US2259515A - Dyeing cellulose derivative materials - Google Patents

Dyeing cellulose derivative materials Download PDF

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Publication number
US2259515A
US2259515A US269414A US26941439A US2259515A US 2259515 A US2259515 A US 2259515A US 269414 A US269414 A US 269414A US 26941439 A US26941439 A US 26941439A US 2259515 A US2259515 A US 2259515A
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cellulose
dyeing
glycerol
cellulose acetate
bath
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US269414A
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Cyril M Croft
George W Seymour
Brooks Walter
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Celanese Corp
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Celanese Corp
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/667Organo-phosphorus compounds
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/64General 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
    • D06P1/651Compounds without nitrogen
    • D06P1/65106Oxygen-containing compounds

Definitions

  • This invention relates to improvements in the coloration or dyeing of textile materials made of or containing cellulose acetate or other organic derivatives of cellulose.
  • An object of this invention is the dyeing of textile materials containing organic derivatives of cellulose such as cellulose acetate.
  • cellulose acetate and other cellulose ester and cellulose ether materials have no, or a very limited, affinity for large classes of dyes such'as acid colors used for dyeing wool. cotton dyestuffs, vat dyes and alsocertain basic dyestuffs.
  • the coloration or dyeing of cellulose acetate materials is therefore usually effected by means of water insoluble dyestuffs applied to the Another obJect of this invention is the dyeing of cellulose liquids which have a swelling action on the cellulose acetate or other organic derivative of cellulose.
  • dyestuffs are applied to textile materials of organic derivative of cellulose in the presenceof comparatively. small amounts of certain swelling or softening agents for the organic derivative of cellulose, excellent dyeings or colorations can be obtained.
  • dyestufis which normally have no afiinity for or effect upon organic derivative of cellulose materials will give dyeings of excellent shade and fastness when applied in accordance with the presentfinvention.
  • dyestuffs having an aflinityfor cellulose acetate are employed, it is possible, as a result of our invention, to obtaina greater depth oi" shade in a shorter space of time.
  • the amount of swelling liquid will of course vary with the specific liquid employed a in the mixture.
  • the textile material to be treated may be in the form of a fabric containing yarns of organic derivatives of cellulose such as organic esters of cellulose or cellulose ethers but it may also be in the form of yarns, or more particularly, staple fibers.
  • organic esters of cellulose are cellulose acetate, cellulose formate, cellulose propionate, cellulose butyrate or mixed esters such as cellulose acetate propionate and cellulose acetate butyrate.
  • Examples of cellulose ethers are methyl cellulose, ethyl cellulose and benzyl cellulose. may be made entirely of the cellulose derivative or it may be a mixed material containing, for example, cotton, natural silk, reconstituted cellulose or wool in addition'to the cellulose derivative.
  • the present invention is predicated on the use of small amounts of a mixture of organic-liquids which have a swelling action on the cellulose derivative in the dye bath.
  • Example II A dye bath was prepared as follows:
  • cellulose acetate staple fiber Approximately 100 parts by weight of cellulose acetate staple fiber were dyed in the above-mentioned bath at a temperature of 70 C. for 15' minutes. Sixty. parts of sodium chloride were added during the'course of the dyeing, and the dyeing was continued for a further 15 minutes at 70 C. The ratio of liquid to material treated was in the proportion of approximately 10:1. The staple fiber was dyed a fine bright blue. The material was dyed to a greater depth of shade in a shorter time than was similar material in an identical bath without the organic liquids.
  • dyestuffs of the SBA type that could be used to advantage are: SRA Blue-i, SRA Scarlet 3, SRA Red 8 and SRA Rubine 9.
  • cotton dyestuiis which can also be used are Amanil Scarlet B and Erie Catechine G.
  • Method of dyeing material containing an organic derivative of cellulose which comprises treating said material in a bath containing a dyestufi having substantially no aflinity for the organic, derivative oi -cellulose and which contains acid groups and 5 to 10%, ,on the weight of the bath, of a. mixture of glycerol butal,. glycerol monochlorhydrin and acetic acid in which mixture the glycerol butal and the glycerol monochlorhydrin are present in equal proportions and togethervcomprise amajor portion of the mixture, and the acetic acid is present in small amount.
  • I cellulose staple fibers which comprises treating 2.
  • Method of.dyeing textile material containing an organic derivative of cellulose which comprises treating said material in a bath containing a dyestufl having substantially no aflinity for the organic derivative of cellulose and which contains acid groups'and 30 cc. per liter of v glycerol butal, 30cc. per liter of glycerol monochlorhydrin and3 cc. per literof acetic acid.
  • Method of dyeing material containing cellulose acetate which comprises treating said" material in a. bath containing a dyestuif having substantially no affinity for the cellulose acetate and which contains acid groups and 5 to 10%, on the weight of the bath, of a. mixture of glycerol butal, glycerol monochlorhydrin and acetic acid in which mixture the glycerol butal and the glycerol monochlorhydrin are present in equal proportions and together comprise a major portion of the mixture, and the acetic'acid is present in small amount.
  • Method of dyeing textile'material containing cellulose acetate which comprises treating said materialin a bath containing a dyestufi having substantially no aflinity for the cellulose acetate and which contains acid groups and cc. per'liter of glycerol butal, 30 cc. per liter of glycerol monochlorhydrin and 3 cc. per liter of acetic acid.
  • Method of dyeing cellulose acetate staple fibers which com'prises treating said staple fibers in a bath containing a dyestuif having substantially no affinity for the cellulose acetate and which contains acid groups and 30 cc. per liter of glycerol butal, 30 cc. per liter of glycerol monochlorhydrin and '3 cc. per liter of acetic acid.

