US2646339A - Dyeing of cellulose derivative textile materials - Google Patents
Dyeing of cellulose derivative textile materials Download PDFInfo
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- US2646339A US2646339A US203036A US20303650A US2646339A US 2646339 A US2646339 A US 2646339A US 203036 A US203036 A US 203036A US 20303650 A US20303650 A US 20303650A US 2646339 A US2646339 A US 2646339A
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- textile materials
- dyeing
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- dyebath
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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
- 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
- D06P3/40—Cellulose acetate
- D06P3/403—Cellulose acetate using vat or sulfur 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
- D06P1/22—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
-
- 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
- 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
- D06P1/651—Compounds without nitrogen
- D06P1/65106—Oxygen-containing compounds
-
- 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
- D06P1/667—Organo-phosphorus compounds
-
- 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
- This invention relates to the dyeing of textile materials and relates more particularlyto'the dyeing of synthetic textile materials with vat dyes.
- ganic acid esters of cellulose including cellulose acetate, cellulose prop ionate, cellulose butyrate, cellulose acetate propionat-e, cellulose acetate butyrate and the like, polyamides, polyesters, polyurethanes, vinyl chloride polymers and copolymers, and acrylic materials.
- the conventional dyebaths employed for vat dyeing cellulosic material either fail to produce a satisfactory dyeing resistant to light and washing on such synthetic textile materials, or they cause a saponification or degradation of .said synthetic textile materials.
- many specially compounded dyebaths have been proposed for dyeing synthetic textile materials with vat dyes, many previously proposed dyebaths,
- vat dyes cannot be employed successfully in said provide a novel dyebath and, process for dyeing synthetic textile materials with vat dyes which will be free from the foregoing and other difiiculties.
- a further object of this invention is to provide a novel dyebath and process for dyeing synthetic textile materials with a wide range of vat dyes in shades that are resistant to light and washing and without saponifying or degrading the synthetic textile materials.
- synthetic textile materials may be dyed successfully with a wide range of vat dyes from an aqueous dyebath containing the leuco vat of said dyes together with an alkali metal carbonate such as sodium or potassium carbonate, an alkylolamine such as mono-, di,
- the dyebath there is employed, for each 100 parts by weight of water, from about 0.1 to 1 part by weight of the alkali metal carbonate, from about 0.5 to 10 parts by weight of the alkylolamine and from about 3 to parts by weight of the water-miscible organic liquid capable of swelling the synthetic textile .material.
- the leuco vat of the dye may advantageously be prepared in the dyebath itself by incorporating therein the vat dye together with "a reducing agent such as sodium hydrosulfite, all ma manner well known in the art.
- concentration of the dyestuif in the dyebath maybe varied over a wide range depending upon the depth of shade desired in the dyed textile material.
- Suitable vat dyes that may be employed in compounding the dyebath of the present invention are, for example Ca1coso1 Fast Yellow, Ponsol Jade Green (C. I. 1101), Indanthrene Blue BCSN (C. I. 1114) Carba-nthrene Red BN (C. I. 1162) Indanthrene BlueBCL, In-
- the synthetictextile material is immersedin the dyebath which 'is maintained at a temperature of between about 40 and 60 C. for a period of'between about 10 and minutes, following-which the temperature of the dyebath' is raised to between about 70 and 90 C. and the synthetic textile materialis held therein for an additional period of between about 30 and 90 minutes.
- a suitable oxidizing agent such as, for example, sodium dichromate, sodium perborate, or hydrogen peroxide.
- the dyebath and process of the present invention may be employed for dyeing the synthetictextile materials in the form I of fabrics or packages of yarn, but is especially suited for the dyeing of the synthetic textile materials in the form of staple fibers since it enables an even penetration and a uniform dyeing of the staple fibers to be obtained readily.
- Example I In 300 parts by weight of water at 50 C. there is dissolved 0.2 part by weight of Pensol Jade Green (20% color), 0.5 part by weight of sodium carbonate, 2.5 parts by weight of diethanolamine, 4' parts by weight of sodium hydrosulfite, 1 part by weight of tetrasodium pyrophosphate 8.; and 20 parts by weight of butyl Carbitol. There is immersed into this dyebath for 15 minutes, 10 parts by weight of cellulose acetate staple fiber, following which the temperature of the dyebath is raised to 80 C. and maintained at that temperature for 45 minutes. The staple fiber is then removed from the dyebath, rinsed well with warm water and oxidized with a bath maintained at 60 C.
- the staple fiber is soaped at 70 C., washed and dried; The staple fiber is uniformly dyed a deep jade color.
