CA2146558A1 - Additifs ignifuges - Google Patents

Additifs ignifuges

Info

Publication number: CA2146558A1
Authority: CA; Canada
Prior art keywords: flame; polymer; poly; phosphorus; acid
Prior art date: 1992-11-13
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Abandoned

Application number

CA 2146558

Other languages

English (en)

Inventor

Keith P. Parsons

Alan Lindsay

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.)

3M Co

Original Assignee

Individual

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.)

1992-11-13

Filing date

1993-11-05

Publication date

1994-05-26

1993-11-05 Application filed by Individual filed Critical Individual

1994-05-26 Publication of CA2146558A1 publication Critical patent/CA2146558A1/fr

Status Abandoned legal-status Critical Current

Links

239000003063 flame retardant Substances 0.000 title claims abstract description 85
229920000642 polymer Polymers 0.000 claims abstract description 74
239000000654 additive Substances 0.000 claims abstract description 70
RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims abstract description 64
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 43
229910052698 phosphorus Inorganic materials 0.000 claims abstract description 43
239000011574 phosphorus Substances 0.000 claims abstract description 41
230000000996 additive effect Effects 0.000 claims abstract description 40
150000003839 salts Chemical class 0.000 claims abstract description 25
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 23
239000002253 acid Substances 0.000 claims abstract description 15
229920001577 copolymer Polymers 0.000 claims abstract description 11
229910052736 halogen Inorganic materials 0.000 claims abstract description 7
150000002367 halogens Chemical class 0.000 claims abstract description 7
229920001519 homopolymer Polymers 0.000 claims abstract description 4
239000008199 coating composition Substances 0.000 claims abstract description 3
239000000565 sealant Substances 0.000 claims abstract description 3
239000004114 Ammonium polyphosphate Substances 0.000 claims description 35
235000019826 ammonium polyphosphate Nutrition 0.000 claims description 35
229920001276 ammonium polyphosphate Polymers 0.000 claims description 35
239000000203 mixture Substances 0.000 claims description 35
XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 claims description 33
239000000463 material Substances 0.000 claims description 28
-1 poly(ethylene) Polymers 0.000 claims description 27
150000001875 compounds Chemical class 0.000 claims description 19
229920002943 EPDM rubber Polymers 0.000 claims description 13
239000002245 particle Substances 0.000 claims description 13
125000000217 alkyl group Chemical group 0.000 claims description 11
125000004432 carbon atom Chemical group C* 0.000 claims description 11
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 8
229920001155 polypropylene Polymers 0.000 claims description 8
VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 claims description 6
229920000877 Melamine resin Polymers 0.000 claims description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
239000003822 epoxy resin Substances 0.000 claims description 4
229920000647 polyepoxide Polymers 0.000 claims description 4
239000006087 Silane Coupling Agent Substances 0.000 claims description 3
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 3
229940005657 pyrophosphoric acid Drugs 0.000 claims description 3
JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 2
KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 2
LBSXSAXOLABXMF-UHFFFAOYSA-N 4-Vinylaniline Chemical compound NC1=CC=C(C=C)C=C1 LBSXSAXOLABXMF-UHFFFAOYSA-N 0.000 claims description 2
KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 claims description 2
229920000388 Polyphosphate Polymers 0.000 claims description 2
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 2
239000001205 polyphosphate Substances 0.000 claims description 2
235000011176 polyphosphates Nutrition 0.000 claims description 2
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 1
NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims 1
239000005977 Ethylene Substances 0.000 claims 1
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims 1
150000001336 alkenes Chemical class 0.000 claims 1
AZSFNUJOCKMOGB-UHFFFAOYSA-N cyclotriphosphoric acid Chemical compound OP1(=O)OP(O)(=O)OP(O)(=O)O1 AZSFNUJOCKMOGB-UHFFFAOYSA-N 0.000 claims 1
HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 claims 1
GQZXNSPRSGFJLY-UHFFFAOYSA-N hydroxyphosphanone Chemical compound OP=O GQZXNSPRSGFJLY-UHFFFAOYSA-N 0.000 claims 1
