DE3005865A1 - Transfer printing with mono:azo dye - from amino-benzisothiazole and aniline coupler, esp. for polyester - Google Patents

Transfer printing with mono:azo dye - from amino-benzisothiazole and aniline coupler, esp. for polyester

Info

Publication number
DE3005865A1
DE3005865A1 DE19803005865 DE3005865A DE3005865A1 DE 3005865 A1 DE3005865 A1 DE 3005865A1 DE 19803005865 DE19803005865 DE 19803005865 DE 3005865 A DE3005865 A DE 3005865A DE 3005865 A1 DE3005865 A1 DE 3005865A1
Authority
DE
Germany
Prior art keywords
pts
transfer printing
polyester
parts
esp
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Withdrawn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
DE19803005865
Other languages
German (de)
Inventor
Norbert Dipl.-Chem. Dr. Grund
Guenter Dipl.-Chem. Dr. 6700 Ludwigshafen Hansen
Hans 6733 Hassloch Weber
Georg 6701 Dannstadt-Schauernheim Zeidler
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 SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Priority to DE19803005865 priority Critical patent/DE3005865A1/en
Publication of DE3005865A1 publication Critical patent/DE3005865A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08—Amino benzenes
    • C09B29/0805—Amino benzenes free of acid groups
    • C09B29/0807—Amino benzenes free of acid groups characterised by the amino group
    • C09B29/0809—Amino benzenes free of acid groups characterised by the amino group substituted amino group
    • C09B29/081—Amino benzenes free of acid groups characterised by the amino group substituted amino group unsubstituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino, aralkylamino or arylamino
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/0025—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds
    • C09B29/0074—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms
    • C09B29/0077—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms containing a five-membered heterocyclic ring with one nitrogen and one sulfur as heteroatoms
    • C09B29/0081—Isothiazoles or condensed isothiazoles
    • 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
    • D06P5/006—Transfer printing using subliming dyes using specified dyes

Abstract

The use of azo dyes of formula (I) for transfer printing is new. In (I), R is H or methyl; R1 is H or 1-4C alkyl and R2 is 1-4C alkyl. Also new are auxiliary carriers for transfer printing which contain (I). (I) are esp. useful for polyester, giving prints of very good fastness to light and wet treatments. In an example, a paper was flexographically printed with an ink comprising 20 pts. (I; R is H; R1 and R2 both methyl); 5 pts. ethylcellulose, 70 pts. ethanol, 20 pts. ethyl acetate and 5 pts. ethyl glycol, then dried. The printed side of the paper was placed on a polyester material and run through a calander for 30 sec. at 210 deg. C. The dye was transferred, giving a reddish-blue print on a white background.

Description

TransferfarbstoffeTransfer dyes

Die Erfindung betrifft die Verwendung von Farbstoffen der Formel I in der R Wasserstoff oder Methyl, R1 Wasserstoff oder C1- bis C4-Alkyl und R2 C1- bis C4-Alkyl sind, für den Transferdruck.The invention relates to the use of dyes of the formula I. in which R is hydrogen or methyl, R1 is hydrogen or C1 to C4 alkyl and R2 is C1 to C4 alkyl, for transfer printing.

Einzelne Reste Rr und R2 sind z. B. Methyl, Propyl oder Butyl und insbesondere Äthyl.Individual radicals Rr and R2 are z. B. methyl, propyl or butyl and especially ethyl.

Die Farbstoffe der Formel I eignen sich vorzugsweise zum Färben von Polyestern. Die Echtheiten sind sehr gut r zu erwähnen sind dabei Naß- und Lichtechtheiten.The dyes of the formula I are preferably suitable for dyeing Polyesters. The fastness properties are very good; there are wet and light fastnesses to be mentioned.

Das Transferdruckverfahren ist z. B. aus der FR-PS 1 223 330 und der DT-OS 1 769 757, Farbstoffzubereitungen und Hilfsträger dafür sind aus den DT-OS 1 771 813 und 1 771 812 bekannt. Die Farbstoffe der Formel I können nach den bekannten Verfahren verwen det werden.The transfer printing process is z. B. from FR-PS 1 223 330 and the DT-OS 1 769 757, dye preparations and auxiliary carriers therefor are from the DT-OS 1 771 813 and 1 771 812 known. The dyes of the formula I can be prepared according to the known Procedures are used.

In den folgenden Beispielen beziehen sich Angaben über Teile und Prozente, sofern nicht anders vermerkt, auf das Gewicht.In the following examples, parts and percentages relate to unless otherwise noted, by weight.

Beispiel 1 Man bedruckt ein Papier im Flexodruck mit einer Farbe, die aus 20 Teilen des Farbstoffes der Formel 5 Teilen Äthylcellulose, 70 Teilen Äthylalkohol, 20 Teilen Äthylacetat und 5 Teilen Äthylglykol besteht und trocknet den Druck. Das Papier läßt man, mit der bedruckten Seite auf einem Polyestergewirke liegend, gemeinsam mit diesem 30 Sekunden bei 210 0C durch einen Kalander laufen. Dabei wird der Farbstoff auf das Gewirke übertragen, wobei man einen rotstichig blauen Druck auf weißem Grund erhält.EXAMPLE 1 A paper is printed using flexographic printing with an ink composed of 20 parts of the dye of the formula 5 parts of ethyl cellulose, 70 parts of ethyl alcohol, 20 parts of ethyl acetate and 5 parts of ethyl glycol consists and dries the print. The paper is allowed to run with the printed side on a polyester knitted fabric for 30 seconds at 210 ° C. through a calender. The dye is transferred to the knitted fabric, giving a reddish-tinged blue print on a white background.

Beispiel 2 Man bedruckt ein Papier im Rotationsfilmdruck mit einer Farbe, die aus 50 Teilen einer 50 zeigen wäßrigen Zubereitung des Farbstoffes der Formel 380 Teilen Wasser, 400 Teilen einer 10 zeigen Kernmehlätherverdickung und 200 Teilen einer 10 %igen Stärkeätherverdickung besteht und trocknet den Druck. Dann überträgt man das Papierdruckmuster auf die im Beispiel 1 beschriebene Art in 30 Sekunden bei 210 OC auf ein Polyestergewebe. Man erhält einen blauen Druck auf weißem Grund.EXAMPLE 2 A paper is printed using rotary film printing with an ink composed of 50 parts of an aqueous preparation of the dye of the formula 380 parts of water, 400 parts of a 10 show gum ether thickening and 200 parts of a 10% starch ether thickening consists and dries the print. The paper print pattern is then transferred to a polyester fabric in the manner described in Example 1 in 30 seconds at 210.degree. A blue print is obtained on a white background.

Beispiel 3 Man bedruckt ein Papier im Tiefdruck mit einer Farbe, die aus 20 Teilen des Farbstoffes der Formel und 90 Teilen eines Firnis besteht, der sich wie folgt zusammensetzt: 10 Teile Äthylcellulose, 75 Teile Äthylalkohol, 20 Teile Äthylacetat und 5 Teile Äthylglykol.Example 3 A paper is printed by gravure printing with an ink composed of 20 parts of the dye of the formula and 90 parts of a varnish composed as follows: 10 parts of ethyl cellulose, 75 parts of ethyl alcohol, 20 parts of ethyl acetate and 5 parts of ethyl glycol.

Das getrocknete Papier läßt man, mit der bedruckten Seite auf einem Polyestergewebe liegend, gemeinsam mit diesem 30 Sekunden bei 210 °C durch einen Kalander laufen.The dried paper is left with the printed side on one Polyester fabric lying down, together with it for 30 seconds at 210 ° C through a Calender run.

Dabei wird der Farbstoff auf das Polyestergewebe übertragen. Man erhält einen licht- und waschechten, brillanten blauen Druck auf weißem Grund.The dye is transferred to the polyester fabric. You get a lightfast and washfast, brilliant blue print on a white background.

Beispiel 4 Man bedruckt ein Papier im Rotationsfilmdruck mit einer Farbe, die aus 40 Teilen einer 50 %igen wäßrigen Zubereitung des Farbstoffes der Formel 280 Teilen Wasser und 700 Teilen einer 8 %igen Kernmehlätherverdickung besteht und trocknet den Druck.Example 4 A paper is printed using rotary film printing with an ink composed of 40 parts of a 50% strength aqueous preparation of the dye of the formula 280 parts of water and 700 parts of an 8% flour ether thickener and dry the print.

Dann überträgt man das Papierdruckmuster auf die im Beispiel 1 beschriebene Weise in 30 Sekunden bei 210 °C auf ein Polyestergewebe. Man erhält einen grünstichig blauen Druck auf weißem Grund.The paper print pattern is then transferred to that described in Example 1 Way in 30 seconds at 210 ° C on a polyester fabric. You get a greenish tint blue print on a white background.

Claims (2)

'Patentansprüche 1. Verwendung der Farbstoffe der allgemeinen Formel in der R Wasserstoff oder Methyl, R1 Wasserstoff oder C1- bis C4-Alkyl und R2 c1 - bis C4-Alkyl sind, für den Transferdruck.Claims 1. Use of the dyes of the general formula in which R is hydrogen or methyl, R1 is hydrogen or C1 to C4 alkyl and R2 is c1 to C4 alkyl, for transfer printing. 2. Hilfsträger für den Transferdruck enthaltend als bestandteil des Druckes einen Farbstoff der allgemeinen Formel gemäß Anspruch 1.2. Containing auxiliary carriers for transfer printing as part of the Printing a dye of the general formula according to Claim 1.
DE19803005865 1980-02-16 1980-02-16 Transfer printing with mono:azo dye - from amino-benzisothiazole and aniline coupler, esp. for polyester Withdrawn DE3005865A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE19803005865 DE3005865A1 (en) 1980-02-16 1980-02-16 Transfer printing with mono:azo dye - from amino-benzisothiazole and aniline coupler, esp. for polyester

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19803005865 DE3005865A1 (en) 1980-02-16 1980-02-16 Transfer printing with mono:azo dye - from amino-benzisothiazole and aniline coupler, esp. for polyester

Publications (1)

Publication Number Publication Date
DE3005865A1 true DE3005865A1 (en) 1981-09-03

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
DE19803005865 Withdrawn DE3005865A1 (en) 1980-02-16 1980-02-16 Transfer printing with mono:azo dye - from amino-benzisothiazole and aniline coupler, esp. for polyester

Country Status (1)

Country Link
DE (1) DE3005865A1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4681932A (en) * 1984-07-07 1987-07-21 Bayer Aktiengesellschaft Benzoisothiazole azo dyestuffs
EP0526170A2 (en) * 1991-07-31 1993-02-03 MITSUI TOATSU CHEMICALS, Inc. Dyestuff for heat-sensitive transfer record and transfer sheet containing same
USRE36357E (en) * 1985-08-27 1999-10-26 Imperial Chemical Industries Plc Thermal transfer printing: hetero-aromatic azo dye

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4681932A (en) * 1984-07-07 1987-07-21 Bayer Aktiengesellschaft Benzoisothiazole azo dyestuffs
US4773915A (en) * 1984-07-07 1988-09-27 Bayer Aktiengesellschaft Benzisothiazole azo dye for synthetic fibers
USRE36357E (en) * 1985-08-27 1999-10-26 Imperial Chemical Industries Plc Thermal transfer printing: hetero-aromatic azo dye
EP0526170A2 (en) * 1991-07-31 1993-02-03 MITSUI TOATSU CHEMICALS, Inc. Dyestuff for heat-sensitive transfer record and transfer sheet containing same
EP0526170A3 (en) * 1991-07-31 1993-06-09 Mitsui Toatsu Chemicals, Inc. Dyestuff for heat-sensitive transfer record and transfer sheet containing same
US5358536A (en) * 1991-07-31 1994-10-25 Mitsui Toatsu Chemicals, Incorporated Dyestuff for heat-sensitive transfer record and transfer sheet containing same
US5567470A (en) * 1991-07-31 1996-10-22 Mitsui Toatsu Chemicals, Incorporated Heat-sensitive transfer sheet containing blue dyestuff

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