US2960381A - Dyeing of threads, filaments, fibres and the like - Google Patents

Dyeing of threads, filaments, fibres and the like Download PDF

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Publication number
US2960381A
US2960381A US760100A US76010058A US2960381A US 2960381 A US2960381 A US 2960381A US 760100 A US760100 A US 760100A US 76010058 A US76010058 A US 76010058A US 2960381 A US2960381 A US 2960381A
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US
United States
Prior art keywords
parts
phenol
soap
weight
dyeing
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
Application number
US760100A
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English (en)
Inventor
Bashford Leslie Arthur
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Akzo Nobel UK PLC
Original Assignee
Courtaulds PLC
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Courtaulds PLC filed Critical Courtaulds PLC
Application granted granted Critical
Publication of US2960381A publication Critical patent/US2960381A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • 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
    • D06P1/65118Compounds containing hydroxyl groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • 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
    • D06P1/653Nitrogen-free carboxylic acids or their salts
    • D06P1/6533Aliphatic, araliphatic or cycloaliphatic
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/908Anionic emulsifiers for dyeing
    • Y10S8/91Soap

Definitions

  • This invention relates to compositions for use in dyeing threads, filaments, fibres, fabrics and the like.
  • An advantageous method of dyeing hydrophobic threads and fabrics of synthetic materials, and in particular of cellulose triacetate, polymers and copolymers of acrylonitrile and polyethylene terephthalate comprises immersing the threads or fabrics in a dyebath containing a dispersed acetate dyestuif in the presence of a cyclohexyl phenol, octyl phenol or octyl cresol as carrier.
  • the substituted phenol may be included in the dyebath or the threads or fabric may be impregnated with the substituted phenol before being immersed in the dyebath.
  • the effect of the carrier is to facilitate the dyeing operation, giving deeper shades with excellent fastness properties.
  • the carrier which is water-insoluble, should be finely and evenly dispersed in the dyebath and remain so at elevated dyeing temperatures.
  • the substituted phenol carriers do not readily disperse in water using standard methods and the present invention provides a stable composition containing the carrier which can be quickly stirred into hot water to produce a pretreatment bath or to produce a bath to which the dye may be added or which may be added to a dyebath by the dyer, as required, to produce a stable and even dispersion of the carrier in the water or dyebath.
  • a homogeneous composition for use in dyeing threads, filaments, fibres, fabrics and the like consists essentially of a mixture of a soap, a water-miscible alcohol having a boiling point above 75 C., water and a cyclohexyl phenol, octyl phenol, or octyl cresol, the weight of the soap in the mixture being from 40 to 80 percent, and preferably from 60 to 65 percent, of the Weight of the substituted phenol in the mixture.
  • each 100 parts by weight of soap in the composition there are preferably from 60 to 200 parts byweight of water and from 150 to 200 parts by weight of the alcohol.
  • compositions of the present invention therefore contain the four ingredients specified in the following range of proportions by weight, taking the proportion of soap as the basis:
  • Preferred alcohols for use in this invention are npropyl, iso-propyl, and the tertiary-butyl alcohols.
  • the soap used may be any of the normal types of soap obtained by neutralising fatty acids containing at least 12 carbon atoms in the molecule, or mixtures of such acids, with an alkali such as caustic soda or caustic potash.
  • the soap used preferably has a titer of 20 2,960,381 Patented Nov. 15, 1960 to 40; thus the alkali metal soaps of the fatty acids or mixed fatty acids present in olive oil, coconut oil, palmnut oil and cotton seed oil may be used with advantage in the present invention.
  • Preferred compounds are those in which the hydroxyl group is in the para portion relative to the bond joining the benzene and cyclohexyl rings, i.e. para cyclohexyl phenol.
  • the cyclohexyl ring may be substituted by alkyl groups as in the methyl cyclohexyl phenol and dimethyl cyclohexyl phenol represented by the formulae OHrCHz CHz-C Ha OHS-CH OHZ-CH Cfis and bornyl phenol (IJHa).
  • the compositions according to this invention may be conveniently prepared by mixing together the soap and the water until the soap is fully swollen, and then, while stirring and heating at 60-70 C., adding first the alcohol and then the substituted phenol in the solid or molten state.
  • Example 1 16 parts of low (20 to 22) titre soap based mainly on coconut oil were swollen at room temperature with 32v whereupon a clear homogeneous liquid was obtained. On adding this liquid to the requisite volume of hot water at 55 C., to produce a concentration of the substituted phenol of between 1 gram/litre andgramsflitre, a fine stable dispersion was formed which retained its stability on heating to the boil as in dyeing. The liquid obtained can be used for pretreating triacetate fabrics.
  • a dispersed dyestufli is preferably added to the dispersion obtained but, the dyestufi may be added to the hot water before the dispersion is added.
  • the alcohol may be replaced by n propanol or by tertiary butyl alcohol.
  • Example 2 16 parts of low (20 to 22) titre soap based mainly on coconut oil were swollen at room temperature with 32 parts of water. 27 parts by weight of tertiary butyl alcohol were then added and the mixture was heated to 70 C. with continuous stirring. 25 parts of solid octyl phenol were then added and the heating at 70 C. and the stirring were continued until complete homogeneity was obtained. The mixture, on cooling, was a clear homogeneous liquid giving stable finely-divided dispersions for preparing pretreatment baths or dyebaths as described in Example 1.
  • cyclohexyl phenols such as para-cyclohexyl phenol, methyl cyclohexyl phenol, bornyl phenol and menthyl phenol may be used.
  • a homogeneous composition for use in dyeing filamentary material made by mixing 100 parts by weight of a soap and from to 200 parts by weight of water until the soap is fully swollen, raising the temperature of the mixture to 60 C. to C. and, while maintaining the mixture in said temperature range, stirring into the mixture first from 150 to 200 parts by Weight of a water miscible alcohol having a boiling point above C. and then from 125 to 250 parts of a substituted phenol selected from the group consisting of cyclohexyl phenol, substituted cyclohexyl phenol-s, octyl phenol and octyl cresol.
  • composition claimed in claim 1 wherein the soap has a titre of 20 to 40.
  • composition claimed in claim 1 wherein the alcohol is isopropanol.
  • composition claimed in claim 1 wherein the substituted phenol is dimethyl cyclohexyl phenol.
  • composition claimed in claim 1 in which the proportion of substituted phenol is from 154 to 167 parts by weight per parts of soap.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
US760100A 1957-09-19 1958-09-10 Dyeing of threads, filaments, fibres and the like Expired - Lifetime US2960381A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB29493/57A GB839707A (en) 1957-09-19 1957-09-19 Improved compositions for use in dyeing threads, filaments, fibres, fabrics and the like

