EP0012935B1 - Process for the dyeing and printing of textiles with disperse dyes - Google Patents
Process for the dyeing and printing of textiles with disperse dyes Download PDFInfo
- Publication number
- EP0012935B1 EP0012935B1 EP79105107A EP79105107A EP0012935B1 EP 0012935 B1 EP0012935 B1 EP 0012935B1 EP 79105107 A EP79105107 A EP 79105107A EP 79105107 A EP79105107 A EP 79105107A EP 0012935 B1 EP0012935 B1 EP 0012935B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- dye
- ethylene oxide
- mol
- weight
- parts
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000004043 dyeing Methods 0.000 title claims description 19
- 238000000034 method Methods 0.000 title claims description 15
- 239000004753 textile Substances 0.000 title claims description 15
- 239000000986 disperse dye Substances 0.000 title claims description 12
- 239000000975 dye Substances 0.000 claims description 59
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 46
- 239000002904 solvent Substances 0.000 claims description 37
- 230000008961 swelling Effects 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 27
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 23
- 229920001223 polyethylene glycol Polymers 0.000 claims description 19
- 239000002202 Polyethylene glycol Substances 0.000 claims description 14
- 239000000835 fiber Substances 0.000 claims description 14
- 150000001412 amines Chemical class 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 239000012209 synthetic fiber Substances 0.000 claims description 9
- 229920002994 synthetic fiber Polymers 0.000 claims description 9
- 239000011877 solvent mixture Substances 0.000 claims description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- 229920001400 block copolymer Polymers 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 5
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims description 5
- 239000012736 aqueous medium Substances 0.000 claims description 4
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- 239000000463 material Substances 0.000 description 9
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- DDHUNHGZUHZNKB-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diamine Chemical compound NCC(C)(C)CN DDHUNHGZUHZNKB-UHFFFAOYSA-N 0.000 description 6
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 6
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- 229920005682 EO-PO block copolymer Polymers 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
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- NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical compound CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
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- 238000001035 drying Methods 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
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- 229920000642 polymer Polymers 0.000 description 3
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- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 239000001045 blue dye Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 239000001048 orange dye Substances 0.000 description 2
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- 239000000600 sorbitol Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- 239000001043 yellow dye Substances 0.000 description 2
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- GQEKAPMWKCXNCF-UHFFFAOYSA-N 2,2-bis(ethenyl)-1,4-dioxane Chemical compound C=CC1(C=C)COCCO1 GQEKAPMWKCXNCF-UHFFFAOYSA-N 0.000 description 1
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- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- STZCRXQWRGQSJD-UHFFFAOYSA-M sodium;4-[[4-(dimethylamino)phenyl]diazenyl]benzenesulfonate Chemical compound [Na+].C1=CC(N(C)C)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 STZCRXQWRGQSJD-UHFFFAOYSA-M 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 229920006301 statistical copolymer Polymers 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/6033—Natural or regenerated cellulose using dispersed dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
- D06P3/8228—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye
- D06P3/8233—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye using dispersed dyes
Definitions
- the invention is therefore based on the object of a process for dyeing and printing textiles from cellulose fibers or mixtures of cellulose fibers and synthetic fibers with disperse dyes in an aqueous medium in the presence of water-soluble swelling and dye solvents and fixing the dyes by heating the dyed or printed textiles To provide temperatures up to 230 ° C, at which the fog formation during fixation is largely suppressed and which also results in good colorations.
- mono- and diether of polyethylene glycols or ethylene oxide-propylene oxide block copolymers are suitable as component (a) of the swelling and dye-solvent mixture.
- These compounds are made by reacting mono- or polyhydric alcohols or phenols with ethylene oxide.
- Suitable alcohols are, for example, methanol, ethanol, propanol, butanol, hexanol, decanol and dodecanol, polyhydric alcohols, such as ethylene glycol, glycerol, trimethylolpropane, pentaerythritol and sorbitol.
- the alcohols can also be reacted with a mixed gas of ethylene oxide and propylene oxide.
- Suitable phenols are, for example, the unsubstituted phenol, the isomeric methylphenols, bisphenol-A, 2,5-dimethylphenol, 2,4-dimethylphenol, o-phenylphenol and p-chlorophenol, isooctylphenol, isononylphenol, isododecylphenol, p-tert. Butylphenol and the corresponding diisoalkylphenols.
- carboxylic acid esters of polyethylene glycols and block copolymers of the type described above are also suitable as component (a) of the dye solvents.
- the carboxylic acid polyglycol esters are produced, for example, by, for example, a carboxylic acid ester of a C 2 7 to C 2O carboxylic acid with, for example, a C 1 to C 4 Alcohol is subjected to a transesterification reaction with a polyalkylene oxide.
- Suitable carboxylic acids are both saturated carboxylic acids, such as acetic acid, propionic acid, palmitic acid and stearic acid, and unsaturated carboxylic acids, such as acrylic acid, methacrylic acid, maleic acid and oleic acid.
- boric acid esters are also suitable, which are obtained, for example, by esterification of polyethylene glycol or block copolymers of ethylene oxide and propylene oxide with boric acid in a molar ratio of 0.5: 1 to 3: 1.
- Suitable boric acid esters can also be obtained by esterifying monoethers of polyethylene glycols with boric acid.
- C 1 to Cg monohydric alcohols, C 2 to C a diols, glycerol, trimethylolpropane, pentaerythritol and sorbitol can be reacted with ethylene oxide, 1 to 20 ethylene oxide units being added per hydroxyl group of the alcohol.
- a mixed gas of ethylene oxide and propylene oxide can also be used to produce the oxyethylation products, so that statistical copolymers are obtained.
- monoethers can also be prepared in which propylene oxide and ethylene oxide units are present as blocks. These monoethers are then esterified with boric acid in a known manner.
- Polyalkoxylated amines with a degree of alkoxylation of at least 3 are used as component (b) of the source and dye solvent mixture.
- Compounds of this type are known, they are prepared, for example, by reacting amines with ethylene oxide or propylene oxide.
- the amines which are subjected to the alkoxylation contain at least one N-H group or functional groups which are amenable to the alkoxylation reaction, e.g. a hydroxyethyl group as in triethanolamine.
- the suitable amines contain at least one carbon atom and at least one basic nitrogen atom. Both mono-, di- and polyamines can be used, e.g.
- the amines in question are either reacted with ethylene oxide alone, specifically with 3 to 100, preferably 8 to 50, moles of ethylene oxide or initially 3 to 100 moles of propylene oxide are added and this reaction product is then allowed to react with 3 to 200 moles of ethylene oxide.
- a 3 to 100-fold ethoxylated amine can also be reacted with 4 to 100 mol of propylene oxide and then with 3 to 100 mol of ethylene oxide.
- block polymers of the formulas A-B-A or B-A-B are obtained, in which A is 3 to 100 ethylene oxide units and B is 3 to 100 propylene oxide units.
- water-soluble products which are a swelling agent for the cellulose and a dye solvent for the water-insoluble disperse dye.
- cellulose fibers or mixtures of cellulose fibers are dyed or printed with synthetic fibers.
- the cellulose fibers are swellable in water, for example cotton and fibers made from regenerated cellulose are suitable, which are accessible for water and the solvent mixture.
- polyester fibers are primarily used as synthetic fibers.
- cellulose triacetate, cellulose acetate and polyamide fibers are suitable as synthetic fibers.
- the proportion of synthetic fibers in the fiber mixture can vary within a wide range, for example fiber mixtures containing 80 to 20% by weight of synthetic fibers can be used.
- textile materials made of polyester and cotton are preferably dyed or printed. Textile materials are to be understood as ridges, non-woven fabrics, yarns, threads, knitted hoses, piece goods, fabrics and carpets.
- cellulose fibers and synthetic fibers are dyed or printed with a single class of dyes, namely with disperse dyes.
- the disperse dyes can, for example, belong to the following classes of dyes: dyes with one or more azo bonds, anthraquinone dyes, indigo dyes and phthalocyanine dyes.
- the dyes are converted into a finely divided preparation with the addition of anionic or nonionic dispersants.
- the preparation can be used as a liquid formulation or in powder form.
- the pure dye content is usually between 10 and 90%.
- disperse dyes those are particularly preferred which are insoluble in water at a temperature of 100 ° C. and below and readily soluble in the solvent used at the fixing temperature.
- the coloring is carried out according to the invention in an aqueous medium.
- textile material is impregnated, for example, with a padding liquor which contains 30 to 250 parts by weight of the swelling and dye-solvent mixture from components (a) and (b) and 1 to 200 parts by weight of 20% preparations of the disperse dyes per 1,000 parts by weight of liquor.
- Printing pastes are used for printing, which differ from the dyeing liquors in that they contain a thickener in high concentration.
- Suitable thickeners are the commonly used starch ethers, alginates, tragacanth and core flour ether, as well as synthetic thickeners based on high molecular weight polymers of ethylenically unsaturated carboxylic acids with 3 to 5 carbon atoms. These are primarily polymers of acrylic acid, methacrylic acid, maleic acid, maleic anhydride, fumaric acid and itaconic acid, and copolymers of the carboxylic acids mentioned.
- the carboxylic acids may also with other copolymerizable ethylenically unsaturated monomers such as ethylene, Vinylestern, Acrylklareestern, methacrylic esters, styrene, vinyl ethers and amides of ethylenically unsaturated C 3 - to C s -carboxylic acids are copolymerized.
- This group of copolymers contains at least 40, preferably 75 to 99.9% by weight of ethylenically unsaturated carboxylic acids.
- the synthetic thickeners have a high molecular weight.
- Particularly suitable synthetic thickeners are obtained if the above-mentioned ethylenically unsaturated carboxylic acids are copolymerized with monomers which contain two ethylenically unsaturated double bonds, for example butadiene, divinylbenzene, butanediol diacrylate, divinyldioxane or diallyl phthalate. These monomers make up approximately 0.05 to 5% by weight of the high molecular weight copolymers. 1,000 parts by weight of the printing paste generally contain 10 to 80 parts by weight of a synthetic or natural thickener.
- Dyeing is carried out, for example, by padding the textiles with a dyeing liquor, the liquor absorption being in the range from 25 to 120%.
- the material is usually dried at temperatures from 90 to 120 ° C. and then fixed at temperatures from 180 to 230, preferably with hot air at 210 to 220 ° C. It is fixed, for example, in the stenter, on the hot flue or on screen drum systems. About 15 to 120, preferably 45 to 90 seconds are required for the fixation. Superheated steam at 180 to 190 ° C. can also be used.
- the fixing time should be extended to 5 to 10 minutes. In the case of fiber mixtures, a tone-on-tone colored textile material is obtained which can be rinsed cold and warm and washed with commercially available detergents. Although the fixation of the dyes takes place at relatively high temperatures, surprisingly no or only very slight fog formation is observed as a result of evaporating swelling and dye solvents.
- the fixing yield is very good and dyeings with good wash and rub fastness are obtained
- the padding liquors and printing pastes can also contain the usual additives, such as pH regulators, anti-migration agents, anti-freezing agents, emulsifiers, dispersants, leveling agents, fixing accelerators and foam dampers.
- the dyed or printed fabric is rinsed and subjected to a post-wash at cooking temperature, at which conventional detergents can be used.
- the invention is illustrated by the following examples.
- the parts given in the examples are parts by weight, the percentages are percentages by weight.
- a fabric made of 65 parts of polyester fibers and 35 parts of mercerized cotton was impregnated with a liquor containing 5 g / l of a 20% preparation of the brown, water-insoluble disperse dye of the formula and 80 g / l of one of the swelling and dye solvents 1) to 14) given below or mixtures thereof (see table).
- the pH of the liquors was adjusted to 6 using glutaric acid.
- the liquor absorption of the fabric was 50%.
- the tissue pieces were then dried at a temperature of 120 ° C. for 60 seconds and then fixed in a laboratory dryer at 215 ° C. for 60 seconds.
- the fabric was then rinsed cold and warm and washed for 5 minutes at 100 ° C. in the presence of a commercially available detergent.
- the fabric pieces were weighed in an air-conditioned state before impregnation, after intermediate drying and after treatment at 215 ° C. From the values found, the percentage of the solvent applied which evaporated during the heat treatment was determined.
- a fabric made of 65 parts of polyester fiber and 35 parts of mercerized cotton is impregnated with a liquor containing 10 g / l of a 20% liquid preparation of the red water-insoluble disperse dye of the formula and 80 g / l of a swelling and dye solvent from a mixture of 3 parts of polyethylene glycol with a molecular weight of 1,500 and 1 part of a reaction product of 1 mol of neopentanediamine and 15.6 mol of ethylene oxide.
- the pH of the padding liquor is adjusted to 6 with glutaric acid.
- the fabric is impregnated with the padding liquor, with the liquor absorption being 45%.
- the fabric is then dried for 60 seconds at a temperature of 120 ° C and fixed for 90 seconds at 225 ° C in a continuously working laboratory dryer. Then it is rinsed cold and warm and washed for 5 minutes at 100 ° C in the presence of a commercially available detergent. The dye is almost completely fixed on the fabric. A red color is obtained with good fastness to washing and rubbing.
- the textile material specified in Example 1 is impregnated with a dyeing liquor which comprises 20 g / l of a 20% preparation of the dye of the formula I (Example 1) and 60 g / l of a mixture of 1 part of a reaction product as swelling and dye solvent Contains 1 mole of i-octylphenol and 14 moles of ethylene oxide and 2 parts of a reaction product of 1 mole of piperazine and 16 moles of ethylene oxide.
- the pH of the liquor was adjusted to 6 using glutaric acid.
- the fleet uptake was 50%.
- the fabric was dried at a temperature of 120 ° C for 60 seconds and then heated to a temperature of 225 ° C in a continuous laboratory dryer for 30 seconds to fix the dye.
- the coloring was completed as described in Example 2. A light brown color with good fastness properties was obtained.
- the washout loss was very low.
- the weight loss of the tissue sample after fixation was no higher than in a comparison test in which the liquor probably contained the dye preparation but did not
- the textile material mentioned in Example 1 was impregnated with a dyeing liquor containing 100 g / l of a 20% preparation of the blue dye of the formula and as the swelling and dyeing solvent contained 100 g / l of a mixture of 95 parts of an addition product of 1 mol of methyl acrylate and 1 mol of polyethylene glycol with a molecular weight of 400 (alkoxypropionic acid derivative) and 5 parts of a reaction product of 1 mol of aniline with 10 mol of ethylene oxide.
- the pH of the liquor was adjusted to 6 using citric acid.
- the fleet uptake was 50%.
- the fabric was dried for 60 seconds at a temperature of 120 ° C. and then heated for 90 seconds to 220 ° C. in a continuously operating laboratory dryer to fix the dye.
- the amount of solvent evaporated was less than when using the alkoxypropionic acid derivative alone, it was about 5%.
- the coloring is completed according to the instructions given in Example 2. A deep blue color is obtained with good light and wet fastness properties. The washout loss is very low.
- Example 1 The textile material specified in Example 1 is impregnated with a dye liquor containing 80 g / l of dye I (see Example 1) and solvent 80 g / l of a mixture of 80 parts as swelling and dyeing solvent contains a polyethylene glycol with a molecular weight of 1,500 and 20 parts of a reaction product of 1 mol of hexamethylenediamine and 15 mol of ethylene oxide.
- the pH of the liquor was adjusted to 5 with citric acid.
- the fleet uptake was 50%.
- the fabric was dried for 60 seconds at a temperature of 120 ° C. and heated in a laboratory dryer for 60 seconds at a temperature of 215 ° C. to fix the dye.
- the coloring is completed as described in Example 2. With less wash-out loss, a dark red-brown color is obtained with good fastness to washing, light and rubbing. Virtually no solvent evaporated during the fixing process.
- a fabric made from a fiber mixture of 50 parts of polyester fibers and 50 parts of cotton is impregnated with an aqueous liquor containing 20 g / l of a 20% preparation of the dye of the formula and contains 50 g / l of a mixture of 80 parts of a polyethylene glycol with a molecular weight of -600 and 20 parts of a reaction product of 1 mol of triethanolamine and 14 mol of ethylene oxide as swelling and dye solvent.
- the pH of the liquor was adjusted to 7 with glutaric acid.
- the fleet uptake was 52%.
- the textile material was dried at 120 ° C. for 60 seconds and then heated in a laboratory drying unit at 210 ° C. for 90 seconds. The coloring was then completed as indicated in Example 2. You got very little.
- a mercerized cotton twill is impregnated with a dye liquor which contains 20 g / l of the water-insoluble dye of the formula 11 (see Example 2) and 120 g / l of swelling and dye solution mixture which comprises 90 parts of a reaction product of 1 mol of pentaerythritol and 7 mol Ethylene oxide and 10 parts of a reaction product of 1 mole of butylamine and 14 moles of ethylene oxide.
- the pH of the liquor was adjusted to 6 using glutaric acid.
- the fleet uptake was 53%.
- the fabric was dried for 60 seconds at a temperature of 120 ° C. and heated in a laboratory dryer for 60 seconds at a temperature of 200 ° C. to fix the dye.
- the coloring is completed according to the procedure given in Example 2.
- a bright red color with good wet and rub fastness properties is obtained without significant washout losses.
- a mercerized cotton twill was impregnated with an aqueous dye liquor containing 80 g / l of dye (IV) (see Example 6) and 200 g of a mixture of 80 parts of a polyethylene glycol with a molecular weight of 800 and 20 parts of a block polymer of 1 mol Contained ethylenediamine, 8 moles of propylene oxide and 8 moles of ethylene oxide.
- the pH of the liquor was adjusted to 6 using citric acid.
- the fleet uptake was 52%.
- the fabric was then dried as usual at 120 ° C. and fixed in a laboratory dryer at 215 ° C. for 30 seconds. Virtually no solvent evaporated during the fixing process. After rinsing and washing, a brilliant, intense gold-orange coloration with good fastness properties was obtained with very little loss of dye.
