Isocynate derivatizing agent and methods of production and use
AssigneeThe United States of America as represented by the Department of Health and Human Services
InventorRobert P. Streicher
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Abstract
An organic compound useful for detecting the total quantity of isocyanate in an environmental sample is provided. The compound is 9-anthrcenylmethyl-1-piperazinecarboxylate (PAC), an isocyanate derivatizing agent. A process for producing PAC and methods for detecting a particular isocyanate monomer or the total isocyanate in environmental samples using PAC & related isocyanate derivatizing agents are also provided.
Claims24
A compound having the following formula:
- wherein R comprises a radical having a single isocyanate-derivatizing functionality comprising a primary or secondary amine.
A process for preparing 9-anthracenylmethyl-1-piperazinecarboxylate (PAC) comprising:
- (a) reacting 9-anthracenemethanol, pyridine, and p-nitrophenyl chloroformate to produce anthrylmethyl p-nitrophenyl carbonate;
- (b) isolating the anthrylmethyl p-nitrophenyl carbonate produced in step (a);
- and
- (c) reacting the anthrylmethyl p-nitrophenyl carbonate isolated in step (b) with piperazine to produce 9-anthracenylmethyl-1-piperazine-carboxylate.
A method for determining the total amount of isocyanate in a sample comprising:
- (a) contacting the sample with an isocyanate-derivatizing agent having the following formula:
- wherein R comprises a radical of a primary or secondary amine to form a mixture of ureas;
- (b) separating the mixture of ureas from unreacted derivatizing agent;
- (c) reacting the ureas with sodium thiomethoxide to form 9-anthracenylmethyl methyl sulfide;
- and
- (d) quantifying the amount of 9-anthracenylmethyl methyl sulfide produced.
A method for determining the amount of individual isocyanates in a sample comprising:
- (a) contacting the sample with an isocyanate-derivatizing agent having the following formula:
- wherein R comprises a radical of a primary or secondary amine to form a mixture of ureas;
- (b) detecting individual ureas within the sample;
- (c) quantifying the amount of urea, wherein the amount of urea corresponds to the individual isocyanate being determined.
A method for determining the total amount of isocyanate on a solid or particle surface comprising:
- (a) contacting a solid or particle surface with an isocyanate-derivatizing agent having the following formula:
- wherein R comprises a radical of a primary or secondary amine;
- (b) treating the solid or particle surface with a solvent to extract excess isocyanate-derivatizing agent;
- (c) treating the solid or particle surface with sodium thiomethoxide to form 9-anthracenylmethyl methyl sulfide;
- and
- (d) quantifying the amount of 9-anthracenylmethyl methyl sulfide produced.
Dependencies are inferred from the claim text.