EP0962586A1 - Procédé pour améliorer la stabilité photochimique et thermique des teintures et des impressions des matériaux fibreux en polyester - Google Patents

Procédé pour améliorer la stabilité photochimique et thermique des teintures et des impressions des matériaux fibreux en polyester Download PDF

Info

Publication number
EP0962586A1
EP0962586A1 EP98810516A EP98810516A EP0962586A1 EP 0962586 A1 EP0962586 A1 EP 0962586A1 EP 98810516 A EP98810516 A EP 98810516A EP 98810516 A EP98810516 A EP 98810516A EP 0962586 A1 EP0962586 A1 EP 0962586A1
Authority
EP
European Patent Office
Prior art keywords
formula
polyester
compound
weight
acid
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.)
Withdrawn
Application number
EP98810516A
Other languages
German (de)
English (en)
Inventor
Charles Freudenreich
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.)
BASF Schweiz AG
Original Assignee
Ciba Spezialitaetenchemie Holding AG
Ciba SC Holding 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
Application filed by Ciba Spezialitaetenchemie Holding AG, Ciba SC Holding AG filed Critical Ciba Spezialitaetenchemie Holding AG
Priority to EP98810516A priority Critical patent/EP0962586A1/fr
Publication of EP0962586A1 publication Critical patent/EP0962586A1/fr
Withdrawn legal-status Critical Current

Links

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
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/02—After-treatment
    • D06P5/04—After-treatment with organic compounds
    • D06P5/06—After-treatment with organic compounds containing 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
    • D06P1/64—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
    • D06P1/642—Compounds containing nitrogen
    • D06P1/6426—Heterocyclic compounds

Definitions

  • the present invention relates to a method for photochemical and thermal stabilization of dyeing and printing on polyester fiber materials and containing polyester fiber Mixed fibers.
  • Dyed or printed polyester fiber materials can be under the influence of light and in particular be damaged while being exposed to heat.
  • Preferred for the process according to the invention are compounds of the formula (1) in which R 1 is ethyl and in particular methyl.
  • the compounds of the formula (1) are known or can be prepared by generally known methods.
  • the compounds of the formula (1) used according to the invention are prepared, for example, in such a way that a trichlorotriazine of the formula reacted with a compound of the formula NaS-C 1 -C 4 -alkyl, and the resulting intermediate product was then condensed in a molar ratio of 1: 2 with resorcinol.
  • the compounds of formula (1) used according to the invention are in an amount from 0.01 to 5% by weight, preferably 0.1 to 3% by weight, based on the weight of the fiber material, used.
  • the compounds used according to the invention are sparingly soluble in water and become therefore advantageously applied in dispersed form. To do this, they will use an appropriate Dispersant using e.g. Quartz balls and a rapid mixer on a Grind of 1-2 mm ground.
  • polyester fiber materials that are colored or printed and with the compounds of the formula (1) can be treated are e.g. Cellulose ester fibers, e.g. Cellulose 24 acetate fibers and triacetate fibers and especially linear polyester fibers, which may also acidic are to be understood, e.g. by condensing terephthalic acid with Ethylene glycol or of isophthalic acid or terephthalic acid with 1,4-bis (hydroxymethyl) cyclohexane are obtained, as well as fibers from copolymers of terephthalic and isophthalic acid and ethylene glycol. So far almost exclusively used in industry linear polyester fiber material (PES) consists of terephthalic acid and ethylene glycol.
  • PES linear polyester fiber material
  • the polyester fiber materials can also be used as a mixed fabric among themselves or with others Fibers, e.g. Mixtures of polyacrylonitrile / polyester, polyamide / polyester, polyester / cotton, Polyester / viscose and polyester / wool, are used and by known methods discontinuously or continuously colored or printed.
  • the polyester fiber materials can be presented in various forms. Preferably comes in piece goods, such as knitted fabrics, fiber composite or fabric, or yarn Cross-wound bobbins, warp beams, etc. into consideration.
  • Polyester textile fabrics are particularly suitable for the process according to the invention and polyester fiber-containing textile blends that are used in the automotive sector.
  • Polyester textile fabrics and are also very suitable for the method according to the invention Textile blended fabrics containing polyester fibers in the outerwear sector that are translucent are. If such textiles are treated by the process according to the invention, they can the skin tissue under the transparent outer clothing fabric in front of the Protect harmful effects of UV radiation.
  • the application takes place e.g. so that you can start with the fiber material with this Treated compound and then performs the coloring or at the same time that Treated fiber material with a compound of formula (1) and the dye in the dyebath.
  • the compound of formula (1) can also be added to the finished one Coloring applied and by heat setting, e.g. at 190 to 230 ° C in one period from 30 seconds to 5 minutes.
  • Suitable dyes suitable for dyeing or printing polyester fiber materials are only slightly soluble disperse dyes in water. These are, for example, those dyes which are described in the Color Index, 3rd edition (3rd revision 1987 including additions and amendments to No. 85) under "Disperse Dyes".
  • disperse dyes are in the form of a fine dye in the dye liquor Dispersion before. They can belong to different classes of dyes, for example the Amino, amino ketone, acridone, coumarin, ketoninim, methine, perinone, naphthoquinoneimino, Nitro, polymethine, diphenylamino, quinoline, benzimidazole, xanthene, oxazine, Quinophthalone, styryl, and especially anthraquinone and azo dyes such as e.g. Mono or Disazo dyes. Mixtures of disperse dyes can also be used become.
  • the dyeing liquors can also other additives such as dyeing aids, dispersants, carriers, wool protection and wetting agents as well as defoamers included.
  • the dye baths can also contain mineral acids, e.g. Sulfuric acid or phosphoric acid, or expediently organic acids, for example aliphatic carboxylic acids such as formic acid, acetic acid, oxalic acid or citric acid and / or salts such as Contain ammonium acetate, ammonium sulfate or sodium acetate.
  • mineral acids e.g. Sulfuric acid or phosphoric acid
  • organic acids for example aliphatic carboxylic acids such as formic acid, acetic acid, oxalic acid or citric acid and / or salts such as Contain ammonium acetate, ammonium sulfate or sodium acetate.
  • the acids serve before all the adjustment of the pH of the liquors used according to the invention, preferably is between 4 and 5.
  • the dyeings are carried out from an aqueous liquor after a continuous or discontinuous one Method.
  • the liquor ratio can be chosen in a wide range, e.g. 1: 4 to 1: 100, preferably 1: 6 to 1:50.
  • the dyeing liquors are applied to the piece material for example padding or splashing and applied by means of heat setting or HT steaming processes developed.
  • Linear polyester fiber and cellulose ester fiber are preferably dyed according to the so-called High-temperature processes in closed and pressure-resistant devices at temperatures > 100 ° C, preferably between 110 ° and 135 ° C and optionally under pressure.
  • closed vessels are, for example, suitable for circulation devices, such as cross-wound or Tree dyeing machines, reel runners, nozzle or drum dyeing machines, muff dyeing machines, Paddle or jigger.