- a fabric made of 67 parts of polyester fiber and 33 parts of cotton (mercerized) was impregnated with a liquor which reacted with 100 g / l of a mixture of 80 parts of a boric acid ester of polyethylene glycol (molecular weight about 800) in a molar ratio of 1: 3 and 20 parts of ethylenediamine 35 moles Ethylene oxide.
- the fleet uptake was 80%.
- the mixture was then dried at 60 to 70 ° C for 15 minutes.
- the mixture was dried at 130 ° C. for 2 minutes and treated with hot air at 210 ° C. for 90 seconds, rinsed cold and warm, hot soaped and rinsed cold. No solvent mist was observed during the heat treatment.
- Example 9 was repeated, but instead of dye II with 50 parts of the red-orange dye of the formula
- a fabric made of polyester / cotton (in a weight ratio of 67:33) is printed with the following printing paste:
- Example 9 After printing, drying is carried out as described in Example 9, treated with superheated steam for 4 minutes at 190 ° C., rinsed, soaped and rinsed.
- Example 4 was repeated, except that instead of the blue dye of formula 111, the same amount of the brown-yellow dye of the formula has been used. In this case too, the proportion of the swelling and dye solvent evaporated during fixing was approx. 5%.
Description
Aus der DE-PS 1 811 796 ist es bekannt, zum Färben und Bedrucken von Textilien aus Cellulosefasern oder Gemischen aus Cellulosefasern und synthetischen Fasern mit Dispersionsfarbstoffen in wäßrigem Medium zu arbeiten und die wasserunlöslichen Dispersionsfarbstoffe unter Verwendung von wasserlöslichen Quell- und Farbstofflösungsmitteln in das Innere der gequollenen Cellulosefasern zu bringen. Als wasserlösliche Quell- und Farbstofflösungsmittel werden vor allem Polyäthylenglykole und deren Derivate verwendet. Bei der praktischen Anwendung dieses Verfahrens tritt während des Fixierens der Farbstoffe eine starke Nebelbildung auf, die auf verdampftes Farbstofflösungsmittel zurückzuführen ist. In Färbereibetrieben, in denen meist mit Geräten ohne spezielle Abluftführung (Spannrahmen, Zylinderfixiermaschinen, Siebtrommelanlagen und Hotflue) gearbeitet wird, macht sich die beim Fixieren auftretende Nebelbildung besonders störend bemerkbar.From DE-PS 1 811 796 it is known for dyeing and printing textiles from cellulose fibers or mixtures of cellulose fibers and synthetic fibers to work with disperse dyes in an aqueous medium and the water-insoluble disperse dyes using water-soluble swelling and dye solvents in the interior of the to bring swollen cellulose fibers. Polyethylene glycols and their derivatives are primarily used as water-soluble swelling and dyeing solvents. In the practical application of this method, a strong misting occurs due to the fixation of the dyes, which is due to evaporated dye solvent. In dyeing plants, which usually work with devices without special exhaust air routing (stenter frame, cylinder fixing machines, screen drum systems and hot flue), the fog formation that occurs when fixing is particularly noticeable.
Der Erfindung liegt daher die Aufgabe zugrunde, ein Verfahren zum Färben und Bedrucken von Textilien aus Cellulosefasern oder Gemischen aus Cellulosefasern und synthetischen Fasern mit Dispersionsfarbstoffen in wäßrigem Medium in Gegenwart von wasserlöslichen Quell- und Farbstofflösungsmitteln und Fixieren der Farbstoffe durch Erhitzen der gefärbten oder bedruckten Textilien auf Temperaturen bis zu 230 °C zur Verfügung zu stellen, bei dem die Nebelbildung während des Fixierens weitgehend zurückgedrängt wird und das außerdem gute Färbungen ergibt.The invention is therefore based on the object of a process for dyeing and printing textiles from cellulose fibers or mixtures of cellulose fibers and synthetic fibers with disperse dyes in an aqueous medium in the presence of water-soluble swelling and dye solvents and fixing the dyes by heating the dyed or printed textiles To provide temperatures up to 230 ° C, at which the fog formation during fixation is largely suppressed and which also results in good colorations.
Diese Aufgabe wird erfindungsgemäß dadurch gelöst, daß man als Quell- und Farbstofflösungsmittel eine Mischung aus
- a) 99 bis 1 Gew.% mindestens eines Polyäthylenglykols oder eines Blockcopolymerisates aus Äthylenoxid und Propylenoxid oder deren Äther-, Ester- oder Carbamat-Derivate und
- b) 1 bis 99 Gew.% mindestens eines polyäthoxylierten Amins, dessen Äthoxylierungsgrad mindestens 3 beträgt, einsetzt.
- a) 99 to 1% by weight of at least one polyethylene glycol or a block copolymer of ethylene oxide and propylene oxide or their ether, ester or carbamate derivatives and
- b) 1 to 99% by weight of at least one polyethoxylated amine whose degree of ethoxylation is at least 3 is used.
Die als Komponente (a) der Quell- und Farbstofflösungsmittel in Betracht kommenden Polyäthylenglykole haben ein Molekulargewicht in dem Bereich von 300 bis 5 000, vorzugsweise 400 bis 1 000. Außerdem kommen Blockcopolymerisate aus Äthylenoxid und Propylenoxid in Betracht, die 10 bis 100, vorzugsweise 20 bis 50 Propylenoxid-Einheiten und 8 bis 300, vorzugsweise 10 bis 200 Äthylenoxid-Einheiten enthalten. Diese Blockcopolymerisate werden vorzugsweise dadurch hergestellt, daß man an Polypropylenglykol mit 10 bis 100 Propylenoxid-Einheiten 8 bis 300 Mol Äthylenoxid anlagert. Produkte dieser Art können mit Hilfe der Formel.
- n = 8 bis 300, vorzugsweise 10 bis 200 und
- m = 10 bis 100, vorzugsweise 20 bis 50
bedeutet.The polyethylene glycols which are suitable as component (a) of the swelling and dye solvents have a molecular weight in the range from 300 to 5,000, preferably 400 to 1,000. Block copolymers of ethylene oxide and propylene oxide, which have 10 to 100, preferably 20, are also suitable contain up to 50 propylene oxide units and 8 to 300, preferably 10 to 200 ethylene oxide units. These block copolymers are preferably prepared by adding 8 to 300 moles of ethylene oxide to polypropylene glycol having 10 to 100 propylene oxide units. Products of this type can be created using the formula.
- n = 8 to 300, preferably 10 to 200 and
- m = 10 to 100, preferably 20 to 50
means.
Außerdem eignen sich Mono- und Diäther von Polyäthylenglykolen oder Äthylenoxid-Propylenoxid-Blockcopolymerisaten als Komponente (a) der Quell- und Farbstofflösungsmittelmischung. Diese Verbindungen werden hergestellt, indem man ein- oder mehrwertige Alkohole oder Phenole mit Äthylenoxid umsetzt. Geeignete Alkohole sind beispielsweise Methanol, Äthanol, Propanol, Butanol, Hexanol, Decanol und Dodecanol, mehrwertige Alkohole, wie Äthylenglykol, Glycerin, Trimethylolpropan, Pentaerythrit und Sorbit. Die Alkohole können auch mit einem Mischgas aus Äthylenoxid und Propylenoxid umgesetzt werden. Dabei erhält man Monoäther von Polyalkylenoxiden, in denen Äthylenoxid- und Propylenoxid-Einheiten statistisch verteilt sind. Daneben kommen auch solche Derivate von Polyalkylenoxiden in Betracht, die Äthylenoxid- und Propylenoxid-Blöcke enthalten. Außer den Alkoholen kommen zur Herstellung der Äther auch Phenole in Betracht, die mit Äthylenoxid bzw. Äthylenoxid und Propylenoxid umgesetzt werden. Geeignete Phenole sind beispielsweise das unsubstituierte Phenol, die isomeren Methylphenole, Bisphenol-A, 2,5-Dimethylphenol, 2,4-Dimethylphenol, o-Phenylphenol und p-Chlorphenol, Isooctylphenol, Isononylphenol, Isododecylphenol, p-tert. Butylphenol und die entsprechenden Diisoalkylphenole.In addition, mono- and diether of polyethylene glycols or ethylene oxide-propylene oxide block copolymers are suitable as component (a) of the swelling and dye-solvent mixture. These compounds are made by reacting mono- or polyhydric alcohols or phenols with ethylene oxide. Suitable alcohols are, for example, methanol, ethanol, propanol, butanol, hexanol, decanol and dodecanol, polyhydric alcohols, such as ethylene glycol, glycerol, trimethylolpropane, pentaerythritol and sorbitol. The alcohols can also be reacted with a mixed gas of ethylene oxide and propylene oxide. This gives monoethers of polyalkylene oxides in which ethylene oxide and propylene oxide units are randomly distributed. In addition, those derivatives of polyalkylene oxides which contain ethylene oxide and propylene oxide blocks are also suitable. In addition to the alcohols, phenols are also suitable for the preparation of the ethers, which are reacted with ethylene oxide or ethylene oxide and propylene oxide. Suitable phenols are, for example, the unsubstituted phenol, the isomeric methylphenols, bisphenol-A, 2,5-dimethylphenol, 2,4-dimethylphenol, o-phenylphenol and p-chlorophenol, isooctylphenol, isononylphenol, isododecylphenol, p-tert. Butylphenol and the corresponding diisoalkylphenols.
