CA2006134A1 - Thermally stable and light stable flame retardant thermoplastic polyolefin and polystyrene compositions - Google Patents

Thermally stable and light stable flame retardant thermoplastic polyolefin and polystyrene compositions

Info

Publication number: CA2006134A1
Authority: CA; Canada
Prior art keywords: flame retardant; composition; bis; halogen; polystyrene
Prior art date: 1988-12-20
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

Application number

CA002006134A

Other languages

English (en)

French (fr)

Inventor

Nicolai A. Favstritsky

Enrico J. Termine

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.)

Great Lakes Chemical Corp

Original Assignee

Great Lakes Chemical Corp

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.)

1988-12-20

Filing date

1989-12-20

Publication date

1990-06-20

1989-12-20 Application filed by Great Lakes Chemical Corp filed Critical Great Lakes Chemical Corp

1990-06-20 Publication of CA2006134A1 publication Critical patent/CA2006134A1/en

Status Abandoned legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 81
239000003063 flame retardant Substances 0.000 title claims abstract description 70
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 63
239000004793 Polystyrene Substances 0.000 title claims abstract description 25
229920002223 polystyrene Polymers 0.000 title claims abstract description 22
229920002397 thermoplastic olefin Polymers 0.000 title description 4
-1 bicyclic phosphate compound Chemical class 0.000 claims abstract description 62
229910019142 PO4 Inorganic materials 0.000 claims abstract description 28
229910052736 halogen Inorganic materials 0.000 claims abstract description 21
150000002367 halogens Chemical class 0.000 claims abstract description 21
239000010452 phosphate Substances 0.000 claims abstract description 18
229920005990 polystyrene resin Polymers 0.000 claims abstract description 11
229920005672 polyolefin resin Polymers 0.000 claims abstract description 7
229920001155 polypropylene Polymers 0.000 claims description 28
239000004743 Polypropylene Substances 0.000 claims 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 claims description 23
239000000654 additive Substances 0.000 claims description 23
230000000996 additive effect Effects 0.000 claims description 14
229920001169 thermoplastic Polymers 0.000 claims description 14
239000004416 thermosoftening plastic Substances 0.000 claims description 14
229920005989 resin Polymers 0.000 claims description 12
239000011347 resin Substances 0.000 claims description 12
239000011342 resin composition Substances 0.000 claims description 9
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 description 8
239000003963 antioxidant agent Substances 0.000 claims description 8
239000002253 acid Substances 0.000 claims description 7
150000001412 amines Chemical class 0.000 claims description 7
229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 6
YBAIRXAJHLSFLB-UHFFFAOYSA-N BrC1(CCC(CC1)CC(Br)Br)Br Chemical compound BrC1(CCC(CC1)CC(Br)Br)Br YBAIRXAJHLSFLB-UHFFFAOYSA-N 0.000 claims description 5
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 5
XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 claims description 5
239000004676 acrylonitrile butadiene styrene Substances 0.000 claims description 5
239000004611 light stabiliser Substances 0.000 claims description 5
229920006395 saturated elastomer Polymers 0.000 claims description 5
RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-N 0.000 claims description 4
230000003078 antioxidant effect Effects 0.000 claims description 4
229920001577 copolymer Polymers 0.000 claims description 4
VUNCWTMEJYMOOR-UHFFFAOYSA-N hexachlorocyclopentadiene Chemical compound ClC1=C(Cl)C(Cl)(Cl)C(Cl)=C1Cl VUNCWTMEJYMOOR-UHFFFAOYSA-N 0.000 claims description 4
UZOSVZSBPTTWIG-UHFFFAOYSA-N 1,2,3,4,5-pentabromo-6-chlorocyclohexane Chemical compound ClC1C(Br)C(Br)C(Br)C(Br)C1Br UZOSVZSBPTTWIG-UHFFFAOYSA-N 0.000 claims description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
238000005698 Diels-Alder reaction Methods 0.000 claims description 3
239000004698 Polyethylene Substances 0.000 claims description 3
229920001748 polybutylene Polymers 0.000 claims description 3
229920000573 polyethylene Polymers 0.000 claims description 3
239000002516 radical scavenger Substances 0.000 claims description 3
