JP6635944B2 - 難燃性樹脂組成物 - Google Patents

難燃性樹脂組成物 Download PDF

Info

Publication number: JP6635944B2
Authority: JP; Japan
Prior art keywords: flame retardant; resin; compound; area; flame
Prior art date: 2014-12-24
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.): Active

Application number

JP2016566144A

Other languages

English (en)

Japanese (ja)

Other versions

JPWO2016104263A1 (ja

Inventor

翔橋本

勝一大槻

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

Daihachi Chemical Industry Co Ltd

Original Assignee

Daihachi Chemical Industry Co Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2014-12-24

Filing date

2015-12-16

Publication date

2020-01-29

2015-12-16 Application filed by Daihachi Chemical Industry Co Ltd filed Critical Daihachi Chemical Industry Co Ltd

2017-10-12 Publication of JPWO2016104263A1 publication Critical patent/JPWO2016104263A1/ja

2020-01-29 Application granted granted Critical

2020-01-29 Publication of JP6635944B2 publication Critical patent/JP6635944B2/ja

Status Active legal-status Critical Current

2035-12-16 Anticipated expiration legal-status Critical

Links

239000003063 flame retardant Substances 0.000 title claims description 104
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 description 94
239000011342 resin composition Substances 0.000 title claims description 17
229920005989 resin Polymers 0.000 claims description 72
239000011347 resin Substances 0.000 claims description 72
150000001875 compounds Chemical class 0.000 claims description 60
229920005830 Polyurethane Foam Polymers 0.000 claims description 34
239000011496 polyurethane foam Substances 0.000 claims description 34
238000005227 gel permeation chromatography Methods 0.000 claims description 23
125000002947 alkylene group Chemical group 0.000 claims description 16
150000002903 organophosphorus compounds Chemical class 0.000 claims description 12
125000004432 carbon atom Chemical group C* 0.000 claims description 11
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
125000000217 alkyl group Chemical group 0.000 claims description 6
HXOISUBTULMTJW-UHFFFAOYSA-N 1-chloropropan-2-yl dihydrogen phosphate Chemical compound ClCC(C)OP(O)(O)=O HXOISUBTULMTJW-UHFFFAOYSA-N 0.000 claims 1
-1 phosphorus compound Chemical class 0.000 description 66
238000006243 chemical reaction Methods 0.000 description 44
238000004519 manufacturing process Methods 0.000 description 28
239000006260 foam Substances 0.000 description 25
XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 24
239000000203 mixture Substances 0.000 description 18
239000000047 product Substances 0.000 description 17
LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 16
229910052698 phosphorus Inorganic materials 0.000 description 15
239000011574 phosphorus Substances 0.000 description 15
230000000704 physical effect Effects 0.000 description 15
230000000052 comparative effect Effects 0.000 description 14
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 14
229920005862 polyol Polymers 0.000 description 14
150000003077 polyols Chemical class 0.000 description 14
230000002829 reductive effect Effects 0.000 description 14
WVPKAWVFTPWPDB-UHFFFAOYSA-M dichlorophosphinate Chemical compound [O-]P(Cl)(Cl)=O WVPKAWVFTPWPDB-UHFFFAOYSA-M 0.000 description 13
238000005187 foaming Methods 0.000 description 12
238000000034 method Methods 0.000 description 12
239000003054 catalyst Substances 0.000 description 11
238000005259 measurement Methods 0.000 description 11
229910019142 PO4 Inorganic materials 0.000 description 10
229910052736 halogen Inorganic materials 0.000 description 10
239000010452 phosphate Substances 0.000 description 10
238000005406 washing Methods 0.000 description 10
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
239000007795 chemical reaction product Substances 0.000 description 9
238000007906 compression Methods 0.000 description 9
230000006835 compression Effects 0.000 description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
239000002253 acid Substances 0.000 description 8
230000000694 effects Effects 0.000 description 8
150000002148 esters Chemical class 0.000 description 8
150000002367 halogens Chemical class 0.000 description 8
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 7
239000000654 additive Substances 0.000 description 7
239000006227 byproduct Substances 0.000 description 7
125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
150000003014 phosphoric acid esters Chemical class 0.000 description 7
238000000746 purification Methods 0.000 description 7
239000000243 solution Substances 0.000 description 7
239000012855 volatile organic compound Substances 0.000 description 7
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 6
