Maleimidomethyl-carbonate polyethers
AssigneeThe United States of America as represented by the Secretary of the Navy
InventorsAlbert A. DeFusco, Eugene C. Martin
Life of this patent
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Abstract
Aliphatic polyethers having at least two N-methylmaleimide groups chemica joined thereto by a carbonate linkage are provided and a method for making such compounds. The hydroxy-terminated aliphatic polyether, such as polypropylene glycol, is initially reacted with carbonyl chloride to form the chloroformate. The polyether chloroformate derivative is then reacted with N-hydroxymethylmaleimide yielding the bis or tris(maleimidomethyl)carbonate of said polyether.
Claims8
A method for the preparation of maleimidomethyl carbonate terminated polyalkylene oxides of the formula:
- ##STR3## where n is from 6 to 7, said method comprising:
- adding a solution of carbonyl chloride at -3.degree. C. to a solution of a polyalkylene oxide at -3.degree. C.;
- stirring said reaction mixture for about 12 hours at room temperature under an inert gas;
- adding ether to said reaction mixture to form a precipitate and filtering said precipitate;
- dissolving said precipitate in dry dimethoxyethane at room temperature under an inert gas;
- adding a solution of N-hydroxymethylmaleimide at room temperature under an inert gas;
- stirring said reaction mixture for about 12 hours under an inert gas;
- adding ether to said reaction mixture to cause a precipitate and filtering said precipitate;
- and
- evaporating said filtrate to yield the product.
A method according to claim 13 wherein said polyalkylene oide is a polypropylene glycol having ether linkages and a molecular weight of about 425.
As a composition of matter the bis(maleimidomethyl) carbonate of polypropylene glycol of molecular weight 425.
A method for the preparation of maleimidomethyl carbonate terminated polyalkylene oxides of the formula:
- ##STR4## where n is from 23 to 24, said method comprising:
- adding a solution of carbonyl chloride at -3.degree. C. to a solution of a polyalkylene oxide at -3.degree. C.;
- stirring said reaction mixture for about 12 hours at room temperature under an inert gas;
- adding ether to said reaction mixture to form a precipitate and filtering said preciptiate;
- dissolving said precipitate in dry dimethoxyethane at room temperature under an inert gas;
- adding a solution of N-hydroxymethylmaleimide at room temperature under an inert gas;
- stirring said reaction mixture for about 12 hours under an inert gas;
- adding ether to said reaction mixture to cause a precipitate and filtering said precipitate;
- and
- evaporating said filtrate to yield the product.
As a composition of matter the tris(maleimidomethyl) carbonate of the polypropyleneoxy derivative of trimethylol propane of molecular weight 4542.
Dependencies are inferred from the claim text.