- the same dyebath uniformly dyes nylon staple a jade green, polyurethane staple a deep blue green, a polyester staple from terephthalic acid and ethylene glycol a blue green, an acrylic staple from acrylonitrile a jade green, and a vinyl chloride-vinyl acetate copolymer staple a jade green. This dyebath does not dye cotton.
- Example II red a polyester staple from terephthalic acid and ethylene glycol a dull red, an acrylic staple from acrylonitrile a light red, and a vinyl chloridevinyl acetate copolymer staple a dark red. This dyebath does not dye cotton.
- Process for dyeing organic acid ester of cellulose textile materials with a vat dye which comprises treating said organic acid ester of cellulose textile materials with an aqueous dyebath containing a leuco vat dye,.from about 0.1 to 1 part by weight of an alkali metal carbonate, from about 0.5 to parts by weight of an alkylolamine and from about 3 to 25 parts by weight of a water-miscible organic liquid capable C. for a period of between about and 30 minutes and then at a temperature between about 70 and 90 C. for a period of between about 30 and 90 minutes, and then oxidizing the leuco vat dye.
- Process for dyeing cellulose acetate textile materials with a vat dye which comprises treating said cellulose acetate textile materials with an aqueous dyebath containing a leuco vat dye, from about 0.1 to 1 part by weight of an alkali metal carbonate, from about 0.5 to 10 parts by weight of an alkylolamine and from about 3 to of swelling the organic acid ester of cellulose textile materials for each 100 parts by weight of water at a temperature between about 40 and 60 parts by weight 'of a water-miscible organic liquid capable of swelling the cellulose acetate textile materials for each 100 parts by weight of water at a temperature between about 40 and 60 C. for a period of between about 15 and minutes and then at a temperature between about 70 and 90 C. for a period of between about 30 and 90 minutes, and then oxidizing the leuco vat dye.
- Process for dyeing cellulose acetate textile materials with a Vat dye which comprises treating said cellulose acetate textile materials with an aqueous dyebath containing a leuco vat dye, from about 0.1 to 1 part by weight of an alkali metal carbonate, from about 0.5 to 10 parts by weight of ethanolamine and from about 3 to 25 parts by weight of a water-miscible organic liquid capable of swelling the cellulose acetate textile materials for each 100 parts by weight of water at a temperature between about and C. for a period of between about 15 and 30 minutes and then at a temperature between about and C. for a period of between about 30 and 90 minutes, and then oxidizing the leuco vat dye.
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
. Patented July 21, 1953 DYEING F CELLULOSE DERIVATIVE TEXTILE MATERIALS George C.,'Ward and William T. Haggerty, Jr. lCumberland, Md., assignors to' Celanese Cor- 'poration' of America, New York, N. Y., a corporat'ion-of Delaware No Drawing.
v 3 Claims.
This invention relates to the dyeing of textile materials and relates more particularlyto'the dyeing of synthetic textile materials with vat dyes.
Notwithstanding the excellent dyeings obtained on cellulosic materials with the aid of vat dyes, the said dyes have not found extensive usefor the dyeing of synthetic textile materials such as, for example, textile materials having a basis of. or-
. ganic acid esters of cellulose including cellulose acetate, cellulose prop ionate, cellulose butyrate, cellulose acetate propionat-e, cellulose acetate butyrate and the like, polyamides, polyesters, polyurethanes, vinyl chloride polymers and copolymers, and acrylic materials. The conventional dyebaths employed for vat dyeing cellulosic material either fail to produce a satisfactory dyeing resistant to light and washing on such synthetic textile materials, or they cause a saponification or degradation of .said synthetic textile materials. Although many specially compounded dyebaths have been proposed for dyeing synthetic textile materials with vat dyes, many previously proposed dyebaths,
vat dyes cannot be employed successfully in said provide a novel dyebath and, process for dyeing synthetic textile materials with vat dyes which will be free from the foregoing and other difiiculties.
A further object of this invention is to provide a novel dyebath and process for dyeing synthetic textile materials with a wide range of vat dyes in shades that are resistant to light and washing and without saponifying or degrading the synthetic textile materials.
Other objects of this invention will be apparent from the following detailed description and claims.