125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 6
230000018044 dehydration Effects 0.000 description 6
238000006297 dehydration reaction Methods 0.000 description 6
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
238000009472 formulation Methods 0.000 description 6
229910000041 hydrogen chloride Inorganic materials 0.000 description 6
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 6
239000012948 isocyanate Substances 0.000 description 6
239000000178 monomer Substances 0.000 description 6
230000035699 permeability Effects 0.000 description 6
229920002635 polyurethane Polymers 0.000 description 6
239000004814 polyurethane Substances 0.000 description 6
238000002360 preparation method Methods 0.000 description 6
239000003381 stabilizer Substances 0.000 description 6
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 6
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 5
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
238000004458 analytical method Methods 0.000 description 5
150000002513 isocyanates Chemical class 0.000 description 5
229920005749 polyurethane resin Polymers 0.000 description 5
239000000126 substance Substances 0.000 description 5
125000001424 substituent group Chemical group 0.000 description 5
125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 4
239000004721 Polyphenylene oxide Substances 0.000 description 4
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
150000001412 amines Chemical class 0.000 description 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
229920000570 polyether Polymers 0.000 description 4
239000000523 sample Substances 0.000 description 4
229920006337 unsaturated polyester resin Polymers 0.000 description 4
239000004925 Acrylic resin Substances 0.000 description 3
229920000178 Acrylic resin Polymers 0.000 description 3
239000004604 Blowing Agent Substances 0.000 description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 3
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
229930006000 Sucrose Natural products 0.000 description 3
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 description 3
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
230000000996 additive effect Effects 0.000 description 3
230000032683 aging Effects 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
239000000460 chlorine Substances 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 description 3
239000003822 epoxy resin Substances 0.000 description 3
239000012535 impurity Substances 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
239000005011 phenolic resin Substances 0.000 description 3
229920006122 polyamide resin Polymers 0.000 description 3
229920000647 polyepoxide Polymers 0.000 description 3
229920000056 polyoxyethylene ether Polymers 0.000 description 3
229940051841 polyoxyethylene ether Drugs 0.000 description 3
229920001451 polypropylene glycol Polymers 0.000 description 3
229920001296 polysiloxane Polymers 0.000 description 3
239000002994 raw material Substances 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
239000000600 sorbitol Substances 0.000 description 3
238000001256 steam distillation Methods 0.000 description 3
239000005720 sucrose Substances 0.000 description 3
229920003051 synthetic elastomer Polymers 0.000 description 3
239000005061 synthetic rubber Substances 0.000 description 3
238000010998 test method Methods 0.000 description 3
229920005992 thermoplastic resin Polymers 0.000 description 3
150000004072 triols Chemical class 0.000 description 3
HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 3
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
YAOMHRRYSRRRKP-UHFFFAOYSA-N 1,2-dichloropropyl 2,3-dichloropropyl 3,3-dichloropropyl phosphate Chemical compound ClC(Cl)CCOP(=O)(OC(Cl)C(Cl)C)OCC(Cl)CCl YAOMHRRYSRRRKP-UHFFFAOYSA-N 0.000 description 2
GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-UHFFFAOYSA-N 0.000 description 2
CJWBPEYRTPGWPF-UHFFFAOYSA-N 2-[bis(2-chloroethoxy)phosphoryloxy]ethyl bis(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCOP(=O)(OCCCl)OCCCl CJWBPEYRTPGWPF-UHFFFAOYSA-N 0.000 description 2
239000004114 Ammonium polyphosphate Substances 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
229920000877 Melamine resin Polymers 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
239000005062 Polybutadiene Substances 0.000 description 2
229920000388 Polyphosphate Polymers 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
WOURXYYHORRGQO-UHFFFAOYSA-N Tri(3-chloropropyl) phosphate Chemical compound ClCCCOP(=O)(OCCCCl)OCCCCl WOURXYYHORRGQO-UHFFFAOYSA-N 0.000 description 2
XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 2
229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 2
