TWI281931B - Flame retardant compositions - Google Patents
Flame retardant compositions Download PDFInfo
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- TWI281931B TWI281931B TW091135526A TW91135526A TWI281931B TW I281931 B TWI281931 B TW I281931B TW 091135526 A TW091135526 A TW 091135526A TW 91135526 A TW91135526 A TW 91135526A TW I281931 B TWI281931 B TW I281931B
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- Taiwan
- Prior art keywords
- group
- carbon atoms
- alkyl
- bis
- hydrogen
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- 239000000203 mixture Substances 0.000 title claims abstract description 106
- 239000003063 flame retardant Substances 0.000 title claims abstract description 99
- 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 84
- -1 polypropylene Polymers 0.000 claims abstract description 185
- 239000003381 stabilizer Substances 0.000 claims abstract description 64
- 229920000098 polyolefin Polymers 0.000 claims abstract description 34
- 125000005262 alkoxyamine group Chemical group 0.000 claims abstract description 29
- 229920000877 Melamine resin Polymers 0.000 claims abstract description 14
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims abstract description 14
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 13
- 239000011574 phosphorus Substances 0.000 claims abstract description 13
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000001301 oxygen Substances 0.000 claims abstract description 9
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 9
- 230000002195 synergetic effect Effects 0.000 claims abstract description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 98
- 229920000642 polymer Polymers 0.000 claims description 76
- 125000000217 alkyl group Chemical group 0.000 claims description 75
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 60
- 239000001257 hydrogen Substances 0.000 claims description 57
- 229910052739 hydrogen Inorganic materials 0.000 claims description 57
- 150000001412 amines Chemical class 0.000 claims description 48
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 44
- 125000003118 aryl group Chemical group 0.000 claims description 40
- 229920001577 copolymer Polymers 0.000 claims description 40
- 150000001875 compounds Chemical class 0.000 claims description 39
- 229910052799 carbon Inorganic materials 0.000 claims description 35
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 33
- 239000000654 additive Substances 0.000 claims description 32
- 125000002947 alkylene group Chemical group 0.000 claims description 32
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 26
- 239000005977 Ethylene Substances 0.000 claims description 23
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 22
- 239000011159 matrix material Substances 0.000 claims description 22
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 19
- 239000007983 Tris buffer Substances 0.000 claims description 18
- 125000003545 alkoxy group Chemical group 0.000 claims description 18
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 13
- 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 claims description 13
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 13
- 150000002148 esters Chemical class 0.000 claims description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 12
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 11
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 11
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 10
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000006309 butyl amino group Chemical group 0.000 claims description 10
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 10
- 229910019142 PO4 Inorganic materials 0.000 claims description 9
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 9
- 239000006096 absorbing agent Substances 0.000 claims description 9
- 125000001931 aliphatic group Chemical group 0.000 claims description 9
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 9
