KR20080032164A - 난연성 스티렌계 중합체 발포체 및 발포체 전구체 - Google Patents
난연성 스티렌계 중합체 발포체 및 발포체 전구체 Download PDFInfo
- Publication number
- KR20080032164A KR20080032164A KR1020087003100A KR20087003100A KR20080032164A KR 20080032164 A KR20080032164 A KR 20080032164A KR 1020087003100 A KR1020087003100 A KR 1020087003100A KR 20087003100 A KR20087003100 A KR 20087003100A KR 20080032164 A KR20080032164 A KR 20080032164A
- Authority
- KR
- South Korea
- Prior art keywords
- brominated
- flame retardant
- composition
- bromine
- tetrabromobisphenol
- 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.)
- Withdrawn
Links
- 239000003063 flame retardant Substances 0.000 title claims abstract description 185
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 title claims abstract description 143
- 229920000642 polymer Polymers 0.000 title claims abstract description 136
- 239000006260 foam Substances 0.000 title claims abstract description 93
- 239000002243 precursor Substances 0.000 title description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 123
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 117
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 117
- 125000003118 aryl group Chemical group 0.000 claims abstract description 72
- 229920002857 polybutadiene Polymers 0.000 claims abstract description 68
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 58
- 125000001424 substituent group Chemical group 0.000 claims abstract description 58
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical class C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 claims abstract description 50
- JHJUYGMZIWDHMO-UHFFFAOYSA-N 2,6-dibromo-4-(3,5-dibromo-4-hydroxyphenyl)sulfonylphenol Chemical compound C1=C(Br)C(O)=C(Br)C=C1S(=O)(=O)C1=CC(Br)=C(O)C(Br)=C1 JHJUYGMZIWDHMO-UHFFFAOYSA-N 0.000 claims abstract description 49
- 125000001033 ether group Chemical group 0.000 claims abstract description 43
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 40
- 229920003986 novolac Polymers 0.000 claims abstract description 37
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 34
- 229920003192 poly(bis maleimide) Polymers 0.000 claims abstract description 27
- UJMDYLWCYJJYMO-UHFFFAOYSA-N benzene-1,2,3-tricarboxylic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1C(O)=O UJMDYLWCYJJYMO-UHFFFAOYSA-N 0.000 claims abstract description 25
- 125000001246 bromo group Chemical group Br* 0.000 claims abstract description 25
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 claims abstract description 24
- PUKLCKVOVCZYKF-UHFFFAOYSA-N 1-[2-(2,5-dioxopyrrol-1-yl)ethyl]pyrrole-2,5-dione Chemical class O=C1C=CC(=O)N1CCN1C(=O)C=CC1=O PUKLCKVOVCZYKF-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000007983 Tris buffer Substances 0.000 claims abstract description 21
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 20
- QEJPOEGPNIVDMK-UHFFFAOYSA-N 3-bromo-2,2-bis(bromomethyl)propan-1-ol Chemical compound OCC(CBr)(CBr)CBr QEJPOEGPNIVDMK-UHFFFAOYSA-N 0.000 claims abstract description 20
- 229920001665 Poly-4-vinylphenol Polymers 0.000 claims abstract description 17
- 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 claims abstract description 15
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 14
- 150000001555 benzenes Chemical class 0.000 claims abstract 10
- 239000000203 mixture Substances 0.000 claims description 139
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 96
- 238000000034 method Methods 0.000 claims description 59
- 239000005062 Polybutadiene Substances 0.000 claims description 53
- 239000011324 bead Substances 0.000 claims description 34
