JP2005524721A - シアノアクリル酸エステルを含む耐候性の向上した難燃性ポリカーボネート組成物 - Google Patents
シアノアクリル酸エステルを含む耐候性の向上した難燃性ポリカーボネート組成物 Download PDFInfo
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- JP2005524721A JP2005524721A JP2003521709A JP2003521709A JP2005524721A JP 2005524721 A JP2005524721 A JP 2005524721A JP 2003521709 A JP2003521709 A JP 2003521709A JP 2003521709 A JP2003521709 A JP 2003521709A JP 2005524721 A JP2005524721 A JP 2005524721A
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- composition
- polycarbonate
- cyanoacrylate
- flame retardancy
- cyano
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 106
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 85
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 85
- 229920001651 Cyanoacrylate Polymers 0.000 title claims abstract description 38
- 239000003063 flame retardant Substances 0.000 title claims abstract description 36
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 title claims abstract description 29
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 title claims description 18
- -1 cyanoacrylate ester Chemical class 0.000 claims abstract description 44
- 238000000034 method Methods 0.000 claims abstract description 13
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000460 chlorine Substances 0.000 claims abstract description 10
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 10
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 9
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 9
- 238000009472 formulation Methods 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 7
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 5
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 5
- VSIKJPJINIDELZ-UHFFFAOYSA-N 2,2,4,4,6,6,8,8-octakis-phenyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound O1[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si]1(C=1C=CC=CC=1)C1=CC=CC=C1 VSIKJPJINIDELZ-UHFFFAOYSA-N 0.000 claims description 4
- 229920003216 poly(methylphenylsiloxane) Polymers 0.000 claims description 4
- FICQFRCPSFCFBY-UHFFFAOYSA-N 2-[bis(methylsulfanyl)methylidene]propanedinitrile Chemical compound CSC(SC)=C(C#N)C#N FICQFRCPSFCFBY-UHFFFAOYSA-N 0.000 claims description 3
- 239000007848 Bronsted acid Substances 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- IAJNXBNRYMEYAZ-UHFFFAOYSA-N ethyl 2-cyano-3,3-diphenylprop-2-enoate Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)OCC)C1=CC=CC=C1 IAJNXBNRYMEYAZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 claims description 3
- LVTHXRLARFLXNR-UHFFFAOYSA-M potassium;1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate Chemical compound [K+].[O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F LVTHXRLARFLXNR-UHFFFAOYSA-M 0.000 claims description 3
- HGJYOHAIVZXUML-UHFFFAOYSA-M potassium;3-(benzenesulfonyl)benzenesulfonate Chemical compound [K+].[O-]S(=O)(=O)C1=CC=CC(S(=O)(=O)C=2C=CC=CC=2)=C1 HGJYOHAIVZXUML-UHFFFAOYSA-M 0.000 claims description 3
- 239000001294 propane Substances 0.000 claims description 3
- 150000008054 sulfonate salts Chemical class 0.000 claims description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims description 2
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- 230000009970 fire resistant effect Effects 0.000 claims 1
- NLCKLZIHJQEMCU-UHFFFAOYSA-N cyano prop-2-enoate Chemical class C=CC(=O)OC#N NLCKLZIHJQEMCU-UHFFFAOYSA-N 0.000 abstract description 16
- 238000002156 mixing Methods 0.000 abstract description 10
- 238000002485 combustion reaction Methods 0.000 description 10
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- 239000000654 additive Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 6
- 230000002195 synergetic effect Effects 0.000 description 6
- 230000000007 visual effect Effects 0.000 description 6
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- 150000002367 halogens Chemical class 0.000 description 5
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- 239000004033 plastic Substances 0.000 description 5
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- 231100000419 toxicity Toxicity 0.000 description 5
- 230000001988 toxicity Effects 0.000 description 5
- 239000006096 absorbing agent Substances 0.000 description 4
