US1816766A - Process of dyeing and printing cellulose esters - Google Patents
Process of dyeing and printing cellulose esters Download PDFInfo
- Publication number
- US1816766A US1816766A US202473A US20247327A US1816766A US 1816766 A US1816766 A US 1816766A US 202473 A US202473 A US 202473A US 20247327 A US20247327 A US 20247327A US 1816766 A US1816766 A US 1816766A
- Authority
- US
- United States
- Prior art keywords
- dyeing
- cellulose acetate
- ester salt
- fibre
- vat
- 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 - Lifetime
Links
- 238000004043 dyeing Methods 0.000 title description 24
- 238000000034 method Methods 0.000 title description 16
- 229920002678 cellulose Polymers 0.000 title description 9
- 238000007639 printing Methods 0.000 title description 7
- -1 ester salts Chemical class 0.000 description 24
- 229920002301 cellulose acetate Polymers 0.000 description 20
- 239000000835 fiber Substances 0.000 description 16
- 230000003647 oxidation Effects 0.000 description 9
- 238000007254 oxidation reaction Methods 0.000 description 8
- 229920000742 Cotton Polymers 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- 238000010025 steaming Methods 0.000 description 6
- 239000000975 dye Substances 0.000 description 5
- 238000001035 drying Methods 0.000 description 3
- 239000007800 oxidant agent Substances 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- 230000002035 prolonged effect Effects 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 2
- 150000004056 anthraquinones Chemical class 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 241000416162 Astragalus gummifer Species 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 1
- YSAVZVORKRDODB-WDSKDSINSA-N diethyl tartrate Chemical compound CCOC(=O)[C@@H](O)[C@H](O)C(=O)OCC YSAVZVORKRDODB-WDSKDSINSA-N 0.000 description 1
- 125000001891 dimethoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000984 vat dye Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 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
- 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
- D06P1/22—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 vat dyestuffs including indigo
- D06P1/28—Esters of vat dyestuffs
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/921—Cellulose ester or ether
Definitions
- the fabric is rinsed or soaped after the steaming, in cases where the ester salt possesses no afiinity to cotton, the same is almost completely dissolved away from the cotton fibre, but not from the cellulose acetate.
- the result obtained after the oxidation is the presence of dyed cellulose acetate threads and undyed cot- 7 ton threads.
- the ester salt of tetrabromindigo may be used ver successfully.
- the cellulose acetate is steamed with the ester salt at first, without active oxidizing agent, and only after the steaming the dyeing is developed by way of oxidation.
- cellulose acetate For padding cellulose acetate use is made of a solution of parts of the ester salt of tetrabromindigo in 685 parts of water, with the addition of 250 parts of a tragacanth thickening and of 15 parts of nitrite. After padding, the goods are dried and steamed for 10-15 minutes, whereupon the dyeing is developed in the ordinary sulphuric acid bath at C., the duration of develo ment being of 5 minutes. Then the goo s are thoroughly rinsed and soaped for 1 minute at 80 C., again rinsed and dried. A bright, strong dyeing is thus obtained.
- a mixed fabric of cotton and cellulose acetate is padded in the same Way with a solution of the ester salt of tetrabromindigo, of 4:4-dimeth l-6: 6-dichlorthioindigo or of dimethoxy ibenzanthrone etc., dried, steamed and developed. Beautiful dyeings are thus obtained.
- the two kinds of fibres are dyed approximately to the same depth.
- the above process can also be applied for printings on cellulose acetate and on mixed fabrics.
- the process can also be applied to other cellulose esters, such as for example the cellulose formate.
- vat dyestufl not only the common vat dyestufi of the indigo, thioindigo, anthraquinone, quinoneanilid-series etc., but also such coloring matters that are capable of being vatted, and especially those the leuco bodies of which do not possess any, or only a slight, affinity to fibres.
- suitable dyeings are obtainable oncellulose acetate according to the present invention.
- alpha-beta-naphthanthraquinone for instance (see colour index No. 1094, see also French specification 551,666) may enter into consideration.
- ester salt of leuco alpha-beta-naphthanthraquinone yellow dyeings are obtained on cellulose acetate.
- a process for dyeing and printing cellulose esters with vat dyestuffs consisting in applying to said fibre a solution of an ester salt of a leuco vat dyestufi, drying and steaming in order to fix said ester salt as such on the fibre and then developing the dyeing by acid oxidation.
- a process for dyeing and printing cellulose esters with vat dyestufl's consisting in applying to a fibre of cellulose acetate a solution of an ester salt of a leuco vat dy'estuff, dryin and steamin in order to fix said ester sa t as such on t e fibre and then developing the dyeing by acid oxidation.
