KR900001755A - 개질된 폴리페닐렌 에테르 또는 관련 중합체의 제조방법 및 개질된 폴리페닐렌 에테르 및 이를 포함하는 조성물 - Google Patents
개질된 폴리페닐렌 에테르 또는 관련 중합체의 제조방법 및 개질된 폴리페닐렌 에테르 및 이를 포함하는 조성물 Download PDFInfo
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- KR900001755A KR900001755A KR1019890009499A KR890009499A KR900001755A KR 900001755 A KR900001755 A KR 900001755A KR 1019890009499 A KR1019890009499 A KR 1019890009499A KR 890009499 A KR890009499 A KR 890009499A KR 900001755 A KR900001755 A KR 900001755A
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- carbon atoms
- groups
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- halogen
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- 238000000034 method Methods 0.000 title claims 21
- 229920001955 polyphenylene ether Polymers 0.000 title claims 7
- 229920000642 polymer Polymers 0.000 title claims 5
- 239000000203 mixture Substances 0.000 title claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 15
- 125000004432 carbon atom Chemical group C* 0.000 claims 13
- 125000003118 aryl group Chemical group 0.000 claims 9
- -1 cyclic acid anhydride Chemical class 0.000 claims 9
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 239000003054 catalyst Substances 0.000 claims 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 5
- 229920002554 vinyl polymer Polymers 0.000 claims 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 4
- 239000011541 reaction mixture Substances 0.000 claims 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical group CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 239000000178 monomer Substances 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000003368 amide group Chemical group 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims 2
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 2
- 125000004104 aryloxy group Chemical group 0.000 claims 2
- 125000001589 carboacyl group Chemical group 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000006575 electron-withdrawing group Chemical group 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- FUKOTTQGWQVMQB-UHFFFAOYSA-N (2-bromoacetyl) 2-bromoacetate Chemical group BrCC(=O)OC(=O)CBr FUKOTTQGWQVMQB-UHFFFAOYSA-N 0.000 claims 1
- NOGFHTGYPKWWRX-UHFFFAOYSA-N 2,2,6,6-tetramethyloxan-4-one Chemical group CC1(C)CC(=O)CC(C)(C)O1 NOGFHTGYPKWWRX-UHFFFAOYSA-N 0.000 claims 1
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 150000008065 acid anhydrides Chemical class 0.000 claims 1
- 239000007900 aqueous suspension Substances 0.000 claims 1
- 230000004888 barrier function Effects 0.000 claims 1
- 239000011324 bead Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229920001519 homopolymer Polymers 0.000 claims 1
- 239000011159 matrix material Substances 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 229920002959 polymer blend Polymers 0.000 claims 1
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 229920013636 polyphenyl ether polymer Polymers 0.000 claims 1
- 238000010557 suspension polymerization reaction Methods 0.000 claims 1
- 238000000862 absorption spectrum Methods 0.000 description 1
Classifications
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- 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
-
- 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/08—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
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- 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
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S525/905—Polyphenylene oxide
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- 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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
Claims (21)
- 하기 일반식(I)의 화합물과 하기 일반식(II)의 비(非)-시클릭산 무수물을 용매로서 비닐 치환 방향족 단량체내에서 하기 일반식(III)의 촉매가 존재하는 가운데, 반응시키는 것으로 구성되는 개질된 폴리페닐렌 에테르 또는 구조적으로 관련된 중합체의 제조방법:상기식에서,R1,R2,R3및 R4는 독립적으로 수소원자, 할로겐 원자 또는 할로겐, 시아노, 히드록시 또는 페닐기에 의해 임의로 치환되고 12개 이하의 탄소원자를 가진 알킬기 또는 알콕시기, 할로겐, 히드록시 또는 시아노기에 의해 임의로 치환되고 12개 이하의 탄소원자를 가지는 아릴옥시 또는 아릴알콕시기, 알킬기가 12개 이하의 탄소원자를 가진 디(알킬) 아미노기 또는 디(알카노일) 아미도기이고, R1,R2,R3및 R4는 하나의 반복단위내에서 서로 다르거나 동일한 기들늘 나타낼 수 있으며, n은 적어도 50 및 더욱 바람직하게는 100-500의 정수이다;상기식에서, R5및 R6은 독립적으로 히드록시, 할로겐, 1-4개의 탄소원자를 함유한 알킬 또는 유리 카르복실기 또는 에스테르화된 카르복실기에 의해 임의로 치환되고 1-12개 탄소원자를 함유한 알킬, 알케닐, 아릴(바람직하게는 페닐) 또는 아르알킬(바람직하게는 아릴 저급 알킬)기를 나타낼 수 있다;상기식에서, R9및 R10은 최대한 하나의 페닐기로 임의로 치환되고 1-4개의 탄소원자를 함유한 알킬기와 같은 일반적으로 비-전자 끄는기를 나타내고, 기호 R7및 R8은 수소, 할로겐 또는 저급 알킬을 나타내고 반면에 R7,R8,R9및 R10이 한분재내에서 서로 다르거나 동일한 기를 나타낸다.
