US2518644A - Dyeing cellulose derivatives in the presence of inorganic thiocyanates and organic acids - Google Patents

Dyeing cellulose derivatives in the presence of inorganic thiocyanates and organic acids Download PDF

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US2518644A
US2518644A US741942A US74194247A US2518644A US 2518644 A US2518644 A US 2518644A US 741942 A US741942 A US 741942A US 74194247 A US74194247 A US 74194247A US 2518644 A US2518644 A US 2518644A
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cellulose
textile
materials
dyeing
cellulose acetate
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US741942A
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George W Seymour
George C Ward
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Celanese Corp
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Celanese Corp
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Priority to GB10498/48A priority patent/GB648725A/en
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    • 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
    • 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

  • Another object of this invention is to provide animproved solvent dyeing process for the rapid dyeing ofcelluloseacetate'or'other organic derives tive of cellulose textile mater-ials, wherein the dyebath employed is free of inflammable organic solvents yet highly effective when applied'to cellulose acetate or other organic derivative-fofcellulose textile materials :by dyeing methods involving mechanical"impregnation. "(other objects 'of'ithis invention will appear from the'follow'ing detailed description.
  • Any suitable *lower aliphatic acid may 'be e ployedin formingour-novel dye bath.
  • these lower aliphatic acids are acetic "acid. propionic acid and butyricca-cid.
  • Opti: mum results are: achieved employing-acetic-iacid inlan amount oifromabout :25 1:0 :by Weight of :the dyebath.
  • inorganic' swelling agents ifor the. organicderivativevof cellulose-materials, :there may bementioned salts of thiocyanic :acid, .such aspammoriium thiocyanate, sodium thiocyanate and' potassium thiocyanate. Optimum results'sar'e achieved employing sodium'thiocyanate.
  • the ine organic swelling :agentrnay be present inamonnts off-rom :2 to 30% on the 'i'veight of ithedye bath.
  • -- we employ thethiocyanate's :in amounts 50f from about :3 to 10% 'by weigh't.
  • these dye stufis may be acid dyes which are 'ordinarily' used for the dyeing .of wool and direct cotton dyes which are ordinarily used for dyeing cotton and whic'ha do'znot possess any substantial a-fifinity for organic 'derivativeszof cellulose materials-when applied 'by the methods usually employed ior applying said acid or' direct cotton dyes'tuffs.
  • the amount of dyestufi dissolved in the dye bath will, of course, vary with the final shade desired in the material which is being dyed and may be from as low as 0.01% up to 8% based on the weight of the material to be dyed.
  • the dye liquor may be applied to the organic derivative of cellulose textile materials by padding, spraying or by other convenient method of mechanical impregnation and at a temperature of 20 to 60 C. Preferably, we maintain the dyebath at about 25 C.
  • a fabric may be unwound from a roll, passed through a solution of the dyestufi, then between nipping rolls of a padding mangle which are adjusted to remove excess dye liquor from the fabric, and the fabric then subjected directly to washing or scouring.
  • the duration of the immersion of the fabric in the dye liquor is relatively short and may be from 1 to seconds. If desired, the fabric may be processed through the padding mangle at speeds ranging up to 60 yards per minute.
  • Our process is applicable not only to the dyeing of fabrics but particularly valuable results are obtained when other organic derivative of cellulose textile materials such as staple fiber, in the form of a top or roving, or a tow of continuous filaments is dyed in accordance with our invention. Not only may faster and more uniform dyeings be obtained, but, as in the case of fabrics increased production may be achieved along with a substantial reduction in the amount of dyestuiT necessary to obtain a desired shade.
  • the organic derivative of cellulose fabrics, staple fiber yarns or other textile materials dyed in accordance with our process may have a basis of cellulose esters or cellulose ethers.
