Patent GB-1019371-A (GB)
Title: Tris phenolic compounds
Inventor: RANSON DEREK
IPC: C11B5/00
Filed: 1961-10-17
Abstract: The parent Specification describes tris-(hydroxyphenyl) propane compounds in which the hydroxylhenyl groups are attached directly to a chain C-CH-CH, two of the groups being attached by the terminal carbon shown with a hydrogen atom attached thereto, and each hydroxyphenyl group carrying at least two hydrocarbon substitutents. This invention is now extended to compounds in which the hydroxyphenyl groups, which are attached to a propane chain as described above, are each substituted by a methylcyclohexyl group, preferably in o-position to the hydroxy group (see Division C2).  The hydroxyphenyl groups may contain other substituents also, e.g. a tert.-butyl group or an a ,a ,g ,g -tetramethylbutyl group, and, as in the parent Specification, the propane chain may form part of a longer alkyl chain.  The products are useful as antioxidants for vegetable and petroleum oils.ALSO:The parent Specification describes tris-(hydroxyphenyl) propane compounds in which the hydroxyphenyl groups are attached directly to a chain C-CH-CH, two of the groups being attached by the terminal carbon shown with a hydrogen atom attached thereto, and each hydroxyphenyl group carrying at least two hydrocarbon substituents.  This invention is now extended to compounds in which the hydroxyphenyl groups, which are attached to a propane chain as described above, are each substituted by a methylcyclohexyl group, preferably in o-position to the hydroxy group (see Division C2).  The hydroxyphenyl groups may contain other substituents also, e.g. a tert-butyl group or an a ,a ,g ,g -tetramethylbutyl group, and, as in the parent Specification, the propane chain may form part of a longer alkyl chain.  The products are useful as antioxidants for natural and synthetic rubbers, polyolefines and polyesters, and details are given of the use of one of the products in stabilizing polypropylene.ALSO:The parent Specification describes tris-(hydroxyphenyl)-propane compounds in which the hydroxyphenyl groups are attached directly to a chain C-CH-CH, two of the groups being attached by the terminal carbon shown with a hydrogen atom attached thereto, and each hydroxyphenyl group carrying at least two hydrocarbon substituents.  This invention is now extended to compounds in which the hydroxyphenyl groups, which are attached to a propane chain as described above, are each substituted by a methylcyclohexyl group, preferably in o-position to the hydroxy group. The hydroxyphenyl groups may contain other substituents also, e.g. a tert.-butyl group or an a ,a ,g ,g -tetramethylbutyl group, and, as in the parent Specification, the propane chain may form part of a longer alkyl chain.  The compounds may be prepared by condensing 3 mols. of an appropriately substituted phenol with 1 mol. of an a ,b -unsaturated aldehyde in the presence of a solvent and a condensing agent. In an example, 3-methyl-6-(1-methylcyclohexyl)phenol is first prepared by condensing m-cresol with cyclohexene in oleum, and the product is then condensed with crotonaldehyde in methyl alcohol in the presence of hydrochloric acid.  The products are useful as antioxidants (see Divisions C3 and C5).