DE762085C - Process for the preparation of monoazo dyes - Google Patents
Process for the preparation of monoazo dyesInfo
- Publication number
- DE762085C DE762085C DEG104963D DEG0104963D DE762085C DE 762085 C DE762085 C DE 762085C DE G104963 D DEG104963 D DE G104963D DE G0104963 D DEG0104963 D DE G0104963D DE 762085 C DE762085 C DE 762085C
- Authority
- DE
- Germany
- Prior art keywords
- sulfonic acid
- preparation
- amino
- red
- monoazo 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
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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
- C09B62/507—Azo dyes
- C09B62/513—Disazo or polyazo 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
- D06P1/38—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 reactive 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
- 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
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Erteilt auf Grund der VO. vom 12. 5.1945 - RGB!. Il S. 150Issued on the basis of the VO. from May 12, 1945 - RGB !. Il p. 150
AUSGEGEBENAM 4. MAI 1953ISSUED MAY 4, 1953
REICHSPATENTAMTREICH PATENT OFFICE
PATENTSCHRIFTPATENT LETTERING
G 104963 IVd 122 aG 104963 IVd 122 a
(§ 20 des Ersten Gesetzes zur Änderung und Überleitung von Vorschriften auf dem Gebiet des gewerblichen Rechtsschutzes vom 8. Juli 1949)(Section 20 of the First Act on the Amendment and Transition of Regulations in the field of industrial property protection from July 8, 1949)
Dr. Adolf Krebser, Riehen bei Basel, Dr. Werner Bossard, Basel und Dr. Werner Küster, Basel (Schweiz)Dr. Adolf Krebser, Riehen near Basel, Dr. Werner Bossard, Basel and Dr. Werner Küster, Basel (Switzerland)
sind als Erfinder genannt wordenhave been named as inventors
J. R. Geigy A. G., Basel (Schweiz)J. R. Geigy A. G., Basel (Switzerland)
Verfahren zur Herstellung von Monoazofarbstoffe]!·Process for the production of monoazo dyes]! ·
Patentiert im Deutschen Reich vom 11. Juni1940 anPatented in the German Reich on June 11, 1940
Patenterteilung bekanntgemacht am 14. Dezember 1944Patent issued December 14, 1944
Die Priorität der Anmeldung in. der Schweiz vom 216. April 1Θ40 ist in Anspruch genommenThe priority of the registration in Switzerland from April 216th 1940 has been claimed
Es wurde gefunden, daß man wertvolle Monoazofarbstoffe erhält, wenn man diazotierte, nitrogruppenfreie Amine der allgemeinen FormelIt has been found that valuable monoazo dyes are obtained when diazotized, Nitro-group-free amines of the general formula
-NH -Acyl-NH -acyl
SO8HSO 8 H
worin die beiden Benzolkerne noch weitere Substituenten enthalten können und worin X eine Sulfon- oder Sulfonsäureamidgruppe bedeutet, mit 2-Amino-8-oxynaphthalin-6isulfonsäure in saurem Mittel kuppelt.in which the two benzene nuclei can also contain further substituents and in which X is a sulfonic or sulfonic acid amide group, couples with 2-amino-8-oxynaphthalene-6 i sulfonic acid in an acidic agent.
Gegenüber bekannten ähnlichen Farbstoffen, welche die Sulfonsäuregruppe in einem N-Oxalkylrest statt in der Phenylamidgruppe besitzen, zeichnen sich die nach dem vorliegenden Verfahren erhältlichen Farbstoffe durch besseres Egalisierungsvermögen aus.Compared to known similar dyes, which the sulfonic acid group in one N-oxalkyl radical instead of the phenylamide group possess, the dyes obtainable by the present process stand out through better equalizing ability.
Den Farbstoffen, welche sich von diazotierten 2 -Amino - 5 - acylaminodiphenylsulf onen oder ι -Amino-4-acylaminobenzol-2-sulfonsäurephenylamiden ableiten, sind die analogenThe dyes, which differ from diazotized 2-amino - 5 - acylaminodiphenylsulf ons or ι-amino-4-acylaminobenzene-2-sulfonic acid phenylamides derive are the analog ones
neuen Farbstoffe in der Lichtechtheit überlegen. _ . ,superior to new dyes in terms of lightfastness. _. ,
Beispiel ιExample ι
38,4 Teile 2 -Amino -4-acetyl ami no -4'-methyI-diphenylsulfon-3'-sulfonsäure werden in wässeriger Lösung nach bekannten Arbeitsweisen diazotiert. Die Diazoniumverbindung vereinigt man mit einer sauren Suspension von 24 Teilen 2-Amino-8-oxynaphthalin-6-sulfonsäure. Die sofort einsetzende Kupplung wird durch langsames Abstumpfen der überschüssigen Mineralsäure beschleunigt. Nach beendeter Farbstoff bildung wird der rote Farbstoff ausgesalzen, filtriert und getrocknet. Man erhält ein violettes Pulver, das Wolle aus saurem Bade in gleichmäßigen roten Tönen von sehr guter Lichtechtheit färbt.38.4 parts of 2-amino -4-acetylamino -4'-methyl-diphenylsulphone-3'-sulphonic acid are diazotized in aqueous solution according to known procedures. The diazonium compound they are combined with an acidic suspension of 24 parts of 2-amino-8-oxynaphthalene-6-sulfonic acid. The coupling, which starts immediately, is accelerated by slowly blunting the excess mineral acid. When the dye has formed, the red dye is salted out, filtered and dried. A violet powder is obtained, the wool from an acid bath in uniform red shades of very good lightfastness colors.