According to the present invention, we have discovered that synthetic textile materials may be dyed successfully with a wide range of vat dyes from an aqueous dyebath containing the leuco vat of said dyes together with an alkali metal carbonate such as sodium or potassium carbonate, an alkylolamine such as mono-, di,
or tri-ethanolamine, and a water-miscible organic liquid capable of swelling the synthetic textile materials such as butyl Carbitol, butyl Cellosolve, diacetone alcohol, triethyl phosphate and the like. The dyebath containing the alkali metal carbonate, alkylolamine and swelling agent effects a' satisfactory dyeing of the synthetic textile materials without saponifying or otherwisedegrading the same. In preparing the It is an important object. of this invention to Application December 27, 1950, Seria'lNo. 203,036
dyebath there is employed, for each 100 parts by weight of water, from about 0.1 to 1 part by weight of the alkali metal carbonate, from about 0.5 to 10 parts by weight of the alkylolamine and from about 3 to parts by weight of the water-miscible organic liquid capable of swelling the synthetic textile .material. The leuco vat of the dye may advantageously be prepared in the dyebath itself by incorporating therein the vat dye together with "a reducing agent such as sodium hydrosulfite, all ma manner well known in the art. The concentration of the dyestuif in the dyebath maybe varied over a wide range depending upon the depth of shade desired in the dyed textile material. Suitable vat dyes that may be employed in compounding the dyebath of the present invention are, for example Ca1coso1 Fast Yellow, Ponsol Jade Green (C. I. 1101), Indanthrene Blue BCSN (C. I. 1114) Carba-nthrene Red BN (C. I. 1162) Indanthrene BlueBCL, In-
danthrene Olive TA, Indanthrene Olive Green BA, Indanthrene Violet FFBNA (C. I. 1163), In-
danthrene Brown GWF (C. I; 1152) and Amanthrene Grey BR.
In effecting the dyeing, the synthetictextile material is immersedin the dyebath which 'is maintained at a temperature of between about 40 and 60 C. for a period of'between about 10 and minutes, following-which the temperature of the dyebath' is raised to between about 70 and 90 C. and the synthetic textile materialis held therein for an additional period of between about 30 and 90 minutes. ."I'hef synthetic textile ma- .terialjis then rinsed and the leuco vat of the dye is oxidized by treating said material with a bath containing a suitable oxidizing agent such as, for example, sodium dichromate, sodium perborate, or hydrogen peroxide. The dyebath and process of the present invention may be employed for dyeing the synthetictextile materials in the form I of fabrics or packages of yarn, but is especially suited for the dyeing of the synthetic textile materials in the form of staple fibers since it enables an even penetration and a uniform dyeing of the staple fibers to be obtained readily.
The following examples are given to illustrate this invention further.
Example I In 300 parts by weight of water at 50 C. there is dissolved 0.2 part by weight of Pensol Jade Green (20% color), 0.5 part by weight of sodium carbonate, 2.5 parts by weight of diethanolamine, 4' parts by weight of sodium hydrosulfite, 1 part by weight of tetrasodium pyrophosphate 8.; and 20 parts by weight of butyl Carbitol. There is immersed into this dyebath for 15 minutes, 10 parts by weight of cellulose acetate staple fiber, following which the temperature of the dyebath is raised to 80 C. and maintained at that temperature for 45 minutes. The staple fiber is then removed from the dyebath, rinsed well with warm water and oxidized with a bath maintained at 60 C. and containing parts by weight of acetic acid and 2 parts by weight of sodium dichromate dissolved in 500 parts by weight of water. After the oxidation is complete, the staple fiber is soaped at 70 C., washed and dried; The staple fiber is uniformly dyed a deep jade color.
The same dyebath uniformly dyes nylon staple a jade green, polyurethane staple a deep blue green, a polyester staple from terephthalic acid and ethylene glycol a blue green, an acrylic staple from acrylonitrile a jade green, and a vinyl chloride-vinyl acetate copolymer staple a jade green. This dyebath does not dye cotton.
Example II red, a polyester staple from terephthalic acid and ethylene glycol a dull red, an acrylic staple from acrylonitrile a light red, and a vinyl chloridevinyl acetate copolymer staple a dark red. This dyebath does not dye cotton.
It is to be understood that the foregoing detailed description is given merely by way of illustration and that many variations may be made therein without departing from the spirit of our invention.
Having described our invention, what we desire to secure by Letters Patent is:
1. Process for dyeing organic acid ester of cellulose textile materials with a vat dye, which comprises treating said organic acid ester of cellulose textile materials with an aqueous dyebath containing a leuco vat dye,.from about 0.1 to 1 part by weight of an alkali metal carbonate, from about 0.5 to parts by weight of an alkylolamine and from about 3 to 25 parts by weight of a water-miscible organic liquid capable C. for a period of between about and 30 minutes and then at a temperature between about 70 and 90 C. for a period of between about 30 and 90 minutes, and then oxidizing the leuco vat dye.
