CN107641218B - 阻燃剂混合物、其制备及其用途 - Google Patents
阻燃剂混合物、其制备及其用途 Download PDFInfo
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- CN107641218B CN107641218B CN201611272731.7A CN201611272731A CN107641218B CN 107641218 B CN107641218 B CN 107641218B CN 201611272731 A CN201611272731 A CN 201611272731A CN 107641218 B CN107641218 B CN 107641218B
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- iron
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- 239000003063 flame retardant Substances 0.000 title claims abstract description 126
- 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 111
- 239000000203 mixture Substances 0.000 title claims abstract description 108
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract description 106
- 150000003839 salts Chemical class 0.000 claims abstract description 83
- 238000000034 method Methods 0.000 claims abstract description 69
- 230000008569 process Effects 0.000 claims abstract description 62
- 229910052742 iron Inorganic materials 0.000 claims abstract description 61
- -1 iron (II) monoethylphosphinate Chemical compound 0.000 claims description 121
- 229920000642 polymer Polymers 0.000 claims description 108
- 239000002253 acid Substances 0.000 claims description 55
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 claims description 49
- 239000004952 Polyamide Substances 0.000 claims description 34
- 229920002647 polyamide Polymers 0.000 claims description 34
- 150000001336 alkenes Chemical class 0.000 claims description 30
- 239000007983 Tris buffer Substances 0.000 claims description 29
- 239000013067 intermediate product Substances 0.000 claims description 26
- 239000000047 product Substances 0.000 claims description 24
- 229920001187 thermosetting polymer Polymers 0.000 claims description 24
- 229910052751 metal Inorganic materials 0.000 claims description 23
- 239000002184 metal Substances 0.000 claims description 23
- 239000012778 molding material Substances 0.000 claims description 23
- 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 20
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims description 20
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 claims description 20
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 20
- 239000004634 thermosetting polymer Substances 0.000 claims description 19
- 239000000654 additive Substances 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 18
- 238000004519 manufacturing process Methods 0.000 claims description 18
- 229920001169 thermoplastic Polymers 0.000 claims description 18
- 229910052782 aluminium Inorganic materials 0.000 claims description 17
- 238000000975 co-precipitation Methods 0.000 claims description 17
- 239000005011 phenolic resin Substances 0.000 claims description 17
- 239000004417 polycarbonate Substances 0.000 claims description 17
- 229920000728 polyester Polymers 0.000 claims description 17
- 229910052719 titanium Inorganic materials 0.000 claims description 17
- 229910052725 zinc Inorganic materials 0.000 claims description 17
- 229920000647 polyepoxide Polymers 0.000 claims description 15
- 229910052718 tin Inorganic materials 0.000 claims description 15
- 229910052791 calcium Inorganic materials 0.000 claims description 14
- 229910052749 magnesium Inorganic materials 0.000 claims description 14
- 229910052708 sodium Inorganic materials 0.000 claims description 14
- 229910052787 antimony Inorganic materials 0.000 claims description 13
- 229910052732 germanium Inorganic materials 0.000 claims description 13
- 229910052744 lithium Inorganic materials 0.000 claims description 13
