EP0263108A1 - Bromiertes polystyrol und antimonoxid enthaltende flammhemmende polyphenylenoxidzusammensetzungen - Google Patents

Bromiertes polystyrol und antimonoxid enthaltende flammhemmende polyphenylenoxidzusammensetzungen

Info

Publication number: EP0263108A1
Authority: EP; European Patent Office
Prior art keywords: composition; polyphenylene ether; weight; polystyrene; amount
Prior art date: 1986-03-19
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 Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Withdrawn

Application number

EP86906573A

Other languages

English (en)

French (fr)

Inventor

Visvaldis Abolins

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

General Electric Co

Original Assignee

General Electric Co

Priority date (The priority date 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 date listed.)

1986-03-19

Filing date

1986-10-10

Publication date

1988-04-13

1986-10-10 Application filed by General Electric Co filed Critical General Electric Co

1988-04-13 Publication of EP0263108A1 publication Critical patent/EP0263108A1/de

Status Withdrawn legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 55
239000004793 Polystyrene Substances 0.000 title claims abstract description 34
229920002223 polystyrene Polymers 0.000 title claims abstract description 33
229920001955 polyphenylene ether Polymers 0.000 title claims abstract description 32
239000003063 flame retardant Substances 0.000 title claims abstract description 12
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 9
229910000410 antimony oxide Inorganic materials 0.000 title claims abstract description 9
VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 title claims abstract description 9
229920005989 resin Polymers 0.000 claims abstract description 15
239000011347 resin Substances 0.000 claims abstract description 15
229920005669 high impact polystyrene Polymers 0.000 claims abstract description 11
239000004797 high-impact polystyrene Substances 0.000 claims abstract description 8
229920000642 polymer Polymers 0.000 claims description 21
229920001971 elastomer Polymers 0.000 claims description 17
239000005060 rubber Substances 0.000 claims description 16
239000003054 catalyst Substances 0.000 claims description 13
125000000217 alkyl group Chemical group 0.000 claims description 12
239000001257 hydrogen Substances 0.000 claims description 9
229910052739 hydrogen Inorganic materials 0.000 claims description 9
229910052736 halogen Inorganic materials 0.000 claims description 8
150000002367 halogens Chemical group 0.000 claims description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
125000004432 carbon atom Chemical group C* 0.000 claims description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
CODNYICXDISAEA-UHFFFAOYSA-N bromine monochloride Chemical compound BrCl CODNYICXDISAEA-UHFFFAOYSA-N 0.000 claims description 6
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
229910052794 bromium Inorganic materials 0.000 claims description 5
125000001246 bromo group Chemical group Br* 0.000 claims description 5
229920001577 copolymer Polymers 0.000 claims description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 5
229920001169 thermoplastic Polymers 0.000 claims description 5
239000004416 thermosoftening plastic Substances 0.000 claims description 5
125000003118 aryl group Chemical group 0.000 claims description 4
238000005893 bromination reaction Methods 0.000 claims description 4
229920001519 homopolymer Polymers 0.000 claims description 4
125000001188 haloalkyl group Chemical group 0.000 claims description 3
239000002904 solvent Substances 0.000 claims description 3
238000006467 substitution reaction Methods 0.000 claims description 3
125000004103 aminoalkyl group Chemical group 0.000 claims description 2
230000031709 bromination Effects 0.000 claims description 2
238000005227 gel permeation chromatography Methods 0.000 claims description 2
229910052757 nitrogen Inorganic materials 0.000 claims description 2
125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
239000004215 Carbon black (E152) Substances 0.000 claims 1
239000002841 Lewis acid Substances 0.000 claims 1
229930195733 hydrocarbon Natural products 0.000 claims 1
150000002430 hydrocarbons Chemical class 0.000 claims 1
150000007517 lewis acids Chemical class 0.000 claims 1
238000013508 migration Methods 0.000 abstract description 4
230000005012 migration Effects 0.000 abstract description 4
238000009472 formulation Methods 0.000 abstract 1
239000011885 synergistic combination Substances 0.000 abstract 1
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 22
238000000034 method Methods 0.000 description 10
-1 n-amyl Chemical group 0.000 description 9
239000000463 material Substances 0.000 description 8
239000000376 reactant Substances 0.000 description 8
239000000047 product Substances 0.000 description 7
238000012360 testing method Methods 0.000 description 7
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 6
239000004615 ingredient Substances 0.000 description 6