239000004676 acrylonitrile butadiene styrene Substances 0.000 description 2
239000003513 alkali Substances 0.000 description 2
235000019826 ammonium polyphosphate Nutrition 0.000 description 2
229920001276 ammonium polyphosphate Polymers 0.000 description 2
ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
125000005340 bisphosphate group Chemical group 0.000 description 2
238000009835 boiling Methods 0.000 description 2
238000002485 combustion reaction Methods 0.000 description 2
238000001514 detection method Methods 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
150000002009 diols Chemical class 0.000 description 2
ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
229920001971 elastomer Polymers 0.000 description 2
239000000194 fatty acid Substances 0.000 description 2
229930195729 fatty acid Natural products 0.000 description 2
239000004088 foaming agent Substances 0.000 description 2
WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Natural products O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
230000007062 hydrolysis Effects 0.000 description 2
238000006460 hydrolysis reaction Methods 0.000 description 2
238000009776 industrial production Methods 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
239000011707 mineral Substances 0.000 description 2
150000002825 nitriles Chemical class 0.000 description 2
125000005474 octanoate group Chemical group 0.000 description 2
150000002896 organic halogen compounds Chemical class 0.000 description 2
239000013500 performance material Substances 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
229920002857 polybutadiene Polymers 0.000 description 2
229920001707 polybutylene terephthalate Polymers 0.000 description 2
229920005906 polyester polyol Polymers 0.000 description 2
229920001225 polyester resin Polymers 0.000 description 2
239000004645 polyester resin Substances 0.000 description 2
229920001223 polyethylene glycol Polymers 0.000 description 2
229920013716 polyethylene resin Polymers 0.000 description 2
229920000139 polyethylene terephthalate Polymers 0.000 description 2
239000005020 polyethylene terephthalate Substances 0.000 description 2
229920001721 polyimide Polymers 0.000 description 2
239000009719 polyimide resin Substances 0.000 description 2
239000005056 polyisocyanate Substances 0.000 description 2
229920001228 polyisocyanate Polymers 0.000 description 2
239000001205 polyphosphate Substances 0.000 description 2
235000011176 polyphosphates Nutrition 0.000 description 2
230000008569 process Effects 0.000 description 2
SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 2
YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
230000000979 retarding effect Effects 0.000 description 2
239000012488 sample solution Substances 0.000 description 2
238000007086 side reaction Methods 0.000 description 2
229920002545 silicone oil Polymers 0.000 description 2
238000003756 stirring Methods 0.000 description 2
229920000638 styrene acrylonitrile Polymers 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
229920001187 thermosetting polymer Polymers 0.000 description 2
XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 2
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
238000005809 transesterification reaction Methods 0.000 description 2
125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 2
238000005292 vacuum distillation Methods 0.000 description 2
BZQKBFHEWDPQHD-UHFFFAOYSA-N 1,2,3,4,5-pentabromo-6-[2-(2,3,4,5,6-pentabromophenyl)ethyl]benzene Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1CCC1=C(Br)C(Br)=C(Br)C(Br)=C1Br BZQKBFHEWDPQHD-UHFFFAOYSA-N 0.000 description 1
RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 1
LUYHWJKHJNFYGV-UHFFFAOYSA-N 1,2-diisocyanato-3-phenylbenzene Chemical compound O=C=NC1=CC=CC(C=2C=CC=CC=2)=C1N=C=O LUYHWJKHJNFYGV-UHFFFAOYSA-N 0.000 description 1
MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
WVWYODXLKONLEM-UHFFFAOYSA-N 1,2-diisocyanatobutane Chemical compound O=C=NC(CC)CN=C=O WVWYODXLKONLEM-UHFFFAOYSA-N 0.000 description 1
ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 description 1
ZGDSDWSIFQBAJS-UHFFFAOYSA-N 1,2-diisocyanatopropane Chemical compound O=C=NC(C)CN=C=O ZGDSDWSIFQBAJS-UHFFFAOYSA-N 0.000 description 1
229940058015 1,3-butylene glycol Drugs 0.000 description 1
LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 1
UFXYYTWJETZVHG-UHFFFAOYSA-N 1,3-diisocyanatobutane Chemical compound O=C=NC(C)CCN=C=O UFXYYTWJETZVHG-UHFFFAOYSA-N 0.000 description 1
IKYNWXNXXHWHLL-UHFFFAOYSA-N 1,3-diisocyanatopropane Chemical compound O=C=NCCCN=C=O IKYNWXNXXHWHLL-UHFFFAOYSA-N 0.000 description 1
OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
