GB2038375A - A Process for Dyeing and Shrinkproofing Wool - Google Patents
A Process for Dyeing and Shrinkproofing Wool Download PDFInfo
- Publication number
- GB2038375A GB2038375A GB7943111A GB7943111A GB2038375A GB 2038375 A GB2038375 A GB 2038375A GB 7943111 A GB7943111 A GB 7943111A GB 7943111 A GB7943111 A GB 7943111A GB 2038375 A GB2038375 A GB 2038375A
- Authority
- GB
- United Kingdom
- Prior art keywords
- wool
- fixing agent
- process according
- cationic fixing
- levelling
- 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.)
- Granted
Links
- 210000002268 wool Anatomy 0.000 title claims abstract description 49
- 238000004043 dyeing Methods 0.000 title claims abstract description 33
- 238000000034 method Methods 0.000 title claims abstract description 32
- 238000011282 treatment Methods 0.000 claims abstract description 50
- 125000002091 cationic group Chemical group 0.000 claims abstract description 38
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 37
- 239000003340 retarding agent Substances 0.000 claims abstract description 28
- 239000002253 acid Substances 0.000 claims abstract description 21
- 238000003801 milling Methods 0.000 claims abstract description 9
- 239000000434 metal complex dye Substances 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims abstract description 5
- 238000004519 manufacturing process Methods 0.000 claims abstract description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 19
- 150000001875 compounds Chemical class 0.000 claims description 9
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 8
- 239000007859 condensation product Substances 0.000 claims description 8
- 239000000975 dye Substances 0.000 claims description 8
- 229920000768 polyamine Polymers 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 6
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 claims description 5
- 239000000758 substrate Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- 235000019270 ammonium chloride Nutrition 0.000 claims description 4
- 150000004696 coordination complex Chemical class 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 3
- 239000000194 fatty acid Substances 0.000 claims description 3
- 229930195729 fatty acid Natural products 0.000 claims description 3
- 150000004665 fatty acids Chemical class 0.000 claims description 3
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 238000005660 chlorination reaction Methods 0.000 description 14
- -1 polydimethylsiloxane Polymers 0.000 description 10
- 229920005989 resin Polymers 0.000 description 10
- 239000011347 resin Substances 0.000 description 10
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 2
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 2
- 239000001166 ammonium sulphate Substances 0.000 description 2
- 235000011130 ammonium sulphate Nutrition 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- VLKIRABIPQFAOC-UHFFFAOYSA-N 1-docosyl-1-ethylhydrazine Chemical compound CCCCCCCCCCCCCCCCCCCCCCN(N)CC VLKIRABIPQFAOC-UHFFFAOYSA-N 0.000 description 1
- FFYRIXSGFSWFAQ-UHFFFAOYSA-N 1-dodecylpyridin-1-ium Chemical class CCCCCCCCCCCC[N+]1=CC=CC=C1 FFYRIXSGFSWFAQ-UHFFFAOYSA-N 0.000 description 1
- WLXGQMVCYPUOLM-UHFFFAOYSA-N 1-hydroxyethanesulfonic acid Chemical compound CC(O)S(O)(=O)=O WLXGQMVCYPUOLM-UHFFFAOYSA-N 0.000 description 1
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical group CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 description 1
- 229940123208 Biguanide Drugs 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- DGOBMKYRQHEFGQ-UHFFFAOYSA-L acid green 5 Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C=CC(=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 DGOBMKYRQHEFGQ-UHFFFAOYSA-L 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- CEJLBZWIKQJOAT-UHFFFAOYSA-N dichloroisocyanuric acid Chemical class ClN1C(=O)NC(=O)N(Cl)C1=O CEJLBZWIKQJOAT-UHFFFAOYSA-N 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000002635 electroconvulsive therapy Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 229940093476 ethylene glycol Drugs 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- RNYJXPUAFDFIQJ-UHFFFAOYSA-N hydron;octadecan-1-amine;chloride Chemical class [Cl-].CCCCCCCCCCCCCCCCCC[NH3+] RNYJXPUAFDFIQJ-UHFFFAOYSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- NNHIVDPMYBVMGI-UHFFFAOYSA-N n'-[2-[2,2-diphenoxyethyl(octadecyl)amino]ethyl]ethane-1,2-diamine Chemical compound C=1C=CC=CC=1OC(CN(CCNCCN)CCCCCCCCCCCCCCCCCC)OC1=CC=CC=C1 NNHIVDPMYBVMGI-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000000913 palmityl group Chemical class [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- DIORMHZUUKOISG-UHFFFAOYSA-N sulfoformic acid Chemical group OC(=O)S(O)(=O)=O DIORMHZUUKOISG-UHFFFAOYSA-N 0.000 description 1