229910052748 manganese Inorganic materials 0.000 description 6
239000011572 manganese Substances 0.000 description 6
150000003440 styrenes Chemical class 0.000 description 5
AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
239000000654 additive Substances 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
125000001033 ether group Chemical group 0.000 description 3
238000001746 injection moulding Methods 0.000 description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
230000004048 modification Effects 0.000 description 3
238000012986 modification Methods 0.000 description 3
239000008188 pellet Substances 0.000 description 3
230000008569 process Effects 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
229920003048 styrene butadiene rubber Polymers 0.000 description 3
QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 2
OMIHGPLIXGGMJB-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]hepta-1,3,5-triene Chemical class C1=CC=C2OC2=C1 OMIHGPLIXGGMJB-UHFFFAOYSA-N 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
239000004721 Polyphenylene oxide Substances 0.000 description 2
239000002174 Styrene-butadiene Substances 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
229910052787 antimony Inorganic materials 0.000 description 2
WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 2
ILAHWRKJUDSMFH-UHFFFAOYSA-N boron tribromide Chemical compound BrB(Br)Br ILAHWRKJUDSMFH-UHFFFAOYSA-N 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
YKYOUMDCQGMQQO-UHFFFAOYSA-L cadmium dichloride Chemical compound Cl[Cd]Cl YKYOUMDCQGMQQO-UHFFFAOYSA-L 0.000 description 2
239000000460 chlorine Substances 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
229910017052 cobalt Inorganic materials 0.000 description 2
239000010941 cobalt Substances 0.000 description 2
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
238000013329 compounding Methods 0.000 description 2
238000001816 cooling Methods 0.000 description 2
229910052802 copper Inorganic materials 0.000 description 2
239000010949 copper Substances 0.000 description 2
239000007822 coupling agent Substances 0.000 description 2
125000005265 dialkylamine group Chemical group 0.000 description 2
JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
239000011968 lewis acid catalyst Substances 0.000 description 2
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
238000005691 oxidative coupling reaction Methods 0.000 description 2
239000002245 particle Substances 0.000 description 2
229920000728 polyester Polymers 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
229920006380 polyphenylene oxide Polymers 0.000 description 2
229920005990 polystyrene resin Polymers 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
229920002554 vinyl polymer Polymers 0.000 description 2
UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
APQIUTYORBAGEZ-UHFFFAOYSA-N 1,1-dibromoethane Chemical compound CC(Br)Br APQIUTYORBAGEZ-UHFFFAOYSA-N 0.000 description 1
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
KPTMGJRRIXXKKW-UHFFFAOYSA-N 2,3,5-trimethyl-7-oxabicyclo[2.2.1]hepta-1,3,5-triene Chemical group O1C2=C(C)C(C)=C1C=C2C KPTMGJRRIXXKKW-UHFFFAOYSA-N 0.000 description 1
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 1
125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
125000005916 2-methylpentyl group Chemical group 0.000 description 1
125000005917 3-methylpentyl group Chemical group 0.000 description 1
DDTHMESPCBONDT-UHFFFAOYSA-N 4-(4-oxocyclohexa-2,5-dien-1-ylidene)cyclohexa-2,5-dien-1-one Chemical compound C1=CC(=O)C=CC1=C1C=CC(=O)C=C1 DDTHMESPCBONDT-UHFFFAOYSA-N 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
229910015845 BBr3 Inorganic materials 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
229920002943 EPDM rubber Polymers 0.000 description 1
238000005727 Friedel-Crafts reaction Methods 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
229910021576 Iron(III) bromide Inorganic materials 0.000 description 1
229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
239000004677 Nylon Substances 0.000 description 1
239000005062 Polybutadiene Substances 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
229910003074 TiCl4 Inorganic materials 0.000 description 1
229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
239000005083 Zinc sulfide Substances 0.000 description 1
229910007932 ZrCl4 Inorganic materials 0.000 description 1
YMOONIIMQBGTDU-VOTSOKGWSA-N [(e)-2-bromoethenyl]benzene Chemical compound Br\C=C\C1=CC=CC=C1 YMOONIIMQBGTDU-VOTSOKGWSA-N 0.000 description 1
230000009471 action Effects 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
150000004703 alkoxides Chemical class 0.000 description 1
125000005263 alkylenediamine group Chemical group 0.000 description 1
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
PQLAYKMGZDUDLQ-UHFFFAOYSA-K aluminium bromide Chemical compound Br[Al](Br)Br PQLAYKMGZDUDLQ-UHFFFAOYSA-K 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