LXIZRZRTWSDLKK-UHFFFAOYSA-N 1,3-dibromo-5-[2-[3,5-dibromo-4-(2,3-dibromopropoxy)phenyl]propan-2-yl]-2-(2,3-dibromopropoxy)benzene Chemical compound C=1C(Br)=C(OCC(Br)CBr)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(OCC(Br)CBr)C(Br)=C1 LXIZRZRTWSDLKK-UHFFFAOYSA-N 0.000 claims 2
OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 2
DHQKZHREWWXKQF-UHFFFAOYSA-I magnesium dicarbonoperoxoyloxyalumanyl hydroxy carbonate hydroxy carbonate Chemical group [Mg++].[Al+3].OOC([O-])=O.OOC([O-])=O.OOC([O-])=O.OOC([O-])=O.OOC([O-])=O DHQKZHREWWXKQF-UHFFFAOYSA-I 0.000 claims 1
230000000087 stabilizing effect Effects 0.000 claims 1
229920000098 polyolefin Polymers 0.000 abstract description 7
230000008859 change Effects 0.000 abstract description 5
238000010094 polymer processing Methods 0.000 abstract description 3
150000001875 compounds Chemical class 0.000 description 39
230000000052 comparative effect Effects 0.000 description 24
235000021317 phosphate Nutrition 0.000 description 20
230000015556 catabolic process Effects 0.000 description 12
238000006731 degradation reaction Methods 0.000 description 12
229920000642 polymer Polymers 0.000 description 12
ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 8
238000000034 method Methods 0.000 description 7
239000003381 stabilizer Substances 0.000 description 7
239000000126 substance Substances 0.000 description 7
125000002619 bicyclic group Chemical group 0.000 description 6
238000012545 processing Methods 0.000 description 5
229920005992 thermoplastic resin Polymers 0.000 description 5
WCVOGSZTONGSQY-UHFFFAOYSA-N 2,4,6-trichloroanisole Chemical compound COC1=C(Cl)C=C(Cl)C=C1Cl WCVOGSZTONGSQY-UHFFFAOYSA-N 0.000 description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 4
229920003023 plastic Polymers 0.000 description 4
239000004033 plastic Substances 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 3
238000011161 development Methods 0.000 description 3
230000018109 developmental process Effects 0.000 description 3
230000002708 enhancing effect Effects 0.000 description 3
229920001519 homopolymer Polymers 0.000 description 3
239000000463 material Substances 0.000 description 3
239000000155 melt Substances 0.000 description 3
150000003013 phosphoric acid derivatives Chemical class 0.000 description 3
238000012360 testing method Methods 0.000 description 3
XQKQZOLAVMIQHZ-UHFFFAOYSA-N 1,1-dibromo-3-(3,3-dibromopropoxy)propane Chemical compound BrC(Br)CCOCCC(Br)Br XQKQZOLAVMIQHZ-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 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
239000013256 coordination polymer Substances 0.000 description 2
150000004820 halides Chemical class 0.000 description 2
238000002347 injection Methods 0.000 description 2
239000007924 injection Substances 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
230000006641 stabilisation Effects 0.000 description 2
238000011105 stabilization Methods 0.000 description 2
229910052724 xenon Inorganic materials 0.000 description 2
FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 2
FWKIOSWFVPOWSM-UHFFFAOYSA-N 1,1,12,12,12-pentabromododecylbenzene Chemical compound BrC(Br)(Br)CCCCCCCCCCC(Br)(Br)C1=CC=CC=C1 FWKIOSWFVPOWSM-UHFFFAOYSA-N 0.000 description 1
AUTSLLHNWAZVLE-UHFFFAOYSA-N 1,1,2,2,3-pentabromo-3-chlorocyclohexane Chemical compound ClC1(Br)CCCC(Br)(Br)C1(Br)Br AUTSLLHNWAZVLE-UHFFFAOYSA-N 0.000 description 1
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 1
ACRQLFSHISNWRY-UHFFFAOYSA-N 1,2,3,4,5-pentabromo-6-phenoxybenzene Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1OC1=CC=CC=C1 ACRQLFSHISNWRY-UHFFFAOYSA-N 0.000 description 1
YATIGPZCMOYEGE-UHFFFAOYSA-N 1,3,5-tribromo-2-[2-(2,4,6-tribromophenoxy)ethoxy]benzene Chemical compound BrC1=CC(Br)=CC(Br)=C1OCCOC1=C(Br)C=C(Br)C=C1Br YATIGPZCMOYEGE-UHFFFAOYSA-N 0.000 description 1
MVSVFZKDCHTUGD-UHFFFAOYSA-N 3,4-dibromobicyclo[2.2.1]heptane Chemical compound C1CC2(Br)C(Br)CC1C2 MVSVFZKDCHTUGD-UHFFFAOYSA-N 0.000 description 1
NEUHYMIDXNTABG-UHFFFAOYSA-N 4,5,6,7-tetrabromo-2-[1-(4,5,6,7-tetrabromo-1,3-dioxoisoindol-2-yl)ethyl]isoindole-1,3-dione Chemical compound O=C1C(C(=C(Br)C(Br)=C2Br)Br)=C2C(=O)N1C(C)N1C(=O)C(C(Br)=C(Br)C(Br)=C2Br)=C2C1=O NEUHYMIDXNTABG-UHFFFAOYSA-N 0.000 description 1
ZYUVGYBAPZYKSA-UHFFFAOYSA-N 5-(3-hydroxybutan-2-yl)-4-methylbenzene-1,3-diol Chemical compound CC(O)C(C)C1=CC(O)=CC(O)=C1C ZYUVGYBAPZYKSA-UHFFFAOYSA-N 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
