EP0197891B1 - Impression par transfert à chaud de substrats contenant de la soie naturelle - Google Patents

Impression par transfert à chaud de substrats contenant de la soie naturelle Download PDF

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Publication number
EP0197891B1
EP0197891B1 EP86810151A EP86810151A EP0197891B1 EP 0197891 B1 EP0197891 B1 EP 0197891B1 EP 86810151 A EP86810151 A EP 86810151A EP 86810151 A EP86810151 A EP 86810151A EP 0197891 B1 EP0197891 B1 EP 0197891B1
Authority
EP
European Patent Office
Prior art keywords
heat transfer
transfer printing
silk
transfer sheet
dyestuff
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
Application number
EP86810151A
Other languages
German (de)
English (en)
Other versions
EP0197891A3 (en
EP0197891A2 (fr
Inventor
Albert Amon
Wolfgang Dr. Mehl
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.)
SICPA Holding SA
Original Assignee
SICPA Holding 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
Priority claimed from US06/719,498 external-priority patent/US4636223A/en
Application filed by SICPA Holding SA filed Critical SICPA Holding SA
Publication of EP0197891A2 publication Critical patent/EP0197891A2/fr
Publication of EP0197891A3 publication Critical patent/EP0197891A3/en
Application granted granted Critical
Publication of EP0197891B1 publication Critical patent/EP0197891B1/fr
Expired 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
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/003—Transfer printing
    • D06P5/004—Transfer printing using subliming dyes
    • D06P5/005—Transfer printing using subliming dyes on resin-treated fibres
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/657—Optical bleaching or brightening combined with other treatments, e.g. finishing, bleaching, softening, dyeing or pigment printing