- 229910052748 manganese Inorganic materials 0.000 claims description 13
- 229920000515 polycarbonate Polymers 0.000 claims description 13
- 229910052712 strontium Inorganic materials 0.000 claims description 13
- 229910052726 zirconium Inorganic materials 0.000 claims description 13
- 239000003822 epoxy resin Substances 0.000 claims description 12
- 150000002506 iron compounds Chemical class 0.000 claims description 12
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 claims description 12
- 239000004416 thermosoftening plastic Substances 0.000 claims description 12
- 239000004814 polyurethane Substances 0.000 claims description 11
- 150000002505 iron Chemical class 0.000 claims description 10
- 229910019142 PO4 Inorganic materials 0.000 claims description 9
- 239000002245 particle Substances 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 9
- 229920006305 unsaturated polyester Polymers 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- RMMXRAVNFLSFDE-UHFFFAOYSA-N ethyl(hexyl)phosphinic acid Chemical compound CCCCCCP(O)(=O)CC RMMXRAVNFLSFDE-UHFFFAOYSA-N 0.000 claims description 8
- 229910052700 potassium Inorganic materials 0.000 claims description 8
- OOQKSPWTYAHVRY-UHFFFAOYSA-H C(CCC)P([O-])([O-])=O.[Fe+3].C(CCC)P([O-])([O-])=O.C(CCC)P([O-])([O-])=O.[Fe+3] Chemical compound C(CCC)P([O-])([O-])=O.[Fe+3].C(CCC)P([O-])([O-])=O.C(CCC)P([O-])([O-])=O.[Fe+3] OOQKSPWTYAHVRY-UHFFFAOYSA-H 0.000 claims description 7
- TZKYFJRESAJPRG-UHFFFAOYSA-L butyl-dioxido-oxo-lambda5-phosphane iron(2+) Chemical compound C(CCC)P([O-])([O-])=O.[Fe+2] TZKYFJRESAJPRG-UHFFFAOYSA-L 0.000 claims description 7
- 239000006227 byproduct Substances 0.000 claims description 7
- 238000002425 crystallisation Methods 0.000 claims description 7
- 230000008025 crystallization Effects 0.000 claims description 7
- WRMGSHJRBULEMY-UHFFFAOYSA-L diethylphosphinate iron(2+) Chemical compound C(C)P([O-])(=O)CC.[Fe+2].C(C)P([O-])(=O)CC WRMGSHJRBULEMY-UHFFFAOYSA-L 0.000 claims description 7
- WMDPJKZHARKRQI-UHFFFAOYSA-N dipropylphosphinic acid Chemical compound CCCP(O)(=O)CCC WMDPJKZHARKRQI-UHFFFAOYSA-N 0.000 claims description 7
- 239000003381 stabilizer Substances 0.000 claims description 7
- 229920006337 unsaturated polyester resin Polymers 0.000 claims description 7
- QAOWNCQODCNURD-UHFFFAOYSA-M bisulphate group Chemical group S([O-])(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 claims description 6
- PATCOSVTPHJQER-UHFFFAOYSA-L butyl(ethyl)phosphinate iron(2+) Chemical compound [Fe+2].C(CCC)P([O-])(=O)CC.C(CCC)P([O-])(=O)CC PATCOSVTPHJQER-UHFFFAOYSA-L 0.000 claims description 6
- 239000001913 cellulose Substances 0.000 claims description 6
- 229920002678 cellulose Polymers 0.000 claims description 6
- 238000000576 coating method Methods 0.000 claims description 6
- 239000003431 cross linking reagent Substances 0.000 claims description 6
- 239000000945 filler Substances 0.000 claims description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 6
- 150000002978 peroxides Chemical class 0.000 claims description 6
- 229920002635 polyurethane Polymers 0.000 claims description 6
- KTLIMPGQZDZPSB-UHFFFAOYSA-M diethylphosphinate Chemical compound CCP([O-])(=O)CC KTLIMPGQZDZPSB-UHFFFAOYSA-M 0.000 claims description 5
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 claims description 5
- JYIZNFVTKLARKT-UHFFFAOYSA-N phenol;1,3,5-triazine-2,4,6-triamine Chemical compound OC1=CC=CC=C1.NC1=NC(N)=NC(N)=N1 JYIZNFVTKLARKT-UHFFFAOYSA-N 0.000 claims description 5
- 229920005594 polymer fiber Polymers 0.000 claims description 5