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical class C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 claims description 26
- 239000008187 granular material Substances 0.000 claims description 25
- UFFVWIGGYXLXPC-UHFFFAOYSA-N 1-[2-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione Chemical class O=C1C=CC(=O)N1C1=CC=CC=C1N1C(=O)C=CC1=O UFFVWIGGYXLXPC-UHFFFAOYSA-N 0.000 claims description 23
- 239000000463 material Substances 0.000 claims description 21
- 230000008569 process Effects 0.000 claims description 18
- 239000012760 heat stabilizer Substances 0.000 claims description 16
- 238000004519 manufacturing process Methods 0.000 claims description 15
- 238000002360 preparation method Methods 0.000 claims description 14
- 230000015572 biosynthetic process Effects 0.000 claims description 12
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cis-cyclohexene Natural products C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 11
- -1 tetrabromobisphenol-S diester Chemical class 0.000 claims description 11
- HGTUJZTUQFXBIH-UHFFFAOYSA-N (2,3-dimethyl-3-phenylbutan-2-yl)benzene Chemical group C=1C=CC=CC=1C(C)(C)C(C)(C)C1=CC=CC=C1 HGTUJZTUQFXBIH-UHFFFAOYSA-N 0.000 claims description 8
- ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical group [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 claims description 8
- WVJRAJZMOVQFEC-UHFFFAOYSA-N 1,2,3,4-tetrabromo-5,6-dimethylbenzene Chemical group CC1=C(C)C(Br)=C(Br)C(Br)=C1Br WVJRAJZMOVQFEC-UHFFFAOYSA-N 0.000 claims description 8
- 239000004793 Polystyrene Substances 0.000 claims description 8
- 229920002223 polystyrene Polymers 0.000 claims description 8
- 239000000178 monomer Substances 0.000 claims description 7
- YUAPUIKGYCAHGM-UHFFFAOYSA-N 1,2-dibromo-3-(2,3-dibromopropoxy)propane Chemical compound BrCC(Br)COCC(Br)CBr YUAPUIKGYCAHGM-UHFFFAOYSA-N 0.000 claims description 5
- 150000005690 diesters Chemical class 0.000 claims description 5
- VSGOCKFBHYRARP-UHFFFAOYSA-N tris(2,3-dibromopropyl) benzene-1,2,4-tricarboxylate Chemical compound BrCC(Br)COC(=O)C1=CC=C(C(=O)OCC(Br)CBr)C(C(=O)OCC(Br)CBr)=C1 VSGOCKFBHYRARP-UHFFFAOYSA-N 0.000 claims description 5
- 238000010557 suspension polymerization reaction Methods 0.000 claims description 4
- BYDSOANNWWHWQD-UHFFFAOYSA-N tris(2,3-dibromopropyl) benzene-1,3,5-tricarboxylate Chemical compound BrCC(Br)COC(=O)C1=CC(C(=O)OCC(Br)CBr)=CC(C(=O)OCC(Br)CBr)=C1 BYDSOANNWWHWQD-UHFFFAOYSA-N 0.000 claims description 4
- IPJGAEWUPXWFPL-UHFFFAOYSA-N 1-[3-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione Chemical class O=C1C=CC(=O)N1C1=CC=CC(N2C(C=CC2=O)=O)=C1 IPJGAEWUPXWFPL-UHFFFAOYSA-N 0.000 claims description 3
- 229920002959 polymer blend Polymers 0.000 claims description 2
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 238000000465 moulding Methods 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 239000000654 additive Substances 0.000 abstract description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 69
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 42
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 34
- 238000006243 chemical reaction Methods 0.000 description 32
- 239000000047 product Substances 0.000 description 23
- 239000000126 substance Substances 0.000 description 20
- 238000005893 bromination reaction Methods 0.000 description 19
- 239000011541 reaction mixture Substances 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 16
- 239000002904 solvent Substances 0.000 description 16
- JPOXNPPZZKNXOV-UHFFFAOYSA-N bromochloromethane Chemical compound ClCBr JPOXNPPZZKNXOV-UHFFFAOYSA-N 0.000 description 14
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 14
- 239000000243 solution Substances 0.000 description 14
