37360
Editor
Barry, Sheila; Houghton, D.R.; Llewellyn, G.C.; O'Rear, C.E.
Title Of Article Chaper
Tailoring of microbicides for material protection: the trihalogenmethylthio group in various microbicides
Title Of Journal Book
Biodeterioration 6: papers presented the 6th International Biodeterioration Symposium, Washington, D.C., August 1984
Pages
79-88
Collation
7 tables, 2 figs.
Reference Bibliography
refs.
Publisher
CAB International
Publisher City
Wallingford
ISBN
085198-555-6
Language Of Text
English
Language Of Summary
English
Literature Type
Monograph : Proceedings
Literature Level
Analytic
Meeting
International Biodeterioration Symposium (6th : 1984 : Washington, D.C.)
Meeting City
Washington
Abstract
Fungicidal and algicidal substances are obtained by reacting acidic R<sub>1</sub>R<sub>2</sub>N-H compounds with C1-S-CX<sub>3</sub> (X = halogen) to N-tri= halogenmethylthio compounds (R<sub>1</sub>R<sub>2</sub>N-S-CX<sub>3</sub>). The toxophoric group preferred is the S-CCl<sub>2</sub>F group. The mechanism of action of the trihalogenmethylthio compounds is based on the N-S bond's capacity to open and thus to react with nucleophilic groups, e.g., SH groups. Optimum effectiveness is achieved with compounds whose N-S bond has a medium stability. A measure characterizing the stability is the rate of hydrolysis at a pH of, say 8. Hydrolysis yields cleavage products that are void of microbicidal effectiveness and no longer ecotoxic. Taking account of these facts, it is possible to select, from the wide range of trihalogenmethylthio compounds already available, microbicides with such chemico-physical and toxicological properties as are suited to defined uses, e.g., as fungicides and algicides in plastics, paint films, wood preservatives, and antifouling coatings. The tailoring of microbicides is a further interesting possibility.
pub_id
37360
Meeting Date
19840000