LT3752B - Flame retardant composition and method of use - Google Patents

Flame retardant composition and method of use Download PDF

Info

Publication number: LT3752B
Authority: LT; Lithuania
Prior art keywords: alkyl; composition; fabric; group; formula
Prior art date: 1990-03-01

Application number

LTIP1541A

Other languages

English (en)

Lithuanian (lt)

Inventor

Geoffrey Hand

Original Assignee

Albright & Wilson Uk 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.)

1990-03-01

Filing date

1993-12-07

Publication date

1996-03-25

1993-12-07 Application filed by Albright & Wilson Uk Ltd filed Critical Albright & Wilson Uk Ltd

1995-06-26 Publication of LTIP1541A publication Critical patent/LTIP1541A/xx

1996-03-25 Publication of LT3752B publication Critical patent/LT3752B/lt

Links

239000000203 mixture Substances 0.000 title claims abstract description 72
238000000034 method Methods 0.000 title claims description 15
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 abstract description 11
239000003063 flame retardant Substances 0.000 title abstract description 11
239000004744 fabric Substances 0.000 claims abstract description 73
-1 cyclic phosphonate ester Chemical class 0.000 claims abstract description 24
239000003795 chemical substances by application Substances 0.000 claims abstract description 13
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 7
239000004202 carbamide Substances 0.000 claims abstract description 7
150000002148 esters Chemical class 0.000 claims abstract description 7
YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 claims abstract description 3
QQOWHRYOXYEMTL-UHFFFAOYSA-N triazin-4-amine Chemical compound N=C1C=CN=NN1 QQOWHRYOXYEMTL-UHFFFAOYSA-N 0.000 claims abstract description 3
230000003750 conditioning effect Effects 0.000 claims abstract 2
125000000217 alkyl group Chemical group 0.000 claims description 29
239000000463 material Substances 0.000 claims description 19
229920000742 Cotton Polymers 0.000 claims description 17
229920002313 fluoropolymer Polymers 0.000 claims description 16
125000003118 aryl group Chemical group 0.000 claims description 15
239000004811 fluoropolymer Substances 0.000 claims description 15
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 14
229920000728 polyester Polymers 0.000 claims description 14
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 13
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
238000005470 impregnation Methods 0.000 claims description 10
238000002485 combustion reaction Methods 0.000 claims description 9
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
229910052801 chlorine Inorganic materials 0.000 claims description 7
125000004122 cyclic group Chemical group 0.000 claims description 7
239000000835 fiber Substances 0.000 claims description 7
229910052736 halogen Inorganic materials 0.000 claims description 7
125000003545 alkoxy group Chemical group 0.000 claims description 6
125000000129 anionic group Chemical group 0.000 claims description 6
125000002091 cationic group Chemical group 0.000 claims description 6
150000002367 halogens Chemical class 0.000 claims description 6
239000000126 substance Substances 0.000 claims description 6
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
125000003342 alkenyl group Chemical group 0.000 claims description 5
125000003710 aryl alkyl group Chemical group 0.000 claims description 5
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
125000001309 chloro group Chemical group Cl* 0.000 claims description 5
239000003974 emollient agent Substances 0.000 claims description 5
229910052739 hydrogen Inorganic materials 0.000 claims description 5
239000001257 hydrogen Substances 0.000 claims description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
229910052698 phosphorus Inorganic materials 0.000 claims description 5
239000007787 solid Substances 0.000 claims description 5
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 4
125000002877 alkyl aryl group Chemical group 0.000 claims description 4
239000000460 chlorine Substances 0.000 claims description 4
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 4
125000005541 phosphonamide group Chemical group 0.000 claims description 4
239000011574 phosphorus Substances 0.000 claims description 4
239000004215 Carbon black (E152) Substances 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
239000004677 Nylon Substances 0.000 claims description 3
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 3
125000004104 aryloxy group Chemical group 0.000 claims description 3
229910052794 bromium Inorganic materials 0.000 claims description 3
239000003623 enhancer Substances 0.000 claims description 3
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 3
229930195733 hydrocarbon Natural products 0.000 claims description 3
150000002430 hydrocarbons Chemical class 0.000 claims description 3
125000001183 hydrocarbyl group Chemical group 0.000 claims description 3
229920001778 nylon Polymers 0.000 claims description 3
125000005248 alkyl aryloxy group Chemical group 0.000 claims description 2
125000002102 aryl alkyloxo group Chemical group 0.000 claims description 2
125000005160 aryl oxy alkyl group Chemical group 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims description 2
239000002759 woven fabric Substances 0.000 claims description 2
230000003110 anti-inflammatory effect Effects 0.000 claims 1
150000002431 hydrogen Chemical group 0.000 claims 1
230000002757 inflammatory effect Effects 0.000 claims 1
150000003008 phosphonic acid esters Chemical class 0.000 claims 1
230000000979 retarding effect Effects 0.000 claims 1
125000000565 sulfonamide group Chemical group 0.000 claims 1
238000010438 heat treatment Methods 0.000 abstract description 7
239000002253 acid Substances 0.000 abstract description 6
239000007864 aqueous solution Substances 0.000 abstract description 4
150000001408 amides Chemical class 0.000 abstract 1
PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical compound NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 abstract 1
125000004432 carbon atom Chemical group C* 0.000 description 18
239000006185 dispersion Substances 0.000 description 11
239000000243 solution Substances 0.000 description 11
239000000758 substrate Substances 0.000 description 11
229920000642 polymer Polymers 0.000 description 9
238000001723 curing Methods 0.000 description 8
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 8
JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 7
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 7
238000012360 testing method Methods 0.000 description 7
238000002156 mixing Methods 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
150000001875 compounds Chemical class 0.000 description 5
238000001035 drying Methods 0.000 description 5
239000000178 monomer Substances 0.000 description 5
125000005010 perfluoroalkyl group Chemical group 0.000 description 5
150000003254 radicals Chemical class 0.000 description 5
150000003839 salts Chemical class 0.000 description 5
238000005406 washing Methods 0.000 description 5
229920000877 Melamine resin Polymers 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
230000032050 esterification Effects 0.000 description 4
238000005886 esterification reaction Methods 0.000 description 4
229910052751 metal Inorganic materials 0.000 description 4
239000002184 metal Substances 0.000 description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
BVMWIXWOIGJRGE-UHFFFAOYSA-N NP(O)=O Chemical compound NP(O)=O BVMWIXWOIGJRGE-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 3
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
229920002678 cellulose Polymers 0.000 description 3
239000001913 cellulose Substances 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
239000003153 chemical reaction reagent Substances 0.000 description 3
235000014113 dietary fatty acids Nutrition 0.000 description 3
239000000194 fatty acid Substances 0.000 description 3
229930195729 fatty acid Natural products 0.000 description 3
239000012530 fluid Substances 0.000 description 3
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 3
238000009472 formulation Methods 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
239000004669 nonionic softener Substances 0.000 description 3
235000011007 phosphoric acid Nutrition 0.000 description 3
229920001059 synthetic polymer Polymers 0.000 description 3
239000004753 textile Substances 0.000 description 3
239000001993 wax Substances 0.000 description 3
125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 2
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
MCONGYNHPPCHSD-UHFFFAOYSA-N 3-dimethoxyphosphoryl-n-(hydroxymethyl)propanamide Chemical compound COP(=O)(OC)CCC(=O)NCO MCONGYNHPPCHSD-UHFFFAOYSA-N 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
125000004849 alkoxymethyl group Chemical group 0.000 description 2
229910000147 aluminium phosphate Inorganic materials 0.000 description 2
239000012736 aqueous medium Substances 0.000 description 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
229920006317 cationic polymer Polymers 0.000 description 2
YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
239000002131 composite material Substances 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
239000007859 condensation product Substances 0.000 description 2
OEBRKCOSUFCWJD-UHFFFAOYSA-N dichlorvos Chemical compound COP(=O)(OC)OC=C(Cl)Cl OEBRKCOSUFCWJD-UHFFFAOYSA-N 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
239000000945 filler Substances 0.000 description 2
229910052731 fluorine Inorganic materials 0.000 description 2
239000011737 fluorine Substances 0.000 description 2
125000005059 halophenyl group Chemical group 0.000 description 2
239000002609 medium Substances 0.000 description 2
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
125000005395 methacrylic acid group Chemical group 0.000 description 2
150000007522 mineralic acids Chemical class 0.000 description 2
UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
239000000546 pharmaceutical excipient Substances 0.000 description 2
239000004033 plastic Substances 0.000 description 2
229920003023 plastic Polymers 0.000 description 2
229920000768 polyamine Polymers 0.000 description 2
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
229920002994 synthetic fiber Polymers 0.000 description 2
125000003944 tolyl group Chemical group 0.000 description 2
150000003918 triazines Chemical class 0.000 description 2
229920001567 vinyl ester resin Polymers 0.000 description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
239000000080 wetting agent Substances 0.000 description 2
210000002268 wool Anatomy 0.000 description 2
150000000182 1,3,5-triazines Chemical class 0.000 description 1
XIOUDVJTOYVRTB-UHFFFAOYSA-N 1-(1-adamantyl)-3-aminothiourea Chemical compound C1C(C2)CC3CC2CC1(NC(=S)NN)C3 XIOUDVJTOYVRTB-UHFFFAOYSA-N 0.000 description 1
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
LZCYMGIZGMHESI-UHFFFAOYSA-N 4-methylpentan-2-one;propan-2-one Chemical compound CC(C)=O.CC(C)CC(C)=O LZCYMGIZGMHESI-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
229920002955 Art silk Polymers 0.000 description 1
229920003043 Cellulose fiber Polymers 0.000 description 1
240000000491 Corchorus aestuans Species 0.000 description 1
235000011777 Corchorus aestuans Nutrition 0.000 description 1
235000010862 Corchorus capsularis Nutrition 0.000 description 1
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical class NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
229920000297 Rayon Polymers 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
YGCOKJWKWLYHTG-UHFFFAOYSA-N [[4,6-bis[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]-(hydroxymethyl)amino]methanol Chemical class OCN(CO)C1=NC(N(CO)CO)=NC(N(CO)CO)=N1 YGCOKJWKWLYHTG-UHFFFAOYSA-N 0.000 description 1
239000012670 alkaline solution Substances 0.000 description 1
229920000180 alkyd Chemical group 0.000 description 1
150000005215 alkyl ethers Chemical class 0.000 description 1
230000029936 alkylation Effects 0.000 description 1
238000005804 alkylation reaction Methods 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
150000001413 amino acids Chemical class 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
238000003556 assay Methods 0.000 description 1
125000002619 bicyclic group Chemical group 0.000 description 1
238000005282 brightening Methods 0.000 description 1
KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
125000002843 carboxylic acid group Chemical group 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
JBTGHKUTYAMZEZ-UHFFFAOYSA-N cellocidin Chemical compound NC(=O)C#CC(N)=O JBTGHKUTYAMZEZ-UHFFFAOYSA-N 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
150000001923 cyclic compounds Chemical class 0.000 description 1
230000000593 degrading effect Effects 0.000 description 1
MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
238000006073 displacement reaction Methods 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
239000003925 fat Substances 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
239000003292 glue Substances 0.000 description 1
239000008233 hard water Substances 0.000 description 1
238000013007 heat curing Methods 0.000 description 1
125000004464 hydroxyphenyl group Chemical group 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
230000001939 inductive effect Effects 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid group Chemical group C(\C=C/C(=O)O)(=O)O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
XMYQHJDBLRZMLW-UHFFFAOYSA-N methanolamine Chemical compound NCO XMYQHJDBLRZMLW-UHFFFAOYSA-N 0.000 description 1
DJVJZONPMOOVCU-UHFFFAOYSA-N n-(hydroxymethyl)propanamide Chemical compound CCC(=O)NCO DJVJZONPMOOVCU-UHFFFAOYSA-N 0.000 description 1
DWCRHUWVDSHYPO-UHFFFAOYSA-N n-dimethoxyphosphorylmethanamine Chemical compound CNP(=O)(OC)OC DWCRHUWVDSHYPO-UHFFFAOYSA-N 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
229910017464 nitrogen compound Inorganic materials 0.000 description 1
150000002830 nitrogen compounds Chemical class 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
239000004745 nonwoven fabric Substances 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
239000003921 oil Substances 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
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230000035515 penetration Effects 0.000 description 1
235000019271 petrolatum Nutrition 0.000 description 1
150000004714 phosphonium salts Chemical class 0.000 description 1
150000003016 phosphoric acids Chemical class 0.000 description 1
238000011197 physicochemical method Methods 0.000 description 1
229920001515 polyalkylene glycol Polymers 0.000 description 1
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229920001155 polypropylene Polymers 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000002243 precursor Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
238000012545 processing Methods 0.000 description 1
239000000047 product Substances 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical group O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
239000002964 rayon Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000002791 soaking Methods 0.000 description 1
239000000344 soap Substances 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
238000007711 solidification Methods 0.000 description 1
230000008023 solidification Effects 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000000547 substituted alkyl group Chemical group 0.000 description 1
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
230000002195 synergetic effect Effects 0.000 description 1
239000012209 synthetic fiber Substances 0.000 description 1
229920003002 synthetic resin Polymers 0.000 description 1
239000000057 synthetic resin Substances 0.000 description 1
125000003396 thiol group Chemical group [H]S* 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000008096 xylene Substances 0.000 description 1
125000005023 xylyl group Chemical group 0.000 description 1
229910052726 zirconium Inorganic materials 0.000 description 1

