US3897207A - Carrier composition and process for dyeing and printing - Google Patents

Carrier composition and process for dyeing and printing Download PDF

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Publication number
US3897207A
US3897207A US380534A US38053473A US3897207A US 3897207 A US3897207 A US 3897207A US 380534 A US380534 A US 380534A US 38053473 A US38053473 A US 38053473A US 3897207 A US3897207 A US 3897207A
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US
United States
Prior art keywords
carrier composition
dyeing
methylnaphthalene
weight
carrier
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
US380534A
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English (en)
Inventor
Gerhard Weckler
Rolf Mildenberg
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.)
Cassella Farbwerke Mainkur AG
Original Assignee
Cassella Farbwerke Mainkur AG
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
Priority claimed from DE19722236551 external-priority patent/DE2236551C3/de
Application filed by Cassella Farbwerke Mainkur AG filed Critical Cassella Farbwerke Mainkur AG
Application granted granted Critical
Publication of US3897207A publication Critical patent/US3897207A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • 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
    • D06P1/60—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 polyethers
    • D06P1/613—Polyethers without nitrogen
    • 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
    • D06P1/62—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 with sulfate, sulfonate, sulfenic or sulfinic groups
    • D06P1/621—Compounds without nitrogen
    • D06P1/622—Sulfonic acids or their salts
    • 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
    • D06P1/65131—Compounds containing ether or acetal 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
    • D06P1/6515—Hydrocarbons
    • D06P1/65162—Hydrocarbons without halogen
    • 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
    • D06P3/52—Polyesters
    • D06P3/54—Polyesters using dispersed dyestuffs

