JP2011506723A - 立体障害アミンを含む難燃性組成物 - Google Patents
立体障害アミンを含む難燃性組成物 Download PDFInfo
- Publication number
- JP2011506723A JP2011506723A JP2010538601A JP2010538601A JP2011506723A JP 2011506723 A JP2011506723 A JP 2011506723A JP 2010538601 A JP2010538601 A JP 2010538601A JP 2010538601 A JP2010538601 A JP 2010538601A JP 2011506723 A JP2011506723 A JP 2011506723A
- Authority
- JP
- Japan
- Prior art keywords
- bis
- tert
- butyl
- carbon atoms
- hydroxy
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 72
- 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 39
- 239000003063 flame retardant Substances 0.000 title claims abstract description 30
- 150000001412 amines Chemical class 0.000 title claims description 19
- 229920000642 polymer Polymers 0.000 claims abstract description 52
- 229910052751 metal Inorganic materials 0.000 claims abstract description 30
- 239000002184 metal Substances 0.000 claims abstract description 30
- 150000003839 salts Chemical class 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 9
- -1 amino, carboxy Chemical group 0.000 claims description 122
- 125000004432 carbon atom Chemical group C* 0.000 claims description 63
- 125000000217 alkyl group Chemical group 0.000 claims description 48
- 229920001577 copolymer Polymers 0.000 claims description 42
- 239000001257 hydrogen Substances 0.000 claims description 30
- 229910052739 hydrogen Inorganic materials 0.000 claims description 30
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 27
- 125000002947 alkylene group Chemical group 0.000 claims description 25
- 229910052757 nitrogen Inorganic materials 0.000 claims description 24
- 229920001169 thermoplastic Polymers 0.000 claims description 23
- 239000004416 thermosoftening plastic Substances 0.000 claims description 22
- 239000005977 Ethylene Substances 0.000 claims description 21
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 20
- 239000000654 additive Substances 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 claims description 14
- 229920000098 polyolefin Polymers 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- 125000005262 alkoxyamine group Chemical group 0.000 claims description 8
- 125000006309 butyl amino group Chemical group 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 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 claims description 7
- BHYQWBKCXBXPKM-UHFFFAOYSA-N tris[3-bromo-2,2-bis(bromomethyl)propyl] phosphate Chemical compound BrCC(CBr)(CBr)COP(=O)(OCC(CBr)(CBr)CBr)OCC(CBr)(CBr)CBr BHYQWBKCXBXPKM-UHFFFAOYSA-N 0.000 claims description 7
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 6
- 239000004594 Masterbatch (MB) Substances 0.000 claims description 5
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 5
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 5
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 5
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims description 5
- PVKCVCDTYNNNOG-UHFFFAOYSA-N 1,3,5-triazine-2,4,6-triamine;hydrobromide Chemical compound [Br-].NC1=NC(N)=[NH+]C(N)=N1 PVKCVCDTYNNNOG-UHFFFAOYSA-N 0.000 claims description 4
- GVLRGMSHUKNBDP-UHFFFAOYSA-N 2-(1,3,5-triazin-2-ylamino)ethanol Chemical compound OCCNC1=NC=NC=N1 GVLRGMSHUKNBDP-UHFFFAOYSA-N 0.000 claims description 4
- DYIZJUDNMOIZQO-UHFFFAOYSA-N 4,5,6,7-tetrabromo-2-[2-(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)N1CCN1C(=O)C2=C(Br)C(Br)=C(Br)C(Br)=C2C1=O DYIZJUDNMOIZQO-UHFFFAOYSA-N 0.000 claims description 4
- AYJOUNOHHNLBJP-UHFFFAOYSA-N 6-chloro-2-n,4-n-bis[4-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)butyl]-1,3,5-triazine-2,4-diamine Chemical compound C1C(C)(C)N(OC2CCCCC2)C(C)(C)CC1CCCCNC(N=1)=NC(Cl)=NC=1NCCCCC(CC1(C)C)CC(C)(C)N1OC1CCCCC1 AYJOUNOHHNLBJP-UHFFFAOYSA-N 0.000 claims description 4
- 230000000996 additive effect Effects 0.000 claims description 4
- 230000000737 periodic effect Effects 0.000 claims description 4
- XQKQZOLAVMIQHZ-UHFFFAOYSA-N 1,1-dibromo-3-(3,3-dibromopropoxy)propane Chemical compound BrC(Br)CCOCCC(Br)Br XQKQZOLAVMIQHZ-UHFFFAOYSA-N 0.000 claims description 3
- BSZXAFXFTLXUFV-UHFFFAOYSA-N 1-phenylethylbenzene Chemical class C=1C=CC=CC=1C(C)C1=CC=CC=C1 BSZXAFXFTLXUFV-UHFFFAOYSA-N 0.000 claims description 3
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical class C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- KGUHWHHMNQPSRV-UHFFFAOYSA-N [1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC1CC(C)(C)N(OCC(C)(C)O)C(C)(C)C1 KGUHWHHMNQPSRV-UHFFFAOYSA-N 0.000 claims description 3
