JPH0528743B2 - - Google Patents
Info
- Publication number
- JPH0528743B2 JPH0528743B2 JP16743987A JP16743987A JPH0528743B2 JP H0528743 B2 JPH0528743 B2 JP H0528743B2 JP 16743987 A JP16743987 A JP 16743987A JP 16743987 A JP16743987 A JP 16743987A JP H0528743 B2 JPH0528743 B2 JP H0528743B2
- Authority
- JP
- Japan
- Prior art keywords
- tribromoneopentyl
- phosphate
- flame
- bis
- organic polymer
- 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
- 239000003063 flame retardant Substances 0.000 claims description 100
- 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 description 95
- 229920000620 organic polymer Polymers 0.000 claims description 63
- -1 hydroquinone compound Chemical class 0.000 claims description 56
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 53
- 229910052794 bromium Inorganic materials 0.000 claims description 53
- 239000000203 mixture Substances 0.000 claims description 46
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 43
- 150000002903 organophosphorus compounds Chemical class 0.000 claims description 37
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N 1,4-Benzenediol Natural products OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 17
- JZODKRWQWUWGCD-UHFFFAOYSA-N 2,5-di-tert-butylbenzene-1,4-diol Chemical compound CC(C)(C)C1=CC(O)=C(C(C)(C)C)C=C1O JZODKRWQWUWGCD-UHFFFAOYSA-N 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 4
- 239000004743 Polypropylene Substances 0.000 claims description 4
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 4
- 229920001155 polypropylene Polymers 0.000 claims description 4
- CZNRFEXEPBITDS-UHFFFAOYSA-N 2,5-bis(2-methylbutan-2-yl)benzene-1,4-diol Chemical compound CCC(C)(C)C1=CC(O)=C(C(C)(C)CC)C=C1O CZNRFEXEPBITDS-UHFFFAOYSA-N 0.000 claims description 3
- VMOLKRZNIZWXAZ-UHFFFAOYSA-N 3,3-dichloropropyl bis(1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound BrCC(C)(C)C(Br)(Br)OP(=O)(OCCC(Cl)Cl)OC(Br)(Br)C(C)(C)CBr VMOLKRZNIZWXAZ-UHFFFAOYSA-N 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 239000004793 Polystyrene Substances 0.000 claims description 3
- KOUAXZBXYWNVHI-UHFFFAOYSA-N bis(3,3-dichloropropyl) (1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound BrCC(C)(C)C(Br)(Br)OP(=O)(OCCC(Cl)Cl)OCCC(Cl)Cl KOUAXZBXYWNVHI-UHFFFAOYSA-N 0.000 claims description 3
- 229920005669 high impact polystyrene Polymers 0.000 claims description 3
- 239000004797 high-impact polystyrene Substances 0.000 claims description 3
- 239000010452 phosphate Substances 0.000 claims description 3
- 229920002635 polyurethane Polymers 0.000 claims description 3
- 239000004814 polyurethane Substances 0.000 claims description 3
- BHYQWBKCXBXPKM-UHFFFAOYSA-N tris[3-bromo-2,2-bis(bromomethyl)propyl] phosphate Chemical compound BrCC(CBr)(CBr)COP(=O)(OCC(CBr)(CBr)CBr)OCC(CBr)(CBr)CBr BHYQWBKCXBXPKM-UHFFFAOYSA-N 0.000 claims description 3
- WESVFLQWZCBKSK-UHFFFAOYSA-N (1,1,3-tribromo-2,2-dimethylpropyl) dihydrogen phosphate Chemical compound BrCC(C)(C)C(Br)(Br)OP(O)(O)=O WESVFLQWZCBKSK-UHFFFAOYSA-N 0.000 claims description 2
- QVLXDGDLLZYJAM-UHFFFAOYSA-N 2,5-dioctylbenzene-1,4-diol Chemical compound CCCCCCCCC1=CC(O)=C(CCCCCCCC)C=C1O QVLXDGDLLZYJAM-UHFFFAOYSA-N 0.000 claims description 2
- XRCRJFOGPCJKPF-UHFFFAOYSA-N 2-butylbenzene-1,4-diol Chemical compound CCCCC1=CC(O)=CC=C1O XRCRJFOGPCJKPF-UHFFFAOYSA-N 0.000 claims description 2
- ZZXILYOBAFPJNS-UHFFFAOYSA-N 2-octylbenzene-1,4-diol Chemical compound CCCCCCCCC1=CC(O)=CC=C1O ZZXILYOBAFPJNS-UHFFFAOYSA-N 0.000 claims description 2
