CA2374068C - Halogen-free flame-retardant composition - Google Patents
Halogen-free flame-retardant composition Download PDFInfo
- Publication number
- CA2374068C CA2374068C CA002374068A CA2374068A CA2374068C CA 2374068 C CA2374068 C CA 2374068C CA 002374068 A CA002374068 A CA 002374068A CA 2374068 A CA2374068 A CA 2374068A CA 2374068 C CA2374068 C CA 2374068C
- Authority
- CA
- Canada
- Prior art keywords
- melamine
- composition according
- component
- compound
- flame
- 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 - Fee Related
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 82
- 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 24
- 239000003063 flame retardant Substances 0.000 title claims abstract description 24
- -1 melamine - phosphorus compound Chemical class 0.000 claims abstract description 41
- 150000001875 compounds Chemical class 0.000 claims abstract description 29
- 229920000642 polymer Polymers 0.000 claims abstract description 20
- 229920000877 Melamine resin Polymers 0.000 claims abstract description 18
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229920000728 polyester Polymers 0.000 claims abstract description 15
- 239000004952 Polyamide Substances 0.000 claims abstract description 10
- 229920002647 polyamide Polymers 0.000 claims abstract description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 7
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 7
- 150000002903 organophosphorus compounds Chemical class 0.000 claims abstract description 6
- 229920001707 polybutylene terephthalate Polymers 0.000 claims description 15
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 12
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 11
- 239000005977 Ethylene Substances 0.000 claims description 10
- 229920002292 Nylon 6 Polymers 0.000 claims description 8
- 239000003365 glass fiber Substances 0.000 claims description 8
- 229920001897 terpolymer Polymers 0.000 claims description 8
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 5
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 5
- 239000007859 condensation product Substances 0.000 claims description 4
- 239000011112 polyethylene naphthalate Substances 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 3
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 claims description 3
- 229920006149 polyester-amide block copolymer Polymers 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- 239000011574 phosphorus Substances 0.000 claims description 2
- 229920002302 Nylon 6,6 Polymers 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 claims 1
- 239000000178 monomer Substances 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 claims 1
- 239000002253 acid Substances 0.000 abstract description 7
- 150000008065 acid anhydrides Chemical class 0.000 abstract description 4
- 239000000126 substance Substances 0.000 description 7
- ZQKXQUJXLSSJCH-UHFFFAOYSA-N melamine cyanurate Chemical compound NC1=NC(N)=NC(N)=N1.O=C1NC(=O)NC(=O)N1 ZQKXQUJXLSSJCH-UHFFFAOYSA-N 0.000 description 6
- YZEZMSPGIPTEBA-UHFFFAOYSA-N 2-n-(4,6-diamino-1,3,5-triazin-2-yl)-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(NC=2N=C(N)N=C(N)N=2)=N1 YZEZMSPGIPTEBA-UHFFFAOYSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 229920001634 Copolyester Polymers 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 4
- 150000007974 melamines Chemical class 0.000 description 4
