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
  • D06P1/60—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
  • D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
  • D06P1/6076—Nitrogen-containing polyethers or their quaternary derivatives addition products of amines and alkylene oxides or oxiranes
• • 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
  • D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
  • D06P1/6073—Nitrogen-containing polyethers or their quaternary derivatives containing CON=, OCON=, SO2N=, OSO2N= 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
  • 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
  • D06P1/655—Compounds containing ammonium groups
  • D06P1/66—Compounds containing ammonium groups containing quaternary ammonium 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
  • D06P3/02—Material containing basic nitrogen
  • D06P3/04—Material containing basic nitrogen containing amide groups
  • D06P3/10—Material containing basic nitrogen containing amide groups using reactive dyes
• • 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
  • Y10S8/90—Basic emulsifiers for dyeing
  • Y10S8/901—Quaternary ammonium salts
• • 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
  • Y10S8/907—Nonionic emulsifiers for dyeing
• • 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

• a levelling agent for colouring a fibrous natural polyamide with a reactive dye is constituted by an alkoxylated amine or an addition product thereof with a polybasic acid, or a quaternization product thereof, or an esterification product thereof (especially a sulphation product), or an etherification product thereof, said alkoxylated amine being similar to previously used levelling agents for similar purposes, except that the alkoxylated portion contains both ethylene oxide and propylene oxide groups, butylene oxide groups being optionally present in addition to said ethylene oxide and propylene oxide groups; the colouring may be effected, e.g., by dyeing, padding or printing and the natural polyamide is preferably wool, e.g. in the form of yarn or cloth.
• the present invention relates to a process for colouring, e.g. by dyeing, padding or printing, fibrous material of natural polyamides with reactive dyes and to articles resulting from said process.
• levelling agents consisting of products obtained by the addition of ethylene oxide or propylene oxide to fatty amines or fatty aminoalkylamines.
• the present invention thus provides a process for colouring, e.g. by dyeing, padding or printing, fibrous material of a natural polyamide with a reactive dye, characterized in that the colouring is effected in the presence of an alkoxylated amine of the formula or an addition product thereof with a polybasic acid, wherein R is a hydrocarbon residue of a high molecular weight fatty acid,
• n 1 to 6
• n is an integer of from 2 to 6
• each of r, s and t independently of one another is an integer of from 1 to 200, and
• the compound of the Formula I may be produced by reacting the appropriate alkylene oxides with an amine of the formula each of R, (A), m, n and p has the above significance,
• alkylene oxides may be effected according to methods known per se, for example in the presence of catalysts, e.g. alkali metal hydroxides, at ordinary or superatmospheric pressure and temperatures of from to C.
• catalysts e.g. alkali metal hydroxides
• alkylene oxides in any desired sequence.
• ethylene oxide may be added first and then propylene oxide together with any butylene oxide which may be used, or propylene oxide may be added first together with any butylene oxide used and only then ethylene oxide or said oxides may be added simultaneously or in alternating manner.
• propylene oxide may be added first together with any butylene oxide used and only then ethylene oxide or said oxides may be added simultaneously or in alternating manner.
• simultaneous addition it is possible to use mixtures containing ethylene oxide and propylene oxide and, when applicable, butylene oxide.
• the resulting addition products may, furthermore, be quaternized with dimethyl sulphate or similar quaternization agents, for example diethyl sulphate, methyl chloride or benzyl chloride, halogen carboxylic acids or their esters or amides, or esterification may be effected with low molecular weight carboxylic acids or preferably, with polybasic inorganic acids, for example with sulphuric acid using a suitable sulphation agent, for example sulphamic acid, or etherification may be effected with a salt of a halogen carboxylic acid.
