KR910000858A - 시클릭 산 무수물로 폴리페닐렌 에테르 또는 관련된 중합체를 개질시키는 방법. 개질된 폴리페닐렌 에테르 및 그들을 사용한 개질된 고온 경질 폴리(비닐 치환된 방향족) 조성물의 제조방법 - Google Patents
시클릭 산 무수물로 폴리페닐렌 에테르 또는 관련된 중합체를 개질시키는 방법. 개질된 폴리페닐렌 에테르 및 그들을 사용한 개질된 고온 경질 폴리(비닐 치환된 방향족) 조성물의 제조방법 Download PDFInfo
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- KR910000858A KR910000858A KR1019900008533A KR900008533A KR910000858A KR 910000858 A KR910000858 A KR 910000858A KR 1019900008533 A KR1019900008533 A KR 1019900008533A KR 900008533 A KR900008533 A KR 900008533A KR 910000858 A KR910000858 A KR 910000858A
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- South Korea
- Prior art keywords
- group
- represent
- phenyl
- alkyl
- polyphenylene ether
- Prior art date
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- 238000000034 method Methods 0.000 title claims 21
- -1 cyclic acid anhydrides Chemical class 0.000 title claims 11
- 125000003118 aryl group Chemical group 0.000 title claims 8
- 229920001955 polyphenylene ether Polymers 0.000 title claims 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 title claims 6
- 229920002554 vinyl polymer Polymers 0.000 title claims 6
- 229920000642 polymer Polymers 0.000 title claims 5
- 239000000203 mixture Substances 0.000 title claims 4
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 230000000269 nucleophilic effect Effects 0.000 claims 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 150000002431 hydrogen Chemical class 0.000 claims 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 125000004104 aryloxy group Chemical group 0.000 claims 3
- 239000000178 monomer Substances 0.000 claims 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 3
- 239000011541 reaction mixture Substances 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 claims 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims 2
- 125000003368 amide group Chemical group 0.000 claims 2
- 125000001589 carboacyl group Chemical group 0.000 claims 2
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000001485 cycloalkadienyl group Chemical group 0.000 claims 2
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical group O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 229910000104 sodium hydride Inorganic materials 0.000 claims 2
- 239000012312 sodium hydride Substances 0.000 claims 2
- JPSKCQCQZUGWNM-UHFFFAOYSA-N 2,7-Oxepanedione Chemical compound O=C1CCCCC(=O)O1 JPSKCQCQZUGWNM-UHFFFAOYSA-N 0.000 claims 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims 1
- 150000008065 acid anhydrides Chemical class 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 239000007900 aqueous suspension Substances 0.000 claims 1
- 239000011324 bead Substances 0.000 claims 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims 1
