CA1061026A - Fire-retardant thermoplastic polyester resin compositions and method for imparting fire retardancy to polyester resins - Google Patents
Fire-retardant thermoplastic polyester resin compositions and method for imparting fire retardancy to polyester resinsInfo
- Publication number
- CA1061026A CA1061026A CA237,811A CA237811A CA1061026A CA 1061026 A CA1061026 A CA 1061026A CA 237811 A CA237811 A CA 237811A CA 1061026 A CA1061026 A CA 1061026A
- Authority
- CA
- Canada
- Prior art keywords
- weight
- parts
- fire
- group
- fire retardant
- 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
Links
- 239000003063 flame retardant Substances 0.000 title claims abstract description 60
- 239000000203 mixture Substances 0.000 title claims abstract description 33
- 229920001225 polyester resin Polymers 0.000 title claims abstract description 26
- 239000004645 polyester resin Substances 0.000 title claims abstract description 26
- 229920006230 thermoplastic polyester resin Polymers 0.000 title claims abstract description 4
- 238000000034 method Methods 0.000 title claims description 20
- -1 alkaline earth metal carbonate Chemical class 0.000 claims abstract description 65
- 125000003118 aryl group Chemical group 0.000 claims abstract description 49
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 26
- 229920000728 polyester Polymers 0.000 claims description 27
- 150000001875 compounds Chemical class 0.000 claims description 23
- 239000003365 glass fiber Substances 0.000 claims description 23
- 239000000654 additive Substances 0.000 claims description 15
- 238000002156 mixing Methods 0.000 claims description 11
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical class [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 9
- 150000001491 aromatic compounds Chemical class 0.000 claims description 9
- 239000003607 modifier Substances 0.000 claims description 9
- 239000002667 nucleating agent Substances 0.000 claims description 9
- 230000000996 additive effect Effects 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 239000003381 stabilizer Substances 0.000 claims description 8
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 7
- 150000001334 alicyclic compounds Chemical class 0.000 claims description 6
- 239000003086 colorant Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 239000000314 lubricant Substances 0.000 claims description 5
- 229920000874 polytetramethylene terephthalate Polymers 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 239000004604 Blowing Agent Substances 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 239000011256 inorganic filler Substances 0.000 claims description 4
- 229910003475 inorganic filler Inorganic materials 0.000 claims description 4
- 229920002215 polytrimethylene terephthalate Polymers 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 3
- 230000000737 periodic effect Effects 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 2
- XFDQYYUJIBWHQS-UHFFFAOYSA-N 3,10-dioxabicyclo[10.2.2]hexadeca-1(14),12,15-triene-2,11-dione Chemical compound O=C1OCCCCCCOC(=O)C2=CC=C1C=C2 XFDQYYUJIBWHQS-UHFFFAOYSA-N 0.000 claims 1
- 229920005989 resin Polymers 0.000 description 16
- 239000011347 resin Substances 0.000 description 16