101100481176 Bacillus subtilis (strain 168) thiE gene Proteins 0.000 description 1
239000004604 Blowing Agent Substances 0.000 description 1
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
PKTNMTDLDLSRDE-UHFFFAOYSA-N C1OC2(P(=O)=O)OCC1(CO)CO2 Chemical compound C1OC2(P(=O)=O)OCC1(CO)CO2 PKTNMTDLDLSRDE-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
101100494344 Desulfobacterium autotrophicum (strain ATCC 43914 / DSM 3382 / HRM2) bzaF gene Proteins 0.000 description 1
101100001675 Emericella variicolor andJ gene Proteins 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical class OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 1
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
150000001241 acetals Chemical group 0.000 description 1
150000001242 acetic acid derivatives Chemical class 0.000 description 1
230000002411 adverse Effects 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
GHPGOEFPKIHBNM-UHFFFAOYSA-N antimony(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Sb+3].[Sb+3] GHPGOEFPKIHBNM-UHFFFAOYSA-N 0.000 description 1
239000002216 antistatic agent Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
229910052797 bismuth Inorganic materials 0.000 description 1
JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
238000002144 chemical decomposition reaction Methods 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
238000002485 combustion reaction Methods 0.000 description 1
ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical class C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 1
230000000254 damaging effect Effects 0.000 description 1
WHHGLZMJPXIBIX-UHFFFAOYSA-N decabromodiphenyl ether Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1OC1=C(Br)C(Br)=C(Br)C(Br)=C1Br WHHGLZMJPXIBIX-UHFFFAOYSA-N 0.000 description 1
NHADDZMCASKINP-HTRCEHHLSA-N decarboxydihydrocitrinin Natural products C1=C(O)C(C)=C2[C@H](C)[C@@H](C)OCC2=C1O NHADDZMCASKINP-HTRCEHHLSA-N 0.000 description 1
UGQQAJOWXNCOPY-UHFFFAOYSA-N dechlorane plus Chemical compound C12CCC3C(C4(Cl)Cl)(Cl)C(Cl)=C(Cl)C4(Cl)C3CCC2C2(Cl)C(Cl)=C(Cl)C1(Cl)C2(Cl)Cl UGQQAJOWXNCOPY-UHFFFAOYSA-N 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
MPRVXUYAJZZBHG-UHFFFAOYSA-K dicarbonoperoxoyloxyalumanyl hydroxy carbonate Chemical compound [Al+3].OOC([O-])=O.OOC([O-])=O.OOC([O-])=O MPRVXUYAJZZBHG-UHFFFAOYSA-K 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
239000003925 fat Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000012530 fluid Substances 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000012760 heat stabilizer Substances 0.000 description 1
230000006872 improvement Effects 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
150000002484 inorganic compounds Chemical class 0.000 description 1
229910010272 inorganic material Inorganic materials 0.000 description 1
238000007689 inspection Methods 0.000 description 1
230000003993 interaction Effects 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 1
238000010943 off-gassing Methods 0.000 description 1
239000003921 oil Substances 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
230000000737 periodic effect Effects 0.000 description 1
239000002530 phenolic antioxidant Substances 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
125000000843 phenylene group Polymers C1(=C(C=CC=C1)*)* 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000013502 plastic waste Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920006216 polyvinyl aromatic Polymers 0.000 description 1
XOFYZVNMUHMLCC-ZPOLXVRWSA-N prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
230000008569 process Effects 0.000 description 1
230000005855 radiation Effects 0.000 description 1
150000003440 styrenes Polymers 0.000 description 1
125000003011 styrenyl group Polymers [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
238000010998 test method Methods 0.000 description 1
101150029215 thiC gene Proteins 0.000 description 1
KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
239000010936 titanium Substances 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/6574—Esters of oxyacids of phosphorus
- C07F9/65748—Esters of oxyacids of phosphorus the cyclic phosphorus atom belonging to more than one ring system
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- 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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/527—Cyclic esters