  • cellulose esters are cellulose acetate, cellulose propionate, cellulose butyrate, and mixed esters such as cellulose acetate-propionate and cellulose acetate-butyrate, while examples of cellulose ethers are ethyl cellulose and benzyl cellulose.
  • the materials may be mixed materials containing organic derivatives of cellulose and yarns. or fibers of other materials such as cotton, silk, wool, .or regenerated cellulose and in this way diflerential dyeings may be obtained where the dyes used have an afilnity for only one of the components of the mixed textile material.
  • Example I A previously scoured fabric of a satin construction containing cellulose acetate yarn in both warp and filling is passed through a bath containing 1 Artol Blue GL (Color Index 833), 30% aceticacid and 5% sodium thiocyanate at 25 C.
  • Example II A previously scoured fabric of a taffeta construction containing cellulose acetate yarn in both warp and filling is padded with a dye bath containing 2% Amanil Chrysophenine G Ex. Conc. (Color Index 365), 30% acetic acid and 5% sodium thiocyanate for 6 seconds at 25 C. and then rinsed immediately in cold water, soaped lightly and dried. The resulting fabric is dyed a golden yellow of excellent light fastness, washing fastness and resistance to gas fading.
  • Example III A cellulose acetate tow comprising a plurality of filaments of 57,000 total denier is passed through a dye bath containing 0.033% Vitrolan Yellow GR, 0.033% Vitrolan Orange R, 0.017% .(said Vitrolans, which are also known as Neolans, being premetallized and chrome dyestuffs) Artol Blue GL, 30% acetic acid and 5% sodium thiocyanate for 6 seconds at 25 C. and then rinsed immediately in cold water.
  • the tow is dyed a green shade of good fastness to light, washing and good resistance to atmospheric fading.
  • the tow may be cut into staple'flbers and spun into yarns suitable for the production of carpeting or mens suiting fabrics due to the fastness of the dyeing.
  • Process for the coloration of organic derivative of cellulose textile materials which comprises mechanically impregnating said textile material with a dyebath consisting of water, a dyestufi forsaid organic derivative of cellulose material, at least 20% by weight of a lower aliphatic acid, and from 3 to 10% of a salt of thiocyanic acid which is a swelling agent for the organic derivative of cellulose material.
  • Process for the coloration of cellulose acetate textile materials which comprises mechanically impregnating said textile material with a dyebath consisting of water, a dyestuff for said cellulose acetate material, at least 20% by weight of a lower aliphatic acid, and from 3 to 10% of a salt of thiocyanic acid which is a swelling agent for the cellulose acetate material.
  • Process for the coloration of cellulose acetate textile material which comprises mechanically impregnating said textile material with a dyebath consisting of water, a dyestuff for the cellulose acetate material,.2.0 to 40% by weight of acetic acid and from 3 to 10% by weight of sodium thiocyanate.
  • Process for the coloration of organic derivative of cellulose textile materials which comprises passing textile material, having a basis of an organic derivative of cellulose, through a dyebath, consisting of water, a dyestuff for the organic derivative of cellulose textile material, from 3 to of a salt of thiocyanic acid which is a swelling agent for the organic derivative of cellulose textile material and at least 20% by weight of a lower aliphatic acid, for a period of from 1 to seconds, subjecting the so-treated textile material to pressure, and rinsing and then drying dyed textile material.
  • Process for the coloration of cellulose acetate textile materials which comprises passing textile material, having a basis of cellulose acetate, through a dyebath, consisting of water, a dyestuff for the cellulose acetate textile material, from 3 to 10% of a salt of thiocyanic acid which is a swelling agent for the cellulose acetate textile material and at least by weight of a lower aliphatic acid, for a period of from 1 to 15 seconds, subjecting the so-treated textile material to pressure, and rinsing and then drying dyed textile material.
  • Process for the coloration of cellulose acetate textile materials which comprises passing textile material, having a basis of cellulose acetate, through a dyebath, consisting of water, a dyestuff for the cellulose acetate textile material, 3 to 10% by weight of sodium thiocyanate and at least 20 to by weight of acetic acid, for

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Description

i atenteci Aug. 15 1956 DYEING oELLU os DERIZA'EHESIINTHIQ rREsENoE F INORGANIC, 'rn ooyg v- 'ATES AND ORGANIC gnes George W.Se'ymour and George C. Ward, 0.11m: berland Md assignors to Celanese Corporation of America a corporation o; Delaware "No Drawing, Application April 16, 194?, $31?! 1 wee-5a) -6 Glaims.
'This invention relates to the dyeing of cellulose acetate or otherorganic derivative of cellulose textile materials and relates more particularly to an improved process for the dyeing of said textile materials in shades which are of improvedifastness=to light and to acid fading.
object of this inyentionis the provision of an improved dyeing process whereby cellulose acetate or-other organic *derivative or cellulose textilemater'ials may .be :dyed rapidly in deep,
level shades which are of unusual resistance both to light and to acid fading.
' Another object of this invention is to provide animproved solvent dyeing process for the rapid dyeing ofcelluloseacetate'or'other organic derives tive of cellulose textile mater-ials, wherein the dyebath employed is free of inflammable organic solvents yet highly effective when applied'to cellulose acetate or other organic derivative-fofcellulose textile materials :by dyeing methods involving mechanical"impregnation. "(other objects 'of'ithis invention will appear from the'follow'ing detailed description.
In dyeing textile materials having a basis of cellulose acetate .or other "organic derivative of cellulose, it has been found that'these 'materials are dyed more slowlythan othertextile materials since they are less absorbent and the dye liquor in'the bath does not penetrate them asrapidly or as completely as it does other textile materials. Consequently, i'n'or cler to obtain satisfactory-dyes ings in deep, non-fugitive shades/long periods of'immersion and manipulation were'zrequired. Extended dyeing processes are obviously uneconomical and methodswhereby cellulose acetate or other organic derivativeofscellulose textile materials may be dyed rapidly .bya continuous process are of great economic value, :since a continuous process enables the costxof dyeing to be substantia'lly decreased. In'the-case-oi certain dyestuifs, such as acid. or direct cotton: dyestuffs, for example-it is well known that the same have little or no affinity for cellulose acetate or other organic derivative of cellulose textile -materials when-the usual methods of applying said dye: stuffs are employed. However, these dyestuffs possess many valuable characteristics andsu-itable'methods of applying thesame *to'cellulose acetate or other organic derivative of cellulose materials in a rapid and efiicient manner-have been-the object of much investigation.
' :We have nowfoundthat textile materials hav-r ing'sa basisofzcellulose acetate or .other organic derivative. of cellulose may be 'Jdyed very rapidly byflmechanical impregnation methods employing 7 various types of dyestufis ,:-and deep, levelshagles n uai e ne sits aci -and ishthdins be ob ained if the dye ba h emp o ed comp an aqueous solution of a dyestufi for said cellul e e a r o r orsanicideri a ive 0 qeiiullese material containin a low r'aliphati acid'ar d no eanicsweilineasen for the or an- Q deityative of 'cellulosematerial. By employing our novel on baths and appl ing the ome a mechanical impregnation :-1 nethods, dyeing be :effiectedin a matter of seconds. Asa result of this novel advance in the art, continuous prose esses ior dyeing'ueellulose acetate 1 .1 other organic derivative of cellulose textile: materials are quite feasible. The dye textile'materials may be Washed orscoured' immediately after dyeing withouta y intermediate drying ;or the use of 'skying rolls to insure thorough penetration or absolfptionp f the dyestufi 'byeprojlong-ing the timep f contact of the dye liquor-with the textile material. Thus, the dyeing operation may be carried out as .a continuous process with :a substantial reduction in cost dueto the greatly increased capacity-which is achieved because of the extremely rapid continuousnature of'the process.
Any suitable *lower aliphatic acid may 'be e ployedin formingour-novel dye bath. Examples of "these lower aliphatic acids are acetic "acid. propionic acid and butyricca-cid. 'Thewacid may be employed amounts varying from about, 20 to 46 %"son"the=weight of the aqueousbath. Opti: mum results are: achieved employing-acetic-iacid inlan amount oifromabout :25 1:0 :by Weight of :the dyebath.