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical group 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 238000005406 washing 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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/14—Wool
- D06P3/16—Wool using acid dyes
-
- 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
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/59—Polyamides; Polyimides
-
- 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
- D06P1/52—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 synthetic macromolecular substances
- D06P1/56—Condensation products or precondensation products prepared with aldehydes
-
- 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
- D06P5/02—After-treatment
- D06P5/04—After-treatment with organic compounds
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring (AREA)
Abstract
A process for the production of dyed and anti-shrink treated wool in which wool is dyed with acid milling or metal complex dyes either before, after or between the steps of an anti- shrink treatment and, after the dyeing or the anti-shrink treatment or one of the steps of the anti-shrink treatment subsequent to the dyeing is after- treated with a liquor containing a cationic fixing agent and optionally a levelling/retarding agent having affinity for wool dyestuffs, and to a composition containing a cationic fixing agent and a levelling/retarding agent usable for such a process.
Description
SPECIFICATION
Improvements in or Relating to Organic
Compounds
The present invention relates to a process for producing dyed and anti-shrink proofed wool, the resulting dyeings having improved wet fastness.
More particularly, the present invention provides a process for the production of dyed and anti-shrink treated wool in which wool is dyed with acid milling or metal complex dyes either before, after or between the steps of an antishrink treatment and, directly after the dyeing or the anti-shrink treatment or one of the steps of the anti-shrink treatment subsequent to the dyeing, is after-treated with a liquor containing a cationic fixing agent and optionally a levelling/retarding agent having affinity for wool dyestuffs, provided that where all the stages of the anti-shrink treatment are carried out subsequent to the after-treatment step, an aftertretment liquor containing a cationic fixing agent and a levelling/retarding agent is used.
Anti-shrink treatments for wool are known and may be e.g.
chlorination for example, acid chlorination in the presence of a buffer or acid or neutral chlorination with dichloroisocyanuric acid derivatives;
chlorination followed by a resin treatment for example, acid chlorination followed by treatment from an aqueous solution, with an epichlorohydrin modified polyamide or polyacrylate polymer;
treatment with resin alone for example, treatment with an aqueous emulsion or organic solvent solution of a polyurethane containing free isocyanate groups, treatment with a resin which is a Bunte salt of a polyether prepared from polypropyleneoxide and glycerol; or treatment with a polydimethylsiloxane based resin; or
treatment by chlorination under alkaline conditions followed by acid shock treatment.
The process of the present invention is particularly adapted for woolwhich has been or is to be subjected to those treatments which are applied to wool intended for the IWS "Superwash" label. However, it will be appreciated that where the anti-shrink treatment comprises chlorination the after-treatment should be carried out after chlorination owing to the severe conditions of this treatment.
Suitable cationic fixing agents are those commonly used in paper and textile aftertreatments and include
A) addition salts of condensation products of formaldehyde with an amino- or imino-groupcontaining compound, for example urea, thioruea, cyanamide, dicyanodiamide, dicyanodiamidine, guanidine, biguanide, biuret, melamine, aliphatic amines, and aromatic amines, examples of such compounds are described in German Patent No.
671,704 and British Patent 1,193,294; B) addition salts of condensation products of chloroparaffins with a polyethyleneimine such as one obtained from ethylene chloride and ammonia;
C) addition salts of long chain unsaturated fatty acid residue-containing polyamines such as an ammonium salt of oleoyldiethylethylenediamine;
D) long chain alkyl pyridinium compounds such as salts of cetyl and dodecylpyridinium, and
E) acid-condensation products of a urea derivative with alkanolamines such as ethanolamines.
Preferred cationic fixing agents are those of type A, particularly the condensates of the aminoor imino-group containing compound or compounds and formaldehyde, optionally in the presence of an ammonium donator (e.g. urea or an ammonium salt of a mineral acid capable of splitting of ammonia). More preferred cationic fixing agents are the condensation products of dicyanodiamide and formaldehyde in the presence of ammonium chloride; they may be formed under acid to neutral conditions by heating 7 to 1 5 parts by weight ammonium chloride, 8 to 25 parts dicyanodiamide with deionised water and reacting the whole with 30 to 40 parts of a 40% formaldehyde solution.
According to the process of the present invention, the wool is dyed with metal complex dyestuffs and acid milling dyestuffs. Preferred acid milling dyes are those having mol. weights of at least 800. The preferred metal complex dyestuffs are those which contain water solubilizing groups such as sulpho, carboxylic acid, sulfonamido and alkylsulphonyl groups, preferably at least one sulpho group. Further preferred metal complex dyestuffs are the 1:2 chromium or cobalt complexes of azo or azomethine dyestuffs, particularly of monoazo or azomethine dyestuffs. When anti-shrink proofed wool is dyed with metal complex dyes such as specified, these may contain additionally a fiberreactive group.
The wool is dyed (or printed) in accordance with known methods, with any of the dyestuffs mentioned above and the dyeing step optionally comprises a subsequent rinsing step.
The aftertreatment of the dyeings may be carried out either directly after the dyeing or after an intermediary anti-shrink treatment (or after one step of an anti-shrink treatment). Preferably, the after-treatment is effected directly after the dyeing.
When the aftertreatment is effected with a cationic fixing agent alone, the wool has preferably been subjected to an anti-shrink treatment or to one of the stages of an anti-shrink treatment before dyeing. in the case where the anti-shrink treatment comprises chlorination and resin treatment, dyeing and aftertreatment may, for example, be effected after chlorination and before resin treatment, after chlorination and after resin treatment or yet again aftertreatment may be effected simultaneously with the resin treatment in the same bath.
When a levelling/retarding agent is used in association with the cationic fixing agent, the dyeing may be effected at any stage, e.g. after or before the anti-shrink treatment, with the proviso that where such comprises a chlorination step the dyeing and aftertreatment are carried out after such chlorination steps, or between the steps of an anti-shrink treatment as described above in the case of chlorination and resin treatment.
However, the wool is preferably first subjected to an anti-shrink treatment and then dyed and aftertreated with a cationic fixing agent and a levelling/retarding agent according to the invention.
The aftertreatment may be carried out by known methods for example by padding, spraying, treatment in an aqueous bath or by a continuous dipping process. Preferably the treatment is carried out in an aqueous bath. The bath treatment time may vary between 5 and 60 minutes, preferably the treatment time is approximately from 20 to 30 minutes. The bath temperature may be between room temperature and 800C, preferably between 20 and SOOC. The treatment is carried out at a pH from 5 to 9, preferably 7 to 8.
Suitable amounts of cationic fixing agent in the bathtreatment liquor are 0.5 to 6%, preferably 1 to 4%, more preferably 1 to 3%, especially 2% by weight based on the weight of the substrate.
In a preferred embodiment of the invention, the aftertreatment is carried out in the presence of a cationic fixing agent and a levelling/retarding agent having affinity for wool dyestuffs. Suitable levelling/retarding agents are known surfactant compounds commonly used as dyeing assistant, e.g. for the dyeing of wool, of polyamide, etc.
Preferred levelling/retarding agents are those having, in addition to their affinity for wool dyestuffs, a cationic or amphoteric character,
Examples of cationic agents include addition products of alkylene oxide, e.g. ethylene oxide, propylene oxide, butylene oxide and/or styrene oxide, preferably ethylene oxide, on fatty monoamines or polyamines, fatty acid amidoamines and bis-(2-hydroxy-3alkoxypropyl)amines, the fatty chain being saturated or unsaturated. Such compounds may optionally be quaternized.More preferred cationic levelling/retarding agents having affinity for wool dyes are ethoxylated fatty amines or polyamines, optionally quaternized, such as stearlyamine, behenlyamine, oleylamine or oleylcetyl-, stearyl-, behenyl-amino-ethylamine or -propylamine, and quaternized ethoxylated fatty acid amido-amines such as behenamido- or stearamido-propyl-di-nbutyl-benzyl ammonium chloride. In such compounds the ethoxylated chain may contain from 5 to 200 ethyleneoxy units.