Als Komponente (a) der Farbstofflösungsmittel eignen sich auch Carbonsäureester von Polyäthylenglykolen und Blockcopolymerisaten der oben beschriebenen Art. Die Carbonsäurepolyglykolester werden beispielsweise hergestellt, indem man z.B. einen Carbonsäureester einer C27 bis C2O-Carbonsäure mit beispielsweise einem C1- bis C4-Alkohol einer Umesterungsreaktion mit einem.Polyalkylenoxid unterwirft. Als Carbonsäuren kommen sowohl gesättigte Carbonsäuren, wie Essigsäure, Propionsäure, Palmitinsäure und Stearinsäure als auch ungesättigte Carbonsäuren, wie Acrylsäure, Methacrylsäure, Maleinsäure und Ölsäure in Betracht.Also suitable as component (a) of the dye solvents are carboxylic acid esters of polyethylene glycols and block copolymers of the type described above. The carboxylic acid polyglycol esters are produced, for example, by, for example, a carboxylic acid ester of a C 2 7 to C 2O carboxylic acid with, for example, a C 1 to C 4 Alcohol is subjected to a transesterification reaction with a polyalkylene oxide. Suitable carboxylic acids are both saturated carboxylic acids, such as acetic acid, propionic acid, palmitic acid and stearic acid, and unsaturated carboxylic acids, such as acrylic acid, methacrylic acid, maleic acid and oleic acid.
Geeignete Carbamate werden beispielsweise durch Umsetzung von Harnstoff mit Polyäthylenoxiden oder Blockcopolymerisaten aus Äthylenoxid und Propylenoxid erhalten. Verbindungen dieser Art können beispielsweise mit Hilfe der Formel
- n = 8 bis 300 und
- m = 0 bis 100 ist.
- n = 8 to 300 and
- m = 0 to 100.
Neben diesen Monocarbamaten kommen die entsprechenden Biscarbamate in Betracht.In addition to these monocarbamates, the corresponding biscarbamates can also be used.
Außer Carbonsäureestern kommen auch Borsäureester in Betracht, die beispielsweise durch Veresterung von Polyäthylenglykol oder Blockcopolymerisaten aus Äthylenoxid und Propylenoxid mit Borsäure im Molverhältnis 0,5: 1 bis 3: 1 erhalten werden. Geeignete Borsäureester erhält man auch, wenn man Monoäther von Polyäthylenglykolen mit Borsäure verestert. Hierzu kann man beispielsweise C1- bis Cg-einwertige Alkohole, C2- bis Ca-Diole, Glycerin, Trimethylolpropan, Pentaerythrit und Sorbit mit Äthylenoxid umsetzen, wobei man pro Hydroxylgruppe des Alkohols 1 bis 20 Äthylenoxid-Einheiten anlagert. Zur Herstellung der Oxäthylierungsprodukte kann man auch von einem Mischgas aus Äthylenoxid und Propylenoxid ausgehen, so daß man statistische Copolymerisate erhält. Man kann jedoch auch Monoäther herstellen, in denen Propylenoxid- und Äthylenoxid-Einheiten als Blöcke vorliegen. Diese Monoäther werden dann in bekannter Weise mit Borsäure verestert.In addition to carboxylic acid esters, boric acid esters are also suitable, which are obtained, for example, by esterification of polyethylene glycol or block copolymers of ethylene oxide and propylene oxide with boric acid in a molar ratio of 0.5: 1 to 3: 1. Suitable boric acid esters can also be obtained by esterifying monoethers of polyethylene glycols with boric acid. To this end, for example, C 1 to Cg monohydric alcohols, C 2 to C a diols, glycerol, trimethylolpropane, pentaerythritol and sorbitol can be reacted with ethylene oxide, 1 to 20 ethylene oxide units being added per hydroxyl group of the alcohol. A mixed gas of ethylene oxide and propylene oxide can also be used to produce the oxyethylation products, so that statistical copolymers are obtained. However, monoethers can also be prepared in which propylene oxide and ethylene oxide units are present as blocks. These monoethers are then esterified with boric acid in a known manner.
Als Komponente (b) des Quell- und Farbstofflösungsmittelgemisches verwendet man polyalkoxylierte Amine mit einem Alkoxylierungsgrad von mindestens 3. Verbindungen dieser Art sind bekannt, sie werden beispielsweise hergestellt, indem man Amine mit Äthylenoxid bzw. Propylenoxid umsetzt. Die Amine, die der Alkoxylierung unterworfen werden, enthalten mindestens eine N-H-Gruppe oder funktionelle Gruppen, die der Alkoxylierungsreaktion zugänglich sind, z.B. eine Hydroxyäthylgruppe wie im Triäthanolamin. Die geeigneten Amine enthalten mindestens ein C-Atom und mindestens ein basisches Stickstoffatom. Es kommen sowohl Mono- als auch Di- und Polyamine in Betracht, z.B. Methylamin, Äthylamin, Propylamin, Butylamin, Dimethylamin, Dibutylamin, Hexylamin, Äthanolamin, Diäthanolamin, Triäthanolamin, Piperazin, 2-Äthylcyclohexylamin, Dioxadodecandiamin, Äthylendiamin, Propylendiamin, Hexamethylendiamin, Neopentandiamin, Diäthylentriamin, Dipropylentriamin, Triäthylentetramin, Tetraäthylenpentamin, Polyäthylenimin, Anilin, N-Methylanilin, Naphthylamin, 3-Amino-1-cyclohexylaminopropan, Diamino-dicyclohexylmethan, Diamino-diphenylmethan, Imidazol, Piperazin und Polyäthylenimid.Polyalkoxylated amines with a degree of alkoxylation of at least 3 are used as component (b) of the source and dye solvent mixture. Compounds of this type are known, they are prepared, for example, by reacting amines with ethylene oxide or propylene oxide. The amines which are subjected to the alkoxylation contain at least one N-H group or functional groups which are amenable to the alkoxylation reaction, e.g. a hydroxyethyl group as in triethanolamine. The suitable amines contain at least one carbon atom and at least one basic nitrogen atom. Both mono-, di- and polyamines can be used, e.g. Methylamine, ethylamine, propylamine, butylamine, dimethylamine, dibutylamine, hexylamine, ethanolamine, diethanolamine, triethanolamine, piperazine, 2-ethylcyclohexylamine, dioxadodecanediamine, ethylenediamine, propylenediamine, hexamethylenediamine, polyethylenediamine, triethylenediamine, neopentylenediamine, diethylethylenediamine, triethylenediamine, neopentylenediamine, diophenediamine, diophenediamine Methylaniline, naphthylamine, 3-amino-1-cyclohexylaminopropane, diamino-dicyclohexylmethane, diaminodiphenylmethane, imidazole, piperazine and polyethyleneimide.
Die in Betracht kommenden Amine werden entweder mit Äthylenoxid allein, und zwar mit 3 bis 100, vorzugsweise 8 bis 50 Mol Äthylenoxid umgesetzt oder man lagert zunächst 3 bis 100 Mol Propylenoxid an und läßt dieses Reaktionsprodukt anschließend mit 3 bis 200 Mol Äthylenoxid reagieren. Man kann jedoch auch ein 3- bis 100-fach äthoxyliertes Amin mit 4 bis 100 Mol Propylenoxid und daran anschließend mit 3 bis 100 Mol Äthylenoxid umsetzen. Man erhält auf diese Weise Blockpolymerisate der Formeln A-B-A oder B-A-B, bei denen A 3 bis 100 Äthylenoxid-Einheiten und B 3 bis 100 Propylenoxid-Einheiten bedeuten. In allen Fällen liegen wasserlösliche Produkte vor, die ein Quellmittel für die Cellulose und ein Farbstofflösungsmittel für den wasserunlöslichen Dispersionsfarbstoff darstellen. Vorzugsweise werden bei dem erfindungsgemäßen Verfahren Quell- und Farbstofflösungsmittelmischungen eingesetzt, die 95 bis 80 Gew.% einer oder mehrerer Verbindungen der Komponente (a) und 5 bis 20 Gew.% einer oder mehrerer Verbindungen der Komponente (b) enthalten.The amines in question are either reacted with ethylene oxide alone, specifically with 3 to 100, preferably 8 to 50, moles of ethylene oxide or initially 3 to 100 moles of propylene oxide are added and this reaction product is then allowed to react with 3 to 200 moles of ethylene oxide. However, a 3 to 100-fold ethoxylated amine can also be reacted with 4 to 100 mol of propylene oxide and then with 3 to 100 mol of ethylene oxide. In this way, block polymers of the formulas A-B-A or B-A-B are obtained, in which A is 3 to 100 ethylene oxide units and B is 3 to 100 propylene oxide units. In all cases there are water-soluble products which are a swelling agent for the cellulose and a dye solvent for the water-insoluble disperse dye. In the process according to the invention, preference is given to using source and dye solvent mixtures which comprise 95 to 80% by weight of one or more compounds of component (a) and 5 to 20% by weight of one or more compounds of component (b).