:As examples of inorganic' swelling agents ifor the. organicderivativevof cellulose-materials, :there may bementioned salts of thiocyanic :acid, .such aspammoriium thiocyanate, sodium thiocyanate and' potassium thiocyanate. Optimum results'sar'e achieved employing sodium'thiocyanate. The ine organic swelling :agentrnay be present inamonnts off-rom :2 to 30% on the 'i'veight of ithedye bath. Preferably,--=we employ thethiocyanate's :in amounts 50f from about :3 to 10% 'by weigh't.
Various dyestuffsfor' l-organic Iderivative 'of cle lulose materials 'may 'beiemp1oyed in accordance with .our novelprocess. As-stated, these dye stufis may be acid dyes which are 'ordinarily' used for the dyeing .of wool and direct cotton dyes which are ordinarily used for dyeing cotton and whic'ha do'znot possess any substantial a-fifinity for organic 'derivativeszof cellulose materials-when applied 'by the methods usually employed ior applying said acid or' direct cotton dyes'tuffs. We may' lalso employ these dy'es which are relatively insoluble in water and which are usually applied to organic derivative of cellulose materials in the form of aqueous dispersions. Mixtures of these dyestuffs may also be employed. When these dyestufis are applied to the cellulose acetate or other organic derivative of cellulose textile materials by mechanical impregnation methods in aqueous lower aliphatic acid solutions containing an inorganic swelling agent for said materials, in accordance with our process, the resulting dyeings are of uniform depth and brilliance and are obtained with a relatively short immersion time. Little or no wash-down of the shade in subsequent washing and finishing operations is observed in the case of fabrics dyed by our novel process.
The amount of dyestufi dissolved in the dye bath will, of course, vary with the final shade desired in the material which is being dyed and may be from as low as 0.01% up to 8% based on the weight of the material to be dyed.
The dye liquor may be applied to the organic derivative of cellulose textile materials by padding, spraying or by other convenient method of mechanical impregnation and at a temperature of 20 to 60 C. Preferably, we maintain the dyebath at about 25 C. Thus, as a continuous process, a fabric may be unwound from a roll, passed through a solution of the dyestufi, then between nipping rolls of a padding mangle which are adjusted to remove excess dye liquor from the fabric, and the fabric then subjected directly to washing or scouring. The duration of the immersion of the fabric in the dye liquor is relatively short and may be from 1 to seconds. If desired, the fabric may be processed through the padding mangle at speeds ranging up to 60 yards per minute.
Our process is applicable not only to the dyeing of fabrics but particularly valuable results are obtained when other organic derivative of cellulose textile materials such as staple fiber, in the form of a top or roving, or a tow of continuous filaments is dyed in accordance with our invention. Not only may faster and more uniform dyeings be obtained, but, as in the case of fabrics increased production may be achieved along with a substantial reduction in the amount of dyestuiT necessary to obtain a desired shade.
The organic derivative of cellulose fabrics, staple fiber yarns or other textile materials dyed in accordance with our process may have a basis of cellulose esters or cellulose ethers. Examples of cellulose esters are cellulose acetate, cellulose propionate, cellulose butyrate, and mixed esters such as cellulose acetate-propionate and cellulose acetate-butyrate, while examples of cellulose ethers are ethyl cellulose and benzyl cellulose. The materials may be mixed materials containing organic derivatives of cellulose and yarns. or fibers of other materials such as cotton, silk, wool, .or regenerated cellulose and in this way diflerential dyeings may be obtained where the dyes used have an afilnity for only one of the components of the mixed textile material.
- In order further to illustrate our invention but without being limited thereto, the following examples are given:
Example I A previously scoured fabric of a satin construction containing cellulose acetate yarn in both warp and filling is passed through a bath containing 1 Artol Blue GL (Color Index 833), 30% aceticacid and 5% sodium thiocyanate at 25 C.
and then squeezed through padding rollers to give expression. It is then rinsed thoroughly in cold water and given a light soaping. The fabric is then dried on a tenter frame. The speed of the machine is so adjusted that the time between the entrance of the fabric into the dye bath and its entrance into the rinse bath is 6 seconds. A medium blue dyeing is obtained of excellent light fastness and resistance to gas fading.