LHNAURKRXGPVDW-UHFFFAOYSA-N 2,3-diisocyanatobutane Chemical compound O=C=NC(C)C(C)N=C=O LHNAURKRXGPVDW-UHFFFAOYSA-N 0.000 description 1
PQXKWPLDPFFDJP-UHFFFAOYSA-N 2,3-dimethyloxirane Chemical compound CC1OC1C PQXKWPLDPFFDJP-UHFFFAOYSA-N 0.000 description 1
XNLGXWKNRRPDCS-UHFFFAOYSA-N 2-[bis(2-chloroethoxy)phosphoryl]propan-2-yl dihydrogen phosphate Chemical compound CC(C)(OP(=O)(O)O)P(=O)(OCCCl)OCCCl XNLGXWKNRRPDCS-UHFFFAOYSA-N 0.000 description 1
125000006012 2-chloroethoxy group Chemical group 0.000 description 1
YSDXOHIAKSQVEJ-UHFFFAOYSA-N 2-chloroethyl phosphono hydrogen phosphate Chemical compound OP(O)(=O)OP(O)(=O)OCCCl YSDXOHIAKSQVEJ-UHFFFAOYSA-N 0.000 description 1
LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 description 1
UPSVYNDQEVZTMB-UHFFFAOYSA-N 2-methyl-1,3,5-trinitrobenzene;1,3,5,7-tetranitro-1,3,5,7-tetrazocane Chemical compound CC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O.[O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)CN([N+]([O-])=O)C1 UPSVYNDQEVZTMB-UHFFFAOYSA-N 0.000 description 1
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 description 1
UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
229930185605 Bisphenol Natural products 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
MAKOXMOZVIVMLG-UHFFFAOYSA-N CCCCC1(CCCCCC1(O)O)O Chemical compound CCCCC1(CCCCCC1(O)O)O MAKOXMOZVIVMLG-UHFFFAOYSA-N 0.000 description 1
206010007269 Carcinogenicity Diseases 0.000 description 1
239000004709 Chlorinated polyethylene Substances 0.000 description 1
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
239000004641 Diallyl-phthalate Substances 0.000 description 1
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
239000005058 Isophorone diisocyanate Substances 0.000 description 1
229920000106 Liquid crystal polymer Polymers 0.000 description 1
239000004977 Liquid-crystal polymers (LCPs) Substances 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
239000004640 Melamine resin Substances 0.000 description 1
UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
ZZLSFGGELYSVSY-UHFFFAOYSA-N N=C=O.N=C=O.C1CCCC1 Chemical compound N=C=O.N=C=O.C1CCCC1 ZZLSFGGELYSVSY-UHFFFAOYSA-N 0.000 description 1
OMRDSWJXRLDPBB-UHFFFAOYSA-N N=C=O.N=C=O.C1CCCCC1 Chemical compound N=C=O.N=C=O.C1CCCCC1 OMRDSWJXRLDPBB-UHFFFAOYSA-N 0.000 description 1
FDCKTGIIECZAOS-UHFFFAOYSA-N P(=O)(OC1=CC=CC=C1)(OC1=CC=CC=C1)OC1=CC(O)=CC=C1.P(=O)(OC1=CC=CC=C1)(OC1=CC=CC=C1)O Chemical compound P(=O)(OC1=CC=CC=C1)(OC1=CC=CC=C1)OC1=CC(O)=CC=C1.P(=O)(OC1=CC=CC=C1)(OC1=CC=CC=C1)O FDCKTGIIECZAOS-UHFFFAOYSA-N 0.000 description 1
239000004696 Poly ether ether ketone Substances 0.000 description 1
239000004693 Polybenzimidazole Substances 0.000 description 1
239000004695 Polyether sulfone Substances 0.000 description 1
239000004697 Polyetherimide Substances 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
239000004734 Polyphenylene sulfide Substances 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
229920001807 Urea-formaldehyde Polymers 0.000 description 1
ZGHUDSLVQAGWEY-UHFFFAOYSA-N [2-[bis(2-chloroethoxy)phosphoryloxymethyl]-3-chloro-2-(chloromethyl)propyl] bis(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCC(CCl)(CCl)COP(=O)(OCCCl)OCCCl ZGHUDSLVQAGWEY-UHFFFAOYSA-N 0.000 description 1
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
239000006096 absorbing agent Substances 0.000 description 1
238000012644 addition polymerization Methods 0.000 description 1
230000002411 adverse Effects 0.000 description 1
239000003242 anti bacterial agent Substances 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
239000002216 antistatic agent Substances 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000002585 base Substances 0.000 description 1
230000008901 benefit Effects 0.000 description 1
JGCWKVKYRNXTMD-UHFFFAOYSA-N bicyclo[2.2.1]heptane;isocyanic acid Chemical compound N=C=O.N=C=O.C1CC2CCC1C2 JGCWKVKYRNXTMD-UHFFFAOYSA-N 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
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 description 1
229920001400 block copolymer Polymers 0.000 description 1
239000002981 blocking agent Substances 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
235000019437 butane-1,3-diol Nutrition 0.000 description 1
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000007670 carcinogenicity Effects 0.000 description 1
231100000260 carcinogenicity Toxicity 0.000 description 1
210000004027 cell Anatomy 0.000 description 1
238000005119 centrifugation Methods 0.000 description 1
230000008859 change Effects 0.000 description 1
YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
238000004040 coloring Methods 0.000 description 1
239000002131 composite material Substances 0.000 description 1