- 239000006096 absorbing agent Substances 0.000 claims description 3
- 150000001408 amides Chemical class 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 3
- OSIVCXJNIBEGCL-UHFFFAOYSA-N bis(2,2,6,6-tetramethyl-1-octoxypiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(OCCCCCCCC)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(OCCCCCCCC)C(C)(C)C1 OSIVCXJNIBEGCL-UHFFFAOYSA-N 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 125000005724 cycloalkenylene group Chemical group 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- JYGFTBXVXVMTGB-UHFFFAOYSA-N indolin-2-one Chemical class C1=CC=C2NC(=O)CC2=C1 JYGFTBXVXVMTGB-UHFFFAOYSA-N 0.000 claims description 3
- 238000004898 kneading Methods 0.000 claims description 3
- 239000010452 phosphate Substances 0.000 claims description 3
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 3
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 claims description 3
- ORYGKUIDIMIRNN-UHFFFAOYSA-N 1,2,3,4-tetrabromo-5-(2,3,4,5-tetrabromophenoxy)benzene Chemical compound BrC1=C(Br)C(Br)=CC(OC=2C(=C(Br)C(Br)=C(Br)C=2)Br)=C1Br ORYGKUIDIMIRNN-UHFFFAOYSA-N 0.000 claims description 2
- YVVYMSXDQGDASK-UHFFFAOYSA-N 1,2,3-tribromo-4-[2-(2,3,4-tribromophenoxy)ethoxy]benzene Chemical compound BrC1=C(Br)C(Br)=CC=C1OCCOC1=CC=C(Br)C(Br)=C1Br YVVYMSXDQGDASK-UHFFFAOYSA-N 0.000 claims description 2
- 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 2
- NZUPFZNVGSWLQC-UHFFFAOYSA-N 1,3,5-tris(2,3-dibromopropyl)-1,3,5-triazinane-2,4,6-trione Chemical compound BrCC(Br)CN1C(=O)N(CC(Br)CBr)C(=O)N(CC(Br)CBr)C1=O NZUPFZNVGSWLQC-UHFFFAOYSA-N 0.000 claims description 2
- FYQOHJWNKFULEZ-UHFFFAOYSA-N 1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC(C)(O)CON1C(C)(C)CC(O)CC1(C)C FYQOHJWNKFULEZ-UHFFFAOYSA-N 0.000 claims description 2
- FUVBNYKKKZSBCG-UHFFFAOYSA-N 1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-one Chemical compound CC(C)(O)CON1C(C)(C)CC(=O)CC1(C)C FUVBNYKKKZSBCG-UHFFFAOYSA-N 0.000 claims description 2
- WICJDHJYOIJBDM-UHFFFAOYSA-N 1-[4-[butyl-[4-[butyl-[1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl]amino]-6-(2-hydroxyethylamino)-1,3,5-triazin-2-yl]amino]-2,2,6,6-tetramethylpiperidin-1-yl]oxy-2-methylpropan-2-ol Chemical compound N=1C(NCCO)=NC(N(CCCC)C2CC(C)(C)N(OCC(C)(C)O)C(C)(C)C2)=NC=1N(CCCC)C1CC(C)(C)N(OCC(C)(C)O)C(C)(C)C1 WICJDHJYOIJBDM-UHFFFAOYSA-N 0.000 claims description 2
- OKELZJLBUAZSCL-UHFFFAOYSA-N 1-cyclohexyloxy-2,2,6,6-tetramethyl-n-octadecylpiperidin-4-amine Chemical compound CC1(C)CC(NCCCCCCCCCCCCCCCCCC)CC(C)(C)N1OC1CCCCC1 OKELZJLBUAZSCL-UHFFFAOYSA-N 0.000 claims description 2
- KTNPVRSKFWZJEZ-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidin-1-amine Chemical compound CC1(C)CCCC(C)(C)N1N KTNPVRSKFWZJEZ-UHFFFAOYSA-N 0.000 claims description 2
- CMQUQOHNANGDOR-UHFFFAOYSA-N 2,3-dibromo-4-(2,4-dibromo-5-hydroxyphenyl)phenol Chemical compound BrC1=C(Br)C(O)=CC=C1C1=CC(O)=C(Br)C=C1Br CMQUQOHNANGDOR-UHFFFAOYSA-N 0.000 claims description 2
- VVISQEKWYPFFLK-UHFFFAOYSA-N 2-n,2-n,4-n,4-n-tetrabutyl-6-chloro-1,3,5-triazine-2,4-diamine Chemical compound CCCCN(CCCC)C1=NC(Cl)=NC(N(CCCC)CCCC)=N1 VVISQEKWYPFFLK-UHFFFAOYSA-N 0.000 claims description 2
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 claims description 2
- XIRDTMSOGDWMOX-UHFFFAOYSA-N 3,4,5,6-tetrabromophthalic acid Chemical compound OC(=O)C1=C(Br)C(Br)=C(Br)C(Br)=C1C(O)=O XIRDTMSOGDWMOX-UHFFFAOYSA-N 0.000 claims description 2
- MVSVFZKDCHTUGD-UHFFFAOYSA-N 3,4-dibromobicyclo[2.2.1]heptane Chemical compound C1CC2(Br)C(Br)CC1C2 MVSVFZKDCHTUGD-UHFFFAOYSA-N 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 2
- WLLGXSLBOPFWQV-UHFFFAOYSA-N MGK 264 Chemical compound C1=CC2CC1C1C2C(=O)N(CC(CC)CCCC)C1=O WLLGXSLBOPFWQV-UHFFFAOYSA-N 0.000 claims description 2
- PQYJRMFWJJONBO-UHFFFAOYSA-N Tris(2,3-dibromopropyl) phosphate Chemical compound BrCC(Br)COP(=O)(OCC(Br)CBr)OCC(Br)CBr PQYJRMFWJJONBO-UHFFFAOYSA-N 0.000 claims description 2
- JLOAPAGFWFMZLD-UHFFFAOYSA-N bis(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) hexanedioate Chemical compound CC1(C)CC(OC(=O)CCCCC(=O)OC2CC(C)(C)N(OC3CCCCC3)C(C)(C)C2)CC(C)(C)N1OC1CCCCC1 JLOAPAGFWFMZLD-UHFFFAOYSA-N 0.000 claims description 2
- DVXRGUXKOSSOHV-UHFFFAOYSA-N bis[1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl] decanedioate Chemical compound C1C(C)(C)N(OCC(C)(O)C)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(OCC(C)(C)O)C(C)(C)C1 DVXRGUXKOSSOHV-UHFFFAOYSA-N 0.000 claims description 2