Definitions

  • the present invention refers to a process for the heat transfer printing of textile materials fully or partially consisting of natural silk fibers, according to the principles of the so-called heat transfer printing, from a transfer sheet carrying at least one dyestuff, at a temperature in the range of from 170° to 230° C, in the absence of a vacuum or a carrier gas.
  • heat transfer printing from a transfer sheet carrying at least one dyestuff, at a temperature in the range of from 170° to 230° C, in the absence of a vacuum or a carrier gas.
  • the method comprises treating a textile material of natural silk with an aqueous composition, containing certain swelling agents, and then drying the treated textile material. It is believed that the effect of this pre-treatment consists in swelling the silk fiber and to maintain the swollen state of the fiber even after drying, i. e. in its water free condition.
  • Dispersion dyestuffs have become known from U. K. patent no. 2 112 422 which can be transferred at relatively low temperatures, e. g. at 170° to 180°C, in about 30 to 40 seconds from the transfer sheet to silk fabrics, e. g. C. I. Solvent Blue 36.
  • these dyestuffs are so mobile even at room temperature that they migrate and recrystallize in the swelling agent used for the silk pre-treatment, namely polyhydric alcohols or their derivatives, to such an extent that already after a dwell time of a few hours - such a time lag must normally be accepted before rinsing and cannot be shortened -, there are perceptible level differences in the originally produced print design.
  • liquid pretreatment is difficult to integrate into a heat transfer printing process line.
  • Liquid pretreatment has practically always to be applied at locations different from those where the heat transfer is to be executed, and generates organisational problems resulting in long delivery times thereby destroying an important advantage of heat transfer printing over conventional printing.
  • EP-A-146 504 published 26 June 1985, describes a one-step heat transfer printing process which may be applied also to a silk crepe, wherein a transfer sheet carrying a dyestuff and a dry composition containing epsilon-caprolactam is used for the printing at a temperature of 180° C.
  • the main object of the present invention is to provide a new and useful method for the transfer printing of pure and mixed silk textile materials which does not suffer from the above discussed disadvantages and drawbacks.
  • Another object of this invention is to provide such a method which, however, allows to maintain the outstanding advantages of the transfer printing principles.
  • Still another object of the invention is to provide such a transfer printing process which can be carried out in the apparatuses, devices and machines already available or already installed at a given place such as a factory, thus minimizing capital investment, and which is economically feasible already with short lengths of silk textile materials to be printed.
  • a further object of the present invention is to develop a heat transfer printing process avoiding the yellowing of the silk substrate during the transfer heating.
  • impregnating agents can be applied to natural silk with a melt transfer method resulting in a strong affinity of the impregnated silk for subliming dyestuffs.
  • conventional heat transfer equipment i. e. calenders and presses, can readily be used.
  • organic substances are solid at temperatures below 60° C and liquid in a range between 60 and 200°. Furthermore they contain nitrogen and are substantially colorless. They must further be stable at the heat transfer temperatures, and must not attack the silk substrate.
  • film forming substances As a binder in the printing ink, film forming substances must be used which are soluble in water, because impregnating agent and binder must be capable of being eliminated by water rinsing from the silk substrate following the heat transfer printing.
  • the film forming binder should either have a melting point (or melting range) between 60° and 200° C, or it should be soluble in the molten impregnating agent.
  • Hydroxypropyl cellulose brands are a particularly well suited film forming binder having the above listed necessary properties. Since the melt which forms during the transfer printing step from impregnating agent and binder, should be as less viscous as possible, it is preferred to combine the binder with a plasticizer.
  • the heat transfer printing of the silk according to this invention is carried out, as mentioned above, in two steps.
  • an unprinted base paper for gravure printing is coated with a pre-treatment composition comprising a solvent, a binder and an impregnating agent, in such a manner that a layer containing preferably from 5 to 25 g of impregnating agent per m 2 of base paper is formed.
  • This layer is then heat transferred to the silk substrate by means of a conventional heat transfer calender or a transfer press at a temperature of about 100° to about 200°C.
  • a coloured pattern on a transfer paper is heat transfer printed in the usual way (e. g. 200°C, about 30 sec) onto the thus pre-treated substrate.
  • the impregnating agent and the binder are removed from the printed product by rinsing it with water.
  • optical brightener which is well soluble in aromatic or aliphatic solvents but substantially insoluble in water, in order to compensate for a possible yellowing of the silk.
  • optical brighteners are proposed for the spin melt dyeing and the cake dyeing of polyester fibers and are mostly benzoxazole derivatives. Representative members thereof are the products called “UVITEX OB I " (Ciba-Geigy), "KODEL ® “ (Eastman-Kodak) and "SANDUVOR VSU * (Sandoz).
  • the heat transfer printing step may be carried out in practice as usually; details may be taken from the publications of the prior art mentioned and discussed above.
  • Dyestuffs which may be used are those which can be applied by heat transfer on polyester substrates, generally dispersion dyestuffs, for example C. I. Disperse red 60, C. I. Disperse Yellow 54, C. 1. Disperse Blue 331, C. I. Disperse Blue 72, C. I. Disperse Blue 19, C. I. Disperse Violet 1. The more water insoluble the dyestuffs are, the better are generally the final washing fastnesses.
  • the print pattern of the heat transfer prints thus obtained does not degrade until eight weeks when kept at a temperature below 40°C. At this time at the latest, the rinsing or washing should be effected. It will be sufficient to rinse the fabric several times in lukewarm water of 40° C.
  • the cited trichromies should only be used together with silk substrates having been pre-treated with one of the above described impregnating agents.
  • the dyestuffs to be used are typically sparingly water soluble.
  • rinsing with cold water is sufficient.
  • benzamide and toluene sulfonamide warm rinsing is preferred.
  • surfactants are added in order to improve the wetting of the textile materials, only such agents can be used which do not render the dyestuffs more soluble.
  • Disperse Blue 331 provide when printed on silk by heat transfer, the standard type depth of 2/1 with the same textile fastnesses as if transfer sheets would be used containing as much dyestuffs as 1 to 2.5 g/m 2 , preferably 1.5 g/m 2 .
  • these transfer sheets are prepared by gravure printing using a normal gravure, this value can be obtained with a printing ink containing about 15 % by weight of dyestuffs. It should be noted that the normal heat transfer printing of polyester uses typically dyestuff amounts not exceeding 0.75 g/m 2 .
  • the dyestuff C I. Solvent Yellow 160, which is giving on natural silk prints of high brilliance but of a very bad light fastness (note 2), provides prints with good brilliance and a good light fastness (note 4.5), when the printing ink for making the transfer sheet contains about 30 to 70 % of this dyestuff, preferably about 50 %, together with 70 to 30 %, preferably about 50 %, of the dyestuff C.
  • Disperse Yellow 54 is about 30 to 70 % of this dyestuff, preferably about 50 %, together with 70 to 30 %, preferably about 50 %, of the dyestuff C.
  • the transfer sheets which are typically made of paper, can be obtained in the well known conventional manner. This feature of the present method is a described per se in the already mentioned literature.
  • the method of this invention has the additional advantage that the great variety of pattern and design collections already existing at the transfer printers' can be used without any additional work or modifications.
  • a coating composition is prepared in a ball mill in which 39 parts of nicotinic acid amide and 6 parts of hydroxypropyl cellulose of the type "Klucel E ⁇ ", of Hercules Inc., dissolved in a mixture of 33 parts of toluene and 22 parts of ethanol, wherein 0.5 part of UVITEX OB has been previously dissolved, are charged.
  • the so obtained coating mass is used to coat a base paper for transfer printing, having a unit weight of 60 g/m 2 , in an amount giving after drying a quantity of nicotinic acid amide of 15 g/m 2 .
  • This layer is now transferred in a conventional transfer printing calender on a silk fabric at 140° C and during a contact time of about 20 seconds.
  • a heat transfer printing paper is transferred at 200° C during a contact time of 30 seconds. After the heat transfer printing, the silk is rinsed with lukewarm water and finally dried. A brilliant print having the typical silk hand is obtained.
  • the pretreated fabric is covered with a transfer paper having a weight of 60 g/m 2 which has been printed by gravure printing with inks containing as a blue dyestuff 1,4-diisopropylamino anthraquinone, as a red dyestuff 1-amino-2-chloro-4-hydroxyanthraquinone (also 1-amino-2-bromo-4-hydroxyanthraquinone may be used), and as a yellow dyestuff a compound of formula
  • the transfer printing is effected in about 30 seconds at 170°C.
  • the impregnating agent is rinsed from the fabric with water of 40° C and the fabric is dried on a tenter frame.
  • a coating composition is prepared in a ball mill in which are charges 40 parts of benzamide and 5 parts of hydroxypropyl cellulose of the type "Klucel E", of Hercules Inc., dissolved in a mixture of 30 parts of toluene, 20 parts of isopropanol, 10 parts of ethyl diglycol and 17 parts of methyl ethyl ketone, wherein 0.5 part of UVITEX OB has been previously dissolved.
  • the so obtained coating mass is used to coat a base paper for heat transfer printing, having a unity weight of 60 g/m 2 , in an amount giving after drying an amount of benzamide of 15 g/m 2 .
  • This layer is now transferred in a conventional heat transfer printing calender on a silk fabric, quality "chiffon", desized and bleached as usual having a weight of 25 g/m 2 .
  • the silk fabric thus pre-treated is covered with a transfer paper having a weight of 40 g/m 2 which has been printed by gravure printing with a printing ink containing the dyestuffs C. I. Disperse Red 60, C. I. Disperse Yellow 54 and C. I. Disperse Blue 331.
  • the transfer is made at 30 seconds at 205° C.
  • the silk is rinsed with lukewarm water and finally dried.
  • a brilliant print having a good fastnesses and a good resolution is obtained which could not be realized on an material having such a low weight, with conventional printing methods.
  • the penetration of the fabric by the dyestuffs is so deep that the upper and the reverse sides show substantially the same intensity.

Claims (9)

1. Procédé d'impression par transfert à chaud de matières textiles consistant en partie ou totalement de fibres de soie naturelle, à partir d'une feuille de transfert portant un colorant au moins, à une température comprise entre 170° et 230°C en l'absence d'un vide ou d'un véhicule gazeux, caractérisé par les étapes suivantes:
(1) on applique à la matière textile sèche une composition de prétraitement à sec par la méthode de la thermoimpression à partir d'une première feuille de transfert, la dite composition étant solide à température ambiante et contenant au moins un agent d'imprégnation thermiquement stable, solide au-dessous de 60° C et liquide entre 60° et 200° C, incolore et n'attaquant pas la soie, choisi parmi les substances organiques azotées à bas poids moléculaire, ainsi qu'un liant filmogène soluble à l'eau et capable d'être transféré sur le substrat textile; ensuite
(2) on imprime par transfert à chaud sur la matière textile ainsi prétraitée un dessin coloré à partir d'une seconde feuille de transfert, et
(3) on rince la matière textile imprimée avec de l'eau.
2. Procédé selon la revendication 1, dans lequel la dite composition de prétraitement à chaud contient également au moins un azurant optique soluble dans des solvants aromatiques et/ou aliphatiques mais au plus faiblement soluble dans l'eau.
3. Procédé selon la revendication 1 ou 2, dans lequel l'agent d'imprégnation est choisi parmi le E-caprolactame, le nicotinamide, l'isonicotinamide, la propylène urée, l'éthylène urée, la glyoxal mono-uréine, l'urée, la 5,5-diméthyl-hydantoine, l'imidazole, le 2-méthyl-imidazole, la 2-méthyl-pyrrolidone, le N-hydroxy- succinimide, le benzamide, le toluène sulfonamide, et des mélanges de ces substances.
4. Procédé selon la revendication 1 ou 2, dans lequel on utilise dans l'étape (2) une feuille de transfert comprenant, afin de produire des impressions fortement brillantes et ayant de bonnes solidités, de 1 à 2,5 g de colorant par mètre carré de surface imprimée, de préférence environ 1,5 g/m2.
5. Procédé selon la revendication 1 ou 2, dans lequel on utilise dans l'étape (2) des colorants qui sont transférés avec un rendement de pratiquement 100 %, de la feuille de transfert à la matière textile prétraitée au cours de 30 seconds et à des températures ne dépassant pas 190°C.
6. Procédé selon la revendication 1 ou 2, dans lequel la composition de prétraitement de l'étape (1) comprend de 5 à 25 g d'agent d'imprégnation par m2 de la première feuille de transfert.
7. Procédé selon l'une quelconque des revendications 2 à 6, dans lequel la composition de prétraitement de l'étape (1) contient de 0,2 à 5 % d'un azurant optique.
8. Procédé selon la revendication 1, dans lequel la dite première feuille de transfert est un papier de base qui est revêtu, dans une étape préliminaire, d'une dispersion comprenant le dit agent d'imprégnation et le dit liant dans un liquide contenant un solvant organique insoluble dans l'eau.
9. Procédé selon la revendication 8, dans lequel la dite dispersion contient également un azurant optique soluble.
EP86810151A 1985-04-04 1986-03-27 Impression par transfert à chaud de substrats contenant de la soie naturelle Expired EP0197891B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US719498 1985-04-04
US06/719,498 US4636223A (en) 1984-04-12 1985-04-04 Heat transfer printing of natural silk substrates

Publications (3)

Publication Number Publication Date
EP0197891A2 EP0197891A2 (fr) 1986-10-15
EP0197891A3 EP0197891A3 (en) 1987-01-21
EP0197891B1 true EP0197891B1 (fr) 1989-11-15

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Family Applications (1)

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EP86810151A Expired EP0197891B1 (fr) 1985-04-04 1986-03-27 Impression par transfert à chaud de substrats contenant de la soie naturelle

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EP (1) EP0197891B1 (fr)
DE (1) DE3666964D1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2882518B1 (fr) * 2005-02-28 2012-10-19 Oreal Coloration de matieres keratiniques notamment humaines par transfert thermique a sec d'un colorant direct anthraquinonique, composition comprenant ledit colorant et son procede de preparation
WO2023277839A1 (fr) * 2021-06-30 2023-01-05 Tuekek Ahmet Rasim Développement d'un procédé pour la teinture de tissus de mélange de polyester et de polyester

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH963874A4 (fr) * 1974-07-12 1977-04-29
DE2558926A1 (de) * 1974-12-30 1976-07-08 Ciba Geigy Ag Transferdruckverfahren fuer natuerliches polyamid oder dessen gemische mit anderen fasermaterialien
GB2112422B (en) * 1981-11-17 1985-05-09 China Dyeing Works Ltd Transfer printing of natural silk
FI78514C (fi) * 1983-12-16 1989-08-10 Sicpa Holding Sa Transfertryckplatta, foerfarande foer dess framstaellning, trycksvaerta foer anvaendning i foerfarandet samt transfertryckningsfoerfarande foer att trycka textilunderlag medelst transfertryckplattan.
EP0160767A1 (fr) * 1984-04-12 1985-11-13 Sicpa Holding S.A. Procédé d'impression de substrats en soie naturelle par impression par transfert

Also Published As

Publication number Publication date
EP0197891A3 (en) 1987-01-21
EP0197891A2 (fr) 1986-10-15
DE3666964D1 (en) 1989-12-21

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