GB2283251A - A process for dyeing aromatic polyamides - Google Patents
A process for dyeing aromatic polyamides Download PDFInfo
- Publication number
- GB2283251A GB2283251A GB9420538A GB9420538A GB2283251A GB 2283251 A GB2283251 A GB 2283251A GB 9420538 A GB9420538 A GB 9420538A GB 9420538 A GB9420538 A GB 9420538A GB 2283251 A GB2283251 A GB 2283251A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dyeing
- alkyl
- aromatic polyamides
- polyamide
- alkyl group
- 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.)
- Withdrawn
Links
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
- 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
- D06M13/50—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with organometallic compounds; with organic compounds containing boron, silicon, selenium or tellurium atoms
- D06M13/51—Compounds with at least one carbon-metal or carbon-boron, carbon-silicon, carbon-selenium, or carbon-tellurium bond
- D06M13/513—Compounds with at least one carbon-metal or carbon-boron, carbon-silicon, carbon-selenium, or carbon-tellurium bond with at least one carbon-silicon bond
-
- 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
- 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
- D06P3/24—Polyamides; Polyurethanes
- D06P3/248—Polyamides; Polyurethanes using 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
- D06P1/38—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 reactive dyes
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
1 4 2283251 A process for dyeing aromatic polyamides Descrii)tion The
invention relates to an improved process for dyeing aromatic polyamide fibres and the products produced therefrom.
Aromatic polyamides (aramids) are widely used due to their outstanding properties. The p-aramids are highly valued due to their extraordinarily high strength and modulus values. The most interesting properties of maramids are their heatresistance and low flammability. Whereas p-aramids are used exclusively in the industrial sector, m-aramids are also used in the textile field, for example as protective clothing for fire-fighters. The low affinity for dyestuffs and the hitherto small range of colours which can be used, however, is an obstacle to wider use, e.g. in the property field as decorative materials and upholstery, for internal fittings in automobiles and aircraft and for special textiles for the home or for clothing.
At present aramids are coloured with selected cationic dyes at high temperature and using large amounts of special carriers. The high degree of air and effluent pollution by the toxicologically and ecologically problematic carriers and the extremely limited range of dyes are disadvantages of this conventional method.
It is known that there is an extremely wide range of dyes available when using the group of reactive dyes. However, these dyes cannot be applied to aramid fibres by conventional methods. Methods by which aramids can be reactively dyed are suggested in patents JP 62205121, JP 62206088 and JP 62206089. According to these, reactive dyes can be applied after treating the fibres with sodium hydride in dimethyl sulphoxide. Another possibility, the pre-treatment of aramids with ammonia under low pressure and electrical discharge, is given in JP 62223384. These pre-treatments share the fact that 1 - 2_ they cannot be performed, or only at great expense, under the conditions of an industrial-scale textile finishing procedure.
The use of organosilanes during the dyeing of aramids is provided only by JP 03008877. The authors, however, use dispersion dyes in the dyeing process.
The object of the invention is to make use of the large range of reactive dyes and the wide range of variation in reactive dyeing processes for finishing aramids and to avoid the disadvantages of the conventional process, low dye selection, high dyeing temperatures and extensive pollution by harmful substances.
The invention provides a process for dyeing aromatic polyamides with reactive dyes, characterised in that the polyamides are reacted with 0. 1 to 3. 0 wt. 0-., with ref erence to the polyamide, of a dissolved organosilicon compound of general formula R 2 (R10):3 1 (+) 3Cl S'_ (CH2) 3 - N -R 1 4 R in which R2. represents a C1 - C4 alkyl group, R2 represents a C2,-C, alkyl group, preferably C1 - C4 alkyl, R3 represents a C2. - C6 alkyl group, preferably C1 - C. alkyl and R4 represents a C,_C,, alkyl group, preferably C2..-C2.. alkyl, or of the general formula NH2 1 (R10):3 Si-(CH2)3 -S- (+) C 'I Cl NH 1 i at a temperature of 10 to 800C, preferably 18 to 400C, and the polyamide treated in this way is then dried and coloured by the known process.
The organosilicon compounds are generally used in the form of alcoholic, in particular methanolic or ethanolic, solutions. Their concentration may be regarded as largely non-critical.
After reacting the polyamide and organosilicon compound, the reaction product is dried, preferably at temperatures of 40 to 800C. An aramid treated in this way can then be dyed by any known reactive dyeing process. In this process, in contrast with conventional dyeing processes, no carriers and no high temneratures are required and in addition the range of dyes is immeasurably larger. The invention may be used to provide the aramid material with the desired shade of colour, depending on the field of use and requirements. In this case it is immaterial whether intermediate products, such as fibres or fabric, or whether processed fibres, such as e.g. those in the form of protective clothing, are intended to be dyed.
The following examples contain possibilities for pre-treating with silanes and subsequent reactive dyeing.
A description of dyeing processes according to the prior art can be found in G. Ebner and D. Scheltz, Textilf&rberei und Farbstoffe, Springer Verlag, ISBN 3-540-15047-1.
4 Examples
Example 1: Dyeing m-aramid fabric with a cold dyeing reactive substance Pre-treatment takes place in a high-temperature dyeing apparatus using a liquor ratio of 1:20. The aramid is reacted with a 1.5 05 strength, with respect to the aramid, methanolic solution of (3-triethoxysilylpropyl)octadecyldimethylammonium chloride for 20 minutes at 400C and then dried for 30 minutes at 500C. The goods can then be dyed in a suitable unit using the following technology:
Apparatus: High-temperature dyeing equipment Liquor: Liquor ratio: 1: 20 2 -06 reactive red 21 dye, 30 -Oj strength acetic acid, 10 % strength sodium carbonate solution Programme: Initial temperature 200C Liquor with dye Add acetic acid to adjust pH to pH 5 Heat to 300C over 10 min Dye at 300C for 30 min Add sodium carbonate solution to adjust pH to pH 10 Dye at 300C for 60 min Aftertreatment: 2 g/1 of a mixture of unsaturated alkyl sulphate and alkylpolyglycolether sulphate. 20 min at 980C.
F _f Example 2: Dyeing m-aramid fabric with a hot dyeing reactive substance It is expedient to perform the pre-treatment with a 2 0i strength methanolic (3-triethoxysilylpropyl)octadecy1dimethylammonium chloride solution with a liquor ratio of I: 10. The aramid reacts with the silane for 10 min at 500C. Then it is dried at 500C for 30 min. Dyeing takes place using a conventional process for hot reactive dyeing.
Apparatus: High-temperature dyeing equipment Liquor: Liquor ratio: I: 20 2 -0. reactive blue 198 dye 5 g/l of sodium carbonate I ml/l of 33 t strength caustic soda solution Programme: Initial temperature 300C Liquor with all the components Process for 20 min at 300C Heat up to 800C over 30 min Dye for 60 min at 800C After-treatment: 2 g/l of a mixture of unsaturated alkylsulphate and alkylpolyglycolether sulphate 20 min at 980C P.
6
Claims (2)
1. A process for dyeing aromatic polyamides with reactive dyes, characterised in that the polyamide is reacted with 0.1 to 0.3 wtA, with reference to the polyamide, of a dissolved organosilicon compound of the general formula R 2 1 (R10):3 Si- (CH2) -4 - N(') -R3 Cl (-) - 1 R 4 in which R' R 2 R 3 (I) represents a Cl-C, alkyl groulp, represents a C,_C, alkyl group, preferably Cl - C4 alkyl, represents a Cl-C, alkyl group, preferably C, _C4 alkyl and R 4 represents a C,-C,, alkyl group, preferably Cl,-C,, alkyl, or of the general formula (R10)3 S'_(CI"12)3 -S(+C '11/ NH2 \ NH2 Cl (-) at a temperature of 10 to 800C and the polyamide treated in this way is then dried and coloured by a known process.
2.. A proce-ss as-clairred in clairn 1 substantially as hereinbefore described with reference to the Exa-rples.
(II)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19934335717 DE4335717A1 (en) | 1993-10-20 | 1993-10-20 | Process for coloring aromatic polyamides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB9420538D0 GB9420538D0 (en) | 1994-11-30 |
| GB2283251A true GB2283251A (en) | 1995-05-03 |
Family
ID=6500551
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9420538A Withdrawn GB2283251A (en) | 1993-10-20 | 1994-10-12 | A process for dyeing aromatic polyamides |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE4335717A1 (en) |
| FR (1) | FR2711377A1 (en) |
| GB (1) | GB2283251A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102015114501A1 (en) | 2015-08-31 | 2017-03-02 | Gebrüder Otto Baumwollfeinzwirnerei GmbH & Co. KG | Colored textiles based on dyed m-aramid fibers, process for their preparation and their use |
| DE102019104203A1 (en) | 2019-02-19 | 2020-08-20 | Gebr. Otto Baumwollfeinzwirnerei GmbH + Co. KG | Process for the production of colored fiber materials and their use |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62184126A (en) * | 1986-02-04 | 1987-08-12 | 帝人株式会社 | Polyamide yarn having built-in antibacterial property applied thereto and its production |
| JPS62250277A (en) * | 1986-04-22 | 1987-10-31 | 帝人株式会社 | Antibacterial treatment of fiber |
| JPS6350575A (en) * | 1986-08-21 | 1988-03-03 | 帝人株式会社 | Treatment of polyamide yarn having built-in antibacterial property imparted thereto |
-
1993
- 1993-10-20 DE DE19934335717 patent/DE4335717A1/en not_active Withdrawn
-
1994
- 1994-10-12 GB GB9420538A patent/GB2283251A/en not_active Withdrawn
- 1994-10-14 FR FR9412305A patent/FR2711377A1/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62184126A (en) * | 1986-02-04 | 1987-08-12 | 帝人株式会社 | Polyamide yarn having built-in antibacterial property applied thereto and its production |
| EP0286741A1 (en) * | 1986-02-04 | 1988-10-19 | Dow Corning Corporation | Polyamide yarn provided with a built-in antibacterial capacity and method for its production |
| JPS62250277A (en) * | 1986-04-22 | 1987-10-31 | 帝人株式会社 | Antibacterial treatment of fiber |
| JPS6350575A (en) * | 1986-08-21 | 1988-03-03 | 帝人株式会社 | Treatment of polyamide yarn having built-in antibacterial property imparted thereto |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2711377A1 (en) | 1995-04-28 |
| GB9420538D0 (en) | 1994-11-30 |
| DE4335717A1 (en) | 1995-04-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |