DE78710C - Process for the preparation of stain-coloring blue dyes from nitrosodialkylm-amidophenol - Google Patents

Process for the preparation of stain-coloring blue dyes from nitrosodialkylm-amidophenol

Info

Publication number
DE78710C
DE78710C DENDAT78710D DE78710DA DE78710C DE 78710 C DE78710 C DE 78710C DE NDAT78710 D DENDAT78710 D DE NDAT78710D DE 78710D A DE78710D A DE 78710DA DE 78710 C DE78710 C DE 78710C
Authority
DE
Germany
Prior art keywords
acid
amidophenol
blue
dye
dyes
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 - Lifetime
Application number
DENDAT78710D
Other languages
German (de)
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
Badische Anilin and Sodafabrik AG
Publication of DE78710C publication Critical patent/DE78710C/en
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • C09B19/00—Oxazine dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Coloring (AREA)

Description

Pa ten.τ-Ansprüche:Pa ten.τ claims:

1. Verfahren zur Darstellung blauer beizenfärbender Oxazine, darin bestehend, dafs man aromatische Amidooxycarbonsäuren, welche Hydroxyl und Carboxyl in o-Stellung zu einander enthalten, mit Nitrosodialkylm-amidophenol condensirt.1. A process for the preparation of blue stain-coloring oxazines, consisting in that one aromatic amidooxycarboxylic acids, which hydroxyl and carboxyl in the o-position contained to each other, condensed with nitrosodialkylm-amidophenol.

2. Die besondere Ausführungsform des durch Anspruch 1. geschützten Verfahrens, darin bestehend, dafs man Nitrosodiäthyl-mamidophenol und p-Amidosalicylsäure in Form der salzsauren Salze bei Gegenwart geeigneter Lösungs- bezw. Verdünnungsmittel, insbesondere Eisessig, auf einander einwirken läfst.2. The particular embodiment of the method protected by claim 1. therein consisting of nitrosodiethyl-mamidophenol and p-amidosalicylic acid in the form of the hydrochloric acid salts in the presence suitable solution or Diluents, especially glacial acetic acid, on top of one another has an effect.

Claims (1)

KAISERLICHESIMPERIAL PATENTAMT.PATENT OFFICE. Zu den primären, secundären und tertiären aromatischen Aminen, welche sich mit den Nitrosoverbindungen der dialkylirten Metaamidophenole zu blauen Farbstoffen vereinigen lassen, gehören auch solche Amine, welche zugleich saure Gruppen (Hydroxyl, Carboxyl) im Molecül enthalten. Von diesen ist von besonderem Interesse die p-Amidosalicylsäure, indem die mittelst dieser Säure dargestellten blauen Farbstoffe, offenbar unter dem Einflufs der o-Stellung zwischen Hydroxyl und Carboxyl, die bisher bei den Farbstoffen dieser Gruppe nicht beobachtete werthvolle Eigenschaft besitzen', mit violetten bis blauen Tönen auf metallische Beizen zu färben und insbesondere mit Chrombeize sowohl auf Wolle wie Baumwolle beim Färben und Drucken sehr' schöne blaue Töne von grofser Echtheit zu liefern.The primary, secondary and tertiary aromatic amines, which deal with the Combine nitroso compounds of dialkylated metaamidophenols to form blue dyes also include those amines which at the same time contain acidic groups (hydroxyl, carboxyl) contained in the molecule. Of these, p-amidosalicylic acid is of particular interest, in that the blue dyes produced by means of this acid are evidently under the influence the o-position between hydroxyl and carboxyl, which was previously used in the dyes of this group have unobserved valuable property, with violet to blue tones to dye metallic stains and especially with chrome stains on both wool and cotton to provide very beautiful blue tones of great authenticity in dyeing and printing. Beispiel:Example: 2 kg sälzsaures Nitrosodiäthyl-m-amidophenol werden, mit 2 kg salzsaürer p-Amidosalicylsäure gut gemischt, in 6 kg Eisessig eingetragen und die Mischung während 4 Stunden im Oelbad zum Sieden erhitzt. Die entstandene Schmelze wird in Kochsalzlösung gegossen, der harzige Niederschlag abfjltrirt, mit Kochsalzlösung gewaschen, in kochender verdünnter Sodalösung gelöst, die Lösung eventuell filtrirt, mit verdünnter Schwefelsäure neutralisirt und mit Kochsalz ausgesalzen. Der Farbstoff scheidet sich so in Form von grünglänzenden Nädelchen ab, welche sich ziemlich schwer in kaltem, leichter in heifsem Wasser, leicht in Sodalösung mit tiefblauer Farbe, in verdünnten Säuren dagegen mit weinrother Farbe lösen.2 kg of hydrochloric acid nitrosodiethyl-m-amidophenol with 2 kg of hydrochloric acid p-amidosalicylic acid mixed well, added to 6 kg of glacial acetic acid and the mixture in an oil bath for 4 hours heated to boiling. The resulting melt is poured into saline, the resinous one Precipitated, washed with brine, in boiling dilute soda solution dissolved, the solution possibly filtered, neutralized with dilute sulfuric acid and with Salted out table salt. The dye separates in the form of shiny green needles which is rather difficult in cold water, easier in hot water, easy in soda solution dissolve with a deep blue color, in diluted acids, on the other hand, with a wine-red color. Durch Verwendung von Nitrosodimethylstatt -diäthyl-m-amidophenol entsteht ein ähnlicher, indefs rötherer Farbstoff.By using nitrosodimethyl instead of diethyl-m-amidophenol, a similar, indefs redder dye.
DENDAT78710D Process for the preparation of stain-coloring blue dyes from nitrosodialkylm-amidophenol Expired - Lifetime DE78710C (en)