- WUXGYZUOHKJTEY-UHFFFAOYSA-N bis[1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-yl] hexanedioate Chemical compound C1C(C)(C)N(OCC(C)(O)C)C(C)(C)CC1OC(=O)CCCCC(=O)OC1CC(C)(C)N(OCC(C)(C)O)C(C)(C)C1 WUXGYZUOHKJTEY-UHFFFAOYSA-N 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 239000012141 concentrate Substances 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- 125000004956 cyclohexylene group Chemical group 0.000 claims description 2
- 125000002933 cyclohexyloxy group Chemical group C1(CCCCC1)O* 0.000 claims description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical group C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 2
- 239000003822 epoxy resin Substances 0.000 claims description 2
- 229910021645 metal ion Inorganic materials 0.000 claims description 2
- 239000002530 phenolic antioxidant Substances 0.000 claims description 2
- 229920000647 polyepoxide Polymers 0.000 claims description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 abstract description 10
- 150000002367 halogens Chemical class 0.000 abstract description 9
- RORDFOUPNSOFRP-UHFFFAOYSA-N O[PH2]=O.O[PH2]=O Chemical compound O[PH2]=O.O[PH2]=O RORDFOUPNSOFRP-UHFFFAOYSA-N 0.000 abstract description 4
- 239000000835 fiber Substances 0.000 abstract description 4
- 238000002156 mixing Methods 0.000 abstract description 4
- 229920000307 polymer substrate Polymers 0.000 abstract description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract description 2
- 239000001301 oxygen Substances 0.000 abstract description 2
- 229910052760 oxygen Inorganic materials 0.000 abstract description 2
- 230000000979 retarding effect Effects 0.000 abstract description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical class C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 53
- 150000002431 hydrogen Chemical class 0.000 description 22
- 125000003118 aryl group Chemical group 0.000 description 18
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 17
- 239000004743 Polypropylene Substances 0.000 description 14
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 13
- 125000002252 acyl group Chemical group 0.000 description 13
- 229920001155 polypropylene Polymers 0.000 description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 239000002253 acid Substances 0.000 description 12
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- 239000000047 product Substances 0.000 description 12
- 239000004952 Polyamide Substances 0.000 description 11
- 125000001931 aliphatic group Chemical group 0.000 description 11
- 229920002647 polyamide Polymers 0.000 description 11
- 125000000753 cycloalkyl group Chemical group 0.000 description 10
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 description 10
- 229920002554 vinyl polymer Polymers 0.000 description 10
- 229920002857 polybutadiene Polymers 0.000 description 9
- KSSJBGNOJJETTC-UHFFFAOYSA-N COC1=C(C=CC=C1)N(C1=CC=2C3(C4=CC(=CC=C4C=2C=C1)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC(=CC=C1C=1C=CC(=CC=13)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC=C(C=C1)OC Chemical compound COC1=C(C=CC=C1)N(C1=CC=2C3(C4=CC(=CC=C4C=2C=C1)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC(=CC=C1C=1C=CC(=CC=13)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC=C(C=C1)OC KSSJBGNOJJETTC-UHFFFAOYSA-N 0.000 description 8
- 239000005062 Polybutadiene Substances 0.000 description 8
- 125000003710 aryl alkyl group Chemical group 0.000 description 8
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 8
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- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
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- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 7
- 150000001993 dienes Chemical class 0.000 description 7
- 239000004700 high-density polyethylene Substances 0.000 description 7
- 229920006324 polyoxymethylene Polymers 0.000 description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 6
- 239000007983 Tris buffer Substances 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- 125000002723 alicyclic group Chemical group 0.000 description 6
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- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 6
- 229920001903 high density polyethylene Polymers 0.000 description 6
- 239000004800 polyvinyl chloride Substances 0.000 description 6
- 229920000915 polyvinyl chloride Polymers 0.000 description 6
- 239000003381 stabilizer Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical group C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 5
