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
  • 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
  • D06P1/64—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 low-molecular-weight organic compounds without sulfate or sulfonate groups
  • D06P1/642—Compounds containing nitrogen
  • D06P1/645—Aliphatic, araliphatic or cycloaliphatic compounds containing amino groups
• • 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
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/35—Heterocyclic compounds
  • D06M13/352—Heterocyclic compounds having five-membered heterocyclic rings
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/35—Heterocyclic compounds
  • D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/46—Compounds containing quaternary nitrogen atoms
  • D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
• • 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
  • D06P1/39—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 acid 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
  • D06P1/62—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 low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic groups
  • D06P1/628—Compounds containing nitrogen
• • 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
  • D06P1/64—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 low-molecular-weight organic compounds without sulfate or sulfonate groups
  • D06P1/642—Compounds containing nitrogen
  • D06P1/6426—Heterocyclic compounds
• • 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
  • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
  • D06P5/22—Effecting variation of dye affinity on textile material by chemical means that react with the fibre
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/916—Natural fiber dyeing
  • Y10S8/918—Cellulose textile
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/92—Synthetic fiber dyeing
  • Y10S8/924—Polyamide fiber
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/93—Pretreatment before dyeing

Definitions

• the use of alkaline agents is particularly necessary to fix the technically important reactive dyes on the fiber.
• a dyeing process which can be carried out with little or no salt and at the same time only with the use of small amounts of an alkaline agent or entirely without such an alkaline auxiliary is therefore particularly advantageous in the dyeing process using fiber-reactive dyes.
• anionic textile dyes in particular those with fiber-reactive groups, without or only with a minor use of alkaline agents and electrolyte salts, level and strong dyeings with good fastness properties are obtained when a fiber material is used as the textile material used which has been pretreated and modified by a compound which is a saturated aliphatic compound of 3 to 15 carbon atoms, preferably 3 to 12 carbon atoms, optionally substituted by 1 or 2 or more, such as 3 to 5, hydroxyl groups which contains at least one primary, secondary or tertiary amino group or quaternary ammonium group and at least one hydrolysable ester group, the aliphatic radical (s) being (s) straight-chain, branched and / or cyclic and optionally by one or more , such as two or three, hetero groups, such as amino groups and d oxygen atoms, can be interrupted and the amino group (s) can also be part of a saturated heterocyclic radical, with the exception of
• the compounds containing amino and ester groups are not able to form an intermediate ethyleneimine structure; they are able to react with the cellulose fiber according to a nucleophilic substitution.
• the amount of alkali used can be reduced by 75%; the fixing times can also be drastically reduced. Since in the process according to the invention the application can be carried out analogously to conventional dyeing processes, the process according to the invention can be integrated into a continuous process for the general pretreatment of fiber materials where the alkali necessary for fixing is already present.
• the process according to the invention for dyeing fiber materials modified according to the invention permits the one-off dyeing of polyester / cotton blended fabrics with reactive and disperse dyes without damage to the disperse dye, precisely because alkali is not present in this single-bath dyeing process.
• the compounds which can be used according to the invention for modifying fiber materials contain as ester groups at least one hydrolyzable ester group, such as the esters of sulfuric acid, phosphoric acid, a lower alkane carboxylic acid (the term "lower” here and below means that the groups are alkyl radicals of 1 to 4 C) -Atoms contain or are), such as acetic acid, benzenesulfonic acid and their derivatives substituted on the benzene nucleus by substituents from the group sulfo, carboxy, lower alkyl, lower alkoxy and nitro, such as p-toluenesulfonic acid and mesitylsulfonic acid (the acidic esters of sulfuric acid and phosphoric acid are also referred to as sulfato or phosphato groups; they correspond to the general formula -0S03M or -OP0 3 M 2 , in which M denotes a hydrogen atom or an alkali metal, such as sodium, potassium
• the fiber-modifying compounds preferably contain only one ester group. If the fiber-modifying compounds do not contain an azacyclic radical, they preferably have at least one hydroxyl group.
• the compounds which cannot be used according to the invention have the general formula (A) in which p is the number 1 or 2, ER is an ester group and ALK is a straight-chain or branched alkylene radical of 2 to 6 carbon atoms, which may be interrupted by 1 or more hetero groups, and is not substituted by a hydroxyl group.