Be i sp iel 2Example 2
j 41,3 Teile i-Amino-4-acetylaminobenzol-2-sulfonsäure-X-äthyl-N-ρhenylamid-3'-sul- fonsäure werden nach bekannten Arbeits- ! weisen indirekt diazotiert. Die Diazoniumverbindung gibt man zu einer kongosauren Suspension von 24 Teilen 2-Amino-8-oxynaphthalin-6-sulfonsäure und stumpft darauf die Mineralsäure in üblicher Weise langsam bis zur schwach kongosauren Reaktion ab. Die Kupplung ist in kurzer Zeit beendet. Man erhält einen blauroten Farbstoff, der nach dem Filtrieren und Trocknen ein dunkelrotes Pulver bildet und auf Wolle aus saurem Bade gleichmäßige, blaustichigrote Färbungen liefert, die sich durch sehr gute Lichtechtheit auszeichnen.j 41.3 parts of i-amino-4-acetylaminobenzene-2-sulfonic acid-X-ethyl-N-ρhenylamide-3'-sul- Fonsäure are according to known working! indicate indirectly diazotized. The diazonium compound are added to a Congo acid suspension of 24 parts of 2-amino-8-oxynaphthalene-6-sulfonic acid and then slowly dulls the mineral acid in the usual way until it becomes weakly Congo acidic. The coupling is completed in a short time. A bluish-red dye is obtained, which according to After filtering and drying a dark red powder forms and on wool from an acid bath provides uniform, bluish-tinged red dyeings, which are characterized by very good lightfastness distinguish.
Weitere Beispiele finden sich in der folgenden ZusammenstellungFurther examples can be found in the following list
komponenteClutch
component
FarbstoffpulversColor of
Dye powder
sauren WollfärbungHue of
acidic wool dye
S-oxynaphthalin-
6-sulfonsäure2-amino
S-oxynaphthalene
6-sulfonic acid
—/V-CH 3
- /
stichiges Rotdark blue
pungent red
Claims (1)
551 953, 608 860.German patent specifications No. 365 617,
551 953, 608 860.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH762085X | 1940-04-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE762085C true DE762085C (en) | 1953-05-04 |
Family
ID=4534761
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEG104963D Expired DE762085C (en) | 1940-04-26 | 1940-06-11 | Process for the preparation of monoazo dyes |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE762085C (en) |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE365617C (en) * | 1918-12-14 | 1922-12-19 | Chemische Ind Ges | Process for the preparation of acidic azo dyes |
DE551953C (en) * | 1930-06-08 | 1932-06-08 | I G Farbenindustrie Akt Ges | Process for the production of azo dyes |
DE608860C (en) * | 1929-06-15 | 1935-02-02 | I G Farbenindustrie Akt Ges | Process for the preparation of monoazo dyes |
-
1940
- 1940-06-11 DE DEG104963D patent/DE762085C/en not_active Expired
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE365617C (en) * | 1918-12-14 | 1922-12-19 | Chemische Ind Ges | Process for the preparation of acidic azo dyes |
DE608860C (en) * | 1929-06-15 | 1935-02-02 | I G Farbenindustrie Akt Ges | Process for the preparation of monoazo dyes |
DE551953C (en) * | 1930-06-08 | 1932-06-08 | I G Farbenindustrie Akt Ges | Process for the production of azo dyes |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE946558C (en) | Process for the preparation of metallizable tetrakisazo dyes | |
DE762085C (en) | Process for the preparation of monoazo dyes | |
DE957506C (en) | Process for the production of cobalt-containing azo dyes | |
DE1001783C2 (en) | Process for the production of copper-containing azo dyes | |
DE963898C (en) | Process for the production of metal-containing azo dyes | |
DE959395C (en) | Process for the production of chromium-containing azo dyes | |
DE431773C (en) | Process for the production of azo dyes | |
DE548680C (en) | Process for the production of copper-containing azo dyes | |
DE1224421B (en) | Process for the production of chromium-containing azo or azomethine dyes | |
DE762445C (en) | Process for the preparation of disazo dyes | |
DE557298C (en) | Process for the preparation of substantive polyazo dyes | |
DE517437C (en) | Process for the preparation of monoazo dyes | |
DE729595C (en) | Process for dyeing and printing cellulose esters and ethers | |
DE692648C (en) | Process for the production of azo dyes | |
DE767692C (en) | Process for the production of azo dyes | |
DE551953C (en) | Process for the production of azo dyes | |
DE1008253B (en) | Process for dyeing natural fibers and fibers made of polyamides or polyurethanes | |
DE639253C (en) | Process for the preparation of monoazo dyes | |
DE958759C (en) | Process for the production of cobalt-containing azo dyes | |
DE550353C (en) | Process for the production of azo dyes | |
DE767792C (en) | Process for the production of azo dyes | |
DE657334C (en) | Process for the preparation of monoazo dyes | |
DE748824C (en) | Process for the production of acidic wool dyes | |
DE740655C (en) | Process for the preparation of monoazo dyes | |
DE912843C (en) | Process for the preparation of monoazo dyes |