CA2401785A1 - Flame-resistant polycarbonate moulding compositions - Google Patents
Flame-resistant polycarbonate moulding compositions Download PDFInfo
- Publication number
- CA2401785A1 CA2401785A1 CA002401785A CA2401785A CA2401785A1 CA 2401785 A1 CA2401785 A1 CA 2401785A1 CA 002401785 A CA002401785 A CA 002401785A CA 2401785 A CA2401785 A CA 2401785A CA 2401785 A1 CA2401785 A1 CA 2401785A1
- Authority
- CA
- Canada
- Prior art keywords
- compositions according
- polycarbonate
- flame retardant
- general formula
- inorganic material
- 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
- 239000000203 mixture Substances 0.000 title claims abstract 33
- 229920000515 polycarbonate Polymers 0.000 title claims abstract 14
- 239000004417 polycarbonate Substances 0.000 title claims abstract 14
- 238000000465 moulding Methods 0.000 title claims 11
- 229910052731 fluorine Inorganic materials 0.000 claims abstract 3
- 239000011737 fluorine Substances 0.000 claims abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract 2
- 229910052794 bromium Inorganic materials 0.000 claims abstract 2
- 229910052801 chlorine Inorganic materials 0.000 claims abstract 2
- 239000000460 chlorine Substances 0.000 claims abstract 2
- 238000001125 extrusion Methods 0.000 claims abstract 2
- 239000003063 flame retardant Substances 0.000 claims 8
- 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 claims 7
- 229920000578 graft copolymer Polymers 0.000 claims 6
- 229910010272 inorganic material Inorganic materials 0.000 claims 6
- 239000011147 inorganic material Substances 0.000 claims 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 4
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims 4
- 239000011574 phosphorus Substances 0.000 claims 4
- 229910052698 phosphorus Inorganic materials 0.000 claims 4
- 239000000454 talc Substances 0.000 claims 4
- 229910052623 talc Inorganic materials 0.000 claims 4
- 239000004609 Impact Modifier Substances 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 229920002842 oligophosphate Polymers 0.000 claims 2
- 239000002245 particle Substances 0.000 claims 2
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Polymers OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 claims 2
- 229920006163 vinyl copolymer Polymers 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims 1
- 239000004594 Masterbatch (MB) Substances 0.000 claims 1
- 229920001283 Polyalkylene terephthalate Polymers 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- 229920000800 acrylic rubber Polymers 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 239000002216 antistatic agent Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- 239000000839 emulsion Substances 0.000 claims 1
- 230000009477 glass transition Effects 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 239000000314 lubricant Substances 0.000 claims 1
- 239000000155 melt Substances 0.000 claims 1
- 239000000178 monomer Substances 0.000 claims 1
- 239000002667 nucleating agent Substances 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 229920000058 polyacrylate Polymers 0.000 claims 1
- 229920000098 polyolefin Polymers 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 229920002379 silicone rubber Polymers 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- 239000000206 moulding compound Substances 0.000 abstract 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
- C08K5/49—Phosphorus-containing compounds
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
- C08K5/103—Esters; Ether-esters of monocarboxylic acids with polyalcohols
-
- 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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
- C08K5/523—Esters of phosphoric acids, e.g. of H3PO4 with hydroxyaryl compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—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 a halogen; Compositions of derivatives of such polymers
- C08L27/02—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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/12—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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
-
- 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
- C08L51/04—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 rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L85/00—Compositions of macromolecular compounds obtained by reactions forming a linkage in the main chain of the macromolecule containing atoms other than silicon, sulfur, nitrogen, oxygen and carbon; Compositions of derivatives of such polymers
- C08L85/02—Compositions of macromolecular compounds obtained by reactions forming a linkage in the main chain of the macromolecule containing atoms other than silicon, sulfur, nitrogen, oxygen and carbon; Compositions of derivatives of such polymers containing phosphorus
Abstract
The invention relates to flame-resistant polycarbonate compositions which are made flame-resistant without the use of chlorine or bromine. Said compositions contain <= 0.1 wt. % fluorine and are characterised by excellent flame resistance, even with low wall thickness, combined with improved mechanical, thermal and rheological properties and especially by good ESC properties. The invention also relates to the use of the inventive polycarbonate moulding compounds for producing moulded bodies and moulded parts and all kinds of extrusion profiles.