- OWICEWMBIBPFAH-UHFFFAOYSA-N (3-diphenoxyphosphoryloxyphenyl) diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=C(OP(=O)(OC=2C=CC=CC=2)OC=2C=CC=CC=2)C=CC=1)(=O)OC1=CC=CC=C1 OWICEWMBIBPFAH-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 229920006351 engineering plastic Polymers 0.000 description 3
- YSRVJVDFHZYRPA-UHFFFAOYSA-N melem Chemical compound NC1=NC(N23)=NC(N)=NC2=NC(N)=NC3=N1 YSRVJVDFHZYRPA-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000011256 inorganic filler Substances 0.000 description 2
- 229910003475 inorganic filler Inorganic materials 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- YACKEPLHDIMKIO-UHFFFAOYSA-N methylphosphonic acid Chemical compound CP(O)(O)=O YACKEPLHDIMKIO-UHFFFAOYSA-N 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- XFZRQAZGUOTJCS-UHFFFAOYSA-N phosphoric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OP(O)(O)=O.NC1=NC(N)=NC(N)=N1 XFZRQAZGUOTJCS-UHFFFAOYSA-N 0.000 description 2
- 229920001281 polyalkylene Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 239000012744 reinforcing agent Substances 0.000 description 2
- 238000004904 shortening Methods 0.000 description 2
- NFLGAXVYCFJBMK-RKDXNWHRSA-N (+)-isomenthone Natural products CC(C)[C@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-RKDXNWHRSA-N 0.000 description 1
- XMNDMAQKWSQVOV-UHFFFAOYSA-N (2-methylphenyl) diphenyl phosphate Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C=CC=CC=1)OC1=CC=CC=C1 XMNDMAQKWSQVOV-UHFFFAOYSA-N 0.000 description 1
- GGHBKCSNURXPNB-UHFFFAOYSA-N 2-n,4-n,6-n-triphenyl-1,3,5-triazine-2,4,6-triamine Chemical compound N=1C(NC=2C=CC=CC=2)=NC(NC=2C=CC=CC=2)=NC=1NC1=CC=CC=C1 GGHBKCSNURXPNB-UHFFFAOYSA-N 0.000 description 1
- 239000004953 Aliphatic polyamide Substances 0.000 description 1
- 241000531908 Aramides Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000219112 Cucumis Species 0.000 description 1
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 239000004608 Heat Stabiliser Substances 0.000 description 1
- NFLGAXVYCFJBMK-UHFFFAOYSA-N Menthone Chemical compound CC(C)C1CCC(C)CC1=O NFLGAXVYCFJBMK-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 229920003298 Nucrel® Polymers 0.000 description 1
- 229920001283 Polyalkylene terephthalate Polymers 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 1
- 229920003231 aliphatic polyamide Polymers 0.000 description 1
- 229920003232 aliphatic polyester Polymers 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- SYECJBOWSGTPLU-UHFFFAOYSA-N hexane-1,1-diamine Chemical compound CCCCCC(N)N SYECJBOWSGTPLU-UHFFFAOYSA-N 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229930007503 menthone Natural products 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000005487 naphthalate group Chemical group 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- XZTOTRSSGPPNTB-UHFFFAOYSA-N phosphono dihydrogen phosphate;1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(N)=N1.OP(O)(=O)OP(O)(O)=O XZTOTRSSGPPNTB-UHFFFAOYSA-N 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001955 polyphenylene ether Polymers 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229920006012 semi-aromatic polyamide Polymers 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- 125000005425 toluyl group Chemical group 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5317—Phosphonic compounds, e.g. R—P(:O)(OR')2
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0066—Flame-proofing or flame-retarding additives
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)
- Fireproofing Substances (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL1012176A NL1012176C2 (nl) | 1999-05-28 | 1999-05-28 | Halogeenvrije brandvertragende samenstelling. |
