Patent GB-1033387-A (GB)
Title: New hydroxyphenyl-1,3,5-triazines, methods for their production and their use
IPC: C09K15/30
Filed: 1963-10-28
Abstract: Hydroxyphenyltriazines of formula <FORM:1033387/C4-C5/1> where X is hydrogen or methyl are used as U.V. protecting agents in soaps.ALSO:Hides, skins and leather may be protected against heat, air or ultra-violet light by means of hydroxphenyltriazines of formula <FORM:1033387/C6-C7/1> where X is hydrogen or methyl.ALSO:The invention comprises compounds of formula <FORM:1033387/C2/1> where X is hydrogen or methyl.  They may be prepared by Friedel-Crafts condensation of a compound of formula <FORM:1033387/C2/2> with resorcinol, to give a compound of formula <FORM:1033387/C2/3> and etherifying the para hydroxy group in known manner. Alternatively the above monochloro-1,3,5-triazines may be condensed with a 1,3-dialkoxy benzene of formula <FORM:1033387/C2/4> in a Friedel-Crafts reaction, the ortho-alkoxy group (Z1) being split in the reaction.  The products are used to protect organic materials of many types against heat, air and, particularly, ultra-violet irradiation.  The compound of formula <FORM:1033387/C2/5> is prepared as an intermediate in the first of the above processes.ALSO:Hydroxyphenyltriazines of formula <FORM:1033387/C3/1> where X is hydrogen or methyl may be used as heat, air or U.V. protecting agents for polymeric materials including:  epoxy resins, polyester resins, vinyl resins, polystyrene resins, alkyd resins, aldehyde resins such as phenol-, urea- or melamine-formaldehyde resins, emulsions of synthetic resins, rubber, latex, balata, gutta-percha, polychloroprene, olefinic polysulphides, polybutadiene, butadiene-styrene or butadiene-acrylonitrile copolymers; lacquers and films based on cellulose esters, vinyl acetate, polyvinyl chloride, polyvinylidene chloride, copolymers from vinyl chloride and vinylidene chloride, alkyd lacquers, polyethylene, polypropylene, polyamides, polyacrylonitrile and polyesters; polyamide and polyacrylonitrile spinning masses.  The triazines may be added before, during or after polymerization.ALSO:Cosmetic preparations such as perfumes, bath salts, skin and face creams, powder, repellants and sun-protection oils and creams contain as U.V. protection agents hydroxyphenyltriazines of formula <FORM:1033387/A5-A6/1> where X is hydrogen or methyl.ALSO:Hydroxyphenyltriazines of formula <FORM:1033387/B1-B2/1> where X is hydrogen or methyl may be used as heat, air of U. V. protecting agents in coatings for textiles and paper, for instance those based on starch or caslin or on plastics derived from, for example, vinyl acetate or acrylic acid derivatives.ALSO:Hydroxyphenyltriazines of formula <FORM:1033387/D1-D2/1> where X is hydrogen or methyl are used to protect organic materials from U.V., heat or air.  Materials protected include: textile fibres, threads, yarn, woven or knitted goods or felt derived from wool, silk, cotton, hemp, flax, linen, jute, ramie, regenerated cellulose, polyacrylonitrile, polyvinylchloride, polyolefines, polyesters or polyamides; feathers, hair, straw, wood, wood pulp, paper, cardboard, hardboard and Hollander pulp. In Example 8, a polyamide fibre is placed in an aqueous-alcoholic dispersion of one of the triazines which is then heated to boiling and the fabric rinsed and dried.