AU2006315878A1 - Brominated butadiene/vinyl aromatic copolymers, blends of such copolymers with a vinyl aromatic polymer, and polymeric foams formed from such blends - Google Patents
Brominated butadiene/vinyl aromatic copolymers, blends of such copolymers with a vinyl aromatic polymer, and polymeric foams formed from such blends Download PDFInfo
- Publication number
- AU2006315878A1 AU2006315878A1 AU2006315878A AU2006315878A AU2006315878A1 AU 2006315878 A1 AU2006315878 A1 AU 2006315878A1 AU 2006315878 A AU2006315878 A AU 2006315878A AU 2006315878 A AU2006315878 A AU 2006315878A AU 2006315878 A1 AU2006315878 A1 AU 2006315878A1
- Authority
- AU
- Australia
- Prior art keywords
- copolymer
- weight
- butadiene
- brominated
- percent
- 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.)
- Abandoned
Links
- 229920001577 copolymer Polymers 0.000 title claims abstract description 152
- 239000000203 mixture Substances 0.000 title claims abstract description 70
- 229920000642 polymer Polymers 0.000 title claims description 76
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical class C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title claims description 63
- 239000006260 foam Substances 0.000 title claims description 59
- 229920002554 vinyl polymer Polymers 0.000 title claims description 58
- 239000000654 additive Substances 0.000 claims abstract description 26
- 239000003063 flame retardant Substances 0.000 claims abstract description 21
- 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 abstract description 19
- 230000000996 additive effect Effects 0.000 claims abstract description 14
- 229920001400 block copolymer Polymers 0.000 claims abstract description 10
- 229920000578 graft copolymer Polymers 0.000 claims abstract description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 72
- 238000005893 bromination reaction Methods 0.000 claims description 63
- 230000031709 bromination Effects 0.000 claims description 61
- 229910052794 bromium Inorganic materials 0.000 claims description 56
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 55
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 52
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 49
- 238000000034 method Methods 0.000 claims description 48
- 239000011324 bead Substances 0.000 claims description 27
- 239000000178 monomer Substances 0.000 claims description 26
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 26
- 230000008569 process Effects 0.000 claims description 23
- 239000002904 solvent Substances 0.000 claims description 22
- 239000004793 Polystyrene Substances 0.000 claims description 21
- 239000003795 chemical substances by application Substances 0.000 claims description 21
- 229920002223 polystyrene Polymers 0.000 claims description 20
- JQRYUMGHOUYJFW-UHFFFAOYSA-N pyridine;trihydrobromide Chemical compound [Br-].[Br-].[Br-].C1=CC=[NH+]C=C1.C1=CC=[NH+]C=C1.C1=CC=[NH+]C=C1 JQRYUMGHOUYJFW-UHFFFAOYSA-N 0.000 claims description 20
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 20
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical class CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 claims description 19
- 239000004088 foaming agent Substances 0.000 claims description 17
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical group Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 16
- 238000002411 thermogravimetry Methods 0.000 claims description 15
- 230000004580 weight loss Effects 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 12
- -1 poly(alpha-methylstyrene) Polymers 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- 229920002959 polymer blend Polymers 0.000 claims description 10
- 150000003440 styrenes Chemical class 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 6
- 229920005604 random copolymer Polymers 0.000 claims description 6
- 230000000979 retarding effect Effects 0.000 claims description 6
- 238000005160 1H NMR spectroscopy Methods 0.000 claims description 5
- 229920000428 triblock copolymer Polymers 0.000 claims description 5
- WGGLDBIZIQMEGH-UHFFFAOYSA-N 1-bromo-4-ethenylbenzene Chemical compound BrC1=CC=C(C=C)C=C1 WGGLDBIZIQMEGH-UHFFFAOYSA-N 0.000 claims description 3
- OEVVKKAVYQFQNV-UHFFFAOYSA-N 1-ethenyl-2,4-dimethylbenzene Chemical compound CC1=CC=C(C=C)C(C)=C1 OEVVKKAVYQFQNV-UHFFFAOYSA-N 0.000 claims description 3
- VKVLTUQLNXVANB-UHFFFAOYSA-N 1-ethenyl-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1C=C VKVLTUQLNXVANB-UHFFFAOYSA-N 0.000 claims description 3
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 claims description 3
- YFZHODLXYNDBSM-UHFFFAOYSA-N 1-ethenyl-4-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(C=C)C=C1 YFZHODLXYNDBSM-UHFFFAOYSA-N 0.000 claims description 3
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 3
- 239000003086 colorant Substances 0.000 claims description 3