Nach dem erfindungsgemäßen Verfahren werden Cellulosefasern oder Gemische aus Cellulosefasern mit synthetischen Fasern gefärbt oder bedruckt. Die Cellulosefasern sind in Wasser quellbar, beispielsweise eignen sich Baumwolle und Fasern aus Regeneratcellulose, die für Wasser und das Lösungsmittelgemisch zugänglich sind. Im Falle von Fasermischungen verwendet man als synthetische Fasern vor allem Fasern aus Polyester. Daneben eignen sich als synthetische Fasern Cellulosetriacetat, Celluloseacetat und Polyamidfasern. Der Anteil an synthetischen Fasern in der Fasermischung kann in einem weiten Bereich schwanken, beispielsweise kann man Fasermischungen verwenden, die 80 bis 20 Gew.% an synthetischen Fasern enthalten. Vorzugsweise werden erfindungsgemäß textile Materialien aus Polyester und Baumwolle gefärbt oder bedruckt. Unter textilen Materialien sollen Kammzüge, Faservliese, Garne, Fäden, Strickschläuche, Stückwaren, Gewebe und Teppiche verstanden werden.In the process according to the invention, cellulose fibers or mixtures of cellulose fibers are dyed or printed with synthetic fibers. The cellulose fibers are swellable in water, for example cotton and fibers made from regenerated cellulose are suitable, which are accessible for water and the solvent mixture. In the case of fiber blends, polyester fibers are primarily used as synthetic fibers. In addition, cellulose triacetate, cellulose acetate and polyamide fibers are suitable as synthetic fibers. The proportion of synthetic fibers in the fiber mixture can vary within a wide range, for example fiber mixtures containing 80 to 20% by weight of synthetic fibers can be used. According to the invention, textile materials made of polyester and cotton are preferably dyed or printed. Textile materials are to be understood as ridges, non-woven fabrics, yarns, threads, knitted hoses, piece goods, fabrics and carpets.
Cellulosefasern und synthetische Fasern werden erfindungsgemäß mit einer einzigen Farbstoffklasse gefärbt oder bedruckt, nämlich mit Dispersionsfarbstoffen. Die Dispersionsfarbstoffe können beispielsweise folgenden Farbstoffklassen angehören: Farbstoffe mit einer oder mehreren Azobindungen, Anthrachinonfarbstoffe, indigoide Farbstoffe und Phthalocyaninfarbstoffe. Die Farbstoffe werden unter Zusatz anionischer oder nichtionogener Dispergiermittel in eine fein verteilte Zubereitung überführt. Die Zubereitung kann als flüssige Einstellung oder in Pulverform verwendet werden. Der Reinfarbstoffgehalt liegt meistens zwischen 10 und 90%.According to the invention, cellulose fibers and synthetic fibers are dyed or printed with a single class of dyes, namely with disperse dyes. The disperse dyes can, for example, belong to the following classes of dyes: dyes with one or more azo bonds, anthraquinone dyes, indigo dyes and phthalocyanine dyes. The dyes are converted into a finely divided preparation with the addition of anionic or nonionic dispersants. The preparation can be used as a liquid formulation or in powder form. The pure dye content is usually between 10 and 90%.
Von den Dispersionsfarbstoffen werden vor allem diejenigen bevorzugt, die in Wasser bei einer Temperatur von 100 °C und darunter unlöslich und im verwendeten Lösemittel bei der Fixiertemperatur gut löslich sind. Die Färbung wird erfindungsgemäß in einem wäßrigen Medium vorgenommen. Das textile Material wird dazu beispielsweise mit einer Klotzflotte imprägniert, die pro 1 000 Gewichtsteile Flotte 30 bis 250 Gewichtsteile der Quell- und Farbstofflösungsmittelmischung aus den Komponenten (a) und (b) sowie 1 bis 200 Gewichtsteile von 20 %-igen Zubereitungen der Dispersionsfarbstoffe enthält.Of the disperse dyes, those are particularly preferred which are insoluble in water at a temperature of 100 ° C. and below and readily soluble in the solvent used at the fixing temperature. The coloring is carried out according to the invention in an aqueous medium. The To this end, textile material is impregnated, for example, with a padding liquor which contains 30 to 250 parts by weight of the swelling and dye-solvent mixture from components (a) and (b) and 1 to 200 parts by weight of 20% preparations of the disperse dyes per 1,000 parts by weight of liquor.
Für das Bedrucken werden Druckpasten eingesetzt, die sich von den Färbeflotten dadurch unterscheiden, daß sie ein Verdickungsmittel in hoher Konzentration enthalten. Geeignete Verdickungsmittel sind die üblicherweise verwendeten Stärkeäther, Alginate, Tragant und Kernmehläther, sowie synthetische Verdickungsmittel auf Basis hochmolekularer Polymerisate äthylenisch ungesättigter Carbonsäuren mit 3 bis 5 Kohlenstoffatomen. Es handelt sich hierbei in erster Linie um Polymerisate der Acrylsäure, Methacrylsäure, Maleinsäure, Maleinsäureanhydrid, Fumarsäure und Itaconsäure sowie um Copolymerisate der genannten Carbonsäuren. Die genannten Carbonsäuren können auch mit anderen copolymerisierbaren äthylenisch ungesättigten Monomeren, wie Äthylen, Vinylestern, Acrylsäureestern, Methacrylsäureestern, Styrol, Vinyläther und Amiden von äthylenisch ungesättigten C3- bis CS-Carbonsäuren copolymerisiert werden. Diese Gruppe von Copolymerisaten enthält mindestens 40, vorzugsweise 75 bis 99,9 Gew.% an äthylenisch ungesättigten Carbonsäuren. Die synthetischen Verdickungsmittel haben ein hohes Molekulargewicht. Besonders geeignete synthetische Verdickungsmittel erhält man, wenn man die oben genannten äthylenisch ungesättigten Carbonsäuren mit solchen Monomeren copolymerisiert, die zwei äthylenisch ungesättigte Doppelbindungen enthalten, beispielsweise Butadien, Divinylbenzol, Butandioldiacrylat, Divinyldioxan oder Diallylphthalat. Diese Monomeren sind zu etwa 0,05 bis 5 Gew.% am Aufbau der hochmolekularen Copolymerisate beteiligt. 1 000 Gewichtsteile der Druckpaste enthalten im allgemeinen 10 bis 80 Gewichtsteile eines synthetischen oder natürlichen Verdickungsmittels.Printing pastes are used for printing, which differ from the dyeing liquors in that they contain a thickener in high concentration. Suitable thickeners are the commonly used starch ethers, alginates, tragacanth and core flour ether, as well as synthetic thickeners based on high molecular weight polymers of ethylenically unsaturated carboxylic acids with 3 to 5 carbon atoms. These are primarily polymers of acrylic acid, methacrylic acid, maleic acid, maleic anhydride, fumaric acid and itaconic acid, and copolymers of the carboxylic acids mentioned. The carboxylic acids may also with other copolymerizable ethylenically unsaturated monomers such as ethylene, Vinylestern, Acrylsäureestern, methacrylic esters, styrene, vinyl ethers and amides of ethylenically unsaturated C 3 - to C s -carboxylic acids are copolymerized. This group of copolymers contains at least 40, preferably 75 to 99.9% by weight of ethylenically unsaturated carboxylic acids. The synthetic thickeners have a high molecular weight. Particularly suitable synthetic thickeners are obtained if the above-mentioned ethylenically unsaturated carboxylic acids are copolymerized with monomers which contain two ethylenically unsaturated double bonds, for example butadiene, divinylbenzene, butanediol diacrylate, divinyldioxane or diallyl phthalate. These monomers make up approximately 0.05 to 5% by weight of the high molecular weight copolymers. 1,000 parts by weight of the printing paste generally contain 10 to 80 parts by weight of a synthetic or natural thickener.
Gefärbt wird beispielsweise, indem man die Textilien mit einer Färbeflotte klotzt, wobei die Flottenaufnahme in dem Bereich von 25 bis 120 % liegen kann. Nach dem Klotzen erfolgt in der Regel ein Zwischentrocknen des Materials bei Temperaturen von 90 bis 120°C und daran anschließend das Fixieren bei Temperaturen von 180 bis 230, vorzugsweise mit Heißluft bei 210 bis 220 °C. Fixiert wird beispielsweise im Spannrahmen, auf der Hotflue oder auf Siebtrommelanlagen. Für die Fixierung benötigt man etwa 15 bis 120, vorzugsweise 45 bis 90 sec. Es kann auch Heißdampf bei 180 bis 190 °C verwendet werden. Dabei ist die Fixierzeit auf 5 bis 10 Minuten zu verlängern. Man erhält auch bei Fasermischungen ein Ton-in-Ton gefärbtes textiles Material, das kalt und warm gespült und mit handelsüblichen Waschmitteln gewaschen werden kann. Obwohl die Fixierung der Farbstoffe bei relativ hohen Temperaturen erfolgt, wird überraschenderweise keine oder nur eine sehr geringfügige Nebelbildung in Folge von verdampfendem Quell- und Farbstofflösungsmittel beobachtet. Die Fixierausbeute ist sehr gut und es werden Färbungen mit guten Wasch- und Reibechtheiten erhalten.Dyeing is carried out, for example, by padding the textiles with a dyeing liquor, the liquor absorption being in the range from 25 to 120%. After padding, the material is usually dried at temperatures from 90 to 120 ° C. and then fixed at temperatures from 180 to 230, preferably with hot air at 210 to 220 ° C. It is fixed, for example, in the stenter, on the hot flue or on screen drum systems. About 15 to 120, preferably 45 to 90 seconds are required for the fixation. Superheated steam at 180 to 190 ° C. can also be used. The fixing time should be extended to 5 to 10 minutes. In the case of fiber mixtures, a tone-on-tone colored textile material is obtained which can be rinsed cold and warm and washed with commercially available detergents. Although the fixation of the dyes takes place at relatively high temperatures, surprisingly no or only very slight fog formation is observed as a result of evaporating swelling and dye solvents. The fixing yield is very good and dyeings with good wash and rub fastness are obtained.