- 239000007787 solid Substances 0.000 description 12
- 239000004795 extruded polystyrene foam Substances 0.000 description 11
- 239000004088 foaming agent Substances 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 9
- 239000002002 slurry Substances 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 229910000029 sodium carbonate Inorganic materials 0.000 description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 235000010265 sodium sulphite Nutrition 0.000 description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 230000031709 bromination Effects 0.000 description 6
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 6
- FJBFPHVGVWTDIP-UHFFFAOYSA-N dibromomethane Chemical compound BrCBr FJBFPHVGVWTDIP-UHFFFAOYSA-N 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- 239000012530 fluid Substances 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 239000002244 precipitate Substances 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- 239000004604 Blowing Agent Substances 0.000 description 5
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000012299 nitrogen atmosphere Substances 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 239000000376 reactant Substances 0.000 description 5
- IBYHHJPAARCAIE-UHFFFAOYSA-N 1-bromo-2-chloroethane Chemical compound ClCCBr IBYHHJPAARCAIE-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 239000001569 carbon dioxide Substances 0.000 description 4
- 229910002092 carbon dioxide Inorganic materials 0.000 description 4
- 229960001701 chloroform Drugs 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 4
- 239000003586 protic polar solvent Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 229910000410 antimony oxide Inorganic materials 0.000 description 3
- 150000001721 carbon Chemical group 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 150000008282 halocarbons Chemical class 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 3
- 229920001568 phenolic resin Polymers 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-N 0.000 description 2
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical group CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 2
- FIAXCDIQXHJNIX-UHFFFAOYSA-N 1,2,3,4,5-pentabromo-6-ethylbenzene Chemical compound CCC1=C(Br)C(Br)=C(Br)C(Br)=C1Br FIAXCDIQXHJNIX-UHFFFAOYSA-N 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 2
- GWYPDXLJACEENP-UHFFFAOYSA-N 1,3-cycloheptadiene Chemical compound C1CC=CC=CC1 GWYPDXLJACEENP-UHFFFAOYSA-N 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 150000004996 alkyl benzenes Chemical class 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- 238000007664 blowing Methods 0.000 description 2
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000000748 compression moulding Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229920006248 expandable polystyrene Polymers 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- 238000003306 harvesting Methods 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 229960001545 hydrotalcite Drugs 0.000 description 2
- 229910001701 hydrotalcite Inorganic materials 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- CRSOQBOWXPBRES-UHFFFAOYSA-N neopentane Chemical compound CC(C)(C)C CRSOQBOWXPBRES-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- MMSLOZQEMPDGPI-UHFFFAOYSA-N p-Mentha-1,3,5,8-tetraene Chemical compound CC(=C)C1=CC=C(C)C=C1 MMSLOZQEMPDGPI-UHFFFAOYSA-N 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 150000003440 styrenes Chemical class 0.000 description 2
- 229920006249 styrenic copolymer Polymers 0.000 description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 2