238000011437 continuous method Methods 0.000 description 1
238000007334 copolymerization reaction Methods 0.000 description 1
229960002887 deanol Drugs 0.000 description 1
WHHGLZMJPXIBIX-UHFFFAOYSA-N decabromodiphenyl ether Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1OC1=C(Br)C(Br)=C(Br)C(Br)=C1Br WHHGLZMJPXIBIX-UHFFFAOYSA-N 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000012975 dibutyltin dilaurate Substances 0.000 description 1
KIQKWYUGPPFMBV-UHFFFAOYSA-N diisocyanatomethane Chemical compound O=C=NCN=C=O KIQKWYUGPPFMBV-UHFFFAOYSA-N 0.000 description 1
239000012972 dimethylethanolamine Substances 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000000975 dye Substances 0.000 description 1
239000000806 elastomer Substances 0.000 description 1
230000007717 exclusion Effects 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
210000000497 foam cell Anatomy 0.000 description 1
239000003205 fragrance Substances 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
TXGJTWACJNYNOJ-UHFFFAOYSA-N hexane-2,4-diol Chemical compound CCC(O)CC(C)O TXGJTWACJNYNOJ-UHFFFAOYSA-N 0.000 description 1
OHMBHFSEKCCCBW-UHFFFAOYSA-N hexane-2,5-diol Chemical compound CC(O)CCC(C)O OHMBHFSEKCCCBW-UHFFFAOYSA-N 0.000 description 1
150000004000 hexols Chemical class 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
239000003999 initiator Substances 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
150000002484 inorganic compounds Chemical class 0.000 description 1
239000012796 inorganic flame retardant Substances 0.000 description 1
229910010272 inorganic material Inorganic materials 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
239000003607 modifier Substances 0.000 description 1
TXXWBTOATXBWDR-UHFFFAOYSA-N n,n,n',n'-tetramethylhexane-1,6-diamine Chemical compound CN(C)CCCCCCN(C)C TXXWBTOATXBWDR-UHFFFAOYSA-N 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000001624 naphthyl group Chemical group 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
125000001400 nonyl 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])C([H])([H])[H] 0.000 description 1
229920003986 novolac Polymers 0.000 description 1
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 description 1
125000006353 oxyethylene group Chemical group 0.000 description 1
230000002688 persistence Effects 0.000 description 1
239000012071 phase Substances 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
125000005328 phosphinyl group Chemical group [PH2](=O)* 0.000 description 1
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 description 1
125000004437 phosphorous atom Chemical group 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920002492 poly(sulfone) Polymers 0.000 description 1
229920002490 poly(thioether-sulfone) polymer Polymers 0.000 description 1
229920001230 polyarylate Polymers 0.000 description 1
229920002480 polybenzimidazole Polymers 0.000 description 1
229920005668 polycarbonate resin Polymers 0.000 description 1
239000004431 polycarbonate resin Substances 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920006393 polyether sulfone Polymers 0.000 description 1
229920002530 polyetherether ketone Polymers 0.000 description 1
229920001601 polyetherimide Polymers 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
229920001955 polyphenylene ether Polymers 0.000 description 1
229920000069 polyphenylene sulfide Polymers 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000009467 reduction Effects 0.000 description 1
239000003507 refrigerant Substances 0.000 description 1
239000012744 reinforcing agent Substances 0.000 description 1
229920003987 resole Polymers 0.000 description 1
239000005060 rubber Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
238000004904 shortening Methods 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
150000003440 styrenes Chemical class 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
238000005979 thermal decomposition reaction Methods 0.000 description 1
239000010409 thin film Substances 0.000 description 1
KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
150000003609 titanium compounds Chemical class 0.000 description 1
238000004448 titration Methods 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
125000002889 tridecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
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 description 1
WJODABYRGBZZQR-UHFFFAOYSA-N tris[2-[bis(2-chloroethoxy)phosphoryl]propan-2-yl] phosphate Chemical compound ClCCOP(=O)(OCCCl)C(C)(C)OP(=O)(OC(C)(C)P(=O)(OCCCl)OCCCl)OC(C)(C)P(=O)(OCCCl)OCCCl WJODABYRGBZZQR-UHFFFAOYSA-N 0.000 description 1
239000002023 wood Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1
125000005023 xylyl group Chemical group 0.000 description 1