• the present invention thus relates to a process for dyeing fiber materials with water-soluble, anionic dyes, preferably with fiber-reactive dyes, which is characterized in that the dyeing using low-electrolyte or completely electrolyte-free and / or low-alkali or completely alkali-free dye solutions (dye liquors, printing pastes) and using a fiber material which has been pretreated and modified with the compounds containing ester and amino groups specified above.
• Such compounds containing ester and amino groups which can be used according to the invention are, for example, N- ( ⁇ -sulfatoethyl) piperazine, N- ( ⁇ - ( ⁇ '-sulfatoethoxy) ethyl] piperazine, N- (y-sulfato- ⁇ -hydroxy-propyl) -piperidine, N - (- y-sulfato-ß-hydroxy-propyl) -pyrrolidine, N- (ß-sulfatoethyl) -piperidine, the salts of 3-sulfato-2-hydroxy-1- (trimethylammonium) propane, such as 3-sulfato-2-hydroxy-1- (trimethylammonium) propane sulfate, 2-sulfato-3-hydroxy-1-amino propane, 3-sulfato-2-hydrory-1-amino propane, 1-sulfato 3-hydroxy-2-amino propane, 3-hydroxy-1-sulfato-2-amino propane, 2,3-disul
• the corresponding hydroxyl-containing compounds can be used and the hydroxyl groups in the customary manner by reaction esterification with the acids or the corresponding acylating agents, wherein if one starts from compounds containing amino groups with more than one hydroxyl group, preferably only one of these hydroxyl groups is esterified.
• reaction esterification with the acids or the corresponding acylating agents, wherein if one starts from compounds containing amino groups with more than one hydroxyl group, preferably only one of these hydroxyl groups is esterified.
• the compounds which can be used according to the invention can be prepared analogously to such known procedures.
• the esterification of amino alcohols to their sulfuric acid esters is described in Houben-Weyl, Methods of Organic Chemistry, volume V1 / 2, pages 452-457, and volume E11, pages 997 ff.
• Esterification and acylating agents which can be used to prepare the compounds containing ester and amino groups that can be used according to the invention from starting compounds are, for example, sulfuric acid, phosphoric acid, polyphosphoric acid, alkane carboxylic acids of 2 to 5 carbon atoms and their chlorides or anhydrides, such as acetic acid (glacial acetic acid ) and acetic anhydride, benzenesulfonic acid and the benzenesulfonic acids or their sulfochlorides substituted on the benzene nucleus by substituents from the group sulfo, carboxy, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms and nitro.
• the sulfato compounds can be prepared from the corresponding hydroxy compounds by adding the hydroxy compounds in the required amount, ie preferably an equimolar amount, of concentrated sulfuric acid and stirring them at a temperature between 5 and 30 ° C. for some time until the solution is complete. They are isolated from the sulfuric acid solution by pouring the solution onto ice and neutralization, by precipitating the sulfate ions using calcium carbonate as calcium sulfate and then filtering and evaporating the aqueous solution.
• the sulfato compounds can be obtained as crystalline or semi-crystalline substances that can be used directly in the process of modifying the fiber material.
• Fiber materials are understood to mean natural and synthetic fiber materials which contain hydroxyl and / or carbonamide groups, such as silk, wool and other animal hair, and also synthetic polyamide fiber materials and polyurethane fiber materials, for example polyamide-4, polyamide-6 and polyamide-11, and in particular fiber materials which Basic bodies of ⁇ , ⁇ -glucose contain, such as cellulose fiber materials, for example cotton, hemp, jute and linen, and their regenerated derivatives, such as viscose silk and rayon, or mixtures of such fiber materials.
• anionic dyes are meant those that are anionic, i.e. contain acidic groups, such as sulfo and carboxy groups, or their salts, such as alkali metal salts, and are accordingly water-soluble.
• anionic dyes which have a fiber-reactive group, i.e. a group which is usually able to react with the carbonamide or hydroxy groups of the fiber material and to be able to form a connection with them.
• the invention further relates to a process for modifying a fiber material, which is characterized in that a saturated aliphatic compound of 3 to 15 carbon atoms containing ester and amino groups and optionally substituted by 1 or 2 or more, such as 3 to 5, hydroxyl groups , preferably from 3 to 12 carbon atoms, with at least one primary, secondary, tertiary or quaternary amino group and at least one hydrolyzable ester group in which the aliphatic radical (s) is straight-chain, branched and / or cyclic ( are) and may optionally be interrupted by one or more, such as two or three, hetero groups, such as amino groups and oxygen atoms, and the amino group (s) can also be part of a saturated heterocyclic radical, with the exception of compounds of general formula (A), in aqueous, alkaline solution at a temperature between 60 and 230 ° C, preferably between en 90 and 190 ° C, can act on a fiber material.
• the invention relates to the use of such ester and amino group-containing compounds as defined above for modifying fiber materials, in particular with the aim of being able to use them for dyeing with water-soluble, anionic dyes without or only with small amounts of electrolyte salts and alkaline agents.
