DE1227863B - Process for dyeing or printing fiber material made from high molecular weight polyesters - Google Patents

Process for dyeing or printing fiber material made from high molecular weight polyesters

Info

Publication number
DE1227863B
DE1227863B DEC26260A DEC0026260A DE1227863B DE 1227863 B DE1227863 B DE 1227863B DE C26260 A DEC26260 A DE C26260A DE C0026260 A DEC0026260 A DE C0026260A DE 1227863 B DE1227863 B DE 1227863B
Authority
DE
Germany
Prior art keywords
dyeing
molecular weight
high molecular
material made
fiber material
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
DEC26260A
Other languages
German (de)
Inventor
Dr Werner Zerweck
Dr Ernst Heinrich
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.)
Cassella Farbwerke Mainkur AG
Original Assignee
Cassella Farbwerke Mainkur 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
Priority to BE628512D priority Critical patent/BE628512A/xx
Priority to NL110379D priority patent/NL110379C/xx
Application filed by Cassella Farbwerke Mainkur AG filed Critical Cassella Farbwerke Mainkur AG
Priority to DEC26260A priority patent/DE1227863B/en
Priority to CH191463A priority patent/CH405227A/en
Priority to GB623763A priority patent/GB978731A/en
Priority to FR925004A priority patent/FR1348781A/en
Publication of DE1227863B publication Critical patent/DE1227863B/en
Pending 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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
    • 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
    • D06P1/16—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 dispersed, e.g. acetate, dyestuffs
    • D06P1/20—Anthraquinone dyes
    • 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
    • D06P1/52—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 synthetic macromolecular substances
    • D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • D06P1/5214—Polymers of unsaturated compounds containing no COOH groups or functional derivatives thereof
    • D06P1/5242—Polymers of unsaturated N-containing compounds
    • 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
    • D06P1/62—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 with sulfate, sulfonate, sulfenic or sulfinic groups
    • D06P1/621—Compounds without nitrogen

Landscapes

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

Description

BUNDESREPUBLIK DEUTSCHLANDFEDERAL REPUBLIC OF GERMANY

DEUTSCHESGERMAN

PATENTAMTPATENT OFFICE

AUSLEGESCHRIFTEDITORIAL

Int. CL:Int. CL:

D06pD06p

Deutsche Kl.: 8m-1/01 German class: 8m- 1/01

Nummer: ..... 1227 863
Aktenzeichen: C 26260 IV c/8 m
Anmeldetag: 17. Februar 1962
Auslegetag: 3. November 1966Number: ..... 1227 863
File number: C 26260 IV c / 8 m
Filing date: February 17, 1962
Open date: November 3, 1966

Es wurde gefunden, daß man tiefe Färbungen bzw. satte Drucke auf Polyester-Fasermaterialien, insbesondere solchen-iauJ-Basis, von Polyäthylenglykolterephthalaten, erhält, wenn man zum Färben oder Bedrucken als Farbstoffe Di-, Tri- oder Tetranitroderivate verwendet, die durch Nitrierung von 1,4-, 1,5- oder 1,8-Diarylaminoanthrachinonen der allgemeinen FormelIt has been found that deep dyeings or deep prints on polyester fiber materials, in particular such-iauJ-Basis, of polyethylene glycol terephthalates, obtained when dyeing or printing is used as dyes, di-, tri- or tetranitro derivatives used by nitration of 1,4-, 1,5- or 1,8-diarylaminoanthraquinones of the general formula

Y O NH-ArylY O NH-aryl

Verfahren zum Färben oder Bedrucken von
Fasergut aus Köchmolekularen PolyesternProcess for dyeing or printing
Fibrous material made from cooked molecular polyesters

YOYYOY

worin ein Y einen Arylaminorest, die beiden anderen Y Wasserstoff bedeuten, und die Arylreste noch durch Halogen, Alkyl- oder Cycloalkylgruppen substituiert sein können, erhalten worden sind.wherein one Y is an arylamino radical, the other two Y are hydrogen, and the aryl radicals are still through Halogen, alkyl or cycloalkyl groups can be substituted, have been obtained.

Die nach der Erfindung verwendeten Farbstoffe können in bekannter Weise erhalten werden, z. B. durch Behandlung der Diarylamino-anthrachinone mit entsprechenden Mengen Salpetersäure unter Verwendung von konzentrierter Schwefelsäure als Lösungsmittel (vgl. die deutsche Patentschrift 111 866).The dyes used according to the invention can be obtained in a known manner, e.g. B. by treating the diarylamino-anthraquinones with appropriate amounts of nitric acid Use of concentrated sulfuric acid as a solvent (cf. German Patent 111 866).

Die mit ihnen erfindungsgemäß herstellbaren Färbungen bzw. Drucke auf Polyester-Fasermaterialien besitzen sehr gute Echtheitseigenschaften, insbesondere hervorragende Thermofixier- und Lichtechtheit.The dyeings or prints on polyester fiber materials that can be produced with them according to the invention have very good fastness properties, in particular excellent heat-setting and lightfastness.

