The United States of America As Represented by the Secretary of

Robert R Mod

Frank C Magne

Gene Sumrell

Arthur F Novak

Jett C Arthur, Jr

James A Harris

Mene Sumrell

Ronald E Koos

This invention relates to addition products of dialkylphosphorodithioic acid, hexachlorocyclopentadiene, or bromotrichloromethane to unsaturated or epoxy fatty acid amides and esters. These products are useful as extreme pressure lubricants and additives.

Fatty acid-derived lubricants and additives

Acetylthio amides and esters were prepared by the free radical addition of thiolacetic acid to the terminal and nonterminal double bonds of N-substituted fatty amides and fatty esters. The free radical additions of the thiolacetic acid to the unsaturated compounds were initiated by irradiation using cobalt-60. The process using irradiation with cobalt-60 was also used to bring about the addition of bromotrichloromethane to N-substituted fatty amides and fatty esters to produce halogen-containing amides and esters. These new sulfur or halogen-containing compounds were found to have antimicrobial activity and to possess properties making them useful as antimicrobial agents.

Antimicrobial fatty acid derivatives

Sulfur-containing long chain fatty ester-amides have been prepared by the addition of mercaptoacetic acid to the terminal and nonterminal double bonds of unsaturated amides followed by esterification of the carboxyl group with the appropriate alcohol. These compounds exhibit antimicrobial activity and have properties making them useful as antimicrobial agents.

Sulfur-containing antimicrobial ester-amides

Heterocyclic fatty acid amides

Phosphonated N,N-disubstituted fatty amides were prepared by the free radical addition of dialkyl phosphites to terminal and nonterminal double bonds of N,N-disubstituted amides. The free radical additions of the dialkyl phosphites to the unsaturated amides were initiated by irradiation with gamma radiation from cobalt-60. These new compounds exhibit antimicrobial activity.

Process for the preparation of phosphonated N,N-disubstituted fatty

Phosphonated N,N-disubstituted fatty acid morpholine derivatives were prepared by the free radical addition of dialkyl phosphites to terminal and nonterminal double bonds of N,N-disubstituted fatty acid morpholine derivatives. The free radical additions of the dialkyl phosphites to the unsaturated fatty acid morpholine derivatives were initiated by irradiation with gamma radiation from cobalt-60. These new compounds exhibit antimicrobial activity.

Phosphonated N,N-disubstituted fatty morpholines as bacterial and

N,N-Dibutyloleamide mixed with a slight excess of dibutyl phosphite and exposed to ultraviolet radiation reacts to yield N,N-dibutyl-9(10)-dibutylphosphonooctadecanamide, which is useful in imparting antimicrobial activity to cellulosic textiles and other articles.

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New Orleans, LA, United States of America

Robert R Mod