TVZISJTYELEYPI-UHFFFAOYSA-N hypodiphosphoric acid Chemical compound OP(O)(=O)P(O)(O)=O TVZISJTYELEYPI-UHFFFAOYSA-N 0.000 claims 1
229940046817 hypophosphorus acid Drugs 0.000 claims 1
239000013521 mastic Substances 0.000 claims 1
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 claims 1
235000011007 phosphoric acid Nutrition 0.000 claims 1
229920000137 polyphosphoric acid Polymers 0.000 claims 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 1
ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims 1
125000001302 tertiary amino group Chemical group 0.000 claims 1
239000000779 smoke Substances 0.000 abstract description 13
230000002829 reductive effect Effects 0.000 abstract description 9
239000002861 polymer material Substances 0.000 abstract description 7
239000007789 gas Substances 0.000 abstract description 6
238000009413 insulation Methods 0.000 abstract description 4
229920001187 thermosetting polymer Polymers 0.000 abstract description 4
239000000945 filler Substances 0.000 abstract description 3
229920001169 thermoplastic Polymers 0.000 abstract description 3
239000004416 thermosoftening plastic Substances 0.000 abstract description 3
240000005428 Pistacia lentiscus Species 0.000 abstract description 2
239000006185 dispersion Substances 0.000 abstract description 2
239000004615 ingredient Substances 0.000 abstract description 2
230000002730 additional effect Effects 0.000 abstract 1
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 44
235000011180 diphosphates Nutrition 0.000 description 29
229940048084 pyrophosphate Drugs 0.000 description 29
229910052757 nitrogen Inorganic materials 0.000 description 24
238000012360 testing method Methods 0.000 description 21
238000009472 formulation Methods 0.000 description 18
239000000047 product Substances 0.000 description 17
238000002485 combustion reaction Methods 0.000 description 16
238000011068 loading method Methods 0.000 description 16
230000004907 flux Effects 0.000 description 13
239000000126 substance Substances 0.000 description 13
229920003345 Elvax® Polymers 0.000 description 12
238000000034 method Methods 0.000 description 12
GUSFEBGYPWJUSS-UHFFFAOYSA-N pentaazanium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O GUSFEBGYPWJUSS-UHFFFAOYSA-N 0.000 description 11
239000004814 polyurethane Substances 0.000 description 11
238000011156 evaluation Methods 0.000 description 10
239000002341 toxic gas Substances 0.000 description 10
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
125000004429 atom Chemical group 0.000 description 9
229920000098 polyolefin Polymers 0.000 description 9
239000000243 solution Substances 0.000 description 9
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 7
WHHGLZMJPXIBIX-UHFFFAOYSA-N decabromodiphenyl ether Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1OC1=C(Br)C(Br)=C(Br)C(Br)=C1Br WHHGLZMJPXIBIX-UHFFFAOYSA-N 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
239000004793 Polystyrene Substances 0.000 description 6
229910000410 antimony oxide Inorganic materials 0.000 description 6
125000003118 aryl group Chemical group 0.000 description 6
231100000331 toxic Toxicity 0.000 description 6
230000002588 toxic effect Effects 0.000 description 6
239000004698 Polyethylene Substances 0.000 description 5
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 5
150000007513 acids Chemical class 0.000 description 5
230000000052 comparative effect Effects 0.000 description 5
238000000748 compression moulding Methods 0.000 description 5
239000000470 constituent Substances 0.000 description 5
238000004519 manufacturing process Methods 0.000 description 5
239000000178 monomer Substances 0.000 description 5
229910052760 oxygen Inorganic materials 0.000 description 5
230000000704 physical effect Effects 0.000 description 5
229920002223 polystyrene Polymers 0.000 description 5
229910000077 silane Inorganic materials 0.000 description 5
238000004381 surface treatment Methods 0.000 description 5
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
229920013683 Celanese Polymers 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
239000004433 Thermoplastic polyurethane Substances 0.000 description 4
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 4
229920002451 polyvinyl alcohol Polymers 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
125000006413 ring segment Chemical group 0.000 description 4
229910052717 sulfur Inorganic materials 0.000 description 4
229920002803 thermoplastic polyurethane Polymers 0.000 description 4
150000004684 trihydrates Chemical class 0.000 description 4
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
229910052799 carbon Inorganic materials 0.000 description 3
238000007796 conventional method Methods 0.000 description 3
238000004132 cross linking Methods 0.000 description 3
230000002939 deleterious effect Effects 0.000 description 3
230000000694 effects Effects 0.000 description 3
229920001971 elastomer Polymers 0.000 description 3
238000010894 electron beam technology Methods 0.000 description 3
239000005038 ethylene vinyl acetate Substances 0.000 description 3
229920006244 ethylene-ethyl acrylate Polymers 0.000 description 3
239000005042 ethylene-ethyl acrylate Substances 0.000 description 3
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 3
125000000623 heterocyclic group Chemical group 0.000 description 3
MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 3
239000003348 petrochemical agent Substances 0.000 description 3
229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 3
230000005855 radiation Effects 0.000 description 3
239000011347 resin Substances 0.000 description 3
229920005989 resin Polymers 0.000 description 3
125000001424 substituent group Chemical group 0.000 description 3
238000006467 substitution reaction Methods 0.000 description 3
229920002554 vinyl polymer Polymers 0.000 description 3
KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 description 2
KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 2
SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 2
239000004215 Carbon black (E152) Substances 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 2
235000021355 Stearic acid Nutrition 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 2
230000008033 biological extinction Effects 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
229910000019 calcium carbonate Inorganic materials 0.000 description 2
229910002091 carbon monoxide Inorganic materials 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
238000001816 cooling Methods 0.000 description 2
239000007822 coupling agent Substances 0.000 description 2
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
230000001419 dependent effect Effects 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
229920006226 ethylene-acrylic acid Polymers 0.000 description 2
239000012467 final product Substances 0.000 description 2
238000007706 flame test Methods 0.000 description 2
IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 2
BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
230000006872 improvement Effects 0.000 description 2
238000010902 jet-milling Methods 0.000 description 2
230000000670 limiting effect Effects 0.000 description 2
125000005647 linker group Chemical group 0.000 description 2
239000011159 matrix material Substances 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
238000002156 mixing Methods 0.000 description 2
125000004433 nitrogen atom Chemical group N* 0.000 description 2
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
238000001556 precipitation Methods 0.000 description 2
230000001681 protective effect Effects 0.000 description 2
125000000714 pyrimidinyl group Chemical group 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
239000008117 stearic acid Substances 0.000 description 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
238000002411 thermogravimetry Methods 0.000 description 2
238000011282 treatment Methods 0.000 description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
BHKKSKOHRFHHIN-MRVPVSSYSA-N 1-[[2-[(1R)-1-aminoethyl]-4-chlorophenyl]methyl]-2-sulfanylidene-5H-pyrrolo[3,2-d]pyrimidin-4-one Chemical compound N[C@H](C)C1=C(CN2C(NC(C3=C2C=CN3)=O)=S)C=CC(=C1)Cl BHKKSKOHRFHHIN-MRVPVSSYSA-N 0.000 description 1
KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
CCTFAOUOYLVUFG-UHFFFAOYSA-N 2-(1-amino-1-imino-2-methylpropan-2-yl)azo-2-methylpropanimidamide Chemical compound NC(=N)C(C)(C)N=NC(C)(C)C(N)=N CCTFAOUOYLVUFG-UHFFFAOYSA-N 0.000 description 1
XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
239000004604 Blowing Agent Substances 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
239000004608 Heat Stabiliser Substances 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
238000004566 IR spectroscopy Methods 0.000 description 1
229920001730 Moisture cure polyurethane Polymers 0.000 description 1
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NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
239000005864 Sulphur Substances 0.000 description 1
229920001807 Urea-formaldehyde Polymers 0.000 description 1
PVLBXNICXUCXTA-UHFFFAOYSA-N [2-hydroxy-3-(3-triethoxysilylpropylamino)propyl] prop-2-enoate Chemical compound CCO[Si](OCC)(OCC)CCCNCC(O)COC(=O)C=C PVLBXNICXUCXTA-UHFFFAOYSA-N 0.000 description 1
OHRVBDRGLIWLPA-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] dihydrogen phosphate Chemical compound OCC(CO)(CO)COP(O)(O)=O OHRVBDRGLIWLPA-UHFFFAOYSA-N 0.000 description 1
YUWBVKYVJWNVLE-UHFFFAOYSA-N [N].[P] Chemical compound [N].[P] YUWBVKYVJWNVLE-UHFFFAOYSA-N 0.000 description 1
239000003929 acidic solution Substances 0.000 description 1
230000009471 action Effects 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
235000006708 antioxidants Nutrition 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
238000000498 ball milling Methods 0.000 description 1
230000001588 bifunctional effect Effects 0.000 description 1
239000011575 calcium Substances 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
229910002090 carbon oxide Inorganic materials 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
238000010382 chemical cross-linking Methods 0.000 description 1
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238000005253 cladding Methods 0.000 description 1
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238000006731 degradation reaction Methods 0.000 description 1
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239000012153 distilled water Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000010892 electric spark Methods 0.000 description 1
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239000003517 fume Substances 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
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125000002887 hydroxy group Chemical group [H]O* 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
229910052816 inorganic phosphate Inorganic materials 0.000 description 1
230000001678 irradiating effect Effects 0.000 description 1
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
229920001684 low density polyethylene Polymers 0.000 description 1
239000004702 low-density polyethylene Substances 0.000 description 1
VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
239000000347 magnesium hydroxide Substances 0.000 description 1
229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
238000005259 measurement Methods 0.000 description 1
238000013508 migration Methods 0.000 description 1
230000005012 migration Effects 0.000 description 1
238000012544 monitoring process Methods 0.000 description 1
150000002780 morpholines Chemical class 0.000 description 1
DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical class C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
239000012299 nitrogen atmosphere Substances 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
VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
230000036284 oxygen consumption Effects 0.000 description 1
239000003973 paint 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
ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 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
150000003018 phosphorus compounds Chemical class 0.000 description 1
150000003053 piperidines Chemical class 0.000 description 1
125000003386 piperidinyl group Chemical group 0.000 description 1
229920000083 poly(allylamine) Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
229920005862 polyol Polymers 0.000 description 1
150000003077 polyols Chemical class 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000002243 precursor Substances 0.000 description 1
230000008569 process Effects 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000005588 protonation Effects 0.000 description 1
150000003222 pyridines Chemical class 0.000 description 1
150000003230 pyrimidines Chemical class 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
238000007151 ring opening polymerisation reaction Methods 0.000 description 1
238000007142 ring opening reaction Methods 0.000 description 1
208000021070 secondary pulmonary alveolar proteinosis Diseases 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
150000004756 silanes Chemical class 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000012756 surface treatment agent Substances 0.000 description 1
230000002459 sustained effect Effects 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
238000010998 test method Methods 0.000 description 1
238000002076 thermal analysis method Methods 0.000 description 1
FHVAUDREWWXPRW-UHFFFAOYSA-N triethoxy(pentyl)silane Chemical compound CCCCC[Si](OCC)(OCC)OCC FHVAUDREWWXPRW-UHFFFAOYSA-N 0.000 description 1
239000003039 volatile agent Substances 0.000 description 1
239000011787 zinc oxide Substances 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/40—Introducing phosphorus atoms or phosphorus-containing groups
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/44—Preparation of metal salts or ammonium salts

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Fireproofing Substances (AREA)
Compositions Of Macromolecular Compounds (AREA)
Insulated Conductors (AREA)

CA 2146558 1992-11-13 1993-11-05 Additifs ignifuges Abandoned CA2146558A1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GB9223792A GB2272444B (en)	1992-11-13	1992-11-13	Flame retardants
GB9223792.4		1992-11-13

Publications (1)

Publication Number	Publication Date
CA2146558A1 true CA2146558A1 (fr)	1994-05-26

Family

ID=10725015

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2146558 Abandoned CA2146558A1 (fr)	1992-11-13	1993-11-05	Additifs ignifuges

Country Status (5)

Country	Link
EP (1)	EP0668887A1 (fr)
JP (1)	JPH08503505A (fr)
CA (1)	CA2146558A1 (fr)
GB (1)	GB2272444B (fr)
WO (1)	WO1994011425A1 (fr)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB2289680A (en) *	1994-05-25	1995-11-29	Minnesota Mining & Mfg	Flame-retardant pressure sensitive adhesives and tapes
US5851663A (en) *	1994-05-25	1998-12-22	Minnesota Mining And Manufacturing Company	Flame retardant pressure-sensitive adhesives and tapes
US6022914A (en)	1995-11-27	2000-02-08	3M Innovative Properties Company	Pressure-sensitive adhesive composition and tapes
DE19919707A1 (de)	1999-04-30	2000-11-02	Clariant Gmbh	Brandschutzbeschichtung für Fasermaterialien
DE10015889B4 (de) *	2000-03-30	2005-09-08	Clariant Gmbh	Brandschutzbeschichtung
US6387993B1 (en)	2000-06-05	2002-05-14	H. B. Fuller Licensing & Financing Inc.	Flame retardant composition
JP2003082291A (ja) *	2001-06-28	2003-03-19	Nippon Zeon Co Ltd	ワニス及びその利用
RU2006114400A (ru) *	2003-10-02	2007-11-10	ФРАУНХОФЕР-ГЕЗЕЛЬШАФТ ЦУР ФЕРДЕРУНГ ДЕР АНГЕВАНДТЕН ФОРШУНГ Е.Фау. (DE)	Состав для защиты материалов от горения и способ защиты от горения
CN103396447B (zh) *	2013-08-01	2016-06-29	苏州科技学院相城研究院	阻燃剂四(o-丁基-苯基次膦酰基)甘脲化合物及其制备方法
CN103396450B (zh) *	2013-08-01	2015-09-16	苏州科技学院相城研究院	阻燃剂四(0,0-二丁基磷酰基)甘脲化合物及其制备方法
CN103396446B (zh) *	2013-08-01	2016-02-24	苏州科技学院相城研究院	阻燃剂四(o-丙基-苯基次膦酰基)甘脲化合物及其制备方法
CN103396448B (zh) *	2013-08-01	2015-09-09	苏州科技学院相城研究院	阻燃剂四(o-异丙基-苯基次膦酰基)甘脲化合物及其制备方法
CN103396449B (zh) *	2013-08-01	2015-10-21	苏州科技学院相城研究院	阻燃剂四(o-乙基-苯基次膦酰基)甘脲化合物及其制备方法
CN103396444B (zh) *	2013-08-01	2016-02-24	苏州科技学院相城研究院	阻燃剂四(o，o-二异丙基磷酰基)甘脲化合物及其制备方法
CN103396445B (zh) *	2013-08-01	2015-09-09	苏州科技学院相城研究院	阻燃剂四(0,0-二丙基磷酰基)甘脲化合物及其制备方法
CN103642114B (zh) *	2013-12-26	2016-02-10	河南省聚友塑料有限公司	150℃高强度高电性耐油辐照交联无卤阻燃环保聚烯烃电缆料及其生产方法
EP3326967A1 (fr) *	2016-11-25	2018-05-30	Leibniz-Institut für Polymerforschung Dresden e.V.	Polyphosphate multifonctionnel modifié et procédé pour préparer les polyphosphates multifonctionnels modifiés
JP7228823B2 (ja) *	2019-01-30	2023-02-27	国立研究開発法人森林研究・整備機構	木質材料難燃化処理用組成物
WO2025195895A1 (fr) *	2024-03-20	2025-09-25	Sabic Global Technologies B.V.	Composite polymère/complexe polyélectrolyte (pec) ignifuge
WO2025195894A1 (fr) *	2024-03-20	2025-09-25	Sabic Global Technologies B.V.	Composite polymère-complexe polyélectrolyte (pec) ignifuge