- OAQMERIIGXMPBA-UHFFFAOYSA-N P(=O)(OC(C(CBr)(C)C)(Br)Br)(OC(C(CBr)(C)C)(Br)Br)OC Chemical compound P(=O)(OC(C(CBr)(C)C)(Br)Br)(OC(C(CBr)(C)C)(Br)Br)OC OAQMERIIGXMPBA-UHFFFAOYSA-N 0.000 claims description 2
- LLQRSRJTPIRWGC-UHFFFAOYSA-N P(=O)(OC1=CC=CC=C1)(OC1=CC=CC=C1)OC(C(CBr)(C)C)(Br)Br Chemical compound P(=O)(OC1=CC=CC=C1)(OC1=CC=CC=C1)OC(C(CBr)(C)C)(Br)Br LLQRSRJTPIRWGC-UHFFFAOYSA-N 0.000 claims description 2
- 239000004952 Polyamide Substances 0.000 claims description 2
- 239000005062 Polybutadiene Substances 0.000 claims description 2
- 239000004698 Polyethylene Substances 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- JOEVUEPXCNTMPU-UHFFFAOYSA-N bis(2-chloroethyl) (1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound BrCC(C)(C)C(Br)(Br)OP(=O)(OCCCl)OCCCl JOEVUEPXCNTMPU-UHFFFAOYSA-N 0.000 claims description 2
- IHLMMMKZZYBHJJ-UHFFFAOYSA-N bis(3-chloropropyl) (1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound BrCC(C)(C)C(Br)(Br)OP(=O)(OCCCCl)OCCCCl IHLMMMKZZYBHJJ-UHFFFAOYSA-N 0.000 claims description 2
- XQQHVKOMBWCOBC-UHFFFAOYSA-N diethyl (1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound P(=O)(OCC)(OCC)OC(C(CBr)(C)C)(Br)Br XQQHVKOMBWCOBC-UHFFFAOYSA-N 0.000 claims description 2
- WRTUWJJNYUTLHN-UHFFFAOYSA-N ethyl bis(1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound P(=O)(OC(C(CBr)(C)C)(Br)Br)(OC(C(CBr)(C)C)(Br)Br)OCC WRTUWJJNYUTLHN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- FKFQIJICWPMWAX-UHFFFAOYSA-N phenyl bis(1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound BrCC(C)(C)C(Br)(Br)OP(=O)(OC(Br)(Br)C(C)(C)CBr)OC1=CC=CC=C1 FKFQIJICWPMWAX-UHFFFAOYSA-N 0.000 claims description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- 229920002857 polybutadiene Polymers 0.000 claims description 2
- 239000004417 polycarbonate Substances 0.000 claims description 2
- 229920001692 polycarbonate urethane Polymers 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 229920000573 polyethylene Polymers 0.000 claims description 2
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 2
- 229920006380 polyphenylene oxide Polymers 0.000 claims description 2
- 229920002223 polystyrene Polymers 0.000 claims description 2
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 2
- 239000004800 polyvinyl chloride Substances 0.000 claims description 2
- FKWOGPPGVRDIRZ-UHFFFAOYSA-N 2-(2-methylbutan-2-yl)benzene-1,4-diol Chemical compound CCC(C)(C)C1=CC(O)=CC=C1O FKWOGPPGVRDIRZ-UHFFFAOYSA-N 0.000 claims 1
- SBDSTFRTBGLUTQ-UHFFFAOYSA-N P(=O)(OC(C(CBr)(C)C)(Br)Br)(OC(C(CBr)(C)C)(Br)Br)OC1=C(C(=C(C=C1)Br)Br)Br Chemical compound P(=O)(OC(C(CBr)(C)C)(Br)Br)(OC(C(CBr)(C)C)(Br)Br)OC1=C(C(=C(C=C1)Br)Br)Br SBDSTFRTBGLUTQ-UHFFFAOYSA-N 0.000 claims 1
- DYWDBYKKVUDMLB-UHFFFAOYSA-N [4,4,6-tribromo-3-chloro-5,5-dimethyl-3-(1,1,3-tribromo-2,2-dimethylpropyl)hexyl] dihydrogen phosphate Chemical compound BrCC(C)(C)C(Br)(Br)C(Cl)(C(Br)(Br)C(C)(C)CBr)CCOP(O)(O)=O DYWDBYKKVUDMLB-UHFFFAOYSA-N 0.000 claims 1
- GBTYDZAEKLOMIA-UHFFFAOYSA-N dimethyl (1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound P(=O)(OC)(OC)OC(C(CBr)(C)C)(Br)Br GBTYDZAEKLOMIA-UHFFFAOYSA-N 0.000 claims 1
- 238000002845 discoloration Methods 0.000 description 31
- 238000002386 leaching Methods 0.000 description 27
- 238000006243 chemical reaction Methods 0.000 description 16
- 230000000694 effects Effects 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 15
- 239000003963 antioxidant agent Substances 0.000 description 12
- 229920005830 Polyurethane Foam Polymers 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 11
- 239000011496 polyurethane foam Substances 0.000 description 11