- 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 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 229910052751 metal Inorganic materials 0.000 claims description 9
- 239000002184 metal Substances 0.000 claims description 9
- 239000000049 pigment Substances 0.000 claims description 9
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 9
- 229940116351 sebacate Drugs 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 8
- 230000000996 additive effect Effects 0.000 claims description 8
- 229920000620 organic polymer Polymers 0.000 claims description 8
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 8
- 239000010452 phosphate Substances 0.000 claims description 8
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 claims description 8
- 239000004114 Ammonium polyphosphate Substances 0.000 claims description 7
- 235000019826 ammonium polyphosphate Nutrition 0.000 claims description 7
- 229920001276 ammonium polyphosphate Polymers 0.000 claims description 7
- 150000001721 carbon Chemical group 0.000 claims description 7
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 7
- 229920001169 thermoplastic Polymers 0.000 claims description 7
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 7
- SIKJAQJRHWYJAI-UHFFFAOYSA-N benzopyrrole Natural products C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 239000007789 gas Substances 0.000 claims description 6
- SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical compound ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 0.000 claims description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 5
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 5
- 229910052786 argon Inorganic materials 0.000 claims description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
- 239000006229 carbon black Substances 0.000 claims description 5
- 229910044991 metal oxide Inorganic materials 0.000 claims description 5
- 150000004706 metal oxides Chemical class 0.000 claims description 5
- 239000002530 phenolic antioxidant Substances 0.000 claims description 5
- 150000003304 ruthenium compounds Chemical class 0.000 claims description 5
- 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 5
- 229920000089 Cyclic olefin copolymer Polymers 0.000 claims description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 claims description 4
- 150000001335 aliphatic alkanes Chemical group 0.000 claims description 4
- 150000001336 alkenes Chemical class 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 4
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 4
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims description 4
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 4
- 125000001624 naphthyl group Chemical group 0.000 claims description 4
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 4
- 239000004408 titanium dioxide Substances 0.000 claims description 4
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical group C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 claims description 3
- HWRLEEPNFJNTOP-UHFFFAOYSA-N 2-(1,3,5-triazin-2-yl)phenol Chemical compound OC1=CC=CC=C1C1=NC=NC=N1 HWRLEEPNFJNTOP-UHFFFAOYSA-N 0.000 claims description 3
- FJGQBLRYBUAASW-UHFFFAOYSA-N 2-(benzotriazol-2-yl)phenol Chemical compound OC1=CC=CC=C1N1N=C2C=CC=CC2=N1 FJGQBLRYBUAASW-UHFFFAOYSA-N 0.000 claims description 3
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical compound C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 claims description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 3
- 125000003282 alkyl amino group Chemical group 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 3
- 239000004914 cyclooctane Substances 0.000 claims description 3
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 3
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 3
- 150000002430 hydrocarbons Chemical group 0.000 claims description 3
- 238000009413 insulation Methods 0.000 claims description 3
- 238000000465 moulding Methods 0.000 claims description 3
