Patent GB-882547-A (GB)
Title: Improvements in and relating to catalysts for isocyanate reactions
IPC: C08G18/77
Filed: 1959-12-04
Abstract: A method for accelerating the reaction of an organic compound containing a reactive -NCY group in which Y is an oxygen or sulphur atom (such as a polyisocyanate or polyisothiocyanate) with a compound containing an active hydrogen atom (such as a polyester, polyether, polyesterether or polyesteramide) comprises reacting such compounds in the presence of a catalyst composition comprising a tertiary amine and an organic compound of the arsenic family, i.e. of arsenic, antimony or bismuth, such compound having at least one direct bond between carbon and an atom of arsenic, antimony or bismuth.  The specified organic compounds of the arsenic family are those referred to in Specification 845,827. Tertiary amines specified are triethylamine, tributylamine, trioctylamine, N-methyl, ethyl and octadecylmorpholines, N-methyl or ethyldiethanolamine, N,N-dimethylethanolamine, N,N,N1,N1-tetramethylethylenediamine, N,N,N1,N1-tetramethyl-1,3-propanediamine, 1,-4-diazabicyclo[2.2.2]octane, N,N-dimethylbenzylamine, N,N-dimethyl- or diethylcyclohexylamine, benzyltriethylammonium bromide, bis(N,N-diethylaminoethyl)adipate, N-ethylhexamethyleneamine, N-ethylpiperidine, a -methylbenzyldimethylamine, dimethylhexadecylamine, 3-methylisoquinoline, dimethylcetylamine, and isocyanates and organometallic compounds containing tertiary nitrogen atoms; triethanolamine, triisopropanolamine, reaction products of alkylene oxides with triethanolamine, triisopropanolamine, ethylene diamine, ethanolamine and diethylenetriamine and polyesters derived from alkanolamines and/or polycarboxylic acids containing tertiary nitrogen.  Suitable polyethers are listed, including straight polyoxyalkylene ethers, block copolymers of alkylene oxides and branched polyethers based on tri- and higher functional polyols, polyamines and aminoalcohols, urea-formaldehyde condensation products and novolaks.  Starting materials for the polyesters and polyesteramides are also given. The polyisocyanates specified are substantially the same as those referred to in Specification 845,827. Examples describe the preparations of foams by the reaction of (1) polypropylene glycol, glycerol/propylene oxide reaction product, water, siloxane-oxyalkylene copolymer as emulsifier, 1,4-diaza-bicyclo-[2.2.2.]octane, and tributylarsine; (2) and (3) similar mixtures, replacing tributylarsine by tributylstibine and triethylstibine oxide, respectively.ALSO:A method for accelerating the reaction of an organic compound containing a reactive -NCY group in which Y is an oxygen or sulphur atom with a compound containing an active hydrogen atom comprises reacting such compounds in the presence of a catalyst composition comprising a tertiary amine and an organic compound having at least one direct bond between carbon and an atom of arsenic, antimony or bismuth.  Specified for the latter compounds are those referred to in Specification 845,827.  Lists of tertiary amines unreactive with isocyanate groups and those containing hydrogen atoms reactive with isocyanate groups are given. In an example phenyl isocyanate is reacted with butanol in the presence of triethyl stibine oxide and triethylamine, N,N,N1,N1-tetramethybutane diamine, and 1,4-diazabicyclo-[2.2.2] octane respectively.ALSO:A method of accelerating the reaction of an organic compound containing a reactive-NCY group in which Y is an oxygen or sulphur atom with a compound containing an active hydrogen atom (e.g. the reaction of a polyisocyanate or polyisothiocyanate with a polyester, polyether, polyester-ether or polyesteramide to give a polyurethane foam) comprises reacting such compounds in the preence of a catalyst composition comprising a tertiary amine and an organic compound of the arsenic family, such compound having at least one direct bond between carbon and an atom of arsenic, antimony or bismuth.  The specified organic compounds of the arsenic family are those referred to in Specification 845,827. Tertiary amines (reactive and non-reactive with isocyanates) are listed, including as well as the more usual compounds also isocyanates and organo-metallic compounds containing tertiary nitrogen atoms, reaction products of alkylene oxides with alkanolamines, or polyamines, and polyesters derived from alkanolamines or polycarboxylic acids containing tertiary nitrogen.  Suitable polyethers are listed, including straight polyoxyalkylene ethers, block copolymers of alkylene oxides and branched polyethers based on tri- and higher functional polyols, polyamines and amino-alcohols, urea formaldehyde condensation products and novolaks.  Starting materials for the polyesters and polyesteramides are also given.  The polyisocyanates specified are substantially the same as those referred to in Specification 845,827. Examples describe the preparation of foams by the reaction of (1) polypropylene glycol, glycerol/propylene oxide reaction product, water, siloxane-oxyalkylene copolymer as emulsifier, 1,4-diaza-bicyclo-[2.2.2.] octane, and tributylarsine; (2) and (3) similar mixtures in which the tributylarsine is replaced by tributylstibine and triethylstibine oxide, respectively.