• the process according to the invention for modifying the fiber material can be carried out, for example, by bringing the fiber material into contact with the aliphatic compound containing amino and ester groups in an alkaline aqueous solution.
• concentration of this compound in the alkaline aqueous solution is generally between 1 and 20% by weight, preferably between 5 and 10% by weight.
• the alkaline agent such as sodium hydroxide, sodium carbonate and potassium carbonate, can be present in a concentration between 1 and 20% by weight; preferably that is alkaline agents are used in a concentration between 1.5 and 10% by weight, the amount depending both on the amount of use of the amino and ester group-containing aliphatic compound and on the material to be pretreated. This will avoid high alkali concentrations in polyester materials.
• the alkaline, aqueous solution containing the amino and ester group-containing aliphatic compound has a pH between 10 and 14.
• the fiber material which is both modified according to the invention and used in the modified form in the dyeing process according to the invention, can in all processing states, such as yarn, flake, sliver and piece goods (fabric), and also in a mixture with other fiber materials, such as in Form of cotton / polyester fiber materials and in the form of blended fabrics with other fiber materials.
• New compounds which can be used according to the invention are, for example, N - (- y-sulfato-ß-hydroxypropyl) piperidine, N- (ß-sulfatoethyl) piperidine, N- (y-sulfato-ß-hydroxypropyl) piperidine, N- ( ⁇ -sulfato- ⁇ -hydroxypropyl) pyrrolidine, 3-sulfato-2-hydroxy-1-aminopropane, 2-sulfato-3-hydroxy-1-aminopropane, the salts of 2-sulfato-3 -hydroxy- and 3-sulfato-2-hydroxy-1- (trimethylammonium) propane and their derivatives with an ester group other than the sulfato group.
• the aliphatic compounds containing ester and amino groups that can be used according to the invention can be brought into contact with the fiber material in a variety of ways in an alkaline aqueous solution in accordance with the dyeing process according to the invention, for example by treating the fiber material in an alkaline, aqueous solution of the compound containing ester and amino groups (analogous to a Dye-drawing process) at a temperature between 15 and 100 ° C, the modification of the fiber material already taking place, in particular at the higher temperatures, such as above 80 ° C.
• Other possibilities are to pad the fiber material with the aqueous, alkaline solution, to splash or to spray the solution onto the fiber material.
• the fiber material is impregnated with this alkaline, aqueous solution by introducing the fiber material into this solution or by padding (padding), the impregnated material is then squeezed off by excess liquor, so that the absorption of this aqueous, alkaline solution is between 50 and 120 % By weight, preferably between 70 and 100% by weight, based on the fiber material.
• the impregnation (by padding, splashing or treatment in the solution itself) takes place at a temperature between 10 and 60 ° C, preferably at a temperature between 15 and 30 ° C.
• spraying the solution onto the fiber material in the Usually takes place at a temperature between 10 and 40 ° C, a liquid absorption of preferably between 10 and 50 wt .-% is selected.
• the fiber material is a mercerized cellulose fiber material
• the compound containing amino and ester groups that can be used according to the invention can also advantageously be applied to the cellulose fiber material to be modified directly after the mercerization process, in which the mercerized material still contains the alkali, for example by using the one obtainable after the mercerization process.
• material impregnated with the aqueous alkali if necessary, squeezed to a required liquid content and the alkaline impregnated material impregnated with the aqueous solution of the compound containing amino and ester groups which can be used according to the invention, the impregnation being carried out by padding, spraying and similar process steps which are customary and known in the art can be.
• the impregnated material is dried; the drying of the amino group-containing compound modifying the fiber is carried out at the same time, a temperature between 100 and 230 ° C., preferably between 130 and 190 ° C., being selected for the drying and fixing.
• a temperature between 100 and 230 ° C., preferably between 130 and 190 ° C. being selected for the drying and fixing.
• drying and simultaneous fixing take place by treatment with hot air for 0.5 to 3 minutes.
• the fiber-modifying compound containing amino groups can also be fixed on the fiber material by simple drying at higher temperatures; for drying and fixing the modifying compound on the fiber material, it can be hung in drying cabinets and exposed to the required higher temperatures, such as 80 to 105 ° C.
• the aftertreatment of the modified fiber material is carried out by rinsing with cold and hot water and, if appropriate, by treatment in an aqueous bath containing a small amount of an acid, such as acetic acid, to remove the alkali from the fiber material and then drying it. If possible, a neutral-reacting fiber material should be used in the dyeing process.