- 150000002903 organophosphorus compounds Chemical class 0.000 claims description 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 3
- XFZRQAZGUOTJCS-UHFFFAOYSA-N phosphoric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OP(O)(O)=O.NC1=NC(N)=NC(N)=N1 XFZRQAZGUOTJCS-UHFFFAOYSA-N 0.000 claims description 3
- 239000004014 plasticizer Substances 0.000 claims description 3
- 229920001281 polyalkylene Polymers 0.000 claims description 3
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 claims description 3
- 239000008096 xylene Substances 0.000 claims description 3
- 125000006710 (C2-C12) alkenyl group Chemical group 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
- SCSMZMBYJMIJTK-UHFFFAOYSA-N 2,4,9,10,11-pentaoxa-5,8-diaza-1lambda5,3lambda5-diphosphatricyclo[6.1.1.13,5]undecane 1,3-dioxide Chemical compound O1P(=O)(O2)ON2CCN2OP1(=O)O2 SCSMZMBYJMIJTK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims description 2
- RLHGFJMGWQXPBW-UHFFFAOYSA-N 2-hydroxy-3-(1h-imidazol-5-ylmethyl)benzamide Chemical compound NC(=O)C1=CC=CC(CC=2NC=NC=2)=C1O RLHGFJMGWQXPBW-UHFFFAOYSA-N 0.000 claims description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- YEXOWHQZWLCHHD-UHFFFAOYSA-N 3,5-ditert-butyl-4-hydroxybenzoic acid Chemical compound CC(C)(C)C1=CC(C(O)=O)=CC(C(C)(C)C)=C1O YEXOWHQZWLCHHD-UHFFFAOYSA-N 0.000 claims description 2
- 101100294102 Caenorhabditis elegans nhr-2 gene Proteins 0.000 claims description 2
- 239000004593 Epoxy Substances 0.000 claims description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- 235000021355 Stearic acid Nutrition 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical group OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 125000002619 bicyclic group Chemical group 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- JMPXTZVVBCLQON-UHFFFAOYSA-N bis(2,2,6,6-tetramethyl-1-octoxy-3H-pyridin-4-yl) decanedioate Chemical compound C(CCCCCCCCC(=O)OC=1CC(N(C(C=1)(C)C)OCCCCCCCC)(C)C)(=O)OC=1CC(N(C(C=1)(C)C)OCCCCCCCC)(C)C JMPXTZVVBCLQON-UHFFFAOYSA-N 0.000 claims description 2
- RHDGNLCLDBVESU-UHFFFAOYSA-N but-3-en-4-olide Chemical compound O=C1CC=CO1 RHDGNLCLDBVESU-UHFFFAOYSA-N 0.000 claims description 2
- 125000001589 carboacyl group Chemical group 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims description 2
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000003822 epoxy resin Substances 0.000 claims description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 2
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 claims description 2
- 125000005647 linker group Chemical group 0.000 claims description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 2
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadecene Natural products CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 claims description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 2
- 125000000466 oxiranyl group Chemical group 0.000 claims description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
- XZTOTRSSGPPNTB-UHFFFAOYSA-N phosphono dihydrogen phosphate;1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(N)=N1.OP(O)(=O)OP(O)(O)=O XZTOTRSSGPPNTB-UHFFFAOYSA-N 0.000 claims description 2
- 229920000647 polyepoxide Polymers 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000008117 stearic acid Substances 0.000 claims description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
- 239000013008 thixotropic agent Substances 0.000 claims description 2
- 125000004306 triazinyl group Chemical group 0.000 claims description 2
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 claims description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000004711 α-olefin Substances 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 19
- 150000001924 cycloalkanes Chemical class 0.000 claims 3
- NQOJWOIPQBVKKX-UHFFFAOYSA-N cyclooctane Chemical compound [CH]1CCCCCCC1 NQOJWOIPQBVKKX-UHFFFAOYSA-N 0.000 claims 2
- BGGGMYCMZTXZBY-UHFFFAOYSA-N (3-hydroxyphenyl) phosphono hydrogen phosphate Chemical compound OC1=CC=CC(OP(O)(=O)OP(O)(O)=O)=C1 BGGGMYCMZTXZBY-UHFFFAOYSA-N 0.000 claims 1