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- 150000005199 trimethylbenzenes Chemical class 0.000 description 1
- RLTIVXLKQHFNFJ-UHFFFAOYSA-N tris(2,3-dibromopropyl) benzene-1,2,3-tricarboxylate Chemical compound BrCC(Br)COC(=O)C1=CC=CC(C(=O)OCC(Br)CBr)=C1C(=O)OCC(Br)CBr RLTIVXLKQHFNFJ-UHFFFAOYSA-N 0.000 description 1
- AWCGTPATHHNNOY-UHFFFAOYSA-N tris(3,4-dibromobutyl) benzene-1,2,3-tricarboxylate Chemical compound BrCC(Br)CCOC(=O)C1=CC=CC(C(=O)OCCC(Br)CBr)=C1C(=O)OCCC(Br)CBr AWCGTPATHHNNOY-UHFFFAOYSA-N 0.000 description 1
- OVDIBKDZYOLRSV-UHFFFAOYSA-N tris(4,5-dibromopentyl) benzene-1,2,4-tricarboxylate Chemical compound BrCC(Br)CCCOC(=O)C1=CC=C(C(=O)OCCCC(Br)CBr)C(C(=O)OCCCC(Br)CBr)=C1 OVDIBKDZYOLRSV-UHFFFAOYSA-N 0.000 description 1
- ZOVWXWQQFVXGOM-UHFFFAOYSA-N tris(5,6-dibromohexyl) benzene-1,3,5-tricarboxylate Chemical compound BrCC(Br)CCCCOC(=O)C1=CC(C(=O)OCCCCC(Br)CBr)=CC(C(=O)OCCCCC(Br)CBr)=C1 ZOVWXWQQFVXGOM-UHFFFAOYSA-N 0.000 description 1
- CDVJWTALXZUQMH-UHFFFAOYSA-N tris(6,7-dibromoheptyl) benzene-1,2,4-tricarboxylate Chemical compound BrCC(Br)CCCCCOC(=O)C1=CC=C(C(=O)OCCCCCC(Br)CBr)C(C(=O)OCCCCCC(Br)CBr)=C1 CDVJWTALXZUQMH-UHFFFAOYSA-N 0.000 description 1
- FPHABSYCGYUCOX-UHFFFAOYSA-N tris(7,8-dibromooctyl) benzene-1,3,5-tricarboxylate Chemical class BrCC(Br)CCCCCCOC(=O)C1=CC(C(=O)OCCCCCCC(Br)CBr)=CC(C(=O)OCCCCCCC(Br)CBr)=C1 FPHABSYCGYUCOX-UHFFFAOYSA-N 0.000 description 1
- VOSUIKFOFHZNED-UHFFFAOYSA-N tris(prop-2-enyl) benzene-1,3,5-tricarboxylate Chemical compound C=CCOC(=O)C1=CC(C(=O)OCC=C)=CC(C(=O)OCC=C)=C1 VOSUIKFOFHZNED-UHFFFAOYSA-N 0.000 description 1
- 239000005418 vegetable material Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
-
- 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
- C08J9/0014—Use of organic additives
- C08J9/0019—Use of organic additives halogenated
-
- 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
-
- 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
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/35—Composite foams, i.e. continuous macromolecular foams containing discontinuous cellular particles or fragments
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0066—Flame-proofing or flame-retarding additives
-
- 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
-
- 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
- C08J2201/00—Foams characterised by the foaming process
- C08J2201/02—Foams characterised by the foaming process characterised by mechanical pre- or post-treatments
- C08J2201/03—Extrusion of the foamable blend
-
- 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
- C08J2201/00—Foams characterised by the foaming process
- C08J2201/02—Foams characterised by the foaming process characterised by mechanical pre- or post-treatments
- C08J2201/034—Post-expanding of foam beads or sheets
-
- 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L19/00—Compositions of rubbers not provided for in groups C08L7/00 - C08L17/00
- C08L19/006—Rubber characterised by functional groups, e.g. telechelic diene polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Composite Materials (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Fireproofing Substances (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US70664605P | 2005-08-08 | 2005-08-08 | |
| US60/706,646 | 2005-08-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20080032164A true KR20080032164A (ko) | 2008-04-14 |
Family
ID=37106701
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020087003100A Withdrawn KR20080032164A (ko) | 2005-08-08 | 2006-08-01 | 난연성 스티렌계 중합체 발포체 및 발포체 전구체 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20080200573A1 (https=) |
| EP (1) | EP1924641A1 (https=) |
| JP (1) | JP2009504844A (https=) |
| KR (1) | KR20080032164A (https=) |
| CN (1) | CN101238173A (https=) |
| BR (1) | BRPI0614787A2 (https=) |
| CA (1) | CA2618589A1 (https=) |
| IL (1) | IL189306A0 (https=) |
| MX (1) | MX2008001408A (https=) |
| WO (1) | WO2007019120A1 (https=) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2410014B1 (en) * | 2008-02-26 | 2013-09-04 | Dow Global Technologies LLC | Brominated polymers as flame retardant additives and polymer systems containing same |
| WO2010080285A2 (en) * | 2008-12-18 | 2010-07-15 | Dow Global Technologies Inc. | Stabilizers for polymers containing aliphatically-bound bromine |
| US20120123007A1 (en) | 2009-02-26 | 2012-05-17 | Smadar Hini | Styrenic polymer composition |
| US9187607B2 (en) * | 2009-04-28 | 2015-11-17 | Dai-Ichi Kogyo Seiyaku, Co., Ltd. | Flame-retarded foamable styrene-based resin compositions |
| DE102009059781A1 (de) * | 2009-12-18 | 2011-06-22 | Basf Se, 67063 | Flammgeschützte Polymerschaumstoffe |
| IT1401950B1 (it) | 2010-09-21 | 2013-08-28 | Polimeri Europa Spa | Composizioni di (co)polimeri vinilaromatici espansibili autoestinguenti e procedimento per la loro preparazione. |
| WO2012058002A1 (en) | 2010-10-29 | 2012-05-03 | Dow Global Technologies Llc | Melt devolatilization extrusion process |
| EP2520610A1 (de) * | 2011-05-05 | 2012-11-07 | Basf Se | Wärmeformbeständiger und Flämmgeschützter Extrusionsschaumstoff aus Styrolcopolymeren |
| US9464175B2 (en) | 2011-09-27 | 2016-10-11 | Dow Global Technologies Llc | Melt devolatilization extrusion processs |
| 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 |
| JP6273001B2 (ja) | 2013-10-30 | 2018-01-31 | ダウ グローバル テクノロジーズ エルエルシー | 臭素化スチレン−ブタジエンコポリマーを含有し、かつ向上したセルサイズ均一性を有する発泡スチレンポリマー |
| CN105793008B (zh) | 2013-12-19 | 2018-10-19 | 陶氏环球技术有限责任公司 | 硬质热塑性泡沫致密化方法和并有所述致密化硬质热塑性泡沫的复合结构 |
| 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 |
| IT201600071347A1 (it) | 2016-07-08 | 2018-01-08 | Versalis Spa | Composizioni espandibili contenenti polimeri vinil aromatici aventi proprietà autoestinguenti e migliorata processabilità |
| 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 |
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| GB997255A (en) * | 1962-12-13 | 1965-07-07 | Monsanto Chemicals | Bromine-containing esters and ethers, and flame-retardant compositions comprising halogen-containing esters and ethers |
| US3236659A (en) * | 1963-03-25 | 1966-02-22 | Monsanto Co | Flame-retardant compounds and compositions containing halogen |
| DE1256888B (de) * | 1966-01-15 | 1967-12-21 | Basf Ag | Verminderung der Mindestformverweilzeit bei der Herstellung von Zellkoerpern aus Styrolpolymerisaten |
| GB1178064A (en) * | 1967-04-27 | 1970-01-14 | Monsanto Chemicals | Halogen-Substituted Alkenyloxy Aromatic Compounds and Resin Compositions Containing Halogen-Substituted Alkenyloxy Aromatic Compounds |
| DE1769864A1 (de) * | 1968-07-27 | 1971-08-19 | Huels Chemische Werke Ag | Verwendung von Tribromphenylallylaether zum Flammwidrigmachen von Formmassen aus Polystyrol |
| DE2104867C3 (de) * | 1971-02-03 | 1980-08-14 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von schwerentflammbaren expandierbaren Styrolpolymerisaten |
| US3842033A (en) * | 1971-05-24 | 1974-10-15 | Phillips Petroleum Co | Flame retardants for polymers |
| US4006118A (en) * | 1971-07-28 | 1977-02-01 | Marubishi Yuka Kogyo Kabushiki Kaisha | Flame-retardant thermoplastic polymer compositions |
| US3784509A (en) * | 1971-09-24 | 1974-01-08 | Cities Service Co | Fire retardant compositions |
| US3956203A (en) * | 1972-08-03 | 1976-05-11 | Badische Anilin- & Soda-Fabrik Aktiengesellschaft | Manufacture of particulate expandable styrene polymers requiring shot minimum residence times in the mold |
| US4169193A (en) * | 1973-02-22 | 1979-09-25 | Montedison S.P.A. | Process for preparing expandible poly-styrene particles useful for obtaining molded bodies having a cellular structure |
| DE2314544A1 (de) * | 1973-03-23 | 1974-10-10 | Basf Ag | Feinteilige, expandierbare, schwer entflammbare styrolpolymerisate mit guter verarbeitbarkeit |
| US4021406A (en) * | 1973-05-21 | 1977-05-03 | M & T Chemicals Inc. | Flame retardant compositions |
| US3922316A (en) * | 1973-08-22 | 1975-11-25 | Cities Service Oil Co | Preparation of a brominated fire retarding agent |
| FI752642A7 (https=) * | 1974-10-11 | 1976-04-12 | Basf Ag | |
| DE2520635B2 (de) * | 1975-05-09 | 1980-06-19 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von feinteiligen, expandierbaren Styrolpolymerisaten |
| CH597184A5 (https=) * | 1976-04-09 | 1978-03-31 | Ciba Geigy Ag | |
| US4154737A (en) * | 1976-05-05 | 1979-05-15 | E. I. Du Pont De Nemours And Company | Preparation of maleimides and dimaleimides |
| US4267284A (en) * | 1977-01-07 | 1981-05-12 | Phillips Petroleum Company | Tough, transparent articles from styrene polymers blended with certain block-random copolymers |
| CH634558A5 (de) * | 1978-04-06 | 1983-02-15 | Ciba Geigy Ag | Verfahren zur herstellung von aliphatischen n-substituierten maleinimiden. |
| DE2840355C2 (de) * | 1978-09-16 | 1980-07-03 | Chemische Werke Huels Ag, 4370 Marl | Feinteilige expandierbare Styrolpolymerisate zur Herstellung von Schaumstoffkörpern mit kurzen Mindestformverweilzeiten |
| US4327197A (en) * | 1980-05-06 | 1982-04-27 | Atlantic Richfield Company | Fire-retardant anhydride copolymers |
| US4433179A (en) * | 1980-08-25 | 1984-02-21 | Ciba-Geigy Corporation | Process for the preparation of di- and poly-allyl ethers |
| DE3122341A1 (de) * | 1981-06-05 | 1982-12-23 | Chemische Werke Hüls AG, 4370 Marl | Feinteilige expandierbare styrolpolymerisate |
| DE3122342A1 (de) * | 1981-06-05 | 1982-12-23 | Chemische Werke Hüls AG, 4370 Marl | Feinteilige expandierbare styrolpolymerisate |
| DE3202159A1 (de) * | 1981-07-30 | 1983-02-17 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur herstellung feinteiliger, expandierbarer styrolpolymerisate mit verbesserten eigenschaften |
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| US4762861A (en) * | 1987-10-30 | 1988-08-09 | Pennwalt Corporation | Tetrahalophthalate esters as flame retardants for polystyrene resins |
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| JP2899027B2 (ja) * | 1988-12-09 | 1999-06-02 | 三井化学株式会社 | マレイミド類の製造法 |
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| DE3921148A1 (de) * | 1989-06-28 | 1991-01-10 | Basf Ag | Perlfoermige expandierbare styrolpolymerisate mit hohem expandiervermoegen |
| US4980382A (en) * | 1989-12-29 | 1990-12-25 | Arco Chemical Technology, Inc. | Process for the preparation of expandable vinyl aromatic polymer particles containing hexabromocyclododecane |
| US5110837A (en) * | 1990-11-26 | 1992-05-05 | Basf Corporation | Process for making molded polymeric product with multipass expansion of polymer bead with low blowing agent content |
| US5086078A (en) * | 1990-11-26 | 1992-02-04 | Basf Corporation | Process for making expanded polymeric product with low level of emission of blowing agent |
| US5110836A (en) * | 1990-11-26 | 1992-05-05 | Basf Corporation | Time-efficient process for making expanded polymeric products with multipass expansion of polystyrene bead |
| US5115066A (en) * | 1990-11-26 | 1992-05-19 | Basf Corporation | Polystyrene having high degree of expandability, and formulation having a highly-expandable polymer therein |