- 제1항에 있어서, R1,R2,R3및 R4가 1-4개의 탄소원자를 함유한 알킬기 또는 수소로부터 선택되는 것을 특징으로 하는 방법.
- 제2항에 있어서, R1및 R4가 모두 메틸이고 R2및 R3가 모두 수소를 나타내는 것을 특징으로 하는 방법.
- 제1항 내지 제3항중 어느 한 항에 있어서, 비-시클릭 무수물이 아세트산 무수물인 것을 특징으로 하는 방법.
- 제1항 내지 제3항중 어느 한 항에 있어서, 비-시클릭 무수물이 벤조산 무수물인 것을 특징으로 하는 방법.
- 제1항 내지 제3항중 어느 한 항에 있어서, 비-시클릭 무수물이 브로모 아세트산 무수물인 것을 특징으로 하는 방법.
- 제1항 내지 제6항중 어느 한 항에 있어서, 일반식(III)에 따르는 촉매 중에서, R5및 R6은 모두 메틸기 또는 에틸기를 나타내고 R7및 R8이 수소, 염소 또는 메틸을 나타내는 것을 특징으로 하는 방법.
- 제7항에 있어서, N,N-디메틸-4-아미노 피리딘이 촉매로 사용되는 것을 특징으로 하는 방법.
- 제1항 내지 제8항중 어느 한 항에 있어서, 하나 이상의 탄송 호모 폴리머 또는 공중합체가 비닐 치환방향족 단량체내에 포함되는 것을 특징으로 하는 방법.
- 제1항 내지 제9항중 어느 한항에 있어서, 스티렌이 용매로 사용되는 것을 특징으로하는 방법.
- 제1항 내지 제10항중 어느 한 항에 있어서, 반응온도가 0-60℃인 것을 특징으로 하는 방법.
- 제11항에 있어서, 반응 온도가 10-30℃에서 사용되는 것을 특징으로 하는 방법.
- 제1항 내지 제12항중 어느 한 항에 있어서, 폴리페닐렌 에테르 또는 구조적으로 관련된 중합체가 완전히 반응 혼합물의 중량을 기준으로 계산하여, 30-50%의 농도로 출발 혼합물내에 사용되는 것을 특징으로 하는 방법.
- 제1항 내지 제13항중 어느 한 항에 있어서, 일반식(III)의 촉매가 완전한 반응 혼합물 중량을 기준으로 계산하여, 0.0025-0.1중량%의 농도로 사용되는 것을 특징으로 하는 방법.
- 제14항에 있어서, 촉매가 0.01-0.075중량%의 농도로 사용되는 것을 특징으로 하는 방법.
- 제1항 내지 제15항중 어느 한 항에 있어서, 비-시클릭산 무수물이 완전한 반응 혼합물 중량을 기준으로 계산하여, 0.05-0.5중량%의 농도로 출발 반응 혼합물내에 사용되는 것을 특징으로 하는 방법.
- 제16항에 있어서, 비-시클릭 산 무수물이 0.1-0.3중량%의 농도로 사용되는 것을 특징으로 하는 방법.
- 제1항 내지 제17항에 따르는 방법에 의해 얻을 수 있는, 실질적으로 유리 히드록시 말단기가 없는 개질된 폴리페닐렌 에테르.