• the dyeing of such modified fiber materials according to the invention is carried out analogously to known dyeing methods and printing processes for dyeing or printing fiber materials with water-soluble ones textile dyes, such as anionic dyes, in particular fiber-reactive dyes, and using the temperature ranges and customary amounts of dye known to be used for this, but with the exception according to the invention that for the dye baths, padding liquors and printing pastes of the dyeing processes according to the invention, an addition of alkaline compounds, as is customary can be used to fix fiber-reactive dyes, such as sodium carbonate, potassium carbonate, sodium hydroxide solution and water glass, to a large extent or even completely, and furthermore the usual addition of electrolyte salts, which in particular should increase the migration of the dye on the fiber, not or only to a small extent, for example up to a maximum of 10 g per liter of dye bath or dye liquor.
• the dyeing process according to the invention is accordingly carried out within a pH range between 4 and 8, preferably between 4.5 and 7.
• Dyeing processes which can be used according to the invention are, for example, the various pull-out processes, such as dyeing on the jigger and on the reel runner or dyeing from a long or short liquor, dyeing in jet dyeing machines, dyeing using the pad-cold dwell method or after a block hot steam fixing process.
• the dyeing temperature can be between 30 and 90 ° C, preferably it is at a temperature below 60 ° C; As can be seen from the above-mentioned application of the pad-cold residence method according to the invention, dyeing is also advantageously possible at room temperature (10 to 30 ° C.).
• the use of the customary, often necessary dyeing aids such as surfactants (wetting agents), thiourea, thiodiethylene glycol, thickeners, leveling aids, auxiliaries which improve the solubility of dyes in the concentrated padding liquors, such as condensation products of formaldehyde and optionally alkyl-substituted Naphthalenesulfonic acids, and especially urea, can be dispensed with entirely or to a considerable extent.
• surfactants wetting agents
• thiourea thiodiethylene glycol
• thickeners thickeners
• leveling aids auxiliaries which improve the solubility of dyes in the concentrated padding liquors, such as condensation products of formaldehyde and optionally alkyl-substituted Naphthalenesulfonic acids, and especially urea
• the modified fiber material according to the invention can be dyed using a purely aqueous dye solution, in which only extremely small amounts of electrolyte salts (such as sodium chloride and sodium sulfate), which are contained in the dye powders as adjusting agents, are additionally dissolved.
• electrolyte salts such as sodium chloride and sodium sulfate
• the present invention can also advantageously be used for single-bath dyeing processes for dyeing mixtures of cellulose and polyester fibers if, in addition, a disperse dye which is suitable for dyeing polyester fiber materials is used in the common dye bath with a reactive dye. Since many disperse dyes are sensitive to alkali, especially when using higher temperatures, they cannot be used in single-bath dyeing of cellulose / polyester mixed fiber materials, since the use of high temperatures in the alkali-containing bath in the dyeing of the polyester fiber by the disperse dye leads to damage to the disperse dye.
• the present invention makes it possible to dye free of alkali, so that in the aqueous, alkali-free dyeing liquor, the reactive dye can be fixed first at low temperature, for example at a dyeing temperature between 30 and 80 ° C., and then the polyester fiber with the disperse dye in the usual way at temperatures above 100 ° C, such as between 110 and 140 ° C, colored.
• All water-soluble, preferably anionic dyes which preferably have one or more sulfo and / or carboxy groups and which can optionally contain fiber-reactive groups, are suitable for the dyeing methods according to the invention.
• fiber-reactive dyes they can belong to the class of azo development dyes, direct dyes, vat dyes and acid dyes, which include, for example, azo dyes, copper complex, cobalt complex and chromium complex azo dyes, copper and nickel phthalocyanine dyes, anthraquinone and copper formazan - And triphendioxazine dyes.
• azo development dyes direct dyes
• vat dyes and acid dyes which include, for example, azo dyes, copper complex, cobalt complex and chromium complex azo dyes, copper and nickel phthalocyanine dyes, anthraquinone and copper formazan - And triphendioxazine dyes.
• azo dyes copper complex, cobalt complex and
• Fiber-reactive dyes are organic dyes which contain 1, 2, 3 or 4 fiber-reactive radicals from the aliphatic, aromatic or heterocyclic series. Such dyes have been widely described in the literature.
• the dyes can belong to a wide variety of dye classes, such as the class of monoazo, disazo, polyazo, metal complex azo, such as 1: 1 copper, 1: 2 chromium and 1: 2 cobalt complex monoazo.
• Fiber-reactive dyes are understood to mean those which have a “fiber-reactive” group, ie a group which contains the hydroxyl groups of cellulose, the amino, carboxy, hydroxyl and thiol groups of wool and silk or the amino and possibly carboxy groups of synthetic polyamides are able to react to form covalent chemical bonds.
• the fiber-reactive rest can directly or be bound to the dye residue via a bridge member; it is preferably directly or via an optionally monoalkylated amino group, such as, for example, a group of the formula -NH-, -N (CH 3 ) -, -N (C 2 H s ) - or -N (C 3 H 7 ) -, or via an aliphatic radical, such as a methylene, ethylene or propylene radical or an alkylene radical of 2 to 8 carbon atoms, which can be interrupted by one or two oxy and / or amino groups, or via a bridge member containing an amino group, such as a phenylamino group, attached to the dye residue.