- 238000012360 testing method Methods 0.000 description 15
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 10
- 229910052736 halogen Inorganic materials 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 150000002367 halogens Chemical class 0.000 description 8
- 239000004593 Epoxy Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Inorganic materials O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 7
- 229920001169 thermoplastic Polymers 0.000 description 7
- 239000004416 thermosoftening plastic Substances 0.000 description 7
- 229910019142 PO4 Inorganic materials 0.000 description 6
- 150000002736 metal compounds Chemical class 0.000 description 6
- 235000021317 phosphate Nutrition 0.000 description 6
- 229920005992 thermoplastic resin Polymers 0.000 description 6
- 229910000019 calcium carbonate Inorganic materials 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 229920000139 polyethylene terephthalate Polymers 0.000 description 5
- 230000003405 preventing effect Effects 0.000 description 5
- 239000011342 resin composition Substances 0.000 description 5
- 230000000979 retarding effect Effects 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 238000005452 bending Methods 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 150000002009 diols Chemical class 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 150000002896 organic halogen compounds Chemical class 0.000 description 4
- 229910052698 phosphorus Inorganic materials 0.000 description 4
- 239000011574 phosphorus Substances 0.000 description 4
- 235000014786 phosphorus Nutrition 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 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 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- WHHGLZMJPXIBIX-UHFFFAOYSA-N decabromodiphenyl ether Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1OC1=C(Br)C(Br)=C(Br)C(Br)=C1Br WHHGLZMJPXIBIX-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 229920000578 graft copolymer Polymers 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000002903 organophosphorus compounds Chemical class 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 3
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- HFZWRUODUSTPEG-UHFFFAOYSA-N 2,4-dichlorophenol Chemical compound OC1=CC=C(Cl)C=C1Cl HFZWRUODUSTPEG-UHFFFAOYSA-N 0.000 description 2
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- ASMQGLCHMVWBQR-UHFFFAOYSA-N Diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(O)OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- 206010056740 Genital discharge Diseases 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 150000007824 aliphatic compounds Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000010425 asbestos Substances 0.000 description 2
- AYJRCSIUFZENHW-UHFFFAOYSA-L barium carbonate Chemical compound [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 0.000 description 2
- 150000001555 benzenes Chemical class 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- CAYGQBVSOZLICD-UHFFFAOYSA-N hexabromobenzene Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1Br CAYGQBVSOZLICD-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000012778 molding material Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 2
