GB950876A - Improvements in or relating to the production of cellular polyurethane plastics - Google Patents

Improvements in or relating to the production of cellular polyurethane plastics

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Publication number
GB950876A
GB950876A GB15726/61A GB1572661A GB950876A GB 950876 A GB950876 A GB 950876A GB 15726/61 A GB15726/61 A GB 15726/61A GB 1572661 A GB1572661 A GB 1572661A GB 950876 A GB950876 A GB 950876A
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United Kingdom
Prior art keywords
acid
acids
compounds
products
hydroxy
Prior art date
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.)
Expired
Application number
GB15726/61A
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.)
Bayer AG
Original Assignee
Bayer AG
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.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of GB950876A publication Critical patent/GB950876A/en
Expired legal-status Critical Current

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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
    • C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
    • C08J9/127—Mixtures of organic and inorganic blowing agents
    • 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
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • 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
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/1875—Catalysts containing secondary or tertiary amines or salts thereof containing ammonium salts or mixtures of secondary of tertiary amines and acids
    • 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
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C08G18/225—Catalysts containing metal compounds of alkali or alkaline earth metals
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4244—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups
    • C08G18/4247—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4263—Polycondensates having carboxylic or carbonic ester groups in the main chain containing carboxylic acid groups
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4887—Polyethers containing carboxylic ester groups derived from carboxylic acids other than acids of higher fatty oils or other than resin acids
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/54—Polycondensates of aldehydes
    • C08G18/542—Polycondensates of aldehydes with phenols
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/60—Polyamides or polyester-amides
    • C08G18/606—Polyester-amides
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
    • C08G18/625—Polymers of alpha-beta ethylenically unsaturated carboxylic acids; hydrolyzed polymers of esters of these acids
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/63—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers
    • C08G18/632—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers onto polyethers
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
    • C08G18/6484—Polysaccharides and derivatives thereof
    • 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
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/69—Polymers of conjugated dienes
    • C08G18/692—Polymers of conjugated dienes containing carboxylic acid groups
    • 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
    • C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
    • C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
    • 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
    • C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
    • C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
    • C08J9/143—Halogen containing compounds
    • 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
    • C08G2110/00—Foam properties
    • C08G2110/0016—Foam properties semi-rigid
    • 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
    • C08G2110/00—Foam properties
    • C08G2110/0025—Foam properties rigid
    • 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
    • C08G2110/00—Foam properties
    • C08G2110/0041—Foam properties having specified density
    • C08G2110/005—< 50kg/m3
    • 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
    • C08J2203/00—Foams characterized by the expanding agent
    • C08J2203/04—N2 releasing, ex azodicarbonamide or nitroso compound
    • 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
    • C08J2203/00—Foams characterized by the expanding agent
    • C08J2203/14—Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
    • C08J2203/142—Halogenated saturated hydrocarbons, e.g. H3C-CF3
    • 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
    • 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
    • C08J2375/06—Polyurethanes from polyesters

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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)
  • Inorganic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