Preferred amphoteric levelling/retarding agents having affinity for wool dyes include:
the reaction product of ethoxylated fatty amines or polyamines with hydroxyethanesulphonic acid;
the reaction product of fatty-amino-alkylamines or -polyamines or fatty-amido-alkylamines or -polyamines with alkylene oxide (e.g.
ethylene, propylene and/or butyleneoxide) and a sulphatation agent such as sulphuric acid, sulphuric chlorhydrine or sulphamic acid;
the ethoxylated reaction product of phenol and styrene;
polyethyieneglycol dicarboxylic acid ester wherein one acid moiety is a saturated or unsaturated fatty chain and the second acid moiety is (Ct~3)alkyl; and
polyethyleneglycol ether of polycondensates of formaldehyde with phenol derivatives such as octyl-, nonyl- or dodecyl-phenol.
More preferred amphoteric levelling/retarding agents are sulphate salt of condensates of fattyamino-alkyl-amines or fatty-a mido-a I kyl-amines such as behenylamino- or behenylamido-3propylamine, tallowamino- or tallowamido-3propylamine, with propylene and ethylene oxide, preferably with 1 to 100 mols of ethylene oxide and 1 to 200 mols of propylene oxide.
Suitably, the treatment liquor contains 40 to 60% by weight of the levelling/retarding agent based on the cationic fixing agent, preferably 45 to 55%, more preferably 50%.
The present invention further provides an aqueous composition for treating wool dyeings comprising
a cationic fixing agent together with 40 to 60% by weight, based on the cationic fixing agent, of a levelling/retarding agent having affinity for wool dyes, together with at least 25% by weight, preferably 25 to 70% based on the total weight, of water.
Such compositions may contain further additives, e.g. solubilizing agents such as ethylene-glycol, urea, dispersing agents, etc.
The process according to the present invention gives dyeings with improved wet fastnesses, particularly wash and perspiration fastnesses, which improvement remains with repeated washings. Particularly, it increases the choice of shades for machine-washable wool (superwash wool). Further, the light fastness of the dyeing is not adversely affected. Furthermore the dyeings are aftertreated in the presence of a levelling/retarding agent, not only is the wet fastness improved but the rubbing fastness which could be adversely affected is maintained at a satisfactory level.
The following Examples further serve to illustrate the invention. In the Examples all parts are by weight and all temperatures in degrees
Centrigrade.
Example 1
100 parts of Hercosett shrinkproofed wool (Superwash finish consisting of an acid prechlorination followed by an after-treatment of the pre-chlorinated wool with a polyamide epichlorhydrin resin) are ntroduced at 400 in 4000 parts of a dyeing liquor containing:
0,8 parts of an aqueous solution containing 30
g/liter of an addition product of ethylene
oxide on stearyldiphenyl
oxyethyldiethylenetriamine in a mol ratio
100:1, and
20 g/liter hexamethylenetetramine
4 parts of ammonium sulphate, and
1 part of the dyestuff C.l. Acid Red 399
(dissolved previously under boiling).
The dyeing liquor is brought to boiling point over the course of 30 minutes and left for 60 minutes at boiling temperature. After rinsing the dyed wool is subsequently treated in an aqueous bath of the following composition:
4000 parts of water, 2 parts of a commercially
available cationic fixing agent based on a
condensation product obtained by heating 8
to 25 parts dicyanodiamide with 7 to 1 5 parts ammonium chloride in 60 parts of
deionised water and reacting the whole with
40 parts formaldehyde 40%, as described in
German Patent 671,704 Example 2, and
1 part of a commercially available
levelling/retarding agent based on
ethoxylated stearylamine hydrochloride (40
mols ethyieneoxide per mol stearylamine) for
20 minutes at 250. The treated wool is then
rinsed and dried.
A red dyeing with good wash- and alkaline perspiration-fastness is obtained.