• dimethyl sulphate or similar quaternization agents for example diethyl sulphate, methyl chloride or benzyl chloride
• halogen carboxylic acids or their esters or amides or esterification
• esterification may be effected with low molecular weight carboxylic acids or preferably, with polybasic inorganic acids, for example with sulphuric acid using
• the products used in the process of the invention, or their salts, quaternization and/ or acylation products may be added to the dyebath in an amount of 0.01 to 5% based on the goods to be dyed, addition being preferably effected before dyeing.
• Dyeing may be carried out in the usual way and with the help of usual additives at the boiling temperature or, alternatively, at temperatures of from 50 C. up, e.g. up to 90 C.
• the compounds of the Formula I are liquid to pastelike compounds which are soluble or dispersable in water or dilute acids.
• reactive dyes are meant those which contain at least one reactive group, for example the ethyleneirnide-, epoxy-, vinyl-, vinyl-sulphonicor acrylic acid groups, the halogen triazineor halogenpyrimidine groups.
• Examples 1-3O show the production of compounds of the Formula I wherein 12:1 in tabular form; the method of producing the compounds in itself is known, the general conditions being as indicated above.
• Table 1 shows the amine starting material used for the production of the compound I listed in Table 2.
• R signifies the alkyl residue of tallow fatty acid
• R indicates the alkyl residue of coconut oil fatty acid
• R signifies the cetyl residue.
• the first column, headed Adjuvant shows the number of the compound of Formula I
• the second column shows the starting material amine of the Formula II (i.e. AM index according to Table .I)
• the third, fourth and fifth columns show the number of mols of alkylene oxide which were used per mol of amine of the Formula II in order to produce the Adjuvant.
• EXAMPLE 70 48 parts of ethylene oxide and thereafter 139 parts of propylene oxide are added to 36 parts of a commercially available amine mixture having the following composition:
• EXAMPLE 72 768 parts of ethylene oxide are added to 300 parts of the amine mixture described in Example 70. 230 parts of propylene oxide are then added to 65 parts of the resulting adduct. There is thus obtained a product 0.
• EXAMPLE 75 116 parts of propylene oxide are added to 71 parts of a commercially available addition product of 10 mols of ethylene oxide to 1 mol of stearylamine; product f is obtained thereby.
• EXAMPLE 76 938 parts of ethylene oxide are added to 20 parts of the amine mixture mentioned in Example 70. 100 parts of the resulting product are then reacted with 70.5 parts of butylene oxide. In this way a product g is obtained.
• EXAMPLE 78 20 mols of propylene oxide and 15 mols of ethylene oxide are added to 1 mol of the amine mixture mentioned in Example 70. In this way a product i is obtained.
• Product 1' (5) is a reaction product of 1 mol of the product i with 1.25 mols of maleic acid anhydride.
• EXAMPLE 84 Product k is an addition product of 179 mols of propylene oxide and 21 mols of ethylene oxide to 1 mol of the amine mixture mentioned in Example 70.
• a product n is an addition product of 25 mols of propylene oxide and 11 mols of ethylene oxide to 1 mol of N-dodecyl-aminopropylamine.
• EXAMPLE 88 20 mols of propylene oxide, 10 mols of ethylene oxide and 3 mols of butylene oxide are added to 1 mol of d-odecylamine. A product is obtained.
• EXAMPLE 90 200 mols in all of propylene oxide and 100 mols in all of ethylene oxide are added to 1 mol of the amine mixture mentioned in Example 70. A product r is obtained.
• the dyestuif J is obtained by the condensation of 1 mol of copper phthalocyaninetetrasulphonylchloride with 1-2 mol of the following compound 9
• Dyestuff L N N' s o ri S 0311
• a dyebath is prepared from:
• EXAMPLE 3 100 parts of woolen cloth are placed into 4000 parts of a bath containing 4 parts of acetic acid, 5 parts of sodium sulphate and 1 part of the adjuvant 31. The woolen cloth is pretreated for minutes at a temperature of 50 C. Thereafter 2 parts of the dyestuff C are added to the bath. Heating to the boil is effected during 45 minutes and dyeing is subsequently carried out for 1 hour at the boil. A level dyeing is obtained. A level dyeing is also obtained when a similar amount of each of the adjuvants listed in Table 2 and 3 is present in the bath instead of the adjuvant 31. In the absence of the said adjuvants non-level dyeings are obtained.
• Example 3 is repeated with a similar success, but this time, instead of the dyestufi C, dyeing is effected with the same quantity of dyestuff D.
• Example 3 is repeated, but this time, instead of the dyestuff C, the same amount of dyestuff E is used. A level and full orange dyeing is obtained. In the absence of the adjuvant a skittery dyeing is obtained.
• EXAMPLE 7 100 parts of woollen cloth are placed into 4000 parts of a dyebath containing 4 parts of acetic acid, 5 parts of sodium sulphate and 0.5 part of the adjuvant 31. The cloth is placed in the bath at a temperature of 50 C. and pretreated for 10 minutes. At this stage 3 parts of the dyestuff G are added and heating to the boil during 45 minutes is effected and dyeing is carried out for 1 hour at the boil. A level dye of woollen cloth results.
• Example 3 is repeated, but this time, instead of dyestuff C, 2 parts of dyestuff H are added and dyeing is not effected at 100 C., but at temperatures between 78 and 83 C. Level dyed wool is obtained.
• tragacanth thickener 60 1000 and 630 parts of water.
• This printing paste is used for printing by the Vigoureux process on worsted woollen material in the usual way, steaming during 50 minutes is effected twice, the usual rinsing is effected and finishing carried out.
• the resulting printed wool has very good fastness properties of which there may be mentioned especially acid overdyeing fastness, potting fastness and fastness to drops of water.
• EXAMPLE 1 l parts of woollen yarn are placed in to 4000 parts of a dyeing liquor containing 2 parts of acetic acid, 5
• a level dyed wool is likewise obtained when using, instead of the dyestuff K, 3 parts of the dyestuff L or 5 parts of the dyestuff M for dyeing. Without the presence of the stated adjuvants, the dyeings are clearly not level.
• EXAMPLE 12 The procedure is as in Example 11, but the dyestuff K is replaced with the same amount of the dyestuif N and, instead of woollen yarn the same quantity of woollen cloth is used. Level dyeings result. Without the presence of one of the stated adjuvants the dyeing is not level.
• the dyestuff is only incompletely adsorbed.
• EXAMPLE 13 A dyebath is prepared from 5000 parts of Water,
• EXAMPLE 14 Woollen cloth is dyed at a liquor ratio of 1:40 in a bath which contains, based on the weight of the cloth, 3% of dyestuff B, 1.5% of acetic acid, 5% sodium sulphate and 0.75% of the product a. Otherwise the dyeing is effected as stated in Example 1 and a level red dyeing is obtained. Level dyeings are likewise obtained when there is used, instead of the products a, 1 part of each of the products b, c, d or 1. When the said products are not present in the bath, dyeings result which are not level.
• EXAMPLE 15 100 parts of woollen cloth are put into 4000 parts of a bath containing 4 parts of acetic acid, 5 parts of sodium sulphate and 1 part of the product a. Pretreatment of the woollen cloth is effected at 50 C. for 20 minutes. 2 parts of dyestuff C are then added to the bath. During 45 minutes heating to the boil is effected and subsequently dyeing is carried out at the boil for 1 hour. A level dyeing results. A level dyeing is likewise obtained when, instead of the product a, there is used 1.5 parts of each of the products b, c, d, e or f in the bath. -In the absence of the said products dyeings are obtained which are not level.
• Example 16 The procedure of Example 15 is repeated with a similar success, except that the dyestuff C is replaced with the same amount of the dyestuff D to effect dyeing.
• Example 15 The procedure of Example 15 is repeated, but the same amount of dyestuff E is used instead of the dyestuff C. A level and full orange dyeing results. In the absence of the said adjuvant a skittery dyeing results.