Classifications

- 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
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
- 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Compositions Of Macromolecular Compounds (AREA)
Fireproofing Substances (AREA)
Polyurethanes Or Polyureas (AREA)

JP2016566144A 2014-12-24 2015-12-16 難燃性樹脂組成物 Active JP6635944B2 (ja)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
JP2014260782		2014-12-24
JP2014260782		2014-12-24
PCT/JP2015/085139 WO2016104263A1 (ja)	2014-12-24	2015-12-16	難燃剤およびそれを含有する難燃性樹脂組成物

Publications (2)

Publication Number	Publication Date
JPWO2016104263A1 JPWO2016104263A1 (ja)	2017-10-12
JP6635944B2 true JP6635944B2 (ja)	2020-01-29

Family

ID=56150288

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP2016566144A Active JP6635944B2 (ja)	2014-12-24	2015-12-16	難燃性樹脂組成物

Country Status (3)

Country	Link
JP (1)	JP6635944B2 (zh)
TW (1)	TWI676677B (zh)
WO (1)	WO2016104263A1 (zh)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP6801868B2 (ja) *	2016-12-06	2020-12-16	大八化学工業株式会社	難燃性木質材料及びその製造方法
CA3077077A1 (en) *	2017-10-18	2019-04-25	Ascend Performance Materials Operations Llc	Halogen-containing flame retardant polyamide compositions
JP7352906B2 (ja) *	2019-09-20	2023-10-02	三菱ケミカル株式会社	リン酸エステル系難燃剤、（メタ）アクリル系樹脂組成物及び樹脂成形体
CN113637254B (zh) *	2021-09-18	2023-03-03	包头稀土研究院	聚烯烃组合物的制备方法及哌嗪类化合物的用途
CN116496469B (zh) *	2023-03-13	2024-01-26	广州光通科技有限公司	含磷阻燃树脂及其制备方法和应用

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE790849Q (fr) *	1970-02-02	1973-04-30	Olin Corp	Nouveaux polyesters phosphoriques halogenes retardateurs d'inflammationet mousse de polyurethanne contenant ces polyesters
JPS5119859B2 (zh) *	1972-03-25	1976-06-21
NL7207024A (zh) *	1972-05-25	1973-11-27
US3968187A (en) *	1972-12-26	1976-07-06	Monsanto Company	Flame retardant haloalkyl esters of glycols
DE2302843A1 (de) *	1973-01-20	1974-07-25	Bayer Ag	Verfahren zur herstellung von biseckige klammer auf di(-halogenalkyl)phosphorsaeure eckige klammer zu -polyaethylenglykolestern
JP2862490B2 (ja) *	1995-03-20	1999-03-03	大八化学工業株式会社	含ハロゲン系縮合リン酸エステルの製造方法
JP2003277568A (ja) *	2002-03-25	2003-10-02	Sumitomo Chem Co Ltd	メタクリル樹脂組成物およびその製造方法