Des weiteren eignen sich die gemäß der Erfindung verwendeten, in Mischung mit anderen, für das Färben von Polyesterfasern brauchbaren Farbstoffe hervorragend zur Einstellung voller, gedeckter Farbtöne, insbesondere zur Erzeugung von tiefen Schwarzfärbungen bzw. -drucken.In addition, those used according to the invention, mixed with others, are suitable for the Dyeing of polyester fibers useful dyes are excellent for setting full, muted shades, especially for the production of deep black colorations or prints.

Beispiel 1example 1

Ein Gewebe aus Polyäthylenglykolterephthalat wird mit nachstehender Druckpaste bedruckt:A fabric made of polyethylene glycol terephthalate is printed with the following printing paste:

30 g der Dinitroderivate, erhalten durch Nitrierung30 g of the dinitro derivatives obtained by nitration

von 1,4-Di-p-toluido-anthrachinon, 150 g Natriumsalz eines sulfierten Rizinusöls (etwaof 1,4-di-p-toluido-anthraquinone, 150 g of the sodium salt of a sulfated castor oil (approx

50%,ig),
210 g Wasser,50%, ig),
210 g water,

600 g Kristallgummiverdickung (1: 3), 10 g Entschäumer,600 g crystal rubber thickening (1: 3), 10 g defoamer,

Anmelder:Applicant:

Cassella Farbwerke Mainkur Aktiengesellschaft,Cassella Farbwerke Mainkur Aktiengesellschaft,

Frankfurt/M.- FechenheimFrankfurt / M.- Fechenheim

Als Erfinder benannt:Named as inventor:

Dr. Werner Zerweck f, Frankfurt/M.;Dr. Werner Zerweck f, Frankfurt / M .;

Dr. Ernst Heinrich, Frankfurt/M.- Fechenheim -Dr. Ernst Heinrich, Frankfurt / M.- Fechenheim -

Nach dem Trocknen wird etwa 60 Sekunden bei 2000C im Thermofixierrahmen fixiert. Anschließend wird gespült und dann in einer Lösung, dieAfter drying, it is fixed in the heat-setting frame at 200 ° C. for about 60 seconds. It is then rinsed and then in a solution that

3 ccm/1 Natronlauge 38° Be,
2 g/l Hydrosuffit-(konz.) Pulver,
1 g/l Polyvinylpyrrolidon3 ccm / 1 sodium hydroxide solution 38 ° Be,
2 g / l hydrosuffit (conc.) Powder,
1 g / l polyvinylpyrrolidone

enthält, während etwa 15 Minuten bei 60 bis 7O0C behandelt. Hierauf wird gut gespült, mit etwa 2 g/l eines nichtionogenen Waschmittels heiß geseift, gespült und getrocknet. Man erhält einen vollen grünstichiggrauen Druck von sehr guten Echtheitseigenschaften.
Drucke von ähnlicher Nuance und von ebenfalls sehr guten Echtheitseigenschaften werden erhalten, wenn in der obigen Druckvorschrift das Dinitroderivat, das man durch Nitrierung von 1,4-Dip-toluido-anthrachinon erhält, ersetzt wird durch die Dinitroderivate, die durch Nitrierung von 1,4-Dianilido-anthrachinon, 1,4-Di-o-toluido-anthrachinon, 1,4-Di-m-toluido-anthrachinon, l,4-Di-(3',4'-dimethylanilido)-anthrachinon, 1,4-Di-p-chloranilido-anthrachinon, 1,4-Di-p-cyclohexyl-anilido-anthrachinon oder 1,4-Di-ar-a-tetralamido-anthrachinon erhalten worden sind.contains, treated at 60 to 7O 0 C for about 15 minutes. This is followed by a good rinse, hot soapy with about 2 g / l of a non-ionic detergent, rinsing and drying. A full greenish gray print with very good fastness properties is obtained.
Prints of a similar shade and also of very good fastness properties are obtained if, in the above printing specification, the dinitro derivative, which is obtained by nitration of 1,4-dip-toluido-anthraquinone, is replaced by the dinitro derivatives obtained by nitration of 1,4 -Dianilido-anthraquinone, 1,4-di-o-toluido-anthraquinone, 1,4-di-m-toluido-anthraquinone, 1,4-di- (3 ', 4'-dimethylanilido) -anthraquinone, 1,4 -Di-p-chloroanilido-anthraquinone, 1,4-di-p-cyclohexyl-anilido-anthraquinone or 1,4-di-ar-a-tetralamido-anthraquinone have been obtained.