Classifications

- 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
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/423—Amino-aldehyde resins
- D06M15/43—Amino-aldehyde resins modified by phosphorus compounds
- D06M15/432—Amino-aldehyde resins modified by phosphorus compounds by phosphonic acids or derivatives thereof
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
- D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
- D06M13/288—Phosphonic or phosphonous acids or derivatives thereof
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/44—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen containing nitrogen and phosphorus
- D06M13/447—Phosphonates or phosphinates containing nitrogen atoms

Landscapes

Engineering & Computer Science (AREA)
Textile Engineering (AREA)
Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Materials Engineering (AREA)
Organic Chemistry (AREA)
Fireproofing Substances (AREA)
Compositions Of Macromolecular Compounds (AREA)
Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

LTIP1541A 1990-03-01 1993-12-07 Flame retardant composition and method of use LT3752B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB909004633A GB9004633D0 (en)	1990-03-01	1990-03-01	Flame retardant composition and method of use

Publications (2)

Publication Number	Publication Date
LTIP1541A LTIP1541A (en)	1995-06-26
LT3752B true LT3752B (en)	1996-03-25

Family

ID=10671850

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
LTIP1541A LT3752B (en)	1990-03-01	1993-12-07	Flame retardant composition and method of use

Country Status (16)

Country	Link
US (1)	US5126387A (de)
EP (1)	EP0444647B1 (de)
JP (1)	JPH05279665A (de)
KR (1)	KR0171899B1 (de)
AT (1)	ATE125317T1 (de)
AU (1)	AU642465B2 (de)
DE (1)	DE69111263T2 (de)
DK (1)	DK0444647T3 (de)
ES (1)	ES2077699T3 (de)
GB (2)	GB9004633D0 (de)
GR (1)	GR3017569T3 (de)
LT (1)	LT3752B (de)
LV (1)	LV11198B (de)
MD (1)	MD940401A (de)
PL (1)	PL166297B1 (de)
TW (1)	TW201788B (de)

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5855983A (en) *	1995-02-03	1999-01-05	Minnesota Mining And Manufacturing Company	Flame retardant ultraviolet cured multi-layered film
WO2004001121A2 (en) *	2002-06-20	2003-12-31	University Of Georgia Research Foundation, Inc.	A durable flame retardant finish for cellulosic materials
US7067076B2 (en) *	2003-08-01	2006-06-27	Rhodia Inc.	Flame retardant phosphonate additives for thermoplastics
JP4667935B2 (ja) *	2005-04-07	2011-04-13	明成化学工業株式会社	繊維構造物の撥水加工方法および当該方法により撥水加工された繊維構造物
JP5075419B2 (ja) *	2007-02-05	2012-11-21	日華化学株式会社	ポリエステル系繊維用難燃加工剤、難燃加工方法、及び難燃性ポリエステル系繊維
EP2178962A2 (de) *	2007-08-07	2010-04-28	Albemarle Corporation	Flammhemmende polyurethanweichschaumstoffe und polyurethanweichschaumstoffformulierungen
CN101772536B (zh) *	2007-08-07	2012-06-27	雅宝公司	阻燃硬质聚氨酯泡沫和硬质聚氨酯泡沫制剂
KR20140020229A (ko)	2010-09-23	2014-02-18	아이씨엘-아이피 아메리카 아이엔씨.	폴리하이드록시 포스포네이트가 실질적으로 없는 모노하이드록시 사이클릭 포스포네이트, 이의 제조방법 및 이로부터 제조되는 난연성 플렉시블 폴리우레탄 포움
TWI445755B (zh) *	2012-06-27	2014-07-21	Ind Tech Res Inst	阻燃性熱可塑性澱粉材料、生質複材及其製備方法
CN103789999A (zh) *	2013-11-30	2014-05-14	常熟市亚欧进出口贸易有限公司	涤纶织物的阻燃整理方法
US9732193B1 (en)	2016-03-23	2017-08-15	International Business Machines Corporation	Flame-retardant polyhydroxyalkanoate phosphonate materials
US10072120B2 (en)	2016-12-02	2018-09-11	International Business Machines Corporation	Functionalized polyhydroxyalkanoate materials formed from an unsaturated polyhydroxyalkanoate material
US10081706B2 (en)	2017-01-03	2018-09-25	International Business Machines Corporation	Side-chain-functionalized polyhydroxyalkanoate materials