- 150000001721 carbon Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- SIAPCJWMELPYOE-UHFFFAOYSA-N lithium hydride Chemical compound [LiH] SIAPCJWMELPYOE-UHFFFAOYSA-N 0.000 claims 1
- 229910000103 lithium hydride Inorganic materials 0.000 claims 1
- 239000011159 matrix material Substances 0.000 claims 1
- 239000003495 polar organic solvent Substances 0.000 claims 1
- 229920002959 polymer blend Polymers 0.000 claims 1
- 230000000379 polymerizing effect Effects 0.000 claims 1
- NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 claims 1
- 229910000105 potassium hydride Inorganic materials 0.000 claims 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 125000000547 substituted alkyl group Chemical group 0.000 claims 1
- 229940014800 succinic anhydride Drugs 0.000 claims 1
- 238000010557 suspension polymerization reaction Methods 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
- C08G65/48—Polymers modified by chemical after-treatment
- C08G65/485—Polyphenylene oxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/08—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to polyphenylene oxides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Graft Or Block Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyethers (AREA)
- Polymerisation Methods In General (AREA)
Abstract
Description
Claims (30)
- 불활성 극성 유기 용매내, 비친핵성 염기가 존재하는 가운데 일반식:
-
- (여기서, 각 R1및 R4는 수소, 할로겐, 페닐기, 알케닐기, 알카디에틸기, 아릴옥시기를 나타낼수 있거나, 각 R1및 R4는 알킬기 또는 알콕시기를 나타낼수 있으며, 후자 각각이 C12이하를 함유하고 각각은 임의로 할로겐, 시아노, 히드록시, 페닐 또는 아미노로 치환되는데 반해, 연쇄는 말단 페놀핵에 부착된 알킬 또는 알콕시기는 아미노, 디알킬아미노, 또는 디(알카노일)아미드기로 치환될 수 있고, 알킬기 각각은 C4이하를 함유하며, 각 R2및 R3는 수소, 할로겐, 페닐기, 알케닐기, 알카디에틸기, 아틸옥시기를 나타낼수 있거나 각 R2및 R3는 R1및 R4에 대해 정의된 바와같고, 임의로 할로겐, 시아노, 히드록시, 페닐로 치환된 일차 또는 이차 알킬기 또는 알콕시기를 나타낼수 있으며 R1, R2, R3및 R4는 한 반복 단위내에서 서로다르거나 같은기를 나타낼 수 있고, n은 값 적어도 50 및 바람직하게 100-500을 갖는 정수를 나타냄)의 화합물을 일반식:
-
- (여기서, Y는 일반식 -(CH2)m(Ⅲ) 또는(Ⅳ) (여기서, m은 2-8인 정수를 나타내고, R5및 R6는 각각 독립적으로 C1-C4알킬기, 페닐기 또는 알알킬기를 나타내거나, R5및 R6는 이중 탄소-탄소결합의 탄소원자와 함께 시클로알케닐, 시클로알카디에닐 또는 아릴기를 형성할수 있음)이 2가 라디칼을 나타냄)의 시클릭 산 무수물과 반응시키는 것으로 구성된, 개질된 폴리페닐렌 에테르 또는 구조적으로 관련된 중합체의 제조방법.
- 제1항에 있어서, 불활성 유기 용매로서 비닐 치환된 방향족 단량체를 사용함을 특징으로 하는 방법.
- 제2항에 있어서, 용매로서 스티렌을 사용함을 특징으로 하는 방법.
- 제1항에 있어서, R1, R2, R3및 R4가 수소 또는 C1-C4를 함유한 임의로 치환된 알킬기중에서 선택됨을 특징으로 하는 방법.
- 제4항에 있어서, R1및/또는 R4가 연쇄내 말단 페놀핵내의 디(알킬 아미노) 메틸기를 나타냄을 특징으로 하는 방법.
- 제4항 또는 제5항에 있어서, 주쇄내의 R1및 R4가 모두 메틸을 나타내고, R2및 R3모두가 수소를 나타냄을 특징으로 하는 방법.
- 제1항 내지 제6항중 어느 한항에 있어서, 시클릭산 무수물이 말레산 무수물, 숙신산 무수물, 글루타르산 무수물, 아디프산 무수물 및 프탈산 무수물 중에서 선택됨을 특징으로 하는 방법.
- 제7항에 있어서, 시클릭산 무수물이 말레산 무수물임을 특징으로 하는 방법.
- 제1항 내지 제8항중 어느 한항에 있어서, 비 친핵성 염기로서 수소화나트륨, 수소화리튬, 수소화칼륨, 부틸 리튬 및 나트륨 아미드를 사용함을 특징으로 하는 방법.
- 제9항에 있어서, 수소화나트륨을 사용함을 특징으로 하는 방법.
- 제1항 내지 제10항중 어느 한항에 있어서, 반응온도가 10-30℃임을 특징으로 하는 방법.
- 제1항 내지 제11항중 어느 한항에 있어서, 폴리페닐렌 에테르 또는 구조적으로 관련된 중합체를 출발 혼합물내, 완전한 반응 혼합물의 중량을 기준으로 계산된 농도 5-50%로 사용함을 특징으로 하는 방법.