- a process for dyeing and printing cellulose esters with vat dyestufi's consisting in applying to a fibre of cellulose acetate a solution 0 an ester salt of a leuco vat d estufl', drying and steaming in order to x said ester salt as such on the fibre and then developing the dyeing by acid oxidation at a temperature of at least 70 C. and for at least 2 minutes.
- a process for dyeing and rinting cellulose esters with vat dye stu s consisting in applying to a fibre of cellulose acetate a solution of the ester salt of leucotetrabromindigo, drying and steaming in order to fix said ester salt as such on the fibre and developing the dyeing by acid oxidation at a temperature of at least 70 C. and for at least 2 minutes.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Patented July 1931 UNITED STATES PATENT OFFICE GEORGES m: NIEDERHKUSERN, OF BASEL, SWITZERLAND. ASBIGNOR TO THE FIRM: DURAND & HUGUENIN S. .A., 01 BASEL, SWITZERLAND PROCESS OF DYEING AN D PRINTING CELLULOSE ESTEBS No Drawing. Application filed June 29, 1927', Serial No. 202,473, and in Germany July 10, 1928.
The problem of producing dyeings with vat dyestuffs on cellulose acetate (cellulose ester) has not yet been solved. There have been, of course, made attempts to overcome 5 the'existing difiiculties, see for instance the German specification No. 415,937 All these attempts, however, did not givein view of the requirements of the practice-satisfactory results. Also with the aid of ester salts of vat dyestuffs, such as they are for instanceobtained according to the process described in the U. S. specification N 0. 1,448,251, when applied on cellulose acetate according to the process of the U. S. specification N o.
1,575,958, it has not been possible up to-date to obtain the desired results. The cellulose acetate will not be suificiently penetrated by the solutions of the ester salts; when developed by oxidation the dyestufi' is merely precipitated on the surface of the fibre; the dye ings are not solid to washing and rubbing, i. e. they are worthless.
Now I have found a suitable way for obtaining useful dyeings and printings on cel- 26 lulose acetate with these ester salts by modifying the rocess disclosed in the U. S. specificatlon 0. 1,575,958. According to my invention cellulose acetate is padded with a solution of an ester salt of a vat dyestuff, then 30 wrung, dried and steamed. In this way the ester salt is fixed on the fibre as such, so that the fibre can be rinsed or even soaped without substantial loss of ester salt. Thereupon the dyeing is developed in the usual manner by way of oxidation (by means of sulphuric acid and nitrite, or suphuric acid and bichromate). In contradistinction to cotton, there is only necessary in the present case to extend the duration of this treatment and also to increase the temperature.
It is also possible to add previously a suitable oxidizing agent to the padding bath. In this case, in order to develop the dyeing, a prolonged treatment with acid at increased (6 temperature may sufiice. Thus one obtains normal dyeings, without the fibre getting injured; these dyeings possess the excellent fastness properties of vat dyestuffs.
By an addition of 2-4% of diethyltartrate I. or like substance to the padding bath the absorption power of the fibre for the ester salt becomes substantially increased and deeper shades are obtained, without necessitating the above prolonged treatment nor an increased temperature. According to the new process it is possible to dye not only pure cellulose acetate, but also mixed fabrics containing cellulose acetate and cotton for instance. Such a mixed fabric is padded with a solution of an ester salt, dried and steamed. Then it is developed in an oxidizing bath. Thus both kinds 0 fibres are almost evenly dyed. If the fabric is rinsed or soaped after the steaming, in cases where the ester salt possesses no afiinity to cotton, the same is almost completely dissolved away from the cotton fibre, but not from the cellulose acetate. The result obtained after the oxidation is the presence of dyed cellulose acetate threads and undyed cot- 7 ton threads. For such article, for instance the ester salt of tetrabromindigo may be used ver successfully.
n the other hand it is also possible to obtain dyed cotton threads and undyed cellulose acetate threads by avoiding all that is necessary in the above process, in order to dye the cellulose acetate, namely, the steaming operation previous to the development and the prolonged treatment in the oxidizing 8o bath at increased temperature. The fabric has only to be padded, wrung, dried and treated in the oxidizing bath for as short a period as is only required to dye the cotton normally, and without raising the tempera 35 ture necessary for the development. When afterwards washed and soaped, the cellulose acetate is obtained practically white.
The above process must not be confounded with the one of German specification No. a. 433,146. According to the latter specification, the fibre is steamed with an ester salt and an oxidizing agent suitable for the given conditions, whereby oxidation takes place and the dyeing is obtained directly. This latter process cannot be applied to cellulose acetate, because the development proceeds too rapidly. There is not sufficient time given to the ester salt to penetrate through the fibre; the dyestuif is merely precipitated on its surface. One obtains again dyeings which are not fast to washing and rubbing.