Citations (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2983623A (en)	1959-10-05	1961-05-09	Albright & Wilson	Flame proofing agents derived from methylol phosphorus polymers
US4068026A (en)	1972-04-17	1978-01-10	Hooker Chemicals & Plastics Corporation	Process for flame retarding cellulosics
US4078101A (en)	1972-08-11	1978-03-07	Albright & Wilson Ltd.	Flameproofing of textiles
US4494951A (en)	1981-09-28	1985-01-22	Albright & Wilson Limited	Flameproofing textiles

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Publication number	Priority date	Publication date	Assignee	Title
BE647376A (de) *	1963-05-03
CH473937A (de) *	1966-06-01	1969-07-31	Ciba Geigy	Verfahren zum Flammfestmachen von cellulosehaltigen Textilmaterialien
US3763283A (en) *	1969-10-17	1973-10-02	Patrick & Co Inc C	N hydroxymethylated dialkyl phosphonoalkyl carbamates
US3969437A (en) *	1971-02-23	1976-07-13	Stauffer Chemical Company	Cyclic phosphorus esters
US3789091A (en) *	1971-11-15	1974-01-29	Mobil Oil Corp	Cyclic phosphonate esters and their preparation
JPH0651946B2 (ja) *	1985-06-25	1994-07-06	丸菱油化工業株式会社	セルロ−ス系繊維材料の防炎加工法
US4748705A (en) *	1986-06-05	1988-06-07	Burlington Industries, Inc.	Flame resistant polyester/cotton fabric and process for its production

1990
- 1990-03-01 GB GB909004633A patent/GB9004633D0/en active Pending
1991
- 1991-02-27 ES ES91102951T patent/ES2077699T3/es not_active Expired - Lifetime
- 1991-02-27 DE DE69111263T patent/DE69111263T2/de not_active Expired - Fee Related
- 1991-02-27 EP EP91102951A patent/EP0444647B1/de not_active Expired - Lifetime
- 1991-02-27 AT AT91102951T patent/ATE125317T1/de not_active IP Right Cessation
- 1991-02-27 DK DK91102951.0T patent/DK0444647T3/da active
- 1991-03-01 PL PL91289263A patent/PL166297B1/pl unknown
- 1991-03-01 US US07/663,403 patent/US5126387A/en not_active Expired - Fee Related
- 1991-03-01 JP JP3036211A patent/JPH05279665A/ja active Pending
- 1991-03-01 GB GB9104330A patent/GB2241515B/en not_active Expired - Fee Related
- 1991-03-01 AU AU71985/91A patent/AU642465B2/en not_active Ceased
- 1991-03-02 KR KR1019910003498A patent/KR0171899B1/ko not_active Expired - Fee Related
- 1991-03-12 TW TW080101945A patent/TW201788B/zh active
1993
- 1993-06-30 LV LVP-93-981A patent/LV11198B/lv unknown
- 1993-12-07 LT LTIP1541A patent/LT3752B/lt not_active IP Right Cessation
1994
- 1994-07-11 MD MD94-0401A patent/MD940401A/ro unknown
1995
- 1995-09-28 GR GR950402682T patent/GR3017569T3/el unknown