Definitions

  • ABSTRACT Carrier composition comprising a mixture of methylnapthalene and diphenylene oxide and the use thereof in the dyeing and printing of synthetic fibers.
  • Carriers are understood to be chemical compositions which are added to the dye bath in a finely dispersed or emulsified form or are precipitated in the dye bath in a finely dispersed form and which promote the penetration of the dyestuff into the fiber, whereby a considerable increase in the color depth of the dyeings or prints is achieved.
  • Methylnaphthalene is one of these.
  • the use of methylnaphthalene as the carrier offers a disadvantage because a residue thereof remains on the dyed fiber and impairs fastness to light of the dyed and printed materials.
  • the methylnaphthalene residue retained by the fibers may be removed as a practical matter only by a special heat treatment, temperatures of at least 150C. and processing times of at least 3 minutes being required.
  • the required additional heat treatment makes the dyeing or printing process more expensive because of the expenditure of energy and apparatus and work requirements and prevents an uninterrupted course of work.
  • the processing times in the heat treatment may actually be shortened by elevation of the temperature.
  • this possibility cannot be utilized in general because the fiber properties of textured polyester materials are impaired.
  • the mechanical conditions for the heat treatment, required for the removal of methylnaphthalene residues are not present.
  • methylnaphthalene as a carrier for the dyeing of synthetic fibers has remained limited to but a few areas, even though the methylnaphthalene otherwise has advantageous properties as a carrier. These include outstanding colordeepening effect in the dyeing and printing of polyester fibers, good emulsifiability, even dyeing effect and reasonable price.
  • the present invention relates therefor to a carrier composition, which contains methylnaphthalene and diphenylene oxide as the carrier-active substances, as well as a process for dyeing and printing of synthetic fibers, wherein this carrier composition is employed during the dyeing procedure.
  • diphenylene oxide is equally a readily accessible commercial product.
  • methylnaphthalene is understood to mean a-methylnaphthalene, B-methylnaphthalene or a mixture thereof.
  • the weight ratio between methylnaphthalene and diphenylene oxide is normally in the range of 1.2:1 to 4:1 and preferably in the range of 1.5:1 to 3:1.
  • novel carrier composition may be employed with success in all dyeing and printing methods which are known for the dyeing and printing of synthetic fibers such as polyesters, e.g., polyethylene glycol terephthalate, cellulose triacetate, polyvinyl chloride, polyacrylonitrile, polyolefins, such as isotactic polypropylene and other synthetic fibers or mixtures thereof with natural fibers.
  • synthetic fibers such as polyesters, e.g., polyethylene glycol terephthalate, cellulose triacetate, polyvinyl chloride, polyacrylonitrile, polyolefins, such as isotactic polypropylene and other synthetic fibers or mixtures thereof with natural fibers.
  • fiber encompasses staple fibers, for example, and also thread, thread skeins, woven and knitted textiles, foils, flocks and other materials consisting of said polymers which can be dyed and printed.
  • the novel carrier composition may be added to the dye liquor in a dispersed or emulsified form or dissolved in an organic solvent.
  • high-boiling organic solvents with a boiling point above C. are suitable, e.g., tetrahydronaphthalene, dimethylformamide, xylene, aromatic and aliphatic hydrocarbon halides such as benzene halides, esters such as benzene acid alkyl esters and alkylpolyglycol ethers.
  • high-boiling petroleum distillates or mineral oils, as well as mixtures of various solvents may also be employed.
  • high-boiling petroleum distillates particularly suitable is a transparent, non-toxic and weakly boiling distillate with a content of aromatic substances of about 99 by volume and a high flash point, which has a density of 0.877 g/cm and a boiling range of l62-180C.
  • alkylpolyglycol ethers particularly applicable are ethyl, propyl, butyl and pentyl polyglycol ethers.
  • the mixture of methylnaphthalene and diphenylene oxide is normally dissolved in sufficient solvent or solvent mixture to provide a weight ratio of solvent or solvent mixture to methylnaphthalene and diphenylene oxide of 4:1 to 0.5:1 preferably 2:1 to 1:1.
  • aqueous emulsions of a mixture of methylnaphthalene and diphenylene oxide are obtained in the dye bath if an emulsifier is added to the solution of the mixture of methylnaphthalene and diphenylene oxide in organic solvent or solvent mixture.
  • the novel carrier composition is easily emulsifiable in the dye bath even without special precautions and may be poured into the dye bath directly without the usually required preemulsification with water.
  • anion-active substances include alkyl sulfates, e.g., sodium lauryl sulfate and sodium cetyl sulfate, turkey red oils, sulfonated oils, alkyl sulfonates and alkylaryl sulfates such as alkylbenzene sulfate and alkylnaphthalene sulfates.
  • Nonionic reaction products include alkylene oxides with alkylphenols, alcohols, aliphatic saturated or unsaturated carboxylic acids, fatty amines and hydroxyl group'containing esters of saturated or unsaturated carboxylicacids.
  • the preferred emulsifier compositions are those disclosed in German published Application Nos. 1,619,489 and 1,802,210. These emulsifier compositions consist of mixtures of three components hereinafter called Component 1, Component 11 and Component lll.
  • Component I is an addition compound of alkylene oxides and, free hydroxyl groups containing esters of saturated orunsaturated aliphatic carboxylic acids or hydroxycarboxylic acids with polyvalent alcohols having2-6 hydroxyl groups.
  • Component I may also be an addition compound of alkylene oxides and alkyl phenols.
  • Component 11 includes alkali metal and/or alkaline earth metal saltsof alkylbenzene sulfonic acids.
  • Component 11 includes aliphatic primary or secondary alcohols with 3-6 carbon atoms.
  • the novel carrier composition is dispersed in the printing paste.
  • the actual printing process is then carried out in a manner known per se.
  • Drying of the dyeings or prints may be carried out under normal drying conditions, e.g., 30 seconds at 150C., without loss of fastness to light of the dyeings and prints. This is also true with respect to textured polyester material.
  • EXAMPLE 1 a Five g. of a woven material consisting of polyethylene terephthalate fibers are treated in an aqueous dye bath at boiling temperature for l k hours in a liquor ratio of 1:40, the bath, based on the weight of the goods, containing 2 of the dispersion dyestuff of the formula as well as 3 g/l of a carrier preparation, which is obtained by simple stirring at room temperature, the following substances: i
  • the blue dyeing obtained is then treated for reductive purification for 20 minutes at 85C. with a solution containing, in one liter water:
  • both samples are dried for 30 seconds at 150C. after reductive purification and subsequently illuminated under the same conditions in a xeno-test apparatus.
  • the dyeing (a), prepared using the novel carrier composition of this invention has a considerably better fastness to light than the dyeing (b) prepared with pure methylnaphthalene carrier.
  • Disperse Red 60, Cl. Disperse Blue 73, Disperse Red 160, Disperse Violet 47, Disperse Blue 165, Disperse Orange -71 and the novel carrier compositions clearly better stabilities to light are obtained in the dyeing of polyester materials than when using methylnaphthalene as the carrier under comparable conditions.
  • a carrier composition comprising a mixture of methylnaphthalene and diphenylene oxide in a weight ratio of 1.2:1 to 4:1.
  • the carrier composition of claim 3 containing 5 to' 20% by weight emulsifier, based on the weight of the solution.
  • the carrier composition of claim 3 containing 7 to mote the penetration of the dyestuff into the fibers, the 10% by weight emulsifier, based on the weight of the solution.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
US380534A 1972-07-26 1973-07-19 Carrier composition and process for dyeing and printing Expired - Lifetime US3897207A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19722236551 DE2236551C3 (de) 1972-07-26 Carriergemisch und Verfahren zum Färben und Bedrucken