Example 2
When shrinkproofed wool is dyed with a liquour containing 3 parts of ammonium sulphate (cristalline) and 2 parts of the dyestuff C.l. Acid
Green 106 in 4000 parts of water and subsequently treated in a bath at 250 as described in Example 1, the same results for the wash- and alkaline perspiration fastness are obtained.
Example 3
100 parts of shrinkproofed wool are dyed as specified in Example 1, the dyeing liquor containing 2 parts of the dyestuff C.l. Acid Blue 296 instead of C.l. Acid Red 399. The dyed wool is then treated as indicated in Example 1 in an aqueous bath containing 3 parts of the cationic fixing agent and 1.5 parts of the levelling/retarding agent of Example 1. The same good wash- and alkaline perspiration-fastnesses are obtained.
Example 4
By following the procedure indicated in
Example 1, 2 or 3, but using a commercially available levelling/retarding agent based on sulphated condensation product of behenylamido- or tallowamido-3-propylamine with 10-15 mols propylene oxide and 10-1 5 mols ethylene oxide, similar good results are obtained.
Example 5
The procedure of Example 1, 2, 3 or 4 is repeated, the dyed wool being aftertreated at 500 with an aqueous solution containing only the cationic fixing agent.
Claims (20)
1. A process for the production of dyed and anti-shrink treated wool in which wool is dyed with acid milling or metal complex dyes either before, after or between the steps of an antishrink treatment and, after dyeing or the antishrink treatment or one step of the anti-shrink treatment subsequent to the dyeing, is aftertreated with a liquor containing a ationic fixing agent and optionally a levelling/retarding agent having affinity for wool dyestuffs, provided that where all the stages of the anti-shrink treatment are carried out subsequent to the aftertreatment, an aftertreatment liquor containing a cationic fixing agent and a levelling/retarding agent is used.
2. A process for producing anti-shrink-proofed wool dyeings comprising dyeing anti-shrink proofed wool or wool which has been subjected to at least one stage of an anti-shrink treatment with an acid milling or metal complex dyestuff and directly thereafter treating the dyeing with a liquor containing a cationic fixing agent.
3. A process according to claim 1 or 2, in which the cationic fixing agent is an addition salt of condensation products of formaldehyde with an amino or imino-group-containing compound.
4. A process according to claim 3, in which the cationic fixing agent is the condensation product of dicyanodiamide and formaldehyde in the presence of ammonium chloride.
5. A process according to any one of the preceding claims, in which the dyed substrate is aftertreated with a liquor containing from 0.5 to 6% by weight of cationic fixing agent based on the weight of the substrate.
6. A process according to claim 5, in which the aftertreatment liquor contains from 1 to 4% by weight of cationic fixing agent.
7. A process according to claim 6, in which the aftertreatment liquor contains from 2 to 3% by weight of cationic fixing agent.
8. A process according to any one of claims 2 to 7, in which the dyed substrate is treated with an aqueous treatment liquor at a temperature from 20 to 500C for 5 to 60 minutes.
9. A process according to claim 1, in which untreated wool is dyed with acid milling or metal complex dyes, subsequently after-treated with a liquor comprising a cationic fixing agent and a levelling/retarding agent having affinity for wool dyestuffs, and then subjected to an anti-shrink treatment.
10. A process according to claim 1, in which untreated wool is chlorinated, dyed with acid milling or metal complex dyes, then after-treated with a liquor comprising a cationic fixing agent and a levelling/retarding agent having affinity for wool dyestuffs and subsequently resinated to complete the anti-shrink treatment.
11. A process for producing anti-shrink proofed wool dyeings comprising dyeing anti-shrink proofed wool with acid milling or metal complex dyes, and directly thereafter treating the dyeing with a liquor comprising a cationic fixing agent and a levelling/retarding agent having affinity for wool dyestuffs.
12. A process according to any one of claims 9 to 11, in which the cationic fixing agent is a compound as specified in claim 3 or 4, the cationic fixing agent being used at an amount as indicated in claims 5, 6 or 7.
1 3. A process according to any one of the claims 9 to 12, in which the levelling/retarding agent having affinity for wool dyestuffs is cationic or amphoteric.