- 229910052799 carbon Inorganic materials 0.000 description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 239000008096 xylene Substances 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- 230000003078 antioxidant effect Effects 0.000 description 7
- 230000006866 deterioration Effects 0.000 description 7
- 239000007789 gas Substances 0.000 description 7
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 7
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 5
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 239000011574 phosphorus Substances 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- QEJPOEGPNIVDMK-UHFFFAOYSA-N 3-bromo-2,2-bis(bromomethyl)propan-1-ol Chemical compound OCC(CBr)(CBr)CBr QEJPOEGPNIVDMK-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 4
- 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 4
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 4
- 229910000679 solder Inorganic materials 0.000 description 4
- 238000005476 soldering Methods 0.000 description 4
- 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 4
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 4
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000004649 discoloration prevention Methods 0.000 description 3
- CAYGQBVSOZLICD-UHFFFAOYSA-N hexabromobenzene Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1Br CAYGQBVSOZLICD-UHFFFAOYSA-N 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 230000002265 prevention Effects 0.000 description 3
- QJXRWSKENLGBHG-UHFFFAOYSA-N 1,1,3-tribromo-1-[chloro-(1,1,3-tribromo-2,2-dimethylpropoxy)phosphoryl]oxy-2,2-dimethylpropane Chemical compound BrCC(C)(C)C(Br)(Br)OP(Cl)(=O)OC(Br)(Br)C(C)(C)CBr QJXRWSKENLGBHG-UHFFFAOYSA-N 0.000 description 2
- DEIGXXQKDWULML-UHFFFAOYSA-N 1,2,5,6,9,10-hexabromocyclododecane Chemical compound BrC1CCC(Br)C(Br)CCC(Br)C(Br)CCC1Br DEIGXXQKDWULML-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
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- PQYJRMFWJJONBO-UHFFFAOYSA-N Tris(2,3-dibromopropyl) phosphate Chemical compound BrCC(Br)COP(=O)(OCC(Br)CBr)OCC(Br)CBr PQYJRMFWJJONBO-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 125000001246 bromo group Chemical group Br* 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical group C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 150000005526 organic bromine compounds Chemical class 0.000 description 2
- 150000002896 organic halogen compounds Chemical class 0.000 description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- RDWGLYCGVYTLAK-UHFFFAOYSA-N (2,3,4-tribromophenyl) dihydrogen phosphate Chemical compound OP(O)(=O)OC1=CC=C(Br)C(Br)=C1Br RDWGLYCGVYTLAK-UHFFFAOYSA-N 0.000 description 1
- PXKPCPIBEKXLPJ-UHFFFAOYSA-N 1,1,3-tribromo-1-dichlorophosphoryloxy-2,2-dimethylpropane Chemical compound BrCC(C)(C)C(Br)(Br)OP(Cl)(Cl)=O PXKPCPIBEKXLPJ-UHFFFAOYSA-N 0.000 description 1
- NZUPFZNVGSWLQC-UHFFFAOYSA-N 1,3,5-tris(2,3-dibromopropyl)-1,3,5-triazinane-2,4,6-trione Chemical compound BrCC(Br)CN1C(=O)N(CC(Br)CBr)C(=O)N(CC(Br)CBr)C1=O NZUPFZNVGSWLQC-UHFFFAOYSA-N 0.000 description 1
- SQHCANCMDZVVHF-UHFFFAOYSA-N 2-chloroethyl bis(1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound BrCC(C)(C)C(Br)(Br)OP(=O)(OCCCl)OC(Br)(Br)C(C)(C)CBr SQHCANCMDZVVHF-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- ZFMFIBDSZCASNS-UHFFFAOYSA-N 2-pentylbenzene-1,4-diol Chemical compound CCCCCC1=CC(O)=CC=C1O ZFMFIBDSZCASNS-UHFFFAOYSA-N 0.000 description 1