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 5
- 239000004721 Polyphenylene oxide Substances 0.000 description 5
- 229920001971 elastomer Polymers 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- 125000003884 phenylalkyl group Chemical group 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- 229920006380 polyphenylene oxide Polymers 0.000 description 5
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 5
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 4
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 4
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 4
- ZPIRWAHWDCHWLM-UHFFFAOYSA-N 2-dodecylsulfanylethanol Chemical compound CCCCCCCCCCCCSCCO ZPIRWAHWDCHWLM-UHFFFAOYSA-N 0.000 description 4
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- WGCBLWIBXXQTAW-UHFFFAOYSA-N n-hexadecyl-n-octadecylhydroxylamine Chemical compound CCCCCCCCCCCCCCCCCCN(O)CCCCCCCCCCCCCCCC WGCBLWIBXXQTAW-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
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- OSFOTMWFXQGWKZ-UHFFFAOYSA-N n-phenyl-4-(2,4,4-trimethylpentan-2-yl)aniline Chemical compound C1=CC(C(C)(C)CC(C)(C)C)=CC=C1NC1=CC=CC=C1 OSFOTMWFXQGWKZ-UHFFFAOYSA-N 0.000 description 1
- CVVFFUKULYKOJR-UHFFFAOYSA-N n-phenyl-4-propan-2-yloxyaniline Chemical compound C1=CC(OC(C)C)=CC=C1NC1=CC=CC=C1 CVVFFUKULYKOJR-UHFFFAOYSA-N 0.000 description 1
- NYLGUNUDTDWXQE-UHFFFAOYSA-N n-phenyl-n-prop-2-enylaniline Chemical compound C=1C=CC=CC=1N(CC=C)C1=CC=CC=C1 NYLGUNUDTDWXQE-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- MHJCZOMOUCUAOI-UHFFFAOYSA-N n-tert-butyl-n-phenylaniline Chemical class C=1C=CC=CC=1N(C(C)(C)C)C1=CC=CC=C1 MHJCZOMOUCUAOI-UHFFFAOYSA-N 0.000 description 1
- 125000005487 naphthalate group Chemical group 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
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- 229940074404 sodium succinate Drugs 0.000 description 1
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- 238000010998 test method Methods 0.000 description 1
- NZNAAUDJKMURFU-UHFFFAOYSA-N tetrakis(2,2,6,6-tetramethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)NC(C)(C)C1)C(C(=O)OC1CC(C)(C)NC(C)(C)C1)CC(=O)OC1CC(C)(C)NC(C)(C)C1 NZNAAUDJKMURFU-UHFFFAOYSA-N 0.000 description 1
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- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
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- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 1
- 239000002446 δ-tocopherol Substances 0.000 description 1
Classifications
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- 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
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
-
- 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
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/22—Compounding polymers with additives, e.g. colouring using masterbatch techniques
-
- 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
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- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
-
- 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
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5317—Phosphonic compounds, e.g. R—P(:O)(OR')2
- C08K5/5333—Esters of phosphonic acids
- C08K5/5337—Esters of phosphonic acids containing also halogens
-
- 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
- C08L23/16—Elastomeric ethene-propene or ethene-propene-diene copolymers, e.g. EPR and EPDM rubbers
-
- 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
- C08K2201/00—Specific properties of additives
- C08K2201/014—Additives containing two or more different additives of the same subgroup in C08K
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- Chemical & Material Sciences (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Abstract
Description
a)熱可塑性または弾性ポリマー;
b)少なくとも1つの立体障害N−アルコキシアミン;
c)少なくとも1つの亜リン酸の金属塩;および
d)少なくとも1つの臭素化難燃剤
を含む組成物である。
a)(通常は高圧および高温下での)ラジカル重合
b)通常、周期律表の第IVb族、Vb族、VIb族またはVIII族の1つ以上の金属を含む触媒を使用する触媒重合。これらの金属は、通常、1つ以上の配位子、典型的には、πもしくはσ配位結合された酸化物、ハロゲン化物、アルコレート、エステル、エーテル、アミン、アルキル、アルケニルおよび/またはアリールを有する。これらの金属錯体は、遊離した形であっても、基質、典型的には活性化塩化マグネシウム、塩化チタン(III)、アルミナまたは酸化珪素に固定されていてもよい。これらの触媒は、重合媒体に可溶または不溶であってよい。それらの触媒を重合にそのまま使用することができ、またはさらなる活性化剤、典型的には金属アルキル、金属水素化物、金属アルキルハロゲン化物、金属アルキル酸化物または金属アルキルオキサンを使用することができ、前記金属は、周期律表の第Ia族、IIa族および/またはIIIa族の元素である。活性化剤を便利にはさらなるエステル、エーテル、アミンまたはシリルエーテル基で変性することができる。これらの触媒系は、通常、Phillips、Standard Oil(Indiana)、ジーグラー(ナッタ)、TNZ(DuPont)、メタロセンまたはシングルサイト触媒(SSC)と呼ばれる。
G1およびG2は、独立して、1〜8個の炭素原子のアルキルであり、またはともにペンタメチレンであり、