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB657081A (en) *	1948-09-07	1951-09-12	Du Pont	Improvements in or relating to polymeric polyamines
GB793196A (en) *	1955-03-04	1958-04-09	Beck Koller & Co England	Process for improving the heat-stability of branched chain polyamide resins
CH563418A5 (fr) *	1972-02-24	1975-06-30	Sandoz Ag
GB1475685A (en) *	1974-05-02	1977-06-01	Kodak Ltd	Polymeric article having reduced surface resistivity
JPS6023705B2 (ja) *	1977-03-24	1985-06-08	大塚化学薬品株式会社	難燃化剤
DE2801523B2 (de) *	1978-01-14	1980-06-04	Metallgesellschaft Ag, 6000 Frankfurt	Kathodisch abscheidbares Überzugsmittel
EP0145220B1 (fr) *	1983-11-10	1988-06-01	Nitto Boseki Co., Ltd.	Procédé de production de polymères de monoallylamine
JPS6172581A (ja) *	1984-09-17	1986-04-14	Canon Inc	インクジエツト記録方法

1992
- 1992-11-13 GB GB9223792A patent/GB2272444B/en not_active Expired - Lifetime
1993
- 1993-11-05 JP JP6512203A patent/JPH08503505A/ja active Pending
- 1993-11-05 WO PCT/US1993/010606 patent/WO1994011425A1/fr not_active Ceased
- 1993-11-05 EP EP94900530A patent/EP0668887A1/fr not_active Withdrawn
- 1993-11-05 CA CA 2146558 patent/CA2146558A1/fr not_active Abandoned

Also Published As

Publication number	Publication date
GB2272444A (en)	1994-05-18
GB9223792D0 (en)	1993-01-06
GB2272444B (en)	1997-04-02
EP0668887A1 (fr)	1995-08-30
JPH08503505A (ja)	1996-04-16
WO1994011425A1 (fr)	1994-05-26

Legal Events

Date	Code	Title	Description
2001-11-05	FZDE	Dead

Publication	Publication Date	Title
CA2146558A1 (fr)	1994-05-26	Additifs ignifuges
US5409976A (en)	1995-04-25	Simple two-component zero-halogen flame retardant
JP5425774B2 (ja)	2014-02-26	ハロゲン不含の難燃剤
KR920008525B1 (ko)	1992-10-01	난연성 폴리프로필렌 수지 조성물
CA1307069C (fr)	1992-09-01	Composition ignifuge a base de resine de polypropylene
US5158999A (en)	1992-10-27	Flame retardants
WO2007010318A1 (fr)	2007-01-25	Compositions polymères ignifuges
WO2003046071A1 (fr)	2003-06-05	Composition polymere ignifuge
EP3505595B1 (fr)	2021-04-14	Composition ignifuge et composition de résine synthétique ignifuge
EP0413613B1 (fr)	1994-06-08	Ignifugeants
EP1641874A1 (fr)	2006-04-05	Materiaux d'argile particulaires et compositions polymeres les comprenant
JP2004517170A (ja)	2004-06-10	難燃性ポリプロピレン樹脂組成物
WO1990009418A1 (fr)	1990-08-23	Systemes ingnifuges intumescents ameliores
US5356983A (en)	1994-10-18	Particulate ammonium phosphate of small size
US5109037A (en)	1992-04-28	Surface-moldified ammonium polyphosphate
WO2024107308A1 (fr)	2024-05-23	Aminoalkyl pipérazine (poly) pyrophosphates et compositions de résine ignifugées fabriquées à partir de ceux-ci
JPH02263851A (ja)	1990-10-26	難燃性ポリプロピレン樹脂組成物
JPH09278947A (ja)	1997-10-28	難燃性ポリオレフィン樹脂組成物
JPH04154852A (ja)	1992-05-27	難燃性電気絶縁組成物
KR100407723B1 (ko)	2003-12-31	난연성 폴리프로필렌 수지조성물
HK1143828A (en)	2011-01-14	Halogen-free flame-proofing agent
JPH064735B2 (ja)	1994-01-19	難燃性ポリプロピレン樹脂組成物
HK1144294B (en)	2013-12-06	Flame-proofed polymer material