Patent GB-1064148-A (GB)
Title: Coalkoxylation compositions and polyurethanes produced therefrom
IPC: C08G18/50
Filed: 1963-12-10
Abstract: Coalkoxylated compositions suitable for preparing polyurethane foams are prepared by heating (1) an amino-1,3,5-triazine having at least 2 amino groups, (2) at least one polyol capable of dissolving the triazine, and (3) a basic catalyst, and passing in (4) an alkylene oxide containing 3 to 8 carbon atoms.  Preferred weight ratio of (1) to (2) is 10:90 to 90:10 and ratio of (1) + (2) to (4) is between 1:2 and 1:125.  Suitable reactants (1) are melamines and guanamines of the formula <FORM:1064148/C2/1> wherein R is a hydrogen, C1- 6 alkyl, aryl, heterocyclic or -NR4R5 radical, R2 and R3 are each hydrogen, C1- 6 alkyl or aryl, R4 is hydrogen, C1- 6 alkyl, aryl or C2- 6 alkenyl, R5 is hydrogen, C1- 6 alkyl or C2- 6 alkenyl.  The polyol (2) may be a simple polyol, an alkoxylated derivative thereof, an alkanolamine, or a polyolamine prepared in situ by the alkoxylation of a mono- or poly-amine containing at least 2 reactive hydrogens; many examples are given.  Specified alkylene oxides are glycidol, propylene oxide, butylene oxides, n-hexylene oxides, cyclobutylene oxide and cyclohexlene oxide. Suitable catalysts may be organic or inorganic; alkali metal hydroxides and alkoxides are preferred. A solvent, in addition to the polyol may be added, e.g. dimethylsulphoxide.  The product is treated with acid to neutralize the basic catalyst to a pH of 5-9 and decolorized, e.g. by adsorptive clay.  The examples describe the copropoxylation of (1) melamine and pentaerythritol, (2) melamine and glycerol, (3) acetoguanamine and pentaerythritol, (4) benzoguanamine and pentaerythritol, (5) acetoguanamine and triethanolamine, (6) benzoguanamine, triethanolamine and pentaerythritol, (7) acetoguanamine, propoxylated tolylenediamine and pentaerythritol, (8) acetoguanamine, propoxylated glycerol and pentaerythritol, (9) propoxylated triethanolamine, benzoguanamine and pentaerythritol, (10) propoxylated triethanolamine, acetoguanamine and pentaerythritol, (11) triethanolamine, acetoguanamine and sorbitol, and (12) propioguanamine and triethanolamine.ALSO:Coalkoxylated compositions suitable for preparing polyurethane foams are prepared by heating (1) an amino-1,3,5-triazine having at least 2 amino groups (2) at least one polyol capable of dissolving the triazine, and (3) a basic catalyst, and passing in (4) an alkylene oxide containing 3 to 8 carbon atoms.  Preferred weight ratio of (1) to (2) is 10:90 to 90:10 and ratio of (1) + (2) to (4) is between 1:2 and 1:125.  Suitable reactants (1) are melamines and guanamines of the formula <FORM:1064148/C3/1> wherein R is a hydrogen, C1- 6 alkyl, aryl, heterocyclic or -NR4R5 radical, R2 and R3 are each hydrogen, C1- 6 alkyl or aryl, R4 is hydrogen, C1- 6 alkyl, aryl or C2- 6 alkenyl, R5 is hydrogen, C1- 6 alkyl or C2- 6 alkenyl.  The polyol (2) may be a simple polyol, an alkoxylated derivative thereof, an alkanolamine, or a polyolamine prepared in situ by the alkoxylation of a mono-or poly-amine containing at least 2 reactive hydrogens; may examples are given.  Specified alkylene oxides are glycidol, propylene oxide, butylene oxides, n-hexylene oxides, cyclobutylene oxide and cyclohexylene oxide.  Suitable catalysts may be organic or inorganic; alkali metal hydroxides and alkoxides are preferred. A solvent, in addition to the polyol, may be added, e.g. dimethylsuplphoxide.  The product is treated with acid to neutralize the basic catalyst to a pH of 5-9 and decolorized e.g. by adsorptive clay.  The products are converted into polyurethane foams by reaction with polyisocyanates, a foaming agent and a catalyst. Suitable isocyanates are toluylene diisocyanate; methylene bis - (4 - phenyl - isocyanate) 3,31-bitolylene - 4,41 - di - isocyanate; 3,31 - dimethoxy - 4,41 - di - isocyanate di - phenyl, naphthalene -1,4 - diisocyanate, hexamethylene diisocyanate, polymethylene polyphenyl isocyanate and 1,4-phenylene di-isocyanate. Prepolymers may also be formed using an excess of isocyanate; these are subsequently reacted with additional polyol, with or without additional di-isocyanate.  Specified blowing agents are water and halogenated hydrocarbons.  Suitable catalysts are tertiary amines and salts (e.g. of antimony, tin and iron). Suitable emulsifiers are silicone oils and soaps.  Specified additives are fillers (e.g. clay, calcium carbonate and calcium sulphate), dyes, fibrous glass, asbestos, synthetic fibres, plasticizers, deodorants and anti-oxidants.  The examples describe the copropoxylation of (1) melamine and pentaerythritol, (2) melamine and glycerol, (3) acetoguanamine and pentaerythritol, (4) benzoguanamine and pentaerythritol, (5) acetoguanamine and triethanolamine, (6) benzoguanamine, triethanolamine and pentaerythritol, (7) acetoguanamine, propoxylated tolylenediamine and pentaerythritol, (8) acetoguanamine, propoxylated glycerol and pentaerythritol, (9) propoxylated thriethanolamine, benzoguanamine and pentaerythritol, (10) propoxylated triethanolamine, acetoguanamine and pentaerythritol, (11) triethanolamine, acetoguanamine and sorbitol, and (12) propioguanamine and triethanolamine.  The coalkoxylated products of Examples (2)-(12) are converted to polyurethane foams by reaction with toluyl di-isocyanate, various catalysts, a silicone emulsifier and a fluorinated hydrocarbon foaming agent.