FAPDDOBMIUGHIN-UHFFFAOYSA-K antimony trichloride Chemical compound Cl[Sb](Cl)Cl FAPDDOBMIUGHIN-UHFFFAOYSA-K 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
238000013459 approach Methods 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
238000000149 argon plasma sintering Methods 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
JHXKRIRFYBPWGE-UHFFFAOYSA-K bismuth chloride Chemical compound Cl[Bi](Cl)Cl JHXKRIRFYBPWGE-UHFFFAOYSA-K 0.000 description 1
150000001649 bromium compounds Chemical class 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000003518 caustics Substances 0.000 description 1
239000002738 chelating agent Substances 0.000 description 1
239000003638 chemical reducing agent Substances 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
239000004927 clay Substances 0.000 description 1
150000001869 cobalt compounds Chemical class 0.000 description 1
239000003086 colorant Substances 0.000 description 1
229940000425 combination drug Drugs 0.000 description 1
230000000536 complexating effect Effects 0.000 description 1
239000008139 complexing agent Substances 0.000 description 1
239000000470 constituent Substances 0.000 description 1
239000011258 core-shell material Substances 0.000 description 1
238000005520 cutting process Methods 0.000 description 1
GLOQRSIADGSLRX-UHFFFAOYSA-N decyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCCCC)OC1=CC=CC=C1 GLOQRSIADGSLRX-UHFFFAOYSA-N 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
238000011161 development Methods 0.000 description 1
230000018109 developmental process Effects 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000000806 elastomer Substances 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
235000011389 fruit/vegetable juice Nutrition 0.000 description 1
239000011521 glass Substances 0.000 description 1
229920000578 graft copolymer Polymers 0.000 description 1
230000005484 gravity Effects 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
229910001385 heavy metal Inorganic materials 0.000 description 1
125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
229910000041 hydrogen chloride Inorganic materials 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
238000011835 investigation Methods 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
238000002955 isolation Methods 0.000 description 1
125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
150000002736 metal compounds Chemical class 0.000 description 1
229910001507 metal halide Inorganic materials 0.000 description 1
150000005309 metal halides Chemical group 0.000 description 1
239000012764 mineral filler Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000003607 modifier Substances 0.000 description 1
239000006082 mold release agent Substances 0.000 description 1
239000000178 monomer Substances 0.000 description 1
230000000877 morphologic effect Effects 0.000 description 1
238000000465 moulding Methods 0.000 description 1
125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229920001778 nylon Polymers 0.000 description 1
SOQBVABWOPYFQZ-UHFFFAOYSA-N oxygen(2-);titanium(4+) Chemical class [O-2].[O-2].[Ti+4] SOQBVABWOPYFQZ-UHFFFAOYSA-N 0.000 description 1
125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920001084 poly(chloroprene) Polymers 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920002857 polybutadiene Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920001195 polyisoprene Polymers 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000012545 processing Methods 0.000 description 1
150000004053 quinones Chemical class 0.000 description 1
229920005604 random copolymer Polymers 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
230000002787 reinforcement Effects 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
229920005992 thermoplastic resin Polymers 0.000 description 1
AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 1
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
UBZYKBZMAMTNKW-UHFFFAOYSA-J titanium tetrabromide Chemical compound Br[Ti](Br)(Br)Br UBZYKBZMAMTNKW-UHFFFAOYSA-J 0.000 description 1
XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
230000002110 toxicologic effect Effects 0.000 description 1
231100000027 toxicology Toxicity 0.000 description 1
229920000428 triblock copolymer Polymers 0.000 description 1
FEONEKOZSGPOFN-UHFFFAOYSA-K tribromoiron Chemical compound Br[Fe](Br)Br FEONEKOZSGPOFN-UHFFFAOYSA-K 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
239000003039 volatile agent Substances 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1
229910052984 zinc sulfide Inorganic materials 0.000 description 1
DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
- C08G65/38—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols
- C08G65/44—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols by oxidation of phenols
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
- C08L71/10—Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
- C08L71/12—Polyphenylene oxides
- C08L71/123—Polyphenylene oxides not modified by chemical after-treatment
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant

Definitions

Thermoplastic compositions of polyphenylene ether (oxide) resins and high impact polystyrenes are known to be useful for injection molding into a variety of articles characte ized by highly desirable property profiles. With the wider use of these compositions in products where good flame resistance is an important requirement, the need has grown for additives that upgrade the flame retardance of the composition without significantly detracting from other desired properties.
Most flame retardant additives for polyphenylene ether compositions have been non-polyme ic compounds that are relatively low in molecular weight. Many of these tend to juice or bloom, that is, in essence to volatilize or migrate to the surface of the composition during the Tnolding process.
Patent 4,151,223 (for fibrous or filamentous linear thermoplastic polyesters).
Japan patent 90,256(1985) describes a flame re ⁇ tardant polyphenylene ether composition said to exhibit excellent flame retardance and heat resistance, with very little migration of halogenated materials.
the composi- tion comprises, in addition to the polyphenylene ether resin, a brominated styrene polymer and optionally other styrene polymers such as rubber modified polystyrene and SBR triblock copolymers.
a particular brominated styrene polymer shown is PYRO-CHEK 68PB, which is described as a brominated polystyrene containing 68 per cent bromine and having a number average molecular weight of 150,000.
the bromination reaction can be represented by the following equation:

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Compositions Of Macromolecular Compounds (AREA)

EP86906573A 1986-03-19 1986-10-10 Bromiertes polystyrol und antimonoxid enthaltende flammhemmende polyphenylenoxidzusammensetzungen Withdrawn EP0263108A1 (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US84144286A	1986-03-19	1986-03-19
US841442		1986-03-19

Publications (1)

Publication Number	Publication Date
EP0263108A1 true EP0263108A1 (de)	1988-04-13

Family

ID=25284900

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP86906573A Withdrawn EP0263108A1 (de)	1986-03-19	1986-10-10	Bromiertes polystyrol und antimonoxid enthaltende flammhemmende polyphenylenoxidzusammensetzungen

Country Status (5)

Country	Link
EP (1)	EP0263108A1 (de)
JP (1)	JPS63502751A (de)
AU (1)	AU6479486A (de)
BR (1)	BR8607122A (de)
WO (1)	WO1987005615A1 (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0262615A3 (de) *	1986-10-03	1988-10-26	General Electric Company	Verwendung von bromiertem Polystyrol mit niedrigem Molekulargewicht als Flammschutzmittel für Polyphenylenäther enthaltende Harzzusammensetzungen
JPH02145654A (ja) *	1988-11-25	1990-06-05	Toyobo Co Ltd	熱可塑性樹脂組成物
US5194482A (en) *	1990-08-23	1993-03-16	Ferro Corporation	Flame retardant resin composition containing styrenic polymers
KR20250137128A (ko) *	2023-01-20	2025-09-17	알베마를 코포레이션	중합체 조성물을 위한 상용성 난연제로서의 개질된 브로민화 폴리스타이렌

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB2076831B (en) *	1980-05-30	1984-03-07	Gen Electric	Compositions of a polyphenylene ether resin and a copolymer of styrene and bromostyrene
JPH0611856B2 (ja) *	1983-10-25	1994-02-16	三菱瓦斯化学株式会社	難燃性ポリフエニレンエーテル系樹脂組成物

1986
- 1986-10-10 WO PCT/US1986/002121 patent/WO1987005615A1/en not_active Ceased
- 1986-10-10 EP EP86906573A patent/EP0263108A1/de not_active Withdrawn
- 1986-10-10 JP JP61505607A patent/JPS63502751A/ja active Pending
- 1986-10-10 AU AU64794/86A patent/AU6479486A/en not_active Abandoned
- 1986-10-10 BR BR8607122A patent/BR8607122A/pt unknown

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO8705615A1 *

Also Published As

Publication number	Publication date
BR8607122A (pt)	1988-04-05
WO1987005615A1 (en)	1987-09-24
JPS63502751A (ja)	1988-10-13
AU6479486A (en)	1987-10-09