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- CVSXFBFIOUYODT-UHFFFAOYSA-N 178671-58-4 Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)=C(C#N)C(=O)OCC(COC(=O)C(C#N)=C(C=1C=CC=CC=1)C=1C=CC=CC=1)(COC(=O)C(C#N)=C(C=1C=CC=CC=1)C=1C=CC=CC=1)COC(=O)C(C#N)=C(C=1C=CC=CC=1)C1=CC=CC=C1 CVSXFBFIOUYODT-UHFFFAOYSA-N 0.000 description 3
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical class OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- OCKWAZCWKSMKNC-UHFFFAOYSA-N [3-octadecanoyloxy-2,2-bis(octadecanoyloxymethyl)propyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC OCKWAZCWKSMKNC-UHFFFAOYSA-N 0.000 description 3
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- 239000002243 precursor Substances 0.000 description 3
- 150000003871 sulfonates Chemical class 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N Bisphenol F Natural products C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 2
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- 239000007983 Tris buffer Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
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- 125000003118 aryl group Chemical group 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
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- 125000005027 hydroxyaryl group Chemical group 0.000 description 2
- 239000006082 mold release agent Substances 0.000 description 2
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
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- 125000000962 organic group Chemical group 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
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- SJDACOMXKWHBOW-UHFFFAOYSA-N oxyphenisatine Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2NC1=O SJDACOMXKWHBOW-UHFFFAOYSA-N 0.000 description 1
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- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- KBAFDSIZQYCDPK-UHFFFAOYSA-M sodium;octadecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCS([O-])(=O)=O KBAFDSIZQYCDPK-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000002341 toxic gas Substances 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- YJLVKRVGSARISS-UHFFFAOYSA-N tris(2,6-dimethylphenyl) phosphite Chemical compound CC1=CC=CC(C)=C1OP(OC=1C(=CC=CC=1C)C)OC1=C(C)C=CC=C1C YJLVKRVGSARISS-UHFFFAOYSA-N 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/315—Compounds containing carbon-to-nitrogen triple bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/932,914 US6753367B2 (en) | 2001-08-20 | 2001-08-20 | Flame retardant polycarbonate compositions with improved weathering performance containing cyanoacrylic esters |
| PCT/US2002/024151 WO2003016389A1 (en) | 2001-08-20 | 2002-07-29 | Flame retardant polycarbonate compositions with improved weathering performance containing cyanoacrylic esters |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005524721A true JP2005524721A (ja) | 2005-08-18 |
| JP2005524721A5 JP2005524721A5 (enExample) | 2006-01-05 |
Family
ID=25463148
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003521709A Ceased JP2005524721A (ja) | 2001-08-20 | 2002-07-29 | シアノアクリル酸エステルを含む耐候性の向上した難燃性ポリカーボネート組成物 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6753367B2 (enExample) |
| EP (1) | EP1423469B1 (enExample) |
| JP (1) | JP2005524721A (enExample) |
| KR (1) | KR100880314B1 (enExample) |
| CN (1) | CN1561366A (enExample) |
| AT (1) | ATE328951T1 (enExample) |
| DE (1) | DE60212149T2 (enExample) |
| TW (1) | TWI247773B (enExample) |
| WO (1) | WO2003016389A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009522395A (ja) * | 2005-12-30 | 2009-06-11 | チェイル インダストリーズ インコーポレイテッド | 光反射性および難燃性に優れたポリカーボネート樹脂組成物 |
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| US6919473B2 (en) | 2002-09-17 | 2005-07-19 | Cph Innovations Corporation | Photostabilizers, UV absorbers, and methods of photostabilizing a sunscreen composition |
| US7544350B2 (en) * | 2002-11-22 | 2009-06-09 | Hallstar Innovations Corp. | Method of decreasing the UV light degradation of polymers |
| US7534420B2 (en) * | 2004-02-25 | 2009-05-19 | Hallstar Innovations Corp. | Compounds derived from polyanhydride resins with film-forming, UV-absorbing, and photostablizing properties, compositions containing same, and methods of using the same |
| US7235587B2 (en) | 2004-07-01 | 2007-06-26 | Cph Innovations Corporation | Diesters containing two crylene or fluorene moieties, sunscreen compositions containing the same, and methods of photostabilizing a sunscreen compositions containing the same |