Die gleichen Vorteile werden auch beim Drucken erreicht. Die Klotzflotten und Druckpasten können noch die üblichen Zusätze, wie pH-Regulatoren, Antimigrationsmittel, Antifrostingmittel, Emulgatoren, Dispergiermittel, Egalisiermittel, Fixierbeschleuniger und Schaumdämpfer enthalten. Im Anschluß an das Fixieren der Farbstoffe wird das gefärbte oder bedruckte Gewebe gespült und einer Nachwäsche bei Kochtemperatur unterworfen, bei der übliche Waschmittel verwendet werden können.The same advantages are achieved when printing. The padding liquors and printing pastes can also contain the usual additives, such as pH regulators, anti-migration agents, anti-freezing agents, emulsifiers, dispersants, leveling agents, fixing accelerators and foam dampers. Following the fixing of the dyes, the dyed or printed fabric is rinsed and subjected to a post-wash at cooking temperature, at which conventional detergents can be used.
Die Erfindung wird anhand der folgenden Beispiele näher erläutert. Die in den Beispielen angegebenen Teile sind Gewichtsteile, die Angaben in Prozent sind Gewichtsprozent.The invention is illustrated by the following examples. The parts given in the examples are parts by weight, the percentages are percentages by weight.
Ein Gewebe aus 65 Teilen Polyester-Fasern und 35 Teilen mercerisierter Baumwolle wurde mit einer Flotte imprägniert, die 5 g/I einer 20 %-igen Zubereitung des braunen, wasserunlöslichen Dispersionsfarbstoffes der Formel
Als Komponente (a) des Quell- und Farbstofflösungsmittels dienten folgende Verbindungen:
- 1) Polyäthylenglykol (Molekulargewicht 600)
- 2) Polyäthylenglykol (Molekulargewicht 1500)
- 3) 1 Mol Isooctylphenol umgesetzt mit 14 Mol Äthylenoxid
- 4) Umsetzungsprodukt aus Acrylsäuremethylester und Polyäthylenglykol (Molekulargewicht 400) im Molverhältnis 1: 1
- 1) polyethylene glycol (molecular weight 600)
- 2) polyethylene glycol (molecular weight 1500)
- 3) 1 mole of isooctylphenol reacted with 14 moles of ethylene oxide
- 4) reaction product of acrylic acid methyl ester and polyethylene glycol (molecular weight 400) in a molar ratio of 1: 1
Als Komponente (b) des Quell- und Farbstofflösungsmittels wurden folgende Verbindungen eingesetzt:
- 5) Umsetzungsprodukt aus 1 Mol Butylamin und 14 Mol Äthylenoxid
- 6) Umsetzungsprodukt aus 1 Mol Neopentandiamin und 15,6 Mol Äthylenoxid
- 7) Umsetzungsprodukt aus 1 Mol Äthylendiamin und 35 Mol Äthylenoxid
- 8) Umsetzungsprodukt aus 1 Mol Äthylendiamin und 8 Mol Propylenoxid, das mit 8 Mol Äthylenoxid zur Reaktion gebracht wurde
- 9) Umsetzungsprodukt aus 1 Mol Äthylendiamin und 16 Mol Propylenoxid, das anschließend mit 16 Mol Äthylenoxid zur Reaktion gebracht wurde
- 10) Umsetzungsprodukt aus Hexamethylendiamin und 15 Mol Äthylenoxid
- 11) Umsetzungsprodukt aus 1 Mol Triäthanolamin und 14 Mol Äthylenoxid
- 12) Umsetzungsprodukt aus 1 Mol Anilin und 10 Mol Äthylenoxid
- 13) Umsetzungsprodukt aus 1 Mol Piperazin und 16 Mol Äthylenoxid
- 5) reaction product of 1 mol of butylamine and 14 mol of ethylene oxide
- 6) reaction product of 1 mol of neopentanediamine and 15.6 mol of ethylene oxide
- 7) reaction product of 1 mol of ethylenediamine and 35 mol of ethylene oxide
- 8) reaction product of 1 mol of ethylenediamine and 8 mol of propylene oxide, which was reacted with 8 mol of ethylene oxide
- 9) reaction product of 1 mol of ethylenediamine and 16 mol of propylene oxide, which was then reacted with 16 mol of ethylene oxide
- 10) reaction product of hexamethylenediamine and 15 moles of ethylene oxide
- 11) reaction product of 1 mol of triethanolamine and 14 mol of ethylene oxide
- 12) reaction product of 1 mol of aniline and 10 mol of ethylene oxide
- 13) reaction product of 1 mol of piperazine and 16 mol of ethylene oxide
Der pH-Wert der Flotten wurde mit Glutarsäure auf 6 eingestellt. Die Flottenaufnahme des Gewebes betrug 50 %. Die Gewebestücke wurden dann 60 Sekunden bei einer Temperatur von 120 °C getrocknet und danach 60 Sekunden bei 215 °C in einem Labortrockner fixiert. Danach wurde das Gewebe kalt und warm gespült und 5 Minuten bei 100 °C in Gegenwart eines handelsüblichen Waschmittels gewaschen.The pH of the liquors was adjusted to 6 using glutaric acid. The liquor absorption of the fabric was 50%. The tissue pieces were then dried at a temperature of 120 ° C. for 60 seconds and then fixed in a laboratory dryer at 215 ° C. for 60 seconds. The fabric was then rinsed cold and warm and washed for 5 minutes at 100 ° C. in the presence of a commercially available detergent.
Die Gewebestücke wurden in allen Fällen im klimatisierten Zustand vor dem Imprägnieren, nach dem Zwischentrocknen und nach der Behandlung bei 215 °C gewogen. Aus den gefundenen Werten wurde derjenige prozentuale Anteil des aufgebrachten Lösemittels ermittelt, der bei der Hitzebehandlung verdampft ist.In all cases, the fabric pieces were weighed in an air-conditioned state before impregnation, after intermediate drying and after treatment at 215 ° C. From the values found, the percentage of the solvent applied which evaporated during the heat treatment was determined.
In der folgenden Tabelle sind die Flüchtigkeiten der Verbindungen 1) bis 13) sowie von Mischungen im Gewichtsverhältnis 1: 1 der Stoffe beim Einsatz als Quell- und Farbstofflösungsmittel beim Färben zusammengestellt.
Die für die Mischungen berechneten Werte wurden aus dem arithmetischen Mittel der flüchtigen Anteile der beiden Komponenten der Mischung erhalten.The values calculated for the mixtures were obtained from the arithmetic mean of the volatile components of the two components of the mixture.
Man erkennt, daß in allen Fällen das Gemisch weniger flüchtig ist, als zu erwarten war.It can be seen that in all cases the mixture is less volatile than was expected.
In allen Fällen wurde mit den Mischungen eine hellbraune Färbung erhalten, die gute Echtheiten aufwies.In all cases, the mixtures obtained a light brown color which had good fastness properties.
Ein Gewebe aus 65 Teilen Polyester-Faser und 35 Teilen mercerisierter Baumwolle wird mit einer Flotte imprägniert, die 10 g/I einer 20%-igen flüssigen Zubereitung des roten wasserunlöslichen Dispersionsfarbstoffs der Formel
Bei der Fixierung des Farbstoffs sind, wie gravimetrisch bestimmt wurde, 3% des aufgebrachten Lösungsmittels verdampft. Beträgt das Verhältnis von Polyäthylenglykol zu dem Umsetzungsprodukt aus Neopentandiamin und Äthylenoxid 15: 1, so verdampfen unter den angegebenen Fixierbedingungen 7 % des Quell- und Lösungsmittelgemisches.When the dye was fixed, 3% of the solvent applied had evaporated, as was determined gravimetrically. If the ratio of polyethylene glycol to the reaction product of neopentanediamine and ethylene oxide is 15: 1, 7% of the swelling and solvent mixture evaporate under the specified fixing conditions.