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2983623A (en)	1959-10-05	1961-05-09	Albright & Wilson	Flame proofing agents derived from methylol phosphorus polymers
US4068026A (en)	1972-04-17	1978-01-10	Hooker Chemicals & Plastics Corporation	Process for flame retarding cellulosics
US4078101A (en)	1972-08-11	1978-03-07	Albright & Wilson Ltd.	Flameproofing of textiles
US4494951A (en)	1981-09-28	1985-01-22	Albright & Wilson Limited	Flameproofing textiles

Also Published As

Publication number	Publication date
GB2241515B (en)	1993-08-25
DE69111263T2 (de)	1995-12-21
PL289263A1 (en)	1991-12-02
TW201788B (de)	1993-03-11
DE69111263D1 (de)	1995-08-24
KR0171899B1 (ko)	1999-03-20
EP0444647B1 (de)	1995-07-19
AU7198591A (en)	1991-09-05
LV11198A (lv)	1996-04-20
LV11198B (en)	1996-08-20
EP0444647A1 (de)	1991-09-04
AU642465B2 (en)	1993-10-21
PL166297B1 (pl)	1995-05-31
GR3017569T3 (en)	1995-12-31
MD940401A (ro)	1996-02-29
GB9104330D0 (en)	1991-04-17
GB2241515A (en)	1991-09-04
US5126387A (en)	1992-06-30
LTIP1541A (en)	1995-06-26
DK0444647T3 (da)	1995-09-04
JPH05279665A (ja)	1993-10-26
ES2077699T3 (es)	1995-12-01
KR910016904A (ko)	1991-11-05
ATE125317T1 (de)	1995-08-15
GB9004633D0 (en)	1990-04-25

Legal Events

Date	Code	Title	Description
2003-07-25	MM9A	Lapsed patents	Effective date: 20021207

Publication	Publication Date	Title
LT3752B (en)	1996-03-25	Flame retardant composition and method of use
US3969437A (en)	1976-07-13	Cyclic phosphorus esters
US3892906A (en)	1975-07-01	Flame retardant fibrous material having improved dimensional stability
JPH03119163A (ja)	1991-05-21	不織繊維用バインダー
US3746572A (en)	1973-07-17	Process for flame retarding fabrics
US4732789A (en)	1988-03-22	Flame-resistant cotton blend fabrics
US2426770A (en)	1947-09-02	Textile finishing composition comprising a methoxymethyl melamine and an aliphatic alcohol having at least eight carbon atoms
US3054698A (en)	1962-09-18	Flame proofing of cellulosic materials
US3577270A (en)	1971-05-04	Process for rendering cellulosic fibers flame resistant
CA2097483A1 (en)	1993-12-03	Formaldehyde-free easy care finishing of cellulose-containing textile material
US2828228A (en)	1958-03-25	Textile fire retardant treatment
US3695925A (en)	1972-10-03	Process for flameproofing textiles
US2971929A (en)	1961-02-14	Textile treatment with novel aqueous dispersions to achieve flame-resistant and water-repellant finishes
US2971931A (en)	1961-02-14	Textile treatment with novel aqueous dispersions to achieve flame-resistant and water-repellant finishes
EP0378295B1 (de)	1994-03-09	Flammhemmende Zusammensetzung und Verfahren zum Verwenden
US3617188A (en)	1971-11-02	Soil release fabrics and method for producing same
HU207127B (en)	1993-03-01	Preparation suitable for making textiles combustion resistant
EP0325610B1 (de)	1994-04-06	Flammwidrige baumwollmischgewebe
DE2808453A1 (de)	1978-09-07	Verfahren zum flammfestmachen von cellulosehaltigem fasermaterial
US4076650A (en)	1978-02-28	Catalyst system for flame retardant finishing
US3376160A (en)	1968-04-02	Treatment of cellulosic material with apo-thiourea flame resistance and the resulting material
US3336157A (en)	1967-08-15	Water and oil repellant finishes and methods of applying them
US4233163A (en)	1980-11-11	Catalyst system for flame retardant finishing
JPS6125829B2 (de)	1986-06-17
DE2903928A1 (de)	1979-08-09	Verfahren zum flammfestmachen von organischem fasermaterial mit phosphonsaeuresalzen