- 150000003018 phosphorus compounds Chemical class 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- 238000009877 rendering Methods 0.000 description 2
- 239000003340 retarding agent Substances 0.000 description 2
- 229910052895 riebeckite Inorganic materials 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- AQPHBYQUCKHJLT-UHFFFAOYSA-N 1,2,3,4,5-pentabromo-6-(2,3,4,5,6-pentabromophenyl)benzene Chemical group BrC1=C(Br)C(Br)=C(Br)C(Br)=C1C1=C(Br)C(Br)=C(Br)C(Br)=C1Br AQPHBYQUCKHJLT-UHFFFAOYSA-N 0.000 description 1
- OYSVBCSOQFXYHK-UHFFFAOYSA-N 1,3-dibromo-2,2-bis(bromomethyl)propane Chemical compound BrCC(CBr)(CBr)CBr OYSVBCSOQFXYHK-UHFFFAOYSA-N 0.000 description 1
- FYEICUJLVWWATQ-UHFFFAOYSA-N 1,3-dibromo-2-[(2,6-dibromophenyl)methyl]benzene Chemical compound BrC1=CC=CC(Br)=C1CC1=C(Br)C=CC=C1Br FYEICUJLVWWATQ-UHFFFAOYSA-N 0.000 description 1
- SKLOHZRZUDVZDA-UHFFFAOYSA-N 1,3-dichloro-2-[2-(2,6-dichlorophenyl)ethyl]benzene Chemical compound ClC1=CC=CC(Cl)=C1CCC1=C(Cl)C=CC=C1Cl SKLOHZRZUDVZDA-UHFFFAOYSA-N 0.000 description 1
- MZGIQLRQZHLDMY-UHFFFAOYSA-N 1,3-dichloro-2-[2-(2,6-dichlorophenyl)pentan-2-yl]benzene Chemical compound ClC=1C=CC=C(Cl)C=1C(C)(CCC)C1=C(Cl)C=CC=C1Cl MZGIQLRQZHLDMY-UHFFFAOYSA-N 0.000 description 1
- AEYSBXOAQUTNNK-UHFFFAOYSA-N 1,3-dichloro-5-[1-(3,5-dichlorophenyl)ethyl]benzene Chemical compound C=1C(Cl)=CC(Cl)=CC=1C(C)C1=CC(Cl)=CC(Cl)=C1 AEYSBXOAQUTNNK-UHFFFAOYSA-N 0.000 description 1
- UFSATALLDGOPCE-UHFFFAOYSA-N 1,3-dichloro-5-[2-(3,5-dichlorophenyl)propan-2-yl]benzene Chemical compound C=1C(Cl)=CC(Cl)=CC=1C(C)(C)C1=CC(Cl)=CC(Cl)=C1 UFSATALLDGOPCE-UHFFFAOYSA-N 0.000 description 1
- YYZGAPJCNYTXQY-UHFFFAOYSA-N 1,3-dichloro-5-[cyclohexyl-(3,5-dichlorophenyl)methyl]benzene Chemical compound ClC1=CC(Cl)=CC(C(C2CCCCC2)C=2C=C(Cl)C=C(Cl)C=2)=C1 YYZGAPJCNYTXQY-UHFFFAOYSA-N 0.000 description 1
- ZPQOPVIELGIULI-UHFFFAOYSA-N 1,3-dichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1 ZPQOPVIELGIULI-UHFFFAOYSA-N 0.000 description 1
- SWJPEBQEEAHIGZ-UHFFFAOYSA-N 1,4-dibromobenzene Chemical compound BrC1=CC=C(Br)C=C1 SWJPEBQEEAHIGZ-UHFFFAOYSA-N 0.000 description 1
- FPYGQQPAMXFHJF-UHFFFAOYSA-N 1-bromo-2-(4-bromophenyl)benzene Chemical group C1=CC(Br)=CC=C1C1=CC=CC=C1Br FPYGQQPAMXFHJF-UHFFFAOYSA-N 0.000 description 1
- HQJQYILBCQPYBI-UHFFFAOYSA-N 1-bromo-4-(4-bromophenyl)benzene Chemical group C1=CC(Br)=CC=C1C1=CC=C(Br)C=C1 HQJQYILBCQPYBI-UHFFFAOYSA-N 0.000 description 1
- YEGLPHBDXGKSGI-UHFFFAOYSA-N 1-bromo-4-[(4-bromo-3-nitrophenyl)methyl]-2-nitrobenzene Chemical compound C1=C(Br)C([N+](=O)[O-])=CC(CC=2C=C(C(Br)=CC=2)[N+]([O-])=O)=C1 YEGLPHBDXGKSGI-UHFFFAOYSA-N 0.000 description 1
- FJSMOIUAQNSGID-UHFFFAOYSA-N 1-bromo-4-[1-(4-bromo-3-phenylphenyl)ethyl]-2-phenylbenzene Chemical compound C=1C=C(Br)C(C=2C=CC=CC=2)=CC=1C(C)C(C=1)=CC=C(Br)C=1C1=CC=CC=C1 FJSMOIUAQNSGID-UHFFFAOYSA-N 0.000 description 1
- JAYCNKDKIKZTAF-UHFFFAOYSA-N 1-chloro-2-(2-chlorophenyl)benzene Chemical group ClC1=CC=CC=C1C1=CC=CC=C1Cl JAYCNKDKIKZTAF-UHFFFAOYSA-N 0.000 description 1
- JIJCTHVVFOCUSV-UHFFFAOYSA-N 1-chloro-2-[(2-chlorophenyl)methyl]benzene Chemical compound ClC1=CC=CC=C1CC1=CC=CC=C1Cl JIJCTHVVFOCUSV-UHFFFAOYSA-N 0.000 description 1
- IKAGDIWPCLTVRI-UHFFFAOYSA-N 1-chloro-4-[(4-chlorophenyl)-phenylmethyl]benzene Chemical compound C1=CC(Cl)=CC=C1C(C=1C=CC(Cl)=CC=1)C1=CC=CC=C1 IKAGDIWPCLTVRI-UHFFFAOYSA-N 0.000 description 1
- NVGMYJQFGHPBJO-UHFFFAOYSA-N 1-iodo-4-[1-(4-iodophenyl)ethyl]benzene Chemical compound C=1C=C(I)C=CC=1C(C)C1=CC=C(I)C=C1 NVGMYJQFGHPBJO-UHFFFAOYSA-N 0.000 description 1
- CHUGKEQJSLOLHL-UHFFFAOYSA-N 2,2-Bis(bromomethyl)propane-1,3-diol Chemical compound OCC(CO)(CBr)CBr CHUGKEQJSLOLHL-UHFFFAOYSA-N 0.000 description 1
- PNXPXUDJXYVOFM-UHFFFAOYSA-N 2,3,5,6-tetrabromoterephthalic acid Chemical compound OC(=O)C1=C(Br)C(Br)=C(C(O)=O)C(Br)=C1Br PNXPXUDJXYVOFM-UHFFFAOYSA-N 0.000 description 1
- UFNIBRDIUNVOMX-UHFFFAOYSA-N 2,4'-dichlorobiphenyl Chemical group C1=CC(Cl)=CC=C1C1=CC=CC=C1Cl UFNIBRDIUNVOMX-UHFFFAOYSA-N 0.000 description 1
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 1
- UBJWRBZIWNERQZ-UHFFFAOYSA-N 2,4-dibromo-1-(2,4-dibromophenyl)benzene Chemical group BrC1=CC(Br)=CC=C1C1=CC=C(Br)C=C1Br UBJWRBZIWNERQZ-UHFFFAOYSA-N 0.000 description 1
- WTPYFJNYAMXZJG-UHFFFAOYSA-N 2-[4-(2-hydroxyethoxy)phenoxy]ethanol Chemical compound OCCOC1=CC=C(OCCO)C=C1 WTPYFJNYAMXZJG-UHFFFAOYSA-N 0.000 description 1
- YTVQIZRDLKWECQ-UHFFFAOYSA-N 2-benzoylcyclohexan-1-one Chemical compound C=1C=CC=CC=1C(=O)C1CCCCC1=O YTVQIZRDLKWECQ-UHFFFAOYSA-N 0.000 description 1
- WKOZPNLVEMGPKZ-UHFFFAOYSA-N 2-chloro-1-[1-(2-chloro-4-iodophenyl)ethyl]-4-iodobenzene Chemical compound C=1C=C(I)C=C(Cl)C=1C(C)C1=CC=C(I)C=C1Cl WKOZPNLVEMGPKZ-UHFFFAOYSA-N 0.000 description 1
- KNAYFTLQGLOEMT-UHFFFAOYSA-N 2-chloro-1-[1-(2-chloro-4-methylphenyl)ethyl]-4-methylbenzene Chemical compound C=1C=C(C)C=C(Cl)C=1C(C)C1=CC=C(C)C=C1Cl KNAYFTLQGLOEMT-UHFFFAOYSA-N 0.000 description 1
- QDLYDXLYPXBEKO-UHFFFAOYSA-N 2-ethylhexyl bis(4-methylphenyl) phosphate Chemical compound C=1C=C(C)C=CC=1OP(=O)(OCC(CC)CCCC)OC1=CC=C(C)C=C1 QDLYDXLYPXBEKO-UHFFFAOYSA-N 0.000 description 1
- GQPZHNGYFYMRTD-UHFFFAOYSA-N 2-hydroxy-4-phenyl-1,3,2$l^{5}-dioxaphospholane 2-oxide Chemical compound O1P(O)(=O)OCC1C1=CC=CC=C1 GQPZHNGYFYMRTD-UHFFFAOYSA-N 0.000 description 1
- ISUMUAKOGDLTCO-UHFFFAOYSA-N 2-hydroxy-5-methylbenzotriazole Chemical compound C1=C(C)C=CC2=NN(O)N=C21 ISUMUAKOGDLTCO-UHFFFAOYSA-N 0.000 description 1
- CKNCVRMXCLUOJI-UHFFFAOYSA-N 3,3'-dibromobisphenol A Chemical compound C=1C=C(O)C(Br)=CC=1C(C)(C)C1=CC=C(O)C(Br)=C1 CKNCVRMXCLUOJI-UHFFFAOYSA-N 0.000 description 1
- BURUBFUVLOSRSC-UHFFFAOYSA-N 3,5-dichloro-4-[(2,6-dichloro-4-hydroxy-3-methoxyphenyl)methyl]-2-methoxyphenol Chemical compound COC1=C(O)C=C(Cl)C(CC=2C(=C(OC)C(O)=CC=2Cl)Cl)=C1Cl BURUBFUVLOSRSC-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- PJIIWWVHGXJKGG-UHFFFAOYSA-N 4,6-dichloro-1-[2-(4,6-dichloronaphthalen-1-yl)propan-2-yl]naphthalene Chemical compound ClC1=CC=C2C(C(C)(C=3C4=CC=C(Cl)C=C4C(Cl)=CC=3)C)=CC=C(Cl)C2=C1 PJIIWWVHGXJKGG-UHFFFAOYSA-N 0.000 description 1
- RQTHENDJMJNVMW-UHFFFAOYSA-N 5-tert-butyl-3-chloro-2-hydroxy-1h-benzotriazole Chemical compound CC(C)(C)C1=CC=C2NN(O)N(Cl)C2=C1 RQTHENDJMJNVMW-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
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- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