Verwendet man dagegen als Quell- und Farbstofflösungsmittel allein das Polyäthylenglykol eines Molekulargewichts von 1 500, so verdampfen unter den Fixierbedingungen 14 Gew.%. Verwendet man das Umsetzungsprodukt von Neopentandiamin mit 15,6 Mol Äthylenoxid als alleiniges Quell- und Farbstofflösungsmittel, so verdampfen unter den Fixierbedingungen bei 225 °C 15 %.On the other hand, if the polyethylene glycol with a molecular weight of 1,500 is used as the swelling and dyeing solvent, 14% by weight evaporate under the fixing conditions. If the reaction product of neopentanediamine with 15.6 mol of ethylene oxide is used as the sole source and dye solvent, 15% evaporate under the fixing conditions at 225 ° C.
Das im Beispiel 1 angegebene Textilmaterial wird mit einer Färbeflotte imprägniert, die 20 g/l einer 20%-igen Zubereitung des Farbstoffs der Formel I (Beispiel 1) und als Quell- und Farbstofflösungsmittel 60 g/l einer Mischung aus 1 Teil eines Umsetzungsproduktes aus 1 Mol i-Octylphenol und 14 Mol Äthylenoxid und 2 Teilen eines Umsetzungsproduktes aus 1 Mol Piperazin und 16 Mol Äthylenoxid enthält. Der pH-Wert der Flotte wurde mit Glutarsäure auf 6 eingestellt. Die Flottenaufnahme betrug 50 %. Das Gewebe wurde 60 Sekunden bei einer Temperatur von 120 °C getrocknet und anschließend zur Fixierung des Farbstoffs 30 Sekunden auf eine Temperatur von 225°C in einem kontinuierlich arbeitenden Labortrockner erhitzt. Die Färbung wurde wie im Beispiel 2 beschrieben fertiggestellt. Man erhielt eine helle Braunfärbung mit guten Echtheitseigenschaften. Der Auswaschverlust war sehr gering. Der Gewichtsverlust der Gewebeprobe nach der Fixierung war nicht höher als bei einem Vergleichsversuch, bei dem die Flotte wohl die Farbstoffpräparation aber kein Quell- und Farbstofflösungsmittel enthielt.The textile material specified in Example 1 is impregnated with a dyeing liquor which comprises 20 g / l of a 20% preparation of the dye of the formula I (Example 1) and 60 g / l of a mixture of 1 part of a reaction product as swelling and dye solvent Contains 1 mole of i-octylphenol and 14 moles of ethylene oxide and 2 parts of a reaction product of 1 mole of piperazine and 16 moles of ethylene oxide. The pH of the liquor was adjusted to 6 using glutaric acid. The fleet uptake was 50%. The fabric was dried at a temperature of 120 ° C for 60 seconds and then heated to a temperature of 225 ° C in a continuous laboratory dryer for 30 seconds to fix the dye. The coloring was completed as described in Example 2. A light brown color with good fastness properties was obtained. The washout loss was very low. The weight loss of the tissue sample after fixation was no higher than in a comparison test in which the liquor probably contained the dye preparation but did not contain any swelling and dye solvents.
Das im Beispiel 1 genannte Textilmaterial wurde mit einer Färbeflotte imprägniert, die 100 g/I einer 20 %-igen Zubereitung des blauen Farbstoffs der Formel
Das im Beispiel 1 angegebene Textilmaterial wird mit einer Färbeflotte imprägniert, die 80 g/I des Farbstoffs I (vgl. Beispiel 1) und als Quell- und Farbstoff lösungsmittel 80 g/I einer Mischung aus 80 Teilen eines Polyäthylenglykols mit einem Molekulargewicht von 1 500 und 20 Teilen eines Umsetzungsprodukts aus 1 Mol Hexamethylendiamin und 15 Mol Äthylenoxid enthält. Der pH-Wert der Flotte wurde mit Zitronensäure auf 5 eingestellt. Die Flottenaufnahme betrug 50 %. Das Gewebe wurde 60 Sekunden bei einer Temperatur von 120 °C getrocknet und zur Fixierung des Farbstoffs 60 Sekunden bei einer Temperatur von 215 °C in einem Labortrockner erhitzt. Die Färbung wird wie im Beispiel 2 beschrieben fertiggestellt. Man erhält bei geringerem Auswaschverlust eine dunkle rot-braune Färbung mit guten Wasch-, Licht- und Reibechtheiten. Beim Fixierprozeß verdampfte praktisch kein Lösemittel.The textile material specified in Example 1 is impregnated with a dye liquor containing 80 g / l of dye I (see Example 1) and solvent 80 g / l of a mixture of 80 parts as swelling and dyeing solvent contains a polyethylene glycol with a molecular weight of 1,500 and 20 parts of a reaction product of 1 mol of hexamethylenediamine and 15 mol of ethylene oxide. The pH of the liquor was adjusted to 5 with citric acid. The fleet uptake was 50%. The fabric was dried for 60 seconds at a temperature of 120 ° C. and heated in a laboratory dryer for 60 seconds at a temperature of 215 ° C. to fix the dye. The coloring is completed as described in Example 2. With less wash-out loss, a dark red-brown color is obtained with good fastness to washing, light and rubbing. Virtually no solvent evaporated during the fixing process.
Ein Gewebe aus einer Fasermischung aus 50 Teilen Polyesterfasern und 50 Teilen Baumwolle wird mit einer wäßrigen Flotte imprägniert, die 20 g/I einer 20 %-igen Zubereitung des Farbstoffs der Formel
Ein mercerisierter Baumwoll-Köper wird mit einer Farbstoffflotte imprägniert, die 20 g/l des wasserunlöslichen Farbstoffs der Formel 11 (vgl. Beispiel 2) und 120 g/I Quell- und Farbstofflösungsmiftelgemisch, das 90 Teile eines Umsetzungsprodukts aus 1 Mol Pentaerythrit und 7 Mol Äthylenoxid und 10 Teile eines Umsetzungsprodukts aus 1 Mol Butylamin und 14 Mol Äthylenoxid enthält. Der pH-Wert der Flotte wurde mit Glutarsäure auf 6 eingestellt. Die Flottenaufnahme betrug 53 %. Das Gewebe wurde 60 Sekunden bei einer Temperatur von 120 °C getrocknet und zur Fixierug des Farbstoffes 60 Sekunden bei einer Temperatur von 200 °C in einem Labortrockner erhitzt. Die Färbung wird nach der im Beispiel 2 angegebenen Vorschrift fertiggestellt. Man erhält ohne bedeutende Auswaschverluste eine helle Rotfärbung mit guten Naß- und Reibechtheiten. Beim Fixierprozeß verdampft praktisch kein Lösemittel, wie ein Vergleichsversuch zeigt, der in Abwesenheit eines Quell- und Farbstofflösungsmittels durchgeführt wurde.A mercerized cotton twill is impregnated with a dye liquor which contains 20 g / l of the water-insoluble dye of the formula 11 (see Example 2) and 120 g / l of swelling and dye solution mixture which comprises 90 parts of a reaction product of 1 mol of pentaerythritol and 7 mol Ethylene oxide and 10 parts of a reaction product of 1 mole of butylamine and 14 moles of ethylene oxide. The pH of the liquor was adjusted to 6 using glutaric acid. The fleet uptake was 53%. The fabric was dried for 60 seconds at a temperature of 120 ° C. and heated in a laboratory dryer for 60 seconds at a temperature of 200 ° C. to fix the dye. The coloring is completed according to the procedure given in Example 2. A bright red color with good wet and rub fastness properties is obtained without significant washout losses. In the fixing process, practically no solvent evaporates, as a comparative experiment shows, which was carried out in the absence of a swelling and dye solvent.
Ein mercerisierter Baumwoll-Köper wurde mit einer wäßrigen Färbeflotte imprägniert, die 80 g/I Farbstoff (IV) (vgl. Beispiel 6) und 200 g einer Mischung aus 80 Teilen eines Polyäthylenglykols mit einem Molgewicht von 800 und 20 Teilen eines Blockpolymeren aus 1 Mol Äthylendiamin, 8 Mol Propylenoxid und 8 Mol Äthylenoxid enthielt. Der pH-Wert der Flotte wurde mit Zitronensäure auf 6 gestellt. Die Flottenaufnahme betrug 52 %.A mercerized cotton twill was impregnated with an aqueous dye liquor containing 80 g / l of dye (IV) (see Example 6) and 200 g of a mixture of 80 parts of a polyethylene glycol with a molecular weight of 800 and 20 parts of a block polymer of 1 mol Contained ethylenediamine, 8 moles of propylene oxide and 8 moles of ethylene oxide. The pH of the liquor was adjusted to 6 using citric acid. The fleet uptake was 52%.
Anschließend wurde das Gewebe wie üblich bei 120°C getrocknet und 30 Sekunden bei 215 °C in einem Labortrockner fixiert. Beim Fixierprozeß verdampfte praktisch kein Lösemittel. Nach dem Spülen und Waschen erhielt man bei sehr geringem Farbstoffverlust eine brillante, intensive gold-orange Färbung mit guten Echtheiten.The fabric was then dried as usual at 120 ° C. and fixed in a laboratory dryer at 215 ° C. for 30 seconds. Virtually no solvent evaporated during the fixing process. After rinsing and washing, a brilliant, intense gold-orange coloration with good fastness properties was obtained with very little loss of dye.
