Abstract To study the relationship between structure and properties of members of the lipidic thiobis phenol series, as extreme pressure additives in lubricants, a series of homologous compounds has been synthesised by the reaction of alkylphenols with sulphur dichloride. The isomeric n-nonylphenols have been reacted to form the C9 isomeric 2, 2′-and 4, 4′- thiobisphenols. Longer alkyl side-chains resulted mainly in the formation of 4, 4′- ...