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Life Sciences & Earth Sciences (AREA)
Biochemistry (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Compositions Of Macromolecular Compounds (AREA)
Fireproofing Substances (AREA)

CA002006134A 1988-12-20 1989-12-20 Thermally stable and light stable flame retardant thermoplastic polyolefin and polystyrene compositions Abandoned CA2006134A1 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US07/289,973		1988-12-20
US28997388A	1988-12-22	1988-12-22

Publications (1)

Publication Number	Publication Date
CA2006134A1 true CA2006134A1 (en)	1990-06-20

Family

ID=23113986

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002006134A Abandoned CA2006134A1 (en)	1988-12-20	1989-12-20	Thermally stable and light stable flame retardant thermoplastic polyolefin and polystyrene compositions

Country Status (5)

Country	Link
EP (1)	EP0401366A4 (de)
JP (1)	JPH03502820A (de)
KR (1)	KR910700007A (de)
CA (1)	CA2006134A1 (de)
WO (1)	WO1990006691A1 (de)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
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1989
- 1989-12-15 WO PCT/US1989/005627 patent/WO1990006691A1/en not_active Ceased
- 1989-12-15 KR KR1019900701817A patent/KR910700007A/ko not_active Ceased
- 1989-12-15 EP EP19900901968 patent/EP0401366A4/en not_active Withdrawn
- 1989-12-15 JP JP90502089A patent/JPH03502820A/ja active Pending
- 1989-12-20 CA CA002006134A patent/CA2006134A1/en not_active Abandoned

Also Published As

Publication number	Publication date
EP0401366A1 (de)	1990-12-12
JPH03502820A (ja)	1991-06-27
WO1990006691A1 (en)	1990-06-28
EP0401366A4 (en)	1991-06-05
KR910700007A (ko)	1991-03-13

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Date	Code	Title	Description
1997-12-22	FZDE	Dead

Publication	Publication Date	Title
JP5431300B2 (ja)	2014-03-05	Ｄｏｐｏ難燃性組成物
CA2006134A1 (en)	1990-06-20	Thermally stable and light stable flame retardant thermoplastic polyolefin and polystyrene compositions
AU2007254412B2 (en)	2013-04-18	Stabilizer compositions
EP3339376B1 (de)	2024-09-25	Harzadditivzusammensetzung und dieselbe verwendende kunstharzzusammensetzung
US20110039996A1 (en)	2011-02-17	Process for Stabilization of Polymer Compositions
KR20030086607A (ko)	2003-11-10	방염성 조성물
KR0148022B1 (ko)	1998-08-17	4,4-비페닐렌디포스포나이트 화합물 및 그 용도
EP3650517A1 (de)	2020-05-13	Flammhemmende zusammensetzung und flammhemmende harzzusammensetzung damit
EP0427173A2 (de)	1991-05-15	Selbstverlöschende Polymerzusammensetzungen
US6025421A (en)	2000-02-15	Flame-retardant thermoplastic resin composition having improved humidity resistance and heat resistance
KR102165994B1 (ko)	2020-10-15	도장성을 향상시킨 피도장 기재
GB2247241A (en)	1992-02-26	Stabilising composition for filled polymeric materials
JP2522136B2 (ja)	1996-08-07	４，４’−ビフェニレンジホスホナイト化合物およびその用途
EP3633011B1 (de)	2021-12-15	Flammhemmende zusammensetzung und flammhemmende kunstharzzusammensetzung damit
US5346938A (en)	1994-09-13	Smoke suppressed flame retardant unsaturated polyester resin compositions
US4546139A (en)	1985-10-08	Polybromo dinaphthyl ethers
US3842033A (en)	1974-10-15	Flame retardants for polymers
JP2844967B2 (ja)	1999-01-13	ポリオレフィン系樹脂組成物
EP0934356A1 (de)	1999-08-11	Flammwidrige polyolefinzusammensetzungen
US4175071A (en)	1979-11-20	Titanium dioxide as a U.V. screen in fire retardant vinyl polymers
JPH03227368A (ja)	1991-10-08	難燃性重合体組成物
KR920008528B1 (ko)	1992-10-01	비할로겐화 난연제를 함유한 난연성 폴리스티렌 수지조성물
GB1582875A (en)	1981-01-14	Fire retardant polymeric compositions containing brominated phenyl arylsulphonates
AU640959B2 (en)	1993-09-09	Smoke suppressed flame retardant unsaturated polyester resin compositions
CA2025172A1 (en)	1991-03-16	Smoke suppressed flame retardant thermoplastic resin compositions