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- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- YTFJQDNGSQJFNA-UHFFFAOYSA-N benzyl dihydrogen phosphate Chemical compound OP(O)(=O)OCC1=CC=CC=C1 YTFJQDNGSQJFNA-UHFFFAOYSA-N 0.000 description 1
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- OFOXPUGNNSFGPE-UHFFFAOYSA-N bis(2,2-dimethylpropyl) phenyl phosphate Chemical compound CC(C)(C)COP(=O)(OCC(C)(C)C)OC1=CC=CC=C1 OFOXPUGNNSFGPE-UHFFFAOYSA-N 0.000 description 1
- XIMUORXKUCOUFY-UHFFFAOYSA-N bis(2-ethylhexyl) (4-methylphenyl) phosphate Chemical compound CCCCC(CC)COP(=O)(OCC(CC)CCCC)OC1=CC=C(C)C=C1 XIMUORXKUCOUFY-UHFFFAOYSA-N 0.000 description 1
- ZXZYMQCBRZBVIC-UHFFFAOYSA-N bis(2-ethylhexyl) phenyl phosphate Chemical compound CCCCC(CC)COP(=O)(OCC(CC)CCCC)OC1=CC=CC=C1 ZXZYMQCBRZBVIC-UHFFFAOYSA-N 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
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- 239000004927 clay Substances 0.000 description 1
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- 238000006482 condensation reaction Methods 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- DMSZORWOGDLWGN-UHFFFAOYSA-N ctk1a3526 Chemical compound NP(N)(N)=O DMSZORWOGDLWGN-UHFFFAOYSA-N 0.000 description 1
- NLCKLZIHJQEMCU-UHFFFAOYSA-N cyano prop-2-enoate Chemical class C=CC(=O)OC#N NLCKLZIHJQEMCU-UHFFFAOYSA-N 0.000 description 1
- PDXRQENMIVHKPI-UHFFFAOYSA-N cyclohexane-1,1-diol Chemical compound OC1(O)CCCCC1 PDXRQENMIVHKPI-UHFFFAOYSA-N 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- YICSVBJRVMLQNS-UHFFFAOYSA-N dibutyl phenyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OC1=CC=CC=C1 YICSVBJRVMLQNS-UHFFFAOYSA-N 0.000 description 1
- RYSCVIAVOSESIU-UHFFFAOYSA-N didodecyl (4-methylphenyl) phosphate Chemical compound CCCCCCCCCCCCOP(=O)(OCCCCCCCCCCCC)OC1=CC=C(C)C=C1 RYSCVIAVOSESIU-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- CIJWIJSYZZLMGD-UHFFFAOYSA-N diphenylphosphoryloxybenzene Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)OC1=CC=CC=C1 CIJWIJSYZZLMGD-UHFFFAOYSA-N 0.000 description 1
- VIQSRHWJEKERKR-UHFFFAOYSA-L disodium;terephthalate Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=C(C([O-])=O)C=C1 VIQSRHWJEKERKR-UHFFFAOYSA-L 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- JSPBAVGTJNAVBJ-UHFFFAOYSA-N ethyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCC)OC1=CC=CC=C1 JSPBAVGTJNAVBJ-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- FLBJFXNAEMSXGL-UHFFFAOYSA-N het anhydride Chemical compound O=C1OC(=O)C2C1C1(Cl)C(Cl)=C(Cl)C2(Cl)C1(Cl)Cl FLBJFXNAEMSXGL-UHFFFAOYSA-N 0.000 description 1
- CKAPSXZOOQJIBF-UHFFFAOYSA-N hexachlorobenzene Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl CKAPSXZOOQJIBF-UHFFFAOYSA-N 0.000 description 1
- UBIJTWDKTYCPMQ-UHFFFAOYSA-N hexachlorophosphazene Chemical compound ClP1(Cl)=NP(Cl)(Cl)=NP(Cl)(Cl)=N1 UBIJTWDKTYCPMQ-UHFFFAOYSA-N 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- BDAGIHXWWSANSR-NJFSPNSNSA-N hydroxyformaldehyde Chemical compound O[14CH]=O BDAGIHXWWSANSR-NJFSPNSNSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 239000012170 montan wax Substances 0.000 description 1
