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DE946976C - Process for producing black prints - Google Patents

Process for producing black prints

Info

Publication number
DE946976C
DE946976C DEF15230A DEF0015230A DE946976C DE 946976 C DE946976 C DE 946976C DE F15230 A DEF15230 A DE F15230A DE F0015230 A DEF0015230 A DE F0015230A DE 946976 C DE946976 C DE 946976C
Authority
DE
Germany
Prior art keywords
acid
prints
producing black
black prints
methoxydiphenylamine
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
DEF15230A
Other languages
German (de)
Inventor
Dr Marie-Louise Seidenfaden
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.)
Hoechst AG
Original Assignee
Hoechst 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 Hoechst AG filed Critical Hoechst AG
Priority to DEF15230A priority Critical patent/DE946976C/en
Application granted granted Critical
Publication of DE946976C publication Critical patent/DE946976C/en
Expired legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/38General 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 reactive dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/62General 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
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/64General 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
    • D06P1/642Compounds containing nitrogen
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/673Inorganic compounds
    • D06P1/67333Salts or hydroxides
    • D06P1/6735Salts or hydroxides of alkaline or alkaline-earth metals with anions different from those provided for in D06P1/67341
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/24Polyamides; Polyurethanes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/001Special chemical aspects of printing textile materials
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/30Ink jet printing

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Paper (AREA)

Description

Verfahren zur Erzeugung von schwarzen Drucken Es wurde gefunden, daß man tiefe schwarze Drucke von großer Fülle erhält, wenn man Antidiazo- oder Hydrazinsulfonsäuren aus 4-Aminodiphenylaminen, welche außer der Aminogruppe noch andere nicht löslich machende Substituenten enthalten können, gemeinsam mit i, 3, 5-Trioxybenzol auf die Faser aufbringt und die so behandelte Ware einem Dämpfprozeß unterwirft.Process for producing black prints It has been found that deep black prints of great abundance are obtained by using antidiazo or hydrazine sulfonic acids from 4-aminodiphenylamines, which apart from the amino group still others are not soluble may contain making substituents, together with i, 3, 5-trioxybenzene applies the fiber and subjects the goods treated in this way to a steaming process.

Die Verwendung von Antidiazo- oder Hydrazinsulfonsäuren der Diphenylaminreihe zusammen mit Hydroxylgruppen enthaltenden Azokomponenten für die Herstellung von unlöslichen Azofarbstoffen auf der Faser ist aus den deutschen Patentschriften 560797 und 563 o6z bereits bekanntgeworden. Zur Erzeugung von schwarzen Drucken nach den bekannten Verfahren rvar man jedoch bisher darauf angewiesen, entweder Kombinationen von Antitetrazosulfonsäuren des 4, q@-Diaminodiphenylamins mit einer Azokomponente der Eisfarbenreihe oder v--i Antidiazosulfonsäuren des Monoaminodiphenylamins mit Gemischen der technisch für Druckzwecke in Betracht kommenden Azokomponenten anzuwenden. Beide Arbeitsweisen bedürfen zur Erzielung einwandfreier Ergebnisse einer sehr sorgfältigen Ausführung.The use of antidiazo or hydrazine sulfonic acids of the diphenylamine series together with azo components containing hydroxyl groups for the production of insoluble azo dyes on the fiber has already become known from German patents 560797 and 563 o6z. To produce black prints by the known processes, however, one has hitherto relied on either combinations of antitetrazosulphonic acids of 4, q @ -diaminodiphenylamine with an azo component of the ice color series or v - i antidiazosulphonic acids of monoaminodiphenylamine with mixtures of the azo components that are technically suitable for printing purposes apply. Both working methods require very careful execution in order to achieve perfect results.

Demgegenüber ist bei dem vorliegenden Verfahren eine weit größere Sicherheit in der Erzielung gleichmäßiger Drucke gegeben, 'da die Kombination eines Monoamins der Diphenylaminreihe mit einer einzigen Azokomponente zur Anwendung gelangt. Zudem erlaubt es das vorliegende Verfahren, wahlweise entweder mit alkalischen, neutralen oder sauren Zubereitungen zu arbeiten. Die Entwicklung der Drucke kann in alkalischem oder neutralem, vorzugsweise jedoch in saurem Medium vorgenommen werden, wobei besonders die Entwicklung in saurem Medium für Farbstoffe aus Antidiazo- oder Hydrazinsulfonsäuren und Azokomponenten eine neue und überraschende Erkenntnis darstellt. Die Möglichkeit, sowohl bei der Herstellung der Druckfarben als auch bei der Entwicklung der Drucke innerhalb eines größeren pH-Bereiches zu arbeiten, gibt dem neuen Verfahren gegenüber den bereits bekannten Verfahren den Vorzug einer ' ,tveit größeren Kombinationsfähigkeit mit arnderenFarbstoffklassen und gestattet seine Anwendung auf den verschiedensten, innerhalb bestimmter pH-Bereiche empfindlicher Faserarten.In contrast, the present method is a much larger one Security in the achievement of even prints given, 'because of the combination one Monoamine of the diphenylamine series with a single azo component is used. In addition, the present process allows either with either alkaline, neutral or acidic preparations work. The development of the prints can carried out in an alkaline or neutral, but preferably in an acidic medium especially the development in an acidic medium for dyes from antidiazo- or hydrazinesulfonic acids and azo components a new and surprising discovery represents. The possibility of both in the manufacture of the printing inks as well to work within a wider pH range when developing prints, gives the new method over the already known method the preference of a ', with greater ability to be combined with other dye classes and permitted its application to the most diverse, within certain pH ranges more sensitive Fiber types.

Das neue Verfahren ist daher in mehrfacher Hinsicht den bereits bekannten Verfahren überlegen und stellt eine wertvolle Bereicherung der Technik dar. Beispiels Zu einer Lösung von 159 I, 3, 5-Trioxybenzol und 45 g eines technischen, pulverförmigen q'-methoxydiphenylamin-4-antndiazosulfonsauren Natriums (mit einem Reingehalt von 57%, berechnet auf 4-Amino-4'-methoxydiphenylamin) in 200g warmem Wasser von 4o° werden ioo g einer wäßrigen Ammoniumrhodanidlösung (i: I) und 5o g einer wäßrigen Natriumchloratlösung (I :2) gegeben. Die so erhaltene Lösung wird in 5oo g neutrale Stärke-Traganth-Verdickung eingerührt und mit 9o g kaltem Wasser auf iooo g eingestellt.The new method is therefore in several respects the already known Process superior and is a valuable asset to technology. Example To a solution of 159 l, 3, 5-trioxybenzene and 45 g of a technical, powdery q'-methoxydiphenylamine-4-antidiazosulfonic acid sodium (with a purity of 57%, calculated on 4-amino-4'-methoxydiphenylamine) in 200g warm water at 40 ° 100 g of an aqueous ammonium thiocyanate solution (i: I) and 50 g of an aqueous one Sodium chlorate solution (I: 2). The solution thus obtained becomes neutral in 500 g Stir in the starch and tragacanth thickening and adjust to 100 g with 90 g of cold water.

An Stelle der Ammoniumrhcodanidlösung I : i kann auch 25%ige Essigsäure oder 42°/oige Milchsäure verwendet werden.Instead of the ammonium rhcodanide solution I: i, 25% acetic acid can also be used or 42% lactic acid can be used.

Nach dem Aufdrucken der so erhaltenen Druckpaste auf gebleichten Baumwollstoff und Trocknen wird 8 bis io Minuten bei etwa ioo° gedämpft, kalt und dann warm gespült, mit 2 g eines Kondensationsproduktes aus einer Aminoalkylsulfonsäure und einer höhermolekularen Fettsäure, und I g Soda im Liter Wasser bei Kochtemperatur geseift, gespült und getrocknet. Man erhält so einen tiefen schwarzen Druck. An Stelle von 45 g des 4'-methoxydiphenylamiiz 4-antidiazosulfonsauren Natriums können in der oben angegebenen Druckpaste Sog des 4'-methoxydiphenylamin-4-hydrazinsulfonsauren Natriums (mit einem Reingehalt von 27,6%, berechnet auf 4-Amino-4 -methoxydiphenylamin) verwendet werden. Beispiel e 159 I, 3, 5-Trioxybenzol und 55g eines technischen pulverförmigen diphenylamin-4-antidiazosulfonsauren Natriums (mit einem Reingehalt von 38,8%, berechnet auf 4-Aminodiphenylamin) werden mit 25o g warmem Wasser von 40° gelöst und in 5oo g neutrale Stärke-Traganth-Verdickung eingerührt. Nach Hinzufügen von 5o g einer wäßrigen Natriumchloratlösung (I : 2) wird mit 130 g kaltem Wasser auf iooo g eingestellt.After the printing paste thus obtained has been printed on bleached cotton fabric and dried, it is steamed for 8 to 10 minutes at about 100 °, rinsed cold and then warm, with 2 g of a condensation product of an aminoalkylsulfonic acid and a higher molecular weight fatty acid, and 1 g of soda per liter of water Soaped, rinsed and dried at boiling point. This gives a deep black print. Instead of 45 g of 4'-methoxydiphenylamine 4-antidiazosulfonic acid sodium, in the above-mentioned printing paste So g of 4'-methoxydiphenylamine-4-hydrazinesulfonic acid sodium (with a purity of 27.6%, calculated on 4-amino-4 - methoxydiphenylamine) can be used. Example e 159 I, 3, 5-trioxybenzene and 55g of a technical powdery diphenylamine-4-antidiazosulfonic acid sodium (with a purity of 38.8%, calculated on 4-aminodiphenylamine) are dissolved with 250 g of warm water at 40 ° and poured into 5oo g neutral starch and tragacanth thickening stirred in. After addition of 5o g of an aqueous sodium chlorate solution (I: 2) is adjusted with 1 g 30 g cold water iooo.

An Stelle von Natriumchlorat kann auch Nä.-triumchlorit oder Natriumchromat verwendet werden.Instead of sodium chlorate, sodium chlorite or sodium chromate can also be used be used.

Nach dem Aufdrucken der so erhaltenen Druckpaste auf gebleichten Baumwollstoff und Trocknen wird 5 Minuten in Gegenwart von E'ssigsäure-Ameisensäure-Dämpfen bei etwa -Ioo° gedämpft, gespült, mit 2 g eines Kondensationsproduktes aus einer Aminoalkylsulfonsäure und einer höhermolekularen Fettsäure und I g Soda im Liter Wasser bei Kochtemperatur geseift, gespült und getrocknet. Man erhält einen tiefen schwarzen Druck.After the printing paste thus obtained has been printed onto bleached cotton fabric and drying is carried out for 5 minutes in the presence of acetic acid-formic acid vapors about -Ioo ° steamed, rinsed, with 2 g of a condensation product of an aminoalkylsulfonic acid and a higher molecular weight fatty acid and 1 g soda per liter of water at boiling temperature soaped, rinsed and dried. A deep black print is obtained.

. Verwendet man an Stelle von 55 g diphenylamin-4-antidiazosulfonsaurem Natrium 90 g 3-methoxydiphenylamin-4-antidiazosulfonsaures Natrium (mit einem Reingehalt von 24,7%, berechnet auf 4-Amino-3-methoxydiphenylamin), so erhält man ebenfalls einen tiefen schwarzen Druck:. If 90 g of 3-methoxydiphenylamine-4-antidiazosulphonic acid are used instead of 55 g of sodium diphenylamine-4-antidiazosulphonic acid (with a purity of 24.7%, calculated on 4-amino-3-methoxydiphenylamine), a low one is also obtained black print:

Claims (2)

PATENTANSPRÜCHE: i. Verfahren zur Erzeugung von schwarzen Drucken, dadurch gekennzeichnet, daß man Antidiazo- oder Hydrazinsulfonsäuren aus 4-Aminodiphenylaminen, welche außer der Aminogruppe noch ändere nicht löslich machende Substituenten enthalten können, gemeinsam mit I, 3, 5-Trioxybenzol auf die Faser aufbringt und die so behandelte Ware einem Dämpfprozeß. unterwirft. PATENT CLAIMS: i. Process for producing black prints, characterized in that one antidiazo or hydrazine sulfonic acids from 4-aminodiphenylamines, which, in addition to the amino group, contain other non-solubilizing substituents can, together with I, 3, 5-trioxybenzene on the fiber and the so treated Was a steaming process. subject. 2. Verfahren nach Anspruch I, dadurch gekennzeichnet, daß man den Dämpfprozeß in saurem Medium durchführt.2. The method according to claim I, characterized in that that the steaming process is carried out in an acidic medium.
DEF15230A 1954-07-17 1954-07-17 Process for producing black prints Expired DE946976C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF15230A DE946976C (en) 1954-07-17 1954-07-17 Process for producing black prints

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF15230A DE946976C (en) 1954-07-17 1954-07-17 Process for producing black prints

Publications (1)

Publication Number Publication Date
DE946976C true DE946976C (en) 1956-08-09

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ID=7087827

Family Applications (1)

Application Number Title Priority Date Filing Date
DEF15230A Expired DE946976C (en) 1954-07-17 1954-07-17 Process for producing black prints

Country Status (1)

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DE (1) DE946976C (en)

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