  • Cellulose-24-acetate fibers are preferably dyed at temperatures of 80-85 ° C.
  • the fiber material is preferably left in the bath at 40 to 80 ° C. for 5 minutes contains the dye, a compound of formula (1) and optionally other additives and set to a pH of 4.5 to 5.5, increases the temperature inside from 10 to 20 minutes to 125 to 130 ° C and treated for 15 to 90 minutes, preferably 30 minutes, continue at this temperature.
  • the dyeings are completed by cooling the dye liquor to 50 to 80 ° C. Rinse the dyeings with water and, if necessary, by cleaning in the usual way in an alkaline medium under reductive conditions. The stains then turn again rinsed and dried.
  • the liquor ratio can be chosen in a wide range e.g. 1: 4 to 1: 100, preferably 1: 6 to 1:50.
  • the treatment liquor is applied to the piece material by, for example Padding or padding applied and by means of heat setting or HT steaming processes fixed.
  • the compounds of formula (1) used according to the invention are expediently admixed with the printing pastes in the form of their aqueous dispersions.
  • the printing paste contains the corresponding compound of the formula (1) in amounts of 0.01 to 5% by weight, preferably 0.1 to 3% by weight, based on the weight of the printing paste.
  • the compounds of formula (1) can already be used in the preparation of the pressure floor, e.g. after the heat setting process.
  • the amount of dyes added to the printing pastes depends on the desired one Color shade; in general, amounts of 0.01 to 15, preferably 0.02 to 10 weight percent, based on the textile material used, proven.
  • the printing pastes advantageously contain acid-stable thickeners, preferably of natural origin such as seed flour derivatives, in particular sodium alginate, alone or in a mixture with modified cellulose, in particular with preferably 20 to 25 percent by weight carboxymethyl cellulose.
  • the printing pastes can also contain acid donors, such as butyrolactone or sodium hydrogen phosphate, preservatives, sequestering agents, emulsifiers, water-insoluble solvents, oxidizing agents or deaerating agents.
  • Suitable preservatives are, above all, formaldehyde-releasing agents, such as, for example, paraformaldehyde or trioxane, especially aqueous, about 30 to 40 percent by weight formaldehyde solutions; as sequestering agents, for example sodium nitrilotriacetic acid, sodium ethylenediaminetetraacetic acid, especially sodium polymetaphosphate, in particular sodium hexamethaphosphate; as emulsifiers, especially adducts of an alkylene oxide and a fatty alcohol, in particular an adduct of oleyl alcohol and ethylene oxide; as water-insoluble solvents, high-boiling, saturated hydrocarbons, especially paraffins with a boiling range of about 160 to 210 ° C (so-called mineral spirits); as an oxidizing agent, for example an aromatic nitro compound, especially an aromatic mono- or dinitrocarboxylic acid or sulfonic acid, which is optionally present as an alkylene oxide ad
  • the printing paste becomes direct over the entire surface or in places applied to the fiber material, expediently printing machines more commonly Type, e.g. Gravure, rotary screen printing, flat film printing or inkjet machines are used become.
  • Type e.g. Gravure, rotary screen printing, flat film printing or inkjet machines
  • the fiber material is preferably at temperatures up to 150 ° C. Dried 80 ° to 120 ° C.
  • the material is then fixed by heat treatment at temperatures from preferably 100 ° to 220 ° C.
  • the heat treatment is generally carried out with superheated steam under pressure.
  • the fixation can last 20 seconds to 12 minutes, preferably 4 to 8 Minutes.
  • the prints are also finished in the usual way by rinsing with water and can, if necessary, by additional cleaning in an alkaline medium under reductive Conditions, e.g. be made with sodium dithionite. In the latter case the prints are rinsed, drained and dried.
  • Another object of the present invention is the use of the compounds of formula (1) as a means for the photochemical and thermal stabilization of Dyeing and printing on polyester fiber materials and containing polyester fiber Mixed fibers.
  • the mixture is stirred for a further 1.5 hours at 70 ° C. and for one hour at 80 ° C.
  • the emulsion-like mixture is cooled to 50 ° C. and the Friedel-Crafts complex is hydrolyzed by carefully adding a mixture of 29 g of 32% hydrochloric acid and 212 g of water dropwise.
  • the xylene is then distilled off azeotropically and the product suspension is filtered off with suction.
  • the filter cake is washed out with hot water and dried in vacuo at 80 ° C.
  • a powder of the compound of the formula is obtained
  • the dyeing liquor is adjusted to a pH of 5 with acetic acid, homogenized and added to the polyester tricot in the high-temperature dyeing apparatus and heated to 70 ° C. and then to 130 ° C. within 30 minutes.
  • the polyester jersey is dyed at this temperature for 60 minutes.
  • the liquor is then cooled to 75 ° C., the dyed polyester jersey rinsed with hot and cold water and a reductive cleaning by treatment with a liquor containing 3 ml / l of a 30% aqueous solution of NaOH and 2 g / l sodium dithionite during Subjected for 20 minutes at 70 ° C.
  • the polyester jersey is rinsed with warm and cold water, centrifuged and dried at 80 ° C.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
EP98810516A 1998-06-05 1998-06-05 Procédé pour améliorer la stabilité photochimique et thermique des teintures et des impressions des matériaux fibreux en polyester Withdrawn EP0962586A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP98810516A EP0962586A1 (fr) 1998-06-05 1998-06-05 Procédé pour améliorer la stabilité photochimique et thermique des teintures et des impressions des matériaux fibreux en polyester

