EP0301297A1 - Gegen Entzündung durch schwelende Zigaretten beständige flammhemmende Polyurethan-Schaumstoffe - Google Patents

Gegen Entzündung durch schwelende Zigaretten beständige flammhemmende Polyurethan-Schaumstoffe Download PDF

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Publication number
EP0301297A1
EP0301297A1 EP88110993A EP88110993A EP0301297A1 EP 0301297 A1 EP0301297 A1 EP 0301297A1 EP 88110993 A EP88110993 A EP 88110993A EP 88110993 A EP88110993 A EP 88110993A EP 0301297 A1 EP0301297 A1 EP 0301297A1
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Prior art keywords
foam
weight percent
polyol
melamine
acid
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EP88110993A
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English (en)
French (fr)
Inventor
Oscar M. Grace
Theodore Michael Smiecinski
Steven Edward Wujcik
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BASF Corp
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BASF Corp
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/0014—Use of organic additives
    • C08J9/0028—Use of organic additives containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
    • C08G18/3842—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring
    • C08G18/3851—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring containing three nitrogen atoms in the ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
    • C08K5/3477—Six-membered rings
    • C08K5/3492—Triazines
    • C08K5/34922—Melamine; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2375/04—Polyurethanes
    • C08J2375/08—Polyurethanes from polyethers
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S521/00—Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S521/906—Polyurethane cellular product containing unreacted flame-retardant material

Definitions

  • the present invention pertains to flexible foam compositions and in particular to flexible polyurethane flame-retarded foam compositions and methods for the preparation thereof. More particularly, the present invention relates to the preparation of flexible polyurethane flame-retarded foam compositions which will retain their resistance to cigarette smoldering even after service.
  • the present invention applies to both high-resiliency, flexible polyurethane foam compositions and conventional flexible polyurethane foam compositions which retains its cigarette smoldering resistance after service consisting essentially of (a) a polyoxyalkylene polyether polyol, (b) an organic polyisocyanate, (c) a blowing agent, (d) a catalyst, (e) a surfactant, (f) melamine, and (g) optionally chain extenders and flame retardants other than melamine, wherein the concentration of melamine is from about 5 weight percent to about 25 weight percent of the weight of the foam and wherein the density of the foam is from at least 1.2 lbs/ft 3 to about 4 Ibslft 3 .
  • Flexible foams are generally defined as having a high tensile to compressive strength ratio (25% deflection) from 15 to 60 or 70 to 1, high elongation, a fast recovery rate and a high elastic limit.
  • Rigid foams on the other hand have a high ratio of compressive to tensile strength, 0.5 to 1 or greater low elongation (iess than 10%), a low recovery rate from distortion and a low elastic limit.
  • polyols which may be employed in the preparation of the flexible flame retardant polyurethane foams are well known to those skilled in the art. They are often prepared by the catalytic condensation of an alkylene oxide or mixture of alkylene oxides either simultaneously or sequentially with an organic compound having at least two active hydrogen atoms, such as evidenced by U.S. Patent Nos. 1,922,459; 3,190,927; and 3,346,557.
  • Representative polyols include polyhydroxyl-containing polyesters, polyoxyalkylene polyether polyols, polyhydroxy-terminated polyurethane polymers, polyhydroxyl-containing phosphorus compounds, and alkylene oxide adducts of polyhydric polythioesters, polyacetals, aliphatic polyols and thiols, ammonia, and amines including aromatic, aliphatic, and heterocyclic amines, as well as mixtures thereof.
  • Alkylene oxide adducts of compounds which contain 2 or more different groups within the above-defined classes may also be used, for example, amino alcohols which contain an amino group and a hydroxyl group.
  • alkylene oxide adducts of compounds which contain one SH group and one OH group as well as those which contain an amino group and an SH group may be used.
  • the polyols will have an equivalent weight from 1000 to 10,000, preferably from 1500 to 3000 and a functionality of two to four.
  • Any suitable hydroxy-terminated polyester may be used such as are prepared, for example, from polycarboxylic acids and polyhydric alcohols.
  • Any suitable polycarboxylic acid may be used such as oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, brassylic acid, thapsic acid, maleic acid, fumaric acid, glutaconic acid, a-hydromuconic acid, (3-hydromuconic acid, a-butyl-a-ethyl-glutaric acid, ⁇ , ⁇ -diethylsuccinic acid, isophthalic acid, terephthalic acid, hemimellitic acid, and 1,4-cyclohexanedicarboxylic acid.
  • Any suitable polyhydric alcohol including both aliphatic and aromatic, may be used such as ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 1,2-pentanediol, 1,4-pentanediol, 1,5-pentanediol, 1.6-hexanediol.
  • 1,7-heptanediol 1,7-heptanediol, glycerol, 1,1,1-trimethylolpropane, 1,1,1-trimethyioiethane, 1,2,6-hexanetriol, a-methyl glucoside, pentaerythritol, and sorbitol.
  • polyhydric alcohol compounds derived from phenol such as 2,2-bis(4-hydroxyphenyl)propane, commonly known as Bisphenol A.
  • the hydroxyl-containing polyester may also be a polyester amide such as is obtained by including some amine or amino alcohol in the reactants for the preparation of the polyesters.
  • polyester amides may be obtained by condensing an amino alcohol such as ethanolamine with the polycarboxylic acids set forth above or they may be made using the same components that make up the hydroxyl-containing polyester with only a portion of the components being a diamine such as ethylene diamine.
  • Any suitable polyoxyalkylene polyether polyol may be used such as the polymerization product of an alkylene oxide or a mixture of alkylene oxides with a polyhydric alcohol.
  • Any suitable polyhydric alcohol may be used such as those disclosed above for use in the preparation of the hydroxy-terminated polyesters.
  • Any suitable alkylene oxide may be used such as ethylene oxide, propylene oxide, butylene oxide, amylene oxide, and mixtures of these oxides.
  • the polyoxyalkylene polyether polyols may be prepared from other starting materials such as tetrahydrofuran and alkylene oxide-tetrahydrofuran mixtures; epihalohydrins such as epichlorohydrin; as well as aralkylene oxides such as styrene oxide.
  • the polyoxyalkylene polyether polyols may have either primary or secondary hydroxyl groups.
  • polyether polyols include polyoxyethylene glycol, polyoxypropylene glycol, polyoxybutylene glycol, polytetramethylene glycol, block copolymers, for example, combinations of polyoxypropylene and polyoxyethylene glycols, poly-1,2-oxybutylene and polyoxyethylene glycols, poly-1,4-oxybutylene and polyoxyethylene glycols, and random copolymer glycols prepared from blends of two or more alkylene oxides or by the sequential addition of two or more alkylene oxides.
  • the polyoxyalkylene polyether polyols may be prepared by any known process such as, for example, the process disclosed by Wurtz in 1859 and Encyclopedia of Chemical Technology, Vol. 7, pp.
  • Polyethers which are preferred include the alkylene oxide addition products of trimethylolpropane, glycerine, pentaerythritol, sucrose, sorbitol, propylene glycol, and 2,2 -(4,4 - hydroxyphenyl)propane and blends thereof having equivalent weights of from 1000 to 10,000.