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 239000002671 adjuvant Substances 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 229920000359 diblock copolymer Polymers 0.000 claims description 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 claims description 2
- BXOUVIIITJXIKB-UHFFFAOYSA-N ethene;styrene Chemical compound C=C.C=CC1=CC=CC=C1 BXOUVIIITJXIKB-UHFFFAOYSA-N 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000004611 light stabiliser Substances 0.000 claims description 2
- 239000002667 nucleating agent Substances 0.000 claims description 2
- 229920003251 poly(α-methylstyrene) Polymers 0.000 claims description 2
- 238000004611 spectroscopical analysis Methods 0.000 claims description 2
- 239000003017 thermal stabilizer Substances 0.000 claims description 2
- SSZOCHFYWWVSAI-UHFFFAOYSA-N 1-bromo-2-ethenylbenzene Chemical compound BrC1=CC=CC=C1C=C SSZOCHFYWWVSAI-UHFFFAOYSA-N 0.000 claims 2
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 claims 2
- 230000001413 cellular effect Effects 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- SFBTTWXNCQVIEC-UHFFFAOYSA-N o-Vinylanisole Chemical compound COC1=CC=CC=C1C=C SFBTTWXNCQVIEC-UHFFFAOYSA-N 0.000 claims 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 1
- 229920003048 styrene butadiene rubber Polymers 0.000 abstract description 27
- 238000002360 preparation method Methods 0.000 abstract description 17
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical class C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 abstract description 14
- 229920002857 polybutadiene Polymers 0.000 description 48
- 239000000243 solution Substances 0.000 description 45
- 239000005062 Polybutadiene Substances 0.000 description 40
- 238000012360 testing method Methods 0.000 description 26
- 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 22
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- 238000006116 polymerization reaction Methods 0.000 description 20
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 18
- 239000011347 resin Substances 0.000 description 18
- 229920005989 resin Polymers 0.000 description 18
- 229920006132 styrene block copolymer Polymers 0.000 description 17
- IYSTUUQQVNNJDN-UHFFFAOYSA-N 2-[4-(4,5-diphenyl-1H-imidazol-2-yl)phenyl]-1H-imidazo[4,5-f][1,10]phenanthroline Chemical compound C1(=CC=CC=C1)C=1N=C(NC=1C1=CC=CC=C1)C1=CC=C(C=C1)C=1NC=2C(=C3C=CC=NC3=C3N=CC=CC=23)N=1 IYSTUUQQVNNJDN-UHFFFAOYSA-N 0.000 description 15
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 238000002156 mixing Methods 0.000 description 14
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 13
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 12
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
- 239000000047 product Substances 0.000 description 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 11
- 230000015572 biosynthetic process Effects 0.000 description 10
- 239000008188 pellet Substances 0.000 description 10
- 239000003381 stabilizer Substances 0.000 description 10
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 9
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 9
- 229920001519 homopolymer Polymers 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 150000003254 radicals Chemical class 0.000 description 9
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 9
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 8
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 8
- 239000002174 Styrene-butadiene Substances 0.000 description 8
- GPWHDDKQSYOYBF-UHFFFAOYSA-N ac1l2u0q Chemical compound Br[Br-]Br GPWHDDKQSYOYBF-UHFFFAOYSA-N 0.000 description 8
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 8
- 125000001246 bromo group Chemical group Br* 0.000 description 8
- 239000000499 gel Substances 0.000 description 8
- 239000003999 initiator Substances 0.000 description 8
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 8
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 8
- 229910002092 carbon dioxide Inorganic materials 0.000 description 7
- 238000001914 filtration Methods 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
- 239000003607 modifier Substances 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 7
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000001569 carbon dioxide Substances 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 238000005227 gel permeation chromatography Methods 0.000 description 6
- 229960004592 isopropanol Drugs 0.000 description 6
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 6
- 238000011084 recovery Methods 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 238000005481 NMR spectroscopy Methods 0.000 description 5
- 230000002411 adverse Effects 0.000 description 5
- 150000001649 bromium compounds Chemical group 0.000 description 5
- 230000008859 change Effects 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 5
- 230000004048 modification Effects 0.000 description 5
- 238000012986 modification Methods 0.000 description 5
- 239000012074 organic phase Substances 0.000 description 5