• an optionally monoalkylated amino group such as, for example, a group of the formula -NH-, -N (CH 3 ) -, -N (C 2 H s ) - or -N (C 3 H 7 ) -, or via an aliphatic
• Particularly interesting fiber-reactive residues are fluorine and chloro-1,3,5-triazine residues of the formula (2) in which Hal is chlorine or fluorine and Q is an amino, alkylamino, N, N-dialkylamino, cycloalkylamino, N, N-dicycloalkylamino, aralkylamino, arylamino, N-alkyl-N-cyclohexylamino, N- Alkyl-N-arylamino group or an amino group which contains a heterocyclic radical which may have a further fused-on carbocyclic ring, or amino groups in which the amino nitrogen atom is a member of an N-heterocyclic ring which optionally contains further heteroatoms, as well as hydrazino and semicarbazido groups , wherein said alkyl radicals can be straight-chain or branched and low molecular weight and higher molecular weight, preferably those with 1 to 6 carbon atoms.
• Suitable cycloalkyl, aralkyl and aryl radicals are, in particular, cyclohexyl, benzyl, phenethyl, phenyl and naphthyl radicals; Heterocyclic residues are especially furan, thiophene, pyrazole, pyridine, pyrimidine, quinoline, benzimidazole, benzothiazole and benzoxazole residues.
• Amino groups in which the amino nitrogen atom is a member of an N-heterocyclic ring are preferably residues of six-membered N-heterocyclic compounds which may contain nitrogen, oxygen or sulfur as further heteroatoms.
• alkyl, cycloalkyl, aralkyl and aryl radicals mentioned above, the heterocyclic radicals and the N-heterocyclic rings can additionally be substituted, for example by halogen, such as fluorine, chlorine and bromine, nitro, cyano, trifluoromethyl, sulfamoyl, carbamoyl, C. 1 -C 4 alkyl, C 1 -C 4 alkoxy, acylamino groups, such as acetylamino or benzoylamino, ureido, hydroxy, carboxy, sulfomethyl or sulfo.
• halogen such as fluorine, chlorine and bromine
• sulfamoyl carbamoyl
• C. 1 -C 4 alkyl C 1 -C 4 alkoxy
• acylamino groups such as acetylamino or benzoylamino, ure
• amino groups are: NH 2 , methylamino, ethylamino, propylamino, isopropylamino, butylamino, hexylamino, ⁇ -methoxyethylamino, y-methoxypropylamino, ⁇ -ethoxyethylamino, N, N-dimethylamino, N, N-diethylamino, ⁇ -chloroethylamino, ß-cyanoethylamino, y-cyanopropylamino, ⁇ -carboxyethylamino, sulfomethylamino, ß-sulfoethylamino, ⁇ -hydroxyethylamino, N, N-di-ß-hydroxyethylamino, y-hydroxypropylamino, benzylamino, phenethylamino, cyclohexylamino, phenyla
• Q can be an amino radical of the general formula -NR 10 R 11 , in which R 10 is hydrogen or alkyl of 1 to 4 carbon atoms, such as methyl or ethyl, and R 11 is phenyl, which is directly by a fiber-reactive radical of the vinyl sulfone series or is substituted by a methylamino, ethylamino, methylene, ethylene or propylene group and which can also be substituted by 1 or 2 substituents from the group methoxy, ethoxy, methyl, ethyl, chlorine, carboxy and sulfo, or R 11 alkyl of 2 to 4 carbon atoms, such as ethyl or n-propyl, which is substituted by a fiber-reactive group of the vinyl sulfone series is, or is alkylenephenyl with an alkylene radical of 1 to 4 carbon atoms, the phenyl of which is substituted by a fiber-reactive radical of the vinyl s
• Fiber-reactive groups of the vinylsulfone series are those of the general formula -S0 2 -Y, in which Y is vinyl or ethyl which is substituted in the ⁇ -position by an alkali-eliminable substituent, for example by chlorine, sulfato, phosphato, thiosulfato, acetyloxy, Sulfobenzoyloxy and dimethylamino.
• the dyeings of the modified cellulose fiber materials obtainable in the manner according to the invention do not require any further aftertreatment after removal from the dyebath or after the dye has been fixed on the substrate, in particular no complicated aftertreatment process including washing.
• a fiber-reactive aftertreatment agent is advisable if the fiber material modified according to the invention has been dyed only in slight depths of color or if a dye has been used which does not have satisfactory fiber reactivity. In these cases, there are still sufficient dye-reactive spots on the modified fiber, which, for example, can react with other dyes in rinsing baths contaminated with these dyes.
• This aftertreatment deactivates the still active areas of the fiber modified according to the invention, and the clear coloration originally desired is also obtained in a rinsing water used in a technical process and contaminated with dyes.
• a final boiling treatment of the colored substrate with a washing solution to improve the fastness properties is not necessary.
• N - (- y-sulfato-ß-hydroxypropyl) piperidine 100 parts of N- (ß, y-dihydroxy-propyl) piperidine are slowly added to 67 parts of 100% sulfuric acid with stirring at 20.degree a. The mixture is stirred for a further hour and the piperidine compound according to the invention is isolated in the manner described in Example A. It is initially obtained as an oily product that crystallizes after some time. It melts at 170 to 175 ° C with decomposition.
• a strong, uniformly colored orange coloration is obtained which has good general fastness properties, in particular good fastness to rubbing and light.
• a strong, uniformly colored orange coloration is obtained which has good general fastness properties, in particular good fastness to rubbing and light.
• a mercerized and bleached cotton fabric is impregnated with an aqueous solution of 50 parts of sodium hydroxide and 100 parts of the monosulfate of 2,3-dihydroxy-1-aminopropane in 1000 parts of water at a temperature between 25 and 30 ° C. with a liquor absorption of 85% and then treated to fix the aminopropane compound on the fiber material for about 3 minutes with hot air at 150 ° C., the impregnated fabric drying at the same time.
