EP0036252A2 - Verfahren zum Bedrucken von Textilien - Google Patents
Verfahren zum Bedrucken von Textilien Download PDFInfo
- Publication number
- EP0036252A2 EP0036252A2 EP81300721A EP81300721A EP0036252A2 EP 0036252 A2 EP0036252 A2 EP 0036252A2 EP 81300721 A EP81300721 A EP 81300721A EP 81300721 A EP81300721 A EP 81300721A EP 0036252 A2 EP0036252 A2 EP 0036252A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- disperse
- dyestuffs
- dyestuff
- alkali
- carboxylic acid
- 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
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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
-
- 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
- D06P5/12—Reserving parts of the material before dyeing or printing ; Locally decreasing dye affinity by chemical means
-
- 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
- D06P5/151—Locally discharging the dyes with acids or bases
Definitions
- This invention relates to an improved process for the resist or discharge printing of synthetic textile materials.
- Resist printing is a method of textile printing in which an undyed textile material is first printed with a substance (the resist) which prevents the uptake or fixation of a subsequently applied dyestuff, so that there is obtained a white pattern on a coloured ' ground, or a pattern of contrasting colour to the ground by incorporating suitable dyestuffs or colour-producing substances in the resist print paste.
- a substance the resist
- Discharge printing is a method of textile printing in which dyed textile material is printed with a chemical composition (the discharge) that destroys the dyestuff locally to give a white pattern, or in which a second dyestuff, applied simultaneously with the discharge, produces a pattern of contrasting colour.
- United Kingdom Patent Specification No. 1543724 describes and claims a process for producing discharge printing effects in 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 which contain at least one carbcxylic ester group but are free from carboxylic acid and sulphonic acid groups, and in a separate stage applying to the material where the discharge effect is wanted a printing paste which is alkaline or beccmes alkaline on heating or steaming and which does not contain any reducing agent, thereafter heating or steaming the material and thereafter washing the material.
- stages 1 and 3 can be reversed, so that the dyestuff is applied to the textile material before the alkaline print paste.
- stage 5 in which the textile material is subjected to the action of heat or steam, the disperse dyestuff in contact with the alkali is converted into a water-soluble form, whilst the disperse dyestuff which is not in contact with the alkali is fixed on the textile material.
- the water-soluble form of the dyestuff is then removed from the textile material by the washing treatment of stage 6.
- stage 2 it would be desirable if, in the above process, the first drying operation (stage 2) could be eliminated so that stage 1 is followed immediately by stage 3.
- This "wet-on-wet" process would have the advantages that the process has one stage less, with consequent saving in crying plant occupation time, and also the saving in the energy used to effect drying.
- wet-on-wet resist or discharge prints having sharp definition between the different coloured areas of the print can be obtained if the alkali used in the print paste is sodium or potassium silicate.
- a process for producing resist or discharge printing effects on a synthetic textile material which comprises applying to the textile material, in either order and without drying the textile material between the applications, (i) an .alkaline printing paste containing sodium or potassium silicate, and which may contain one or more disperse dyestuffs free from sulphonic acid, carboxylic acid and carboxylic acid ester groups, the said dyestuffs being unaffected by alkali at the concentration present, and (ii) a printing paste or padding liquor containing at least one alkali dischargeable disperse dyestuff free frrm sulphonic acid and carboxylic acid groups and free from carboxylic acid ester groups which if hydrolysed would leave carboxylic acid groups attached to the dyestuff molecule, thereafter heating or steaming the material and thereafter washing the material.
- an .alkaline printing paste containing sodium or potassium silicate, and which may contain one or more disperse dyestuffs free from sulphonic acid, carboxylic acid and carboxylic acid ester
- the alkali-dischargeable dyestuffs which are used in the process according to the present invention may be broadly classified as follows:-A.
- Dyestuffs which contain one or more lactone rings which open in the presence of alkali with formation of the water-soluble alkali metal salts of the corresponding hydroxy carboxylic acid. Opening of the lactone ring may be accompanied by destruction of the chromophoric system of the dyestuff.
- Examples of this class are the dyestuff of the formula: which is disclosed in German Offenlegungsschrift 2440405, and the dyestuff of formula: which is disclosed in UK Patent Specification No.1568231.
- unsymmetrically substituted compounds having the abeve-disclosed formulae may be obtained by reaction of equimolar quantities of hydroquinone and a compound of formula: wherein A is hydroxyl, 0-acyl or halogen; B is hydrogen, lower alkyl or aryl and R is phenyl which may carry one or more substituents, for example, lower alkyl, lower alkoxy, hydroxy, chlorine or bromine.
- A is hydroxyl, 0-acyl or halogen
- B is hydrogen, lower alkyl or aryl
- R is phenyl which may carry one or more substituents, for example, lower alkyl, lower alkoxy, hydroxy, chlorine or bromine.
- lower alkyl and “lower alkoxy” mean alkyl and alkoxy groups respectively which contain 1 to 4 carbon atoms.
- reaction may be carried out either in the absence of a solvent or in the presence of a high boiling solvent such as di- or tri-chlorobenzene to give the intermediate of formula: which is subsequently reacted with a compound of formula: wherein A and B have the previously defined meanings and R 1 is phenyl which may carry one or more substituents, R 1 being different to R, to give a compound of formula: which is then oxidised, preferably in situ by using nitrobenzene as reaction solvent or by treatment with an oxidising agent such as hydrogen peroxide in acetic acid, to give the desired dyestuff of formula:
- dyestuffs in class A which may be used in the present process are those which contain the coumarin ring system.
- Methine dyestuffs containing at least one group for example the dyestuff of formula: which is disclosed in French Patent Specification No.1551030, and the dyestuff of formula: which is disclosed in US Patent Specification No.2850520.
- Azo dyestuffs derived from anilines having at least two electron-withdrawing groups ortho and/or para to the amino group as diazo components and para-coupling amine coupling components,for example the first two of which are disclosed in UK Patent Specification No.852493, and the last in UK Patent Specification No.1050675.
- Dyestuffs containing groups which are capable of water-soluble salt formation in the presence of strong alkali including azopyridone dyestuffs and dyestuffs containing phenolic hydroxyl groups or primary or secondary sulphonamide groups, for example: and both of which are disclosed in UK Patent Specification No.1256093; the dyestuff of formula: which is disclosed in UK Patent Specification No.1398741; the dyestuff of formula: which is C.I.
- Disperse Yellow 42 the dyestuff of formula: which is disclosed in UK Patent Specification No.1016246; the anthraquinone dyestuff of formula: which is disclosed in French Patent Specification No.1371626, and the pyridone dyestuffs of formulae: both of which are disclosed in UK Patent Specification No.1095829
- Azo dyestuffs derived from 2-amino-5-nitrothiazole as diazo component and a para-coupling amine as coupling component for example the dyestuffs of formulae: which are all disclosed in UK Patent Specification No.723933; the dyestuff of formula: which is disclosed in US Patent Specification No.2790791, and the dyestuff of formula: which is disclosed in UK Patent Specification No.840903,
- miscellaneous dyestuffs C.I. Disperse Violet 88, C.I. Disperse Yellow 180, C.I. Disperse Violet 48, C.I. Disperse Blue 92, C.I. Disperse Yellow 93, C.I. Disperse Yellow 201, C.I. Disperse Yellow 88, C.I. Disperse Yellow 210, C.I. Disperse Red 203 and C.I. Disperse Yellow 202.
- dyestuffs which may be used in the present process are those which discharge only partially (i.e. do not give a white discharge) and which do not leave a wcak enough stain to allow all shades of illumination to be used, but which do show an even residual shade that allows the use of such dyestuffs for limited illuminated shades and which may be used for shading purposes.
- Class A which may be prepared as described previously for similar dyestuffs in Class A.
- miscellaneous dyestuffs of formulae which is disclosed in UK Patent Specification No.859899, and which is disclosed in UK Patent Specification No.1027968, together with C.I. Disperse Red 72, C.I. Disperse Blue 139, C.I. Disperse Orange 55, C.I. Disperse Red 329 and C.I. Disperse Violet 40.
- Any dyestuff which undergoes chromophore destruction in the presence of alkali to an extent such as to make it suitable for a ground shade in discharge printing may be used in the present process.
- the sodium silicate which is used in the above process may be any of those grades of sodium silicate which are commercially available and is preferably a sodium silicate in which the molecular ratio of SiO 2 to Na 2 0 is from 1.65:1.0 to 4.0:1.0.
- the potassium silicate which is used preferably has a molecular ratio of Si0 2 to K 2 0 of from 2.0:1 to 4.0:1.
- the amount of sodium or potassium silicate which is used in the printing paste (i) must provide sufficient alkali to discharge the disperse dyestuff in the padding liquor or printing paste (ii), and may be from 50 tp 300 parts by weight per 1000 parts by weight of printing paste.
- a sodium or potassium silicate having a high molecular ratio of SiO 2 to N a2 0 or K 2 O can be-replaced in the printing paste by a smaller quantity of sodium or potassium silicate having a lower molecular ratio of Si0 2 to Na 2 0 or K 2 0, without affecting the result.
- the printing paste containing the sodium or potassium silicate must also contain a humectant such as ethylene glycol urea or, preferably, glycerol, a dye solvent such as polyethylene glycol. for example,'a polyethylene glycol having a molecular weight in the region of 300, and a thickening agent.
- a humectant such as ethylene glycol urea or, preferably, glycerol
- a dye solvent such as polyethylene glycol. for example,'a polyethylene glycol having a molecular weight in the region of 300
- a thickening agent are starch derivatives such as starch ethers, carob-seed gum ethers, m odified carboxymethylcelluloses and combinations of these, optionally in admixture with a water-in-oil or oil- in-water emulsion.
- the padding liquor or print paste used to apply the alkali-dischargcable disperse dyestuff should also contain a carboxylic acid, for example, citric acid, to prevent premature interaction of the dyestuff with the alkaline sodium or potassium silicate, and a thickener such as one of those thickeners already mentioned above.
- a carboxylic acid for example, citric acid
- a thickener such as one of those thickeners already mentioned above.
- adjuvants which are conventionally employed in the application of disperse dycstuffs to synthetic textile materials from such media, for example, carriers, fixation assistants, level dyeing assistants, dispersing agents and antifoam agents.
- the heat treatment to which the textile material is subjected after the application of the print paste containing the sodium or potassium silicate and the print paste or padding liquor containing the disperse dyestuff can comprise a heat treatment for a short period at temperatures from 150° to 220°C. It is, however, preferred to subject the textile material to a steaming'treatment, for example, saturated steam at 100°C for a few minutes followed by a dry heat treatment at 160° to 220°C or superheated steam at 150° to 200°C, or the use of saturated steam under pressure at 115° to 150°C.
- the synthetic textile materials used in the process of the invention can be in the form of non-woven fabric, felt, woven or knitted goods, or carpets.
- synthetic textile materials there may be mentioned secondary cellulose acetate and cellulose triacetate, polypropylene, acrylic, polyamide, and preferably aromatic polyester textile materials.
- the synthetic textile material can be in the form of a blend or union with a cellulose textile material, for example a polyethyleneterephthalate/cotton blend or union.
- the alkali-dischargeable disperse dyestuff can be used together with a reactive dye whose reactive groups, such as sulphatoethylsulphone groups, form a dye-fibre bond with the hydroxyl groups of the cellulose textile material which is hydrolysed under the alkaline conditions in those areas where the alkaline print paste is applied, or a reactive dyestuff containing one or more phosphonic acid groups which does not fix on cellulose in the presence of alkali.
- a reactive dye whose reactive groups, such as sulphatoethylsulphone groups, form a dye-fibre bond with the hydroxyl groups of the cellulose textile material which is hydrolysed under the alkaline conditions in those areas where the alkaline print paste is applied, or a reactive dyestuff containing one or more phosphonic acid groups which does not fix on cellulose in the presence of alkali.
- the disperse dyestuff or dyestuffs which are optionally used in the alkaline printing paste containing sodium or potassium silicate can be any of the disperse dyestuffs not adversely affected by alkali which are conventionally employed in colouring synthetic textile materials. Examples of such dyestuffs are given in, for example, the Third Editipn of the Colour Index which was published in 1971.
- a resist print paste comprising: is printed on to a woven polyethylene terephthalate textile material, and without drying the textile material is then coated over all, including that part which has already been printed with the above resist paste, with the following print paste comprising:
- the textile material is then dried on drying cylinders for 2 minutes at approximately 95°C, high temperature steamed at 170°C, for 8 minutes, washed off using the six-stage washing sequence described above and finally dried.
- the resulting blue on white pattern has excellent definition.
- sodium silicate used in the above example is replaced by the same amount of a sodium silicate in which the molecular ratio of Si0 2 to Na 2 O is 1.65:1.0 a similar result is obtained; the amount of this latter sodium silicate can also be reduced to 100 parts without adverse effect on the sharpness of the resulting print.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT81300721T ATE11310T1 (de) | 1980-03-13 | 1981-02-20 | Verfahren zum bedrucken von textilien. |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8008597 | 1980-03-13 | ||
GB8008597 | 1980-03-13 | ||
GB8014139 | 1980-04-29 | ||
GB8014139 | 1980-04-29 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0036252A2 true EP0036252A2 (de) | 1981-09-23 |
EP0036252A3 EP0036252A3 (en) | 1981-11-18 |
EP0036252B1 EP0036252B1 (de) | 1985-01-16 |
Family
ID=26274812
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19810300721 Expired EP0036252B1 (de) | 1980-03-13 | 1981-02-20 | Verfahren zum Bedrucken von Textilien |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0036252B1 (de) |
DE (1) | DE3168222D1 (de) |
ES (1) | ES500294A0 (de) |
PT (1) | PT72662B (de) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0051261A1 (de) * | 1980-10-31 | 1982-05-12 | CASSELLA Aktiengesellschaft | Verfahren zur Herstellung von Ätzreservedrucken auf Textilmaterialien |
EP0121875A2 (de) * | 1983-04-07 | 1984-10-17 | BASF Aktiengesellschaft | Verfahren zur Herstellung alkalisch ätzbarer Färbungen und Drucke |
EP0209120A2 (de) * | 1985-07-18 | 1987-01-21 | Yoshida Kogyo K.K. | Verfahren zur Markierung von Haftverschlusselementen |
AU568577B2 (en) * | 1983-10-31 | 1988-01-07 | Allied Corporation | A master cylinder |
EP0293745A2 (de) * | 1987-06-03 | 1988-12-07 | BASF Aktiengesellschaft | Verfahren zur Herstellung von Ätzdrucken |
EP0416888A2 (de) | 1989-09-05 | 1991-03-13 | Wace Uk Limited | Bedrucken von Textilmaterialien |
ITSA20120006A1 (it) * | 2012-05-10 | 2013-11-11 | Oz Anadolu Kimya Sanayi Ve Ticaret Anonim Sirketi | Innovazione nelle paste corrodenti per la stampa tessile. |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2322323A (en) * | 1941-04-16 | 1943-06-22 | Celanese Corp | Discharge printing of textiles |
GB1481741A (en) * | 1973-08-16 | 1977-08-03 | Hoechst Ag | Process for producing multicolour effects on textile materials |
GB1481742A (en) * | 1973-08-16 | 1977-08-03 | Hoechst Ag | Process for producing irregular shadow dyeings on polyester fibres and mixtures thereof |
GB1512321A (en) * | 1976-01-05 | 1978-06-01 | Ici Ltd | Colouration process for cellulose textile materials |
GB1543724A (en) * | 1975-08-13 | 1979-04-04 | Ici Ltd | Process for the production of discharge printing effects on synthetic textile materials |
GB2028383A (en) * | 1978-08-19 | 1980-03-05 | Cassella Ag | Process for dyeing and printing synthetic hydrophobic fibre material |
EP0023080A1 (de) * | 1979-07-18 | 1981-01-28 | Imperial Chemical Industries Plc | Substituierte 2,7-Dioxo-2,7-dihydrobenzo(1,2b;5,6-b1)-difuran oder -dipyrrol-Farbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung zum Färben von Textilmaterialien aus aromatischen Polyestern |
-
1981
- 1981-02-20 EP EP19810300721 patent/EP0036252B1/de not_active Expired
- 1981-02-20 DE DE8181300721T patent/DE3168222D1/de not_active Expired
- 1981-03-12 ES ES500294A patent/ES500294A0/es active Granted
- 1981-03-13 PT PT7266281A patent/PT72662B/pt not_active IP Right Cessation
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2322323A (en) * | 1941-04-16 | 1943-06-22 | Celanese Corp | Discharge printing of textiles |
GB1481741A (en) * | 1973-08-16 | 1977-08-03 | Hoechst Ag | Process for producing multicolour effects on textile materials |
GB1481742A (en) * | 1973-08-16 | 1977-08-03 | Hoechst Ag | Process for producing irregular shadow dyeings on polyester fibres and mixtures thereof |
GB1543724A (en) * | 1975-08-13 | 1979-04-04 | Ici Ltd | Process for the production of discharge printing effects on synthetic textile materials |
GB1512321A (en) * | 1976-01-05 | 1978-06-01 | Ici Ltd | Colouration process for cellulose textile materials |
GB2028383A (en) * | 1978-08-19 | 1980-03-05 | Cassella Ag | Process for dyeing and printing synthetic hydrophobic fibre material |
EP0023080A1 (de) * | 1979-07-18 | 1981-01-28 | Imperial Chemical Industries Plc | Substituierte 2,7-Dioxo-2,7-dihydrobenzo(1,2b;5,6-b1)-difuran oder -dipyrrol-Farbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung zum Färben von Textilmaterialien aus aromatischen Polyestern |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0051261A1 (de) * | 1980-10-31 | 1982-05-12 | CASSELLA Aktiengesellschaft | Verfahren zur Herstellung von Ätzreservedrucken auf Textilmaterialien |
EP0121875A2 (de) * | 1983-04-07 | 1984-10-17 | BASF Aktiengesellschaft | Verfahren zur Herstellung alkalisch ätzbarer Färbungen und Drucke |
EP0121875A3 (de) * | 1983-04-07 | 1984-12-19 | BASF Aktiengesellschaft | Verfahren zur Herstellung alkalisch ätzbarer Färbungen und Drucke |
AU568577B2 (en) * | 1983-10-31 | 1988-01-07 | Allied Corporation | A master cylinder |
EP0209120A2 (de) * | 1985-07-18 | 1987-01-21 | Yoshida Kogyo K.K. | Verfahren zur Markierung von Haftverschlusselementen |
EP0209120A3 (en) * | 1985-07-18 | 1988-01-07 | Yoshida Kogyo K.K. | Method of providing marks on surface-type fasteners |
EP0293745A2 (de) * | 1987-06-03 | 1988-12-07 | BASF Aktiengesellschaft | Verfahren zur Herstellung von Ätzdrucken |
EP0293745A3 (de) * | 1987-06-03 | 1991-08-14 | BASF Aktiengesellschaft | Verfahren zur Herstellung von Ätzdrucken |
EP0416888A2 (de) | 1989-09-05 | 1991-03-13 | Wace Uk Limited | Bedrucken von Textilmaterialien |
EP0416888A3 (en) * | 1989-09-05 | 1991-12-11 | John Green & Son Plc | Printing of fabrics |
ITSA20120006A1 (it) * | 2012-05-10 | 2013-11-11 | Oz Anadolu Kimya Sanayi Ve Ticaret Anonim Sirketi | Innovazione nelle paste corrodenti per la stampa tessile. |
Also Published As
Publication number | Publication date |
---|---|
EP0036252A3 (en) | 1981-11-18 |
PT72662A (en) | 1981-04-01 |
PT72662B (en) | 1982-03-19 |
EP0036252B1 (de) | 1985-01-16 |
ES8207251A1 (es) | 1982-09-01 |
DE3168222D1 (en) | 1985-02-28 |
ES500294A0 (es) | 1982-09-01 |
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