- 238000001556 precipitation Methods 0.000 description 5
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- 239000012153 distilled water Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000005187 foaming Methods 0.000 description 4
- 239000001282 iso-butane Substances 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 150000001993 dienes Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229920006248 expandable polystyrene Polymers 0.000 description 3
- 239000004795 extruded polystyrene foam Substances 0.000 description 3
- 210000000497 foam cell Anatomy 0.000 description 3
- 230000000977 initiatory effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000002798 polar solvent Substances 0.000 description 3
- BBFCIBZLAVOLCF-UHFFFAOYSA-N pyridin-1-ium;bromide Chemical compound Br.C1=CC=NC=C1 BBFCIBZLAVOLCF-UHFFFAOYSA-N 0.000 description 3
- 230000002285 radioactive effect Effects 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000011877 solvent mixture Substances 0.000 description 3
- SFLXUZPXEWWQNH-UHFFFAOYSA-K tetrabutylazanium;tribromide Chemical compound [Br-].[Br-].[Br-].CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC SFLXUZPXEWWQNH-UHFFFAOYSA-K 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000002879 Lewis base Substances 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- AGXUVMPSUKZYDT-UHFFFAOYSA-L barium(2+);octadecanoate Chemical compound [Ba+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O AGXUVMPSUKZYDT-UHFFFAOYSA-L 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000033228 biological regulation Effects 0.000 description 2
- 239000001506 calcium phosphate Substances 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical class C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 230000006870 function Effects 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 230000026030 halogenation Effects 0.000 description 2
- 238000005658 halogenation reaction Methods 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 150000007527 lewis bases Chemical class 0.000 description 2
- 230000000670 limiting effect Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 238000003947 neutron activation analysis Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 239000002952 polymeric resin Substances 0.000 description 2
- 229920006327 polystyrene foam Polymers 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000010791 quenching Methods 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 238000007347 radical substitution reaction Methods 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 2
- 229940078499 tricalcium phosphate Drugs 0.000 description 2
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 2
- 235000019731 tricalcium phosphate Nutrition 0.000 description 2
- PRXNKYBFWAWBNZ-UHFFFAOYSA-N trimethylphenylammonium tribromide Chemical compound Br[Br-]Br.C[N+](C)(C)C1=CC=CC=C1 PRXNKYBFWAWBNZ-UHFFFAOYSA-N 0.000 description 2
- ORGHESHFQPYLAO-UHFFFAOYSA-N vinyl radical Chemical compound C=[CH] ORGHESHFQPYLAO-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- SPPWGCYEYAMHDT-UHFFFAOYSA-N 1,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C(C)C)C=C1 SPPWGCYEYAMHDT-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- HTCRKQHJUYBQTK-UHFFFAOYSA-N 2-ethylhexyl 2-methylbutan-2-yloxy carbonate Chemical compound CCCCC(CC)COC(=O)OOC(C)(C)CC HTCRKQHJUYBQTK-UHFFFAOYSA-N 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 101100456536 Caenorhabditis elegans mec-2 gene Proteins 0.000 description 1
- 101100191238 Caenorhabditis elegans pph-5 gene Proteins 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241001133184 Colletotrichum agaves Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000005065 High vinyl polybutadiene Substances 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 238000000516 activation analysis Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- OQIQSTLJSLGHID-WNWIJWBNSA-N aflatoxin B1 Chemical compound C=1([C@@H]2C=CO[C@@H]2OC=1C=C(C1=2)OC)C=2OC(=O)C2=C1CCC2=O OQIQSTLJSLGHID-WNWIJWBNSA-N 0.000 description 1
- 150000001336 alkenes Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 229940095564 anhydrous calcium sulfate Drugs 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 125000001743 benzylic group Chemical group 0.000 description 1
- 231100000693 bioaccumulation Toxicity 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 150000003842 bromide salts Chemical class 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003729 cation exchange resin Substances 0.000 description 1
- 239000002666 chemical blowing agent Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 229920006026 co-polymeric resin Polymers 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000012718 coordination polymerization Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000013536 elastomeric material Substances 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 230000004992 fission Effects 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- ZYCMDWDFIQDPLP-UHFFFAOYSA-N hbr bromine Chemical compound Br.Br ZYCMDWDFIQDPLP-UHFFFAOYSA-N 0.000 description 1