Z1およびZ2は、それぞれメチルであり、またはZ1およびZ2は、一緒になって、エステル、エーテル、アミド、アミノ、カルボキシまたはウレタン基によってさらに置換され得る結合部を形成し、
Eは、1〜18個の炭素原子のアルコキシ、5〜12個の炭素原子のシクロアルコキシ、または7〜15個の炭素原子のアラルコキシであり、またはEは、−O−C(O)−C1−C18アルキルまたは−O−T−(OH)b基であり、
Tは、1〜18個の炭素原子の直鎖または分枝鎖アルキレン、5〜18個の炭素原子のシクロアルキレン、5〜18個の炭素原子のシクロアルケニレン、フェニル、または1〜4個の炭素原子の1つもしくは2つのアルキル基によって置換されたフェニルによって置換された1〜4個の炭素原子の直鎖または分枝鎖アルキレンであり、
bは、1、2または3であり、bは、Tにおける炭素原子の数を超えてはならず、bが2または3であるときは、各ヒドロキシル基は、Tの異なる炭素原子に結合している]の構造要素を含む組成物である。
Eは、1〜18個の炭素原子のアルコキシ、5〜12個の炭素原子のシクロアルコキシまたは7〜15個の炭素原子のアラルコキシであり、またはEは−O−T−(OH)bであり、
Tは、1〜18個の炭素原子の直鎖または分枝鎖アルキレン、5〜18個の炭素原子のシクロアルキレン、5〜18個の炭素原子のシクロアルケニレン、フェニル、または1〜4個の炭素原子の1つもしくは2つのアルキル基によって置換されたフェニルによって置換された1〜4個の炭素原子の直鎖または分枝鎖アルキレンであり;
bは、1、2または3であり、bは、Tにおける炭素原子の数を超えてはならず、bが2または3であるときは、各ヒドロキシル基は、Tの異なる炭素原子に結合しており;
Rは、水素またはメチルであり、
mは、1〜4であり、
mが1であるときは、
R2は、水素、C1−C18アルキル、または1つ以上の酸素原子によって場合によって中断された前記アルキル、C2−C12アルケニル、C6−C10アリール、C7−C18アラルキル、グリシジル、脂肪族、脂環式もしくは芳香族カルボン酸またはカルバミン酸の一価アシル基、例えば、2〜18個のC原子を有する脂肪族カルボン酸、5〜12個のC原子を有する脂環式カルボン酸または7〜15個のC原子を有する芳香族カルボン酸のアシル基、または
mが2であるときは、
R2は、C1−C12アルキレン、C4−C12アルケニレン、キシリレン、脂肪族、脂環式、芳香族脂肪族もしくは芳香族ジカルボン酸またはジカルバミン酸の二価アシル基、例えば、2〜18個のC原子を有する脂肪族ジカルボン酸または8〜14個のC原子を有する脂環式もしくは芳香族ジカルボン酸または8〜14個のC原子を有する脂肪族、脂環式もしくは芳香族ジカルバミン酸のアシル基;
[式中、
D1およびD2は、独立して、水素、8個までの炭素原子を含むアルキル基、3,5−ジ−t−ブチル−4−ヒドロキシベンジル基を含むアリールまたはアラルキル基であり、D3は、水素、または18個までの炭素原子を含むアルキルもしくはアルケニル基、dは0〜20である]であり;
mが3であるときは、R2は、脂肪族、不飽和脂肪族、脂環式または芳香族トリカルボン酸の三価アシル基であり;
mが4であるときは、R2は、1,2,3,4−ブタンテトラカルボン酸、1,2,3,4−ブト−2−エン−テトラカルボン酸ならびに1,2,3,5−および1,2,4,5−ペンタンテトラカルボン酸を含む飽和または不飽和脂肪族または芳香族テトラカルボン酸の四価アシル基であり;
pが1、2または3であるときは、
R3は、水素、C1−C12アルキル、C5−C7シクロアルキル、C7−C9アラルキル、C2−C18アルカノイル、C3−C5アルケノイルまたはベンゾイルであり;
pが1であるときは、
R4は、水素、C1−C18アルキル、C5−C7シクロアルキル、無置換の、またはシアノ、カルボニルもしくはカルバミド基によって置換されたC2−C8アルケニル、アリール、アラルキル、あるいはグリシジル、式−CH2−CH(OH)−Zまたは式−CO−Zもしくは−CONH−Z(Zは、水素、メチルまたはフェニルである)の基;あるいは式
hは0または1である]の基であり、
R3およびR4は、ともに、pが1であるときは4〜6個の炭素原子のアルキレンまたは2−オキソポリアルキレン、脂肪族または芳香族1,2もしくは1,3−ジカルボン酸の環式アシル基であってよく、
pが2であるときは、
R4は、直接結合であり、あるいはC1−C12アルキレン、C6−C12アリーレン、キシリレン、−CH2CH(OH)−CH2−基または−CH2−CH(OH)−CH2−O−X−O−CH2−CH(OH)−CH2−(XはC2−C10アルキレン、C6−C15アリーレンまたはC6−C12シクロアルキレンである)の基であり;R3がアルカノイル、アルケノイルまたはベンゾイルでなければ、R4は、脂肪族、脂環式または芳香族ジカルボン酸またはジカルバミン酸の二価アシル基であってもよく、あるいは−CO−基であってよく;あるいは
R4は、
T8およびT9は、独立して、水素、1〜18個の炭素原子のアルキルであり、あるいはT8およびT9は、ともに4〜6個の炭素原子のアルキレンまたは3−オキサペンタメチレンであり、例えば、T8およびT9は、ともに3−オキサペンタメチレンである]であり;
pが3であるときは、
R4は、2,4,6−トリアジニルであり、
nは1または2であり、
nが1であるときは、
R5およびR’5は、独立して、C1−C12アルキル、C2−C12アルケニル、C7−C12アラルキルであり、あるいはR5は、また、水素であり、あるいはR5およびR’5は、ともにC2−C8アルキレンまたはヒドロキシアルキレンまたはC4−C24アシルオキシアルキレンであり;
nが2であるときは、
R5およびR’5は、ともに(−CH2)2C(CH2−)2であり;
R6は、水素、C1−C12アルキル、アリル、ベンジル、グリシジルまたはC2−C6アルコキシアルキルであり;
nが1であるときは、
R7は、水素、C1−C12アルキル、C3−C5アルケニル、C7−C9アラルキル、C5−C7シクロアルキル、C2−C4−ヒドロキシアルキル、C2−C6アルコキシアルキル、C6−C10アリール、グリシジル、式−(CH2)t−COO−Qまたは式−(CH2)t−O−CO−Q(tは1または2であり、QはC1−C4アルキルまたはフェニルである)の基であり;あるいは
nが2であるときは、
R7は、C2−C12アルキレン、C6−C12アリーレン、−CH2CH(OH)−CH2−O−X−O−CH2−CH(OH)−CH2−基(Xは、C2−C10アルキレン、C6−C15アリーレンもしくはC6−C12シクロロアルキレンである)または−CH2CH(OZ’)CH2−(OCH2−CH(OZ’)CH2)2−基(Z’は、水素、C1−C18アルキル、アリル、ベンジル、C2−C12アルカノイルもしくはベンゾイルである)であり;
Q1は、−N(R8)−または−O−であり;E7は、C1−C3アルキレン、−CH2−CH(R9)−O−基(R9は、水素、メチルもしくはフェニルである)、−(CH2)3−NH−基または直接結合であり;
R10は、水素またはC1−C18アルキルであり、R8は、水素、C1−C18アルキル、C5−C7シクロアルキル、C7−C12アラルキル、シアノエチル、C6−C10アリール、−CH2−CH(R9)−OH(R9は、以上に定義されている意味を有する);式
G4は、C2−C6アルキレンまたはC6−C12アリーレンであり;R8は、−E7−CO−NH−CH2−OR10基である]の基であり;
式Fは、T3がエチレンまたは1,2−プロピレンであるポリマーの反復構造単位を表し、アルキルアクリレートまたはメタクリレートとのα−オレフィンコポリマー、例えば、エチレンとエチルアクリレートとのコポリマーから誘導された反復構造単位であり、kは2〜100であり;
T4は、pが1または2であるときはR4と同じ意味を有し、
T5は、メチルであり、
T6は、メチルまたはエチルであり、T5およびT6は、ともにテトラメチレンまたはペンタメチレンであり、例えば、T5およびT6は、それぞれメチルであり、
MおよびYは、独立して、メチレンまたはカルボニルであり、T4はエチレンであり、nは2であり;
T7は、R7と同じであり、T7は、例えばオクタメチレンであり、nは2であり、
T10およびT11は、独立して、2〜12個の炭素原子のアルキレンであり、T11は、
T12は、ピペラジル、
であり、R11はR3と同じであり、または
a、bおよびcは、独立に2または3であり、fは0または1、例えば、aおよびcはそれぞれ3であり、bは2であり、fは1であり;
eは、2、3または4、例えば4であり;
T13は、R2と同じであり、nが1であるときは、T13は水素であり得ず;
E1およびE2は、異なっており、それぞれ−CO−または−N(E5)−(E5は水素、C1−C12アルキルまたはC4−C24アルコキシカルボニルアルキルである)であり、例えば、E1は−CO−であり、E2は−N(E5)−であり、
E3は、水素、1〜30個の炭素原子のアルキル、フェニル、ナフチル、塩素もしくは1〜4個の炭素原子のアルキルによって置換された前記フェニルもしくは前記ナフチル、7〜12個の炭素原子のフェニルアルキル、または1〜4個の炭素原子のアルキルによって置換された前記フェニルアルキルであり、
E4は、水素、1〜30個の炭素原子のアルキル、フェニル、ナフチルまたは7〜12個の炭素原子のフェニルアルキルであり、
E3およびE4は、ともに、4〜17個の炭素原子のポリメチレン、または1〜4個の炭素原子の4つまでのアルキル基、例えばメチルによって置換された前記ポリメチレンであり、
E6は、脂肪族または芳香族の四価の基であり、
式(N)のR2は、mが1であるときは既に定義されている通りであり;
G1は、直接結合、G1−G12アルキレン、フェニレンまたは−NH−G’−NH(G’はC1−C12アルキレンである)であり;
障害アミン化合物は、式I、II、III、IV、V、VI、VII、VIII、IX、XまたはXI
E1、E2、E3およびE4は、独立して、1〜4個の炭素原子のアルキルであり、またはE1およびE2は、独立して、1〜4個の炭素原子のアルキルであり、E3およびE4は、一緒になってペンタメチレンであり、またはE1およびE2;ならびにE3およびE4は、それぞれ一緒になってペンタメチレンであり、
R1は、1〜18個の炭素原子のアルキル、5〜12個の炭素原子のシクロアルキル、7〜12個の炭素原子の二環式もしくは三環式炭化水素基、7〜15個の炭素原子のフェニルアルキル、6〜10個の炭素原子のアリール、または1〜8個の炭素原子の1〜3つのアルキルによって置換された前記アリールであり、
R2は、水素、または1〜12個の炭素原子の直鎖または分枝鎖アルキルであり、
R3は、1〜8個の炭素原子のアルキレンであり、またはR3は、−CO−、−CO−R4−、−CONR2−または−CO−NR2−R4−であり、
R4は、1〜8個の炭素原子のアルキレンであり、
R5は、水素、1〜12個の炭素原子の直鎖もしくは分枝鎖アルキルであり、または
R4がエチレンであるときは、2つのR5メチル置換基は、トリアジン架橋基−N(R5)−R4−N(R5)−がピペラジン−1,4−ジイル部分になるように直接結合によって結合されていてよく、
R6は、2〜8個の炭素原子のアルキレンであり、R6は、
R6が以上に示される構造であるときは、Yは−OHでなく、
Aは、−O−または−NR7−であり、R7は水素、1〜12個の炭素原子の直鎖または分枝鎖アルキル、R7は、
Tは、フェノキシ、1〜4個の炭素原子の1つまたは2つのアルキル基によって置換されたフェノキシ、1〜8個の炭素原子のアルコキシ、または−N(R2)2であり、R2は水素でなく、あるいはTは、
Xは、−NH2、−NCO、−OH、−O−グリシジルまたは−NHNH2であり、
Yは、−OH、−NH2、−NHR2であり、R2は水素でなく;あるいはYは、−NCO、−COOH、オキシラニル、−O−グリシジルまたは−Si(OR2)3であり;あるいは結合体R3−Y−は−CH2CH(OH)R2であり、R2は、アルキル、または1〜4個の酸素原子によって中断された前記アルキルであり、あるいはR3−Y−は−CH2OR2であり;あるいは
障害アミン化合物は、N,N’,N’’’−トリス{2,4−ビス[(1−ヒドロカルビルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)アルキルアミノ]−s−トリアジン−6−イル}−3,3’−エチレンジイミノジプロピルアミン;N,N’,N’’−トリス{2,4−ビス[(1−ヒドロカルビルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)アルキルアミノ]−s−トリアジン−6−イル}−3,3’−エチレンジイミノジプロピルアミン、および式I、II、IIAおよびIII
式Iのテトラアミンにおいて、
R1およびR2は、s−トリアジン部分Eであり;R3およびR4の一方がs−トリアジン部分Eであり、R3またはR4の他方が水素であり、
Eは、
Rは、メチル、プロピル、シクロヘキシルまたはオクチル、例えばシクロヘキシルであり、
R5は、1〜12個の炭素原子のアルキル、例えばn−ブチルであり、
式IIまたはIIAの化合物においてRがプロピル、シクロヘキシルまたはオクチルであるときは、
TおよびT1は、それぞれ、式Iについて定義されているR1−R4によって置換されたテトラアミンであり、
(1)各テトラアミンにおけるs−トリアジン部分の1つが、2つのテトラアミンTとT1の間にブリッジを形成するE1基で置き換えられており、
E1は、
(2)E1基は、式IIAと同じテトラアミンTにおける両方の終端を有することができ、テトラアミンの部分Eの2つが、1つのE1基で置き換えられており、あるいは
(3)テトラアミンTのすべての3つのs−トリアジン置換基は、1つのE1がTとT1を結合させ、第2のE1がテトラアミンTにおける両方の終端を有するようなE1であってよく、
Lは、プロパンジイル、シクロヘキサンジイルまたはオクタンジイルであり;
式IIIの化合物において、
GとG1の間にブリッジが存在し、G1とG2の間に第2のブリッジが存在するように、GおよびG2がそれぞれE1で置き換えられたs−トリアジン部分Eの1つを有し、G1がE1で置き換えられたトリアジン部分Eの2つを有する点を除いて、G、G1およびG2は、それぞれ、式Iについて定義されているR1−R4によって置換されたテトラアミンであり;
その混合物は、2〜4当量の2,4−ビス[(1−ヒドロカルビル−オキシ−2,2,6,6−テトラメチルピペリジン−4−イル)ブチルアミノ]−6−クロロ−s−テトラジンと1当量のN,N’−ビス(3−アミノプロピル)エチレンジアミンとを反応させることによって製造され;あるいは
障害アミンは、式IIIbの化合物であり、
R12は、C2−C12アルキレン、C4−C12アルケニレン、C5−C7シクロアルキレン、C5−C7シクロアルキレンジ(C1−C4アルキレン)、C1−C4アルキレンジ(C5−C7シクロアルキレン)、フェニレンジ(C1−C4アルキレン)または1,4−ピペラジンジイル、−O−もしくは>N−X1によって中断されたC4−C12アルキレンであり、X1はC1−C12アシルもしくは(C1−C12アルコキシ)カルボニルであり、または水素を除いて以下に示されるR14の定義の1つを有し;あるいは
R12は、式(Ib’)または(Ic’)の基であり;
X3基は、互いに独立して、C2−C12アルキレンであり;
同一であるか、または異なっているR13、R14およびR15は、水素、C1−C18アルキル、無置換であるか、1、2もしくは3つのC1−C4アルキルによって置換されたC5−C12シクロアルキル;C3−C18アルケニル、無置換であるか、または1、2もしくは3つのC1−C4アルキルまたはC1−C4アルコキシによって置換されたフェニル;無置換であるか、またはフェニルが1、2もしくは3つのC1−C4アルキルによって置換されたC7−C9フェニルアルキル;テトラヒドロフルフリル、あるいは
2、3もしくは4位が−OH、C1−C8アルコキシ、ジ(C1−C4アルキル)アミノまたは式(Ie’)
Yは、−O−、−CH2−、−CH2CH2−または>N−CH3であり、あるいは
−N(R14)(R15)は、また、式(Ie’)の基であり;
基Aは、互いに独立して、−OR13、−N(R14)(R15)または式(IIId)
Xは、−O−または>N−R16であり;
R16は、水素、C1−C18アルキル、C3−C18アルケニル、無置換であるか、または1、2もしくは3つのC1−C4アルキルによって置換されたC5−C12シクロアルキル;無置換であるか、またはフェニルが1、2もしくは3つのC1−C4アルキルによって置換されたC7−C9フェニルアルキル;テトラヒドロフルフリル、式(IIIf)
2、3もしくは4位が−OH、C1−C8アルコキシ、ジ(C1−C4アルキル)アミノまたは式(Ie’)の基によって置換されたC2−C4アルキルであり;
R11は、R16について示されている定義の1つを有し;
B基は、互いに独立して、Aについて示されている定義の1つを有する]の化合物である。
1−シクロヘキシルオキシ−2,2,6,6−テトラメチル−4−オクタデシルアミノピペリジン;
ビス(1−オクチルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)セバケート;
2,4−ビス[(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)ブチルアミノ]−6−(2−ヒドロキシエチルアミノ−s−トリアジン;
ビス(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)アジペート;
2,4−ビス[(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)ブチルアミノ]−6−クロロ−s−トリアジン;
1−(2−ヒドロキシ−2−メチルプロポキシ)−4−ヒドロキシ−2,2,6,6−テトラメチルピペリジン;
1−(2−ヒドロキシ−2−メチルプロポキシ)−4−オキソ−2,2,6,6−テトラメチルピペリジン;
1−(2−ヒドロキシ−2−メチルプロポキシ)−4−オクタデカノイルオキシ−2,2,6,6−テトラメチルピペリジン;
ビス(1−(2−ヒドロキシ−2−メチルプロポキシ)−2,2,6,6−テトラメチルピペリジン−4−イル)セバケート;
ビス(1−(2−ヒドロキシ−2−メチルプロポキシ)−2,2,6,6−テトラメチルピペリジン−4−イル)アジペート;
2,4−ビス{N−[1−(2−ヒドロキシ−2−メチルプロポキシ)−2,2,6,6−テトラメチルピペリジン−4−イル]−n−ブチル−アミノ}−6−(2−ヒドロキシエチルアミノ)−s−トリアジン;
2,4−ビス[(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)−ブチルアミノ]−6−クロロ−s−トリアジンとN,N’−ビス(3−アミノプロピル)エチレンジアミン)との反応生成物;
2,4−ビス[(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)ブチルアミノ]−6−(2−ヒドロキシエチルアミノ−s−トリアジン;
4,4’−ヘキサメチレン−ビス(アミノ−2,2,6,6−テトラメチルピペリジン)と、2−クロロ−4,6−ビス(ジブチルアミノ)−s−トリアジンでエンドキャップされた2,4−ジクロロ−6−[(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)ブチルアミノ]−s−トリアジンとの縮合生成物であるオリゴマー化合物;および
式
ポリ臭素化ジフェニルオキシド、
デカブロモジフェニルオキシド、
臭素化ヒドロカルビルホスフェートまたはホスホネート、
トリス[3−ブロモ−2,2−ビス(ブロモメチル)プロピル]ホスフェート、
トリス(トリブロモネオペンチル)ホスフェート、
トリス(2,3−ジブロモプロピル)ホスフェート、
テトラブロモフタル酸、
テトラブロモフェノールAのビス(2,3−ジブロモプロピルエーテル)、
臭素化エポキシ樹脂、
エチレン−ビス(テトラブロモフタルイミド)、
オクタブロモジフェニルエーテル、
デカブロモジフェニルエーテル、
1,2−ビス(トリブロモフェノキシ)エタン、
ヘキサブロモサイコドデカン、
臭素化ジフェニルエタン、
テトラブロモ−ビスフェノールA、
テトラブロモビスフェノールA−ビス(ジブロモプロピル)エーテル、
エチレンビス−(ジブロモ−ノルボルナンジカルボキシミド)、
トリス−(2,3−ジブロモプロピル)−イソシアヌレート、
エチレン−ビス−テトラブロモフタルイミド、および
臭化水素メラミン
からなる群から選択される。
臭化水素メラミン、デカブロモジフェニルエーテル、トリス(トリブロモネオペンチル)ホスフェート、臭素化ジフェニルエタン、ヘキサブロモシクロドデカン、テトラブロモビスフェノール−A−ビス(ジブロモプロピル)エーテルである。
1.1.アルキル化モノフェノール、例えば、2,6−ジ−tert−ブチル−4−メチルフェノール、2−tert−ブチル−4,6−ジ−メチルフェノール、2,6−ジ−tert−ブチル−4−エチルフェノール、2,6−ジ−tert−ブチル−4−n−ブチルフェノール、2,6−ジ−tert−ブチル−4−イソブチルフェノール、2,6−ジシクロペンチル−4−メチルフェノール、2−(α−メチルシクロヘキシル)−4,6−ジメチルフェノール、2,6−ジオクタデシル−4−メチルフェノール、2,4,6−トリシクロヘキシルフェノール、2,6−ジ−tert−ブチル−4−メトキシメチルフェノール、側鎖が直鎖状または分枝鎖状であるノニルフェノール、例えば、2,6−ジ−ノニル−4−メチルフェノール、2,4−ジメチル−6−(1’−メチルウンデカ−1’−イル)フェノール、2,4−ジメチル−6−(1’−メチルヘプタデカ−1’−イル)フェノール、2,4−ジメチル−6−(1’−メチルトリデカ−1’−イル)フェノールおよびそれらの混合物。
2.1.2−(2’−ヒドロキシフェニル)ベンゾトリアゾール、例えば、2−(2’−ヒドロキシ−5’−メチルフェニル)−ベンゾトリアゾール、2−(3’,5’−ジ−tert−ブチル−2’−ヒドロキシフェニル)ベンゾトリアゾール、2−(5’−tert−ブチル−2’−ヒドロキシフェニル)ベンゾトリアゾール、2−(2’−ヒドロキシ−5’−(1,1,3,3−テトラメチルブチル)フェニル)ベンゾトリアゾール、2−(3’,5’−ジ−tert−ブチル−2’−ヒドロキシフェニル)−5−クロロ−ベンゾトリアゾール、2−(3’−tert−ブチル−2’−ヒドロキシ−5’−メチルフェニル)−5−クロロ−ベンゾトリアゾール、2−(3’−sec−ブチル−5’−tert−ブチル−2’−ヒドロキシフェニル)ベンゾトリアゾール、2−(2’−ヒドロキシ−4’−オクチルオキシフェニル)ベンゾトリアゾール、2−(3’,5’−ジ−tert−アミル−2’−ヒドロキシフェニル)ベンゾトリアゾール、2−(3’,5’−ビス−(α,α−ジメチルベンジル)−2’−ヒドロキシフェニル)ベンゾトリアゾール、2−(3’−tert−ブチル−2’−ヒドロキシ−5’−(2−オクチルオキシカルボニルエチル)フェニル)−5−クロロ−ベンゾトリアゾール、2−(3’−tert−ブチル−5’−[2−(2−エチルヘキシルオキシ)−カルボニルエチル]−2’−ヒドロキシフェニル)−5−クロロ−ベンゾトリアゾール、2−(3’−tert−ブチル−2’−ヒドロキシ−5’−(2−メトキシカルボニルエチル)フェニル)−5−クロロ−ベンゾトリアゾール、2−(3’−tert−ブチル−2’−ヒドロキシ−5’−(2−メトキシカルボニルエチル)フェニル)ベンゾトリアゾール、2−(3’−tert−ブチル−2’−ヒドロキシ−5’−(2−オクチルオキシカルボニルエチル)フェニル)ベンゾトリアゾール、2−(3’−tert−ブチル−5’−[2−(2−エチルヘキシルオキシ)カルボニルエチル]−2’−ヒドロキシフェニル)ベンゾトリアゾール、2−(3’−ドデシル−2’−ヒドロキシ−5’−メチルフェニル)ベンゾトリアゾール、2−(3’−tert−ブチル−2’−ヒドロキシ−5’−(2−イソオクチルオキシカルボニルエチル)フェニルベンゾトリアゾール、2,2’−メチレン−ビス[4−(1,1,3,3−テトラメチルブチル)−6−ベンゾトリアゾール−2−イルフェノール];2−[3’−tert−ブチル−5’−(2−メトキシカルボニルエチル)−2’−ヒドロキシフェニル]−2H−ベンゾトリアゾールとポリエチレングリコール300とのエステル交換生成物;
a)少なくとも1つの立体障害N−アルコキシアミン;
b)少なくとも1つの次亜リン酸の金属塩;および
c)少なくとも1つの臭素化難燃剤
を含む難燃性組成物である。
a)少なくとも1つの立体障害N−アルコキシアミン、
b)少なくとも1つの次亜リン酸の金属塩、および
c)少なくとも1つの臭素化難燃剤
を含む組成物を熱可塑性または弾性ポリマーに混練することを含む方法である。
a)少なくとも1つの立体障害N−アルコキシアミン、
b)少なくとも1つの次亜リン酸の金属塩、および
c)少なくとも1つの臭素化難燃剤
を含む組成物の使用である。
ポリプロピレン(PP):N、Basell(ドイツ)の商品であるMoplen(登録商標)HF500。
Flamerphos(登録商標)A(Al−次亜リン酸塩、化合物1):Anan Drug&Chemicals(インド)の商品。
Ca−次亜リン酸塩(Ca−次亜リン酸塩、化合物2):Sigma−Aldrich Chemie GmbH(ドイツ)。
FR−1210(デカブロモジフェニルオキシド、化合物3):Eurobrom B.V.,(オランダ)の商品。
FR−370(トリス(トリブロモネオペンチル)ホスフェート、化合物4):Eurobrom B.V.(オランダ)の商品。
臭化水素メラミン(化合物5):Domus Chemicals S.p.a.(イタリア)。
Campine PP 262815(PPにおけるSb2O3の80%マスターバッチ、化合物6):Campine N.V.(ベルギー)の商品。
Flamestab(登録商標)NOR116(NOR1):Ciba Inc.(スイス)の商品。
Tinuvin(登録商標)NOR371(NOR2):Ciba Inc.(スイス)の商品。
Irgatec(登録商標)CR76(NOR3):Ciba Inc.(スイス)の商品。
「機器の部品用プラスチック材料の燃焼性」のUL94−V試験(第5版)、1996年10月29日。UL94V試験による評価を以下の表に整理する(1つの試料毎に残炎時間が示される)。
特記しない限り、基本レベルの安定化剤(0.3%のIRGANOX B225+0.05%のCa−ステアリン酸塩、IRGANOX B225は、IRGAFOS 168とIRGANOX 1010の1:1混合物)および第1表および第2表に示される添加剤を添加して、市販のポリプロピレン(Moplen(登録商標)HF500N)をTmax=230℃(加熱帯1〜6)の温度、4kg/hの押出量および100rpmにてCoperion Werner&Pfleidererの共回転二軸押出機ZSK25で押し出す。
Claims (15)
- a)熱可塑性または弾性ポリマー、
b)少なくとも1つの立体障害N−アルコキシアミン、
c)少なくとも1つの次亜リン酸の金属塩、および
d)少なくとも1つの臭素化難燃剤
を含む組成物。 - 前記熱可塑性または弾性ポリマーが、ポリオレフィンまたはポリオレフィンのコポリマーである、請求項1に記載の組成物。
- 前記障害アルコキシアミンが、式(I)
G1およびG2は、独立して、1〜8個の炭素原子のアルキルであり、またはともにペンタメチレンであり、
Z1およびZ2は、それぞれメチルであり、またはZ1およびZ2は、ともに、エステル、エーテル、アミド、アミノ、カルボキシまたはウレタン基によってさらに置換されてよい結合部を形成し、
Eは、1〜18個の炭素原子のアルコキシ、5〜12個の炭素原子のシクロアルコキシ、または7〜15個の炭素原子のアラルコキシであり、またはEは、−O−C(O)−C1−C18アルキルまたは−O−T−(OH)b基であり、
Tは、1〜18個の炭素原子の直鎖または分枝鎖アルキレン、5〜18個の炭素原子のシクロアルキレン、5〜18個の炭素原子のシクロアルケニレン、フェニルによってまたは1〜4個の炭素原子の1つもしくは2つのアルキル基によって置換されたフェニルによって置換された1〜4個の炭素原子の直鎖または分枝鎖アルキレンであり、
bは、1、2または3であり、bは、Tにおける炭素原子の数を超えてはならず、bが2または3である場合に、それぞれのヒドロキシル基は、Tの異なる炭素原子に結合している]の構造要素を含む、請求項1に記載の組成物。 - Eは、1〜18個の炭素原子のアルコキシ、シクロヘキシルオキシまたは−O−T−(OH)b(bは1であり、TはC2−C8アルキレンまたはシクロヘキシレンである)である、請求項3に記載の組成物。
- 成分(b)のアルコキシアミンが、
1−シクロヘキシルオキシ−2,2,6,6−テトラメチル−4−オクタデシルアミノピペリジン;
ビス(1−オクチルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)セバケート;
2,4−ビス[(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)ブチルアミノ]−6−(2−ヒドロキシエチルアミノ−s−トリアジン;
ビス(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)アジペート;
2,4−ビス[(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)ブチルアミノ]−6−クロロ−s−トリアジン;
1−(2−ヒドロキシ−2−メチルプロポキシ)−4−ヒドロキシ−2,2,6,6−テトラメチルピペリジン;
1−(2−ヒドロキシ−2−メチルプロポキシ)−4−オキソ−2,2,6,6−テトラメチルピペリジン;
1−(2−ヒドロキシ−2−メチルプロポキシ)−4−オクタデカノイルオキシ−2,2,6,6−テトラメチルピペリジン;
ビス(1−(2−ヒドロキシ−2−メチルプロポキシ)−2,2,6,6−テトラメチルピペリジン−4−イル)セバケート;
ビス(1−(2−ヒドロキシ−2−メチルプロポキシ)−2,2,6,6−テトラメチルピペリジン−4−イル)アジペート;
2,4−ビス{N−[1−(2−ヒドロキシ−2−メチルプロポキシ)−2,2,6,6−テトラメチルピペリジン−4−イル]−N−ブチル−アミノ}−6−(2−ヒドロキシエチルアミノ)−s−トリアジン;
2,4−ビス[(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)−ブチルアミノ]−6−クロロ−s−トリアジンとN,N’−ビス(3−アミノプロピル)エチレンジアミン)との反応生成物;
2,4−ビス[(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)ブチルアミノ]−6−(2−ヒドロキシエチルアミノ−s−トリアジン;
4,4’−ヘキサメチレン−ビス(アミノ−2,2,6,6−テトラメチルピペリジン)と、2−クロロ−4,6−ビス(ジブチルアミノ)−s−トリアジンでエンドキャップされた2,4−ジクロロ−6−[(1−シクロヘキシルオキシ−2,2,6,6−テトラメチルピペリジン−4−イル)ブチルアミノ]−s−トリアジンとの縮合生成物であるオリゴマー化合物;および
式
からなる群から選択される、請求項3に記載の組成物。 - Metn+が、Na+、Ca2+、Mg2+、Zn2+、Ti4+またはAl3+である、請求項7に記載の組成物。
- 前記臭素化難燃剤が、
ポリ臭素化ジフェニルオキシド、
デカブロモジフェニルオキシド、
臭素化ヒドロカルビルホスフェートまたはホスホネート、
トリス[3−ブロモ−2,2−ビス(ブロモメチル)プロピル]ホスフェート、
トリス(トリブロモネオペンチル)ホスフェート、
トリス(2,3−ジブロモプロピル)ホスフェート、
テトラブロモフタル酸、
テトラブロモフェノールAのビス(2,3−ジブロモプロピルエーテル)、
臭素化エポキシ樹脂、
エチレン−ビス(テトラブロモフタルイミド)、
オクタブロモジフェニルエーテル、
デカブロモジフェニルエーテル、
1,2−ビス(トリブロモフェノキシ)エタン、
ヘキサブロモサイコドデカン、
臭素化ジフェニルエタン、
テトラブロモ−ビスフェノールA、
テトラブロモビスフェノールA−ビス(ジブロモプロピル)エーテル、
エチレンビス−(ジブロモ−ノルボルナンジカルボキシミド)、
トリス−(2,3−ジブロモプロピル)−イソシアヌレート、
エチレン−ビス−テトラブロモフタルイミド、および
臭化水素メラミン
からなる群から選択される、請求項1に記載の組成物。 - 前記N−アルコキシアミンが、熱可塑性または弾性ポリマーの質量に対して0.02〜1質量%の量で存在し、前記次亜リン酸の金属塩が、熱可塑性または弾性ポリマーの質量に対して0.1〜9質量%の量で存在し、前記有機臭素難燃剤が、熱可塑性または弾性ポリマーの質量に対して0.1〜9質量%の量で存在する、請求項1に記載の組成物。
- UV吸収剤、立体障害アミン、フェノール系抗酸化剤、ホスファイトまたはホスホナイトおよびベンゾフラノンまたはインドリノンからなる群から選択される添加剤をさらに含む、請求項1に記載の組成物。
- 請求項1に記載の成分b)、c)およびd)をマスターバッチの全質量に対して10質量%〜90質量%の全量で含む、熱可塑性または弾性マスターバッチ濃縮物。
- a)少なくとも1つの立体障害N−アルコキシアミン、
b)少なくとも1つの次亜リン酸の金属塩、および
c)少なくとも1つの臭素化難燃剤
を含む難燃性組成物。 - 熱可塑性または弾性ポリマーの難燃性を向上させるための方法であって、
a)少なくとも1つの立体障害N−アルコキシアミン、
b)少なくとも1つの次亜リン酸の金属塩、および
c)少なくとも1つの臭素化難燃剤
を含む組成物を熱可塑性または弾性ポリマーに混練することを含む方法。 - 熱可塑性または弾性ポリマーの難燃性を向上させるための、
a)少なくとも1つの立体障害N−アルコキシアミン、
b)少なくとも1つの次亜リン酸の金属塩、および
c)少なくとも1つの臭素化難燃剤
を含む組成物の使用。
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KR (1) | KR101486839B1 (ja) |
CN (1) | CN101903449B (ja) |
AT (1) | ATE518907T1 (ja) |
AU (1) | AU2008340442B2 (ja) |
CA (1) | CA2706745A1 (ja) |
WO (1) | WO2009080554A1 (ja) |
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JP2014500391A (ja) * | 2010-12-22 | 2014-01-09 | アイシーエル−アイピー アメリカ インコーポレイテッド | 三酸化アンチモンフリーの難燃性熱可塑性組成物 |
JP2014506617A (ja) * | 2011-02-24 | 2014-03-17 | ロディア オペレーションズ | 安定化された次亜リン酸塩を含有する難燃性ポリマー組成物 |
WO2012132764A1 (ja) * | 2011-03-31 | 2012-10-04 | 東レ株式会社 | 炭素繊維強化ポリプロピレン樹脂組成物、成形材料、および成形品 |
KR101843220B1 (ko) | 2011-03-31 | 2018-03-28 | 도레이 카부시키가이샤 | 탄소 섬유 강화 폴리프로필렌 수지 조성물, 성형 재료 및 성형품 |
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JP2017190467A (ja) * | 2012-03-16 | 2017-10-19 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 難燃剤としてのnor−hals化合物 |
JP2015510023A (ja) * | 2012-03-16 | 2015-04-02 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 難燃剤としてのnor−hals化合物 |
JP2016527352A (ja) * | 2013-07-26 | 2016-09-08 | クラリアント・インターナシヨナル・リミテツド | 熱可塑性ポリマー及び所定のアミノエーテル及び微細に分割したホスフィナートからなる相乗作用性混合物を含む組成物 |
WO2015064469A1 (ja) * | 2013-10-28 | 2015-05-07 | 帝人デュポンフィルム株式会社 | 難燃性二軸配向ポリエステルフィルム、それからなる難燃性ポリエステルフィルム積層体およびフレキシブル回路基板 |
US10208175B2 (en) | 2013-10-28 | 2019-02-19 | Teijin Dupont Films Japan Limited | Flame-retardant biaxially oriented polyester film, and flame-retardant polyester film laminate comprising the same and flexible circuit board |
CN105683286A (zh) * | 2013-10-28 | 2016-06-15 | 帝人杜邦薄膜日本有限公司 | 阻燃性双轴取向聚酯膜、由其形成的阻燃性聚酯膜层合体和柔性电路基板 |
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JP2019510100A (ja) * | 2016-03-14 | 2019-04-11 | ボレアリス エージー | 難燃剤を含むポリプロピレン組成物 |
JP2019529680A (ja) * | 2016-09-19 | 2019-10-17 | ロッテ ケミカル コーポレーション | ポリオレフィン系難燃性発泡体製造用樹脂組成物およびこれから形成された難燃性発泡体 |
US10882976B2 (en) | 2016-09-19 | 2021-01-05 | Lotte Chemical Corporation | Resin composition for preparing polyolefin based flame retardant foamed articles and flame retardant foamed articles therefrom |
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JP7112422B2 (ja) | 2017-03-30 | 2022-08-03 | ブローミン コンパウンズ リミテッド | 難燃性スチレン含有配合物 |
JP7335782B2 (ja) | 2019-11-07 | 2023-08-30 | Psジャパン株式会社 | 難燃剤マスターバッチ、及びそれを使用した難燃性スチレン系樹脂組成物 |
WO2022039076A1 (ja) * | 2020-08-19 | 2022-02-24 | 株式会社カネカ | ポリオレフィン系樹脂発泡粒子及びそのポリオレフィン系樹脂発泡成形体 |
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Publication number | Publication date |
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AU2008340442B2 (en) | 2013-09-26 |
US20100324182A1 (en) | 2010-12-23 |
CN101903449B (zh) | 2013-05-22 |
EP2225318B1 (en) | 2011-08-03 |
CN101903449A (zh) | 2010-12-01 |
ATE518907T1 (de) | 2011-08-15 |
KR101486839B1 (ko) | 2015-01-30 |
CA2706745A1 (en) | 2009-07-02 |
JP5595280B2 (ja) | 2014-09-24 |
KR20100108554A (ko) | 2010-10-07 |
US8349923B2 (en) | 2013-01-08 |
EP2225318A1 (en) | 2010-09-08 |
AU2008340442A1 (en) | 2009-07-02 |
WO2009080554A1 (en) | 2009-07-02 |
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