- 229920006254 polymer film Polymers 0.000 claims description 5
- 239000012779 reinforcing material Substances 0.000 claims description 5
- WXWRLZGNUAPLJZ-UHFFFAOYSA-H C(CCCCCCC)P([O-])([O-])=O.[Fe+3].C(CCCCCCC)P([O-])([O-])=O.C(CCCCCCC)P([O-])([O-])=O.[Fe+3] Chemical compound C(CCCCCCC)P([O-])([O-])=O.[Fe+3].C(CCCCCCC)P([O-])([O-])=O.C(CCCCCCC)P([O-])([O-])=O.[Fe+3] WXWRLZGNUAPLJZ-UHFFFAOYSA-H 0.000 claims description 4
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical class [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 claims description 4
- SPOHWRVIXGBUMA-UHFFFAOYSA-L butan-2-yl(ethyl)phosphinate iron(2+) Chemical compound C(C)(CC)P([O-])(=O)CC.C(C)(CC)P([O-])(=O)CC.[Fe+2] SPOHWRVIXGBUMA-UHFFFAOYSA-L 0.000 claims description 4
- PFOLBZLSLRALLU-UHFFFAOYSA-K butan-2-yl(ethyl)phosphinate iron(3+) Chemical compound C(C)(CC)P([O-])(=O)CC.C(C)(CC)P([O-])(=O)CC.C(C)(CC)P([O-])(=O)CC.[Fe+3] PFOLBZLSLRALLU-UHFFFAOYSA-K 0.000 claims description 4
- ZOSROJJGUYECGD-UHFFFAOYSA-H butan-2-yl-dioxido-oxo-$l^{5}-phosphane;iron(3+) Chemical compound [Fe+3].[Fe+3].CCC(C)P([O-])([O-])=O.CCC(C)P([O-])([O-])=O.CCC(C)P([O-])([O-])=O ZOSROJJGUYECGD-UHFFFAOYSA-H 0.000 claims description 4
- VIGASFTYHXCWIM-UHFFFAOYSA-L butan-2-yl-dioxido-oxo-lambda5-phosphane iron(2+) Chemical compound C(C)(CC)P([O-])([O-])=O.[Fe+2] VIGASFTYHXCWIM-UHFFFAOYSA-L 0.000 claims description 4
- YDWVQKZTPWFCGK-UHFFFAOYSA-K butyl(ethyl)phosphinate iron(3+) Chemical compound C(CCC)P([O-])(=O)CC.C(CCC)P([O-])(=O)CC.C(CCC)P([O-])(=O)CC.[Fe+3] YDWVQKZTPWFCGK-UHFFFAOYSA-K 0.000 claims description 4
- INUWDTIJYZIQCW-UHFFFAOYSA-L dioxido-oxo-propyl-$l^{5}-phosphane;iron(2+) Chemical compound [Fe+2].CCCP([O-])([O-])=O INUWDTIJYZIQCW-UHFFFAOYSA-L 0.000 claims description 4
- WUPRJPPJESYGGJ-UHFFFAOYSA-H dioxido-oxo-propyl-lambda5-phosphane iron(3+) Chemical compound C(CC)P([O-])([O-])=O.[Fe+3].C(CC)P([O-])([O-])=O.C(CC)P([O-])([O-])=O.[Fe+3] WUPRJPPJESYGGJ-UHFFFAOYSA-H 0.000 claims description 4
- YWHQVUYTLYMSCX-UHFFFAOYSA-H ethyl-dioxido-oxo-$l^{5}-phosphane;iron(3+) Chemical compound [Fe+3].[Fe+3].CCP([O-])([O-])=O.CCP([O-])([O-])=O.CCP([O-])([O-])=O YWHQVUYTLYMSCX-UHFFFAOYSA-H 0.000 claims description 4
- RVELLDWSQKLHJJ-UHFFFAOYSA-L ethyl-dioxido-oxo-lambda5-phosphane iron(2+) Chemical compound [Fe++].CC[P+]([O-])([O-])[O-] RVELLDWSQKLHJJ-UHFFFAOYSA-L 0.000 claims description 4
- MZCUQLYBFMTYML-UHFFFAOYSA-L hexyl-dioxido-oxo-lambda5-phosphane iron(2+) Chemical compound C(CCCCC)P([O-])([O-])=O.[Fe+2] MZCUQLYBFMTYML-UHFFFAOYSA-L 0.000 claims description 4
- HJTKEOIEXAFPNR-UHFFFAOYSA-H hexyl-dioxido-oxo-lambda5-phosphane iron(3+) Chemical compound C(CCCCC)P([O-])([O-])=O.[Fe+3].C(CCCCC)P([O-])([O-])=O.C(CCCCC)P([O-])([O-])=O.[Fe+3] HJTKEOIEXAFPNR-UHFFFAOYSA-H 0.000 claims description 4
- NDMRVLLYMMTKNZ-UHFFFAOYSA-L iron(2+);octyl-dioxido-oxo-$l^{5}-phosphane Chemical compound [Fe+2].CCCCCCCCP([O-])([O-])=O NDMRVLLYMMTKNZ-UHFFFAOYSA-L 0.000 claims description 4
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims description 4
- 239000004593 Epoxy Substances 0.000 claims description 3
- XJUIEUNOGWQEPH-UHFFFAOYSA-N [Fe++].[Fe++].[Fe++].[O-]P([O-])[O-].[O-]P([O-])[O-] Chemical compound [Fe++].[Fe++].[Fe++].[O-]P([O-])[O-].[O-]P([O-])[O-] XJUIEUNOGWQEPH-UHFFFAOYSA-N 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 125000000732 arylene group Chemical group 0.000 claims description 3