- MLXSIOKXTQGXOO-UHFFFAOYSA-K hexadecyl(trimethyl)azanium;tribromide Chemical compound [Br-].[Br-].[Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C.CCCCCCCCCCCCCCCC[N+](C)(C)C.CCCCCCCCCCCCCCCC[N+](C)(C)C MLXSIOKXTQGXOO-UHFFFAOYSA-K 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000010128 melt processing Methods 0.000 description 1
- 238000006263 metalation reaction Methods 0.000 description 1
- 230000000116 mitigating effect Effects 0.000 description 1
- 229920006030 multiblock copolymer Polymers 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920002589 poly(vinylethylene) polymer Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 238000012502 risk assessment Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000001542 size-exclusion chromatography Methods 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229920003046 tetrablock copolymer Polymers 0.000 description 1
- DDFYFBUWEBINLX-UHFFFAOYSA-M tetramethylammonium bromide Chemical compound [Br-].C[N+](C)(C)C DDFYFBUWEBINLX-UHFFFAOYSA-M 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 238000001757 thermogravimetry curve Methods 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000004627 transmission electron microscopy Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 238000010200 validation analysis Methods 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000011800 void material Substances 0.000 description 1
- 238000004846 x-ray emission Methods 0.000 description 1
- 238000004876 x-ray fluorescence Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/18—Introducing halogen atoms or halogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/12—Incorporating halogen atoms into the molecule
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F236/10—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated with vinyl-aromatic monomers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F236/14—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen
- C08F236/16—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen containing halogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/18—Introducing halogen atoms or halogen-containing groups
- C08F8/20—Halogenation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/16—Making expandable particles
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2325/00—Characterised by the use 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 an aromatic carbocyclic ring; Derivatives of such polymers
- C08J2325/02—Homopolymers or copolymers of hydrocarbons
- C08J2325/04—Homopolymers or copolymers of styrene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2453/00—Characterised by the use of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73536105P | 2005-11-12 | 2005-11-12 | |
| US60/735,361 | 2005-11-12 | ||
| PCT/US2006/041295 WO2007058736A1 (en) | 2005-11-12 | 2006-10-23 | Brominated butadiene/vinyl aromatic copolymers, blends of such copolymers with a vinyl aromatic polymer, and polymeric foams formed from such blends |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2006315878A1 true AU2006315878A1 (en) | 2007-05-24 |
Family
ID=37836853
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2006315878A Abandoned AU2006315878A1 (en) | 2005-11-12 | 2006-10-23 | Brominated butadiene/vinyl aromatic copolymers, blends of such copolymers with a vinyl aromatic polymer, and polymeric foams formed from such blends |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US7851558B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP1957544B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP5302001B2 (cg-RX-API-DMAC7.html) |
| KR (1) | KR20080066787A (cg-RX-API-DMAC7.html) |
| CN (1) | CN101305022B (cg-RX-API-DMAC7.html) |
| AT (1) | ATE455796T1 (cg-RX-API-DMAC7.html) |
| AU (1) | AU2006315878A1 (cg-RX-API-DMAC7.html) |
| BR (1) | BRPI0619699A2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA2627253C (cg-RX-API-DMAC7.html) |
| DE (1) | DE602006011944D1 (cg-RX-API-DMAC7.html) |
| ES (1) | ES2336951T3 (cg-RX-API-DMAC7.html) |
| HR (1) | HRP20080206A2 (cg-RX-API-DMAC7.html) |
| NO (1) | NO20081960L (cg-RX-API-DMAC7.html) |
| RU (1) | RU2414479C2 (cg-RX-API-DMAC7.html) |
| WO (1) | WO2007058736A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (112)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2054446B1 (en) * | 2006-08-16 | 2019-07-24 | Dow Global Technologies LLC | Process for brominating butadiene/vinyl aromatic copolymers |
| CN101583631B (zh) * | 2006-08-16 | 2012-08-08 | 陶氏环球技术公司 | 溴化丁二烯/乙烯基芳族共聚物的方法 |
| CN101848942B (zh) | 2007-11-07 | 2012-04-18 | 陶氏环球技术公司 | 从溶液中回收溴化丁二烯聚合物的部分溶剂汽提法 |
| WO2009139942A2 (en) * | 2008-03-06 | 2009-11-19 | Dow Global Technologies Inc. | Process for brominating butadiene copolymers by the addition of water or certain solvents |