- WPUMVKJOWWJPRK-UHFFFAOYSA-N naphthalene-2,7-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=CC2=CC(C(=O)O)=CC=C21 WPUMVKJOWWJPRK-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- GCTMVWJHICUMRV-UHFFFAOYSA-N octan-3-yl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OC(CC)CCCCC)OC1=CC=CC=C1 GCTMVWJHICUMRV-UHFFFAOYSA-N 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical group [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229960000969 phenyl salicylate Drugs 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 125000005538 phosphinite group Chemical group 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 125000005541 phosphonamide group Chemical group 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920006380 polyphenylene oxide Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000018 strontium carbonate Inorganic materials 0.000 description 1
- WSANLGASBHUYGD-UHFFFAOYSA-N sulfidophosphanium Chemical class S=[PH3] WSANLGASBHUYGD-UHFFFAOYSA-N 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 238000001721 transfer moulding Methods 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 description 1
- VYNGFCUGSYEOOZ-UHFFFAOYSA-N triphenylphosphine sulfide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=S)C1=CC=CC=C1 VYNGFCUGSYEOOZ-UHFFFAOYSA-N 0.000 description 1
- OOZBTDPWFHJVEK-UHFFFAOYSA-N tris(2-nonylphenyl) phosphate Chemical compound CCCCCCCCCC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC OOZBTDPWFHJVEK-UHFFFAOYSA-N 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- 210000002268 wool Anatomy 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
-
- 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
- C08K13/00—Use of mixtures of ingredients not covered by one single of the preceding main groups, each of these compounds being essential
- C08K13/02—Organic and inorganic ingredients
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—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
- C08K5/02—Halogenated hydrocarbons
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 (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11870674A JPS536016B2 (en, 2012) | 1974-10-17 | 1974-10-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1061026A true CA1061026A (en) | 1979-08-21 |
Family
ID=14743102
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA237,811A Expired CA1061026A (en) | 1974-10-17 | 1975-10-16 | Fire-retardant thermoplastic polyester resin compositions and method for imparting fire retardancy to polyester resins |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4102853A (en, 2012) |
| JP (1) | JPS536016B2 (en, 2012) |
| CA (1) | CA1061026A (en, 2012) |
| DE (1) | DE2546674C2 (en, 2012) |
| FR (1) | FR2288122A1 (en, 2012) |
| GB (1) | GB1511279A (en, 2012) |
| NL (1) | NL7512217A (en, 2012) |
Families Citing this family (51)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS592466B2 (ja) * | 1977-05-18 | 1984-01-18 | 帝人株式会社 | 難燃性樹脂組成物 |
| JPS541361A (en) * | 1977-06-07 | 1979-01-08 | Teijin Ltd | Polyester composition |
| US4168259A (en) * | 1977-07-11 | 1979-09-18 | Gaf Corporation | Glass reinforced PBT resins |
| DE2943535A1 (de) * | 1979-10-27 | 1981-05-07 | Dynamit Nobel Ag, 5210 Troisdorf | Flammgeschuetztes polybutylenterephthalat mit verbesserter viskositaet |
| US4483955A (en) * | 1980-08-06 | 1984-11-20 | Celanese Corporation | High gloss polyethylene terephthalate reinforced resin compositions |