• the modified material is then freed from excess alkali by treatment with cold water at 60 ° C.
• the modified, dried material is dyed in a conventional exhaust process.
• 10 parts of this material are added in 200 parts by volume of an aqueous dye solution, the 0.2 parts of a 50% electrolyte-containing dye powder of the dye of the formula known from German Offenlegungsschrift No. 24 12 964 contains dissolved.
• the dyeing is carried out for 60 minutes at 60 ° C.
• the dyed fabric is then rinsed with cold and warm water at 30 to 35 ° C., which may optionally contain a commercially available nonionic surfactant, and then washed again with cold water and dried if necessary.
• a strong blue dyeing is obtained which, in terms of fastness properties and its other qualities, is similar to dyeings which are obtained using the customary dyeing methods of the prior art.
• a cotton fabric modified in accordance with the information in Example 3a) is dyed in accordance with a block-cold-dyeing process.
• an aqueous dye solution containing 20 parts of 1000 parts by volume of a 50% electrolyte-containing dye powder of, for example, copper phthalocyanine dye of the formula known from German Patent No. 1,179,317 and contains 3 parts of a commercially available nonionic wetting agent in solution, applied to the fabric at 25 ° C. by means of a padder with a liquor absorption of 80%, based on the weight of the fabric.
• the fabric padded with the dye solution is wound onto a dock, into a Wrapped in plastic wrap and left at 20 to 25 ° C for 16 hours and then rinsed with cold and hot water, which may or may not contain a commercially available wetting agent, and then optionally rinsed with cold water and dried.
• a strong, uniformly colored turquoise coloration is obtained which has good general fastness properties, in particular good fastness to rubbing and light.
• a cotton fabric modified according to the information in Example 1 a) is printed with an aqueous printing paste containing 20 parts of the dye of the formula in 1000 parts (known from Example 258 of German Offenlegungsschrift No. 1 644 204) and contains 400 parts of an approximately 4% aqueous sodium alginate thickener.
• the printed cotton fabric is first dried at 60 to 80 ° C and then steamed for 5 minutes with superheated steam from 101 to 103 ° C, then treated by rinsing with cold and hot water, by boiling treatment in a bath containing a neutral, nonionic detergent, again rinsed with cold and hot water and dried.
• a uniform, scarlet-colored print is obtained which has good fastness properties.
• a cotton fabric modified according to the information in Example 1 a) is printed with an aqueous printing paste containing 20 parts of the dye of the formula in 1000 parts (known from Example 3 of German Offenlegungsschrift No. 2 557 141) and contains 400 parts of an aqueous, 4% strength sodium alginate thickener.
• the printed fabric is first dried at about 60 to 80 ° C and then steamed with superheated steam at 101 to 103 ° C for 5 minutes.
• the pressure received, the Completed in accordance with the information in Example 6 shows a brilliant, blue print pattern which has good general fastness properties, in particular good fastness to rubbing and light.
• Example 10 parts of a cotton fabric modified as described in Example 1 a) is dissolved in 200 parts of an aqueous solution of 0.2 part of the dye of the formula (known from Color Index under CI No. 51320).
• the cotton fabric is dyed in this dye solution for 60 minutes at 60 ° C.
• the aftertreatment of the dyeing obtained is carried out in a customary manner, for example analogously to the instructions in Example 6.
• a strong blue dyeing is obtained which has very good fastness to use, in particular good fastness to washing.
• Example 1 a 10 parts of a cotton fabric modified as described in Example 1 a) is dissolved in 200 parts of an aqueous solution of 0.2 parts of the copper phthalocyanine dye of the formula known, for example, from British Patent No. 1,046,520 given and dyed for 60 minutes at a dyeing temperature of 80 ° C.
• the dyeing obtained is then rinsed with cold and warm water at 30 to 35 ° C., which may contain a commercially available nonionic surfactant, and then rinsed again with cold water and dried. You get a high quality turquoise color with good fastness properties.
• a strong, uniformly colored orange coloration is obtained which has good general fastness properties, in particular good fastness to rubbing and light.
• a strong, uniformly colored orange coloration is obtained which has good general fastness properties, in particular good fastness to rubbing and light.
• a strongly colored red dyeing is obtained which, in terms of its fastness properties and its qualities, is similar to dyeings which are obtained using the customary dyeing methods of the prior art.
• a fabric made of cotton tricot is treated with a solution of 50 parts of N- ( ⁇ -sulfatoethyl) piperidine and 50 parts of sodium hydroxide in 1000 parts of water for 30 minutes at 130 ° C. in a liquor ratio of 1:20.
• the modified material is then washed with cold water at 60 ° C. to remove excess alkali and dried.