Legal Events

Date	Code	Title	Description
1988-02-24	PUAI	Public reference made under article 153(3) epc to a published international application that has entered the european phase	Free format text: ORIGINAL CODE: 0009012
1988-04-13	AK	Designated contracting states	Kind code of ref document: A1 Designated state(s): DE FR GB IT NL
1988-04-20	17P	Request for examination filed	Effective date: 19880224
1990-01-03	17Q	First examination report despatched	Effective date: 19891117
1990-08-02	STAA	Information on the status of an ep patent application or granted ep patent	Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN
1990-09-19	18D	Application deemed to be withdrawn	Effective date: 19900328
2007-08-08	RIN1	Information on inventor provided before grant (corrected)	Inventor name: ABOLINS, VISVALDIS

Publication	Publication Date	Title
US4038343A (en)	1977-07-26	Resin composition containing copolyphenylene ether
EP0226851B1 (de)	1990-09-19	Thermoplastische Zusammensetzung auf der Basis von Polyphenylenether, eines Ethylenmethacrylsäurekopolymers und eines Styrenglycidylmethacrylatkopolymers
US5081185A (en)	1992-01-14	Polyphenylene ether composition characterized by improved melt flow
AU596620B2 (en)	1990-05-10	Cationic polymerization of bromoalkenyl aromatic compounds
EP0362660B1 (de)	1995-01-18	Polyphenylenätherharzzusammensetzungen, die sehr delaminationsbeständig sind
US20040014850A1 (en)	2004-01-22	Flame-retardant polypropylene resin composition
US4203931A (en)	1980-05-20	Flame retardant thermoplastic polyphenylene ether resin compositions
US5034459A (en)	1991-07-23	Polyphenylene ether compositions having improved flow
US4692490A (en)	1987-09-08	Flame retardant polyphenylene ether composition containing polybrominated diphenyoxybenzene and antimony oxide
US4298514A (en)	1981-11-03	Flame retardant thermoplastic polyphenylene ether resin compositions
CA2021100A1 (en)	1991-03-16	Polyphenylene ether compositions having improved flow
US4824887A (en)	1989-04-25	High impact rubber modified polystyrene and polyphenylene ether resins containing the same
EP0263108A1 (de)	1988-04-13	Bromiertes polystyrol und antimonoxid enthaltende flammhemmende polyphenylenoxidzusammensetzungen
US4871800A (en)	1989-10-03	Thermoplastic composition of polyphenylene ether, ethylene-methacrylic acid copolymer, and styrene-glycidyl methacrylate copolymer
EP0085834B1 (de)	1987-04-29	Verfärbungshemmendes Flammschutzmittel, aus einer stabilen halogenierten organischen Verbindung und einer Borverbindungbestehend
EP0262615A2 (de)	1988-04-06	Verwendung von bromiertem Polystyrol mit niedrigem Molekulargewicht als Flammschutzmittel für Polyphenylenäther enthaltende Harzzusammensetzungen
US4826919A (en)	1989-05-02	Polyphenylene ether compositions having improved flow
CA1256620A (en)	1989-06-27	Thermoplastic composition of polyphenylene ether, ethylene-methacrylic acid copolymer, and styrene-cylcidyl methacrylate copolymer
EP0304622A2 (de)	1989-03-01	Hochstabile bromierte Phthalatverbindungen des Flammverzögerers für Harzzusammensetzungen, die Polyphenylenether enthalten
US4945131A (en)	1990-07-31	Control of surface gloss by variation of hips rubber swell index in polyphenylene ether composition
CA1201242A (en)	1986-02-25	Polyphenylene ether resins and compositions heat stabilized with trineopentylene diphosphite
US4757107A (en)	1988-07-12	Flame retardant polyphenylene ether blends
US4624979A (en)	1986-11-25	Flame retardant polyphenylene ether-polystyrene blends of increased heat resistance and method of achievement
EP0085850A1 (de)	1983-08-17	PPE Zusammensetzung mit einem die Schlagfestigkeit modifizierenden Mittel und einem die Schmelzviskosität verringernden Mittel
EP0226149A2 (de)	1987-06-24	Verfahren zur Herstellung von Mischungen von Polyphenylenäther und mit Kautschuk modifiziertes Polystyren