| US5240657A (en) * | 1990-11-26 | 1993-08-31 | Basf Corporation | Process for making expanded polymeric product with low level of emission of blowing agent |
| DE4038042A1 (de) * | 1990-11-29 | 1992-06-04 | Basf Ag | Oelbestaendige expandierbare styrolpolymerisate |
| DE4219379A1 (de) * | 1992-06-13 | 1993-12-16 | Huels Chemische Werke Ag | Verfahren zur Herstellung von perlförmigen expandierbaren Styrolpolymerisaten |
| US5516829A (en) * | 1992-08-10 | 1996-05-14 | Davis; James A. | Heat seamable flame retardant roof sheeting with highly crystalline thermoplasticity promoters and method for covering roofs |
| US5792824A (en) * | 1993-05-21 | 1998-08-11 | Asahi Kasei Kogyo Kabushiki Kaisha | Cyclic conjugated diene polymer and method of producing same |
| US5393887A (en) * | 1993-10-04 | 1995-02-28 | Monsanto Company | Bisimide compositions |
| US5591778A (en) * | 1995-08-14 | 1997-01-07 | Basf Aktiengesellschaft | Process for the preparation of expandable polystyrene |
| US5639799A (en) * | 1996-10-15 | 1997-06-17 | Albemarle Corporation | Heat stabilized flame retardant styrenic polymer foam compositions |
| US6143832A (en) * | 1997-05-22 | 2000-11-07 | Nippon Zeon Co., Ltd. | Aromatic vinyl-conjugated diene block copolymer and production process thereof |
| US6162873A (en) * | 1997-05-22 | 2000-12-19 | Nippon Zeon Co., Ltd. | Aromatic vinyl-conjugated diene block copolymer and production process thereof |
| DE19729817A1 (de) * | 1997-07-11 | 1999-01-14 | Basf Ag | Polymerisation von Cyclopentadien mit kationischen Palladium-Komplexen |
| EP0997482B1 (en) * | 1997-07-18 | 2007-01-17 | Nippon Zeon Co., Ltd. | Modified cycloolefin addition polymer and curable resin composition containing the same |
| US6303664B1 (en) * | 1999-10-29 | 2001-10-16 | Styrochem Delaware, Inc. | Treatment for reducing residual carbon in the lost foam process |
| US6710094B2 (en) * | 1999-12-29 | 2004-03-23 | Styrochem Delaware, Inc. | Processes for preparing patterns for use in metal castings |
| ES2211347B1 (es) * | 2002-12-27 | 2005-10-16 | Ferro Spain, S.A. | Espuma polimerica estirenica retardante a la llama. |
| US7202296B2 (en) * | 2003-12-19 | 2007-04-10 | Albemarle Corporation | Flame retardant compositions and their use |
| US20050215695A1 (en) * | 2004-03-29 | 2005-09-29 | Goossens Danielle F | Stabilized flame retardant additives and their use |
| DE102004034527A1 (de) * | 2004-07-15 | 2006-02-16 | Basf Ag | Verfahren zur Herstellung von expandierbaren Styrolpolymeren mit verbesserter Expandierbarkeit |
-
2006
- 2006-08-01 BR BRPI0614787-9A patent/BRPI0614787A2/pt not_active Application Discontinuation
- 2006-08-01 WO PCT/US2006/029814 patent/WO2007019120A1/en not_active Ceased
- 2006-08-01 US US11/996,852 patent/US20080200573A1/en not_active Abandoned
- 2006-08-01 MX MX2008001408A patent/MX2008001408A/es unknown
- 2006-08-01 CN CNA2006800289975A patent/CN101238173A/zh active Pending
- 2006-08-01 CA CA002618589A patent/CA2618589A1/en not_active Abandoned
- 2006-08-01 KR KR1020087003100A patent/KR20080032164A/ko not_active Withdrawn
- 2006-08-01 JP JP2008526062A patent/JP2009504844A/ja not_active Withdrawn
- 2006-08-01 EP EP06789038A patent/EP1924641A1/en not_active Withdrawn
-
2008
- 2008-02-05 IL IL189306A patent/IL189306A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2618589A1 (en) | 2007-02-15 |
| CN101238173A (zh) | 2008-08-06 |
| MX2008001408A (es) | 2008-03-27 |
| WO2007019120A1 (en) | 2007-02-15 |
| IL189306A0 (en) | 2008-06-05 |
| JP2009504844A (ja) | 2009-02-05 |
| US20080200573A1 (en) | 2008-08-21 |
| EP1924641A1 (en) | 2008-05-28 |
| BRPI0614787A2 (pt) | 2011-04-12 |
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