A process for making cellular polyurethane plastics comprises reacting under substantially anhydrous conditions an organic compound containing a plurality of carboxyl groups, having a molecular weight of at least 200 and an acid number of at least 20 with an organic polyisocyanate in the presence of a halohydrocarbon having a boiling point less than 150 DEG C. and a catalyst for the reaction between isocyanate and carboxyl groups. Blowing agents which split off gases at elevated temperatures, e.g. azoisobutyric acid nitrile, azodicarboxylic acid diethyl ester and dinitrosopentamethylene tetramine may be simultaneously employed. Suitable carboxylic compounds include linear or branched polyesters prepared from polyfunctional alcohols, aminoalcohols, hydroxy acids, amino-acids and polycarboxylic acids. These include glycols, polyglycols, polymerised fatty acids, as well as more usual compounds which are listed. Aminocarboxylic acids used in preparing polyesteramides include a -amino mono- and dicarboxylic acids and a -amino-b -imidazole propionic acid. The polyesteramide may be modified by acids e.g. lauric, palmitic, steric and linoleic acids. Other specified compounds containing a plurality of carboxyl groups are reaction products of polycarboxylic acid anhydrides with hydroxy compounds, such as hydroxy polyesters, polyesteramides, polyesters, polythioethers and polyacetals; or products obtained by addition of such hydroxy compounds, degraded starch or acetyl cellulose with acrylonitrile or acrylic acid, followed by saponification (of the nitrile); polyalkylene glycol-ether polycarboxylic acids obtained by oxidation of polyalkylene glycol ethers; copolymerization products of fumaric acid, maleic anhydride, maleic acid half esters, crotonic acid and acrylic acid with styrene, isobutylene, vinyl acetate, vinyl chloride, vinylidene chloride, butadiene, isoprene and hexachlorocyclopentadiene. Also suitable are adducts of oleic acid with m-xylene, salicylic acid-formaldehyde condensates, carboxymethyl cellulose, copolymers of acrylic acid and linoleic acid, addition products of thioglycol and/or mercaptocarboxylic acids with compounds containing double bonds, for example polymers or copolymers obtained from butadiene or isoprene. Preferably the acid number of the polymers is 30 to 60, although values greater than 100 are referred to. Polyisocyanates are listed. They may contain small amounts of monoisocyanate. As activators there are specified; compounds of alkaline reaction containing the group-o]-Me+ wherein Me represents an alkali metal or quaternary ammonium group, e.g. alkali metal hydroxides, alcoholates, phenolates and carboxylic acid salts; tertiary amines; metal compounds soluble in organic media, such as dibutyl tin dilaurate, and tin-II-oleate. Saturated and unsaturated halogenated hydrocarbons as blowing agents are listed. There may be simultaneously used compounds which split off gases at elevated temperatures, e.g. azodiisobutyric acid nitrile, azodicarboxylic acid diethyl ester and dinitrosopentamethylene diamine. To the reaction mixture may be added stabilizers, emulsifiers, fireproofing agents, e.g. trichlorethyl phosphate and ammonium sulphate, carbon black, silica gel and metal powder fillers, and phthalic esters and chlorinated hydrocarbons as plasticisers. In example (1) a polycarboxy compound is prepared by reacting a propylene oxide addition product of trimethylolpropane with dimerised linseed oil fatty acid. More of the polypropylene ether, containing sodium alcoholate, permethylated diethylene triamine, linear and branched phenylmethyl polysiloxanes is added followed by a solution of trichlorofluoromethane in toluylene diisocyanate. The mixture reacts to give a foam. In other examples the polycarboxylic compounds used are (2) and (3) reaction products of branched polypropylene glycol ether with succinic acid and of castor oil with dimerised linseed oil fatty acid; (4) to (7) polyesters prepared from (4) and (6) adipic acid, diethylene glycol and glycerol; (5) adipic acid, triethylene glycol and hexane-1, 2, 6-triol; (7) adipic acid, diethylene glycol and trimethylolpropane. Specification 769,682 is referred to.
GB15726/61A 1960-05-06 1961-05-01 Improvements in or relating to the production of cellular polyurethane plastics Expired GB950876A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF31174A DE1122697B (en) 1960-05-06 1960-05-06 Process for the production of foams based on isocyanate

Publications (1)

Publication Number Publication Date
GB950876A true GB950876A (en) 1964-02-26

Family

ID=7094081

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15726/61A Expired GB950876A (en) 1960-05-06 1961-05-01 Improvements in or relating to the production of cellular polyurethane plastics

Country Status (2)

Country Link
DE (1) DE1122697B (en)
GB (1) GB950876A (en)