2015
- 2015-12-16 JP JP2016566144A patent/JP6635944B2/ja active Active
- 2015-12-16 WO PCT/JP2015/085139 patent/WO2016104263A1/ja active Application Filing
- 2015-12-23 TW TW104143425A patent/TWI676677B/zh active

Also Published As

Publication number	Publication date
TW201629192A (zh)	2016-08-16
TWI676677B (zh)	2019-11-11
WO2016104263A1 (ja)	2016-06-30
JPWO2016104263A1 (ja)	2017-10-12

Legal Events

Date	Code	Title	Description
2018-11-19	A521	Request for written amendment filed	Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20181119
2018-11-19	A621	Written request for application examination	Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20181119
2019-07-09	A131	Notification of reasons for refusal	Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20190709
2019-08-26	A521	Request for written amendment filed	Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20190826
2019-09-10	A131	Notification of reasons for refusal	Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20190910
2019-11-01	A521	Request for written amendment filed	Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20191101
2019-12-02	TRDD	Decision of grant or rejection written
2019-12-10	A01	Written decision to grant a patent or to grant a registration (utility model)	Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20191210
2019-12-26	A61	First payment of annual fees (during grant procedure)	Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20191217
2019-12-27	R150	Certificate of patent or registration of utility model	Ref document number: 6635944 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150
2022-11-29	R250	Receipt of annual fees	Free format text: JAPANESE INTERMEDIATE CODE: R250
2023-08-23	S531	Written request for registration of change of domicile	Free format text: JAPANESE INTERMEDIATE CODE: R313531
2023-08-31	R350	Written notification of registration of transfer	Free format text: JAPANESE INTERMEDIATE CODE: R350
2023-12-13	R250	Receipt of annual fees	Free format text: JAPANESE INTERMEDIATE CODE: R250

Publication	Publication Date	Title
JP6635944B2 (ja)	2020-01-29	難燃性樹脂組成物
CN103570972B (zh)	2019-02-01	低聚物混合物，其生产及作为阻燃剂的应用以及包含其的阻燃聚氨酯
CN103534263B (zh)	2016-06-01	用于聚氨酯泡沫体的含磷阻燃剂
CN105121449B (zh)	2017-10-20	含磷阻燃剂
US8759411B2 (en)	2014-06-24	Derivatives of diphosphines as flame retardants for polyurethanes
JP6122960B2 (ja)	2017-04-26	難燃性ポリウレタンフォーム用の有機リン化合物
JP6759648B2 (ja)	2020-09-23	ポリウレタンインテグラルスキンフォーム及びその製造方法
CA2862594A1 (en)	2015-03-13	Phosphoric ester preparations with reduced hygroscopicity
EP2531554A1 (en)	2012-12-12	Derivatives of diphosphines as flame retardants for polyurethanes
KR20160140748A (ko)	2016-12-07	폴리우레탄 제품을 제조하기 위한 발포-겔 균형이 우수한 폴리에테르 폴리올
JP6393621B2 (ja)	2018-09-19	樹脂用難燃剤、それを含む難燃性樹脂組成物および有機リン化合物の製造方法
JP3113228B2 (ja)	2000-11-27	難燃性ポリウレタンフォーム組成物
WO2018023793A1 (en)	2018-02-08	Polyurethane foams comprising mixture obtained in production of tolylene diisocyanate(tdi) as bottoms residue
JP2862490B2 (ja)	1999-03-03	含ハロゲン系縮合リン酸エステルの製造方法
KR101816795B1 (ko)	2018-01-10	신규한 3차 아민계 폴리올 및 자가촉매를 이용한 폴리우레탄 합성
JP2017179320A (ja)	2017-10-05	硬質ポリウレタンフォーム用ポリオール組成物、及びそれを用いた硬質ポリウレタンフォームの製造方法
EP3394137A1 (en)	2018-10-31	Process for the production of polyurethane foams
KR101792027B1 (ko)	2017-11-01	신규한 3차 아민계 폴리올 및 그의 폴리우레탄 제조 용도