GB2169319A - Colouring process for synthetic textile materials - Google Patents
Colouring process for synthetic textile materials Download PDFInfo
- Publication number
- GB2169319A GB2169319A GB08500397A GB8500397A GB2169319A GB 2169319 A GB2169319 A GB 2169319A GB 08500397 A GB08500397 A GB 08500397A GB 8500397 A GB8500397 A GB 8500397A GB 2169319 A GB2169319 A GB 2169319A
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- GB
- United Kingdom
- Prior art keywords
- alkaline
- textile material
- dye
- group
- printing
- 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.)
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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
- D06P5/15—Locally discharging the dyes
- D06P5/17—Azo dyes
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
Discharge printing effects are produced on a coloured ground shade on a synthetic textile material by applying to the material, where the ground shade and discharge effect are wanted, one or more disperse dyes of the general formula: <IMAGE> wherein R<1> represents an alkyl group, R<2> represents a hydrogen or halogen atom or an alkyl, alkoxy or alkanoyl-amino group, R<3> represents a hydrogen or halogen atom or an alkoxy group, R<4> and R<5> each represents a hydrogen or halogen atom or a cyano or alkoxy group or a group of formula OCOR<6>R<7>, , R<6> represents a direct link or an oxygen atom or an imino group, R<7> represents an alkyl group, A<1> and A<2> each represent an alkylene group; and, separately, applying to the material, where the discharge effect is wanted, a printing paste which is alkaline or becomes alkaline on heating or steaming and which does not contain any reducing agent and thereafter heating, or steaming, and washing the material.
Description
SPECIFICATION
Colouring process for synthetic textile materials
The present invention relates to a process for the discharge printing of synthetic textile materials, in particular polyester textile materials, with disperse azo dyes.
Discharge printing may be carried out by using a reducing agent which will destroy the azo dye. Stannous chloride is the most widely used reducing agent but suffers from the disadvantage that it is highly corrosive to steel processing equipment and presents a problem of effluent disposal due to the heavy metal present. These disadvantages may be overcome by using dyes containing carboxylic acid ester groups and replacing the reducing agent in the print paste with an alkaline compound or a compound which becomes alkaline on heating. During fixation the dye is hydrolysed by the alkaline compound to a water soluble form which does not fix on the fibres and is removed from the textile material by a washing treatment.When a coloured effect is required within the ground this can be obtained by incorporating into the alkaline print paste a disperse dye which is not adversely affected by alkaline conditions.
The ease with which the water soluble form of the dye is removed during the washing treatment depends on the number of carboxylic acid ester groups present in the original dye molecule. Dyes containing only one carboxylic acid ester group per molecule are known but in practice can be relatively difficult to wash off after fixation presumably because the hydrolysed dye still has some affinity for the fibre and has limited solubility under alkaline conditions. If the wash off is incomplete the discharged areas of the print will not be a pure white.
We were very surprised therefore to find that dyes which in themselves are aiready known and which contain only one carboxylic acid ester group per molecule are discharged readily to a pure white ground in the presence of an alkaline compound.
According to the present invention, therefore, there is provided a process for producing discharge printing effects on a coloured ground shade on a synthetic textile material which comprises applying to that area of the material where the ground shade and the discharge effect are wanted one or more disperse dyes of the general formula:
wherein RI represents an alkyl group,
R2 represents a hydrogen or halogen atom or an alkyl, alkoxy or alkanoyl-amino group.
R3 represents a hydrogen or halogen atom or an alkoxy group,
R4 and R5 each represents a hydrogen or halogen atom or a cyano or alkoxy group or a group of formula OCOR6R7, Rs represents a direct link or an oxygen atom or an imino group,
R7 represents an alkyl group, Al and A2 each represent an alkylene group, and in a separate stage applying to the material where the discharge effect is wanted a printing paste which is alkaline or becomes alkaline on heating or steaming and which does not contain any reducing agent, thereafter heating or steaming the material and therafter washing the material. If required, the order of application of the disperse dye(s) of general formula I and the printing paste may be reversed.
The preferred dyes are those in which the alkyl and alkylene groups and the alkyl moiety of the alkoxy and alkanoylamino groups contain 1 to 4 carbon atoms.
Further preferred dyes are those in which the groups AaR4 and A2Rs are identical.
When a coloured effect is required within the ground shade, then this can be obtained by incorporating into the alkaline print paste a disperse dye which is not adversely affected by the alkaline conditions.
The dyes are preferably dispersed by grinding with water and a suitable dispersing agent e.g., Dyapol
PHS which is a cresol/formaldehyde condensation product.
The coloured ground shade may be obtained by evenly applying to the synthetic textile material an aqueous dispersion of the dye of general formula I for example by padding, printing or spraying optionally in the presence of auxiliaries and/or thickening agents. The synthetic textile material may be dried if desired and printed with the alkaline print paste or a print paste which becomes alkaline on heating or steaming and optionally further dried, for exmaple at 50 to 100"C. The textile material is then subjected to the action of heat or steam and the print washed off. The heat or steam treatment fixes the dye which is not in contact with the alkali and causes a white discharge effect in the area in contact with the alkali.
Our investigations lead us to believe that during fixation the dye in contact with the alkaline compound is hydrolysed and the chromophoric group of the hydrolysed dye is subsequently substantially decomposed thereby drastically reducing the possibility of staining of the discharged areas. The decomposed dye and any hydrolysed dye present are readily removed from the textile material by a washing treat ment.
The heat treatment to which the textile material is subjected after the application of the disperse dye or dyes and the printing paste can comprise a heat treatment for a short period at temperatures in the range of 1 500C to 220"C. It is, however, preferred to subject the textile material to a steaming treatment, for example, saturated steam at atmospheric pressure, saturated steam under pressure at 115 to 1500C or particularly superheated steam at 1500C to 200"C.
The final washing treatment may be carried out in water, optionally containing a surface active agent.
Alternatively the wash liquor can contain an alkali to give a pH in the region of 10 upwards, and this is followed by rinsing in water.
As examples of alkaline agents which can be present in the print paste, or of alkaline generators which under the action of heat or steam yield an alkaline agent, there may be mentioned alkali metal hydroxides such as sodium, potassium and lithium hydroxides; alkali metal carbonates such as sodium and potassium carbonates; alkali metal bicarbonates such as sodium bicarbonate; sodium trichloroacetate; tetraalkylammonium hydroxides such as tetraethyl-ammonium hydroxide; barium hydroxide; sodium siiicate; and trisodium phosphate.
The alkaline print pastes preferably contain a thickening agent such as an alginate, or a water soluble gum, or starch or a starch derivative or mixtures of these with a water-in-oil or oil-in-water emulsion.
Preferably the said print pastes also contain a humectant or hygroscopic agent such as glycerol, ethyleneglycol, urea or polyethylene glycol.
As examples of synthetic textile materials there may be mentioned secondary cellulose acetate, cellulose triacetate, polyamide and preferably polyester textile materials. The synthetic textile material can be in the form of a blend or a union with a cellulose textile material, for example a polyethyleneterephthal atelcotton blend or union. In this case, the medium containing the disperse dye can additionally contain a reactive dye whose reactive groups will form a dye-fibre bond with the hydroxyl groups of the cellulose textile material.
By the process of the present invention white or coloured effects within a red to blue ground shade are obtained on synthetic textile materials, the prints possessing good fastness to light, washing and sublimation.
The invention will be further illustrated by, but is in no manner limited to, the following Examples, in which parts and percentages are by weight.
Example 1
Two parts of the dye of formula:
and two parts of Dyapol PHS (a cresol/formaldehyde sulphonic acid condensation product - a dispersing agent) are added to 20 parts of water and milled in a ball mill until the average particle size of the dye is reduced to 1 to 5 um before dilution to 100 parts with water (2% dispersion). A padding liquor comprising:
40 parts of the 2% dispersion
1 part Thermocol AM (a polymeric migration inhibitor)
0.2 parts Alcopol TV (a low foaming wetting agent)
0.5 parts citric acid, and
58.3 parts water
(Thermocol and Alcopol are Registered Trade Marks) is padded onto polyester fabric to give an expression of around 80% and the fabric is dried at 60 to 70"C.
A print paste comprising:
5 parts sodium carbonate
10 parts glycerine
10 parts polyethylene glycol MW 300
60 parts Guaranate HTU100 10% (a thickening agent) and
15 parts water
(Guaranate is a Registered Trade Mark), is applied to the padded polyester fabric by printing. The fabric is dried at 60 to 900C followed by steaming for 7 minutes in superheated steam at 170"C. The fabric is rinsed in water, treated for 5 minutes at 60 to 70"C in an aqueous solution of 0.1% non-ionic detergent (e.g. Dyapol G - an ethoxylated fatty acid), 0.2% sodium hydroxide and 0.2% sodium hydrosulphite, rinsed in hot water, then cold water and finally dried.
A white design on a bluish red background is obtained, the print possessing very good fastness to light, washing and sublimation.
Example 2
Two parts of the dye of formula:
and two parts of Dyapol PHS (see Example 1) are added to 20 parts of water and milled in a ball mill until the average particle size of the dye is reduced to 1 to 5 um before dilution to 100 parts with water (2% dispersion).
A padding liquor comprising:
40 parts of the 2% dispersion
1 part Thermocol AM (see Example 1)
0.2 parts Alcopol TV (see Example 1)
0.5 parts citric acid and
58.3 parts water
is padded onto polyester fabric to give an expression of around 80% and the fabric is dried at 60 to 70"C.
A print paste comprising:
5 parts of a 10% dispersion Serilene Yellow 2G-LS
15 parts of a 32% aqueous solution of sodium hydroxide
10 parts glycerine
10 parts polyethylene glycol MW 300 and
60 parts Guaranate HTL/100 10% (see Example 1)
is applied to the padded polyester fabric by printing. The fabric is dried at 60 - 90"C, followed by steaming for 7 minutes in superheated steam at 170"C. The fabric is rinsed in water, treated for 5 minutes at 60 to 80"C in an aqueous solution of 0.2% non ionic detergent (e.g. Dyapol G - see Example 1) 0.2% sodium hydroxide and 0.2% sodium hydrosulphite, rinsed in hot water, then cold water and finally dried.
A yellow design on a blue background is obtained, the print possessing very good fastness to light, washing and sublimation.
Example 3
A 2% dispersion of the dye of formula:
is prepared by the method described in Examples 1 and 2.
A padding liquor comprising:
40 parts of the prepared 2% dispersion
1 part Thermocol AM (see Example 1)
0.2 parts Alcopol TV (see Example 1)
0.5 parts citric acid and
58.3 parts water
is padded onto polyester fabric to give an expression of around 80% and the fabric is dried at 60 to 70to.
A print paste comprising:
5 parts sodium bicarbonate
10 parts glycerine
10 parts polyethylene glycol MW 300
60 parts Guaranate HTL/100 (see Example 1) and
15 parts water
is applied to the padded polyester fabric by printing. The fabric is dried at 60 to 90"C followed by steaming for 30 minutes with saturated steam at 125"C. The fabric is rinsed in water, treated for 5 minutes at 60 to 70"C in an aqueous solution of 0.2% non ionic detergent (e.g. Dyapol G - see Example 1), 0.2% sodium hydroxide and 0.2% sodium hydrosulphite, rinsed in hot water, then cold water and finally dried.
A white design on a bluish red background is obtained, the print possessing very good fastness to light, washing and sublimation.
If the polyester textile material used in this Example is replaced by cellulose triacetate textile material a similar result is obtained.
If the polyester textile material used in this Exmaple is replaced by secondary cellulose acetate textile material, the steaming being carried out at 100 C with saturated steam at atmospheric pressure, a simiiar design is obtained.
Example 4
If the 40 parts of the 2% dispersion of the dye of formula Ill used in Example 2 are replaced by the following mixture:
20 parts of a 2% dispersion of the dye of formula Ill and
20 parts of a 2% dispersion C.l. Disperse Red 92 and the process of Example 2 is repeated, a red design on a violet ground shade is obtained.
Other dyes of general formula I, suitable for alkali discharge printing and which may be applied to synthetic textile materials by the methods described in the foregoing examples are shown in the following Table.
Example R' R R3 AR4 AR5 Shade on
polyester fibres
5 CH3 Cl H C2H4OCOCH3 C2H4OCOCH3 Red
6 C2H5 CH3 H C2H4OCOC2H5 C2H4OCOC2H5 Bluish red
7 C2H5 NHCOCH3 H C2H4OCOCH3 C2H4OCOCH3 Violet
8 CH3 NHCOCH3 OC2H5 C2H4OCOCH3 C2H4OCOCH3 Blue
9 C2H5 NHCOCH3 OCH3 C2H4CN C2H4OCOCH3 Blue
10 C4H9 NHCOCH3 H C2H4CN C2H4OCOCH3 Violet
11 C2H5 NHCOC2H5 H C2H4CN C2H4OCOCH3 Violet
12 CH3 Cl H C2H4OCOC3H, C2H4OCOC3H7 Red
13 O3H7 H H C2H4OCONHC3H, C2H4OCONHC3H, Bluish Red
14 CH3 OCH3 OCH3 C2H4OCOOCH3 C2H4OCOOCH3 Violet
15 CH3 NHCOC3H7 H C2H4OCOOCH3 C2H4OCOOCH3 Violet
16 C2H5 H H C2H4OCH3 C2H4OCOCH3 Bluish Red
17 C2H5 H H C2H4CI C2H4OCOCH3 Reddish Blue
18 O3H7 Cl H C2H4OC2H5 C2H4OCOCH3 Red
19 C2H5 NHCOC4Hg H C2H4OCOCH3 C2H4OCOCH3 Violet
20 C2H5 NHCOC2H5 H C2H4OCONHCH3 C2H4OCONHCH3 Violet
21 CH3 CH3 H CH2CH(OCOCH3)CH3 CH2CH(OCOCH3)CH3 Bluish Red
22 CH3 CH3 OCH3 C2H4OCOCH3 C2H4OCOCH3 Violet
23 C2H5 H H C2H5 CH2CH(OCOCH3)CH3 Bluish Red
24 CH3 H H O4Hg CH2CH(OCOCH3)CH3 Bluish Red
25 CH3 NHCOCH3 OCH3 C2H4OCOOCH3 C2H4OCOOCH3 Blue
26 CH3 NHCOCH5 OCH3 C2H4CN C2H4OCOOCH3 Blue
27 CH3 Cl Cl C2H4OCOCH3 C2H4OCOCH3 Red
28 CH3 H H O3H, C2H5 Violet
29 CH3 H H C3H7 O3H Violet
30 O2H5 CH3 H C2H5 C2H5 Violet
31 C2H5 NHCOCH3 H C2H5 O2H, Reddish Blue
32 CH3 H H C2H4OCH3 C2H4OCH3 Violet
Claims (23)
1. A process for producing discharge printing effects on a coloured ground shade on a synthetic textile material which comprises applying to that area of the material where the ground shade and the dis
charge effect are wanted one or more disperse dyes of the general formula:
wherein R1 represents an alkyl group,
R2 represents a hydrogen or halogen atom or an alkyl, alkoxy or alkanoyl-amino group,
R3 represents a hydrogen or halogen atom or an alkoxy group,
R4 and R5 each represents a hydrogen or halogen atom or a cyano or alkoxy group or a group of for- mula OCOR6R7, R6 represents a direct link or an oxygen atom or an imino group,
R7 represents an alkyl group, Al and A2 each represent an alkylene group; and in a separate stage applying to the material where the discharge effect is wanted a printing paste which is alkaline or becomes alkaline on heating or steaming and which does not contain any reducing agent, thereafter heating or steaming the material and thereafter washing the material.
2. A process as claimed in Claim 1 in which one or more dyes of general formula I are applied to that area of the material where the ground shade and the discharge effect are wanted followed by the printing paste.
3. A process as claimed in Claim 1 or 2, in which the alkyl and alkylene groups and the alkyl moiety of the alkoxy and alkanoylamino groups in the disperse dye(s) of general formula I contain 1 to 4 carbon atoms.
4. A process as claimed in any of Claims 1 to 3, in which the groups AlR4 and A2R5 in the disperse dye(s) of general formula I are identical.
5. A process as claimed in any of Claims 1 to 4, in which there is incorporated into the alkaline print paste a disperse dye which is not adversely affected by the alkaline conditions when a coloured effect is required within the ground shade.
6. A process as claimed in any of Claims 1 to 5, in which the dyes are dispersed by grinding with water and a dispersing agent.
7. A process as claimed in any of Claims 1 to 6, in which the coloured ground shade is obtained by evenly applying to the synthetic textile material an aqueous dispersion of the dye of general formula I.
8. A process as claimed in Claim 7, in which the application of the aqueous dispersion of the dye to the material is by padding, printing or spraying.
9. A process as claimed in Claim 8, in which the application of the aqueous dispersion of the dye to the material is performed in the presence of auxiliaries and/or thickening agents.
10. A process as claimed in any of Claims 6 to 9, in which the synthetic textile material is dried before printing with the alkaline print paste or a print paste which becomes alkaline on heating or steaming.
11. A process as claimed in Claim 10, in which the so treated material is then further dried.
12. A process as claimed in any of Claims 1 to 11, in which the heat treatment to which the textile material is subjected after the application of the disperse dye or dyes and the printing paste comprises a heat treatment for a short period at temperatures in the range of 150"C to 220"C.
13. A process as claimed in any of Claims 1 to 11, in which the heat treatment to which the textile material is subjected after the application of the disperse dye or dyes and the printing paste comprises subjecting the textile material to a steaming treatment using saturated steam at atmospheric pressure, saturated steam under pressure at 115 to 150"C or superheated steam at 150"C to 200"C.
14. A process as claimed in any of Claims 1 to 13, in which the final washing treatment is carried out in water.
15. A process as claimed in Claim 14, in which the water contains a surface active agent.
16. A process as claimed in any of Claims 1 to 13, in which the final washing is carried out in a wash liquor containing an alkali to give a pH in the region of 10 upwards, followed by rinsing in water.
17. A process as claimed in any of Claims 1 to 16, in which the alkaline agent present in the print paste, or the alkaline generator which under the action of heat or steam yield an alkaline agent, is an alkali metal hydroxide, an alkali metal carbonate, an alkali metal bicarbonate, sodium trichloroacetate, a tetraalkylammonium hydroxide, barium hydroxide, sodium silicate, or trisodium phosphate.
18. A process as claimed in any of Claims 1 to 17, in which the alkaline print paste contains one or more of a thickening agent, and a humectant or hygroscopic agent.
19. A process as claimed in any of Claims 1 to 18, in which the synthetic textile material is a secondary cellulose acetate, a cellulose triacetate or a polyamide.
20. A process as claimed in any of Claims 1 to 18, in which the synthetic textile material is a polyester textile material.
21. A process as claimed in any of Claims 1 to 18, in which the synthetic textile material is in the form of a blend or a union with a cellulose textile material.
22. A process as claimed in Claim 21, in which the medium containing the disperse dye additionally contains a reactive dye whose reactive groups will form a dye-fibre bond with the hydroxyl groups of the cellulose textile material.
23. A process for producing discharge printing effects substantially as hereinbefore described with particular reference to any of the foregoing Examples.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB08500397A GB2169319A (en) | 1985-01-08 | 1985-01-08 | Colouring process for synthetic textile materials |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB08500397A GB2169319A (en) | 1985-01-08 | 1985-01-08 | Colouring process for synthetic textile materials |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB8500397D0 GB8500397D0 (en) | 1985-02-13 |
| GB2169319A true GB2169319A (en) | 1986-07-09 |
Family
ID=10572531
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB08500397A Withdrawn GB2169319A (en) | 1985-01-08 | 1985-01-08 | Colouring process for synthetic textile materials |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB2169319A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113462190A (en) * | 2021-06-30 | 2021-10-01 | 嘉禾宜事达（沈阳）化学有限公司 | Azo dye compound with high washing fastness, preparation method and application |
-
1985
- 1985-01-08 GB GB08500397A patent/GB2169319A/en not_active Withdrawn
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113462190A (en) * | 2021-06-30 | 2021-10-01 | 嘉禾宜事达（沈阳）化学有限公司 | Azo dye compound with high washing fastness, preparation method and application |
Also Published As
| Publication number | Publication date |
|---|---|
| GB8500397D0 (en) | 1985-02-13 |
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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) |