- 하기 일반식(I)의 화합물과 하기 일반식(II)의 비-시클릭 산 무수물을, 용매로서 비닐 치환 방향족 단량체내 하기 일반식(III)의 촉매가 존재하는 가운데 미리 반응시켜 얻을 수 있는 개질된 폴리페닐렌 에테르 또는 구조적으로 관련된 중합체의 존재하에서 비닐치환 방향족 단량체를 중합시키는 것으로 구성되는, 개질된 고온 경질 폴리(비닐 치환 방향족) 조성물의 제조방법:상기식에서,R1,R2,R3및 R4는 독립적으로 수소원자, 할로겐 원자 또는 할로겐, 시아노, 히드록시 또는 페닐기에 의해 임의로 치환되고 12개 이하의 탄소원자를 가진 알킬기 또는 알콕시기, 할로겐, 히드록시 또는 시아노기에 의해 임의로 치환되고 12개 이하의 탄소원자를 가지는 아릴옥시 또는 아릴알콕시기, 알킬기가 12개 이하의 탄소원자를 가진 디(알킬) 아미노기 또는 디(알카노일) 아미도기이고, R1,R2,R3및 R4는 하나의 반복단위내에서 서로 다르거나 동일한 기들을 나타낼 수 있으며, n은 산 무수물; 적어도 50 및 더욱 바람직하게는 100-500의 정수이다;상기식에서, R5및 R6은 독립적으로 히드록시, 할로겐, 1-4개의 탄소원자를 함유한 알킬 또는 유리 카르복실기 또는 에스테르화된 카르복실기에 의해 임의로 치환되고 1-12개 탄소원자를 함유한 알킬, 알케닐, 아릴(바람직하게는 페닐) 또는 아르알킬(바람직하게는 아릴 저급 알킬)기를 나타낼 수 있다;상기식에서, R9및 R10은 최대한 하나의 페닐기로 임의로 치환되고 1-4개의 탄소원자를 함유한 알킬기와 같은 일반적으로 비-전자 끄는기를 나타내고, 기호 R7및 R8은 수소, 할로겐 또는 저급 알킬을 나타내고 반면에 R7,R8,R9및 R10이 한분재내에서 서로 다르거나 동일한 기를 나타낸다.
- 제19항에 있어서, 제1항 내지 제18항의 방버에 의해 얻어질 수 있는, 개질된 PPE 또는 구조적으로 관련된 중합체를 수성 현탁중합에 의해 매트릭스 중합체 블렌드 비이드속으로 함입시키는 방법.
- 제19항 내지 제20항의 방법에 의해 얻어질 수 있는 , 개질된 열에 안정한 폴리(비닐 치환 방향족)조성물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8816197.1 | 1988-07-07 | ||
GB888816197A GB8816197D0 (en) | 1988-07-07 | 1988-07-07 | Heat stable polymer of vinyl substituted aromatics modified by incorporated polyphenylene ether/related polymers |
GB898908080A GB8908080D0 (en) | 1989-04-11 | 1989-04-11 | Process for preparation of modified polyphenylene ether or related polymers and the use thereof in modified heat stable polymer of vinyl substituted aromatics |
GB8908080.8 | 1989-04-11 |
Publications (2)
Publication Number | Publication Date |
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KR900001755A true KR900001755A (ko) | 1990-02-27 |
KR0147376B1 KR0147376B1 (ko) | 1998-08-17 |
Family
ID=26294125
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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KR1019890009499A Expired - Fee Related KR0147376B1 (ko) | 1988-07-07 | 1989-07-04 | 개질된 폴리페닐렌 에테르의 제조 방법 및 비닐 치환 방향족의 개질된 고온 경질 중합체 내에서의 이의 사용 방법 |
Country Status (9)
Country | Link |
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US (1) | US5071922A (ko) |
EP (1) | EP0350137B1 (ko) |
JP (1) | JP2753862B2 (ko) |
KR (1) | KR0147376B1 (ko) |
CN (1) | CN1032011C (ko) |
AU (1) | AU616981B2 (ko) |
BR (1) | BR8903306A (ko) |
DE (1) | DE68924450T2 (ko) |
ES (1) | ES2077575T3 (ko) |
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JP4977293B2 (ja) * | 2000-04-04 | 2012-07-18 | 独立行政法人産業技術総合研究所 | (2,5−ジ置換−1,4−フェニレンオキサイド)ブロック共重合体およびグラフト共重合体 |
US6383636B2 (en) * | 2000-04-04 | 2002-05-07 | Director-General Of National Institute Of Advanced Industrial Science And Technology, Ministry Of Economy, Trade And Industry | (2,5-disubstituted-1,4-phenylene oxide) block or graft copolymer |
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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 |
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 |
US6905941B2 (en) * | 2003-06-02 | 2005-06-14 | International Business Machines Corporation | Structure and method to fabricate ultra-thin Si channel devices |
US7226980B2 (en) | 2003-08-07 | 2007-06-05 | General Electric Company | Thermoset composition, method for the preparation thereof, and articles prepared therefrom |
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 |
US7148296B2 (en) * | 2003-10-03 | 2006-12-12 | General Electric Company | Capped poly(arylene ether) composition and process |