| NL1012176 | 1999-05-28 | ||
| PCT/NL2000/000293 WO2000073375A2 (en) | 1999-05-28 | 2000-05-08 | Halogen-free flame-retardant composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2374068A1 CA2374068A1 (en) | 2000-12-07 |
| CA2374068C true CA2374068C (en) | 2009-08-25 |
Family
ID=19769275
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002374068A Expired - Fee Related CA2374068C (en) | 1999-05-28 | 2000-05-08 | Halogen-free flame-retardant composition |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6767941B2 (enExample) |
| EP (1) | EP1189980B1 (enExample) |
| JP (1) | JP2004506048A (enExample) |
| CN (1) | CN100410303C (enExample) |
| AT (1) | ATE277113T1 (enExample) |
| AU (1) | AU4625600A (enExample) |
| CA (1) | CA2374068C (enExample) |
| DE (1) | DE60014080T2 (enExample) |
| NL (1) | NL1012176C2 (enExample) |
| TW (1) | TW553987B (enExample) |
| WO (1) | WO2000073375A2 (enExample) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7138448B2 (en) * | 2002-11-04 | 2006-11-21 | Ciba Specialty Chemicals Corporation | Flame retardant compositions |
| CN1331931C (zh) * | 2003-04-30 | 2007-08-15 | 刘信东 | 无卤低烟磷氮层状硅酸盐复合聚乙烯电线电缆护套料及制备方法 |
| US8034870B2 (en) * | 2003-12-17 | 2011-10-11 | Sabic Innovative Plastics Ip B.V. | Flame-retardant polyester composition |
| US8188172B2 (en) * | 2003-12-17 | 2012-05-29 | Sabic Innovative Plastics Ip B.V. | Polyester compositions, method of manufacture, and uses thereof |
| DE102004048876A1 (de) * | 2004-09-13 | 2006-03-30 | Bayer Ag | Halogenfreie flammgeschützte thermoplastische Formmassen auf Basis von Polyamid mit erhöhter Glühdrahtbeständigkeit |
| US7893141B2 (en) * | 2004-09-30 | 2011-02-22 | Sabic Innovative Plastics Ip B.V. | Halogen-free flame retardant polyester |
| CN102977588A (zh) * | 2004-11-22 | 2013-03-20 | 沙伯基础创新塑料知识产权有限公司 | 制备阻燃聚(亚芳基醚)/聚酰胺组合物的方法以及该组合物 |
| US7592382B2 (en) * | 2004-11-22 | 2009-09-22 | Sabic Innovative Plastics Ip B.V. | Flame retardant poly(arylene ether)/polyamide compositions, methods, and articles |
| US20060167143A1 (en) * | 2004-11-22 | 2006-07-27 | General Electric Company | Flame Retardant Poly(Arylene Ether)/Polyamide Composition |
| US20060111548A1 (en) * | 2004-11-22 | 2006-05-25 | Mark Elkovitch | Method of making a flame retardant poly(arylene ether)/polyamide composition and the composition thereof |
| CN101460591A (zh) * | 2006-04-04 | 2009-06-17 | 帝斯曼知识产权资产管理有限公司 | 无卤阻燃性聚酯组合物 |
| US20080075983A1 (en) * | 2006-09-25 | 2008-03-27 | Ming-Ming Chen | Flame-retardant filament and method of manufacture thereof and protective sleeves constructed therefrom |
| US8795557B2 (en) * | 2008-03-31 | 2014-08-05 | Sabic Innovative Plastics Ip B.V. | Flame resistant polyphthalamide/poly(arylene ether) composition |
| US7829614B2 (en) * | 2008-12-30 | 2010-11-09 | Sabic Innovative Plastics Ip B.V. | Reinforced polyester compositions, methods of manufacture, and articles thereof |
| US8138244B2 (en) * | 2008-12-30 | 2012-03-20 | Sabic Innovative Plastics Ip B.V. | Reinforced polyester compositions, method of manufacture, and articles thereof |
| US8871843B2 (en) * | 2009-12-15 | 2014-10-28 | Apple Inc. | Halogen-free flame retardant material |
| US8686072B2 (en) | 2010-06-29 | 2014-04-01 | Sabic Innovative Plastics Ip B.V. | Flame resistant polyester compositions, method of manufacture, and articles therof |
| US8716378B2 (en) | 2010-06-29 | 2014-05-06 | Sabic Innovative Plastics Ip B.V. | Flame resistant polyester compositions, method of manufacture, and articles thereof |