Beispiel 2Example 2

Ein Gewebe aus Polyäthylenglykolterephthalat wird auf dem Foulard mit nachstehender Flotte geklotzt:A fabric made of polyethylene glycol terephthalate is placed on the padder with the following liquor padded:

30 g Tetranitroderivat, erhalten durch Nitrierung von 1,5-Dianilido-anthrachinon,30 g tetranitro derivative, obtained by nitration of 1,5-dianilido-anthraquinone,

1 g Polyacrylamid,1 g polyacrylamide,

2 g eines Polyglykoläthers,
g Wasser,2 g of a polyglycol ether,
g water,

1000 g.1000 g.

g.G.

609 709/279609 709/279

Nach dem Trocknen wird wie unter Beispiel 1 beschrieben weiterbehandelt.After drying, treatment is continued as described in Example 1.

Es wird eine violettstichigbraune Färbung von sehr guten Echtheitseigenschaften erhalten.A purple-tinged brown dyeing with very good fastness properties is obtained.

Wird in dem obigen Beispiel das Tetranitroderivat ersetzt durch Trinitro- bzw. Dinitroderivate, die durch Nitrierung von 1,5-Di-p-toluido-anthrachinon oder durch Dinitroderivate, die durch Nitrierung von 1,5-Dianilido-anthrachinon erhalten worden sind, so gelangt man zu farbstarken Korinthfärbungen von a ebenfalls sehr guten'Echtheitseigenschaften.If in the above example the tetranitro derivative is replaced by trinitro or dinitro derivatives, the by nitration of 1,5-di-p-toluido-anthraquinone or by dinitro derivatives obtained by nitration of 1,5-dianilido-anthraquinone have been obtained, strong Corinth colorations of a also very good fastness properties.

Claims (1)

Patentanspruch:Claim: Verfahren zum Färben oder Bedrucken von Fasergut aus hochmolekularen Polyestern, da- j durch gekennzeichnet, daß man als Farbstoffe Di, Tri-. oder leteanitroderivate ver-.Process for dyeing or printing fiber material made from high molecular weight polyesters, da- j characterized by that as Dyes Di, Tri-. or leteanitro derivatives. wendet, die durch Nitrierung von Diarylaminoanthrachinonen der allgemeinen Formelapplies that by nitration of diarylaminoanthraquinones of the general formula O NH-ArylO NH-aryl Y OY O worin ein Y einen Arylaminorest, die beiden anderen Y Wasserstoff bedeuten und die Arylreste noch durch Halogen, Alkyl- oder Cycloalkylgruppen substituiert sein können, erhalten worden ..sind.wherein one Y is an arylamino radical, the other two Y are hydrogen and the aryl radicals can still be substituted by halogen, alkyl or cycloalkyl groups, has been obtained ..are. Bei der Bekanntmachung der Anmeldung ist eine Färbetafel mit Erläuterung ausgelegt worden.When the application was announced, a coloring table with an explanation was displayed. 609 709/279 10.66 © Bundesdruckerei Berlin609 709/279 10.66 © Bundesdruckerei Berlin
DEC26260A 1962-02-17 1962-02-17 Process for dyeing or printing fiber material made from high molecular weight polyesters Pending DE1227863B (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
BE628512D BE628512A (en) 1962-02-17
NL110379D NL110379C (en) 1962-02-17
DEC26260A DE1227863B (en) 1962-02-17 1962-02-17 Process for dyeing or printing fiber material made from high molecular weight polyesters
CH191463A CH405227A (en) 1962-02-17 1963-02-15 Process for dyeing and printing fiber material made of high molecular weight polyesters with anthraquinone dyes
GB623763A GB978731A (en) 1962-02-17 1963-02-15 Process for dyeing and printing polyester fibres
FR925004A FR1348781A (en) 1962-02-17 1963-02-15 Printing and dyeing of fibrous materials

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC26260A DE1227863B (en) 1962-02-17 1962-02-17 Process for dyeing or printing fiber material made from high molecular weight polyesters

Publications (1)

Publication Number Publication Date
DE1227863B true DE1227863B (en) 1966-11-03

Family

ID=7018074

Family Applications (1)

Application Number Title Priority Date Filing Date
DEC26260A Pending DE1227863B (en) 1962-02-17 1962-02-17 Process for dyeing or printing fiber material made from high molecular weight polyesters

Country Status (6)

Country Link
BE (1) BE628512A (en)
CH (1) CH405227A (en)
DE (1) DE1227863B (en)
FR (1) FR1348781A (en)
GB (1) GB978731A (en)
NL (1) NL110379C (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH432692A (en) * 1964-01-20 1967-03-31 Sandoz Ag Process for the preparation of dyes of the anthraquinone series
NL6511593A (en) * 1964-09-07 1966-03-08

Also Published As

Publication number Publication date
FR1348781A (en) 1964-01-10
BE628512A (en)
NL110379C (en)
CH191463A4 (en) 1965-09-30
CH405227A (en) 1966-07-15
GB978731A (en) 1964-12-23

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