- 150000001602 bicycloalkyls Chemical group 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- VRAASRQRLKYHMD-UHFFFAOYSA-L dibutylphosphinate;iron(2+) Chemical compound [Fe+2].CCCCP([O-])(=O)CCCC.CCCCP([O-])(=O)CCCC VRAASRQRLKYHMD-UHFFFAOYSA-L 0.000 claims description 3
- HMQURYHXZBLBQM-UHFFFAOYSA-L dipropylphosphinate iron(2+) Chemical compound C(CC)P([O-])(=O)CCC.[Fe+2].C(CC)P([O-])(=O)CCC HMQURYHXZBLBQM-UHFFFAOYSA-L 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- VCWNZLCQDKZTGD-UHFFFAOYSA-L ethyl(hexyl)phosphinate iron(2+) Chemical compound C(CCCCC)P([O-])(=O)CC.C(CCCCC)P([O-])(=O)CC.[Fe+2] VCWNZLCQDKZTGD-UHFFFAOYSA-L 0.000 claims description 3
- 239000004744 fabric Substances 0.000 claims description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 238000005470 impregnation Methods 0.000 claims description 3
- WBJZTOZJJYAKHQ-UHFFFAOYSA-K iron(3+) phosphate Chemical compound [Fe+3].[O-]P([O-])([O-])=O WBJZTOZJJYAKHQ-UHFFFAOYSA-K 0.000 claims description 3
- LXXDUCAGSSICDI-UHFFFAOYSA-N iron(3+);phosphite Chemical compound [Fe+3].[O-]P([O-])[O-] LXXDUCAGSSICDI-UHFFFAOYSA-N 0.000 claims description 3
- 229910000155 iron(II) phosphate Inorganic materials 0.000 claims description 3
- 229910000399 iron(III) phosphate Inorganic materials 0.000 claims description 3
- SDEKDNPYZOERBP-UHFFFAOYSA-H iron(ii) phosphate Chemical compound [Fe+2].[Fe+2].[Fe+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O SDEKDNPYZOERBP-UHFFFAOYSA-H 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 229920005749 polyurethane resin Polymers 0.000 claims description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- 239000002966 varnish Substances 0.000 claims description 3
- 239000002023 wood Substances 0.000 claims description 3
- 150000004679 hydroxides Chemical class 0.000 claims 1
- 150000002823 nitrates Chemical class 0.000 claims 1
- 238000012856 packing Methods 0.000 claims 1
- 235000021317 phosphate Nutrition 0.000 claims 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 claims 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims 1
- 239000000243 solution Substances 0.000 description 45
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 41
- 229920001577 copolymer Polymers 0.000 description 31
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 29
- XSAOTYCWGCRGCP-UHFFFAOYSA-K aluminum;diethylphosphinate Chemical compound [Al+3].CCP([O-])(=O)CC.CCP([O-])(=O)CC.CCP([O-])(=O)CC XSAOTYCWGCRGCP-UHFFFAOYSA-K 0.000 description 27
- 150000001450 anions Chemical class 0.000 description 26
- 238000012545 processing Methods 0.000 description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
- 229920005989 resin Polymers 0.000 description 19
- 239000011347 resin Substances 0.000 description 19
- LPFYDEANGXVAOA-UHFFFAOYSA-M sodium;diethylphosphinate Chemical compound [Na+].CCP([O-])(=O)CC LPFYDEANGXVAOA-UHFFFAOYSA-M 0.000 description 19
- SPWAXFLJYHRRJL-UHFFFAOYSA-N butyl(ethyl)phosphinic acid Chemical compound CCCCP(O)(=O)CC SPWAXFLJYHRRJL-UHFFFAOYSA-N 0.000 description 18
- 239000013078 crystal Substances 0.000 description 17
- RUTXIHLAWFEWGM-UHFFFAOYSA-H iron(3+) sulfate Chemical compound [Fe+3].[Fe+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O RUTXIHLAWFEWGM-UHFFFAOYSA-H 0.000 description 17
- 229910000360 iron(III) sulfate Inorganic materials 0.000 description 17
- 230000000052 comparative effect Effects 0.000 description 16
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 15
- 239000010936 titanium Substances 0.000 description 15
- 239000011701 zinc Substances 0.000 description 15
- 150000007513 acids Chemical class 0.000 description 14
- 159000000014 iron salts Chemical class 0.000 description 14
