| PATENT ASSIGNEE'S COUNTRY | UK |
| UPDATE | 12.99 |
| PATENT NUMBER | This data is not available for free |
| PATENT GRANT DATE | 07.12.99 |
| PATENT TITLE |
Methods of finishing textile materials |
| PATENT ABSTRACT |
The compounds of the s-triazine series of formula I ##STR1## wherein the symbols R.sub.1, R.sub.2, R.sub.3, X and n possess the significances given in claim 1, are eminently suitable, when applied to textile material, as UV-absorbers, as resist agents for anionic dyes, and as stain blockers. |
| PATENT INVENTORS | This data is not available for free |
| PATENT ASSIGNEE | This data is not available for free |
| PATENT FILE DATE | 13.03.98 |
| PATENT FOREIGN APPLICATION PRIORITY DATA | This data is not available for free |
| PATENT REFERENCES CITED |
Journal of Heterocyclic Chemistry, Lowe et al., vol. 13, 1976, pp. 829-833. "The Chemistry of Synthetic Dyes", K. Venkataraman, vol. V, Academic Press, New York & London, 1971, pp. 538-543 & 573. C. A. 100: 105050, 1984. C. A. 98: 55536, 1983 (Hanguk). C. A. 97: 199537, 1982 (Norek). Chemical Abstracts of: 95794d; 79671f, 1976. |
| PATENT CLAIMS |
I claim: 1. A method for finishing hydroxyl- or amino-group-containing textile materials which comprises treating said textile materials with an amount effective for imparting the finishing properties of UV-absorption, stain-blocking, or as an improved resist agents for anionic dyes, to said textile materials, of a water soluble compound of the general formula I: ##STR6## wherein R.sub.1 when n=0, signifies the radical of an aromatic, cycloaliphatic, heterocyclic diamine or diamide which optionally bears 1 or 2 further substituents, or the radical of a C.sub.1-22 -aliphatic diamine or diamide which optionally bears 1 or 2 substituents or is interrupted by hetero atoms, or when n=1, signifies the radical of an aromatic, C.sub.3-12 -aliphatic or cycloaliphatic triamine or triamide, each R.sub.2 independently signifies a --NH--, --O--, --S--, --*NHCO-- or --*OCO-- bridge, where * signifies an atom bonded to the triazine ring, each R.sub.3 independently signifies a C.sub.1-12 -aliphatic, cycloaliphatic, mono- or binuclear, aromatic or heterocyclic radical, wherein these radicals may bear 1 or 2 substituents, each X independently signifies fluorine, chlorine, or bromine, and n signifies 0 or 1. 2. A method according to claim 1 for finishing hydroxyl- or amino-group-containing textile materials which comprises treating said textile materials with an amount effective for imparting the finishing properties of UV-absorption, stain-blocking, or as an improved resist agents for anionic dyes, to said textile materials, in which the UV absorption is in the UVB- and UVC-wave length, thereby providing protection from skin damage to the wearer of garments made subsequently from said treated textile materials. 3. A method according to claim 1 for finishing hydroxyl- or amino-group-containing textile materials which comprises treating said textile materials with an amount effective for imparting the finishing properties of UV-absorption, stain-blocking, or as an improved resist agents for anionic dyes, to said textile materials, in which the compound of Formula I has the substituents: R.sub.1 is phenylene diamine, propylene diamine or ethylene diamine, optionally substituted with 1-2 substituents chlorine, bromine, methyl, or C.sub.1-2 alkoxy; X is fluorine or chlorine; R.sub.2 is an amino bridge; and R.sub.3 is phenylene substituted with 1 or 2 sulfonic acid groups. 4. A method according to claim 3 for finishing hydroxyl- or amino-group-containing textile materials which comprises treating said textile materials with an amount effective for imparting the finishing properties of UV-absorption, stain-blocking, or as an improved resist agents for anionic dyes, to said textile materials, in which R.sub.3 is phenylene substituted with 1 sulfonic acid group. 5. A method according to claim 4 in which the sulfonic acid group is para to the sulfonic acid group. |
| PATENT DESCRIPTION |
The invention relates to compounds of the s-triazine series, which are eminently suitable as UV-absorbers when applied in the field of textiles, and which in addition bestow stainblocking properties on the textile material treated therewith. In addition, the places on the textile material that have been treated with the new compounds show a resist action towards anonic dyes. The new compounds correspond to formula I ##STR2## wherein R.sub.1 when n=0, signifies the radical of an aromatic, cycloaliphatic, heterocyclic diamine or diamide which optionally bears 1 or 2 further substituents, or the radical of a C.sub.1-22 -aliphatic diarnine or diamide which optionally bears 1 or 2 substituents and/or is interrupted by hetero atoms, or when n=1, signifies the radical of an aromatic, C.sub.3-12 -aliphatic or cycloaliphatic triamine or triamide, each R.sub.2 independently signifies a --NH--, --O--, --S--, --*NHCO-- or --*OCO-- bridge, where * signifies an atom bonded to the triazine ring, each R.sub.3 independently signifies a C.sub.1-12 -aliphatic, cycloaliphatic, mono- or binuclear, aromatic or heterocyclic radical, wherein these radicals may bear one or two substituents, each X independently signifies fluorine, chlorine or bromine, and n signifies 0 or 1, with the proviso that each compound carries at least one water-solubilizing group. The said aromatic radicals are phenyl or naphthyl radicals, especially phenyl radicals. The cycloaliphatic radicals preferably contain 5 or in particular 6 carbon atoms. The heterocyclic radicals may be saturated, partly unsaturated and also those of aromatic character. The aromatic diamines (R.sub.1) may be, for example, o-, m- or p-phenylenediamine, preferably p-phenylenediamine, but also 2,5-diaminothiophene. The substituents on the radicals of aromatic character may be in particular halogen atoms, preferably chlorine or bromine, or methyl, hydroxyl, C.sub.1-2 -alkoxy, carboxy, alkoxycarbonyl or sulphonic acid groups. Substituents on the radicals of aliphatic character may be e.g. hydroxyl, C.sub.1-4 -alkoxy, carboxy, C.sub.1-3 -alkoxycarbonyl or C.sub.1-3 -alkylcarbonyloxy groups. Preferred diamide radicals are e.g. o-, iso- or terephthalic acid diamide radicals, 2,5-thiophene-dicarboxylic acid diamide radicals or C.sub.2-12 -alkylene-dicarboxylic acid diamide radicals. Triamide radicals which may be used include trimesic acid triamide, trimellitic acid triamide or citric acid triamide radicals. The following significances preferably respectively apply and are independent of one another in every respect, R.sub.1 signifies a phenylenediamine radical which optionally bears one or two substituents from the series chlorine, bromine, methyl or C.sub.1-2 -alkoxy, each R.sub.2 signifies a --NH-- bridge, each R.sub.3 signifies a phenyl radical which optionally bears one or two sulphonic acid groups, each X signifies fluorine or chlorine, and n=0. Production of the new compounds of formula I is effected by the condensation of 2+n mols of a compound or mixture of compounds of formula II ##STR3## with 1 mol of a compound of formula III R.sub.1 --(H).sub.2+n (III) and 2+n mols of a compound or mixture of compounds of formula IV R.sub.3 --R.sub.2 H (IV). The condensation reactions of compounds of formulae III and IV with trihalogen-s-triazines are familiar to the person skilled in the art and do not need to be described more fully here. These new compounds are reactive towards textile materials containing hydroxyl or amino groups (untreated or regenerated cellulosic materials, natural and synthetic polyamides), which means that the materials containing hydroxyl or amino groups, which are treated with these compounds according to the invention, are finished in such a way that they permanently absorb UV-rays and are stain-blocking and useful as resist agents for anionic dyes. When wearing textiles that have been finished in this way, the skin underneath the textiles is very efficiently protected against aggressive UV radiation. The new compounds of formula I mainly absorb UVB and WVC radiation, but hardly any UVA radiation, so that they practically do not affect the action of optical brighteners. The new compounds are generally applied to the said substrates in the same way as the known reactive dyes, optionally together with such dyes, and are preferably fixed by applying heat. The procedure may be carried out according to known exhaust processes or a padding/slop-padding process or a known printing process. In general, 0.05 to 5%, preferably 0.1 to 3%, especially 0.5 to 2.5% of one or more compounds of formula I is used, based on the weight of the substrate. These new compounds are absorbed very well by the said substrates. In addition, the surfaces of textiles that have been dyed or printed by them can later only be dyed poorly or not at all by anionic dyes. If it is desired that the subsequent dyeability should be substantially reduced, then preferably more than 2.5%, e.g. 3 to 8%, of the new compounds of formula I, is used, based on the weight of the substrate treated. The usage as a resist agent takes place analogously to the processes described in GB Patent Specification 2 011 883. In the following examples, the parts and percentages are by weight. 1 part by volume corresponds to 1 part by weight of water (at +4.degree. C.). The temperatures are given in degrees celsius. |
| PATENT EXAMPLES | This data is not available for free |
| PATENT PHOTOCOPY | Available on request |
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