[go: up one dir, main page]

GB888316A - Method of preparing a urethane polymer - Google Patents

Method of preparing a urethane polymer

Info

Publication number
GB888316A
GB888316A GB28328/59A GB2832859A GB888316A GB 888316 A GB888316 A GB 888316A GB 28328/59 A GB28328/59 A GB 28328/59A GB 2832859 A GB2832859 A GB 2832859A GB 888316 A GB888316 A GB 888316A
Authority
GB
United Kingdom
Prior art keywords
organotin
derivatives
prepolymer
polyether
compound
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
GB28328/59A
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.)
Hewitt Robins International SA
Original Assignee
Hewitt Robins International SA
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 Hewitt Robins International SA filed Critical Hewitt Robins International SA
Publication of GB888316A publication Critical patent/GB888316A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/16Catalysts
    • C08G18/22Catalysts containing metal compounds
    • C08G18/24Catalysts containing metal compounds of tin
    • C08G18/242Catalysts containing metal compounds of tin organometallic compounds containing tin-carbon bonds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Inorganic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

A method of preparing a urethane polymer comprises reacting a polyether with an organic polyisocyanate in the presence of an organotin compound, said organotin compound being present in an amount of about 0,000001 to 0,1 part by weight per part by weight of the polyether, the polyether being terminated by reactive hydrogen-containing groups which react with isocyanate, said polyisocyanate being present in an amount sufficient to react with the terminal groups of the polyether. The process may be used to prepare an elastomer, or, by using sufficient polyisocyanate, to form a prepolymer having terminal isocyanate groups. The prepolymer can then be added to a mixture of water and a catalyst such as N-alkylmorpholines, N,N-dialkylcyclohexylamine, trialkylamines, pyridine, quinoline, dimethylpiperazine, reaction products of N,N-diethylaminoethanol and phenylisocyanate, ester amines, dimethylbenzylamine, dimethyllaurylamine and dimethylstearylamine to give a foamed product. Preferably, there is added to the prepolymer 0,0001 to 0,01 part of organotin compound, before the addition to the water-catalyst mixture. Organotin compounds include alkyl, aryl, aralkyl and mixed derivatives; organotin oxide and hydroxide derivatives; dialkenyl tin oxides; compounds in which the organic groups are heterocyclic, e.g. furyl, thienyl, thenyl, pyridyl, piperidyl and pyryl; organotin salts of aliphatic, aromatic, alpha, beta-olefinic and hydroxy carboxylic acids; reaction products of a dialkyltin oxide with a fatty acid and maleic anhydride; monomeric or polymeric compounds obtained by reacting an organotin compound with a carbonyl-containing compound; compounds in which the oxygen atom of the organotin compound R2SnO has been replaced by an inorganic negative oxygen-containing radical; organotin derivatives of organic and inorganic esters; organotin phosphate esters; organotin phosphates, e.g. di-hexyl tin di-metaphosphate; organotin sulphides, mercaptoacids and ester derivatives thereof; organotin derivatives of mercaptoalcohol esters; and reaction products of organotin oxides with mercaptobenzothiazole. The organic radicals can be substituted by ester, carboxyl, halogen and alkoxy substituents. Specific compounds are listed. In typical Examples (1) an addition product of propylene and ethylene oxides with ethylene diamine is reacted with toluene 2,4 and 2,6-diisocyanates in the presence dibutyl tin laurate. The mixture is poured into a mould and formed an elastomer; (7) a prepolymer is obtained from polypropylene glycol and toluene diisocyanates in the presence of dibutyl tin laurate and is converted to a foam by treatment with water, dihydroxy propyl methyl piperazine, silicone fluids, emulsifier, triethylamine, N-methyl morpholine, didecyl phthalate, toluene diisocyanates.ALSO:A method of preparing a urethane polymer comprises reacting a polyether with an organic polyisocyanate in the presence of an organotin compound, said organotin compound being present in an amount of about 0,000001 to 0,1 part by weight per part by weight of the polyether, the polyether being terminated by reactive hydrogen-containing groups which react with isocyanate, said polyisocyanate being present in an amount sufficient to react with the terminal groups of the polyether. The process may be used to prepare an elastomer, or, by using sufficient polyisocyanate, to form a prepolymer having terminal isocyanate groups. The prepolymer can then be added to a mixture of water and a catalyst such as N-alkylmorpholines, N,N-dialkylcyclohexylamine, trialkylamines, pyridine, quinoline dimethylpiperazine, reaction products of N.N-diethylaminoethanol and phenylisocyanate, ester amines, dimethylbenzylamine, dimethyllaurylamine and dimethylstearylamine to give a foamed product. Preferably, there is added to the prepolymer 0,0001 to 0,01 part of organotin compound before the addition to the water-catalyst mixture. Organotin compounds include alkyl, aryl, aralkyl and mixed derivatives; organotin oxide and hydroxide derivatives; dialkenyl tin oxides; compounds in which the organic groups are heterocyclic e.g. furyl, thienyl, thenyl, pyridyl, piperidyl and pyryl; organotin salts of aliphatic, aromatic, alpha, beta-olefinic and hydroxy carboxylic acids; reaction products of a dialkyltin oxide with a fatty acid and maleic anhydride; monomeric or polymeric compounds obtained by reacting an organotin compound with a carbonyl-containing compound; compounds in which the oxygen atom of the organotin compound R2SnO has been replaced by an inorganic negative oxygen-containing radical; organotin derivatives of organic and inorganic esters; organotin phosphate esters; organotin phosphates e.g. dihexyl tin di-metaphosphate; organotin sulphides, mercaptoacids and ester derivatives thereof; organotin derivatives of mercaptoalcohol esters; and reaction products of organotin oxides with mercaptobenzothiazole. The organic radicals can be substituted by ester, carboxyl, halogen and alkoxy substituents specific compounds are listed. In a typical Example (7) a prepolymer is obtained from polypropylene glycol and toluene diisocyanates in the presence of dibutyl tin laurate and is converted to a foam by addition of water, dihydroxypropyl methyl piperazine, silicone fluids, emulsifier, triethylamine, N-methyl morpholine, didecyl phthalate, toluene diisocyanates.
GB28328/59A 1958-09-09 1959-08-19 Method of preparing a urethane polymer Expired GB888316A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US888316XA 1958-09-09 1958-09-09