| CN101981061B (zh) * | 2008-04-07 | 2013-02-06 | 陶氏环球技术公司 | 溴化丁二烯/乙烯基芳族共聚物的方法 |
| WO2009134628A1 (en) * | 2008-05-01 | 2009-11-05 | Dow Global Technologies Inc. | Two-step process for brominating butadiene copolymers |
| US9732178B1 (en) | 2008-07-24 | 2017-08-15 | Bridgestone Corporation | Block copolymers including high vinyl segments |
| JP5524964B2 (ja) * | 2008-08-05 | 2014-06-18 | ダウ グローバル テクノロジーズ エルエルシー | 有機ポリマーのための溶媒移行法 |
| CN102124047A (zh) * | 2008-08-18 | 2011-07-13 | 陶氏环球技术有限责任公司 | 用于形成溴化聚丁二烯聚合物粒子并将其脱挥发分的方法 |
| US8372921B2 (en) * | 2008-08-22 | 2013-02-12 | Dow Global Technologies Llc | Process for brominating unsaturated organic compounds using a quaternary phosphonium tribromide as the brominating agent |
| US8450383B2 (en) | 2008-10-31 | 2013-05-28 | Dow Global Technologies Llc | Extruded polymer foams containing esters of a sugar and a brominated fatty acid as a flame retardant additive |
| RU2528677C2 (ru) * | 2008-12-18 | 2014-09-20 | ДАУ ГЛОБАЛ ТЕКНОЛОДЖИЗ ЭлЭлСи | Стабилизаторы для полимеров, содержащих бром алифатического присоединения |
| WO2010080286A1 (en) * | 2008-12-19 | 2010-07-15 | Dow Global Technologies Inc. | Process for brominating butadiene polymers using ester solvent mixtures |
| JP5596780B2 (ja) | 2009-03-31 | 2014-09-24 | ダウ グローバル テクノロジーズ エルエルシー | 第四級アンモニウム又は第四級ホスホニウム一塩化物の除去を伴う、不飽和有機化合物の臭素化方法 |
| CN102471397B (zh) * | 2009-06-30 | 2013-11-06 | 陶氏环球技术有限责任公司 | 溴化并环氧化的阻燃剂 |
| DE102009059781A1 (de) | 2009-12-18 | 2011-06-22 | Basf Se, 67063 | Flammgeschützte Polymerschaumstoffe |
| US8691896B2 (en) | 2010-02-05 | 2014-04-08 | Basf Se | Halogen-free, phosphorus-containing flame-retardant polymer foams |
| WO2011095552A1 (de) | 2010-02-05 | 2011-08-11 | Basf Se | Flammschutzmittel |
| CN102741332A (zh) | 2010-02-05 | 2012-10-17 | 巴斯夫欧洲公司 | 无卤含磷阻燃聚合物泡沫 |
| WO2011113795A2 (de) | 2010-03-17 | 2011-09-22 | Basf Se | Flammgeschützter verbundschaumstoff |
| US9115312B2 (en) | 2010-04-01 | 2015-08-25 | Basf Se | Flame retardant |
| JP5882985B2 (ja) | 2010-04-01 | 2016-03-09 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 難燃剤 |
| EP2580250B1 (en) * | 2010-06-14 | 2021-10-27 | DDP Specialty Electronic Materials US, LLC | Process for brominating butadiene polymers |
| WO2012016906A1 (de) | 2010-08-05 | 2012-02-09 | Basf Se | Halogenhaltige polymermischungen |
| RU2593628C2 (ru) * | 2010-12-17 | 2016-08-10 | ДАУ ГЛОБАЛ ТЕКНОЛОДЖИЗ ЭлЭлСи | Способ экструдирования полистирола из расплава |
| PT2718358E (pt) * | 2011-06-08 | 2015-05-21 | Italmatch Chemicals Spa | Espumas de poliestireno extrudido retardadoras de chama |
| RU2014105432A (ru) * | 2011-07-14 | 2015-08-20 | ДАУ ГЛОБАЛ ТЕКНОЛОДЖИЗ ЭлЭлСи | Пленки для селективного переноса газов, содержащие бромированные стирол-бутадиеновые сополимеры |
| WO2013009469A1 (en) * | 2011-07-14 | 2013-01-17 | Dow Global Technologies Llc | Impact-modified styrenic polymers containing brominated vinyl aromatic-butadiene copolymer |
| WO2013017417A1 (de) | 2011-07-29 | 2013-02-07 | Basf Se | Polymeres flammschutzmittel |
| ITVI20110231A1 (it) | 2011-08-09 | 2013-02-10 | Micaela Lorenzi | Nuova composizione ritardante di fiamma per polistirene |
| ITMI20111982A1 (it) * | 2011-11-02 | 2013-05-03 | Polimeri Europa Spa | Composizioni a base di polimeri vinilaromatici espansibili autoestinguenti |
| JP2013116958A (ja) | 2011-12-02 | 2013-06-13 | Dow Global Technologies Llc | 発泡性スチレン系樹脂組成物及びスチレン系樹脂発泡体の製造方法 |
| ES2802773T3 (es) * | 2011-12-19 | 2021-01-21 | Ddp Specialty Electronic Mat Us Inc | Espuma de poliuretano termoestable que contiene retardador de llama polimérico bromado |
| WO2013092322A2 (de) | 2011-12-21 | 2013-06-27 | Basf Se | Verfahren zur herstellung von expandierbaren, graphit- und flammschutzmittelhaltigen styrolpolymerisaten |
| JP5943730B2 (ja) * | 2012-06-13 | 2016-07-05 | 株式会社ジェイエスピー | ポリスチレン系樹脂押出発泡体の製造方法 |
| WO2014014648A2 (en) | 2012-07-18 | 2014-01-23 | Rohm And Haas Company | Textiles with brominated polymer flame retardant |
| NL2009320C2 (nl) * | 2012-08-14 | 2014-02-18 | Synbra Tech Bv | Deeltjesvormig, expandeerbaar polymeer, werkwijze ter vervaardiging hiervan, alsmede de toepassing. |
| WO2014066089A1 (en) | 2012-10-24 | 2014-05-01 | Dow Global Technologies Llc | Glycerol ester and brominated polymer in styrenic polymer |
| ITMI20121808A1 (it) | 2012-10-24 | 2014-04-25 | Versalis Spa | Composizioni polimeriche concentrate di polimeri e/o copolimeri vinilaromatici |
| WO2014111629A1 (en) | 2013-01-18 | 2014-07-24 | Styrochem Finland Oy | Method of producing polystyrene beads containing athermanous particles |
| WO2014125933A1 (ja) | 2013-02-14 | 2014-08-21 | 株式会社カネカ | スチレン系樹脂押出発泡体及びそのリサイクル方法 |
| BR112015024055A2 (pt) | 2013-03-20 | 2017-07-18 | Basf Se | composição de polímero, em especial para aplicações de moldagem por injeção, processo para produzir uma composição de polímero, em especial para aplicações de moldagem por injeção, molde obtenível através de moldagem por injeção de uma composição de polímero e uso de uma moldagem por injeção |
| EP2789651A1 (de) | 2013-04-11 | 2014-10-15 | Basf Se | Flammschutzmittelzusammensetzung zur Verwendung in Styrolpolymerschaumstoffen |
| JP6128940B2 (ja) * | 2013-05-09 | 2017-05-17 | 株式会社ジェイエスピー | ポリスチレン系樹脂押出発泡板の製造方法 |
| JP6099495B2 (ja) * | 2013-06-21 | 2017-03-22 | 株式会社ジェイエスピー | 難燃剤溶融混練物及びこれを用いたポリスチレン系樹脂押出発泡体の製造方法 |
| JP6139294B2 (ja) * | 2013-06-24 | 2017-05-31 | 株式会社カネカ | スチレン系樹脂押出発泡体及びその製造方法 |
| JP6389591B2 (ja) * | 2013-07-04 | 2018-09-12 | 株式会社ジェイエスピー | ポリスチレン系樹脂発泡体の製造方法 |
| JP6133150B2 (ja) * | 2013-07-04 | 2017-05-24 | 株式会社ジェイエスピー | 難燃剤溶融混練物を用いたポリスチレン系樹脂発泡体の製造方法 |
| WO2015065393A1 (en) | 2013-10-30 | 2015-05-07 | Dow Global Technologies Llc | Foamed styrenic polymers containing a brominated styrene-butadiene copolymer and having enhanced cell size homogeneity |
| JP6192106B2 (ja) * | 2013-11-06 | 2017-09-06 | 株式会社ジェイエスピー | ポリスチレン系樹脂押出発泡板の製造方法 |
| KR102209565B1 (ko) * | 2013-11-14 | 2021-02-01 | 가부시키가이샤 가네카 | 스티렌계 수지 압출 발포체 및 그의 제조 방법 |
| JP6349697B2 (ja) * | 2013-11-27 | 2018-07-04 | 株式会社ジェイエスピー | 発泡性ポリスチレン系樹脂粒子の製造方法 |
| JP6220663B2 (ja) * | 2013-12-17 | 2017-10-25 | 株式会社カネカ | 難燃性を付与した発泡性スチレン系樹脂粒子とその製造方法 |
| CN105992793A (zh) * | 2014-02-03 | 2016-10-05 | 陶氏环球技术有限责任公司 | 具有溴化苯乙烯/丁二烯共聚物和金属氧化物红外衰减剂的稳定的苯乙烯类发泡体 |
| EP2957595A1 (de) | 2014-06-18 | 2015-12-23 | Basf Se | Flammschutzmittelzusammensetzung zur Verwendung in Styrolpolymerschaumstoffen |
| EP2957413A1 (de) | 2014-06-18 | 2015-12-23 | Basf Se | Verfahren zur entgasung von flammgeschützten, treibmittelhaltigen polymergranulaten oder flammgeschützten schaumstoffrecyclaten |
| JP6405781B2 (ja) * | 2014-08-08 | 2018-10-17 | 株式会社ジェイエスピー | 発泡性スチレン系樹脂粒子及びその製造方法 |
| CN104177531B (zh) * | 2014-08-26 | 2016-07-06 | 山东天一化学股份有限公司 | 一种含吡啶基团阻燃聚合物的制备方法 |
| EP3250613B1 (en) * | 2015-01-30 | 2019-06-19 | Dow Global Technologies LLC | Method for producing brominated and halohydrated polymers |
| CN106146768B (zh) * | 2015-04-02 | 2018-09-04 | 中国石油化工股份有限公司 | 作为阻燃剂的溴化的嵌段共聚物及其制备方法 |
| CN106146767B (zh) * | 2015-04-02 | 2018-09-04 | 中国石油化工股份有限公司 | 作为阻燃剂的溴化的嵌段共聚物及其制备方法 |
| CN106146769B (zh) * | 2015-04-24 | 2018-09-04 | 中国石油化工股份有限公司 | 作为阻燃剂的溴化的嵌段共聚物及其制备方法 |
| JP6512580B2 (ja) * | 2015-10-30 | 2019-05-15 | 株式会社ジェイエスピー | ポリスチレン系樹脂発泡板の製造方法 |
| JP6541555B2 (ja) * | 2015-11-25 | 2019-07-10 | 株式会社ジェイエスピー | ポリスチレン系樹脂発泡板の製造方法 |
| JP6124484B2 (ja) * | 2016-03-25 | 2017-05-10 | 株式会社ジェイエスピー | ポリスチレン系樹脂押出発泡体の製造方法 |
| CN118878998A (zh) | 2016-05-11 | 2024-11-01 | 欧文斯科宁知识产权资产有限公司 | 包含低水平溴化阻燃剂的聚合物泡沫及其制备方法 |
| IT201600071347A1 (it) | 2016-07-08 | 2018-01-08 | Versalis Spa | Composizioni espandibili contenenti polimeri vinil aromatici aventi proprietà autoestinguenti e migliorata processabilità |
| PL3458490T3 (pl) | 2016-09-09 | 2023-06-26 | Dynasol Elastómeros, S.A.De C.V. | Układy modyfikatorów polarnych dla wysokiej kopolimeryzacji bloku winylu |
| JP6262384B1 (ja) | 2016-10-03 | 2018-01-17 | 東洋スチレン株式会社 | 難燃性樹脂組成物及び難燃性樹脂成形体 |
| JP6192143B1 (ja) | 2016-10-03 | 2017-09-06 | 東洋スチレン株式会社 | 難燃性樹脂組成物及び難燃性樹脂成形体 |
| KR102569082B1 (ko) | 2016-11-02 | 2023-08-24 | 다우 글로벌 테크놀로지스 엘엘씨 | 반결정질 폴리올레핀계 첨가제 마스터배치 조성물 |
| CN109890878B (zh) | 2016-11-02 | 2022-07-08 | 陶氏环球技术有限责任公司 | 半结晶聚烯烃类添加剂母料组合物 |
| RU2768478C2 (ru) | 2016-11-02 | 2022-03-24 | Дау Глоубл Текнолоджиз Ллк | Полукристаллическая композиция суперконцентрата добавки на основе полиолефина |
| CN106947007A (zh) * | 2017-04-21 | 2017-07-14 | 天津天盈新型建材有限公司 | 一种溴化高分子阻燃剂及其制备方法 |
| EP3625310B1 (de) | 2017-05-17 | 2021-04-28 | Basf Se | Bromierte flammschutzmittel |
| US11248080B2 (en) | 2017-05-17 | 2022-02-15 | Basf Se | Brominated flame retardant |
| JP6335368B2 (ja) * | 2017-06-13 | 2018-05-30 | 株式会社ジェイエスピー | ポリスチレン系樹脂押出発泡板の製造方法 |
| JP6366149B2 (ja) * | 2017-06-13 | 2018-08-01 | 株式会社ジェイエスピー | ポリスチレン系樹脂押出発泡板 |
| JP6335367B2 (ja) * | 2017-06-13 | 2018-05-30 | 株式会社ジェイエスピー | ポリスチレン系樹脂押出発泡板の製造方法 |
| CN110997777B (zh) | 2017-08-04 | 2022-08-02 | 株式会社钟化 | 发泡性聚苯乙烯系树脂颗粒、聚苯乙烯系预发泡颗粒、发泡成型体、及它们的制造方法 |
| MX2020001523A (es) | 2017-08-10 | 2020-03-20 | Dow Global Technologies Llc | Composiciones que comprenden pirorretardantes bromados polimericos. |
| CN108129618B (zh) * | 2017-12-12 | 2019-10-22 | 浙江大学 | 中低分子量含溴多嵌段共聚物阻燃剂及其溶液三步制备法 |
| KR102621597B1 (ko) * | 2018-09-10 | 2024-01-08 | 에스케이이노베이션 주식회사 | 난연제 및 이를 포함하는 난연성 수지 조성물 |
| US11542355B2 (en) | 2018-10-18 | 2023-01-03 | Dynasol Elastómeros, S.A. De C.V. | Polar modifier systems for high vinyl block copolymerization |
| WO2020139113A1 (en) | 2018-12-27 | 2020-07-02 | Public Joint Stock Company "Sibur Holding" | Modified diene-containing (co)polymer, method for preparing thereof and use of the same as flame retardant |
| JP7142786B2 (ja) | 2018-12-27 | 2022-09-27 | パブリック・ジョイント・ストック・カンパニー・“シブール・ホールディング” | 変性（コ）ポリマー、それを調製する方法及びその使用 |
| EA202191702A1 (ru) * | 2018-12-27 | 2021-09-09 | Публичное акционерное общество "СИБУР Холдинг" | Модифицированный диенсодержащий (со)полимер, способ его получения и применения в качестве антипирена |