• the modified cotton fabric obtained is dyed analogously to a conventional exhaust dyeing process: 100 parts of the fabric are placed in 2000 parts by volume of an aqueous dye solution which contains 2 parts of the 50% electrolyte-containing dye powder described in Example 1 dissolved. The fabric is moved in it and the dyebath is heated to 60 ° C. within 30 minutes and the dyeing is then continued at 60 ° C. for 60 minutes. The dyed material is removed from the bath and rinsed with cold and hot water, if appropriate with the addition of a commercially available wetting agent, if necessary then rinsed again with cold water and dried.
• a strong, uniformly colored orange coloration is obtained which has good general fastness properties, in particular good fastness to rubbing and light.
• 10 parts of a cotton jersey are treated in 200 parts of an aqueous solution of 10 parts of 3-sulfato-2-hydroxy-1- (trimethylammonium) propane sulfate and 5 parts of sodium hydroxide in a pressure vessel at 130 ° C. for 30 minutes.
• the modified material is then washed intensively and dried.
• 10 parts of this modified cotton fabric are in 200 parts of an aqueous solution of 0.2 parts of the dye of the formula known, for example, from German Offenlegungsschrift No. 19 43 904 stained at 60 ° C for 60 minutes.
• the dyeing obtained is then rinsed with cold and warm water at 30 to 35 ° C., which may contain a commercially available nonionic surfactant, and then rinsed again with cold water and dried.
• a high-quality red dyeing with good fastness properties is obtained.
• the modified cotton fabric obtained is dyed analogously to a customary drawing-out method: 10 parts of the material are added to the dyeing liquor in 200 parts by volume of an aqueous dye solution containing 0.2 part of the dye known from Example 1 of European Patent No. 0 032 187 Heated 60 ° C and the dyeing continued at this temperature for 60 minutes.
• the dyed fabric is then rinsed with cold and hot water, which may contain a commercial wetting agent, if necessary rinsed again with cold water and dried.
• a color-intensive red color is obtained which has very good fastness properties.
• a strong, level, level red dyeing is obtained which is equivalent in its fastness properties to the fastnesses of the dyeings obtainable by the processes of the prior art.
• a polyester / cotton blend fabric modified according to Example 19a) is treated in an HT dyeing machine with an aqueous dye liquor which, based on the weight of the dry fabric, contains 1.5% of the disperse dye known, for example, from German Laid-Open Specification No. 1 131 639 of the formula and contains 1.5% of the fiber-reactive azo dye described in Example 1.
• First dye at 60 ° C for 30 minutes and then after increasing to 130 ° C for a further 30 minutes at this temperature. The dyeing obtained is then completed in the manner given in Example 19b). A vivid orange color is obtained on both fiber parts.
• Example 20 The procedure of Example 20 is followed to produce a dyeing of a polyester / cotton blend, but using the disperse dye of the formula known, for example, from Japanese Patent Application Publication Sho-54-069139 and using the fiber-reactive copper phthalocyanine dye of the formula known, for example, from German Patent Application No. 1,283,997 and after the usual completion receives a lively blue-colored blended fabric with high level of coloration and with high fastness to use.
• the dyeing machine is mixed with 450 parts of an aqueous dye solution with 0.6 part of the fiber-reactive azo dye of the formula known, for example, from German Offenlegungsschrift No. 28 40 380 charged and heated to 60 ° C.
• the dyeing is carried out at 60 ° C. for 30 minutes by pumping the liquor through the cross-wound bobbin.
• the yarn on the bobbin is then finished in the same way by rinsing with cold and hot water, to which a nonionic detergent can be added, and by rinsing again with cold water.
• a yellow colored fiber of any kind is obtained with good fastness properties for the dye.
• 100 parts of a bleached cotton fabric are impregnated in a jigger with 1000 parts of an aqueous solution of 50 parts of N- ( ⁇ -sulfatoethyl) piperazine and 25 parts of sodium hydroxide at 95 ° C. for 30 minutes.
• the liquor is then drained off and the textile material in the same apparatus first in a conventional washing process, then in a dyeing process using 1500 parts of an aqueous solution with 2 parts of an approximately 50% electrolyte-containing dye powder, for example from example 106 of the European patent application.
• Publication No. 0 457 715 known fiber-reactive azo dye of the formula Subjected for 30 minutes at 60 ° C.
• the dyeing obtained is aftertreated and finished in the usual way. A strong red color with good general fastness properties is obtained.
• a cellulose fiber material modified according to the invention such as, for example, from a cellulose fiber material modified according to the above exemplary embodiments, and this using one of the customary dyeing methods, such as printing processes, exhaust methods or padding methods, for example analogously to one of the dyeing methods described in the above exemplary embodiments, subject to a dyeing process using one of the dyes specified in the table examples below, for example known from German Patent Application No. 2,835,035 in the manner according to the invention, ie without the use of an alkali and without or with very little use of an electrolyte, the dye used Material can also be a modified cellulose fiber material in a mixture with a polyester fiber material. Based on the cellulose fiber material, strong, clear dyeings and prints are obtained with the color shade given in the respective table example and the fastness properties good for the respective dye.

