GB821342A - Polyurethane foams and method of making same - Google Patents

Polyurethane foams and method of making same

Info

Publication number
GB821342A
GB821342A GB31360/56A GB3136056A GB821342A GB 821342 A GB821342 A GB 821342A GB 31360/56 A GB31360/56 A GB 31360/56A GB 3136056 A GB3136056 A GB 3136056A GB 821342 A GB821342 A GB 821342A
Authority
GB
United Kingdom
Prior art keywords
polyester
reactants
gas
cross
liquefied gas
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
GB31360/56A
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.)
Aerojet Rocketdyne Holdings Inc
Original Assignee
General Tire and Rubber Co
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 General Tire and Rubber Co filed Critical General Tire and Rubber Co
Publication of GB821342A publication Critical patent/GB821342A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12Working-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
    • C08J9/127Mixtures of organic and inorganic blowing agents
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12Working-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
    • C08J9/14Working-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
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2203/00Foams characterized by the expanding agent
    • C08J2203/14Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
    • C08J2203/142Halogenated saturated hydrocarbons, e.g. H3C-CF3
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2375/00Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2375/04Polyurethanes
    • C08J2375/06Polyurethanes from polyesters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)

Abstract

A method of making polyurethane foam from a dihydroxy terminated polyester or polyether having a molecular weight of at least 500 and an organic polyisocyanate having 2 or 3 functional isocyanate groups, comprises the steps of uniformly distributing a liquefied halogen substituted alkane containing at least one fluorine atom in its molecule, having a boiling-point at one atmosphere pressure of not lower than - 60 DEG F. and not higher than 80 DEG F. in one of the foam-forming reactants, said liquefied gas being chemically inert to the reactants under the conditions of reaction, mixing the reactants and permitting the temperature of the mixture to rise during the ensuing reaction above the boiling-point of said liquefied gas whereby a porous polyurethane foam is produced by expansion of the gas. If water is present, blowing action is also produced by its reaction with isocyanate groups. The gas is preferably one which is soluble in the reactants, the higher its solubility the lower being the boiling-point which it may possess. Examples of suitable gases are methyl chloride, dichlorodifluoromethane, monochlorodifluoromethane, monofluorodichloromethane and dichlorotetrafluoroethane. Such liquefied gas may also contain dissolved hydrocarbons of up to 3 carbon atoms, or inorganic gases such as carbon dioxide and nitrous oxide. The type of polyester (linear or cross-linked, of molecular weight between about 1500 and about 4000) to be used, depends on whether a flexible or a rigid product is to be prepared. All or part of the polyester can be replaced by polyethers, such as ethylene, mixed ethylene propylene, polytri- or tetramethylene ether, polyneopentylene ether and polypentamethylene ether glycols. Cross-linking of the product can be effected by the use of tri-isocyanates in admixture with diisocyanates and by the use of cross-linking agents such as trimethylol propane and aliphatic or aromatic glycols. In an example, an adipic acid/diethylene glycol/trimethylolpropane polyester has dichlorodifluoromethane dissolved in it and is then reacted with mixed 2,4- and 2,6-diisocyanates (in a continuous process) in the presence of water, an emulsifier and the bisdiethylaminoethyl ester of adipic acid. Paraffin oil may be added to control pore size.ALSO:A method of making polyurethane foam from a dihydroxy terminated polyester or polyether having a molecular weight of at least 500 and an organic polyisocyanate having 2 or 3 functional isocyanate groups, comprises the steps of uniformly distributing a liquefied halogen substituted alkane containing at least one fluorine atom in its molecule, having a boiling point at one atmosphere pressure of not lower than -60 DEG F. and not higher than 80 DEG F. in one of the foam-forming reactant, said liquefied gas being chemically inert to the reactants under the conditions of reaction, mixing the reactants and permitting the temperature of the mixture to rise during the ensuing reaction above the boiling point of said liquefied gas whereby a porous polyurethane foam is produced by expansion of the gas. If water is present, blowing action is also produced by its reaction with isocyanate groups. The gas is preferably one which is soluble in the reactants, the higher its solubility the lower being the boiling point which it may possess. Examples of suitable gases are methyl chloride, dichlorodifluoromethane, monochlorodifluoromethane, monofluorodichloro methane and dichlorotetrafluoro ethane. Such liquefied gas may also contain dissolved hydrocarbons of up to 3 carbon atoms, or inorganic gases such as carbon dioxide and nitrous oxide. The type of polyester (linear or cross-linked, of molecular weight between about 1500 and about 4000) to be used, depends on whether a flexible or a rigid product is to be prepared. All or part of the polyester can be replaced by polyethers, such as ethylene, mixed ethylene propylene, polytri- or tetramethylene ether, polyneopentylene ether and polypentamethylene ether glycols. Cross-linking of the product can be effected by the use of tri-isocyanates in admixture with diisocyanates and by the use of cross-linking agents such as trimethylol propane and aliphatic or aromatic glycols. In an example, an adipic acid/diethylene glycol/trimethylolpropane polyester has dichlorodifluoromethane dissolved in it and is then reacted with mixed 2, 4- and 2, 6- diisocyanates (in a continuous process) in the presence of water, an emulsifier and the bis, diethylaminoethyl ester of adipic acid. Paraffin oil may be added to control pore size.
GB31360/56A 1955-10-20 1956-10-15 Polyurethane foams and method of making same Expired GB821342A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US821342XA 1955-10-20 1955-10-20

Publications (1)

Publication Number Publication Date
GB821342A true GB821342A (en) 1959-10-07

Family

ID=22169279

Family Applications (1)