| CA1174780A (en) * | 1980-08-06 | 1984-09-18 | John Christiansen | High gloss polyethylene terephthalate reinforced resin compositions |
| US4425457A (en) | 1980-08-06 | 1984-01-10 | Celanese Corporation | High gloss polyethylene terephthalate reinforced resin compositions |
| JPS5755957A (en) * | 1980-09-22 | 1982-04-03 | Toray Ind Inc | Flame-retardant polyester composition |
| US4401784A (en) * | 1981-01-27 | 1983-08-30 | Ciba-Geigy Corporation | Thermoplastic moulding composition and use thereof |
| JPS5871944A (ja) * | 1981-10-26 | 1983-04-28 | Polyplastics Co | 耐熱安定性ポリエステル組成物 |
| IL80021A (en) * | 1985-11-13 | 1993-04-04 | Bromine Compounds Ltd | Granular flame retardant agents, process for their preparation and articles obtained thereby |
| JP2848865B2 (ja) * | 1989-10-04 | 1999-01-20 | 帝人株式会社 | 難燃性樹脂組成物及び電気部品用成形品 |
| GB9013881D0 (en) * | 1990-06-21 | 1990-08-15 | Bip Chem Ltd | Improvements in or relating to polyamide compositions |
| US5593619A (en) * | 1992-10-22 | 1997-01-14 | Albemarle Corporation | Granulated flame retardant products |
| CA2183187C (en) * | 1995-08-25 | 2001-01-02 | Akira Kasari | Aqueous colored base coating composition and method for forming topcoat |
| US5965639A (en) * | 1996-10-16 | 1999-10-12 | Toray Industries, Inc. | Flame retardant resin composition |
| US6239197B1 (en) | 1999-04-23 | 2001-05-29 | Great Lakes Chemical Corporation | Vacuum de-aerated powdered polymer additives |
| DE10002163A1 (de) * | 2000-01-20 | 2001-07-26 | Mitsubishi Polyester Film Gmbh | Weiße, schwerentflammbare, UV-stabile Folie aus einem kristallisierbaren Thermoplasten, Verfahren zu ihrer Herstellung und ihre Verwendung |
| DE10002161A1 (de) * | 2000-01-20 | 2001-07-26 | Mitsubishi Polyester Film Gmbh | Matte, flammhemmend ausgerüstete koextrudierte Polyesterfolie, Verfahren zu ihrer Herstellung und ihre Verwendung |
| DE10002160A1 (de) * | 2000-01-20 | 2001-07-26 | Mitsubishi Polyester Film Gmbh | Matte, UV-stabile, schwerentflammbare koextrudierte Polyesterfolie, Verfahren zu ihrer Herstellung und ihre Verwendung |
| DE10002169A1 (de) * | 2000-01-20 | 2001-07-26 | Mitsubishi Polyester Film Gmbh | Matte, UV-stabile, thermoformbare, koextrudierte Polyesterfolie, Verfahren zu ihrer Herstellung und ihre Verwendung |
| WO2001053407A2 (de) * | 2000-01-20 | 2001-07-26 | Mitsubishi Polyester Film Gmbh | Weisse, schwerentflammbare, uv-stabile, thermoformbare folie aus einem kristallisierbaren thermoplasten |
| DE10007725A1 (de) * | 2000-02-19 | 2001-08-23 | Mitsubishi Polyester Film Gmbh | Einseitig matte, siegelfähige, UV stabilisierte und flammhemmend ausgerüstete, koextrudierte, biaxial orientierte Polyesterfolie, Verfahren zu ihrer Herstellung ihre Verwendung |
| DE10007730A1 (de) * | 2000-02-19 | 2001-08-23 | Mitsubishi Polyester Film Gmbh | Transparente, siegelfähige, flammhemmend ausgerüstete Polyesterfolie, Verfahren zu ihrer Herstellung und ihre Verwendung |
| KR100406593B1 (ko) * | 2001-06-08 | 2003-11-20 | 제일모직주식회사 | 난연성 열가소성 수지조성물 |
| KR100401326B1 (ko) * | 2001-06-08 | 2003-10-10 | 제일모직주식회사 | 난연성 열가소성 수지조성물 |
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| US9856371B2 (en) | 2014-06-27 | 2018-01-02 | Lotte Advanced Materials Co., Ltd. | Thermoplastic resin composition and low-gloss molded article made therefrom |
