Ciba Specialty Chemicals Corporation

Armando Di Teodoro

Dieter Reinehr

Rudolf Zink

Werner H&ouml;lzl

Urs Burckhardt

Hanspeter Sauter

Uwe Gronde

There is described a process for the preparation of halogenated hydroxydiphenyl compounds of formula (1) by acylation of a halogenated benzene compound (first stage), etherification of the acylated compound with a halogenated phenol compound, which is not further substituted in the ortho-position (second stage), oxidation of the etherified compound (third stage) and hydrolysis of the oxidized compound in a fourth stage, wherein the reaction of the second stage is carried out in the presence of K CO and any desired copper catalyst, where K CO is used in a concentration of from 0.5 to 30 mol, based on the phenol compound employed of formula (6), according to the reaction scheme (I) in which R and R independently of one another are F, Cl or Br; R and R independently of one another are hydrogen; or C -C alkyl; m is 1 to 3; and n is 1 or 2. The compounds of formula (1) are used for protecting organic materials and articles from microorganisms.

Process for the preparation of halogenated hydroxydiphenyl compounds

A description is given of a three-step process for the preparation of 4,4&prime;-dihalogen-o-hydroxydiphenyl compounds of formula (1) which comprises: a) hologenating an alkoxyphenol of formula (6) (&equals;a ), reacting the resulting halogenated phenol compound of formula (5) with p-dihalobenzene of formula (4 ) in the presence of copper and/or copper salts to the diphenyl ether compound of formula (2) (&equals;a ) and subsequent ether fission to the diphenyl ether compound of formula (1) (&equals;a ); or b) reacting an alkoxyphenol of formula (6) with the halophenol of formula (4 ) to the compound of formula (3) (&equals;b ), then halogenating this compound (&equals;b ) and subsequent ether fission of the resulting compound of formula (2) to the diphenyl ether compound of formula (1) (&equals;b ). The compounds of formula (1) are used for protecting organic materials and objects against microorganisms.

Process for the preparation of 4,4&prime;-dihalogen-o-hydroxydiphenyl compounds

A process for the preparation of halohydroxydiphenyl compounds useful for protecting organic materials and articles from microorganisms, of the formula

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Rheinfelden, Germany

Armando Di Teodoro