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP98810516A EP0962586A1 (fr) 1998-06-05 1998-06-05 Procédé pour améliorer la stabilité photochimique et thermique des teintures et des impressions des matériaux fibreux en polyester

Publications (1)

Publication Number Publication Date
EP0962586A1 true EP0962586A1 (fr) 1999-12-08

Family

ID=8236126

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98810516A Withdrawn EP0962586A1 (fr) 1998-06-05 1998-06-05 Procédé pour améliorer la stabilité photochimique et thermique des teintures et des impressions des matériaux fibreux en polyester

Country Status (1)

Country Link
EP (1) EP0962586A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1386624A (fr) * 1963-01-25 1965-01-22 Ciba Geigy Nouvelles aryl-1, 3, 5-triazines, leur procédé d'obtention et leur emploi
EP0584044A1 (fr) * 1992-08-18 1994-02-23 Ciba-Geigy Ag Procédé de stabilisation photochimique et thermique de matériaux fibreux teints et non-teints en polyester
EP0795640A1 (fr) * 1996-03-13 1997-09-17 Ciba SC Holding AG Combinaison de stabilisants

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1386624A (fr) * 1963-01-25 1965-01-22 Ciba Geigy Nouvelles aryl-1, 3, 5-triazines, leur procédé d'obtention et leur emploi
EP0584044A1 (fr) * 1992-08-18 1994-02-23 Ciba-Geigy Ag Procédé de stabilisation photochimique et thermique de matériaux fibreux teints et non-teints en polyester
EP0795640A1 (fr) * 1996-03-13 1997-09-17 Ciba SC Holding AG Combinaison de stabilisants

Similar Documents

Publication Publication Date Title
EP0557247B1 (fr) Procédé de stabilisation photochimique et thermique de matériaux fibreux polyesters teints, non-teints ou imprimés
EP0280653B1 (fr) Procédé d'amélioration de la stabilité photochimique de teintures sur des matières fibreuses en polyester
EP0280654B1 (fr) Procédé d'amélioration de la stabilité photochimique de teintures sur des matières fibreuses en polyester
EP0613976B1 (fr) Utilisation de polymères d'acrylamide comme anti-pli
CH666275A5 (de) Acetylerythromycinstearat, verfahren zu dessen herstellung und dieses enthaltende arzneimittel.
DE2520527B2 (de) Wäßrige Präparate von in Wasser unlöslichen bis schwerlöslichen Farbstoffen oder optischen Aufhellern sowie deren Herstellung und Verwendung
EP0382138B1 (fr) Mélange d'adjuvants et son utilisation pour la teinture de matières fibreuses synthétiques
EP0584044B1 (fr) Procédé de stabilisation photochimique et thermique de matériaux fibreux teints et non-teints en polyester
EP0964096A2 (fr) Procédé pour améliorer la stabilité photochimique et thermique des teintures et des impressions des matériaux fibreux en polyester
EP0657577A1 (fr) Procédé de stabilisation photochimique et thermique de matériaux fibreux polyesters teints, non-teints ou imprimés
EP0523006B1 (fr) Procédé d'impression et de stabilisation photochimique de matériaux fibreux en polyester
DE2606716C2 (de) Neue Dispersionsfarbstoffe
EP0962586A1 (fr) Procédé pour améliorer la stabilité photochimique et thermique des teintures et des impressions des matériaux fibreux en polyester
EP0864687A2 (fr) Procédé pour améliorer les solidités photochimiques des matériaux teints et imprimés à base de fibres de polyester
DE2225546A1 (de) Wasserunloesliche azlactonfarbstoffe und verfahren zu ihrer herstellung
EP0279272A2 (fr) Mélanges de colorants monoazoiques
DE1904919C2 (de) 06.11.68 Schweiz 16521-68 Verfahren zum Färben und Bedrucken von Textilmaterial aus hydrophoben Polyestern
DE2512462C2 (de) Verfahren zum bedrucken oder klotzfaerben von polyester, cellulose-triacetat, cellulose 2 1/2 acetat und deren mischungen
CH672274A5 (fr)
EP0555678B1 (fr) Mélanges de colorants monoazoiques
CH470527A (de) Verfahren zum Färben und Bedrucken von synthetischen Textilmaterialien mit Anthrachinonfarbstoffen
DE2724644B2 (de) Verfahren zum Farben von wollhaltigen Fasermaterialien
MXPA99005418A (es) Proceso para mejorar la estabilidad fotoquimica ytermica de teñidos y estampados sobre materialesde fibras de poliester
CH427364A (de) Gerät zur graphischen Darstellung von Sachverhalten, insbesondere Planungsgerät, und Verwendung desselben
DE2521106C3 (de) Verfahren zum Färben von synthetische Fasern enthaltenden Materialien

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE

AX Request for extension of the european patent

Free format text: AL;LT;LV;MK;RO;SI

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN

18W Application withdrawn

Withdrawal date: 19991224