  • Suitable polyhydric polythioethers which may be condensed with alkylene oxides include the condensation product of thiodiglycol or the reaction product of a dicarboxylic acid such as is disclosed above for the preparation of the hydroxyl-containing polyesters with any other suitable thioether glycol.
  • Polyhydroxyl-containing phosphorus compounds which may be used include those compounds disclosed in U.S. Patent No. 3,639,542.
  • Preferred polyhydroxyl-containing phosphorus compounds are prepared from alkylene oxides and acids of phosphorus having a P 2 0 5 equivalency of from about 72 percent to about 95 percent.
  • Suitable polyacetals which may be condensed with alkylene oxides include the reaction product of formaldehyde or other suitable aldehyde with a dihydric alcohol or an alkylene oxide such as those disclosed above.
  • Suitable aliphatic thiols which may be condensed with alkylene oxides include alkanethiols containing one or two -SH groups such as 2-mercaptoethanol, 1,2-ethanedithiol, 1,2-propanedithiol, 1,3-propanedithiol, and 1,6-hexanedithiol; alkene thiols such as 2-butene-1,4-dithiol;. and alkyne thiols such as 3-hexyne-1,6-dithiol.
  • alkanethiols containing one or two -SH groups such as 2-mercaptoethanol, 1,2-ethanedithiol, 1,2-propanedithiol, 1,3-propanedithiol, and 1,6-hexanedithiol
  • alkene thiols such as 2-butene-1,4-dithiol
  • alkyne thiols such as 3-he
  • Suitable amines which may be condensed with alkylene oxides include aromatic amines such as aniline, o-chloroaniline, p-aminoaniline, 1,5-diaminonaphthalene, methylene dianiline, the condensation products of aniline and formaldehyde, and 2,3- 2,6-, 3,4-, 2,5-, and 2,4-diaminotoluene; aliphatic amines such as methylamine, triisopropanolamine, ethylenediamine, 1,3-diaminopropane, 1,3-diaminobutane, 1,4-diaminobutane, and ammonia.
  • aromatic amines such as aniline, o-chloroaniline, p-aminoaniline, 1,5-diaminonaphthalene, methylene dianiline, the condensation products of aniline and formaldehyde, and 2,3- 2,6-, 3,4-, 2,5-
  • polyols containing ester groups can be employed in the subject invention. These polyols are prepared by the reaction of an alkylene oxide with an organic dicarboxylic acid anhydride and a compound containing reactive hydrogen atoms. A more comprehensive dis cussion of these polyols and their method of preparation can be found in U.S. Patents Nos. 3,585,185; 3,639,541 and 3,639,542.
  • polystyrene resins which may be employed have incorporated therein vinylic polymers. These polyols may be prepared (1) by the in situ free-radical polymerization of an ethylenically unsaturated monomer or mixture of monomers in a polyol, or (2) by dispersion in a polyol of a preformed graft polymer prepared by free-radical polymerization in a solvent such as described in U.S. Patents 3,931,092; 4,014,846; 4,093,573; and 4,122,056, the disclosures of which are herein incorporated by reference, or (3) by low temperature polymerization in the presence of chain transfer agents. These polymerizations may be carried out at a temperature between 65 C and 170 . C, preferably between 75 C and 135 C.
  • the polyols which may be employed in the preparation of the graft polymer dispersions are well known in the art. Both conventional polyols essentially free from ethylenic unsaturation such as those described in U.S. Reissue Patent No. 28,715 and unsaturated polyols such as those described in U.S. Patent No. 3,652,659 and Reissue 29,014 may be employed in preparing the graft polymer dispersions used in the instant invention, the disclosures of which are incorporated by reference. Mixtures of graft polymer dispersions and conventional polyols may be employed.
  • the polyurethane foams employed in the present invention are generally prepared by the reaction of a polyoxyalkylene polyether polyol with an organic polyisocyanate in the presence of a blowing agent and optionally in the presence of additional polyhydroxyl-containing components, chain-extending agents, catalysts, surface-active agents, stabilizers, dyes, fillers and pigments.
  • a blowing agent optionally in the presence of additional polyhydroxyl-containing components, chain-extending agents, catalysts, surface-active agents, stabilizers, dyes, fillers and pigments.
  • Suitable processes for the preparation of cellular polyurethane foams are disclosed in U.S. Reissue Patent 24,514 together with suitable machinery to be used in conjunction therewith. When water is added as the blowing agent, corresponding quantities of excess isocyanate to react with the water and produce carbon dioxide may be used.
  • low boiling hydrocarbons such as pentane, hexane, heptane, pentene, and heptene
  • azo compounds such as azohexahydrobenzodinitrile
  • halogenated hydrocarbons such as dichlorodifluoromethane, trichlorofluoromethane, dichlorodifluoroethane, vinylidene chloride, and methylene chloride may be used as blowing agents.
  • Organic polyisocyanates which may be employed include aromatic, aliphatic, and cycloaliphatic polyisocyanates and combinations thereof. Representative of these types are the diisocyanates such as m-phenylene diisocyanate, 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, mixtures of 2,4- and 2,6-toluene diisocyanate, hexamethylene diisocyanate, tetramethylene diisocyanate, cyclohexane-1,4-diisocyanate, hexahydrotoluene diisocyanate (and isomers), naphthalene-1,5-diisocyanate, 1-methoxyphenyl-2,4-diisocyanate, 4,4 -diphenylmethane diisocyanate, 4,4 -biphenylene diisocyanate, 3,3 -dimethoxy-4,4 -biphen
  • toluene diisocyanate 4,4 -diphenylmethane diisocyanate and polymethylene polyphenylene polyisocyanate.
  • Toluene diisocyanate is preferred.
  • Crude polyisocyanates may also be used in the compositions of the present invention, such as crude toluene diisocyanate obtained by the phosgenation of a mixture of toluene diamines or crude diphenylmethane isocyanate obtained by the phosgenation of crude diphenylmethane diamine.