Claims (24)
1. Compositions containing at least one polycarbonate, at least one impact modifier and at least one flame retardant which comprises phosphorus and corresponds to the general formula in which R1, R2, R3 and R4 in each case independently of one another denote C1-C8-alkyl optionally alkyl-substituted C5-C6-cycloalkyl, C6-C10-aryl or C7-C12-aralkyl, n independently of one another denotes 0 or 1, q independently of one another denotes 0, 1, 2, 3 or 4, N denotes a number between 0.1 and 30, R5 and R6 independently of one another denote C1-C4-alkyl, and Y denotes C1-C7-alkylidene, C1-C7-alkylene, C5-C12-cycloalkylene, C5-C12-cycloalkylidene, -O-, -S-, -SO-, SO2 or -CO-, wherein the moulding compositions are characterised in that they contain <= 0.1 wt.% fluorine, in relation to the total composition.
2. Compositions according to claim 1 comprising from 60 to 98 wt.% of at least one aromatic polycarbonate, from 0.5 to 30 wt.% of at least one graft polymer, from 1 to 20 wt.% of at least one flame retardant which comprises phosphorus and corresponds to the general formula (I) and from 0 to 5 wt.% of a particulate, flake-form or fibrous inorganic material, wherein the sum of the wt.% of the components is 100.
3. Compositions according to claim 1 comprising from 70 to 95 wt.% of at least one aromatic polycarbonate, from 1 to 15 wt.% of at least one graft polymer, from 2 to 15 wt.% of at least one flame retardant which comprises phosphorus and corresponds to the general formula (1) and from 0 to 3 wt.% of a particulate, flake-form or fibrous inorganic material, wherein the sum of the wt.% of the components is 100.
4. Compositions according to claim 1 comprising from 75 to 90 wt.% of at least one aromatic polycarbonate, from 2 to 10 wt.% of at least one graft polymer, from 2 to 15 wt.% of at least one flame retardant which comprises phosphorus and corresponds to the general formula (I) and optionally from 0 to 1.5 wt.%
of a particulate, flake-form or fibrous inorganic material, wherein the sum of the wt.% of the components is 100.
of a particulate, flake-form or fibrous inorganic material, wherein the sum of the wt.% of the components is 100.
5. Compositions according to any of claims 1 to 4 containing additionally a fluorinated polyolefin, optionally used as a coagulate, pre-compound or master batch with a graft polymer or a vinyl (co)polymer, in a quantity such that the fluorine content of the composition is <= 0.1 wt.%.
6. Compositions according to any of claims 1 to 5 containing additionally vinyl (co)polymers, polyalkylene terephthalates or mixtures thereof.
7. Compositions according to any of claims 1 to 6 containing a flame retardant corresponding to the general formula 1 and having an N value of from 0.7 to 5.
8. Compositions according to any of claims 1 to 7 containing as the flame retardant a bisphenol A-based oligophosphate corresponding to the formula having N between 0.1 and 30.
9. Compositions according claim 8 containing as the flame retardant a bisphenol A-based oligophosphate corresponding to the formula having N between 0.7 and 5.
10. Compositions according to any of claims 1 to 9 containing as the impact modifier one or more graft polymers of from 5 to 95 wt.% of at least one vinyl monomer on from 95 to 5 wt.% of at least one graft backbone having a glass transition temperature < 10°C.
11. Compositions according to claim 10 having graft polymers on a backbone of dime, EP(D)M, acrylic or silicone rubbers.
12. Compositions according to claim 10 containing as the impact modifier an emulsion ABS or bulk ABS or mixtures thereof.