| DE102004036965A1 (de) * | 2004-07-30 | 2006-02-16 | Basf Ag | Stabilisatorzusammensetzung aus flüssigen und festen UV-Absorbern |
| US8158678B2 (en) | 2005-04-07 | 2012-04-17 | Cph Innovations Corp. | Photoabsorbing, highly conjugated compounds of cyanoacrylic esters, sunscreen compositions and methods of use |
| CN101558113B (zh) * | 2006-10-25 | 2013-06-12 | Pp聚合物公司 | 不含卤素、氧化锑和含磷物质的用于聚合物的阻燃添加剂 |
| DE102007017936A1 (de) | 2007-04-13 | 2008-10-16 | Bayer Materialscience Ag | Erzeugnisse mit verbesserter Flammwidrigkeit |
| CA2721478C (en) * | 2008-04-18 | 2016-01-05 | S.P.C.M. Sa | Functionalized cationic polyamines and their use to reduce the ndma formation during the treatment of aqueous systems, and applications in the water treatment industry, includingwastewater and drinking water treatment processes |
| KR101225949B1 (ko) * | 2008-11-06 | 2013-01-24 | 제일모직주식회사 | 열가소성 수지 조성물 |
| KR200453525Y1 (ko) * | 2009-09-22 | 2011-05-11 | 배석 | 신축성이 있는 하의 내측허리띠 구조 |
| DE102009052042A1 (de) | 2009-11-05 | 2011-05-12 | Bayer Materialscience Ag | Polycarbonatzusammensetzung mit verbesserter Flammwidrigkeit für Extrusionsanwendungen |
| WO2011054865A2 (de) | 2009-11-05 | 2011-05-12 | Bayer Materialscience Ag | Polycarbonatzusammensetzung mit verbesserter flammwidrigkeit für extrusionsanwendungen |
| CN102666703B (zh) | 2009-11-05 | 2014-12-24 | 拜尔材料科学股份公司 | 具有改进的阻燃性的聚碳酸酯板 |
| KR101838994B1 (ko) | 2010-11-05 | 2018-03-15 | 코베스트로 도이칠란드 아게 | 분자량 분해가 낮은 내염성 uv-보호 폴리카보네이트 성형 조성물 |
| US8674008B2 (en) | 2011-03-31 | 2014-03-18 | Sabic Innovative Plastics Ip B.V. | Electrical tracking resistance compositions, methods and articles of manufacture |
| US8981015B2 (en) | 2011-03-31 | 2015-03-17 | Sabic Global Technologies B.V. | Flame retardant poly(siloxane) copolymer compositions, methods of manufacture, and articles formed therefrom |
| US8703856B2 (en) | 2011-03-31 | 2014-04-22 | Sabic Innovative Plastics Ip B.V. | Electrical tracking resistance compositions, methods and articles of manufacture |
| US9365719B2 (en) | 2011-03-31 | 2016-06-14 | Sabic Global Technologies B.V. | Marine vehicle component comprising flame retardant compositions, and methods of manufacture |
| US9006324B2 (en) | 2011-03-31 | 2015-04-14 | Sabic Global Technologies B.V. | Flame retardant polycarbonate compositions, methods of manufacture, and articles formed therefrom |
| US8703855B2 (en) | 2011-03-31 | 2014-04-22 | Sabic Innovative Plastics Ip B.V. | Electrical tracking resistance compositions, methods and articles of manufacture |
| CN102295833B (zh) * | 2011-06-14 | 2013-02-27 | 柯瑞林 | 一种纳米光学复合材料及其制备方法和应用 |
| US8937127B2 (en) | 2011-09-30 | 2015-01-20 | Sabic Global Technologies B.V. | Flame retardant poly(siloxane-etherimide) copolymer compositions, methods of manufacture, and articles formed therefrom |
| US9145490B2 (en) * | 2013-02-28 | 2015-09-29 | Bayer Materialscience Llc | Flame-retardant polycarbonate compositions |
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-
2001
- 2001-08-20 US US09/932,914 patent/US6753367B2/en not_active Expired - Lifetime
-
2002
- 2002-07-29 JP JP2003521709A patent/JP2005524721A/ja not_active Ceased
- 2002-07-29 AT AT02756805T patent/ATE328951T1/de not_active IP Right Cessation
- 2002-07-29 CN CNA028191617A patent/CN1561366A/zh active Pending
- 2002-07-29 KR KR1020047002425A patent/KR100880314B1/ko not_active Expired - Fee Related
- 2002-07-29 DE DE60212149T patent/DE60212149T2/de not_active Expired - Lifetime
- 2002-07-29 EP EP02756805A patent/EP1423469B1/en not_active Expired - Lifetime
- 2002-07-29 WO PCT/US2002/024151 patent/WO2003016389A1/en not_active Ceased
- 2002-08-07 TW TW091117804A patent/TWI247773B/zh not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009522395A (ja) * | 2005-12-30 | 2009-06-11 | チェイル インダストリーズ インコーポレイテッド | 光反射性および難燃性に優れたポリカーボネート樹脂組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20030069338A1 (en) | 2003-04-10 |
| US6753367B2 (en) | 2004-06-22 |
| DE60212149D1 (de) | 2006-07-20 |
| EP1423469A1 (en) | 2004-06-02 |
| KR20040044451A (ko) | 2004-05-28 |
| DE60212149T2 (de) | 2007-04-19 |
| WO2003016389A1 (en) | 2003-02-27 |
| EP1423469B1 (en) | 2006-06-07 |
| CN1561366A (zh) | 2005-01-05 |
| TWI247773B (en) | 2006-01-21 |
| KR100880314B1 (ko) | 2009-01-28 |
| ATE328951T1 (de) | 2006-06-15 |
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