| WO2020139114A1 (en) | 2018-12-27 | 2020-07-02 | Public Joint Stock Company "Sibur Holding" | Modified diene-containing (co)polymer, method for preparing thereof and use of the same as flame retardant |
| WO2020139111A1 (en) | 2018-12-27 | 2020-07-02 | Public Joint Stock Company "Sibur Holding" | Modified diene-containing (co)polymer, method for producing the same and use of the same as a flame retardant |
| CN109762121B (zh) * | 2018-12-27 | 2021-07-30 | 山东旭锐新材有限公司 | 一种低分子量高热稳定性的溴化sbs产品及其制备方法 |
| CN109762120B (zh) * | 2018-12-27 | 2021-07-30 | 山东旭锐新材有限公司 | 一种窄分子量分布高热稳定性的溴化sbs产品及其制备方法 |
| CA3127433A1 (en) * | 2019-02-06 | 2020-08-13 | Dow Global Technologies Llc | Flame-retardant moisture-crosslinkable compositions |
| DE102019001656B4 (de) | 2019-03-07 | 2022-03-17 | lnstitut für Kunststofftechnologie und -recycling e.V. | Makromolekulare Verbindungen mit hohen Gehalten an Phosphor und Stickstoff, Verfahren zur Herstellung und Verwendung |
| US12371898B2 (en) | 2019-05-21 | 2025-07-29 | Kingspan Holdings (Irl) Limited | Barrier, construction article and method of manufacture thereof |
| EP4025635B1 (en) | 2019-09-04 | 2025-10-15 | TotalEnergies OneTech Belgium | Expandable vinyl aromatic polymers with improved flame retardancy |
| RU2732675C1 (ru) * | 2019-12-26 | 2020-09-22 | Публичное акционерное общество «СИБУР Холдинг» | Способ получения модифицированного диенсодержащего (со)полимера и его применение в качестве антипирена |
| KR20230008128A (ko) * | 2020-04-21 | 2023-01-13 | 바스프 에스이 | 중합성 브롬화 난연제를 포함하는 발포성 스티렌 중합체 |
| CN115485309B (zh) * | 2020-04-21 | 2024-12-10 | 朗盛公司 | 制备共轭二烯和苯乙烯单体的溴化共聚物的方法 |
| KR20230025694A (ko) | 2020-06-10 | 2023-02-22 | 바스프 에스이 | 난연성 스티렌 중합체 조성물 및 스티렌 중합체 함유 스크랩을 재활용하는 방법 |
| CN112079944B (zh) * | 2020-08-13 | 2022-06-14 | 山东润科化工股份有限公司 | 一种芳香族及脂肪链共同溴化的高分子聚合物及制备方法 |
| KR102878587B1 (ko) * | 2020-09-18 | 2025-10-30 | 주식회사 엘지화학 | 이소부텐-이소프렌 공중합체의 브롬화 방법 |
| CN115362183B (zh) * | 2020-09-18 | 2024-12-10 | 株式会社Lg化学 | 使异丁烯-异戊二烯共聚物卤化的方法 |
| AU2021373444A1 (en) * | 2020-11-09 | 2023-05-25 | Nippon Soda Co., Ltd. | Method for producing block copolymer |
| EP4255966A1 (en) | 2020-12-01 | 2023-10-11 | DDP Specialty Electronic Materials US, LLC | Flame retardant masterbatch composition for foams containing a ph moderator |
| EP4263753B1 (de) | 2020-12-17 | 2024-10-09 | Hochschule Hamm-Lippstadt, Körperschaft des öffentlichen Rechts | Brandhindernde copolymere und formmassen |
| EP4347668B1 (en) | 2021-05-24 | 2025-04-02 | DDP Specialty Electronic Materials US, LLC | Process for recovering quaternary salt bromination catalyst |
| CN116355154A (zh) * | 2021-12-28 | 2023-06-30 | 中国石油天然气股份有限公司 | 一种溴化接枝剂及其制备方法和应用 |
| WO2023166036A1 (en) | 2022-03-04 | 2023-09-07 | Basf Se | Polyurethane (pu) composition and method of producing pu composition |
| TW202348664A (zh) | 2022-04-11 | 2023-12-16 | 德商巴斯夫歐洲公司 | 基於木質素之ｔｐｕ組成物、其製備方法及其用途 |
| WO2024015544A1 (en) | 2022-07-15 | 2024-01-18 | Basf Se | Parcel chute and panel construction therefore, and a process for preparing the same |
| CN119894954A (zh) | 2022-09-20 | 2025-04-25 | 巴斯夫欧洲公司 | 用于围阻pfas的系统和方法 |
| WO2024137411A1 (en) | 2022-12-22 | 2024-06-27 | Basf Se | Polyurethane foam with eo/po copolymer |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1075103B (de) | 1960-02-11 | VEB Leuna-Werke "Walter Ulbricht", Leuna (Kr. Merseburg) | Verfahren zur kontinuierlichen Herstellung von Epichlorhydrin aus Glyzerin | |
| DE1301497B (de) | 1966-01-05 | 1969-08-21 | Basf Ag | Verfahren zur Herstellung bromierter Polymerisate des Butadiens |
| DE1260138B (de) | 1966-01-05 | 1968-02-01 | Basf Ag | Formmassen zur Herstellung selbstverloeschender Formkoerper |
| DE1769320A1 (de) | 1968-05-08 | 1971-09-16 | Hoechst Ag | Selbstverloeschende Styrolpolymerisate mit gleichmaessiger Porenstruktur |
| US3639304A (en) * | 1968-06-27 | 1972-02-01 | Dow Chemical Co | Self-extinguishing polyethylene foams comprising an antimony compound a halogen-containing aliphatic or cyclo-aliphatic compound and a bromine-containing aromatic or acyclic compound |
| US3668155A (en) * | 1968-06-27 | 1972-06-06 | Dow Chemical Co | Self-extinguishing ethylene copolymer foams comprising a ternary mixture of an antimony compound, a halogen-containing compound and a bromine compound |
| US3652494A (en) * | 1968-08-16 | 1972-03-28 | Phillips Petroleum Co | Stabilized flameproofed thermoplastic compositions |
| GB1277736A (en) * | 1968-09-30 | 1972-06-14 | British Petroleum Co | Catalyst support |
| DD137308A3 (de) * | 1969-09-24 | 1979-08-29 | Paul Herte | Verfahren zur herstellung von bromierten ungesaettigten niedermolekularen polymeren |
| US3640941A (en) * | 1970-05-08 | 1972-02-08 | Whittaker Corp | Adhesive composition |
| DE2314544A1 (de) * | 1973-03-23 | 1974-10-10 | Basf Ag | Feinteilige, expandierbare, schwer entflammbare styrolpolymerisate mit guter verarbeitbarkeit |