2. Process for dyeing cellulose acetate textile materials with a vat dye, which comprises treating said cellulose acetate textile materials with an aqueous dyebath containing a leuco vat dye, from about 0.1 to 1 part by weight of an alkali metal carbonate, from about 0.5 to 10 parts by weight of an alkylolamine and from about 3 to of swelling the organic acid ester of cellulose textile materials for each 100 parts by weight of water at a temperature between about 40 and 60 parts by weight 'of a water-miscible organic liquid capable of swelling the cellulose acetate textile materials for each 100 parts by weight of water at a temperature between about 40 and 60 C. for a period of between about 15 and minutes and then at a temperature between about 70 and 90 C. for a period of between about 30 and 90 minutes, and then oxidizing the leuco vat dye.
3. Process for dyeing cellulose acetate textile materials with a Vat dye,.which comprises treating said cellulose acetate textile materials with an aqueous dyebath containing a leuco vat dye, from about 0.1 to 1 part by weight of an alkali metal carbonate, from about 0.5 to 10 parts by weight of ethanolamine and from about 3 to 25 parts by weight of a water-miscible organic liquid capable of swelling the cellulose acetate textile materials for each 100 parts by weight of water at a temperature between about and C. for a period of between about 15 and 30 minutes and then at a temperature between about and C. for a period of between about 30 and 90 minutes, and then oxidizing the leuco vat dye.
GEORGE C. WARD. WILLIAM T. HAGGERTY, JR.
References Cited in the file of this patent UNITED STATES PATENTS Number Name Date 2,259,515 Croft Oct. 21, 1941 2,524,072 Olpin -1 Oct. 3, 1950 2,524,811 Koberlein Oct. 10, 1950 2,543,994 Thomas Mar. 6, 1951 FOREIGN PATENTS Number Country Date 479,867 Great Britain Feb. 14, 1938 622,676 Great Britain May 5, 1949
Claims (1)
1. PROCESS FOR DYING ORGANIC ACID ESTER OF CELLULOSE TEXTILE MATERIALS WITH A VAT DYE, WHICH COMPRISES TREATING SAID ORGANIC ACID ESTER OF CELLULOSE TEXTILE MATERIALS WITH AN AQUEOUS DYEBATH CONTAINING A LEUCO VAT DYE, FROM ABOUT 0.1 TO 1 PARTY BY WEIGHT OF AN ALKALI METAL CARBONATE, FROM ABOUT 0.5 TO 10 PARTS BY WEIGHT OF AN ALKYLAMINE AND FROM ABOUT 3 TO 25 PARTS BY WEIGHT OF A WATER-MISCIBLE ORGANIC LIQUID CAPABLE OF SWELLING THE ORGANIC ACID ESTER OF CELLULOSE TEXTILE MATERIALS FOR EACH 100 PARTS BY WEIGHT OF WATER AT A TEMPERATURE BETWEEN ABOUT 40 AND 60* C. FOR A PERIOD OF BETWEEN ABOUT 15 AND 30 MINUTES AND THEN AT A TEMPERATURE BETWEEN ABOUT 70 AND 90* C. FOR A PERIOD OF BETWEEN ABOUT 30 AND 90 MINUTES, AND THEN OXIDIZING THE LEUCO VAT DYE.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US203036A US2646339A (en) | 1950-12-27 | 1950-12-27 | Dyeing of cellulose derivative textile materials |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US203036A US2646339A (en) | 1950-12-27 | 1950-12-27 | Dyeing of cellulose derivative textile materials |
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US2646339A true US2646339A (en) | 1953-07-21 |
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US203036A Expired - Lifetime US2646339A (en) | 1950-12-27 | 1950-12-27 | Dyeing of cellulose derivative textile materials |
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Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2774648A (en) * | 1952-05-17 | 1956-12-18 | American Cyanamid Co | Dyeing of polyacrylonitrile with vat dyes |
US2774649A (en) * | 1952-05-17 | 1956-12-18 | American Cyanamid Co | Dyeing of cellulose carboxylic acid esters with vat dyes |
US2859086A (en) * | 1954-09-27 | 1958-11-04 | Union Carbide Corp | Process utilizing phosphorinanyl derivatives for dyeing articles made from acrylonitrile-containing polymers |
US2880050A (en) * | 1956-01-27 | 1959-03-31 | Celanese Corp | Butyl benzoate as a dyeing assistant |
US2890092A (en) * | 1955-11-25 | 1959-06-09 | Gen Aniline & Film Corp | Dyeing synthetic fibers with vat dyestuffs |