On the contrary, according to the present process, the cellulose acetate is steamed with the ester salt at first, without active oxidizing agent, and only after the steaming the dyeing is developed by way of oxidation.
The improved process is explained by the following examples:
1. For padding cellulose acetate use is made of a solution of parts of the ester salt of tetrabromindigo in 685 parts of water, with the addition of 250 parts of a tragacanth thickening and of 15 parts of nitrite. After padding, the goods are dried and steamed for 10-15 minutes, whereupon the dyeing is developed in the ordinary sulphuric acid bath at C., the duration of develo ment being of 5 minutes. Then the goo s are thoroughly rinsed and soaped for 1 minute at 80 C., again rinsed and dried. A bright, strong dyeing is thus obtained.
2. A mixed fabric of cotton and cellulose acetate is padded in the same Way with a solution of the ester salt of tetrabromindigo, of 4:4-dimeth l-6: 6-dichlorthioindigo or of dimethoxy ibenzanthrone etc., dried, steamed and developed. Beautiful dyeings are thus obtained. The two kinds of fibres are dyed approximately to the same depth.
Of course the above process can also be applied for printings on cellulose acetate and on mixed fabrics. Furthermore, the process can also be applied to other cellulose esters, such as for example the cellulose formate.
In the foregoing description, I understand by vat dyestufl not only the common vat dyestufi of the indigo, thioindigo, anthraquinone, quinoneanilid-series etc., but also such coloring matters that are capable of being vatted, and especially those the leuco bodies of which do not possess any, or only a slight, affinity to fibres. With the assistance of the ester salts of such bodies, suitable dyeings are obtainable oncellulose acetate according to the present invention. Apart from anthraquinone itself, alpha-beta-naphthanthraquinone for instance (see colour index No. 1094, see also French specification 551,666) may enter into consideration. With the ester salt of leuco alpha-beta-naphthanthraquinone yellow dyeings are obtained on cellulose acetate.
What I claim is:
1. A process for dyeing and printing cellulose esters with vat dyestuffs, consisting in applying to said fibre a solution of an ester salt of a leuco vat dyestufi, drying and steaming in order to fix said ester salt as such on the fibre and then developing the dyeing by acid oxidation.
2. A process for dyeing and printing cellulose esters with vat dyestufl's, consisting in applying to a fibre of cellulose acetate a solution of an ester salt of a leuco vat dy'estuff, dryin and steamin in order to fix said ester sa t as such on t e fibre and then developing the dyeing by acid oxidation.
3. A process for dyeing and printing cellulose esters with vat dyestufi's, consisting in applying to a fibre of cellulose acetate a solution 0 an ester salt of a leuco vat d estufl', drying and steaming in order to x said ester salt as such on the fibre and then developing the dyeing by acid oxidation at a temperature of at least 70 C. and for at least 2 minutes.
4. A process for dyeing and rinting cellulose esters with vat dye stu s, consisting in applying to a fibre of cellulose acetate a solution of the ester salt of leucotetrabromindigo, drying and steaming in order to fix said ester salt as such on the fibre and developing the dyeing by acid oxidation at a temperature of at least 70 C. and for at least 2 minutes.
In witness whereof I have hereunto signed my name this 18th day of June, 1927.
GEORGES DE NIEDERHAUSERN.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1816766X | 1926-07-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1816766A true US1816766A (en) | 1931-07-28 |
Family
ID=7744539
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US202473A Expired - Lifetime US1816766A (en) | 1926-07-10 | 1927-06-29 | Process of dyeing and printing cellulose esters |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1816766A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2435658A (en) * | 1944-07-19 | 1948-02-10 | Celanese Corp | Illuminated discharge effects upon acetate fabrics |
| US2583192A (en) * | 1949-09-17 | 1952-01-22 | Waite Carpet Company | Rug |
| US2614023A (en) * | 1948-02-23 | 1952-10-14 | Celanese Corp | Process for dyeing cellulose derivative textile material by impregnating it with a swelling solution containing urea and an esterified leuco vat dye and subsequently steaming twice |
-
1927
- 1927-06-29 US US202473A patent/US1816766A/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2435658A (en) * | 1944-07-19 | 1948-02-10 | Celanese Corp | Illuminated discharge effects upon acetate fabrics |
| US2614023A (en) * | 1948-02-23 | 1952-10-14 | Celanese Corp | Process for dyeing cellulose derivative textile material by impregnating it with a swelling solution containing urea and an esterified leuco vat dye and subsequently steaming twice |
| US2583192A (en) * | 1949-09-17 | 1952-01-22 | Waite Carpet Company | Rug |
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