- 제1항 내지 제12항중 어느 한항에 있어서, 시클릭산 무수물을, 출발 반응 혼합물내, 완전한 반응 혼합물의 중량을 기준으로 계산된 농도 0.05-0.5중량%로 사용함을 특징으로 하는 방법.
- 제13항에 있어서, 시클릭산 무수물을 농도 0.1-0.3중량%로 사용함을 특징으로 하는 방법.
- 제1항 내지 제14항중 어느 한 항에 있어서, 비 친핵성 염기를 사용된 산 무수물의 0.8-1.5몰당량의 양으로 사용함을 특징으로 하는 방법.
- 제15항에 있어서, 비 친핵성 염기를 1.0-1.2몰당량의 양으로 사용함을 특징으로 하는 방법.
- 제1항 내지 제16항중 어느 한항에 따른 방법으로 얻을 수 있는, 실질적으로 말단 히드록시기가 없는 개질된 폴리페닐렌 에테르.
- 불활성 유기용매용 매내, 비친핵성 염기가 존재하는 가운데 일반식;
-
- (여기서, 각 R1및 R4는 수소, 할로겐, 페닐기, 알케닐기, 알카디에틸기, 아릴옥시기를 나타낼수 있거나, 각 R1및 R4는 알킬기 또는 알콕시기를 나타낼수 있으며, 후자 각각은 C12이하를 함유하고 각각은 임의로 할로겐, 시아노, 히드록시, 페닐 또는 아미노로 치환되는데 반해, 연쇄의 말단 페놀핵에 부착된 알킬 또는 알콕시기는 아미노, 디알킬아미노, 또는 디(알카노일) 아미드기로 치환될 수 있고, 알킬기 각각은 C4이하를 함유하며, 각 R2및 R3는 수소, 할로겐, 페닐기, 알케닐기, 알카디에틸기, 아릴옥시기를 나타낼수 있거나 각 R2및 R3는 R1및 R4에 대해 정의된 바와같고, 임의로 할로겐, 시아노, 히드록시, 페닐로 치환된 일차 또는 이차 알킬기 또는 알콕시기를 나타낼수 있으며 R1, R2, R3및 R4는 한 반복 단위내에서 서로다르거나 같은기를 나타낼 수 있고, n은 값 적어도 50 및 바람직하게 100-500을 갖는 정수를 나타냄)의 화합물을 일반식:
-
- (여기서, Y는 일반식 -(CH2)m(Ⅲ) 또는(Ⅳ) (여기서, m은 2-8인 정수를 나타내고, R5및 R6는 각각 독립적으로 C1-C4알킬기, 페닐기 또는 알알킬기를 나타내거나, R5및 R6는 이중 탄소-탄소결합의 탄소원자와 함께 시클로알케닐, 시클로알카디에닐 또는 아릴기를 형성할 수 있음)이 2가 라디칼을 나타냄)의 시클릭 산 무수물과 반응시켜 얻을수 있는 개질된 폴리페닐렌 에테르 또는 구조적으로 관련된 중합체가 존재하는 가운데, 비닐 치환된 방향족 단량체를 중합시키는 것으로 구성된, 개질된 고온 경질 폴리(비닐 치환된 방향족) 조성물의 제조방법.
- 제18항에 있어서, 비닐 치환된 방향족 단량체로서 스티렌을 사용함을 특징으로 하는 방법.
- 제19항에 있어서, 제1항 내지 제18항의 방법에 의해 얻어질수 있는 개질된 폴리페닐렌에테르 또는 구조적으로 관련된 중합체를 수성 현탁 중합법에 의해 매트릭스 중합체 블랜드 비이드에 혼입시키는 것을 특징으로 하는 방법.
- 제19항 및 제20항의 방법에 의해 얻을수 있는 개질된 고온 경질(비닐 치환된 방향족) 조성물.
- ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL89135420 | 1989-06-13 | ||
GB898913542A GB8913542D0 (en) | 1989-06-13 | 1989-06-13 | Process for modification of polyphenylene ether or related polymers with a cyclic anhydride and the use thereof in modified,high temperature rigid polymer |
GB89135420 | 1989-06-13 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR910000858A true KR910000858A (ko) | 1991-01-30 |
KR0185666B1 KR0185666B1 (ko) | 1999-05-15 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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KR1019900008533A Expired - Fee Related KR0185666B1 (ko) | 1989-06-13 | 1990-06-11 | 시클릭 산 무수물로 폴리페닐렌 에테르 또는 관련된 중합체를 개질시키는 방법, 개질된 폴리페닐렌 에테르 및 그들을 사용한 개질된 고온 경질 폴리(비닐 치환된 방향족) 조성물의 제조방법 |
Country Status (10)
Country | Link |
---|---|
US (1) | US5310820A (ko) |
EP (1) | EP0403023B1 (ko) |
JP (1) | JP3035708B2 (ko) |
KR (1) | KR0185666B1 (ko) |
CN (1) | CN1034418C (ko) |
AU (1) | AU629356B2 (ko) |
BR (1) | BR9002795A (ko) |
CA (1) | CA2018682A1 (ko) |
DE (1) | DE69030407T2 (ko) |
GB (1) | GB8913542D0 (ko) |
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US6593391B2 (en) | 2001-03-27 | 2003-07-15 | General Electric Company | Abrasive-filled thermoset composition and its preparation, and abrasive-filled articles and their preparation |
US7645838B2 (en) | 2001-06-29 | 2010-01-12 | Asahi Kasei Kabushiki Kaisha | Conjugated non-aromatic diene or dienophilic compound-modified polyphenylene ethers |
US6620885B2 (en) | 2001-08-30 | 2003-09-16 | General Electric Company | Copolymers of functionalized polyphenylene ether resins and blends thereof |
US6608166B2 (en) | 2001-08-30 | 2003-08-19 | General Electric Company | Three-dimensional copolymers of polyphenylene ether resinsand sytrenic resins |
US20030215588A1 (en) * | 2002-04-09 | 2003-11-20 | Yeager Gary William | Thermoset composition, method, and article |
US7250477B2 (en) * | 2002-12-20 | 2007-07-31 | General Electric Company | Thermoset composite composition, method, and article |
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US7226980B2 (en) | 2003-08-07 | 2007-06-05 | General Electric Company | Thermoset composition, method for the preparation thereof, and articles prepared therefrom |
US7148296B2 (en) * | 2003-10-03 | 2006-12-12 | General Electric Company | Capped poly(arylene ether) composition and process |
US7211639B2 (en) * | 2003-10-03 | 2007-05-01 | General Electric Company | Composition comprising functionalized poly(arylene ether) and ethylene-alkyl (meth)acrylate copolymer, method for the preparation thereof, and articles prepared therefrom |
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US7329708B2 (en) * | 2004-08-18 | 2008-02-12 | General Electric Company | Functionalized poly(arylene ether) composition and method |
US20060038324A1 (en) * | 2004-08-20 | 2006-02-23 | Yeager Gary W | Molding method for curable poly(arylene ether) composition and article thereby |
JP2006265526A (ja) * | 2005-02-25 | 2006-10-05 | Sekisui Plastics Co Ltd | 変性ポリフェニレンエーテル系樹脂発泡シート及びその製造方法、並びに、変性ポリフェニレンエーテル系樹脂積層発泡シートの製造方法 |
US20070066710A1 (en) * | 2005-09-21 | 2007-03-22 | Peters Edward N | Method for electrical insulation and insulated electrical conductor |