Cited By (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0527613A2 (en) * 1991-08-08 1993-02-17 Huntsman Corporation Preparation of foams using polyfunctional organic acids
FR2841253A1 (en) * 2002-06-21 2003-12-26 Rhodia Polyamide Intermediates EXPANDABLE POLYAMIDE COMPOSITION AND POLYAMIDE FOAM OBTAINED FROM THE COMPOSITION
WO2005108523A1 (en) * 2004-04-29 2005-11-17 Honeywell International, Inc. Compositions comprising tetrafluoropropene and carbon dioxide
WO2005105947A3 (en) * 2004-04-29 2005-12-29 Honeywell Int Inc Compositions containing fluorine substituted olefins
WO2008121776A1 (en) 2007-03-29 2008-10-09 Arkema Inc. Hydrofluoropropene blowing agents for thermoplastics
US7569170B2 (en) 2005-03-04 2009-08-04 E.I. Du Pont De Nemours And Company Compositions comprising a fluoroolefin
US7629306B2 (en) 2004-04-29 2009-12-08 Honeywell International Inc. Compositions comprising tetrafluoropropene and carbon dioxide
US7718089B2 (en) 2005-11-01 2010-05-18 E.I. Du Pont De Nemours And Company Solvent compositions comprising unsaturated fluorinated hydrocarbons
US7833433B2 (en) 2002-10-25 2010-11-16 Honeywell International Inc. Heat transfer methods using heat transfer compositions containing trifluoromonochloropropene
EP2265664A2 (en) * 2008-04-25 2010-12-29 Honeywell International Inc. Blowing agents for polymeric foams
US7972524B2 (en) 2007-04-27 2011-07-05 E. I. Du Pont De Nemours And Company Azeotropic and azeotrope-like compositions of Z-1,1,1,4,4,4-hexafluoro-2-butene
US7972525B2 (en) 2007-06-06 2011-07-05 E. I. Du Pont De Nemours And Company Azeotropic and azeotrope-like compositions of E-1,1,1,4,4,4-hexafluoro-2-butene
US8033120B2 (en) 2002-10-25 2011-10-11 Honeywell International Inc. Compositions and methods containing fluorine substituted olefins
US8299137B2 (en) 2007-11-29 2012-10-30 E I Du Pont De Nemours And Company Compositions and use of cis-1,1,1,4,4,4-hexafluoro-2-butene foam-forming composition in the preparation of polyisocyanate-based forms
US8333901B2 (en) 2007-10-12 2012-12-18 Mexichem Amanco Holding S.A. De C.V. Heat transfer compositions
US8420706B2 (en) 2005-06-24 2013-04-16 Honeywell International Inc. Foaming agents, foamable compositions, foams and articles containing halogen substituted olefins, and methods of making same
US8512591B2 (en) 2007-10-12 2013-08-20 Mexichem Amanco Holding S.A. De C.V. Heat transfer compositions
US8628681B2 (en) 2007-10-12 2014-01-14 Mexichem Amanco Holding S.A. De C.V. Heat transfer compositions
US8632703B2 (en) 2007-09-06 2014-01-21 E I Du Pont De Nemours And Company Azeotropic and azeotrope-like compositions of E-1,1,1,4,4,5,5,5-octafluoro-2-pentene
US8658708B2 (en) 2007-12-19 2014-02-25 E I Du Pont De Nemours And Company Foam-forming compositions containing azeotropic or azeotrope-like mixtures containing Z-1,1,1,4,4,4-hexafluoro-2-butene and methyl formate and their uses in the preparation of polyisocyanate-based foams
EP2666811A3 (en) * 2005-06-24 2014-07-02 Honeywell International Inc. Foaming Agents and Compositions Containing Fluorine Substituted Olefins, and Methods of Foaming
AU2013203627B2 (en) * 2004-04-29 2014-07-03 Honeywell International, Inc. Compositions containing fluorine substituted olefins
EP2277942A3 (en) * 2002-10-25 2014-07-09 Honeywell International, Incorporated. Compositions containing fluorine substituted olefins
AU2012202525B2 (en) * 2004-04-29 2014-08-14 Honeywell International, Inc. Compositions containing fluorine substituted olefins
US8808570B2 (en) 2010-05-20 2014-08-19 Mexichem Amanco Holding S.A. De C.V. Heat transfer compositions
US8821749B2 (en) 2010-04-26 2014-09-02 E I Du Pont De Nemours And Company Azeotrope-like compositions of E-1,1,1,4,4,4-hexafluoro-2-butene and 1-chloro-3,3,3-trifluoropropene
AU2013202894B2 (en) * 2002-10-25 2014-09-25 Honeywell International, Inc. Compositions containing flourine substituted olefins
US8895635B2 (en) 2007-03-29 2014-11-25 Arkema Inc. Blowing agent compositions of hydrochlorofluoroolefins
US8907145B2 (en) 2005-11-01 2014-12-09 E I Du Pont De Nemours And Company Aerosol propellants comprising unsaturated fluorocarbons
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