US3854872A - Process for dyeing of polyacrylonitrile fibers - Google Patents

Process for dyeing of polyacrylonitrile fibers Download PDF

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Publication number
US3854872A
US3854872A US00345850A US34585073A US3854872A US 3854872 A US3854872 A US 3854872A US 00345850 A US00345850 A US 00345850A US 34585073 A US34585073 A US 34585073A US 3854872 A US3854872 A US 3854872A
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US
United States
Prior art keywords
dyeing
bath
polyamino amide
dye
quaternized
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
US00345850A
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English (en)
Inventor
J Balland
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.)
MFG PROD CHIMI PROTEX SOC FR A
MFG PROD CHIMI PROTEX SOC FR A RESPONSABILITE Ltd SIEGE FR
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MFG PROD CHIMI PROTEX SOC FR A
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Publication of US3854872A publication Critical patent/US3854872A/en
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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
    • D06P1/52General 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 synthetic macromolecular substances
    • D06P1/5264Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
    • D06P1/5278Polyamides; Polyimides; Polylactames; Polyalkyleneimines
    • 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
    • D06P1/655Compounds containing ammonium groups
    • D06P1/66Compounds containing ammonium groups containing quaternary ammonium groups
    • 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
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/70Material containing nitrile groups
    • D06P3/76Material containing nitrile groups using basic dyes

Definitions

  • polyacrylonitrile fibers are dyed in general utilizing cationic dyes such as those for example of the series of triaryl methane, oxazine, etc.
  • the application of cationic dyes onto the polyacrylonitrile fibers can be accomplished by different dyeing processes.
  • the bath dyeing that is by exhausting dye baths, the taking up and the fixation of the dye into the fiber can be correctly obtained only at temperatures less than those in the vicinity of the boiling point of water.
  • the present invention more particularly relates to the use of new retarding agents in the dye baths with the cationic dyes.
  • FORMULA I in which R, R and R' are alkyl radicals, identical or FORMULA ll H N- R-Nm H in which at is at least equal to one;
  • R is an alkylene radical having one to five carbon atoms, such as ethylene, propylene, butylene, etc.
  • polyamines should in addition contain at least four atoms of reactive hydrogenper molecule as, for example, ethylene diamine (E.D.A. diethylene triamine (D.E.T.A.), triethylene tetramine (T.E.T.A.), etc.
  • E.D.A. diethylene triamine (D.E.T.A.) diethylene triamine (D.E.T.A.)
  • T.E.T.A. triethylene tetramine
  • composition of the quatemized polyamino amide compounds which are known and used according to the present invention can be schematically represented by the following generic formula:
  • a sample of polyacrylonitrile fabric was introduced into an-aqueous solution at 60C containing 0.5% of blue dye, C.l. (Color Index) basic blue 54, 4% of acetic acid (40%) and 0.5% of quatemized polyamino amide, the percentages given being calculated with respect to the weight of the fiber to be dyed.
  • the proportion of dyeing bath was from one to twenty (that is, 20 ml of bath per i g. of material to be dyed).
  • the temperature was brought in 30 minutes to 100C, then the dyeing was maintained at this temperature for an hour. After-this period, the bath was practically exhausted.
  • the sample wasthen subjected to a rinsing and then a drying.
  • the polyamino amide utilized in the example was obi tained' by condensation of a fatty diacid (EMPOL 1024) with ethylene diamine, followed by quatemization by the .chloride of epoxypropyltrimethyl ammonium.
  • EXAMPLE 2 A sample of polyacrylonitrile fabric .was' introduced amide, the percentages being calculated with respect to A the weight of the fabric. The proportion of the bath was 1 to 20.
  • the polyamino amide utilized was identical to that used in Example 1.
  • the polyamino amide was obtained by condensation of a fatty acid (EMPOL 1024 with diethylene triamine, then. quatemized by the chloride of epoxypropyl trimethyl ammonium.
  • EXAMPLE 4 A sample of polyacrylonitrile fabric was dyed utilizing the dye and under the identical conditions as in Example l.
  • the polyamino amide utilized was obtained by condensation of a fatty acid (EMPOL 1024) with triethylene tetramine, followed by quatemization by the chloride of epoxypropyl trimethyl ammonium.
  • the blue sample, of fabric was introducedsimultaneously with a white sample of the same material of the same weight into an aqueous bath free of dye containing 4% of acetic acid (40%),
  • a process for dyeing polyacrylonitrile fabrics in an aqueous bath containing a cationic colorant comprising adding to the bath as a retarding and equalization of dyeing agent, a quatemized polyamino amide obtained by the condensation of a fatty diacid with a polyamide having at least four reactive hydrogen atoms per molecule having the formula in which x is at least equal to 1 and R is an alkylene radical containing one to five carbon atoms, the polyamino amide then being quatemized by a salt of epoxy propyl trialkyl ammonium of the formula V different, having one to three carbon atoms, and X is a radical selected from the group consisting of Cl,
  • An aqueous dyeing bath for polyacrylonitrile fabrics comprising a cationic dye, and as a retarding and equalization of dyeing agent, a quatemized. polyamino amide obtained by, the condensation'of a fatty diacid with a polyamine having at least four reactive hydrogen atoms per molecule haying the formula lhN-(R-NHF-l-l in which x is at least equal to l and R is an alkylene radical containing one to five carbon atoms, the polyamino amide then being quatemized by a salt of epoxy propyl trialkyl ammonium of the formula in which R, R" and R are alkyl radicals, identical or different, having one to three carbon atoms, and X is a radical selected from the group consisting of Cl, N0 and S0 7 4.
  • An aqueous dyeing bath according to claim 3 wherein the proportion of the quatemized polyaminoamide in the dye bath is between 0.2 and 5% per with