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| GB1090598A (en) * | 1964-08-17 | 1967-11-08 | Hooker Chemical Corp | Polymers and coatings rendered flame retardant by the addition of halogenated cyclopentadiene diels-alder adducts |
| US3516957A (en) * | 1968-04-29 | 1970-06-23 | Eastman Kodak Co | Thermoplastic polyester composition containing organic ester mold release agent |
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| US3624024A (en) * | 1970-02-24 | 1971-11-30 | Eastman Kodak Co | Flame retardant poly(tetramethylene terephthalate) molding compositions |
| US3647747A (en) * | 1970-04-15 | 1972-03-07 | Gen Electric | High temperature molding flame retardant polycarbonate composition |
| BE755318A (fr) * | 1970-06-16 | 1971-02-26 | Celanese Corp | Composition peu ou pas combustible de poly (terephtalate d'alkylene) a mouler |
| US3688001A (en) * | 1970-08-03 | 1972-08-29 | Dow Chemical Co | Carbonates containing halogenated neopentyl groups |
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| US3847861A (en) * | 1971-09-14 | 1974-11-12 | Allied Chem | Polyethylene terephthalate |
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| JPS52503B2 (en, 2012) * | 1971-12-29 | 1977-01-08 | ||
| DE2226931A1 (de) * | 1972-06-02 | 1973-12-13 | Basf Ag | Flammwidrige glasfaserverstaerkte formmassen auf basis gesaettigter linearer polyester, insbesondere polybutylenterephthalat |
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| DE2247652A1 (de) * | 1972-09-28 | 1974-04-04 | Basf Ag | Schwer entflammbare und selbstverloeschende formmassen |
| DE2252258A1 (de) * | 1972-10-25 | 1974-05-09 | Hoechst Ag | Schwerentflammbare thermoplastische polyester |
| US4010219A (en) * | 1972-12-28 | 1977-03-01 | Toray Industries, Inc. | Flame retardant polyester composition |
| DE2302583A1 (de) * | 1973-01-19 | 1974-07-25 | Basf Ag | Selbstverloeschende polyester-formmassen |
| US3867336A (en) * | 1973-04-13 | 1975-02-18 | Gen Electric | Flame retardant thermoplastic compositions |
| US3909485A (en) * | 1973-07-11 | 1975-09-30 | Mitsubishi Rayon Co | Flame-resistant glass-fiber reinforced polytetramethylene terephthalate resin composition |
| JPS5720974B2 (en, 2012) * | 1973-09-14 | 1982-05-04 | ||
| DE2512504A1 (de) * | 1975-03-21 | 1976-10-07 | Basf Ag | Polyesterformmassen mit verminderter brennbarkeit |
-
1974
- 1974-10-17 JP JP11870674A patent/JPS536016B2/ja not_active Expired
-
1975
- 1975-10-15 GB GB42320/75A patent/GB1511279A/en not_active Expired
- 1975-10-15 US US05/622,498 patent/US4102853A/en not_active Expired - Lifetime
- 1975-10-16 CA CA237,811A patent/CA1061026A/en not_active Expired
- 1975-10-17 FR FR7531864A patent/FR2288122A1/fr active Granted
- 1975-10-17 DE DE2546674A patent/DE2546674C2/de not_active Expired
- 1975-10-17 NL NL7512217A patent/NL7512217A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5146344A (en, 2012) | 1976-04-20 |
| US4102853A (en) | 1978-07-25 |
| DE2546674C2 (de) | 1982-07-22 |
| FR2288122A1 (fr) | 1976-05-14 |
| JPS536016B2 (en, 2012) | 1978-03-03 |
| DE2546674A1 (de) | 1976-04-29 |
| FR2288122B1 (en, 2012) | 1978-04-07 |
| GB1511279A (en) | 1978-05-17 |
| NL7512217A (nl) | 1976-04-21 |
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