Patent GB-794051-A (GB)
Title: Process for the production of foamed products
IPC: C08G18/18
Filed: 1955-08-18
Abstract: Carbamates of the formul  (C2H5)2NCH2CH2O.CONHC6H5 C18H37NHCOOCH2CH2N(C2H5)2\t and <FORM:0794051/IV (b)/1> respectively are prepared by reacting the corresponding isocyanates and amino-alcohol.  The first is converted to salts with (a) acetic, (b) mixed acetic and lauric, (c) mixed acetic and stearic, (d) mixed stearic and benzoic, (e) phenylacetic and (f) mixed acetic and paraffin sulphonic acids, the second is converted to its acetic acid salt, and the third to its salts with (a) mixed oleic and acetic acids, (b) a condensation product of sarcosine and oleic acid, (c) a mixture of acetic acid and the condensation product of lauric acid and methyl glycine.  The salts are used as catalysts in the preparation of polyurethanes (see Group IV (a)).ALSO:A process for the production of foamed polyurethane plastics comprises reacting a polyhydroxyl compound, a polyisocyanate and water in the presence of from 1 to 10 per cent by weight, based on the polyhydroxyl compound of one or more salts of an amine with at least one monocarboxylic acid or with a polycarboxylic acid containing more than two carboxylic acid groups or with a sulphonic acid or acid sulphuric acid ester.  Neutral, acid or basic salts may be used.  Polyesters having terminal carboxyl groups are not included in the term "polycarboxylic acid."  The acid and base may be added separately to different components of the reaction mixture.  The polyhydroxyl compounds are linear or branched polyesters and polyethers containing hydroxyl groups (which are, if desired, modified by diisocyanates and can also have hetero atoms in the chain), hydrogenated copolymerization products of carbon monoxide and ethylene and mixtures thereof. The salts employed also act as surface-active agents, by suitable choice of the acid or basic component.  For the preparation of the salt there are specified secondary aliphatic, araliphatic or aromatic amines, e.g. diethylamine, dibutylamine, diethanolamine, N-monomethylaniline and diphenylamine.  Specified tertiary amines are trialkylamines (which can contain hetero atoms such as oxygen or sulphur), amines of the formul  R2N-R1-NR2 or R2N(-R1-NR)nR1NR2 in which R represents a methyl or ethyl group, R1 represents an alkylene radical and n is an integer from 1 to 3, tertiary amines containing hydroxyl group (and esters, ethers and isocyanate reaction products thereof), hexahydrodimethylaniline, N-alkylpiperidines, N,N1-dialkylpiperazines, N-alkylpyrrolidines, N-alkyl-carbazoles, N-alkylmorpholines, oleyl amido-diethylamine, the tertiary amine from the reduction and methylation of abietic acid nitrile, the Mannich base from dodecylphenol, formaldehyde and dimethylamine and the reaction product of cogasine sulphochloride and asym. diethylethylene diamine.  Acids specified are acetic, ethoxyacetic, phenylacetic, propionic, crotonic, lactic, hydroxycaproic, citric, aconitic, tricarballic, benzoic, hydroxy- and alkoxy-benzoic and cinnamic acids, and monocarboxylic acids obtained by the diene synthesis. As acids with surface-active properties there are specified lauric, undecylenic, palmitic, stearic, oleic, linoleic, linolenic, ricinoleic and hydroxy stearic acids, naphthenic acids from petroleum, acid-sulphuric acid esters of e.g. castor oil. Reaction products of acid chlorides with amino-acids, alkyl - sulphonamido - acetic acids, mono-fatty acid esters of polyvalent alcohols sulphonated on free hydroxy groups, oleic acid esters of oxethane sulphonic acids, sulphuric acid esters of oleic acid ethylanilide, the condensation product of oleic acid and sulphanilic acid, reaction products of fatty acid chlorides with methyltaurine, the acid sulphuric acid esters of fatty acid ethanolamides, alkyl sulphuric acids from natural or synthetic alcohols, acids obtained from natural or synthetic paraffins by sulphochlorination and acid sulphuric acid esters of fatty alcohol oxethylation products are also suitable.  In Example (1) portions of an hydroxy-polyester obtained by reacting adipic acid, diethylene glycol and trimethylol propane have added (a) an aqueous solution of the neutral salt of acetic acid and the amine (from the reaction of phenyl isocyanate and N-diethylaminoethanol) of the formula: (C2H5)2N.CH2CH2OCONHC6H5 (b) an aqueous solution of the salt of mixed lauric and acetic acids with the same amine; (c) an aqueous solution of mixed acetic and stearic acid salts of the same amine respectively.  A foamed product is obtained on adding mixed tolylene 2,4- and 2,6-diisocyanates.  In similar examples there are employed (2) the polyester of (1), a neutral salt of benzoic and stearic acids with the amine of (1), and mixed tolylene-2,4- and 2,6-diisocyanates in various proportions; (3) a basic salt of the tertiary amine of (1) with phenylacetic acid; (4) a neutral cation-active salt of acetic acid with a mixture of the amine used in (1) and an amine of the formula: C18H37NHCOOCH2CH2N (C2H2)2 (5)(a) a mixture of excess mixed oleic and acetic acids with a tertiary amine obtained by reacting tolylene 2,4-diisocyanate with N-diethylaminoethanol; (b) a mixture of the same amine with excess of a mixture of acetic acid and the acid product obtained by condensation of oleic acid chloride with sarcosine; (6) the amine referred to in Example (5) (a), mixed toluylene diisocyanates, a polyester from adipic and phthalic acids and trimethylol propane and a polyester from adipic acid, trimethylol propane and 1,3-butylene glycol; (7) a neutral salt of the amine of Example (1) with a mixture of acetic and paraffin sulphonic acids; (8) the polyester mixture of Example (6), toluylene diisocyanate and a salt of the amine of Example (5) with excess of a mixture of acetic acid and the condensation product of lauric acid and methyglycine; (9) the polyester mixture of Example (6), toluylene diisocyanate and the salt of N-diethylaminoethyl phenyl ether with excess of a mixture of acetic and the condensation product of lauric acid and methyl glycine; (10) a reaction product of an adipic acid/glycol polyester with excess toluylene diisocyanate and the amine salt of Example (9); (11) a polyester from adipic acid, diethylene glycol and trimethylol propane, bis-diethyl ethanolamine adipate, water, toluylene diisocyanate and diethylamine oleate; (12) the polyester of Example (11), bis-diethylethanolamine adipate, water, sulphonated castor oil, oleic acid and toluylene diisocyanate.