US3199940A - Process for dyeing polypropylene blends - Google Patents

Process for dyeing polypropylene blends Download PDF

Info

Publication number
US3199940A
US3199940A US163054A US16305461A US3199940A US 3199940 A US3199940 A US 3199940A US 163054 A US163054 A US 163054A US 16305461 A US16305461 A US 16305461A US 3199940 A US3199940 A US 3199940A
Authority
US
United States
Prior art keywords
dyeing
orthophenylphenol
weight ratio
solvent
compound
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
US163054A
Other languages
English (en)
Inventor
Toureille Daniel Cesar
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.)
Rhodiaceta SA
Original Assignee
Rhodiaceta SA
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 Rhodiaceta SA filed Critical Rhodiaceta SA
Application granted granted Critical
Publication of US3199940A publication Critical patent/US3199940A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • D06P1/6515Hydrocarbons
    • D06P1/65162Hydrocarbons without halogen
    • 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
    • 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
    • D06P1/6515Hydrocarbons
    • 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
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/24Polyamides; Polyurethanes
    • 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
    • D06P3/79Polyolefins
    • 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
    • D06P3/82Textiles which contain different kinds of fibres
    • D06P3/8204Textiles which contain different kinds of fibres fibres of different chemical nature
    • 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
    • Y10S8/92Synthetic fiber dyeing
    • Y10S8/924Polyamide fiber