  • the preferred or crude isocyanates are disclosed in U.S. Patent No. 3,215,652.
  • Chain-extending agents which may be employed in the preparation of the polyurethane foams include those compounds having at least two functional groups bearing active hydrogen atoms such as water, hydrazine, primary and secondary diamines, amino alcohols, amino acids, hydroxy acids, glycols, or mixtures thereof.
  • a preferred group of chain-extending agents includes water, ethylene glycol, 1,4-butanediol and primary and secondary diamines which react more readily with the prepolymer than does water such as phenylene diamine, 1,4-cyclohexane-bis-(methylamine), ethylenediamine, diethylenetriamine, N-(2-hydroxypropyl)ethylenediamine, N,N'-di(2-hydroxypropyl)ethylenediamine, piperazine, and 2-methylpiperazine.
  • flame retardant compounds in conjunction with melamine which may be employed are tetrakis(2-chloroethyl) ethylene phosphonate, pentabromodiphenyl oxide, tris(1,3-dichloropropyl) phosphate, tris(beta-chloroethyl) phosphate, molybdenum trioxide, ammonium molybdate, ammonium phosphate, pen- tabromodiphenyloxide, tricresyl phosphate, 2,3-dibromopropanol, hexabromocyclododecane, dibromoethyl- dibromocyclohexane, tris(2,3-dibromopropyl)phosphate, and tris(beta-chloropropyl)phosphate.
  • Any suitable catalyst may be used including tertiary amines such as, for example, triethylenediamine, N-methylmorpholine, N-ethylmorpholine, diethylethanolamine, N-cocomorpholine, 1-methyl-4-dimethylaminoethylpiperazine, 3-methoxypropyldimethylamine, N,N,N -trimethylisopropyl propylenediamine, 3-diethylaminopropyldiethylamine, dimethylbenzylamine, and the like.
  • tertiary amines such as, for example, triethylenediamine, N-methylmorpholine, N-ethylmorpholine, diethylethanolamine, N-cocomorpholine, 1-methyl-4-dimethylaminoethylpiperazine, 3-methoxypropyldimethylamine, N,N,N -trimethylisopropyl propylenediamine, 3-diethylaminopropyldieth
  • Suitable catalysts are, for example, stannous chloride,dibutyltin di-2-ethyl hexanoate, stannous oxide, as well as other organometallic compounds such as are disclosed in U.S. Patent No. 2,846,408.
  • a surface-active agent is generally necessary for production of high grade polyurethane foam according to the present invention, since in the absence of same, the foams collapse or contain very large uneven cells. Numerous surface-active agents have been found satisfactory. Nonionic surface active agents are preferred. Of these, the nonionic surface-active agents such as the well-known silicones have been found particularly desirable. Other surface-active agents which are operative, although not preferred, include polyethylene glycol ethers of long chain alcohols, tertiary amine or alkanolamine salts of long chain alkyl acid sulfate esters, alkyl sulfonic esters, and alkyl arylsulfonic acids.
  • Polyol B is a propylene oxide, adduct of glycerine capped with 16.5 weight percent ethylene oxide having a hydroxyl number of 35.
  • Polyol C is a propylene oxide adduct of trimethylolpropane capped with 13 weight percent ethylene oxide having a hydroxyl number of 35.
  • Polyol D is a propylene oxide adduct of trimethylolpropane capped with 4.8 weight percent ethylene oxide which is reacted with maleic anhydride and capped with 6 weight percent propylene oxide having a hydroxyl number of 22.
  • Polyol E is a mixture of Polyol C and Polyol D containing a graft polymer dispersion of 31 weight percent of 1:1 styrene:acrylonitrile having a hydroxyl number of 24.
  • Polyol F is a propylene oxide, ethylene oxide heteric adduct of glycerine containing 12 weight percent ethylene oxide having a hydroxyl number of 56.
  • Polyol G is a blend of 49.8 weight percent Polyol B, 38.4 weight percent Polyol E and 11.5 weight percent Polyol C.
  • Polyol H is a blend of 55 weight percent Polyol A and 45 weight percent Polyol E.
  • Polyol I is a propylene oxide ethylene oxide heteric adduct of glycerine containing 12.5 weight percent ethylene oxide having a hydroxyl number of 50.0.
  • Polyol J is a mixture of Polyol D and Polyol I containing a graft polymer dispersion of 40 weight percent of 2:1 styrene:acrylonitrile having a hydroxyl number of 29.0.
  • DEOA is diethanolamine
  • TEOA is triethanolamine
  • Silicone 5309 is a silicone surfactant manufactured by Dow Corning Corporation.
  • T-12 is dibutyltin dilaurate.
  • Freon 11 is monofluorotrichloromethane.
  • Dabco 33LV is a 33 percent solution of triethylene diamine in dipropylene glycol.
  • Niax A-1 is an amine catalyst manufactured by Union Carbide Corporation.
  • TDI is toluene diisocyanate.
  • Fyrol FR-2 is tri( ⁇ , ⁇ '-dichloro-isopropyl)phosphate manufactured by Stauffer Chemical Corporation.
  • Firemaster 836 is 3-bromo-2.2-dimethylpropyl-2-chloroethyl-2-bromoethyl phosphate.
  • Reactint Blue X-8515 is a polymeric colorant manufactured by Milliken Chemical.
  • Silicone DC-5043 is a silicone surfactant manufactured by Dow Corning Corporation.
  • Reactint Red X-26850 is a polymeric colorant manufactured by Milliken Chemical.
  • Reactint Yellow X-74 is a polymeric colorant manufactured by Milliken Chemical.
  • Silicone B-3640 is a silicone surfactant manufactured by Goldschmidt AG.
  • DOP is dioctylphthalate.
  • PCF pounds per cubic foot.
  • CFM cubic feet per minute
  • Examples 42-44 are illustrated in Figure 1.
  • the products illustrated in Figures II-IV were prepared in a manner similar to those in Examples 1-41.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP88110993A 1987-07-20 1988-07-09 Gegen Entzündung durch schwelende Zigaretten beständige flammhemmende Polyurethan-Schaumstoffe Withdrawn EP0301297A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/075,330 US4826884A (en) 1987-07-20 1987-07-20 Flame retardant polyurethane foams resistant to cigarette smoldering ignition
US75330 2002-02-14