• EXAMPLE 19 100 parts of woollen cloth are placed into 4000 parts of a dyebath containing 4 parts of acetic acid, 5 parts of sodium sulphate and 0.5 part of the product a. The cloth is put into the bath at a temperature of 50 C. and pretreated for 10 minutes. At this time 3 parts of the dyestufi A is added, heating to the boil during 45 minutes is effected and dyeing is effected for 1 hour at the boil. A level dyed Woollen cloth results.
• a level dyed Wool also results when adding, instead of the product a, one part of each of the products b, c, d, e, f, g, h, i, il, i2, i3, i4, i5, k, l, m, n, 0, p, q, or r. Furthermore, when the dyestuff G is replaced with 3 parts of the dyestuff A, a woollen cloth is obtained which is likewise level dyed. Without the presence of the said products the woollen cloth is not level dyed.
• Example 15 is repeated. However, instead of the dyestuff C, 2 parts of the dyestuff H are added and dyeing is not effected at -100 C., but at temperatures between 78 and 83 C. Wool is obtained which islevel dyed.
• EXAMPLE 21 The procedure of Example 15 is repeated, but the dyestuff therementioned is replaced with 3 parts of the dyestuff I. A level dyeing is obtained.
• Example 22 The procedure of Example 10 is repeated but, instead of adjuvant 31, the same amount of product a is used; the Vigoureux print obtained in this way had good properties as described in Example 10.
• Example 11 Using 1 part of product a, instead of adjuvant 32, the procedure of Example 11 is repeated; the results obtained are similar to those of Example 11.
• EXAMPLE 24 The procedure is as in Example 13, but the dyestufi K is replaced with the same quantity of the dyestuff N and, in place of the woollen yarn, the same amount of woollen cloth is used. Level dyeings are obtained. Without the presence of the said adjuvant the dyeing is not level. When the products are not present in the dyebath, the dyestufi is only incompletely adsorbed on to the woollen cloth.
• n is an integer from 2 to 3
• n 1 to 2
• each of X, Y and Z represents a polyalkylenoxide residue consisting of some alkylene portions with 2 carbon atoms, the remainder having 3 to 4 carbon atoms, with the proviso that the sum of the al kylene portions with 3 to 4 carbon atoms must be 7 to 200 and that of the ethylene portions must be 2 to 100 and the further proviso that the sum of all the al kylene groups in X, Y and Z must be greater than 20,
• R is the hydrocarbon residue of a high molecular weight fatty acid of the formula RCOOH
• A is a group selected from the class consisting of Y is selected from.
• the class consisting of Z is selected from the class consisting of L Jt m is an integer of from 1 to 6,
• n is an integer from 2 to 6
• p is selected from 1 and 2
• each of r, s and t independently of one another is an integer of from 1 to 200, and
• each of x, y and z independently of one another is selected from 2, 3 and 4, with the proviso that at least one but not more than 100' ethylene oxide groups and at least one but not more than 200 alkylene oxide groups with 3 to 4 carbon atoms must be present in the compound of the Formula I.
• LCIHH OIt H and x, y, z, r, s and t are chosen in such a way that said product contains 11 to 25 ethenoxy and 10 to 25 1,2-propenoxy groups in its molecule.
• R CO is the radical of a fatty acid with R containing 16 to 22 carbon atoms
• each of the symbols X Y and Z represents an alkylenoxy residue, all of which together are constituted by from 1 to ethenoxy and from 2 to 100 1,2-propenoxy groups and m is selected from 1 and 2.

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Coloring (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Polyamides (AREA)

Applications Claiming Priority (3)

Publications (1)

Family

ID=27175778

Family Applications (1)

Country Status (8)

Cited By (8)

Families Citing this family (4)

Family Cites Families (1)

• 1968
  • 1968-05-15 ES ES367288A patent/ES367288A1/es not_active Expired
• 1969
  • 1969-05-09 NL NL6907164A patent/NL6907164A/xx not_active Application Discontinuation
  • 1969-05-12 US US823980A patent/US3627475A/en not_active Expired - Lifetime
  • 1969-05-14 DE DE1924765A patent/DE1924765B2/de not_active Withdrawn
  • 1969-05-14 BE BE733106D patent/BE733106A/xx unknown
  • 1969-05-14 GB GB24627/69A patent/GB1218715A/en not_active Expired
  • 1969-05-14 SE SE06861/69A patent/SE349337B/xx unknown
  • 1969-05-16 FR FR6915883A patent/FR2009905A1/fr active Granted

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