Example II A previously scoured fabric of a taffeta construction containing cellulose acetate yarn in both warp and filling is padded with a dye bath containing 2% Amanil Chrysophenine G Ex. Conc. (Color Index 365), 30% acetic acid and 5% sodium thiocyanate for 6 seconds at 25 C. and then rinsed immediately in cold water, soaped lightly and dried. The resulting fabric is dyed a golden yellow of excellent light fastness, washing fastness and resistance to gas fading.
Example III A cellulose acetate tow comprising a plurality of filaments of 57,000 total denier is passed through a dye bath containing 0.033% Vitrolan Yellow GR, 0.033% Vitrolan Orange R, 0.017% .(said Vitrolans, which are also known as Neolans, being premetallized and chrome dyestuffs) Artol Blue GL, 30% acetic acid and 5% sodium thiocyanate for 6 seconds at 25 C. and then rinsed immediately in cold water. The tow is dyed a green shade of good fastness to light, washing and good resistance to atmospheric fading. The tow may be cut into staple'flbers and spun into yarns suitable for the production of carpeting or mens suiting fabrics due to the fastness of the dyeing.
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 the coloration of organic derivative of cellulose textile materials, which comprises mechanically impregnating said textile material with a dyebath consisting of water, a dyestufi forsaid organic derivative of cellulose material, at least 20% by weight of a lower aliphatic acid, and from 3 to 10% of a salt of thiocyanic acid which is a swelling agent for the organic derivative of cellulose material.
2. Process for the coloration of cellulose acetate textile materials, which comprises mechanically impregnating said textile material with a dyebath consisting of water, a dyestuff for said cellulose acetate material, at least 20% by weight of a lower aliphatic acid, and from 3 to 10% of a salt of thiocyanic acid which is a swelling agent for the cellulose acetate material.
3. Process for the coloration of cellulose acetate textile material, which comprises mechanically impregnating said textile material with a dyebath consisting of water, a dyestuff for the cellulose acetate material,.2.0 to 40% by weight of acetic acid and from 3 to 10% by weight of sodium thiocyanate.
4. Process for the coloration of organic derivative of cellulose textile materials, which comprises passing textile material, having a basis of an organic derivative of cellulose, through a dyebath, consisting of water, a dyestuff for the organic derivative of cellulose textile material, from 3 to of a salt of thiocyanic acid which is a swelling agent for the organic derivative of cellulose textile material and at least 20% by weight of a lower aliphatic acid, for a period of from 1 to seconds, subjecting the so-treated textile material to pressure, and rinsing and then drying dyed textile material.
5. Process for the coloration of cellulose acetate textile materials, which comprises passing textile material, having a basis of cellulose acetate, through a dyebath, consisting of water, a dyestuff for the cellulose acetate textile material, from 3 to 10% of a salt of thiocyanic acid which is a swelling agent for the cellulose acetate textile material and at least by weight of a lower aliphatic acid, for a period of from 1 to 15 seconds, subjecting the so-treated textile material to pressure, and rinsing and then drying dyed textile material.
6. Process for the coloration of cellulose acetate textile materials, which comprises passing textile material, having a basis of cellulose acetate, through a dyebath, consisting of water, a dyestuff for the cellulose acetate textile material, 3 to 10% by weight of sodium thiocyanate and at least 20 to by weight of acetic acid, for
. a period of from 1 to 15 seconds, subjecting the sotreated textile material to pressure, and rinsing and then drying dyed textile material.
GEORGE W. SEYMOUR. GEORGE C. WARD.
REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS Number Name Date 1,398,357 Briggs et a1 Nov. 29, 1921 1,963,974 Ellis June 26, 1934 2,053,276 Ellis Sept. 8, 1936 2,328,682 Schnegg Sept. 8, 1943 2,344,973 Croft Mar. 28, 1944 2,347,001 Schnegg Apr. 18, 1944 2,365,809 Ellis Dec. 26, 1944 2,380,503 Croft et a1 July 31, 1945 2,428,834 Croft et a1 Oct. 14, 1947 2,428,835 Croft Oct. 14, 1947 FOREIGN PATENTS Number Country Date 285,948 Great Britain Feb. 13, 1928 500,960 Great Britain Feb. 17, 1939 576,927 Great Britain Apr. 1946 OTHER REFERENCES Rayon Textile Monthly, Sept. 1946, (496)