Publications (1)

Publication Number Publication Date
GB888316A true GB888316A (en) 1962-01-31

Family

ID=22213764

Family Applications (1)

Application Number Title Priority Date Filing Date
GB28328/59A Expired GB888316A (en) 1958-09-09 1959-08-19 Method of preparing a urethane polymer

Country Status (1)

Country Link
GB (1) GB888316A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2290531A1 (en) * 1974-11-08 1976-06-04 Uniroyal Inc ELASTOMERIC COMPOSITION OF LIQUID POLYURETHANE

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2290531A1 (en) * 1974-11-08 1976-06-04 Uniroyal Inc ELASTOMERIC COMPOSITION OF LIQUID POLYURETHANE

Similar Documents

Publication Publication Date Title
US4040992A (en) Catalysis of organic isocyanate reactions
GB1043260A (en) Process for the production of non-cellular elastic polyurethanes
GB790209A (en) Production of cross-linked plastics
US4467089A (en) Carbamate and carbonate salts of tertiary amines
GB859639A (en) Process for preparing polyesters from lactones
GB950876A (en) Improvements in or relating to the production of cellular polyurethane plastics
GB955971A (en) Improvements in or relating to the production of polyurethane elastomers
GB783564A (en) Process for the production of cross-linked diisocyanate-modified polyesters of high molecular weight
GB1072956A (en) Esters of diisocyanato carboxylic acids and reaction products thereof
SE438154B (en) PROCEDURE FOR THE PREPARATION OF Rigid POLYURETAN FOAM USING LATENT CATALYSTS
US2792399A (en) Anilides of heterocyclic compounds
GB870940A (en) Improvements in and relating to foamed polymers
US3661885A (en) Polyurethane catalyst
GB889204A (en) Synthetic elastomers
EP0013380B1 (en) Polyisocyanate compositions, polyurethane prepolymers and their use
GB991545A (en) Improvements in or relating to the manufacture of polyetherurethanes
GB1107480A (en) Elastomeric polyurethanes
US3061557A (en) Method of reacting an active hydrogen containing compound with an isocyanate or isothiocyanate in contact with a polystannate catalyst
US3620985A (en) Urethane foam catalyst and process for preparing urethane foam
GB888316A (en) Method of preparing a urethane polymer
GB939464A (en) Synthetic resins
GB805561A (en) Process for the production of foamed materials, using polyurethane foam waste
US4360670A (en) Amino and amido dialkyl tin carboxylates
US3876567A (en) Method for preparing low density polyurethane foams in the presence of methylene chloride
GB1002859A (en) Difficultly-flammable plastics obtained from phosphorus-containing isocyanates