US7067595B2 (en) * | 2003-10-03 | 2006-06-27 | General Electric Company | Poly (arylene ether) composition and method |
US7101923B2 (en) * | 2003-10-03 | 2006-09-05 | General Electric Company | Flame-retardant thermoset composition, method, and article |
US6962965B2 (en) * | 2004-02-20 | 2005-11-08 | General Electric Company | Functionalized poly(arylene ether) composition and process |
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 |
US7429800B2 (en) * | 2005-06-30 | 2008-09-30 | Sabic Innovative Plastics Ip B.V. | Molding composition and method, and molded article |
US7378455B2 (en) * | 2005-06-30 | 2008-05-27 | General Electric Company | Molding composition and method, and molded article |
US20070004871A1 (en) * | 2005-06-30 | 2007-01-04 | Qiwei Lu | Curable composition and method |
US20070066710A1 (en) * | 2005-09-21 | 2007-03-22 | Peters Edward N | Method for electrical insulation and insulated electrical conductor |
US7488766B2 (en) * | 2005-10-06 | 2009-02-10 | Sabic Innovative Plastics Ip B.V. | Polymer composition, method, and article |
US7495047B2 (en) * | 2005-10-06 | 2009-02-24 | At&T Intellectual Property, I, L.P. | Poly(arylene ether) composition, method, and article |
US20070080330A1 (en) * | 2005-10-06 | 2007-04-12 | Peters Edward N | Flame retardant composition and method |
US20080033141A1 (en) * | 2006-08-01 | 2008-02-07 | Bates Gary M | Poly(arylene ether) method |
US20080071000A1 (en) * | 2006-09-15 | 2008-03-20 | Christina Louise Braidwood | Poly(arylene ether) composition and article |
US20080071034A1 (en) * | 2006-09-15 | 2008-03-20 | Christina Louise Braidwood | Poly(arylene ether) composition and method |
JP2008091411A (ja) * | 2006-09-29 | 2008-04-17 | Fujifilm Corp | 金属用研磨液 |
US20080097027A1 (en) * | 2006-10-23 | 2008-04-24 | General Electric Company | Varnish composition for insulating electrical machinery |
US7655278B2 (en) * | 2007-01-30 | 2010-02-02 | Sabic Innovative Plastics Ip B.V. | Composite-forming method, composites formed thereby, and printed circuit boards incorporating them |
BR112014005274A2 (pt) * | 2011-09-09 | 2017-03-28 | Saudi Basic Ind Corp | pérolas de polímero expansíveis com água |
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-
1989
- 1989-07-04 KR KR1019890009499A patent/KR0147376B1/ko not_active Expired - Fee Related
- 1989-07-05 JP JP1172076A patent/JP2753862B2/ja not_active Expired - Fee Related
- 1989-07-05 BR BR898903306A patent/BR8903306A/pt not_active IP Right Cessation
- 1989-07-05 CN CN89104549A patent/CN1032011C/zh not_active Expired - Fee Related
- 1989-07-05 AU AU37903/89A patent/AU616981B2/en not_active Ceased
- 1989-07-06 US US07/377,433 patent/US5071922A/en not_active Expired - Lifetime
- 1989-07-07 EP EP89201820A patent/EP0350137B1/en not_active Expired - Lifetime
- 1989-07-07 ES ES89201820T patent/ES2077575T3/es not_active Expired - Lifetime
- 1989-07-07 DE DE68924450T patent/DE68924450T2/de not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
EP0350137A3 (en) | 1991-01-09 |
EP0350137A2 (en) | 1990-01-10 |
EP0350137B1 (en) | 1995-10-04 |
KR0147376B1 (ko) | 1998-08-17 |
BR8903306A (pt) | 1990-02-13 |
AU3790389A (en) | 1990-01-11 |
JP2753862B2 (ja) | 1998-05-20 |
AU616981B2 (en) | 1991-11-14 |
DE68924450T2 (de) | 1996-04-25 |
US5071922A (en) | 1991-12-10 |
DE68924450D1 (de) | 1995-11-09 |
ES2077575T3 (es) | 1995-12-01 |
CN1040035A (zh) | 1990-02-28 |
CN1032011C (zh) | 1996-06-12 |
JPH0267309A (ja) | 1990-03-07 |
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