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 14
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 13
- 239000011135 tin Substances 0.000 description 13
- 229920000388 Polyphosphate Polymers 0.000 description 12
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 239000008367 deionised water Substances 0.000 description 12
- 229910021641 deionized water Inorganic materials 0.000 description 12
- 229920002857 polybutadiene Polymers 0.000 description 12
- 239000001205 polyphosphate Substances 0.000 description 12
- 235000011176 polyphosphates Nutrition 0.000 description 12
- 239000000725 suspension Substances 0.000 description 12
- 229920000877 Melamine resin Polymers 0.000 description 11
- 239000011575 calcium Substances 0.000 description 11
- 239000011777 magnesium Substances 0.000 description 11
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 11
- 238000000465 moulding Methods 0.000 description 11
- 239000004800 polyvinyl chloride Substances 0.000 description 11
- 239000011734 sodium Substances 0.000 description 11
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 10
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 10
- 239000003365 glass fiber Substances 0.000 description 10
- 239000012299 nitrogen atmosphere Substances 0.000 description 10
- 229920000915 polyvinyl chloride Polymers 0.000 description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000005062 Polybutadiene Substances 0.000 description 9
- 239000004721 Polyphenylene oxide Substances 0.000 description 9
- QZSKLMTYHVMBMK-UHFFFAOYSA-L [PH2]([O-])=O.[Fe+2].[PH2]([O-])=O Chemical compound [PH2]([O-])=O.[Fe+2].[PH2]([O-])=O QZSKLMTYHVMBMK-UHFFFAOYSA-L 0.000 description 9
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 9
- 150000001991 dicarboxylic acids Chemical class 0.000 description 9
- 239000011976 maleic acid Substances 0.000 description 9
- 229920001228 polyisocyanate Polymers 0.000 description 9
- 239000005056 polyisocyanate Substances 0.000 description 9
- 229920006324 polyoxymethylene Polymers 0.000 description 9
- 229920002554 vinyl polymer Polymers 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 8
- 229920002292 Nylon 6 Polymers 0.000 description 8
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 8
- 238000001035 drying Methods 0.000 description 8
- 229920001707 polybutylene terephthalate Polymers 0.000 description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 7
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 7
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 7
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 7
- 229920002943 EPDM rubber Polymers 0.000 description 7
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K21/00—Fireproofing materials
- C09K21/06—Organic materials
- C09K21/12—Organic materials containing phosphorus
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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
- C08K13/00—Use of mixtures of ingredients not covered by one single of the preceding main groups, each of these compounds being essential
- C08K13/02—Organic and inorganic ingredients
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- C—CHEMISTRY; METALLURGY
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/30—Sulfur-, selenium- or tellurium-containing compounds
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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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
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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