| CA1060139A (en) * | 1973-07-30 | 1979-08-07 | Shell Canada Limited | Halogenated, partially hydrogenated block copolymer consisting of a polymer block of an aromatic alkenyl or alkenylidene hydrocarbon and a polymer block of butadiene and its preparation |
| JPS5125592A (en) * | 1974-08-27 | 1976-03-02 | Toray Industries | Shusokajugotaino seizohoho |
| SU597687A1 (ru) * | 1976-03-09 | 1978-03-15 | Предприятие П/Я В-2756 | Бромированный бутадиен-нитрильный каучук как огнестойка добавка в полимерных композици х |
| JPS5424997A (en) * | 1977-07-27 | 1979-02-24 | Tokai Rubber Ind Ltd | Chlorinated brominated elastmer of styreneebutadiene copolymer |
| JPS55135101A (en) * | 1979-04-11 | 1980-10-21 | Japan Synthetic Rubber Co Ltd | Production of brominated rubber and brominated rubber composition |
| JPS55131002A (en) | 1979-03-30 | 1980-10-11 | Japan Synthetic Rubber Co Ltd | Crystalline brominated 1,2-polybutadiene and preparation thereof |
| JPS5841302B2 (ja) | 1980-12-29 | 1983-09-10 | アキレス株式会社 | 難燃性を有する発泡性ポリスチレン樹脂組成物 |
| DE4213164A1 (de) | 1992-04-22 | 1993-10-28 | Bayer Ag | Verfahren zur Herstellung von bromiertem chlorsubstituiertem Poly-1,3-butadien |
| JPH06322023A (ja) * | 1993-05-14 | 1994-11-22 | Manac Inc | 回収した発泡ポリスチレンを原料とする臭素化ポリスチレンの製造方法 |
| US5532322B1 (en) * | 1995-09-26 | 1999-12-07 | Manac Inc | Process for preparing brominated polystyrene |
| RU2177952C2 (ru) * | 1999-03-23 | 2002-01-10 | Щербань Георгий Трофимович | Способ получения галоидированного бутилкаучука |
| GB0407463D0 (en) | 2004-04-01 | 2004-05-05 | Nova Chem Int Sa | Extruded foam structure with an inorganic blowing agent |
| EP2054446B1 (en) * | 2006-08-16 | 2019-07-24 | Dow Global Technologies LLC | Process for brominating butadiene/vinyl aromatic copolymers |
-
2006
- 2006-10-23 RU RU2008123837/04A patent/RU2414479C2/ru active
- 2006-10-23 CA CA2627253A patent/CA2627253C/en active Active
- 2006-10-23 WO PCT/US2006/041295 patent/WO2007058736A1/en not_active Ceased
- 2006-10-23 KR KR1020087011118A patent/KR20080066787A/ko not_active Withdrawn
- 2006-10-23 CN CN2006800422261A patent/CN101305022B/zh active Active
- 2006-10-23 ES ES06836467T patent/ES2336951T3/es active Active
- 2006-10-23 AT AT06836467T patent/ATE455796T1/de not_active IP Right Cessation
- 2006-10-23 AU AU2006315878A patent/AU2006315878A1/en not_active Abandoned
- 2006-10-23 BR BRPI0619699-3A patent/BRPI0619699A2/pt not_active Application Discontinuation
- 2006-10-23 EP EP06836467A patent/EP1957544B1/en active Active
- 2006-10-23 DE DE602006011944T patent/DE602006011944D1/de active Active
- 2006-10-23 JP JP2008540035A patent/JP5302001B2/ja active Active
- 2006-10-23 HR HR20080206A patent/HRP20080206A2/xx not_active Application Discontinuation
- 2006-10-23 US US12/091,346 patent/US7851558B2/en active Active
-
2008
- 2008-04-25 NO NO20081960A patent/NO20081960L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| EP1957544B1 (en) | 2010-01-20 |
| CN101305022B (zh) | 2012-06-20 |
| EP1957544A1 (en) | 2008-08-20 |
| BRPI0619699A2 (pt) | 2011-10-11 |
| DE602006011944D1 (de) | 2010-03-11 |
| US7851558B2 (en) | 2010-12-14 |
| JP2009516019A (ja) | 2009-04-16 |
| JP5302001B2 (ja) | 2013-10-02 |
| HRP20080206A2 (hr) | 2008-08-31 |
| ATE455796T1 (de) | 2010-02-15 |
| NO20081960L (no) | 2008-08-11 |
| ES2336951T3 (es) | 2010-04-19 |
| RU2414479C2 (ru) | 2011-03-20 |
| CA2627253A1 (en) | 2007-05-24 |
| KR20080066787A (ko) | 2008-07-16 |
| US20080287559A1 (en) | 2008-11-20 |
| WO2007058736A1 (en) | 2007-05-24 |
| CN101305022A (zh) | 2008-11-12 |
| RU2008123837A (ru) | 2009-12-27 |
| CA2627253C (en) | 2013-11-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US7851558B2 (en) | Brominated butadiene/vinyl aromatic copolymers, blends of such copolymers with a vinyl aromatic polymer and polymeric foams formed from such blends | |
| EP2247664B1 (en) | Brominated polymers as flame additives and polymer systems containing same | |
| JP5536451B2 (ja) | ブタジエン／ビニル芳香族コポリマーを臭素化する方法 | |
| JP2009516019A5 (cg-RX-API-DMAC7.html) | ||
| CN102257050A (zh) | 含有在脂族上结合的溴的阻燃剂聚合物用的稳定剂 | |
| EP3625310A1 (de) | Bromierte flammschutzmittel | |
| JP5624039B2 (ja) | 臭素化剤として第四級ホスホニウムトリブロミドを使用する不飽和有機化合物の臭素化プロセス | |
| WO2021249946A1 (en) | Flame retardant styrene polymer composition and process for recycling styrene polymercontaining scrap | |
| US11248080B2 (en) | Brominated flame retardant | |
| EP2596030B1 (en) | Process for brominating butadiene polymers using mixed solvents | |
| CN102939308A (zh) | 溴化丁二烯聚合物的方法 | |
| RU2808730C1 (ru) | Блок-сополимер сопряженного диена и моновинилароматического углеводорода, модифицированный галогеном блок-сополимер на его основе, способ получения модифицированного галогеном блок-сополимера, применение модифицированного блок-сополимера в качестве антипирена и материал на основе полистирола, содержащий антипирен |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK1 | Application lapsed section 142(2)(a) - no request for examination in relevant period |