Application Number Title Priority Date Filing Date
GB31360/56A Expired GB821342A (en) 1955-10-20 1956-10-15 Polyurethane foams and method of making same

Country Status (5)

Country Link
DE (1) DE1045644B (en)
FR (1) FR1161239A (en)
GB (1) GB821342A (en)
IT (1) IT559499A (en)
NL (1) NL211547A (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3091551A (en) * 1959-01-26 1963-05-28 Wyandotte Chemicals Corp Process of spraying a polyether-based polyurethane foam
US3099516A (en) * 1960-08-29 1963-07-30 Philco Corp Method of molding a foam plastic having skins on selected surface portions
US3138562A (en) * 1959-05-23 1964-06-23 Bayer Ag Cellular polyurethane plastics
US3139410A (en) * 1960-05-20 1964-06-30 Ici Ltd Manufacture of polyurethane foams
US3184419A (en) * 1958-02-06 1965-05-18 Dunlop Rubber Co Method for the production of polyurethane foamed material
US3362919A (en) * 1965-02-04 1968-01-09 Pittsburgh Plate Glass Co Process for foaming thermoset organic materials
US3440222A (en) * 1963-07-01 1969-04-22 Stauffer Chemical Co Flame resistant phosphoramidate-polyester reaction products
US3524825A (en) * 1957-05-29 1970-08-18 Gen Motors Corp Polyurethane foam and method for making same
GB2116574A (en) * 1982-03-19 1983-09-28 Ici Plc Method of manufacturing polyurethane foams
FR2569353A1 (en) * 1984-08-22 1986-02-28 Atochem HOMOGENEOUS COMPOSITIONS BASED ON HALOGENATED POLYHYDROXYL COMPOUNDS, AND HALOGENATED ALKANES, THEIR APPLICATION IN THE MANUFACTURE OF RIGID FOAMS

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3080329A (en) * 1958-07-31 1963-03-05 Du Pont Polyurethane cellular materials
FR1247044A (en) * 1959-01-26 1960-11-25 Ets Kuhlmann Polyurethane foams based on polyethers swollen with the aid of solvents, process for their manufacture and applications
US3007884A (en) * 1959-06-10 1961-11-07 Allied Chem Cellular polyurethane resin containing primary-2-hydroxyethylphosphate and method ofpreparing same
US3034996A (en) * 1959-06-12 1962-05-15 Allied Chem Preparation of low density polyurethane foam
DE1109364B (en) * 1959-06-12 1961-06-22 Schickedanz Ver Papierwerk Process for the production of moisture-absorbing, elastic, water-unstable foams for hygienic articles
NL253811A (en) * 1959-07-14
NL254612A (en) * 1959-08-12
DE1182807B (en) * 1960-03-02 1964-12-03 Mobay Chemical Corp Process for the one-step production of foams containing urethane groups
US3398106A (en) * 1960-04-26 1968-08-20 Union Carbide Corp Tin-containing catalyst for isocyanate reactions
BE617874A (en) * 1962-05-22
DE1144915B (en) * 1966-11-04 1963-03-07 Wolfen Filmfab Veb Process for the production of polyurethane foams
DE2738719A1 (en) * 1977-08-27 1979-03-08 Bayer Ag Process for the production of foamed plastics

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR744864A (en) * 1933-04-27
DE860109C (en) * 1941-04-20 1952-12-18 Bayer Ag Artificial sponges
DE913474C (en) * 1941-04-20 1954-06-14 Bayer Ag Process for the production of highly porous, solid or elastic plastic bodies
FR1075964A (en) * 1952-09-13 1954-10-21 Wingfoot Corp Improved foamable mixture and method of preparing a laminated edifice comprising application

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3524825A (en) * 1957-05-29 1970-08-18 Gen Motors Corp Polyurethane foam and method for making same
US3184419A (en) * 1958-02-06 1965-05-18 Dunlop Rubber Co Method for the production of polyurethane foamed material
US3091551A (en) * 1959-01-26 1963-05-28 Wyandotte Chemicals Corp Process of spraying a polyether-based polyurethane foam
US3138562A (en) * 1959-05-23 1964-06-23 Bayer Ag Cellular polyurethane plastics
US3139410A (en) * 1960-05-20 1964-06-30 Ici Ltd Manufacture of polyurethane foams
US3099516A (en) * 1960-08-29 1963-07-30 Philco Corp Method of molding a foam plastic having skins on selected surface portions
US3440222A (en) * 1963-07-01 1969-04-22 Stauffer Chemical Co Flame resistant phosphoramidate-polyester reaction products
US3362919A (en) * 1965-02-04 1968-01-09 Pittsburgh Plate Glass Co Process for foaming thermoset organic materials
GB2116574A (en) * 1982-03-19 1983-09-28 Ici Plc Method of manufacturing polyurethane foams
FR2569353A1 (en) * 1984-08-22 1986-02-28 Atochem HOMOGENEOUS COMPOSITIONS BASED ON HALOGENATED POLYHYDROXYL COMPOUNDS, AND HALOGENATED ALKANES, THEIR APPLICATION IN THE MANUFACTURE OF RIGID FOAMS
EP0177381A1 (en) * 1984-08-22 1986-04-09 Elf Atochem S.A. Homogeneous compositions on the basis of halogenated polyhydroxy compounds and halogenated alkanes; their use in the preparation of rigid foams
US4826623A (en) * 1984-08-22 1989-05-02 Atochem Homogeneous microemulsion compositions based on halogenated polyhydroxylated compounds and halogenated alkanes and their application to the manufacture of rigid foams

Also Published As

Publication number Publication date
FR1161239A (en) 1958-08-25
IT559499A (en)
DE1045644B (en) 1958-12-04
NL211547A (en)

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