DE1061284B - Process for dyeing structures made of polyterephthalic acid glycol esters - Google Patents

Process for dyeing structures made of polyterephthalic acid glycol esters

Info

Publication number
DE1061284B
DE1061284B DEF20909A DEF0020909A DE1061284B DE 1061284 B DE1061284 B DE 1061284B DE F20909 A DEF20909 A DE F20909A DE F0020909 A DEF0020909 A DE F0020909A DE 1061284 B DE1061284 B DE 1061284B
Authority
DE
Germany
Prior art keywords
acid glycol
benzene
polyterephthalic acid
glycol esters
structures made
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.)
Pending
Application number
DEF20909A
Other languages
German (de)
Inventor
Dr Winfried Kruckenberg
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.)
Bayer AG
Original Assignee
Bayer 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 Bayer AG filed Critical Bayer AG
Priority to DEF20909A priority Critical patent/DE1061284B/en
Publication of DE1061284B publication Critical patent/DE1061284B/en
Pending 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
    • 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

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  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Description

Verfahren zum Färben von Gebilden aus Polyterephthalsäureglykolestern Es wurde gefunden, daß man wertvolle Färbungen von Gebilden, wie Fäden, Bändern, Fasern u. dgl., aus Polyterephthalsäureglykolestern erhält, wenn man metallfreie und sulfonsäure- und carbonsäuregruppenfreie Farbstoffe der Benzol-azo-benzol-, Benzol-azo-naphthalin- oder Benzol-azo-pyrazolonreihe verwendet, die mindestens eine Sulfonylaminogruppe extern oder kerngebunden enthalten.Process for dyeing structures made from polyterephthalic acid glycol esters It has been found that valuable dyeings of structures such as threads, ribbons, Fibers and the like, obtained from polyterephthalic acid glycol esters when metal-free and sulfonic acid and carboxylic acid group-free dyes of the benzene-azo-benzene, Benzene-azo-naphthalene or benzene-azo-pyrazolone series used, the at least contain a sulfonylamino group externally or bonded to the nucleus.

Die erfindungsgemäß zur Anwendung kommenden Monoazofarbstoffe können in bekannter Weise durch Kuppeln von diazotierten Aminobenzolen mit Verbindungen der Benzol-, Naphthalin- oder Pyrazolonreihe erhalten werden, wobei die Diazo- und/oder Azokomponenten mindestens eine Sulfonylaminogruppe extern oder kerngebunden enthalten. Die Komponenten sollen jedoch von Sulfonsäure- und Carbonsäuregruppen frei sein.The monoazo dyes used according to the invention can in a known manner by coupling diazotized aminobenzenes with compounds the benzene, naphthalene or pyrazolone series are obtained, the diazo and / or Azo components contain at least one sulfonylamino group external or bonded to the nucleus. However, the components should be free from sulfonic acid and carboxylic acid groups.

Die Farbstoffe zeigen im allgemeinen ein gutes Ziehvermögen auf Polyterephthalsäureglykolesterfasern. Man erhält Färbungen mit guten Echtheitseigenschaften, insbesondere mit guter Sublimierechtheit. Beispiel Der Farbstoff, den man in üblicher Weise durch Kuppeln von diazotiertem 1-Amino-2,5-dicyanbenzol mit N-äthyl-N-(methyl-sulfonylamino)-äthyl-aminobenzol erhält, wird mit einem Dispergiermittel eingestellt und durch Anrühren mit warmem Wasser gut angeteigt und dem Färbebad zugesetzt. Man färbt 1 °/o des Farbstoffes (bezogen auf das Gewicht des Färbematerials) ohne weitere Zusätze auf Polyesterfaser, indem man zweckmäßigerweise bei 50°C in das Färbebad eingeht, die Flotte allmählich auf 120°C treibt und 1 Stunde bei dieser Temperatur beläßt. Nach anschließendem Spülen und Trocknen erhält man eine orangefarbene Färbung mit guten Echtheitseigenschaften.The dyes generally show good drawability on polyterephthalic acid glycol ester fibers. The dyeings obtained have good fastness properties, in particular good fastness to sublimation. Example The dye obtained in the usual way by coupling diazotized 1-Amino-2,5-dicyanobenzene with N-ethyl-N- (methyl-sulfonylamino) -ethyl-aminobenzene obtained, is adjusted with a dispersant and stirred with warm Make a paste with water and add to the dye bath. 1% of the dye is colored (based on the weight of the dye material) without further additives on polyester fiber, by entering the dyebath expediently at 50.degree. C., the liquor gradually drives to 120 ° C and left at this temperature for 1 hour. After subsequent Rinsing and drying gives an orange dye with good fastness properties.