US2992062A (en) * | 1955-11-25 | 1961-07-11 | Gen Aniline & Film Corp | Dyeing synthetics with soluble leuco ester salts |
US3022131A (en) * | 1957-02-20 | 1962-02-20 | Chem Fab Grunau Veb | Process for increasing the colorability of polyester terephthalate fibers and the products obtained thereby |
US3112159A (en) * | 1959-06-09 | 1963-11-26 | Montedison Spa | Process for preparing dye-receptive polyolefin fibres |
US3189400A (en) * | 1961-04-20 | 1965-06-15 | Celanese Corp | Polyolefin textile dyeing with solvent and dye heated thereon |
US3206274A (en) * | 1959-07-23 | 1965-09-14 | Celanese Corp | Processing of cellulose triacetate |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB479867A (en) * | 1936-08-13 | 1938-02-14 | Henry Dreyfus | Process for the colouration of textile materials |
US2259515A (en) * | 1939-04-22 | 1941-10-21 | Celanese Corp | Dyeing cellulose derivative materials |
GB622676A (en) * | 1946-10-08 | 1949-05-05 | George Donald Sutton | Improvements in or relating to the colouration of yarn or fabrics composed wholly orpartly of secondary or acetone-soluble cellulose acetate |
US2524072A (en) * | 1947-07-28 | 1950-10-03 | Celanese Corp | Dyeing organic derivative of cellulose textile material with an aqueous solution comprising a leuco vat dye, a water-miscible organic base, and diacetone alcohol |
US2524811A (en) * | 1946-09-20 | 1950-10-10 | Interchem Corp | Dyeing plastic articles with an aqueous dispersion of dye dissolved in a plasticizer |
US2543994A (en) * | 1947-08-29 | 1951-03-06 | Du Pont | Vat dyeing of acrylonitrile polymers |
-
1950
- 1950-12-27 US US203036A patent/US2646339A/en not_active Expired - Lifetime
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB479867A (en) * | 1936-08-13 | 1938-02-14 | Henry Dreyfus | Process for the colouration of textile materials |
US2259515A (en) * | 1939-04-22 | 1941-10-21 | Celanese Corp | Dyeing cellulose derivative materials |
US2524811A (en) * | 1946-09-20 | 1950-10-10 | Interchem Corp | Dyeing plastic articles with an aqueous dispersion of dye dissolved in a plasticizer |
GB622676A (en) * | 1946-10-08 | 1949-05-05 | George Donald Sutton | Improvements in or relating to the colouration of yarn or fabrics composed wholly orpartly of secondary or acetone-soluble cellulose acetate |
US2524072A (en) * | 1947-07-28 | 1950-10-03 | Celanese Corp | Dyeing organic derivative of cellulose textile material with an aqueous solution comprising a leuco vat dye, a water-miscible organic base, and diacetone alcohol |
US2543994A (en) * | 1947-08-29 | 1951-03-06 | Du Pont | Vat dyeing of acrylonitrile polymers |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2774648A (en) * | 1952-05-17 | 1956-12-18 | American Cyanamid Co | Dyeing of polyacrylonitrile with vat dyes |
US2774649A (en) * | 1952-05-17 | 1956-12-18 | American Cyanamid Co | Dyeing of cellulose carboxylic acid esters with vat dyes |
US2859086A (en) * | 1954-09-27 | 1958-11-04 | Union Carbide Corp | Process utilizing phosphorinanyl derivatives for dyeing articles made from acrylonitrile-containing polymers |
US2890092A (en) * | 1955-11-25 | 1959-06-09 | Gen Aniline & Film Corp | Dyeing synthetic fibers with vat dyestuffs |
US2992062A (en) * | 1955-11-25 | 1961-07-11 | Gen Aniline & Film Corp | Dyeing synthetics with soluble leuco ester salts |
US2880050A (en) * | 1956-01-27 | 1959-03-31 | Celanese Corp | Butyl benzoate as a dyeing assistant |
US3022131A (en) * | 1957-02-20 | 1962-02-20 | Chem Fab Grunau Veb | Process for increasing the colorability of polyester terephthalate fibers and the products obtained thereby |
US3112159A (en) * | 1959-06-09 | 1963-11-26 | Montedison Spa | Process for preparing dye-receptive polyolefin fibres |
US3206274A (en) * | 1959-07-23 | 1965-09-14 | Celanese Corp | Processing of cellulose triacetate |
US3189400A (en) * | 1961-04-20 | 1965-06-15 | Celanese Corp | Polyolefin textile dyeing with solvent and dye heated thereon |
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