Publications (1)

Publication Number Publication Date
EP0301297A1 true EP0301297A1 (de) 1989-02-01

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US (1) US4826884A (de)
EP (1) EP0301297A1 (de)
JP (1) JPH01118519A (de)
AU (1) AU606181B2 (de)
CA (1) CA1302643C (de)
MX (1) MX165731B (de)
NZ (1) NZ225446A (de)

Cited By (6)

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EP0392786A2 (de) * 1989-04-14 1990-10-17 ARCO Chemical Technology, L.P. Flammhemmender Polyurethanschaum
DE3912193A1 (de) * 1989-04-04 1990-10-18 Lentia Gmbh Melaminzubereitung und stabile dispersion von melamin in polyetherolen
GB2232676A (en) * 1989-06-13 1990-12-19 Basf Corp Polyurethane compositions exhibiting reduced smoke density and method of preparing same
DE4007458A1 (de) * 1990-01-30 1991-09-12 Chemie Linz Deutschland Melaminzubereitung und stabile dispersion von melamin in polyetherolen
WO1993020050A1 (en) * 1992-03-27 1993-10-14 Dsm N.V. N-substituted hydroxyalkyl/-aryl/-aralkyl-2,5-bisiminopyrrozidines, process for their manufacture and use as a polyol-component in polycondensation reactions
WO1993024552A1 (en) * 1992-06-02 1993-12-09 Miles Inc. Flexible, combustion-modified, polyurethane foams