Mit den Farbstoffen der folgenden Tabellen werden auf Polyterephthalsäureglykolesterfasern ebenfalls Färbungen mit guten Echtheitseigenschaften erhalten. Farbton der Färbung Farbstoff auf Polyterephthalsäure- glykolesterfaser OCHS 1. N C @ - N=N - N H SO, C H3 orangebraun CN C H3 NC Cg H5 2. N = N N / rotstichigorange \C,H,NH S02CH3 CN CH, C2 H5 3. 02N N = N N rubin \C,H,NH S02CH3 CN CH, " Farbton der Färbung Farbstoff auf Polyterephthalsäure- " glykolesterfaser 4. N C --«-- N=N --@ N blaustichigrot C2H5 CN NHS02CH3 C2H5 5. N C @-- N=N --@@ N stark rotstichigorange @/ C,H5 Cl NHS02CH3 Cl @ @ C2Hs 6. N C N = N - N rotstichigbordo C2 H5 CN NHS02CH3 C1 C2Hs 7. N=N-<::#l-NI stark rotstichigorange 1\ C2H5 CN NHS02CH3 C2 H" B. 02N -C>_ N=N - N blaustichigbordo C2 H5 CN NHS02CH3 With the dyes of the following tables, dyeings with good fastness properties are likewise obtained on polyterephthalic acid glycol ester fibers. Hue of staining Dye on polyterephthalic acid glycol ester fiber OX 1st NC @ - N = N - NH SO, C H3 orange brown CN C H3 NC Cg H5 2. N = NN / reddish orange \ C, H, NH SO 2 CH 3 CN CH, C2 H5 3. 02N N = N N ruby \ C, H, NH SO 2 CH 3 CN CH, "Hue of the staining Dye on polyterephthalic acid "glycol ester fiber 4. NC - «- N = N - @ N bluish-tinted red C2H5 CN NHS02CH3 C2H5 5th NC @ - N = N - @@ N strongly reddish orange @ / C, H5 Cl NHS02CH3 Cl @ @ C2Hs 6. NCN = N - N reddish border C2 H5 CN NHS02CH3 C1 C2Hs 7. N = N - <:: # l-NI strongly reddish orange 1 \ C2H5 CN NHS02CH3 C2 H " B. 02N -C> _ N = N - N bluish border C2 H5 CN NHS02CH3

Claims (1)

PATENTANSPRUCH: Verfahren zum Färben von Gebilden aus Polyterephthalsäureglykolestern, insbesondere Polyterephthalsäureglykolesterfasern, dadurch gekennzeichnet, daB man metallfreie und sulfonsäure- und carbonsäuregruppenfreie Farbstoffe der Benzol-azobenzol-, Benzol-azo-naphthalin- oder Benzol-azopyrazolonreihe verwendet, die mindestens eine Sulfonylanvnogruppe extern oder kerngebunden enthalten. In Betracht gezogene Druckschriften: Deutsche Patentschrift Nr. 899 537; schweizerische Patentschrift Nr. 275 801; USA.-Patentschrift Nr. 2 325 972. PATENT CLAIM: A process for dyeing structures made from polyterephthalic acid glycol esters, in particular polyterephthalic acid glycol ester fibers, characterized in that metal-free and sulfonic acid and carboxylic acid group-free dyes of the benzene-azobenzene, benzene-azo-naphthalene or benzene-azopyrazolone series, externally bonded to at least one sulfyl azopyrazolone group, are used contain. Documents considered: German Patent No. 899 537; Swiss Patent No. 275 801; U.S. Patent No. 2,325,972.
DEF20909A 1956-07-27 1956-07-27 Process for dyeing structures made of polyterephthalic acid glycol esters Pending DE1061284B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF20909A DE1061284B (en) 1956-07-27 1956-07-27 Process for dyeing structures made of polyterephthalic acid glycol esters

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF20909A DE1061284B (en) 1956-07-27 1956-07-27 Process for dyeing structures made of polyterephthalic acid glycol esters

Publications (1)

Publication Number Publication Date
DE1061284B true DE1061284B (en) 1959-07-16

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
DEF20909A Pending DE1061284B (en) 1956-07-27 1956-07-27 Process for dyeing structures made of polyterephthalic acid glycol esters

Country Status (1)

Country Link
DE (1) DE1061284B (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1162805B (en) * 1959-12-24 1964-02-13 Eastman Kodak Co Process for dyeing textiles made from linear polyesters
DE1233818B (en) * 1961-01-30 1967-02-09 Eastman Kodak Co Process for dyeing textiles made of polyesters or cellulose alkyl carboxylic acid esters with anthraquinone dyes
DE1257093B (en) * 1960-11-23 1967-12-28 Ciba Geigy Process for dyeing and printing fiber material made from aromatic polyesters
DE1263950B (en) * 1960-04-28 1968-03-21 Hoechst Ag Process for the preparation of water-insoluble monoazo dyes
DE1283988B (en) * 1964-11-12 1968-11-28 Cassella Farbwerke Mainkur Ag Process for the preparation of water-insoluble monoazo dyes
US4406661A (en) 1980-06-06 1983-09-27 Cassella Aktiengesellschaft Process for dyeing and printing synthetic, hydrophobic fibre material with dischargeable azo disperse dye

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2325972A (en) * 1943-08-03 Process of dyeing mixed fdjrous
CH275801A (en) * 1949-07-21 1951-06-15 Ag Sandoz Process for the preparation of a metallizable monoazo dye.
DE899537C (en) * 1951-01-23 1953-12-14 Geigy Ag J R Process for the preparation of 0-oxy-0'-caboxy-azo dyes

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2325972A (en) * 1943-08-03 Process of dyeing mixed fdjrous
CH275801A (en) * 1949-07-21 1951-06-15 Ag Sandoz Process for the preparation of a metallizable monoazo dye.
DE899537C (en) * 1951-01-23 1953-12-14 Geigy Ag J R Process for the preparation of 0-oxy-0'-caboxy-azo dyes

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1162805B (en) * 1959-12-24 1964-02-13 Eastman Kodak Co Process for dyeing textiles made from linear polyesters
DE1263950B (en) * 1960-04-28 1968-03-21 Hoechst Ag Process for the preparation of water-insoluble monoazo dyes
DE1257093B (en) * 1960-11-23 1967-12-28 Ciba Geigy Process for dyeing and printing fiber material made from aromatic polyesters
DE1233818B (en) * 1961-01-30 1967-02-09 Eastman Kodak Co Process for dyeing textiles made of polyesters or cellulose alkyl carboxylic acid esters with anthraquinone dyes
DE1283988B (en) * 1964-11-12 1968-11-28 Cassella Farbwerke Mainkur Ag Process for the preparation of water-insoluble monoazo dyes
US4406661A (en) 1980-06-06 1983-09-27 Cassella Aktiengesellschaft Process for dyeing and printing synthetic, hydrophobic fibre material with dischargeable azo disperse dye

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