GB1007760A - Stable, water-containing solutions of azo-dyestuffs - Google Patents
Stable, water-containing solutions of azo-dyestuffsInfo
- Publication number
- GB1007760A GB1007760A GB42504/62A GB4250462A GB1007760A GB 1007760 A GB1007760 A GB 1007760A GB 42504/62 A GB42504/62 A GB 42504/62A GB 4250462 A GB4250462 A GB 4250462A GB 1007760 A GB1007760 A GB 1007760A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dye
- solutions
- compounds
- surfactant
- employed
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title abstract 3
- 239000000975 dye Substances 0.000 abstract 5
- 239000000243 solution Substances 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 4
- 239000003960 organic solvent Substances 0.000 abstract 4
- 239000004094 surface-active agent Substances 0.000 abstract 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 239000002585 base Substances 0.000 abstract 3
- 239000000047 product Substances 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 229920001223 polyethylene glycol Polymers 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical group S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- -1 alkyl phenols Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 229940051880 analgesics and antipyretics pyrazolones Drugs 0.000 abstract 1
- 150000001450 anions Chemical group 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- 239000000987 azo dye Substances 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 125000002091 cationic group Chemical group 0.000 abstract 1
- 239000003093 cationic surfactant Substances 0.000 abstract 1
- 229920002678 cellulose Polymers 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 abstract 1
- 239000004744 fabric Substances 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000010985 leather Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000009980 pad dyeing Methods 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 229920002239 polyacrylonitrile Polymers 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920006216 polyvinyl aromatic Polymers 0.000 abstract 1
- 229920000915 polyvinyl chloride Polymers 0.000 abstract 1
- 239000004800 polyvinyl chloride Substances 0.000 abstract 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 abstract 1
- 150000004023 quaternary phosphonium compounds Chemical group 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 239000004627 regenerated cellulose Substances 0.000 abstract 1
- 229920002994 synthetic fiber Polymers 0.000 abstract 1
- 239000002562 thickening agent Substances 0.000 abstract 1
- 210000002268 wool Anatomy 0.000 abstract 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/6033—Natural or regenerated cellulose using dispersed dyes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0072—Preparations with anionic dyes or reactive 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
- D06P1/655—Compounds containing 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
- 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
- D06P1/90—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 dyes dissolved in organic solvents or aqueous emulsions thereof
- D06P1/92—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 dyes dissolved in organic solvents or aqueous emulsions thereof in organic solvents
- D06P1/928—Solvents other than hydrocarbons
-
- 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
- D06P3/32—Material containing basic nitrogen containing amide groups leather skins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Coloring (AREA)
Abstract
Stable, water-containing solutions of normally insoluble or difficultly soluble azo dyestuffs contain (a) an azo dye containing at least one weakly acid group, i.e. a hydrogen atom capable of being substituted, and (b) a cationic surface active agent. The solutions may also contain a strongly basic agent and/or an organic solvent. The quantity of surfactant (b) required may be 2-40, preferably 5-20 times by weight the weight of dyestuff used. The dye may first be dissolved in a strong aqueous solution of surfactant (b) and then the base and organic solvent may be added if required or alternatively the dye may first be dissolved in the base and organic solvent to which solution the surfactant is added. A very large number of suitable cationic surfactants (b) are specified which fall into the following classes: fatty amines and derivatives and oxyethylation products thereof, preferably in the form of their salts, especially compounds of the formula <FORM:1007760/D1-D2/1> where R is an organic radical of at least 8C, R1, R2 and R3 are alkyl, aralkyl or aryl radicals which may be substituted or together with the N form a heterocycle and X is an anion; quaternary phosphonium compounds of the formula: <FORM:1007760/D1-D2/2> tertiary sulphonium compounds of the formula: <FORM:1007760/D1-D2/3> where the letters have the same meaning as before, as well as condensation products of fatty amines or their salts with up to 30 mols ethylene or propylene oxide. It is preferred to use products whose pH is above 8. The specified organic solvents are ethanol, butanol, ethyldiglycol, ethylthiodiglycol, polyethylene glycols of M.W. up to 500, dimethylformamide, phosphoric acid trisdimethylamide, acetone and dimethylsulphoxide. The strong bases are preferably alkali metal hydroxides or ammonia. Suitable azo dyestuffs are known pigments containing the weakly acid groups, e.g. an hydroxyl bound to aromatic nuclei, carboxylic acid amide groups bound to or standing between aromatic nuclei, cyanuric acid amide groups, enolisable groups in acylacetyl compounds and pyrazolones or derivatives thereof and carboxylic acid amide groups in a heterocyclic ring. The solutions may further contain polyethylene glycols of M.W. 150-20,000 as well as addition products of ethylene oxide with alcohols, fatty acids or alkyl phenols. The solutions may be employed to dye or print leather, fibres, yarns, fabrics and fleeces of natural or regenerated cellulose, cellulose esters, wool, silk, polyamide, polyacrylonitrile, polyvinyl chloride and aromatic polyesters. When dyeing synthetic materials carriers may also be employed and when printing, alkali-resistant thickeners may also be employed. The dyed or printed material may be dried and then developed (i.e. the insoluble dye is precipitated) by treatment, preferably at room temperature, with an acid bath of pH 1-5 or with an excess of water. White and coloured resists under the pad-dyeings of the invention may be prepared using a suitable acid resist agent. Examples are given.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF35350A DE1265700B (en) | 1961-11-11 | 1961-11-11 | Stable aqueous solutions of azo pigments |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1007760A true GB1007760A (en) | 1965-10-22 |
Family
ID=61556981
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB42504/62A Expired GB1007760A (en) | 1961-11-11 | 1962-11-09 | Stable, water-containing solutions of azo-dyestuffs |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE624697A (en) |
| CH (2) | CH457355A (en) |
| DE (1) | DE1265700B (en) |
| DK (1) | DK106606C (en) |
| FR (1) | FR1343878A (en) |
| GB (1) | GB1007760A (en) |
| NL (1) | NL285310A (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1297073B (en) * | 1964-12-30 | 1969-06-12 | Hoechst Ag | Process for the production of aqueous solutions of anthraquinone pigments |
| DE1619470B1 (en) * | 1966-04-01 | 1969-12-04 | Bayer Ag | Process for the production of stable, concentrated solutions of 1: 2 metal complex azo dyes |
| US3666403A (en) * | 1968-03-14 | 1972-05-30 | Teijin Ltd | Process for dyeing modified polyester fibers in the presence of quaternary ammonium salts |
| DE2736563C2 (en) * | 1977-08-13 | 1985-10-31 | Hoechst Ag, 6230 Frankfurt | Process for the production of real pad dyeings and prints on cellulose fiber materials and their mixtures with synthetic fibers |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2876061A (en) * | 1954-08-05 | 1959-03-03 | Gen Aniline & Film Corp | Solubilization of pigments |
| CH351689A (en) * | 1956-03-05 | 1961-01-31 | Ciba Geigy | Process for the preparation of solutions of azo dyes |
-
1961
- 1961-11-11 DE DEF35350A patent/DE1265700B/en active Pending
-
1962
- 1962-11-09 CH CH241764A patent/CH457355A/en unknown
- 1962-11-09 NL NL285310D patent/NL285310A/en unknown
- 1962-11-09 CH CH1312962A patent/CH388256A/en unknown
- 1962-11-09 GB GB42504/62A patent/GB1007760A/en not_active Expired
- 1962-11-09 DK DK484962AA patent/DK106606C/en active
- 1962-11-12 BE BE624697D patent/BE624697A/en unknown
- 1962-11-12 FR FR915051A patent/FR1343878A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH1312962A4 (en) | 1964-09-30 |
| BE624697A (en) | 1963-05-13 |
| CH388256A (en) | 1965-06-15 |
| NL285310A (en) | 1964-05-11 |
| CH457355A (en) | 1968-06-15 |
| DK106606C (en) | 1967-02-27 |
| FR1343878A (en) | 1963-11-22 |
| DE1265700B (en) | 1968-04-11 |
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