Ein Gewebe aus 67 Teilen Polyesterfaser und 33 Teilen Baumwolle (mercerisiert) wurde mit einer Flotte imprägniert, die 100 g/I einer Mischung aus 80 Teilen eines Borsäureesters von Polyäthylenglykol (Molgewicht etwa 800) im Molverhältnis 1 : 3 und 20 Teilen Äthylendiamin, umgesetzt mit 35 Mol Äthylenoxid, enthielt. Die Flottenaufnahme betrug 80 %. Anschließend wurde 15 Minuten bei 60 bis 70 °C getrocknet.A fabric made of 67 parts of polyester fiber and 33 parts of cotton (mercerized) was impregnated with a liquor which reacted with 100 g / l of a mixture of 80 parts of a boric acid ester of polyethylene glycol (molecular weight about 800) in a molar ratio of 1: 3 and 20 parts of ethylenediamine 35 moles Ethylene oxide. The fleet uptake was 80%. The mixture was then dried at 60 to 70 ° C for 15 minutes.
Auf das Substrat wurde folgende Druckpaste gedruckt :
Nach dem Drucken wurde 2 Minuten bei 130 °C getrocknet und 90 Sekunden bei 210 °C mit Heißluft behandelt, kalt und warm gespült, heiß geseift und kalt nachgespült. Bei der Hitzebehandlung waren keine Lösemittelnebel festzustellen.After printing, the mixture was dried at 130 ° C. for 2 minutes and treated with hot air at 210 ° C. for 90 seconds, rinsed cold and warm, hot soaped and rinsed cold. No solvent mist was observed during the heat treatment.
Man erhält einen leuchtend roten Druck auf weißem Fond.You get a bright red print on a white background.
Beispiel 9 wurde wiederholt, jedoch anstelle des Farbstoffes II mit 50 Teilen des rotorangenen Farbstoffes der Formel
Man erhält eine gute Durchfärbung des Mischgewebes. Beim Fixieren trat keine Nebelbildung auf.Good dyeing of the mixed fabric is obtained. No fog was formed when fixing.
Ein Gewebe aus Polyester/Baumwolle (im Gewichtsverhältnis 67 : 33) wird mit folgender Druckpaste bedruckt :
Nach dem Drucken wird wie im Beispiel 9 beschrieben, getrocknet, 4 Minuten bei 190 °C mit Heißdampf behandelt, gespült, geseift und gespült.After printing, drying is carried out as described in Example 9, treated with superheated steam for 4 minutes at 190 ° C., rinsed, soaped and rinsed.
Eine Nebelbildung bei der Hitzebehandlung konnte nicht festgestellt werden. Man erhält einen klaren gelben Druck auf weißem Fond.Fog formation during the heat treatment could not be found. You get a clear yellow print on a white background.
Die gleichen Ergebnisse erhält man, wenn anstelle des Farbstoffes IV 50 Teile des gelben Farbstoffes der -Formel
Beispiel wurde wiederholt, jedoch anstelle des Farbstoffes II mit 50 Teilen des rotorangenen Farbstoffes der Formel
Man erhält eine gute Durchfärbung des Mischgewebes. Beim Fixieren trat keine Nebelbildung auf.Good dyeing of the mixed fabric is obtained. No fog was formed when fixing.
Beispiel 4 wurde wiederholt, jedoch mit der Ausnahme, daß anstelle des blauen Farbstoffes der Formel 111 dieselbe Menge des braungelben Farbstoffes der Formel
Claims (5)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT79105107T ATE330T1 (en) | 1978-12-21 | 1979-12-12 | PROCESS FOR DYING AND PRINTING TEXTILES WITH DISPERSION DYES. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2855188 | 1978-12-21 | ||
DE19782855188 DE2855188A1 (en) | 1978-12-21 | 1978-12-21 | METHOD FOR COLORING AND PRINTING TEXTILES WITH DISPERSION DYES |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0012935A1 EP0012935A1 (en) | 1980-07-09 |
EP0012935B1 true EP0012935B1 (en) | 1981-10-21 |
Family
ID=6057828
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP79105107A Expired EP0012935B1 (en) | 1978-12-21 | 1979-12-12 | Process for the dyeing and printing of textiles with disperse dyes |
Country Status (10)
Country | Link |
---|---|
US (1) | US4239491A (en) |
EP (1) | EP0012935B1 (en) |
AR (1) | AR217977A1 (en) |
AT (1) | ATE330T1 (en) |
BR (1) | BR7908271A (en) |
CA (1) | CA1135011A (en) |
DE (2) | DE2855188A1 (en) |
ES (1) | ES487122A1 (en) |
IL (1) | IL58975A (en) |
PT (1) | PT70505A (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2901823C2 (en) * | 1979-01-18 | 1983-12-08 | Basf Ag, 6700 Ludwigshafen | Process for printing textile materials |
DE2930334A1 (en) | 1979-07-26 | 1981-02-19 | Basf Ag | DISAZO DYES WITH HETEROCYCLIC CLUTCH COMPONENTS |
DE2948456A1 (en) | 1979-12-01 | 1981-06-11 | Basf Ag, 6700 Ludwigshafen | DISAZO DYES |
GB2259525B (en) * | 1991-09-11 | 1995-06-28 | Ciba Geigy Ag | Process for dyeing cellulosic textile material with disperse dyes |
US5904738A (en) * | 1998-01-28 | 1999-05-18 | Crompton & Knowles Corporation | Gas-fade inhibition |
DE19815129A1 (en) * | 1998-04-03 | 1999-10-07 | Basf Ag | Precipitated, water-insoluble dyes in colloidally dispersed form |
US6497733B1 (en) | 2000-04-03 | 2002-12-24 | Nano-Tex, Llc | Dye fixatives |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1811796C3 (en) * | 1968-11-25 | 1974-01-03 | E.I. Du Pont De Nemours And Co., Wilmington, Del. (V.St.A.) | Process for dyeing cellulose fibers or mixtures thereof with synthetic fibers |
US3656880A (en) * | 1969-11-25 | 1972-04-18 | Du Pont | Uniformly dyed blue or turquoise water swellable cellulosic fibers |
US3711245A (en) * | 1970-09-18 | 1973-01-16 | Du Pont | Liquid for pad-bath dyeing containing glycol compound and boric acid or borax |
US3706525A (en) * | 1971-03-08 | 1972-12-19 | Du Pont | Water swollen cellulose dyeing with high molecular weight disperse dye in a glycol ether solution |
US3888624A (en) * | 1971-03-08 | 1975-06-10 | Du Pont | Process for dyeing water swellable cellulosic materials with polypropylene glycols |
DE2643804A1 (en) * | 1975-06-27 | 1978-04-06 | Basf Ag | Dyeing or printing cellulose fibres and blends with dispersion dyes - in water-solvent mixt. contg. alkoxylated carbonamide |
DE2528743C2 (en) * | 1975-06-27 | 1982-06-09 | Basf Ag, 6700 Ludwigshafen | Process for dyeing and printing cellulose fibers or mixtures of cellulose fibers with synthetic fibers |
GB1559627A (en) * | 1976-04-17 | 1980-01-23 | Bayer Ag | Process for dyeing sheets or sheet like structures |
DE2636427C3 (en) * | 1976-08-13 | 1980-07-31 | Basf Ag, 6700 Ludwigshafen | Dyestuff preparations for cellulose or cellulose-containing fiber material |
DE2751830A1 (en) | 1977-02-01 | 1978-08-03 | Sandoz Ag | Dyeing and printing cellulose-polyester textiles - using carboxylic acid hydroxyalkyl amide(s) to swell the cellulose fibres |
-
1978
- 1978-12-21 DE DE19782855188 patent/DE2855188A1/en not_active Withdrawn
-
1979
- 1979-11-27 PT PT70505A patent/PT70505A/en unknown
- 1979-12-12 DE DE7979105107T patent/DE2961085D1/en not_active Expired
- 1979-12-12 AT AT79105107T patent/ATE330T1/en not_active IP Right Cessation
- 1979-12-12 US US06/103,074 patent/US4239491A/en not_active Expired - Lifetime
- 1979-12-12 EP EP79105107A patent/EP0012935B1/en not_active Expired
- 1979-12-17 IL IL58975A patent/IL58975A/en unknown
- 1979-12-17 BR BR7908271A patent/BR7908271A/en unknown
- 1979-12-17 CA CA000342082A patent/CA1135011A/en not_active Expired
- 1979-12-20 AR AR279402A patent/AR217977A1/en active
- 1979-12-20 ES ES487122A patent/ES487122A1/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE2855188A1 (en) | 1980-07-10 |
BR7908271A (en) | 1980-07-22 |
ES487122A1 (en) | 1980-09-16 |
US4239491A (en) | 1980-12-16 |
PT70505A (en) | 1979-12-01 |
ATE330T1 (en) | 1981-11-15 |
CA1135011A (en) | 1982-11-09 |
IL58975A (en) | 1982-08-31 |
IL58975A0 (en) | 1980-03-31 |
DE2961085D1 (en) | 1981-12-24 |
EP0012935A1 (en) | 1980-07-09 |
AR217977A1 (en) | 1980-04-30 |
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