Publications (1)

Publication Number Publication Date
US3897207A true US3897207A (en) 1975-07-29

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Family Applications (1)

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US380534A Expired - Lifetime US3897207A (en) 1972-07-26 1973-07-19 Carrier composition and process for dyeing and printing

Country Status (14)

Country Link
US (1) US3897207A (en))
JP (1) JPS4992383A (en))
AT (1) AT332849B (en))
BE (1) BE802850A (en))
CA (1) CA1005951A (en))
CH (1) CH545373A (en))
ES (1) ES417250A1 (en))
FR (1) FR2193865B1 (en))
GB (1) GB1400135A (en))
IN (1) IN138846B (en))
IT (1) IT992681B (en))
NL (1) NL7309957A (en))
NO (1) NO132495C (en))
ZA (1) ZA735069B (en))

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2506466C3 (de) * 1975-02-15 1979-07-19 Hoechst Ag, 6000 Frankfurt Emulgiermittel für Färbebeschleuniger auf Basis von Alkylnaphthalinen
DE2834685A1 (de) * 1977-08-11 1979-02-22 Ciba Geigy Ag Verfahren zum faerben oder bedrucken von hydrophobem fasermaterial mit niederalkyldiphenylaethercarriern

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2973242A (en) * 1957-04-17 1961-02-28 Glanzstoff Ag Process for preshrinking highly oriented, low-pressure polyolefine filaments with chemical shrinking agents
US3097047A (en) * 1961-04-27 1963-07-09 Tanatex Chemical Corp Dyeing synthetic fibers with alkyl naphthalene composition

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2973242A (en) * 1957-04-17 1961-02-28 Glanzstoff Ag Process for preshrinking highly oriented, low-pressure polyolefine filaments with chemical shrinking agents
US3097047A (en) * 1961-04-27 1963-07-09 Tanatex Chemical Corp Dyeing synthetic fibers with alkyl naphthalene composition

Also Published As

Publication number Publication date
CH545373A (de) 1973-12-15
JPS4992383A (en)) 1974-09-03
BE802850A (fr) 1974-01-28
NO132495C (en)) 1975-11-19
FR2193865A1 (en)) 1974-02-22
ES417250A1 (es) 1976-02-16
DE2236551B2 (de) 1976-07-01
IT992681B (it) 1975-09-30
ZA735069B (en) 1974-06-26
GB1400135A (en) 1975-07-16
IN138846B (en)) 1976-04-03
CA1005951A (en) 1977-03-01
DE2236551A1 (de) 1974-02-07
NL7309957A (en)) 1974-01-29
AT332849B (de) 1976-10-25
ATA654473A (de) 1976-02-15
FR2193865B1 (en)) 1976-11-12
NO132495B (en)) 1975-08-11

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