US7495047B2 (en) * | 2005-10-06 | 2009-02-24 | At&T Intellectual Property, I, L.P. | Poly(arylene ether) composition, method, and article |
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US20070080330A1 (en) * | 2005-10-06 | 2007-04-12 | Peters Edward N | Flame retardant composition and method |
JP5433416B2 (ja) * | 2006-08-08 | 2014-03-05 | ワールド プラパティーズ、 インコーポレイテッド | 回路材料、回路および多層回路積層板 |
US8257820B2 (en) * | 2006-08-08 | 2012-09-04 | World Properties, Inc. | Circuit materials with improved bond, method of manufacture thereof, and articles formed therefrom |
US20080071034A1 (en) * | 2006-09-15 | 2008-03-20 | Christina Louise Braidwood | Poly(arylene ether) composition and method |
US20080097027A1 (en) * | 2006-10-23 | 2008-04-24 | General Electric Company | Varnish composition for insulating electrical machinery |
WO2010009381A1 (en) | 2008-07-18 | 2010-01-21 | World Properties, Inc. | Circuit materials, circuits laminates, and method of manufacture thereof |
CN102481598B (zh) * | 2009-06-11 | 2014-07-09 | 罗杰斯公司 | 介电材料、由其形成子组件的方法以及由此形成的子组件 |
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CN105358595B (zh) * | 2013-06-18 | 2017-12-22 | 松下知识产权经营株式会社 | 聚苯醚树脂组合物、预浸料、覆金属箔层压板以及印刷布线板 |
US9650112B1 (en) * | 2015-04-07 | 2017-05-16 | Brian E. Milam | Flotation device for a shot gun |
US9809690B2 (en) | 2015-06-09 | 2017-11-07 | Rogers Corporation | Circuit materials and articles formed therefrom |
US10233365B2 (en) | 2015-11-25 | 2019-03-19 | Rogers Corporation | Bond ply materials and circuit assemblies formed therefrom |
CN115626981A (zh) * | 2019-12-31 | 2023-01-20 | 山东圣泉新材料股份有限公司 | 一种新型聚亚芳基醚树脂及其制备方法 |
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EP0264623B1 (en) * | 1986-09-22 | 1991-11-06 | General Electric Company | Curable linear polyphenylene ether interpenetrating polymer network compositions and process |
KR0147376B1 (ko) * | 1988-07-07 | 1998-08-17 | 오노 알버어스 | 개질된 폴리페닐렌 에테르의 제조 방법 및 비닐 치환 방향족의 개질된 고온 경질 중합체 내에서의 이의 사용 방법 |
-
1989
- 1989-06-13 GB GB898913542A patent/GB8913542D0/en active Pending
-
1990
- 1990-06-08 AU AU57021/90A patent/AU629356B2/en not_active Ceased
- 1990-06-11 CN CN90104248A patent/CN1034418C/zh not_active Expired - Fee Related
- 1990-06-11 KR KR1019900008533A patent/KR0185666B1/ko not_active Expired - Fee Related
- 1990-06-11 CA CA002018682A patent/CA2018682A1/en not_active Abandoned
- 1990-06-11 JP JP2150095A patent/JP3035708B2/ja not_active Expired - Fee Related
- 1990-06-12 EP EP90201517A patent/EP0403023B1/en not_active Expired - Lifetime
- 1990-06-12 DE DE69030407T patent/DE69030407T2/de not_active Expired - Fee Related
- 1990-06-13 BR BR909002795A patent/BR9002795A/pt not_active Application Discontinuation
-
1992
- 1992-09-14 US US07/945,438 patent/US5310820A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
AU5702190A (en) | 1990-12-20 |
JP3035708B2 (ja) | 2000-04-24 |
DE69030407T2 (de) | 1997-07-17 |
AU629356B2 (en) | 1992-10-01 |
EP0403023B1 (en) | 1997-04-09 |
BR9002795A (pt) | 1991-08-20 |
EP0403023A3 (en) | 1991-10-16 |
CN1048046A (zh) | 1990-12-26 |
DE69030407D1 (de) | 1997-05-15 |
JPH0335020A (ja) | 1991-02-15 |
CA2018682A1 (en) | 1990-12-13 |
KR0185666B1 (ko) | 1999-05-15 |
GB8913542D0 (en) | 1989-08-02 |
US5310820A (en) | 1994-05-10 |
CN1034418C (zh) | 1997-04-02 |
EP0403023A2 (en) | 1990-12-19 |
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