Landscapes

• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Coloring (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Chemical Or Physical Treatment Of Fibers (AREA)
• Yarns And Mechanical Finishing Of Yarns Or Ropes (AREA)

Applications Claiming Priority (4)

Publications (2)

Family

ID=25909872

Family Applications (1)

Country Status (21)

Cited By (16)

Families Citing this family (16)

Citations (4)

Family Cites Families (22)

• 1992
  • 1992-11-17 TW TW081109199A patent/TW211595B/zh active
  • 1992-12-03 FI FI925498A patent/FI925498L/fi not_active Application Discontinuation
  • 1992-12-04 DE DE59203225T patent/DE59203225D1/de not_active Expired - Fee Related
  • 1992-12-04 PL PL92296847A patent/PL170575B1/pl unknown
  • 1992-12-04 TR TR92/1221A patent/TR26594A/xx unknown
  • 1992-12-04 MX MX9207035A patent/MX9207035A/es not_active IP Right Cessation
  • 1992-12-04 JP JP4325741A patent/JPH05295672A/ja not_active Withdrawn
  • 1992-12-04 EP EP92120726A patent/EP0546476B1/fr not_active Expired - Lifetime
  • 1992-12-04 CA CA002084585A patent/CA2084585A1/fr not_active Abandoned
  • 1992-12-04 BR BR9204849A patent/BR9204849A/pt not_active IP Right Cessation
  • 1992-12-04 AU AU29919/92A patent/AU652870B2/en not_active Ceased
  • 1992-12-04 DK DK92120726.2T patent/DK0546476T3/da active
  • 1992-12-04 IL IL10398992A patent/IL103989A/en not_active IP Right Cessation
  • 1992-12-04 CZ CS923574A patent/CZ357492A3/cs unknown
  • 1992-12-04 ES ES92120726T patent/ES2076657T3/es not_active Expired - Lifetime
  • 1992-12-04 AT AT92120726T patent/ATE126290T1/de not_active IP Right Cessation
  • 1992-12-05 KR KR1019920023418A patent/KR100240355B1/ko not_active Expired - Fee Related
  • 1992-12-05 CN CN92114122A patent/CN1046330C/zh not_active Expired - Fee Related
  • 1992-12-06 EG EG75392A patent/EG20215A/xx active
• 1995
  • 1995-03-06 US US08/400,184 patent/US5507840A/en not_active Expired - Fee Related
  • 1995-06-07 US US08/475,937 patent/US5575821A/en not_active Expired - Fee Related
  • 1995-09-13 GR GR950402518T patent/GR3017393T3/el unknown
• 1999
  • 1999-06-29 KR KR1019990025281A patent/KR100241651B1/ko not_active Expired - Fee Related

Patent Citations (4)

Non-Patent Citations (2)

Also Published As

Similar Documents

Legal Events