GB514861A - Textile treatment agents - Google Patents
Textile treatment agentsInfo
- Publication number
- GB514861A GB514861A GB1475638A GB1475638A GB514861A GB 514861 A GB514861 A GB 514861A GB 1475638 A GB1475638 A GB 1475638A GB 1475638 A GB1475638 A GB 1475638A GB 514861 A GB514861 A GB 514861A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reacted
- ether
- pyridine
- chloropropyl
- mols
- 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
- 239000004753 textile Substances 0.000 title abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 12
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 6
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 6
- XWNGXPYKQXUGLF-UHFFFAOYSA-N 1-chloro-3-(chloromethoxy)propane Chemical compound ClCCCOCCl XWNGXPYKQXUGLF-UHFFFAOYSA-N 0.000 abstract 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 4
- 238000004043 dyeing Methods 0.000 abstract 4
- 239000000463 material Substances 0.000 abstract 4
- JYGASIIKRZJQEA-UHFFFAOYSA-N 1-bromo-2-(chloromethoxy)ethane Chemical compound ClCOCCBr JYGASIIKRZJQEA-UHFFFAOYSA-N 0.000 abstract 3
- LUTWEKBTDWRTSE-UHFFFAOYSA-N 1-chloro-2-(chloromethoxy)ethane Chemical compound ClCCOCCl LUTWEKBTDWRTSE-UHFFFAOYSA-N 0.000 abstract 3
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- 150000001412 amines Chemical class 0.000 abstract 3
- 150000003512 tertiary amines Chemical class 0.000 abstract 3
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 150000002170 ethers Chemical class 0.000 abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- -1 'alkylpiperidines Chemical compound 0.000 abstract 1
- GVGVUNDFQUSHDM-UHFFFAOYSA-N 1-benzyl-2h-pyridine Chemical compound C=1C=CC=CC=1CN1CC=CC=C1 GVGVUNDFQUSHDM-UHFFFAOYSA-N 0.000 abstract 1
- NZVZVGPYTICZBZ-UHFFFAOYSA-N 1-benzylpiperidine Chemical compound C=1C=CC=CC=1CN1CCCCC1 NZVZVGPYTICZBZ-UHFFFAOYSA-N 0.000 abstract 1
- BSNQVJYYACQGQW-UHFFFAOYSA-N 1-chloro-3-(2-chloroethoxy)propane Chemical compound ClCCCOCCCl BSNQVJYYACQGQW-UHFFFAOYSA-N 0.000 abstract 1
- LDLCZOVUSADOIV-UHFFFAOYSA-N 2-bromoethanol Chemical compound OCCBr LDLCZOVUSADOIV-UHFFFAOYSA-N 0.000 abstract 1
- LAMUXTNQCICZQX-UHFFFAOYSA-N 3-chloropropan-1-ol Chemical compound OCCCCl LAMUXTNQCICZQX-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 abstract 1
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 abstract 1
- 229920000297 Rayon Polymers 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000000980 acid dye Substances 0.000 abstract 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- WLDHEUZGFKACJH-UHFFFAOYSA-K amaranth Chemical compound [Na+].[Na+].[Na+].C12=CC=C(S([O-])(=O)=O)C=C2C=C(S([O-])(=O)=O)C(O)=C1N=NC1=CC=C(S([O-])(=O)=O)C2=CC=CC=C12 WLDHEUZGFKACJH-UHFFFAOYSA-K 0.000 abstract 1
- 150000003868 ammonium compounds Chemical group 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- NZYOAGBNMCVQIV-UHFFFAOYSA-N sodium;chloro-(4-methylphenyl)sulfonylazanide;trihydrate Chemical compound O.O.O.[Na+].CC1=CC=C(S(=O)(=O)[N-]Cl)C=C1 NZYOAGBNMCVQIV-UHFFFAOYSA-N 0.000 abstract 1
- 238000005406 washing Methods 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
- 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
- D06P5/225—Aminalization of cellulose; introducing aminogroups into cellulose
-
- 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
-
- 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
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Coloring (AREA)
Abstract
514,861. Textile assistants ; dyeing. REYNOLDS, R. J. W., ROSE, J. D., WALKER, E. E., and IMPERIAL CHEMICAL INDUSTRIES, Ltd. May 17, 1938, No. 14756. [Classes 2 (iii) and 15 (ii)] Diquaternary ammonium compounds of the general formula where Z and Z1 each represent a tertiary amine, X and Y are chlorine or bromine atoms, and A is a divalent aliphatic hydrocarbon radicle, are made by reacting ethers of the general formula with two molecular proportions of a tertiary amine or amines. As ethers of the general formula, 2-chlorethyl chlormethylether, 2- bromoethyl chloromethyl ether, and 3-chloropropyl chlormethyl ether are specified. As tertiary amines may be used trimethylamine, triethylamine, dimethylaniline, 'alkylpiperidines, N-benzylpiperidine, pyridine, picoline and quinoline. Mixtures of amines may be used, and the reaction may be carried out in two stages, a different amine being used in each stage. The products may be used for increasing the fastness of dyeings of direct dyestuffs on cellulosic materials, or for conferring upon such materials an affinity for acid dyes. In examples, (1) 2-chloroethyl chloromethyl ether is reacted with pyridine (2 mols.) ; (2) 3-chloropropyl chloromethyl ether is reacted with pyridine (2 mols.), (3) 2- chloroethyl chloropropyl ether is reacted with triethylamine (1 mol.) and the product is reacted with pyridine (1 mol.); (4) 3-chloropropyl chlormethyl ether is reacted with alpha-picoline (2 mols.), (5) 2-chloroethyl chlormethyl ether is reacted with N-benzylpyridine (1 mol.) and pyridine (1 mol.), (6) 2-bromoethyl chloromethyl ether is reacted with pyridine (2 mols.), (7) bleached cotton limbric dyed with Chlorazol Fast Red K is impregnated with an aqueous solution containing the product of example 1, squeezed, dried and heated to 150‹ C. ; the fastness of the dyeing to washing is improved, and (8) spun viscose material is padded with an aqueous solution of the product of example 1, squeezed, dried and heated to 140‹ ; the material can then be dyed with acid dyestuffs in the manner normally used for dyeing wool. Specification 394,196 is referred to. 3-Chloropropyl chloromethyl ether is made 'by treating trimethylene chlorohydrin with paraformaldehyde and hydrochloric acid in an aqueous medium. 2-Bromoethyl chloromethyl ether is made by reacting 2-bromoethanol with formaldehyde and hydrochloric acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1475638A GB514861A (en) | 1938-05-17 | 1938-05-17 | Textile treatment agents |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1475638A GB514861A (en) | 1938-05-17 | 1938-05-17 | Textile treatment agents |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB514861A true GB514861A (en) | 1939-11-20 |
Family
ID=10046932
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1475638A Expired GB514861A (en) | 1938-05-17 | 1938-05-17 | Textile treatment agents |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB514861A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014047099A1 (en) * | 2012-09-21 | 2014-03-27 | Dow Global Technologies Llc | Dye fixative agents and methods |
| CN104685121B (en) * | 2012-09-21 | 2016-11-30 | 陶氏环球技术有限责任公司 | Dye-fixing agent and method |
-
1938
- 1938-05-17 GB GB1475638A patent/GB514861A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014047099A1 (en) * | 2012-09-21 | 2014-03-27 | Dow Global Technologies Llc | Dye fixative agents and methods |
| CN104685121A (en) * | 2012-09-21 | 2015-06-03 | 陶氏环球技术有限公司 | Dye fixative agents and methods |
| US9493398B2 (en) | 2012-09-21 | 2016-11-15 | Dow Global Technologies Llc | Ether dye fixative agents and methods |
| CN104685121B (en) * | 2012-09-21 | 2016-11-30 | 陶氏环球技术有限责任公司 | Dye-fixing agent and method |
| CN106498780A (en) * | 2012-09-21 | 2017-03-15 | 陶氏环球技术有限责任公司 | Dye-fixing agent and method |
| US9657438B2 (en) | 2012-09-21 | 2017-05-23 | Dow Global Technologies Llc | Textile comprising dye fixative agents and methods |
| CN106498780B (en) * | 2012-09-21 | 2019-02-22 | 陶氏环球技术有限责任公司 | A kind of textile fabric |
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