- ZHHHDUSWMATTFE-UHFFFAOYSA-N 1,1-dipropylhydrazine Chemical compound CCCN(N)CCC ZHHHDUSWMATTFE-UHFFFAOYSA-N 0.000 claims 1
- 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 1
- WXIQZUFSVAGKEY-UHFFFAOYSA-N 2,2,6,6-tetramethylacridine Chemical compound CC1(C=C2C=C3C=CC(C=C3N=C2C=C1)(C)C)C WXIQZUFSVAGKEY-UHFFFAOYSA-N 0.000 claims 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
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- BCIIMDOZSUCSEN-UHFFFAOYSA-N piperidin-4-amine Chemical compound NC1CCNCC1 BCIIMDOZSUCSEN-UHFFFAOYSA-N 0.000 description 1
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- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
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- ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 1
- IJRHDFLHUATAOS-DPMBMXLASA-N sodium;(z,12r)-12-hydroxyoctadec-9-enoic acid Chemical compound [Na+].CCCCCC[C@@H](O)C\C=C/CCCCCCCC(O)=O IJRHDFLHUATAOS-DPMBMXLASA-N 0.000 description 1
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- 150000003900 succinic acid esters Chemical group 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
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- 229940071127 thioglycolate Drugs 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- NLLZTRMHNHVXJJ-UHFFFAOYSA-J titanium tetraiodide Chemical compound I[Ti](I)(I)I NLLZTRMHNHVXJJ-UHFFFAOYSA-J 0.000 description 1
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- PLSARIKBYIPYPF-UHFFFAOYSA-H trimagnesium dicitrate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O PLSARIKBYIPYPF-UHFFFAOYSA-H 0.000 description 1
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
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Classifications
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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
- C08K5/32—Compounds containing nitrogen bound to oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- 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
- C08K5/16—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
- C08K2201/00—Specific properties of additives
- C08K2201/014—Additives containing two or more different additives of the same subgroup in C08K
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)
- Fireproofing Substances (AREA)
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| US33909901P | 2001-12-10 | 2001-12-10 | |
| US41662502P | 2002-10-07 | 2002-10-07 |
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| TW200301282A TW200301282A (en) | 2003-07-01 |
| TWI281931B true TWI281931B (en) | 2007-06-01 |
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| TW091135526A TWI281931B (en) | 2001-12-10 | 2002-12-09 | Flame retardant compositions |
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| EP (1) | EP1465943B1 (enExample) |
| JP (1) | JP4406869B2 (enExample) |
| KR (1) | KR100873719B1 (enExample) |
| CN (1) | CN1602334A (enExample) |
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| AU (1) | AU2002358584A1 (enExample) |
| CA (1) | CA2467711C (enExample) |
| DE (1) | DE60230922D1 (enExample) |
| ES (1) | ES2318059T3 (enExample) |
| TW (1) | TWI281931B (enExample) |
| WO (1) | WO2003050175A2 (enExample) |
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| FR2837614B1 (fr) * | 2002-03-22 | 2004-06-18 | Nexans | Composition isolante pour cable electrique de securite |
| JP2006501340A (ja) * | 2002-10-03 | 2006-01-12 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 難燃性組成物 |
| US7109260B2 (en) * | 2002-10-17 | 2006-09-19 | Ciba Specialty Chemicals Corporation | Flame retardant compositions |
| JP4158559B2 (ja) * | 2003-03-07 | 2008-10-01 | 東洋インキ製造株式会社 | 難燃性樹脂組成物およびそれを用いたシート |
| AU2003304555A1 (en) * | 2003-11-21 | 2005-06-08 | Indian Petrochemicals Corporation Limited | Flame retardant polyolefin blends |
| WO2005090307A1 (en) * | 2004-03-15 | 2005-09-29 | Ciba Specialty Chemicals Holding Inc. | A process for the synthesis of amine ethers |
| US20060068317A1 (en) * | 2004-09-30 | 2006-03-30 | Klei Steven R | Poly(arylene ether) composition |
| CN1321149C (zh) * | 2004-12-09 | 2007-06-13 | 中山大学 | 抗折阻燃导热绝缘塑料组合物及其制备方法 |
| DE602006018749D1 (de) * | 2005-09-16 | 2011-01-20 | Basf Se | Flammhemmende polyurethanzusammensetzungen |
| CN101405306B (zh) * | 2006-03-16 | 2011-07-27 | 克莱里安特财务(Bvi)有限公司 | 改性蜡、其制备方法及其用途 |
| DE102006049519A1 (de) * | 2006-10-20 | 2008-04-24 | Lanxess Deutschland Gmbh | Flammwidrige, härtbare Formmassen |
| CA2667457A1 (en) | 2006-10-25 | 2008-05-02 | Dow Global Technologies Inc. | Polyolefin dispersions, froths, and foams |
| WO2008151986A1 (en) * | 2007-06-14 | 2008-12-18 | Basf Se | Flame retardant compositions |
| WO2009009006A1 (en) * | 2007-07-06 | 2009-01-15 | Supresta Llc | Flame retardant composition and flexible polyurethane foam prepared therewith |
| EP2130854B1 (en) | 2008-05-09 | 2016-10-19 | MCA Technologies GMBH | Polytriazinyl compounds as flame retardants and light stabilizers |
| US7947768B2 (en) * | 2009-03-02 | 2011-05-24 | Saudi Arabian Oil Company | Ultraviolet (UV) radiation stability and service life of woven films of polypropylene (PP) tapes for the production of jumbo bags |
| WO2011003773A1 (en) * | 2009-07-06 | 2011-01-13 | Basf Se | Phenylphosphonate flame retardant compositions |
| JP5373586B2 (ja) * | 2009-12-21 | 2013-12-18 | 住江織物株式会社 | 床材 |
| CN102686662B (zh) * | 2009-12-22 | 2015-11-25 | 巴塞尔聚烯烃意大利有限责任公司 | 用于膜的聚烯烃组合物 |
| US9315731B2 (en) * | 2010-03-21 | 2016-04-19 | Bromine Compounds Ltd. | High impact polystyrene flame retarded compositions |
| TWI471350B (zh) * | 2010-05-12 | 2015-02-01 | Taiwan Union Technology Corp | 無鹵素的阻燃性環氧樹脂組成物及由其製成的預浸材和印刷電路板 |
| CA2804228A1 (en) * | 2010-07-28 | 2012-02-02 | Basf Se | Phosphinic acid hydrazide flame retardant compositions |
| US20120225980A1 (en) * | 2011-01-31 | 2012-09-06 | Basf Se | Methods of flame retarding polyethylene processed at high temperatures |
| WO2014099397A1 (en) * | 2012-12-20 | 2014-06-26 | Polyad Services Llc | Flame retardant polymer compositions |
| WO2015089179A1 (en) * | 2013-12-10 | 2015-06-18 | General Cable Technologies Corporation | Thermally conductive compositions and cables thereof |
| KR101707732B1 (ko) * | 2015-05-13 | 2017-02-28 | 주식회사 남전산업 | 반응성 난연제를 첨가한 난연성 폴리푸로피렌섬유사 |
| JP6771538B2 (ja) * | 2015-07-20 | 2020-10-21 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 難燃性ポリオレフィン物品 |
| CN105504477A (zh) * | 2016-01-11 | 2016-04-20 | 长园电子(东莞)有限公司 | 一种无卤无红磷阻燃热缩标识管及其制备方法 |
| CN107663332A (zh) | 2016-07-28 | 2018-02-06 | Sabic环球技术有限责任公司 | 阻燃剂丙烯组合物 |
| US11001698B2 (en) | 2016-10-14 | 2021-05-11 | Basf Se | Stabilizer composition |
| CN120310135A (zh) * | 2017-06-26 | 2025-07-15 | Sabic环球技术有限责任公司 | Uv和热稳定的阻燃玻璃填充的聚合物组合物和由其制成的增强制品 |
| CN109503887A (zh) * | 2017-09-14 | 2019-03-22 | 衢州市中通化工有限公司 | 一种硅烷阻燃剂的制备方法 |
| EP3608360A1 (en) * | 2018-08-08 | 2020-02-12 | Sabo S.p.A. | N-alkoxy amine based stabilizer combinations |
| US20220073821A1 (en) * | 2019-01-16 | 2022-03-10 | Basf Se | Stabilizer composition for sealants and adhesives |
| CN109801737B (zh) * | 2019-01-24 | 2021-04-20 | 广州澳通电线电缆有限公司 | 一种电缆无机矿物绝缘层 |
| JP7646547B2 (ja) * | 2019-08-02 | 2025-03-17 | 出光ファインコンポジット株式会社 | 難燃性樹脂組成物、成形体及び便座 |
| CN114805646B (zh) * | 2021-01-22 | 2023-02-17 | 中国科学院化学研究所 | 一种聚乙烯基磷类阻燃剂及其制备方法和用途 |
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| US5112890A (en) * | 1987-09-21 | 1992-05-12 | Ciba-Geigy Corporation | Stabilization of acid catalyzed thermoset resins |
| US5204473A (en) * | 1987-09-21 | 1993-04-20 | Ciba-Geigy Corporation | O-substituted N-hydroxy hindered amine stabilizers |
| US5124378A (en) * | 1987-09-21 | 1992-06-23 | Ciba-Geigy Corporation | Stabilization of ambient cured coatings |
| US5004770A (en) * | 1988-10-19 | 1991-04-02 | Ciba-Geigy Corporation | Polymeric substrates stabilized with N-substituted hindered amines |
| US5096950A (en) * | 1988-10-19 | 1992-03-17 | Ciba-Geigy Corporation | Polyolefin compositions stabilized with NOR-substituted hindered amines |
| US5145893A (en) * | 1989-03-21 | 1992-09-08 | Ciba-Geigy Corporation | Non-migrating 1-hydrocarbyloxy hindered amine derivatives as polymer stabilizers |
| US5216156A (en) * | 1992-05-05 | 1993-06-01 | Ciba-Geigy Corporation | Non-migrating 1-hydrocarbyloxy-2,2,6,6-tetramethylpiperidine 1,3,5-triazine derivatives |
| US5393812A (en) * | 1993-08-31 | 1995-02-28 | Hercules Incorporated | Flame retardant, light stable composition |
| US6262161B1 (en) * | 1997-06-26 | 2001-07-17 | The Dow Chemical Company | Compositions having improved ignition resistance |
| US6599963B2 (en) * | 1997-06-30 | 2003-07-29 | Ciba Specialty Chemicals Corporation | Flame retardant compositions |
| EP0996669B1 (en) | 1997-06-30 | 2004-09-22 | Ciba SC Holding AG | Flame retardant compositions |
| US5844026A (en) * | 1997-06-30 | 1998-12-01 | Ciba Specialty Chemicals Corporation | N,N',N''-tris{2,4-bis Hydrocarbyloxy-2,2,6,6-tetra-methylpiperidin-4-yl)alkylamino!-s-triazin-6-yl}-3,3'-ethylenediiminodipropylamines, their isomers and bridged derivatives and polymer compositions stabilized therewith |
| US6472456B1 (en) * | 1997-06-30 | 2002-10-29 | Ciba Specialty Chemicals Corp. | Flame retardant compositions |
| ITMI980366A1 (it) * | 1998-02-25 | 1999-08-25 | Ciba Spec Chem Spa | Preparazione di eteri amminici stericamente impediti |
| AU3653999A (en) * | 1998-04-20 | 1999-11-08 | Bba Nonwovens Simpsonville, Inc. | Nonwoven fabric having both uv stability and flame retardancy and related methodfor its manufacture |
| US6271377B1 (en) * | 1999-02-25 | 2001-08-07 | Ciba Specialty Chemicals Corporation | Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith |
| EP1038912A3 (en) * | 2000-06-22 | 2000-12-27 | Ciba SC Holding AG | High molecular weight hindered hydrocarbyloxyamine stabilizers |
| TWI273115B (en) * | 2000-12-12 | 2007-02-11 | Ciba Sc Holding Ag | Improved weatherability of flame retardant polyolefin |
| JP2004530785A (ja) * | 2001-06-29 | 2004-10-07 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | ナノスケール充填剤立体障害性とアミン系光安定剤との相乗的組み合わせ |
| MY139230A (en) * | 2002-10-17 | 2009-08-28 | Ciba Holding Inc | Flame retardant polymeric electrical parts |
| US7109260B2 (en) * | 2002-10-17 | 2006-09-19 | Ciba Specialty Chemicals Corporation | Flame retardant compositions |
-
2002
- 2002-12-03 KR KR1020047008977A patent/KR100873719B1/ko not_active Expired - Lifetime
- 2002-12-03 DE DE60230922T patent/DE60230922D1/de not_active Expired - Lifetime
- 2002-12-03 CA CA2467711A patent/CA2467711C/en not_active Expired - Lifetime
- 2002-12-03 CN CNA028245644A patent/CN1602334A/zh active Pending
- 2002-12-03 WO PCT/EP2002/013664 patent/WO2003050175A2/en not_active Ceased
- 2002-12-03 ES ES02792865T patent/ES2318059T3/es not_active Expired - Lifetime
- 2002-12-03 AU AU2002358584A patent/AU2002358584A1/en not_active Abandoned
- 2002-12-03 EP EP02792865A patent/EP1465943B1/en not_active Expired - Lifetime
- 2002-12-03 AT AT02792865T patent/ATE420916T1/de not_active IP Right Cessation
- 2002-12-03 JP JP2003551197A patent/JP4406869B2/ja not_active Expired - Lifetime
- 2002-12-06 US US10/313,754 patent/US20030207969A1/en not_active Abandoned
- 2002-12-09 TW TW091135526A patent/TWI281931B/zh not_active IP Right Cessation
-
2006
- 2006-04-04 US US11/397,273 patent/US20060197069A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| AU2002358584A8 (en) | 2003-06-23 |
| KR20040074072A (ko) | 2004-08-21 |
| ATE420916T1 (de) | 2009-01-15 |
| WO2003050175A3 (en) | 2004-06-24 |
| CA2467711C (en) | 2011-11-01 |
| JP4406869B2 (ja) | 2010-02-03 |
| US20060197069A1 (en) | 2006-09-07 |
| CN1602334A (zh) | 2005-03-30 |
| AU2002358584A1 (en) | 2003-06-23 |
| ES2318059T3 (es) | 2009-05-01 |
| WO2003050175A2 (en) | 2003-06-19 |
| US20030207969A1 (en) | 2003-11-06 |
| CA2467711A1 (en) | 2003-06-19 |
| DE60230922D1 (de) | 2009-03-05 |
| JP2005511842A (ja) | 2005-04-28 |
| EP1465943A2 (en) | 2004-10-13 |
| KR100873719B1 (ko) | 2008-12-12 |
| EP1465943B1 (en) | 2009-01-14 |
| TW200301282A (en) | 2003-07-01 |
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