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US4866102A (en) * 1987-11-20 1989-09-12 Pray Edward R Moldable energy absorbing rigid polyurethane foams
DE3812348A1 (de) * 1988-04-14 1989-10-26 Bayer Ag Verfahren zur herstellung von polyurethanschaumstoffen
US4892893A (en) * 1989-02-17 1990-01-09 Basf Corporation Flame retardant polyurethane foams resistant to cigarette smoldering ignition
US5086082A (en) * 1989-09-27 1992-02-04 Pmc, Inc. Ignition resistant polyurethane foams with melamine
US5171758A (en) * 1990-03-12 1992-12-15 Olin Corporation Flame retardant urethane foams made using propylene oxide-based polyols
US5730909A (en) * 1996-11-26 1998-03-24 Basf Corporation Flame retardant polyurethane foams
US5830926A (en) * 1997-12-17 1998-11-03 Basf Corporation Flame retardant polyurethane foams
CA2476912A1 (en) * 2002-03-14 2003-09-25 L & P Property Management Company Combustion modified polyurethane foam
US10759891B2 (en) 2015-09-25 2020-09-01 Dow Global Technologies Llc Copolymer polyol with functional additive in dispersed phase

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EP0004618A1 (de) * 1978-04-11 1979-10-17 BASF Aktiengesellschaft Verfahren zur Herstellung von schwerentflammbaren, Cyansäurederivate als Flammschutzmittel enthaltenden Polyurethan-Weichschaumstoffen
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GB2177405A (en) * 1985-06-28 1987-01-21 Basf Corp Flame retardant polyurethane foams
GB2177406A (en) * 1985-06-27 1987-01-21 Basf Corp Flame retardant polyurethane foams

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US4644015A (en) * 1986-05-08 1987-02-17 Ashland Oil, Inc. Stable polyol-melamine blend for use in the manufacture of fire retardant flexible urethane foam

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DE2809084A1 (de) * 1977-03-02 1978-09-14 Bridgestone Tire Co Ltd Nichtentflammbarer polyurethanschaum und verfahren zu seiner herstellung
EP0004618A1 (de) * 1978-04-11 1979-10-17 BASF Aktiengesellschaft Verfahren zur Herstellung von schwerentflammbaren, Cyansäurederivate als Flammschutzmittel enthaltenden Polyurethan-Weichschaumstoffen
US4385131A (en) * 1981-06-18 1983-05-24 Wm. T. Burnett & Co., Inc. Polyurethane foam resistant to smoldering combustion containing either urea or melamine
GB2177406A (en) * 1985-06-27 1987-01-21 Basf Corp Flame retardant polyurethane foams
GB2177405A (en) * 1985-06-28 1987-01-21 Basf Corp Flame retardant polyurethane foams

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3912193A1 (de) * 1989-04-04 1990-10-18 Lentia Gmbh Melaminzubereitung und stabile dispersion von melamin in polyetherolen
EP0392786A2 (de) * 1989-04-14 1990-10-17 ARCO Chemical Technology, L.P. Flammhemmender Polyurethanschaum
EP0392786A3 (de) * 1989-04-14 1991-02-06 ARCO Chemical Technology, L.P. Flammhemmender Polyurethanschaum
AU632556B2 (en) * 1989-04-14 1993-01-07 Arco Chemical Technology Inc. Flame-retardant polyurethane composition
GB2232676A (en) * 1989-06-13 1990-12-19 Basf Corp Polyurethane compositions exhibiting reduced smoke density and method of preparing same
DE4007458A1 (de) * 1990-01-30 1991-09-12 Chemie Linz Deutschland Melaminzubereitung und stabile dispersion von melamin in polyetherolen
US5106883A (en) * 1990-01-30 1992-04-21 Chemie Linz Gesellschaft M.B.H. Melamine preparation and stable dispersion of melamine in polyether polyols
WO1993020050A1 (en) * 1992-03-27 1993-10-14 Dsm N.V. N-substituted hydroxyalkyl/-aryl/-aralkyl-2,5-bisiminopyrrozidines, process for their manufacture and use as a polyol-component in polycondensation reactions
US5512204A (en) * 1992-03-27 1996-04-30 Dsm N.V. Imino-azacyclopentanepolyol
WO1993024552A1 (en) * 1992-06-02 1993-12-09 Miles Inc. Flexible, combustion-modified, polyurethane foams

Also Published As

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US4826884A (en) 1989-05-02
MX165731B (es) 1992-12-02
NZ225446A (en) 1990-06-26
JPH01118519A (ja) 1989-05-11
AU1918888A (en) 1989-01-27
AU606181B2 (en) 1991-01-31
CA1302643C (en) 1992-06-02

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