Publications (1)

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DE78710C true DE78710C (en)

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Country Status (1)

Country Link
DE (1) DE78710C (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5479771A (en) * 1993-09-18 1996-01-02 Palitex Project-Company Gmbh Method and device for manufacturing a twisted yarn
US5499496A (en) * 1993-10-22 1996-03-19 Palitex Project-Company Gmbh Method and device for manufacturing a twisted yarn
US5509263A (en) * 1993-09-18 1996-04-23 Palitex Project-Company Gmbh Method and device for manufacturing a twisted yarn
US5605037A (en) * 1994-08-06 1997-02-25 Palitex Project-Company Gmbh Method and device for producing a twisted yarn
US5628177A (en) * 1994-08-06 1997-05-13 Palitex Project-Company Gmbh Method and device for manufacturing a twisted yarn in an integrated spin-twisting process according to the two-for-one twisting method from dissolved fiber material
US5632140A (en) * 1994-08-31 1997-05-27 Palitex Project-Company Gmbh Method and device for directly manufacturing a twisted yarn from dissolved fiber material
US5964083A (en) * 1997-03-15 1999-10-12 Volkmann Gmbh & Co. Method for producing a twisted yarn in a combined spinning and twisting process
US6006509A (en) * 1997-06-26 1999-12-28 Volkmann Gmbh & Co. Method for continuosly producing a twisted yard with minimal curling tendency

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5479771A (en) * 1993-09-18 1996-01-02 Palitex Project-Company Gmbh Method and device for manufacturing a twisted yarn
US5509263A (en) * 1993-09-18 1996-04-23 Palitex Project-Company Gmbh Method and device for manufacturing a twisted yarn
US5499496A (en) * 1993-10-22 1996-03-19 Palitex Project-Company Gmbh Method and device for manufacturing a twisted yarn
US5605037A (en) * 1994-08-06 1997-02-25 Palitex Project-Company Gmbh Method and device for producing a twisted yarn
US5628177A (en) * 1994-08-06 1997-05-13 Palitex Project-Company Gmbh Method and device for manufacturing a twisted yarn in an integrated spin-twisting process according to the two-for-one twisting method from dissolved fiber material
US5632140A (en) * 1994-08-31 1997-05-27 Palitex Project-Company Gmbh Method and device for directly manufacturing a twisted yarn from dissolved fiber material
US5964083A (en) * 1997-03-15 1999-10-12 Volkmann Gmbh & Co. Method for producing a twisted yarn in a combined spinning and twisting process
US6006509A (en) * 1997-06-26 1999-12-28 Volkmann Gmbh & Co. Method for continuosly producing a twisted yard with minimal curling tendency

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