C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
260/469, 260/541
C07C 311/56 (2006.01) C07C 273/18 (2006.01)
Patent
CA 1100522
Abstract of the Disclosure A process is disclosed for selectively making trans-cyclohexane-1,4-diisocyanate, trans-cyclohexane- 1,4-diamine, a trans-cyclohexane-1,4-diurethane, a trans- cyclohexane-1,4-diurea and trans-cyclohexane-1,4-di- sulphonyl urea by reacting ammonia with a mixture of cis and trans cyclohexane-1,4-dicarboxylic acid, a lower alkyl ester, a glycol ester, an oligomeric ester or a polyester to make a solid trans-dicarboxylic acid diamide in a first step. The diamide is chlorinated to form cyclohexane-1,4-dicarboxylic acid-bis- N-chloramide. The latter compound is then converted into a (a) trans-cyclohexane-1,4-diamine with an alkali metal hydroxide or alkaline earth metal hydroxide; or into a (b) a trans-cyclohexane-1,4-diurethane by reac- tion with an alcohol or glycol in a reaction mixture containing an alkali metal hydroxide or alkaline earth metal hydroxide; or into (c) a trans-cyclohexane-1,4-diurea by reaction with a primary or secondary amine in a reaction mixture containing an alkali metal hydroxide or alkaline earth metal hydroxide; or into a (d) trans-cyclohexane-1,4-sulphonyl urea by reaction with a primary sulphonamide in a reaction mix- ture containing an alkali metal hydroxide and dimethyl formamide and water. The diurea prepared in (c) may be converted into trans- cyclohexane-1,4-diisocyanate with gaseous hydrogen chloride in an inert solvent. The diurethane prepared in (b) and the disulphonyl urea prepared in (d) may be thermally decomposed into trans-cyclohexane-1,4-diiso- cyanate.
298719
Bergfeld Manfred
Zengel Hans
Akzona Incorporated
Swabey Ogilvy Renault
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