13. Compositions according to any of claims 1 to 12 containing further commercially available additives such as, for example, further drip-prevention agents, further flame retardants, lubricants and mould release agents, nucleating agents, antistatic agents, stabilisers as well as dyes and pigments.
14. Compositions according to any of claims 1 to 13 containing talc as the inorganic material.
15. Compositions according to claim 14 containing highly pure talc having an A1 2O3 content of <= 1 wt.%, in relation to the talc.
16. Compositions according to claim 14 containing a finely divided talc having an average particle diameter d50 <= 2.5 µm.
17. Compositions according to any of claims 1 to 13 containing as the inorganic material a finely divided powder having an average particle diameter <=
nm.
nm.
18. Polycarbonate moulding compositions according to one or more of the preceding claims, characterised in that they pass the UL94 V test to the standard V-0 at wall thickness <= 1.5 mm.
19. Polycarbonate moulding compositions according to one or more of the preceding claims, characterised in that the chlorine, bromine and iodine content, in relation to the total composition, is <= 0.2 wt.%.
20. Use of inorganic materials to increase the melt viscosity and melt stability of chlorine-free, bromine-free, impact-modified polycarbonate moulding compositions.
21. Processes for the preparation of the polycarbonate moulding compositions according to one or more of the preceding claims, wherein the individual components are mixed and are compounded at elevated temperature.
22. Use of the polycarbonate moulding compositions according to one or more of the preceding claims for producing mouldings and moulded parts of all types.
23. Use of the polycarbonate moulding compositions according to one or more of the preceding claims for producing profiles, sheets, tubes and ducts by the extrusion process.
24. Mouldings and moulded parts as well as profiles, sheets, tubes and ducts obtainable from the polycarbonate moulding compositions according to one or more of the preceding claims.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10010941A DE10010941A1 (en) | 2000-03-06 | 2000-03-06 | Low-fluorine polycarbonate molding compositions containing an impact modifier and a phosphorus-containing flame retardant, useful for making molded products with high stress cracking resistance |
| DE10010941.1 | 2000-03-06 | ||
| PCT/EP2001/001925 WO2001066635A1 (en) | 2000-03-06 | 2001-02-21 | Flame-resistant polycarbonate moulding compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2401785A1 true CA2401785A1 (en) | 2001-09-13 |
| CA2401785C CA2401785C (en) | 2010-08-24 |
Family
ID=7633745
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2401785A Expired - Fee Related CA2401785C (en) | 2000-03-06 | 2001-02-21 | Flame-resistant polycarbonate moulding compositions |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6828366B2 (en) |
| EP (1) | EP1268648B1 (en) |
| JP (1) | JP4780890B2 (en) |
| KR (1) | KR100729334B1 (en) |
| CN (2) | CN1408008A (en) |
| AR (1) | AR033667A1 (en) |
| AT (1) | ATE304034T1 (en) |
| AU (1) | AU2001240640A1 (en) |
| BR (1) | BR0109041B1 (en) |
| CA (1) | CA2401785C (en) |
| DE (2) | DE10010941A1 (en) |
| ES (1) | ES2244590T3 (en) |
| MX (1) | MXPA02008701A (en) |
| TW (1) | TWI307705B (en) |
| WO (1) | WO2001066635A1 (en) |
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|---|---|---|---|---|
| GB9807180D0 (en) | 1998-04-04 | 1998-06-03 | Ecc Int Ltd | Pigment products |
| US6564199B1 (en) | 1999-04-01 | 2003-05-13 | Imerys Pigments, Inc. | Kaolin clay pigments, their preparation and use |
| BR0009458A (en) | 1999-04-01 | 2002-01-08 | Imerys Pigments Inc | Pigment product for a paper coating composition, processes for making a pigment product for a paper coating composition, and for producing a pigment product, coating composition for use in the production of gloss coatings on paper and others substrates, and, process for coating a sheet of paper and calendering the paper to form a gloss coating on it |
| US6554892B1 (en) | 1999-07-02 | 2003-04-29 | Imerys Kaolin, Inc. | Compositions and methods for making a coarse platey, high brightness kaolin product |
| DE10036057A1 (en) * | 2000-07-25 | 2002-02-07 | Bayer Ag | Fire-resistant polycarbonate composition for use, e.g. in domestic appliances, office machines or vehicle parts, contains a Bisphenol A-based oligo-phosphate with a low content of isopropenyl phenyl phosphate |
| GB0020182D0 (en) | 2000-08-17 | 2000-10-04 | Imerys Minerals Ltd | Particulate kaolin |
| GB0020180D0 (en) | 2000-08-17 | 2000-10-04 | Imerys Minerals Ltd | Kaolin products and their production |
| DE10152318A1 (en) | 2001-10-26 | 2003-05-08 | Bayer Ag | Impact-resistant modified flame-retardant polycarbonate molding compounds |
| US6808559B2 (en) | 2002-02-26 | 2004-10-26 | Imerys Pigments, Inc. | Kaolin clay pigments suited to rotogravure printing applications and method for preparing the same |
| US7294399B2 (en) * | 2002-04-02 | 2007-11-13 | Arkema France | Weather-resistant, high-impact strength acrylic compositions |
| EP1819404A4 (en) * | 2004-10-18 | 2011-08-24 | Nanoscale Corp | Metal oxide nanoparticles for smoke clearing and fire suppression |
| US7446144B2 (en) | 2005-09-14 | 2008-11-04 | Bayer Materialscience Llc | Thermoplastic molding composition and articles thermoformed therefrom |
| EP1994540A2 (en) * | 2006-03-10 | 2008-11-26 | E.I. Du Pont De Nemours And Company | Apparatus having improved wear-resistant properties |
| DE102006012990A1 (en) * | 2006-03-22 | 2007-09-27 | Bayer Materialscience Ag | Flame-retardant toughened polycarbonate compositions |
| DE102006012988A1 (en) * | 2006-03-22 | 2007-09-27 | Bayer Materialscience Ag | Flame-retardant toughened polycarbonate compositions |
| US8871858B2 (en) * | 2006-05-31 | 2014-10-28 | Sabic Global Technologies B.V. | Thermoplastic polycarbonate compositions |
| US20090215949A1 (en) * | 2008-02-21 | 2009-08-27 | Sabic Innovative Plastics Ip B.V. | Flame retardant polycarbonate compositions |
| US8357441B2 (en) * | 2008-08-06 | 2013-01-22 | Styron Europe Gmbh | Ignition resistant carbonate polymer composition |
| DE102009014878A1 (en) * | 2009-03-25 | 2010-09-30 | Bayer Materialscience Ag | Flame-retardant toughened polycarbonate compositions |
| KR101104050B1 (en) * | 2009-08-12 | 2012-01-09 | 삼성중공업 주식회사 | Breakwater |
| KR101104030B1 (en) * | 2009-08-12 | 2012-01-06 | 삼성중공업 주식회사 | Floating breakwater |
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| WO2012058271A2 (en) | 2010-10-27 | 2012-05-03 | Pixelligent Technologies, Llc | Synthesis, capping and dispersion of nanocrystals |
| US9359689B2 (en) | 2011-10-26 | 2016-06-07 | Pixelligent Technologies, Llc | Synthesis, capping and dispersion of nanocrystals |
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| US10017640B2 (en) * | 2013-03-08 | 2018-07-10 | Covestro Llc | Halogen free flame retarded polycarbonate |
| US9732220B2 (en) * | 2013-03-13 | 2017-08-15 | Covestro Llc | Polymers and polymer blends with enhanced gloss level |
| CN104151803A (en) * | 2013-05-14 | 2014-11-19 | 常熟市沈氏塑业有限公司 | Preparation method for ABS modified polycarbonate alloy material |
| CN103589297B (en) * | 2013-10-24 | 2016-10-05 | 中科院广州化学有限公司 | A kind of containing end-vinyl fluorine silicon graft copolymer photocuring composite coating and preparation method |
| TWI745364B (en) * | 2016-03-23 | 2021-11-11 | 德商科思創德意志股份有限公司 | Polycarbonate compositions with improved hydrolysis resistance |
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| JP2002504611A (en) | 1998-02-27 | 2002-02-12 | ゼネラル・エレクトリック・カンパニイ | Flame retardant polymer blend |
| WO1999057198A1 (en) | 1998-05-01 | 1999-11-11 | General Electric Company | Flame retardant polycarbonate/rubber-modified graft copolymer resin blends having a low fluorine content |
| TW483921B (en) | 1998-10-16 | 2002-04-21 | Idemitsu Petrochemical Co | Flame-retardant thermoplastic resin composition |
| JP3616792B2 (en) * | 1998-10-16 | 2005-02-02 | 出光興産株式会社 | Flame retardant thermoplastic resin composition and injection molded article |
| DE19914139A1 (en) | 1999-03-27 | 2000-09-28 | Bayer Ag | Flame retardant, impact modified polycarbonate molding compounds |
-
2000
- 2000-03-06 DE DE10010941A patent/DE10010941A1/en not_active Withdrawn
-
2001
- 2001-02-21 BR BRPI0109041-0A patent/BR0109041B1/en not_active IP Right Cessation
- 2001-02-21 EP EP01911668A patent/EP1268648B1/en not_active Expired - Lifetime
- 2001-02-21 ES ES01911668T patent/ES2244590T3/en not_active Expired - Lifetime
- 2001-02-21 AU AU2001240640A patent/AU2001240640A1/en not_active Abandoned
- 2001-02-21 WO PCT/EP2001/001925 patent/WO2001066635A1/en active IP Right Grant
- 2001-02-21 KR KR1020027011641A patent/KR100729334B1/en active IP Right Grant
- 2001-02-21 US US10/220,646 patent/US6828366B2/en not_active Expired - Lifetime
- 2001-02-21 AT AT01911668T patent/ATE304034T1/en not_active IP Right Cessation
- 2001-02-21 DE DE50107364T patent/DE50107364D1/en not_active Expired - Lifetime
- 2001-02-21 JP JP2001565798A patent/JP4780890B2/en not_active Expired - Fee Related
- 2001-02-21 CN CN01805975A patent/CN1408008A/en active Pending
- 2001-02-21 CA CA2401785A patent/CA2401785C/en not_active Expired - Fee Related
- 2001-02-21 CN CN2007101482016A patent/CN101117434B/en not_active Ceased
- 2001-02-21 MX MXPA02008701A patent/MXPA02008701A/en active IP Right Grant
- 2001-02-26 AR ARP010100859A patent/AR033667A1/en unknown
- 2001-02-26 TW TW090104286A patent/TWI307705B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JP4780890B2 (en) | 2011-09-28 |
| KR20020079944A (en) | 2002-10-19 |
| TWI307705B (en) | 2009-03-21 |
| ES2244590T3 (en) | 2005-12-16 |
| CN1408008A (en) | 2003-04-02 |
| US20030105196A1 (en) | 2003-06-05 |
| EP1268648A1 (en) | 2003-01-02 |
| ATE304034T1 (en) | 2005-09-15 |
| DE50107364D1 (en) | 2005-10-13 |
| JP2003526718A (en) | 2003-09-09 |
| KR100729334B1 (en) | 2007-06-18 |
| CN101117434B (en) | 2012-09-05 |
| MXPA02008701A (en) | 2003-04-14 |
| EP1268648B1 (en) | 2005-09-07 |
| AU2001240640A1 (en) | 2001-09-17 |
| AR033667A1 (en) | 2004-01-07 |
| US6828366B2 (en) | 2004-12-07 |
| CN101117434A (en) | 2008-02-06 |
| BR0109041B1 (en) | 2011-11-16 |
| CA2401785C (en) | 2010-08-24 |
| WO2001066635A1 (en) | 2001-09-13 |
| BR0109041A (en) | 2003-06-03 |
| DE10010941A1 (en) | 2001-09-13 |
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