5326643A (en) * | 1991-10-07 | 1994-07-05 | International Business Machines Corporation | Adhesive layer in multi-level packaging and organic material as a metal diffusion barrier |
US5264534A (en) * | 1991-10-31 | 1993-11-23 | Foster-Miller, Inc. | Oriented semicrystalline polymer films |
EP0659553A1 (en) * | 1993-12-22 | 1995-06-28 | E.I. Du Pont De Nemours And Company | Coextruded multi-layer aromatic polyimide film and preparation thereof |
US5525405A (en) * | 1994-12-14 | 1996-06-11 | E. I. Du Pont De Nemours And Company | Adhesiveless aromatic polyimide laminate |
JP2000096010A (ja) * | 1998-09-22 | 2000-04-04 | Toray Ind Inc | åå°äœè£ 眮çšæ¥çããŒã |
JP2001004850A (ja) * | 1999-06-17 | 2001-01-12 | Nippon Telegr & Teleph Corp <Ntt> | å éšåçšåºæ¿ãšãã®è£œé æ¹æ³ãããã³è©²åºæ¿ã®ç±èšåŒµçå¶åŸ¡æ¹æ³ |
US6379784B1 (en) * | 1999-09-28 | 2002-04-30 | Ube Industries, Ltd. | Aromatic polyimide laminate |
CN1332999C (zh) | 2001-02-27 | 2007-08-22 | éæžååŠå·¥äžæ ªåŒäŒç€Ÿ | èé °äºèºèåå ¶å¶é æ¹æ³ |
US20140023847A1 (en) * | 2011-03-30 | 2014-01-23 | Ube Industries, Ltd. | Polyimide film and metal laminate using same |
CN106256542B (zh) * | 2015-06-17 | 2019-03-26 | é¿å Žææå·¥äžè¡ä»œæéå ¬åž | èé °äºèºæ èåå«èé °äºèºæ èçéå±è¢«èŠç§¯å±æ¿ |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4543295A (en) * | 1980-09-22 | 1985-09-24 | The United States Of America As Represented By The Director Of The National Aeronautics And Space Administration | High temperature polyimide film laminates and process for preparation thereof |
-
1985
- 1985-12-17 JP JP60281957A patent/JPS62140822A/ja active Granted
-
1986
- 1986-12-15 US US06/941,432 patent/US4788098A/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11065853B2 (en) | 2016-04-28 | 2021-07-20 | Toyobo Co., Ltd. | Polyimide film layered body |
Also Published As
Publication number | Publication date |
---|---|
US4788098A (en) | 1988-11-29 |
JPS62140822A (ja) | 1987-06-24 |
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Legal Events
Date | Code | Title | Description |
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EXPY | Cancellation because of completion of term |