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)
US00345850A 1972-04-07 1973-03-29 Process for dyeing of polyacrylonitrile fibers Expired - Lifetime US3854872A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7212861A FR2178833B1 (enrdf_load_stackoverflow) 1972-04-07 1972-04-07

Publications (1)

Publication Number Publication Date
US3854872A true US3854872A (en) 1974-12-17

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ID=9096756

Family Applications (1)

Application Number Title Priority Date Filing Date
US00345850A Expired - Lifetime US3854872A (en) 1972-04-07 1973-03-29 Process for dyeing of polyacrylonitrile fibers

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US (1) US3854872A (enrdf_load_stackoverflow)
DE (1) DE2317492A1 (enrdf_load_stackoverflow)
FR (1) FR2178833B1 (enrdf_load_stackoverflow)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5667533A (en) * 1996-02-07 1997-09-16 The Virkler Company Heather dyed fabric and method of producing same

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3619121A (en) * 1969-08-07 1971-11-09 Bayer Ag Polyacrylonitrile dyeing with n-alkylaminoalkylsulfonic acids and basic dyes
US3716329A (en) * 1970-11-27 1973-02-13 J Komninos Dyeing polyacrylonitrile with basic dyestuff and alkoxymethyl quaternary ammonium compounds
US3773463A (en) * 1972-04-18 1973-11-20 Sybron Corp Lubricating, antistat and dye leveling agent and process for textile materials
US3785768A (en) * 1970-09-11 1974-01-15 Bayer Ag Process for the dyeing of fibre material consisting of polyacrylonitrile or acrylonitrile-containing copolymers

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1190096A (fr) * 1957-01-14 1959-10-09 Ciba Geigy Nouveaux composés d'ammonium diquaternaires et procédé pour leur préparation

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3619121A (en) * 1969-08-07 1971-11-09 Bayer Ag Polyacrylonitrile dyeing with n-alkylaminoalkylsulfonic acids and basic dyes
US3785768A (en) * 1970-09-11 1974-01-15 Bayer Ag Process for the dyeing of fibre material consisting of polyacrylonitrile or acrylonitrile-containing copolymers
US3716329A (en) * 1970-11-27 1973-02-13 J Komninos Dyeing polyacrylonitrile with basic dyestuff and alkoxymethyl quaternary ammonium compounds
US3773463A (en) * 1972-04-18 1973-11-20 Sybron Corp Lubricating, antistat and dye leveling agent and process for textile materials

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5667533A (en) * 1996-02-07 1997-09-16 The Virkler Company Heather dyed fabric and method of producing same

Also Published As

Publication number Publication date
FR2178833A1 (enrdf_load_stackoverflow) 1973-11-16
DE2317492A1 (de) 1973-10-18
FR2178833B1 (enrdf_load_stackoverflow) 1975-03-21

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