Publications (1)

Publication Number Publication Date
US2960381A true US2960381A (en) 1960-11-15

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Family Applications (1)

Application Number Title Priority Date Filing Date
US760100A Expired - Lifetime US2960381A (en) 1957-09-19 1958-09-10 Dyeing of threads, filaments, fibres and the like

Country Status (4)

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US (1) US2960381A (en))
BE (1) BE571349A (en))
FR (1) FR1202580A (en))
GB (1) GB839707A (en))

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3476500A (en) * 1965-08-09 1969-11-04 Allied Chem Concentrated colorants
US3480377A (en) * 1964-05-06 1969-11-25 Lever Brothers Ltd Solvent dyeing of living human hair
US4519805A (en) * 1980-12-30 1985-05-28 Ciba Geigy Corporation Vat dye and sulfur dye compositions

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2394689A (en) * 1944-01-07 1946-02-12 American Viscose Corp Method of dyeing

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2394689A (en) * 1944-01-07 1946-02-12 American Viscose Corp Method of dyeing

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3480377A (en) * 1964-05-06 1969-11-25 Lever Brothers Ltd Solvent dyeing of living human hair
US3476500A (en) * 1965-08-09 1969-11-04 Allied Chem Concentrated colorants
US4519805A (en) * 1980-12-30 1985-05-28 Ciba Geigy Corporation Vat dye and sulfur dye compositions
US4886549A (en) * 1980-12-30 1989-12-12 Ciba-Geiegy Corporation Vat dye and sulfur dye compositions

Also Published As

Publication number Publication date
FR1202580A (fr) 1960-01-12
BE571349A (en))
GB839707A (en) 1960-06-29

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