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- C08K5/0066—Flame-proofing or flame-retarding additives
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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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5313—Phosphinic compounds, e.g. R2=P(:O)OR'
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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
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K21/00—Fireproofing materials
- C09K21/02—Inorganic materials
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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
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- C08K2003/3045—Sulfates
- C08K2003/3054—Ammonium sulfates
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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
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- C08K2003/3072—Iron sulfates
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- C—CHEMISTRY; METALLURGY
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K2003/387—Borates
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- C—CHEMISTRY; METALLURGY
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/5205—Salts of P-acids with N-bases
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- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Fireproofing Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
Claims (12)
Priority Applications (1)
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CN202010184657.3A CN111234313B (zh) | 2016-07-20 | 2016-10-17 | 阻燃剂混合物、其制备及其用途 |
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DE102016213281.4A DE102016213281A1 (de) | 2016-07-20 | 2016-07-20 | Flammschutzmittelmischungen, ihre Herstellung und ihre Verwendung |
DE102016213281.4 | 2016-07-20 |
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CN202010184657.3A Division CN111234313B (zh) | 2016-07-20 | 2016-10-17 | 阻燃剂混合物、其制备及其用途 |
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CN107641218A CN107641218A (zh) | 2018-01-30 |
CN107641218B true CN107641218B (zh) | 2020-03-24 |
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CN201611272731.7A Active CN107641218B (zh) | 2016-07-20 | 2016-10-17 | 阻燃剂混合物、其制备及其用途 |
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CN202010184657.3A Active CN111234313B (zh) | 2016-07-20 | 2016-10-17 | 阻燃剂混合物、其制备及其用途 |
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US (1) | US20190153322A1 (zh) |
EP (1) | EP3487956A1 (zh) |
JP (1) | JP6883089B2 (zh) |
KR (1) | KR102497880B1 (zh) |
CN (2) | CN111234313B (zh) |
BR (1) | BR112019000032A2 (zh) |
DE (1) | DE102016213281A1 (zh) |
MX (1) | MX2019000639A (zh) |
RU (1) | RU2019104542A (zh) |
SG (1) | SG11201811572UA (zh) |
TW (1) | TW201815927A (zh) |
WO (1) | WO2018015252A1 (zh) |
ZA (1) | ZA201808504B (zh) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
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DE102016213282A1 (de) * | 2016-07-20 | 2018-01-25 | Clariant Plastics & Coatings Ltd | Flammschutzmittelmischungen, ihre Herstellung und ihre Verwendung |
DE102017221039B4 (de) * | 2017-11-24 | 2020-09-03 | Tesa Se | Verfahren zur Herstellung einer Haftklebemasse auf Basis von Acrylnitril-Butadien-Kautschuk |
CN108797136B (zh) * | 2018-06-28 | 2019-10-01 | 浙江大学 | 一种无熔滴无水渍基于二烷基单硫代次磷酸盐阻燃的聚氨酯皮革组合物 |
CN109021288B (zh) * | 2018-06-28 | 2019-08-20 | 浙江大学 | 一种基于二烷基单硫代次磷酸盐的聚氨酯用无卤阻燃复配体系及其应用 |
CN109021289B (zh) * | 2018-06-28 | 2019-08-20 | 浙江大学 | 二烷基单硫代次磷酸盐与含氮化合物协同的无卤阻燃体系及其应用 |