14. A process according to claim 13, in which the levelling/retarding agent is an ethoxylated fatty amine or polyamine optionally quaternized, a quaternized ethoxylated fatty acid amido-amines, or a sulphate salt of a condensate of fatty-amino- alkyl-amines or of fatty-amido-alkylamines with 1 to 200 mols propylene oxide and 1 to 100 mols ethylene oxide.
1 5. A process acccording to any one of claims 9 to 14, in which the treating liquor contains from 40 to 60% by weight of the levelling/retarding agent based on the cationic fixing agent.
16. A process according to claim 15, in which the treating liquor contains 45 to 55% by weight of the levelling/retarding agent based on the cationic fixing agent.
1 7. A process according to any one of claims 9 to 16, in which the dyed substrate is treated with an aqueous treatment liquor at a temperature from 20 to 500C for 5 to 60 minutes.
1 8. A process according to any one of the preceding claims substantially as hereinbefore described with reference to any one of Examples
1 to 5.
19. Treated wool whenever obtained by a process according to any one of claims 1 to 1 8.
20. An aqueous composition for treating wool dyeings comprising a cationic fixing agent, 40 to 60% by weight, based on the cationic fixing agent, of a levelling/retarding agent having affinity for wool dyestuffs, together with at least 25% by weight, based on the total weight, of water.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1283478A CH643700GA3 (en) | 1978-12-18 | 1978-12-18 | Process for aftertreating dyed or printed feltproofed keratin-containing fibre material |
| CH936679 | 1979-10-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2038375A true GB2038375A (en) | 1980-07-23 |
| GB2038375B GB2038375B (en) | 1982-05-12 |
Family
ID=25704708
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7943111A Expired GB2038375B (en) | 1978-12-18 | 1979-12-14 | Process for dyeing and shrinkproofing wool |
Country Status (5)
| Country | Link |
|---|---|
| DE (1) | DE2949510A1 (en) |
| ES (1) | ES8206704A1 (en) |
| FR (1) | FR2444746A1 (en) |
| GB (1) | GB2038375B (en) |
| IT (1) | IT1167055B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4444564A (en) * | 1982-03-12 | 1984-04-24 | Ciba-Geigy Corporation | Process for dyeing fiber material made of natural polyamides with anionic wool dyes at pH 4.5 to 5.5 in the presence of a dyeing assistant |
| US4592757A (en) * | 1984-05-10 | 1986-06-03 | Basf Aktiengesellschaft | Production of dyed or undyed wool with an antifelting finish: quaternized piperazine condensate |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3103815A1 (en) * | 1981-02-04 | 1982-09-09 | Bayer Ag, 5090 Leverkusen | METHOD FOR TREATING DYED FELT-FREE FIBER MATERIALS |
| DE3417240A1 (en) * | 1984-05-10 | 1985-11-14 | Basf Ag, 6700 Ludwigshafen | METHOD FOR TREATING DYED TEXTILE MATERIALS FROM NATURAL OR SYNTHETIC POLYAMIDES |
-
1979
- 1979-12-08 DE DE19792949510 patent/DE2949510A1/en not_active Withdrawn
- 1979-12-14 GB GB7943111A patent/GB2038375B/en not_active Expired
- 1979-12-17 IT IT51103/79A patent/IT1167055B/en active
- 1979-12-17 FR FR7930828A patent/FR2444746A1/en active Granted
- 1979-12-17 ES ES486976A patent/ES8206704A1/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4444564A (en) * | 1982-03-12 | 1984-04-24 | Ciba-Geigy Corporation | Process for dyeing fiber material made of natural polyamides with anionic wool dyes at pH 4.5 to 5.5 in the presence of a dyeing assistant |
| US4592757A (en) * | 1984-05-10 | 1986-06-03 | Basf Aktiengesellschaft | Production of dyed or undyed wool with an antifelting finish: quaternized piperazine condensate |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2949510A1 (en) | 1980-06-26 |
| IT7951103A0 (en) | 1979-12-17 |
| FR2444746A1 (en) | 1980-07-18 |
| IT1167055B (en) | 1987-05-06 |
| ES486976A0 (en) | 1982-08-01 |
| GB2038375B (en) | 1982-05-12 |
| FR2444746B1 (en) | 1982-07-02 |
| ES8206704A1 (en) | 1982-08-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |