Title of Invention

A BRIGHTENER MIXTURE

Abstract

Brightener mixtures as claimed in claim 1, comprising, in each case based on the total weight of the bisstyryl compounds I to V, from 30 to 45% by weight of the bisstyryl compound of the formula I, from 40 to 50% by weight of the bisstyryl compound of the formula II and from 0.5 to 5% by weight of the bisstyryl compound of the formula III, and additionally from 1 to 15% by weight of the bisstyryl compound of the formula IV and/or from 1 to 15% by weight of the bisstyryl compound of the formula V.

Full Text

with the proviso that the stated weight percentages are each based on the total weight of the bisstyryl compounds of the formulae I to V, the percentages of the bisstyryl compounds of the formulae I to V adding up to 100% by weight, and the brightener mixtures comprising from 75 to 100% by weight, based on the weight of the brightener mixture, of the bisstyryl compounds of the formulae I to V, formulations comprising the novel mixtures, and their use for optically brightening synthetic or natural polymer materials. GB-A-2 200 660, EP-A-238 446, EP-A-321 393, DE-A-4 219 772 and PCT/EP 94/02914 already disclose mixtures of optical brighteners based on bisstyryl compounds. It is an object of the present invention to provide novel brightener mixtures based on bisstyryl compounds which shall be simple to obtain and have advantageous application properties, in particular a high degree of whiteness. We have found that this object is achieved by the brightener mixtures more particularly described at the beginning. The novel brightener mixtures, in each case based on the weight of the mixture, comprise from 75 to 100% by weight, preferably 80 to 100% by weight, in particular from 85 to 100% by weight, of the bisstyryl compounds of the formulae I to V. of particular industrial interest are brightener mixtures comprising, based on the weight of the mixture, from 85 to 90% by weight of the bisstyryl compounds of the formulae I to V. As remainder the brightener mixtures of the present invention may typically additionally contain for example the compound of the formula VI and salts. The brightener mixtures of the present invention preferably comprise, based on the total weight of bisstyryl compounds I to V, from 30 to 45% by weight of the bisstyryl compound of the formula I, from 40 to 50% by weight of the bisstyryl compound of the formula II and from 0.5 to 5% by weight, in particular from 1 to 3.5% by weight, of the bisstyryl compound of the formula III, and additionally from 1 to 15% by weight, in particular from 5 to 15% by weight, of bisstyryl compound of the formula IV and/or from 1 to 15% by weight, in particular from 5 to 15% by weight, of the bisstytyl compound of the formula V. The novel brightener mixtures can be prepared for example by mixing the individual components in the appropriate weight ratio. The individual components can be obtained in a conventional manner, for example by reacting terephthalaldehyde with alkyl cyanophosphonates in a basic medium in an inert organic diluent. The present invention further provides brightener formulations comprising water and, in each case based on the weight of the formulation, from 3 to 25% by weight, preferably from 5 to 15% by weight, of the above-defined brightener mixture and also from 5 to 60% by weight, preferably from 5 to 52% by weight, of auxiliaries. Suitable auxiliaries include for example anionic or nonionic dispersants from the class of the ethylene oxide adducts with fatty alcohols, higher fatty acids or alkylphenols or ethylenediamine-ethylene oxide-propylene oxide adducts, or dispersants as described in DE-A-2 745 449, copolymers of N-vinylpyrrolidone with 3-vinylpropionic acid, water retention aids, such as ethylene glycol, glycerol or sorbitol, or biocides. A preferred brightener formulation, in addition to water, contains, in each case based on the weight of the formulation, from 3 to 25% by weight, preferably from 5 to 15% by weight, of the above-defined brightener mixture, from 3 to 12% by weight of anionic or nonionic dispersant. from 1 to 15% by weight of copolymers of N-vinylpyrrolidone with 3-vinylpropionic acid and from 1 to 25% by weight of further auxiliaries (eg. water retention aids or biocides). The br-ightener mixtures of the present invention are advantageously useful for optically brightening synthetic or natural polymer materials, preferably polyester. The polyesters are present in textile form. This is to be understood as meaning in particular as fibers, yarns, threads, knits, wovens or ponwovens. The novel brightener mixtures combine a low fixing or exhaust temperature with advantageous application properties, rhey are also high yielding. A further advantage of the novel prightener mixtures is that they can be successfully used at elevated temperatures, in particular at from 200 to 220'c. The Examples which follow illustrate the invention. Preparation of brightener mixture a) To a mixture in 1100 ml of N,N-diinethylformamide of 201 g (1.47 mol) of terephthalaldehyde {9B.45% by weight pure} and 402.7 g (1.47 mol) of diethyl 3-cyanobenzylphosphonate (91.7% by weight pure} were added over 4 h at 30*C 279.8 g (1.S4 mol) of 30% by weight methanolic sodium methoxide solution. This was followed by stirring at 30'c for 2 h and thereafter the addition of 434.9 g (1.54 mol) of diethyl 4-cyanoben2ylphosphonate, followed by a further 279.8 g (1.54 mol) of 30% by weight methanolic sodium methoxide solution. After the reaction solution had subsequently been stirred at 30'c for 4 h, it was cooled down to 25'c, and the resulting precipitate was filtered off with suction, washed three times with 500 ml of methanol each time and once with 1650 ml of water and dried to leave 335 g of a mixture (hereinafter referred to as component 1) containing 284 g of the compound of the formula b) To a mixture in 1100 ml of N,N-dimethylformamide of 201 g (1.47 raol) of terephthalaldehyde (98.45% by weight pure) and 395.7 g (1.47 mol) of diethyl 2-cyanoben2ylphosphonate (94% by weight pure) were added over 3 h at 30*C 279.8 g (1.54 mol) of 30% by weight methanolic sodium methoxide solution. This was followed by stirring at 30'C for 1 h and thereafter the addition of 434.9 g (1.54 mol) of diethyl 4-cyanobenzylphosphonate, followed by a further 279.8 g (1.54 mol) of 30% by weight methanolic sodium methoxide solution. After the reaction solution had subsequently been stirred at 30*C for 1 h, it was cooled down to 25'c, and the resulting precipitate was filtered off with suction, washed three times with 500 ml of methanol each time and once with 1650 ml of water and dried to leave 337 g of a solid (hereinafter referred to as component 2) containing 279 g of the compound of the formula To a mixture in 1100 ml of N,N-dimet:hylformamide of 201 g (1.47 mol) of terephthalaldehyde (98.45% by weight pure) and 831 g (3.09 mol) of diethyl 2-cyanobenzylphosphonate (94% by weight pure) were added over 3 h at 30'c 559.6 g (3.O8 mol) of 30% by weight methanolic sodium methoxide solution. This was followed by stirring at 30*C for 2 h. After the reaction solution had subsequently been stirred at 25*C for a further 9 h, the precipitate was filtered off with suction, washed three times with 500 ml of methanol each time and once with 1650 ml of water and dried to leave 433 g of a solid (hereinafter referred to as component 3) containing 424 g of the compound of the formula ) To a mixture in 1100 ml of N,N-ditnethylformamide of 201 g (1.47 mol) of terephthalaldehyde (98.45% by weight pure) and 831 g (3.09 mol) of diethyl 2-cyanobenzylphosphonate (948 by weight pure) were added over 3 h at 30'c 279.8 g (1.54 mol) of 30% by weight methanolic sodium methoxide solution. This Was followed by stirring at 30'c for 1 h and thereafter the addition of 402.7 g (1.47 mol} of diethyl 3-cyanoben2ylphosphonate, followed by a further 279.8 g (1.54 mol) of 30% by weight methanolic sodium methoxide solution over 3 h at 30'c. After the reaction solution had been stirred at 30'c for 1 h, it was cooled down to 25'c, and stirred for a further 7 h, and the resulting precipitate was filtered off with suction, washed three times with 500 ml of methanol each time and once with 1650 ml of water and dried to leave 389 g of a mixture (hereinafter referred to as component 4) containing 346 g of the compound of the formula 11 parts by weight of the brightener mixtures described in Examples 1 to 16, 35% by weight of the dispersant described in Example 13 of DE-A-2 745 449, 5 parts by weight of the copolymer of N-vinylpyrrolidone with 3-vinylpropionic acid, 12 parts by weight of glycerol, 0.5 parts by weight of 30% by weight aqueous formaldehyde solution and 68 parts by weight of water are milled in a stirred ball mill at pH 8 until the particle size of the brightener is less than 5 µm. The resulting mill base comprises thin-liquid dispersions which have a long storage life and are free of sedimentatic Dyeing method a) HT process Polyester fabric is introduced at 55oc into a dyebath which contains x% by weight of brightener formulation (based on the weight of the fabric) and 1 g/1 of the sodium salt of a condensation product of 2—naphthalenesulfonic acid and formaldehyde. The bath is then heated over 30 minutes to 130oC and held at that temperature for a further 30 minutes. Thereafter the fabric is rinsed and dried The concentration of brightener formulation in the liquor {containing the respective brightener mixtures of Examples 1 to 16) was in each case 0.22% by weight and 1.0% by weight. Good brightening effects were obtained in all cases. b) Thermosoling Polyester fabric is padded at room temperature with an aqueous liquor containing x g/i of brightener formulation. The wet pickup is 60%. The fabric is then dried and fixed at 190'c for 30 seconds. The concentration of brightener formulation in the liquor (containing the respective brightener mixtures of Examples 1 to 16) was in each case 2.7 g/1 and 10 g/1. Good brightening effects were obtained in all cases. with the proviso that the stated weight percentages are each based on the total weight of the bisstyryl compounds of the formulae I to V, the percentages of the bisstyryl compounds of the formulae I to V adding up to 100% by weight, and the brightener mixtures comprising from 75 to 100% by weight, based on the weight of the brightener mixture, of the bisstyryl compounds of the formulae I to V. 2. Brightener mixtures as claimed in claim 1, comprising from 80 to 100% by weight, based on the weight of the mixture, of the bisstyryl compounds of the formulae I to V. 3. Brightener mixtures as claimed in claim 1, comprising from 85 to 100% by weight, based on the weight of the mixture, of the bisstyryl compounds of the formulae I to v. 4. Brightener mixtures as claimed in claim 1, comprising, in each case based on the total weight of the bisstyryl compounds I to V, from 30 to 45% by weight of the bisstyryl compound of the formula I, from 40 to 50% by weight of the bisstyryl compound of the formula II and from 0.5 to 5% by weight of the bisstyryl compound of the formula III, and additionally from 1 to 15% by weight of the bisstyryl compound of the formula IV and/or from 1 to 15% by weight of the bisstyryl compound of the formula V.

Documents:

457-mas-1996 abstract.pdf

457-mas-1996 claims.pdf

457-mas-1996 correspondence-others.pdf

457-mas-1996 correspondence-po.pdf

457-mas-1996 description(complete).pdf

457-mas-1996 form-1.pdf

457-mas-1996 form-26.pdf

457-mas-1996 form-4.pdf

457-mas-1996 petition.pdf