Carbamate and carbonate salts of tertiary amines
AssigneeAir Products and Chemicals, Inc.
InventorIbrahim S. Bechara
Life of this patent
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Abstract
Novel carbamic and carbonic acid derivatives are provided by simultaneous reaction of a secondary amine and a tertiary amine with carbon dioxide. These derivatives correspond in general to the formula ##STR1## in which R.sub.1 and R.sub.2 may be individual substituents attached to the N or together form with N a heterocyclic moiety; R.sub.3, R.sub.4, R.sub.5 may be individual short chain alkyl or hydroxyalkyl substituents on the N or form therewith a monocyclic or bicyclic heterocyclic moiety. These described compounds find particular use as heat activatable delayed action catalysts especially for use in polyurethane formulations.
Claims20
The method for producing carbamate and carbonate salts of tertiary amines which comprises admixing a secondary amine with a tertiary amine in the presence of carbon dioxide under reaction conditions.
Compounds of the formula ##STR29## wherein R.sub.1 and R.sub.2 are independently alkyl groups of 1 to 20 carbons, which alkyl groups may contain one or more hydroxyl groups, or R.sub.1 and R.sub.2 are carbon containing radicals joined to form with N a hetero ring of 5 to 6 members;
- R.sub.3, R.sub.4 and R.sub.5 are independently alkyl groups of 1 to 3 carbons, hydroxyalkyl groups of 1 to 3 carbons, or they can be organic radicals joined in a monocyclic or bicyclic hetero ring providing a cyclic tertiary amine moiety;
- or one of the groups R.sub.1, R.sub.2, R.sub.3, R.sub.4 or R.sub.5 is an ethylene radical attached to another dialkyl amino alkyl group by an oxygen atom forming a ditertiary amine of the formula:
- ##STR30## where each R.sub.6 independently is an alkyl group of 1 to 3 carbon atoms;
- n and m are independently 2 or 3.
In methods for the production of polyurethane by reaction of an organic isocyanate compound with a polyol, the improvement which comprises promoting said reaction with a catalyst composition comprising a tertiary amine salt of a carbamic acid compound, the nitrogen component of the carbamic acid comprising a substituent or substituents forming a secondary amine moiety.
Dependencies are inferred from the claim text.