Patent GB-1018107-A (GB)
Title: New aryl-1,3,5-triazines,process for their preparation and their use
IPC: A61Q17/04
Filed: 1964-01-16
Abstract: Ultra-violet light screening agents of the general formula <FORM:1018107/C4-C5/1> in which A stands for -O-, -S- or -NH-, or the group = N-Q (in which Q is an alkyl or hydroxyalkyl group); X is an alkyl, hydroxyalkyl, naphthalene or benzene residue bound through a cyclic carbon atom to A, or, if A is -NH- it may be a hydrogen atom; Y is a naphthalene or benzene residue bound through a cyclic carbon atom to the triazine ring; Z is a halogen atom or a residue Y, at least one of X, Y, and Z represents a naphthalene or benzene residue which contains a hydroxyl group in a position vicinal to the bond to A or to the triazine ring, are used to protect hydrophobic substances containing oil, fat or wax, e.g. candles, floor polishes, furniture polishes, floor stains or wood stains. The compounds may also be added to soaps.ALSO:Ultra-violet light screening 1,3,5-triazine compounds of the general formula <FORM:1018107/C6-C7/1> in which A stands for -O-, -S- or -NH-, or the group =N-Q (in which Q is an alkyl or hydroxyalkyl group); X is an alkyl, hydroxyalkyl, naphthalene or benzene residue bound through a cyclic carbon atom to A, or, if A is -NH- it may be a hydrogen atom; Y is a naphthalene or benzene residue bound through a cyclic carbon atom to the triazine ring; Z is a halogen atom or a residue Y, at least one of X, Y and Z represents a naphthalene or benzene residue which contains a hydroxyl group in a position vicinal to the bond  to A or to the triazine ring, are used to protect furs and hairs of animal origin and also leathers made from pelts and hides by natural or chemical tanning against deterioration.ALSO:Ultra-violet light screening agents of the general formula <FORM:1018107/C3/1> in which A stands for -O-, -S- or -NH-, or the group = N-Q (in which Q is an alkyl or hydroxyalkyl group); X is an alkyl, hydroxyalkyl, naphthalene or benzene residue bound through a cyclic carbon atom to A, or, if A is -NH- it may be a hydrogen atom; Y is a naphthalene or benzene residue bound through a cyclic carbon atom to the triazine ring; Z is a halogen atom or a residue Y, at least one of X, Y, and Z represents a naphthalene or benzene residue which contains a hydroxyl group in a position vicinal to the bond to A or to the triazine ring, are used to protect polymers by incorporating a small amount in the polymer. Polymers specified are polyacrylonitrile, PVC, polyolefines, polyvinylidene chloride, copolymers from vinyl chloride and vinylidene chloride, alkyd lacquers, polyester resins, vinyl resins, polystyrene resins, natural rubber-like materials, synthetic vulcanizable materials, polyesters, polyamides, alkyd resins, aldehyde resins e.g. condensation products of formaldehyde with phenol, urea or melamine, epoxy resins.  The compounds may also be incorporated in lacquers and films of acetylcellulose, cellulose propionate, cellulose butyrate, cellulose acetate/butyrate and cellulose acetate/propionate mixtures, and nitrocellulose.  In examples the compounds are incorporated with (10) nylon 66 and titanium dioxide; and (13) a water-soluble 1:2-melamine-formaldehyde condensate, dimethyl formamide and water.ALSO:The invention comprises ultra-violet light screening agents of the general formula <FORM:1018107/C2/1> in which A stands for -O-, -S- or -NH-, or the group = N-Q (in which Q is an alkyl or hydroxyalkyl group); X is an alkyl, hydroxyalkyl, naphthalene or benzene residue bound through a cyclic carbon atom to A, or, if A is -NH- it may be a hydrogen atom; Y is a naphthalene or benzene residue bound through a cyclic carbon atom to the triazine ring; Z is a halogen atom or a residue Y, at least one of X, Y, and Z represents a naphthalene or benzene residue which contains a hydroxyl group in a position vicinal to the bond to A or to the triazine ring.  The compounds are prepared by condensing a hydroxybenzene or hydroxy-naphthalene compound with cyanuric chloride in an anhydrous medium in the presence of a Friedel-Crafts catalyst and then replacing one of the two or the remaining chlorine atom in known manner by a residue -A-X.  If the benzene or naphthalene compound condensing agent does not contain a hydroxy group, then X must contain a hydroxy group.ALSO:Ultra-violet light screening agents of the general formula <FORM:1018107/D1-D2/1> in which A stands for -O-, -S- or -NH-, or the group = N-Q, (in which Q is an alkyl or hydroxyalkyl group); X is an alkyl, hydroxyalkyl, naphthalene or benzene residue bound through a cyclic carbon atom to A, or, if A is -NH- it may be a hydrogen atom; Y is a naphthalene or benzene residue bound through a cyclic carbon atom to the triazine ring; Z is a halogen atom or a residue Y, at least one of X, Y, and Z represents a naphthalene or benzene residue which contains a hydroxyl group in a position vicinal to the bond to A or to the triazine ring, are used to protect feathers and textile materials.  The textiles may be in the form of fibres, filaments, yarns, fabrics or felts and may consist of wool, silk, cotton, hemp, flax, linen, jute, ramie, semi-synthetic or synthetic materials.  The compounds may also be added to straw, wood, wood pulp, paper, cardboard or hardboard. They may be added to paper pulp e.g. hollander pulp.ALSO:Ultra-violet light-screening agents of the general formula, <FORM:1018107/A5-A6/1> in which A stands for -O-, -S-, or -NH-, or the group = N-Q, (in which Q is an alkyl or hydroxyalkyl group); X is an alkyl, hydroxyalkyl, naphthalene or benzene residue bound through a cyclic carbon atom to A, or, if A is -NH- it may be a hydrogen atom; Y is a naphthalene or benzene residue bound through a cyclic carbon atom to the triazine ring; Z is a halogen atom or a residue Y, at least one of X, Y, and Z represents a naphthalene or benzene residue which contains a hydroxyl group in a position vicinal to the bond to A or to the triazine ring, are used to protect cosmetic preparations, e.g. perfumes, dyed soaps, bath-salts, skin and face creams, powders, repellants, sunburn oils and creams, against deterioration.