Claims (1)

1. PROCESS FOR THE COLORATION OF ORGANIC DERIVATIVE OF CELLULOSE TEXTILE MATERIALS, WHICH COMPRISES MECHANICALLY IMPREGNATING SAID TEXTILE MATERIAL WITH A DYEBATH CONSISTING OF WATER, A DYESTUFF FOR SAID ORGANIC DERIVATIVE OF CELLULOSE MATERIAL, AT LEAST 20% BY WEIGHT OF A LOWER ALIPHATIC ACID, AND FROM 3 TO 10% OF A SALT OF THIOCYANIC ACID WHICH IS A SWELLING AGENT FOR THE ORGANIC DERATIVE OF CELLULOSE MATERIAL.
US741942A 1947-04-16 1947-04-16 Dyeing cellulose derivatives in the presence of inorganic thiocyanates and organic acids Expired - Lifetime US2518644A (en)

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GB10498/48A GB648725A (en) 1947-04-16 1948-04-15 Improvements in the colouration of textiles of organic derivatives of cellulose

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3513493A (en) * 1965-08-11 1970-05-26 Ugine Kuhlmann Process for the coloring of materials based on cellulose acetate employing,as carrier,cyanoalkylation products
US3773464A (en) * 1970-06-02 1973-11-20 Gaf Corp Acid and direct dyes and fluorescent brightener concentrates with thiocyanates and acetylinic alcohol

Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1398357A (en) * 1919-10-31 1921-11-29 American Cellulose Dyeing fibers, threads, or fabrics
GB285948A (en) * 1926-11-12 1928-02-13 Henry Dreyfus Improvements in or relating to the dyeing and mordanting of materials made of or containing cellulose derivatives
US1963974A (en) * 1928-07-31 1934-06-26 Celanese Corp Treatment of materials made of or containing cellulose esters or ethers
US2053276A (en) * 1933-11-17 1936-09-08 Celanese Corp Coloration of textile material
GB500960A (en) * 1937-08-17 1939-02-17 Robert Wighton Moncrieff Improvements in the treatment of textile materials
US2328682A (en) * 1938-05-28 1943-09-07 Schnegg Robert Dyeing cellulose esters
US2344973A (en) * 1941-03-19 1944-03-28 Celanese Corp Dyeing cellulose derivatives
US2347001A (en) * 1938-05-28 1944-04-18 Schnegg Robert Dyeing cellulose esters
US2365809A (en) * 1940-06-29 1944-12-26 Celanese Corp Mordant dyeing of cellulose derivatives
US2380503A (en) * 1941-11-15 1945-07-31 Celanese Corp Dyeing
GB576927A (en) * 1943-05-15 1946-04-26 British Celanese Improvements in dyeing
US2428835A (en) * 1943-10-21 1947-10-14 Celanese Corp Dyeing of fabrics comprising cellulose acetate with an alcohol-thiocyanate swelling mixture

Patent Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1398357A (en) * 1919-10-31 1921-11-29 American Cellulose Dyeing fibers, threads, or fabrics
GB285948A (en) * 1926-11-12 1928-02-13 Henry Dreyfus Improvements in or relating to the dyeing and mordanting of materials made of or containing cellulose derivatives
US1963974A (en) * 1928-07-31 1934-06-26 Celanese Corp Treatment of materials made of or containing cellulose esters or ethers
US2053276A (en) * 1933-11-17 1936-09-08 Celanese Corp Coloration of textile material
GB500960A (en) * 1937-08-17 1939-02-17 Robert Wighton Moncrieff Improvements in the treatment of textile materials
US2328682A (en) * 1938-05-28 1943-09-07 Schnegg Robert Dyeing cellulose esters
US2347001A (en) * 1938-05-28 1944-04-18 Schnegg Robert Dyeing cellulose esters
US2365809A (en) * 1940-06-29 1944-12-26 Celanese Corp Mordant dyeing of cellulose derivatives
US2344973A (en) * 1941-03-19 1944-03-28 Celanese Corp Dyeing cellulose derivatives
US2380503A (en) * 1941-11-15 1945-07-31 Celanese Corp Dyeing
GB576927A (en) * 1943-05-15 1946-04-26 British Celanese Improvements in dyeing
US2428834A (en) * 1943-05-15 1947-10-14 Celanese Corp Dyeing of cellulose acetate fabrics with direct dyeing dyestuffs, lower aliphatic alcohols and lower aliphatic acids
US2428835A (en) * 1943-10-21 1947-10-14 Celanese Corp Dyeing of fabrics comprising cellulose acetate with an alcohol-thiocyanate swelling mixture

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3513493A (en) * 1965-08-11 1970-05-26 Ugine Kuhlmann Process for the coloring of materials based on cellulose acetate employing,as carrier,cyanoalkylation products
US3773464A (en) * 1970-06-02 1973-11-20 Gaf Corp Acid and direct dyes and fluorescent brightener concentrates with thiocyanates and acetylinic alcohol

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