Description

Patented Oct. 21, 1941 DYEING CELLULOSE DERIVATIVE MATERIALS Cyril M. Croft, George Seymour, and Walter Brooks, Cumberland, Md., assignors to Celanese Corporation of America, a corporation of Delaware No Drawing. Application April 22, 1939, Serial No. 269,414
6 Claims. (01. 8-59) This invention relates to improvements in the coloration or dyeing of textile materials made of or containing cellulose acetate or other organic derivatives of cellulose.
An object of this invention is the dyeing of textile materials containing organic derivatives of cellulose such as cellulose acetate.
. will appear from the following detailed description and the claims.
It is well known that cellulose acetate and other cellulose ester and cellulose ether materials have no, or a very limited, affinity for large classes of dyes such'as acid colors used for dyeing wool. cotton dyestuffs, vat dyes and alsocertain basic dyestuffs. The coloration or dyeing of cellulose acetate materials is therefore usually effected by means of water insoluble dyestuffs applied to the Another obJect of this invention is the dyeing of cellulose liquids which have a swelling action on the cellulose acetate or other organic derivative of cellulose. Best results are obtained when using a mixture of organic liquids which has a swelling effect on the cellulose derivative, the amount of mixture being from about to 10% on the weight material in the form of aqueous suspensions or procedure. It is obvious that any process which makes possible the use of new classes of dyestufi's for the coloration of cellulose acetate is of the utmost importance. only makes possible the use oi these classes of dyes for dyeing cellulose acetate but also improves the dyeings obtained with dyestuils which have a good aflinity for the cellulose acetate.
a We have'found that if dyestuffs are applied to textile materials of organic derivative of cellulose in the presenceof comparatively. small amounts of certain swelling or softening agents for the organic derivative of cellulose, excellent dyeings or colorations can be obtained. I Thus dyestufis which normally have no afiinity for or effect upon organic derivative of cellulose materials will give dyeings of excellent shade and fastness when applied in accordance with the presentfinvention. Where dyestuffs having an aflinityfor cellulose acetate are employed, it is possible, as a result of our invention, to obtaina greater depth oi" shade in a shorter space of time.
In accordance with our invention we dye materials containing cellulose acetate or other organic derivatives of cellulose by treating the same in a bath containing, in addition to a suitable The present invention not.
of the bath. The amount of swelling liquid will of course vary with the specific liquid employed a in the mixture.
The textile material to be treated may be in the form of a fabric containing yarns of organic derivatives of cellulose such as organic esters of cellulose or cellulose ethers but it may also be in the form of yarns, or more particularly, staple fibers. Examples of organic esters of cellulose are cellulose acetate, cellulose formate, cellulose propionate, cellulose butyrate or mixed esters such as cellulose acetate propionate and cellulose acetate butyrate. Examples of cellulose ethers are methyl cellulose, ethyl cellulose and benzyl cellulose. may be made entirely of the cellulose derivative or it may be a mixed material containing, for example, cotton, natural silk, reconstituted cellulose or wool in addition'to the cellulose derivative. By proper selection of. the dyestuffs various novel effects can be obtained with such mixed textile materials- As pointed outabove, the present invention is predicated on the use of small amounts of a mixture of organic-liquids which have a swelling action on the cellulose derivative in the dye bath.
Examples of organic liquids which we have found and triethyl phosphate. The following also gave satisfactory results: dioxan, glycerol formal,
7 methyl acetate, ethyl acetate, butyl carbitol, carbitol acetate and cellosolve acetate. Excellent results were obtained by adding, for each liter of dye,bat.h, a mixture comprising 30 cc. of glycerol butal, 30 cc. of glycerol monochlorhydrln and 3 cc. of glacial acetic acid.
Various classes of dyestuffs may be used in carrying out the present invention. Thus direct cotton colors, acid wool colors and indigisols may be applied to cellulosederivative materials with highly satisfactory results even though these dyes have no afiinity for oreffect upon cellulose de-' rivative material when applied in the usual manner. The present invention is also of value in connection with the water insoluble dyes which are normally appliedin the form of dispersions or suspensions for the dyeing of cellulose derivadyestufl', comparatively small amounts of organic tives, for it'makes' possible theobtaining of a The textile material treated Example I A dye bath was made up as follows:
Parts Water 1130 Glycerol butal 30 Ethylene chlorhydrin j 30 Glacial acetic acid 3 W001 Fast Blue GL. 3. 5
Sodium chloride (added during the course of dyeing) 60. Sodium sulphate (added during the course of dyeing) 60 A fabric, approximately 100 parts by weight,
of cellulose acetate yarn was dyed in the above bath on a jig at 70 to 'l5 0., giving a temperature of fabric on the roll of 55 to 65 C. Salt additions were made after one-half hour's dyeing, the second half being added after another half hour's being dyeing. Thedyeing was continued for a total of two hours. The dye bath was kept level in the jig by making frequent additions of 1% ethylene chlorhydrin and water. The bath was fairly exhausted after two hours and the fabric was dyed. a good blue. If desired a small amount of Gardinol may be added to the bath to fix the dye more firmly in the fabric.
Other acid wool dyestuffs can be employed under similar conditions in place of Wool Fast Blue GL.
I Example II A dye bath was prepared as follows:
Parts Water 1, 000 Glycerol butal 30 Glycerol monochlorhydrin' 30 Glacial acetic acid 3 Celliton Fast Blue FR, 3
Approximately 100 parts by weight of cellulose acetate staple fiber were dyed in the above-mentioned bath at a temperature of 70 C. for 15' minutes. Sixty. parts of sodium chloride were added during the'course of the dyeing, and the dyeing was continued for a further 15 minutes at 70 C. The ratio of liquid to material treated was in the proportion of approximately 10:1. The staple fiber was dyed a fine bright blue. The material was dyed to a greater depth of shade in a shorter time than was similar material in an identical bath without the organic liquids.
Other dyestuffs of the SBA type that could be used to advantage are: SRA Blue-i, SRA Scarlet 3, SRA Red 8 and SRA Rubine 9.
' Example III A bath was prepared as follows:
Parts Water 1, 000 Glycerol butal 30 Glycerol monochlorhydrin 30 Acetic acid 3 Gyco Neutral Blue CWR 3 .A cellulose acetate staple abewas dyed m the above-mentioned bath for 15 minutes at 70 C. Sixty parts of sodium chloride were added during the dyeing, and the dyeing was continued for a further 15 minutes at 70 C. "The cellulose acetate staple fiber 'used in dyeing was approximately parts, giving the ratio of bath to the amount of material treated of 10:1. The staple fiber was dyed a fine light blue shade, although under normal conditions Gyco Neutral Blue CWR has no affinity whatever for cellulose acetate.
Other acid dyestufis that could be used satisfactorily are: Azo 'Rubinol 3GP, Alizarine Light Brown BL, Gyco Neutral Blue CWL, Gyco Neutral Blue R, Wool Fast Blue GL (Color Index Example IV A dyebath was prepared as follows, all of the parts being by weight:
Parts Water 1, 000 Glycerol butal 30 Glycerol monochlorhydrin 30 Sodium nitrite 10 Algosol Blue 043 3 Sodium chloride 60 Example V A dyebath was prepared as follows:
Parts Water g 1,000 Glycerol butal 3o Glycerol monochlorhydrin. 30 Acetic acid 3 Chrysophenine G, Color Index 365 3 100 parts of cellulose acetate staple fiber were dyed in the above-mentioned bath for 15 minutes at 70 C. 60 parts of sodium chloride were added during the dyeing and the dyeing was continued for a further 15 minutes at 70 C. The cellulose acetate staple fiber was dyed a beautiful shade of yellow although Chrysophenine G normally has no afllnityfor cellulose acetate.
Other cotton dyestuiis which can also be used are Amanil Scarlet B and Erie Catechine G.
The foregoing detailed description is given merely by way of illustration and many variations may be made therein without departing from the spirit of our invention. 1
Having described our invention, what'we de-' sire to secure by Letters Patent is:
1. Method of dyeing material containing an organic derivative of cellulose, which comprises treating said material in a bath containing a dyestufi having substantially no aflinity for the organic, derivative oi -cellulose and which contains acid groups and 5 to 10%, ,on the weight of the bath, of a. mixture of glycerol butal,. glycerol monochlorhydrin and acetic acid in which mixture the glycerol butal and the glycerol monochlorhydrin are present in equal proportions and togethervcomprise amajor portion of the mixture, and the acetic acid is present in small amount. I
I cellulose staple fibers, which comprises treating 2. Method of.dyeing textile material containing an organic derivative of cellulose, which comprises treating said material in a bath containing a dyestufl having substantially no aflinity for the organic derivative of cellulose and which contains acid groups'and 30 cc. per liter of v glycerol butal, 30cc. per liter of glycerol monochlorhydrin and3 cc. per literof acetic acid.
3. Method of dyeing organic derivative of said staple fibers in a. bath containing a dyestufi having substantially no afiinity for the organic derivative of cellulose and which contains acid groups and 30 cc. per liter of glycerol butal,'30 cc. per liter of glycerol monohlorhydrin and 3 cc. per liter of acetic acid. I
x 4. Method of dyeing material containing cellulose acetate, which comprises treating said" material in a. bath containing a dyestuif having substantially no affinity for the cellulose acetate and which contains acid groups and 5 to 10%, on the weight of the bath, of a. mixture of glycerol butal, glycerol monochlorhydrin and acetic acid in which mixture the glycerol butal and the glycerol monochlorhydrin are present in equal proportions and together comprise a major portion of the mixture, and the acetic'acid is present in small amount.
5. Method of dyeing textile'material containing cellulose acetate, which comprises treating said materialin a bath containing a dyestufi having substantially no aflinity for the cellulose acetate and which contains acid groups and cc. per'liter of glycerol butal, 30 cc. per liter of glycerol monochlorhydrin and 3 cc. per liter of acetic acid.
6.Method of dyeing cellulose acetate staple fibers, which com'prises treating said staple fibers in a bath containing a dyestuif having substantially no affinity for the cellulose acetate and which contains acid groups and 30 cc. per liter of glycerol butal, 30 cc. per liter of glycerol monochlorhydrin and '3 cc. per liter of acetic acid.
' CYRIL M. CROFT.
GEORGE W. SEYMOUR. WALTER BROOKS. I
US269414A 1939-04-22 1939-04-22 Dyeing cellulose derivative materials Expired - Lifetime US2259515A (en)

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2428836A (en) * 1947-10-14 Printing of cellulose acetate
US2428835A (en) * 1943-10-21 1947-10-14 Celanese Corp Dyeing of fabrics comprising cellulose acetate with an alcohol-thiocyanate swelling mixture
US2537177A (en) * 1945-11-06 1951-01-09 American Viscose Corp Dyeing of vinyl and vinylidene resins with acid dyes dissolved in certain glycol ethers and esters
US2646339A (en) * 1950-12-27 1953-07-21 Celanese Corp Dyeing of cellulose derivative textile materials
US2982597A (en) * 1954-12-02 1961-05-02 Celanese Corp Textile treating
US3069219A (en) * 1955-07-08 1962-12-18 British Celanese Colouring cellulose triacetate textile materials
US3128146A (en) * 1961-10-11 1964-04-07 American Aniline Prod Polyolefin dyeing
US3140914A (en) * 1958-11-24 1964-07-14 Celanese Corp Process for dyeing cellulose triacetate blends
US3153563A (en) * 1960-10-19 1964-10-20 Celanese Corp Process for dyeing cellulose trifsters with disperse acetate dyes in the presence ofan organic liquid
US3206274A (en) * 1959-07-23 1965-09-14 Celanese Corp Processing of cellulose triacetate

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2428836A (en) * 1947-10-14 Printing of cellulose acetate
US2428835A (en) * 1943-10-21 1947-10-14 Celanese Corp Dyeing of fabrics comprising cellulose acetate with an alcohol-thiocyanate swelling mixture
US2537177A (en) * 1945-11-06 1951-01-09 American Viscose Corp Dyeing of vinyl and vinylidene resins with acid dyes dissolved in certain glycol ethers and esters
US2646339A (en) * 1950-12-27 1953-07-21 Celanese Corp Dyeing of cellulose derivative textile materials
US2982597A (en) * 1954-12-02 1961-05-02 Celanese Corp Textile treating
US3069219A (en) * 1955-07-08 1962-12-18 British Celanese Colouring cellulose triacetate textile materials
US3140914A (en) * 1958-11-24 1964-07-14 Celanese Corp Process for dyeing cellulose triacetate blends
US3206274A (en) * 1959-07-23 1965-09-14 Celanese Corp Processing of cellulose triacetate
US3153563A (en) * 1960-10-19 1964-10-20 Celanese Corp Process for dyeing cellulose trifsters with disperse acetate dyes in the presence ofan organic liquid
US3128146A (en) * 1961-10-11 1964-04-07 American Aniline Prod Polyolefin dyeing

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