| US8604105B2 (en) | 2010-09-03 | 2013-12-10 | Eastman Chemical Company | Flame retardant copolyester compositions |
| KR101215315B1 (ko) * | 2011-01-07 | 2013-01-04 | (주)시너지매트리얼 | 할로겐 비함유 난연성 수지 조성물 |
| US8653168B2 (en) * | 2011-05-10 | 2014-02-18 | Basf Se | Flame-retardant thermoplastic molding composition |
| CN102367324B (zh) * | 2011-06-24 | 2013-01-16 | 深圳市科聚新材料有限公司 | 一种pbt复合材料及其制备方法 |
| JP2013189512A (ja) * | 2012-03-13 | 2013-09-26 | Ube Industries Ltd | ポリアミド樹脂組成物 |
| US9068120B2 (en) | 2012-08-09 | 2015-06-30 | Empire Technology Development Llc | Flame retardant nylon |
| US8865279B2 (en) | 2013-03-04 | 2014-10-21 | Sabic Global Technologies B.V. | Reinforced polyphthalamide/poly(phenylene ether) composition |
| CN105592893A (zh) * | 2013-10-02 | 2016-05-18 | 英派尔科技开发有限公司 | 能够利用环化机理的无溴阻燃(fr)剂 |
| EP2927272B1 (de) | 2014-03-31 | 2017-08-16 | Ems-Patent Ag | Polyamid-Formmassen, Verfahren zu deren Herstellung und Verwendungen dieser Polyamid-Formmassen |
| SE1650882A1 (en) | 2016-06-21 | 2017-11-07 | Pp Polymer Ab | Flame retardant additive for polymers |
| CN112409786B (zh) * | 2020-10-12 | 2022-05-20 | 金发科技股份有限公司 | 一种低模垢无卤阻燃热塑性聚酰胺组合物及其制备方法和应用 |
Family Cites Families (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2827867A1 (de) * | 1978-06-24 | 1980-01-17 | Hoechst Ag | Schwerentflammbare thermoplasten |
| JPS5592758A (en) * | 1978-11-06 | 1980-07-14 | Toray Ind Inc | Resin composition |
| JPS55139448A (en) * | 1979-04-17 | 1980-10-31 | Toray Ind Inc | Thermoplastic polyester composition for molding |
| JPS5755957A (en) * | 1980-09-22 | 1982-04-03 | Toray Ind Inc | Flame-retardant polyester composition |
| EP0276327B1 (en) * | 1986-08-04 | 1993-04-07 | Toray Industries, Inc. | Resin composition and process for its preparation |
| US5091478A (en) * | 1986-11-14 | 1992-02-25 | E. I. Du Pont De Nemours And Company | Partially grafted thermoplastic compositions |
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-
1999
- 1999-05-28 NL NL1012176A patent/NL1012176C2/nl not_active IP Right Cessation
-
2000
- 2000-05-08 JP JP2001500699A patent/JP2004506048A/ja active Pending
- 2000-05-08 WO PCT/NL2000/000293 patent/WO2000073375A2/en not_active Ceased
- 2000-05-08 AU AU46256/00A patent/AU4625600A/en not_active Abandoned
- 2000-05-08 EP EP00927954A patent/EP1189980B1/en not_active Expired - Lifetime
- 2000-05-08 DE DE60014080T patent/DE60014080T2/de not_active Expired - Lifetime
- 2000-05-08 CA CA002374068A patent/CA2374068C/en not_active Expired - Fee Related
- 2000-05-08 AT AT00927954T patent/ATE277113T1/de not_active IP Right Cessation
- 2000-05-08 CN CNB00808131XA patent/CN100410303C/zh not_active Expired - Fee Related
- 2000-05-09 TW TW089108813A patent/TW553987B/zh not_active IP Right Cessation
-
2001
- 2001-11-27 US US09/993,927 patent/US6767941B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2374068A1 (en) | 2000-12-07 |
| CN1382180A (zh) | 2002-11-27 |
| EP1189980A2 (en) | 2002-03-27 |
| DE60014080T2 (de) | 2005-10-06 |
| NL1012176C2 (nl) | 2000-11-30 |
| AU4625600A (en) | 2000-12-18 |
| DE60014080D1 (de) | 2004-10-28 |
| US20020096669A1 (en) | 2002-07-25 |
| WO2000073375A2 (en) | 2000-12-07 |
| JP2004506048A (ja) | 2004-02-26 |
| ATE277113T1 (de) | 2004-10-15 |
| CN100410303C (zh) | 2008-08-13 |
| TW553987B (en) | 2003-09-21 |
| US6767941B2 (en) | 2004-07-27 |
| WO2000073375A3 (en) | 2002-01-24 |
| EP1189980B1 (en) | 2004-09-22 |
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