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DE850036C - Process for the preparation of monoazo dyes - Google Patents

Process for the preparation of monoazo dyes

Info

Publication number
DE850036C
DE850036C DES4456D DES0004456D DE850036C DE 850036 C DE850036 C DE 850036C DE S4456 D DES4456 D DE S4456D DE S0004456 D DES0004456 D DE S0004456D DE 850036 C DE850036 C DE 850036C
Authority
DE
Germany
Prior art keywords
preparation
monoazo dyes
dyes
amino
silk
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
DES4456D
Other languages
German (de)
Inventor
Walter Dr Phil Wehrli
Hans Dr Phil Zuercher
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.)
Sandoz AG
Original Assignee
Sandoz 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 Sandoz AG filed Critical Sandoz AG
Application granted granted Critical
Publication of DE850036C publication Critical patent/DE850036C/en
Expired 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
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
    • C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
    • C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone
    • H—ELECTRICITY
    • H04—ELECTRIC COMMUNICATION TECHNIQUE
    • H04B—TRANSMISSION
    • H04B1/00—Details of transmission systems, not covered by a single one of groups H04B3/00 - H04B13/00; Details of transmission systems not characterised by the medium used for transmission
    • H04B1/66—Details of transmission systems, not covered by a single one of groups H04B3/00 - H04B13/00; Details of transmission systems not characterised by the medium used for transmission for reducing bandwidth of signals; for improving efficiency of transmission

Landscapes

  • Engineering & Computer Science (AREA)
  • Computer Networks & Wireless Communication (AREA)
  • Signal Processing (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

Verfahren zur Herstellung von Monoazofarbstoffen Es wurde gefunden, daß man wertvolle gelbe Monoazofarbstoffe erhält, wenn man diazotierte Amine von der Formel worin alle drei Benzolkerne noch durch Alkyl- oder :1lkoxvgrtil>l)en oder 1lalogenatome substituiert sein können, mit i-Sulfoaryl-3-alk\@l-5-pyrazolonen kuppelt. Die neuen Farbstoffe färben Wolle und Seide in lelihaftgelben "Ccinen von guter Licht-, Schweiß- und Walkechtheit und besitzen den Vorzug, beim Färben von Naturseide ohne jeden Säurezusatz vollständig aufzuziehen. Vor den aus den Patentschriften 296 964 und 539 725 bekanntgewordenen vergleichbaren Farb- stoffen, die durch Kuppeln der gleichen Azokom- poneute mit diazotiertem i-Amino-4-N'-lienzoyl- N-@itliv1aniiiiol>enzol bzw. i-Amino-4-N-cycloliexy#1- N-(2', 5'-dichlorl)enzoylamino)-1>enzol erhältlich sind, besitzen die nach dem vorliegenden Verfahren lierstellbaren Farbstoffe den Vorteil, aus neutralem Bade besser auf Naturseide zu ziehen.Process for the preparation of monoazo dyes It has been found that valuable yellow monoazo dyes are obtained by using diazotized amines of the formula wherein all three benzene nuclei still by alkyl or : 1lkoxvgrtil> l) en or 1lalogenatome substituted can be, with i-sulfoaryl-3-alk \ @ l-5-pyrazolones clutch. The new dyes dye wool and silk in bright yellow "Ccinen of good light, perspiration and flexing fastness and have the advantage of being Dyeing of natural silk without any added acid fully open. Before from the patents 296 964 and 539 725 comparable color fabrics obtained by coupling the same azo poneute with diazotized i-amino-4-N'-lienzoyl- N- @ itliv1aniiiiol> enzol or i-amino-4-N-cycloliexy # 1- N- (2 ', 5'-dichloro) enzoylamino) -1> enzene are obtainable, the dyes which can be produced according to the present process have the advantage of being easier to pull onto natural silk from a neutral bath.

Beispiel 35 Teile i-Amino-4-N-(4 -methylphenylsulfoyl)-N-benzylaminobenzol werden mit 6,9 Teilen Natriumnitrit und 25 Teilen Salzsäure diazotiert und in Gegenwart von Natriumcarbonat mit 32,3 Teilen 1-(2', 5'-Dichlor-4 ,Sulfophienyl)-3-met!hyl-5-pyrazolon gekuppelt. Der abgetrennte und getrocknete Farbstoff stellt ein gelbes Pulver dar und färbt Wolle und Seide licht-, schweiß- und walkecht lebhaftgell>. Er eignet sich vorzüglich zum Färben von Seide aus neutralem Bade.Example 35 parts of i-amino-4-N- (4 -methylphenylsulfoyl) -N-benzylaminobenzene are diazotized with 6.9 parts of sodium nitrite and 25 parts of hydrochloric acid and in the presence of sodium carbonate with 32.3 parts of 1- (2 ', 5'-dichloro-4, sulfophienyl) -3-methyl-5-pyrazolone coupled. The separated and dried dye is a yellow powder and dyes wool and silk lightfast, sweatfast and whackfast, lively gel>. He is suitable excellent for dyeing silk from neutral baths.

Werden an Stelle des genannten Amins i-Amino-4-N-(.l'-metliylplienylsulfoyl)-N-1)enzylamino-3-methylbenzol oder i-Amino-4-N-(4 -methylphenylsulfoyl)-N-benzylamino-3-methoxybenzol verwendiet, so erhält man Farbstoffe mit ähnlichen Eigenschaften.Instead of the amine mentioned, i-amino-4-N - (. L'-methylplienylsulfoyl) -N-1) enzylamino-3-methylbenzene or i-Amino-4-N- (4 -methylphenylsulfoyl) -N-benzylamino-3-methoxybenzene is used, this gives dyes with similar properties.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Monoazofarbstoffen, dadurch gekennzeichnet, daß man diazotierte Amine von der Formel worin alle drei Benzolkerne noch Substituenten, wie Alkyl, Alkoxv oder llalogen. enthalten können, mit i-Sulfoaryl-3-alkyl-5-liyrazolonen kuppelt. PATENT CLAIM: Process for the preparation of monoazo dyes, characterized in that one diazotized amines of the formula in which all three benzene nuclei have substituents such as alkyl, alkoxy or llalogen. may contain, couples with i-sulfoaryl-3-alkyl-5-liyrazolonen.
DES4456D 1938-03-02 1939-02-23 Process for the preparation of monoazo dyes Expired DE850036C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH850036X 1938-03-02

Publications (1)

Publication Number Publication Date
DE850036C true DE850036C (en) 1952-09-22

Family

ID=4542213

Family Applications (1)

Application Number Title Priority Date Filing Date
DES4456D Expired DE850036C (en) 1938-03-02 1939-02-23 Process for the preparation of monoazo dyes

Country Status (1)

Country Link
DE (1) DE850036C (en)

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