Definitions

  • the present invention concerns a new process for dyeing shaped materials based upon blends of crystalline polypropylene (which will hereinafter be referred to simply as polypropylene) and polyamides, the term including both isopolyamides and interpolyamides.
  • polypropylene crystalline polypropylene
  • polyamides the term including both isopolyamides and interpolyamides.
  • These blends which are hereinafter referred to simply as polypropylene blends, may be of very diverse character and include, in particular, blends consisting of 95- 85% of polypropylene and 15'% of an interpolyamide obtained by polycondensation of 30-50 parts per hundred of hexarnethylenediamine adipate and 70-50 parts per hundred of hexamethylenediamide sebacate.
  • a process for dyeing materials made of polypropylene blends as herein defined which comprises dyeing the materials at a temperature above 95 C. and in the presence of orthophenylphenol and a cyclic hydrocarbon or chlorinated cyclic hydrocarbon which is a non-solvent for the said materials under the conditions of said treatment, the weight ration of orthophenylphenol to the said hydrocarbon being between 5:1 and 2:1.
  • the dyeing may be effected from a dye bath or by means of a printing paste or by other methods known per se.
  • Orthophenylphenol can be used in the free state or in the form of a salt. When orthophenylphenol is used in the free state, it is preferably used in emulsified form.
  • the quantity of orthophenylphenol to be added to a dyeing bath may vary between 1 and g./l., but it is generally advantageous to maintain it between 3 and 6 g./
  • cyclic hydrocarbon or cyclic chlorinated hydrocarbon to be added to the dyeing bath or to a printing paste should be compatible with orthophenylphenol both at ambient temperatures and at the temperatures necessary for carrying out the process.
  • suitable cyclic hydrocarbons and chlorinated cyclic hydrocarbons there may be mentioned, inter alia, the following: Xylene, decahydronaphthalene, tetrahydronaphthalene, orthod-ichlorobenzene and trichlorohenzene.
  • the cyclic hydrocarbon or chlorinated cyclic hydrocarbon is emulsified, preferably with water and an appropriately chosen surface-active agent, for example a product of condensation of ethylene oxide with a fatty alcohol.
  • an appropriately chosen surface-active agent for example a product of condensation of ethylene oxide with a fatty alcohol.
  • the weight ratio of orthophenylphenol to hydrocarbon is between 5:1 and 2:1 and most advantageously is 3:1.
  • the weight ratio of the dyest-ulf to the non-solvent may vary from 6:1 to .12: 1, preferably 1.2:1 to .6: 1.
  • the temperature while remaining above C., may vary in accordance with the class of dyes employed, but will generally bebetween 95 and C.
  • the orthophenylphenol and the cyclic hydrocarbon or chlorinated cyclic hydrocanbon may be added separately to the dyeing bath or to the printing paste. Alternatively, they may be previously mixed and dispersed in water, and this mixture may be added to the dyeing bath or to the printing paste.
  • the process according to the invention may be applied to the colouring of any shaped materials consisting of polypropylene blends, such as yarns, fibres, filaments, tows, cables, woven articles, knitted articles and films.
  • any shaped materials consisting of polypropylene blends such as yarns, fibres, filaments, tows, cables, woven articles, knitted articles and films.
  • it can be employed to produce dark and vivid shades without exceeding 100 C. during the dyeing treatment.
  • dyes such as plastosoluble dyes, basic dyes, vat dyes, reactive dyes and in particular acid dyes and metalliferous dyes, with which it is possible to obtain very fast dark shades which have higher resistance to scouring solvents.
  • Example A dyeing bath having the following composition is prepared:
  • a process for dyeing a material consisting essentially of a blend of crystalline polypropylene and a polyamide which comprises dyeing the material at a temperature above 95 C. and in the presence of orthophenylphenol and a compound which is a non-solvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons and their chlorination products, the weight ratio of the orthophenylphenol and the said non-solvent compound being between the limits 5:1 to 2:1, and the weight ratio of dye material to said non-solvent compound is between ratio of the orthophenylphenol and the said non-solvent compound being between the limits 5:1 to 2:1, and the weight ratio of dye material to said non-solvent compound is between 6:1 and 0.12:1.
  • a process for dyeing a material consisting essentially of a blend of crystalline polypropylene and an interpolyamide derived from -50 parts per 100 of hexamethylenediamine adipate and -50 parts per 100 of hexamethylenediamine sebacate which comprises dyeing the material at a temperature above C. and in the presence of orthophenylphenol and a compound which is a nonsolvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons and their chlorination products, the weight ratio of the orthophenylphenol and the said non-solvent compound being betweenthe limits 5:1 and 2:1, and the weight ratio of the dye material to said non-solvent compound is between 12:1 and 0.6:1.
  • a process for dyeing a material consisting essentially of a blend of crystalline polypropylene and a polyamide which'comprises dyeing the material by treatment with a yebath at a temperature above 95 C. and in the presence of 1 to 10 grams per litre of dyebath of orthophenylphenol and a compound which is a non-solvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons and their chlorination products, the weight ratio of the orthophenylphenol and the said non-solvent compound being between the limits 5:1 to 2:1, and the weight ratio of the dye material to said non-solvent compound is between 1.2:1 and 06:1.
  • a process for dyeing a material consisting. essentially of' a blend of crystalline polypropylene and an interpolyamide which comprises dyeing the material by treatment with a dyebath at a temperature above 95 C. and in the presence of 3 to 6 grams per litre of dyebath of orthophenylphenol and a compound which is a non-solvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons and their chlorination products, the weight ratio of the orthophenylphenol and the. said non-solvent compound'being between the limits 5:1 to 2:1, and the weight ratio'of the dye material to said non-solvent compound is between 12:1 and 0.6:1.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
US163054A 1961-01-10 1961-12-29 Process for dyeing polypropylene blends Expired - Lifetime US3199940A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR849293 1961-01-10

Publications (1)

Publication Number Publication Date
US3199940A true US3199940A (en) 1965-08-10

Family

ID=8746439

Family Applications (1)

Application Number Title Priority Date Filing Date
US163054A Expired - Lifetime US3199940A (en) 1961-01-10 1961-12-29 Process for dyeing polypropylene blends

Country Status (4)

Country Link
US (1) US3199940A (fr)
CH (1) CH372274A (fr)
ES (1) ES272077A1 (fr)
GB (1) GB921119A (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3326826A (en) * 1963-09-04 1967-06-20 Exxon Research Engineering Co Dye receptive compositions comprising polyolefins and nitrogen-containing condensation polymers
US3361843A (en) * 1964-06-15 1968-01-02 Uniroyal Inc Method of dyeing a blend of a polyolefin and a nitrogen containing polymer by using a dyebath containing lewis acids
US3454512A (en) * 1965-12-22 1969-07-08 Chemcell 1963 Ltd Dyeable compositions comprising polypropylene,polyamide and ethylene copolymer

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3533731A (en) * 1965-06-25 1970-10-13 Exxon Research Engineering Co Dyeing of polyolefins

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB445345A (en) * 1934-09-28 1936-03-30 Henry Dreyfus Improvements in or relating to the colouration of materials made of or containing synthetic resins
US2869969A (en) * 1955-08-22 1959-01-20 Du Pont Formaldehyde as an assistant in the dyeing of polyester fibers and blends thereof athigh temperatures
GB809495A (en) * 1956-07-31 1959-02-25 Glanzstoff Ag A process for dyeing polyolefine textile materials
US3023072A (en) * 1962-02-27 Certification of correction

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3023072A (en) * 1962-02-27 Certification of correction
GB445345A (en) * 1934-09-28 1936-03-30 Henry Dreyfus Improvements in or relating to the colouration of materials made of or containing synthetic resins
US2869969A (en) * 1955-08-22 1959-01-20 Du Pont Formaldehyde as an assistant in the dyeing of polyester fibers and blends thereof athigh temperatures
GB809495A (en) * 1956-07-31 1959-02-25 Glanzstoff Ag A process for dyeing polyolefine textile materials

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3326826A (en) * 1963-09-04 1967-06-20 Exxon Research Engineering Co Dye receptive compositions comprising polyolefins and nitrogen-containing condensation polymers
US3361843A (en) * 1964-06-15 1968-01-02 Uniroyal Inc Method of dyeing a blend of a polyolefin and a nitrogen containing polymer by using a dyebath containing lewis acids
US3454512A (en) * 1965-12-22 1969-07-08 Chemcell 1963 Ltd Dyeable compositions comprising polypropylene,polyamide and ethylene copolymer

Also Published As

Publication number Publication date
CH372274A (fr) 1963-06-29
ES272077A1 (es) 1962-05-01
GB921119A (en) 1963-03-13

Similar Documents

Publication Publication Date Title
US3771949A (en) Pretreatment and dyeing of shaped articles derived from wholly aromatic polyamides
US3046076A (en) Process for coloring polyolefinic textile materials
US2347508A (en) Process for dyeing vinyl copolymer fibers
US3199940A (en) Process for dyeing polypropylene blends
US3148934A (en) Process for dyeing polyester articles
DE1794183A1 (de) Verfahren zur kontinuierlichen Faerbung hydrophober Textilmaterialien
US2934397A (en) Process for dyeing polyester fiber
US3652199A (en) Process for drying polyamide fibers catonic dyes and zinc thiocyanate
US2802713A (en) Fugitive tinting of textile materials
US3932128A (en) Dye carriers for polyamide fibers
US3493316A (en) Dyed fiber products
US3085848A (en) Dyeing polyacrylonitrile and cellulosic blends with vat and cationic dyes
US2577846A (en) Process for dyeing vinyl resin textile articles
DE1164371B (de) Mittel zum gleichzeitigen Reinigen und Faerben von Textilien in Pulver- oder Granulaform
Bird Disperse dyes on hydrophobic Fibres
US2921831A (en) Method of treating synthetic fibers
US2833613A (en) Process for dyeing polyester fiber
US3097046A (en) Method and composition for dye-leveling
US3353900A (en) Dyeing of synthetic fibers
US2546167A (en) Acid-fading inhibition using dibenzylethylenediamine
US2537177A (en) Dyeing of vinyl and vinylidene resins with acid dyes dissolved in certain glycol ethers and esters
US3252749A (en) Process of dyeing polyolefins and other hydrophobic fibers
US3124412A (en) Continuous- dyeing method for fibrous
US3112981A (en) Process for improving dyeability of synthetic materials obtained by polymerizing monoolefinic hydrocarbons
US3189400A (en) Polyolefin textile dyeing with solvent and dye heated thereon