MX2021007135A (es) * | 2018-12-20 | 2021-08-11 | Lanxess Corp | Metodo para preparar material retardante de llama que contiene fosforo, estable termicamente y facilmente procesable. |
CN109516481B (zh) * | 2019-01-18 | 2020-10-27 | 安徽工业大学 | 一种镁铝复合阻燃剂的制备方法 |
KR102415866B1 (ko) * | 2019-07-26 | 2022-07-01 | 가부시키가이샤 아데카 | 난연제 조성물, 그것을 이용한 난연성 수지 조성물, 성형품, 및 성형품을 제조하는 제조 방법 |
CN112210118B (zh) * | 2020-10-12 | 2022-05-17 | 江苏利思德新材料有限公司 | 一种耐高热高剪切的高阻燃无卤阻燃复配体系及其应用 |
CN114478624A (zh) * | 2022-01-22 | 2022-05-13 | 兰州瑞朴科技有限公司 | 一种二乙基次膦酸铝的调聚物及其制备方法 |
CN114539621B (zh) * | 2022-03-10 | 2022-10-21 | 江苏利思德新材料有限公司 | 一种含磷铝盐复合体及其制备方法和应用 |
CN114573870A (zh) * | 2022-03-10 | 2022-06-03 | 江苏利思德新材料有限公司 | 无卤阻燃剂组合物及其应用 |
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EP0919560B1 (de) * | 1997-11-28 | 2004-02-25 | Clariant GmbH | Verfahren zur Herstellung von Metallsalzen von Aryl-alkylphosphinsäuren |
DE10359815A1 (de) | 2003-12-19 | 2005-07-28 | Clariant Gmbh | Verfahren zur Herstellung von Dialkylphosphinsäure-Salzen |
DE10359814A1 (de) * | 2003-12-19 | 2005-07-28 | Clariant Gmbh | Dialkylphosphinsäure-Salze |
JP4581642B2 (ja) * | 2004-11-18 | 2010-11-17 | 日立化成工業株式会社 | 金属張積層板および印刷配線板 |
CN102666693A (zh) * | 2009-10-27 | 2012-09-12 | 巴斯夫欧洲公司 | 具有阻燃性的耐热老化性聚酰胺 |
DE102010018684A1 (de) * | 2010-04-29 | 2011-11-03 | Clariant International Ltd. | Verfahren zur Herstellung von Mischungen aus Alkylphosphonigsäuresalzen und Dialkylphosphinsäuresalzen |
CN102092754B (zh) | 2010-12-23 | 2012-08-15 | 内蒙古昶泰资源循环再生利用科技开发有限责任公司 | 一种硫酸铝溶液中杂质铁的离子交换去除方法 |
DE102011121503A1 (de) * | 2011-12-16 | 2013-06-20 | Clariant International Ltd. | Gemische von Dioshinsäuren und Dialkylphosphinsäuren, ein Verfahren zu deren Herstellung und ihre Verwendung |
CN104250440A (zh) | 2013-06-28 | 2014-12-31 | 杜邦公司 | 阻燃的聚合物组合物 |
US20150183991A1 (en) * | 2013-11-20 | 2015-07-02 | Asahi Kasei Chemicals Corporation | Flame-retardant thermoplastic resin composition and molded article of the same |
CN103788125B (zh) * | 2013-12-31 | 2015-02-11 | 邓娟 | 一种用于聚合物的添加剂及其制备方法 |
DE102014001222A1 (de) * | 2014-01-29 | 2015-07-30 | Clariant lnternational Ltd | Halogenfreie feste Flammschutzmittelmischung und ihre Verwendung |
KR101885446B1 (ko) * | 2014-04-01 | 2018-08-03 | 닝보 인스티튜트 오브 머티리얼즈 테크놀러지 앤드 엔지니어링, 차이니즈 아카데미 오브 사이언시즈 | 디알킬포스피네이트의 제조공정 및 제품 |
CN105085988B (zh) | 2014-12-26 | 2017-06-30 | 肖群 | 一种用于聚合物的添加剂组合物和其制备方法及由其组成的阻燃热塑性聚合物模塑材料 |
DE102015003825A1 (de) * | 2015-03-25 | 2016-09-29 | Clariant International Ltd. | Die Erfindung bezieht sich auf Flammschutzmittelmischungen und deren Herstellung |
CN105061500A (zh) * | 2015-07-27 | 2015-11-18 | 广州金凯新材料有限公司 | 一种极细粒径的二烷基次膦酸盐及其制备方法和应用以及由其组成的高聚物组合物 |
CN105085983A (zh) * | 2015-09-22 | 2015-11-25 | 清华大学深圳研究生院 | 一种无卤协效阻燃剂、制备方法及复合阻燃剂 |
DE102016213282A1 (de) * | 2016-07-20 | 2018-01-25 | Clariant Plastics & Coatings Ltd | Flammschutzmittelmischungen, ihre Herstellung und ihre Verwendung |
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MX2019000639A (es) | 2019-04-22 |
ZA201808504B (en) | 2019-08-28 |
KR20190031303A (ko) | 2019-03-25 |
JP6883089B2 (ja) | 2021-06-09 |
JP2019527274A (ja) | 2019-09-26 |
DE102016213281A1 (de) | 2018-01-25 |
WO2018015252A1 (de) | 2018-01-25 |
CN111234313B (zh) | 2021-10-29 |
RU2019104542A (ru) | 2020-08-20 |
TW201815927A (zh) | 2018-05-01 |
EP3487956A1 (de) | 2019-05-29 |
US20190153322A1 (en) | 2019-05-23 |
BR112019000032A2 (pt) | 2019-04-16 |
CN107641218A (zh) | 2018-01-30 |
KR102497880B1 (ko) | 2023-02-10 |
CN111234313A (zh) | 2020-06-05 |
SG11201811572UA (en) | 2019-02-27 |
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