- YJCPRZOLSNMRRP-UHFFFAOYSA-N 3-chloropropyl bis(1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound BrCC(C)(C)C(Br)(Br)OP(=O)(OCCCCl)OC(Br)(Br)C(C)(C)CBr YJCPRZOLSNMRRP-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical group CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- GZVKAHLYPOVDAG-UHFFFAOYSA-N P(=O)(O)(O)OC1=C(C(=CC=C1)C(C(CBr)(C)C)(Br)Br)C(C(CBr)(C)C)(Br)Br Chemical compound P(=O)(O)(O)OC1=C(C(=CC=C1)C(C(CBr)(C)C)(Br)Br)C(C(CBr)(C)C)(Br)Br GZVKAHLYPOVDAG-UHFFFAOYSA-N 0.000 description 1
- KBHLFNMAWNHRJD-UHFFFAOYSA-N P(=O)(OC1=C(C(=C(C=C1)Br)Br)Br)(OC1=C(C(=C(C=C1)Br)Br)Br)OC(C(CBr)(C)C)(Br)Br Chemical compound P(=O)(OC1=C(C(=C(C=C1)Br)Br)Br)(OC1=C(C(=C(C=C1)Br)Br)Br)OC(C(CBr)(C)C)(Br)Br KBHLFNMAWNHRJD-UHFFFAOYSA-N 0.000 description 1
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- DAMJCWMGELCIMI-UHFFFAOYSA-N benzyl n-(2-oxopyrrolidin-3-yl)carbamate Chemical compound C=1C=CC=CC=1COC(=O)NC1CCNC1=O DAMJCWMGELCIMI-UHFFFAOYSA-N 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000007806 chemical reaction intermediate Substances 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000004250 tert-Butylhydroquinone Substances 0.000 description 1
- 235000019281 tert-butylhydroquinone Nutrition 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- VRRIVXLVXXAHJA-UHFFFAOYSA-N tris(2,3,4-tribromophenyl) phosphate Chemical compound BrC1=C(Br)C(Br)=CC=C1OP(=O)(OC=1C(=C(Br)C(Br)=CC=1)Br)OC1=CC=C(Br)C(Br)=C1Br VRRIVXLVXXAHJA-UHFFFAOYSA-N 0.000 description 1
- FFULTTXGZNPTQO-UHFFFAOYSA-N tris(2-bromoethyl) phosphate Chemical compound BrCCOP(=O)(OCCBr)OCCBr FFULTTXGZNPTQO-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Landscapes
- Fireproofing Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
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Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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JP16743987A JPS6411164A (en) | 1987-07-03 | 1987-07-03 | Flame-retardant organic polymer composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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JP16743987A JPS6411164A (en) | 1987-07-03 | 1987-07-03 | Flame-retardant organic polymer composition |
Publications (2)
Publication Number | Publication Date |
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JPS6411164A JPS6411164A (en) | 1989-01-13 |
JPH0528743B2 true JPH0528743B2 (ja) | 1993-04-27 |
Family
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Family Applications (1)
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JP16743987A Granted JPS6411164A (en) | 1987-07-03 | 1987-07-03 | Flame-retardant organic polymer composition |
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JP (1) | JPS6411164A (ja) |
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JPH0832797B2 (ja) * | 1989-12-18 | 1996-03-29 | å€§å «ååŠå·¥æ¥æ ªåŒäŒç€Ÿ | é£çæ§éåäœçµæç© |
JP2755509B2 (ja) * | 1991-10-16 | 1998-05-20 | å€§å «ååŠå·¥æ¥æ ªåŒäŒç€Ÿ | ããªãŠã¬ã¿ã³çšé£çæ§çµæç© |
JPH08325280A (ja) * | 1995-03-29 | 1996-12-10 | Daihachi Chem Ind Co Ltd | ããªããã¢ããªãã³ãã«ãªã³é žã¯ããã¢ã«ãã«ãšã¹ãã«ã®è£œé æ¹æ³ |
US20100174007A1 (en) * | 2007-01-03 | 2010-07-08 | Yinzhong Guo | Haloneopentyl Bis(ALKYL) Phosphate Ester, Flame Retardant Composition Containing Same and Polyurethane Foam Prepared Therewith |
JP6213131B2 (ja) * | 2013-10-10 | 2017-10-18 | äžè±ã±ãã«ã«æ ªåŒäŒç€Ÿ | ã¡ã¿ã¯ãªã«æš¹èçµæç©åã³ãã®è£œé æ¹æ³äžŠã³ã«æš¹èæåœ¢äœ |
-
1987
- 1987-07-03 JP JP16743987A patent/JPS6411164A/ja active Granted
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JPS6411164A (en) | 1989-01-13 |
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