DE416822C - Process for the preparation of substantive cotton azo dyes - Google Patents

Process for the preparation of substantive cotton azo dyes

Info

Publication number
DE416822C
DE416822C DEF54402D DEF0054402D DE416822C DE 416822 C DE416822 C DE 416822C DE F54402 D DEF54402 D DE F54402D DE F0054402 D DEF0054402 D DE F0054402D DE 416822 C DE416822 C DE 416822C
Authority
DE
Germany
Prior art keywords
preparation
azo dyes
cotton
acid
substantive
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
DEF54402D
Other languages
German (de)
Inventor
Dr Wilhelm Bergdolt
Dr Ludwig Hauck
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.)
Bayer AG
Original Assignee
Farbenfabriken Vorm Friedr Bayer and Co
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 Farbenfabriken Vorm Friedr Bayer and Co filed Critical Farbenfabriken Vorm Friedr Bayer and Co
Priority to DEF54402D priority Critical patent/DE416822C/en
Priority to CH110288D priority patent/CH110288A/en
Priority to AT101312D priority patent/AT101312B/en
Priority to FR583233D priority patent/FR583233A/en
Priority to GB1613824A priority patent/GB219299A/en
Application granted granted Critical
Publication of DE416822C publication Critical patent/DE416822C/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
    • C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02—Disazo dyes
    • C09B31/08—Disazo dyes from a coupling component "C" containing directive hydroxyl and amino groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

Verfahren zur Darstellung direktziehender Baumwollazofarbstoffe. Es wurde gefunden, daß direktziehende, lichtechte, violette bis blaue Baumwollfarbstoffe dadurch erhalten werden, daß man Diazoverbindungen der Benzol- oder Naphthalinreihe mit der 4-Methyl-2-aminobenzoesäure vereinigt, weiterdiazotiert und mit der. 2-Aniino-5-naphthol-7-sulfosäure oder ihren Derivaten kuppelt. Die Farbstoffe lassen sich in Substanz oder auf der Faser nachkupfern und erhalten dadurch ohne eine Beeinträchtigung der Klarheit eine hervorragende Lichtechtheit.Process for the preparation of substantive cotton azo dyes. It it was found that substantive, lightfast, violet to blue cotton dyes can be obtained by using diazo compounds of the benzene or naphthalene series combined with the 4-methyl-2-aminobenzoic acid, further diazotized and with the. 2-amino-5-naphthol-7-sulfonic acid or their derivatives. The dyes can be in substance or on the Re-copper the fibers and thereby obtain one without impairing the clarity excellent lightfastness.

Während die 2-Aminobenzoesäure als Mittelkomponente in Azofarbstoffen nur in Form ihrer Methansulfosäure verwendet werden kann, ist die 4-Methyl-2-aminobenzoesäure hierzu direkt ohne Schutz der Aminogruppe brauchbar.While 2-aminobenzoic acid is used as a central component in azo dyes 4-Methyl-2-aminobenzoic acid can only be used in the form of its methanesulfonic acid can be used for this purpose directly without protection of the amino group.

Beispiel i.Example i.

24.,2 Gewichtsteile 2,5 Dichloranilin-d.-sulfosäure werden wie üblich diazotiert und reit 15,1 Gewichtsteilen ¢-Methyl-2-aminobenzoesäure essigsauer gekuppelt. Nach beendeter Kupplung wird alkalisch gemacht, mit 6,9 Gewichtsteilen 'Nitrit versetzt und durch Einlaufenlassen in Salzsäure und Eis weiterdiazotiert. Die fertige Diazotierung läßt man dann in eine sodaalkalische Lösung von 31,5 Gewichtsteilen Phenyl-2-amino-5-naphthol-7-sulfosäure einfließen. Nach kurzer Zeit ist die Kupplung beendet, worauf der Farbstoff ausgesalzen wird. Er färbt Baum-«-olle in blaustichig roten Tönen von vorzüglicher Lichtechtheit. Durch Nachkupfern wird die Nuance in ein violettstichiges Blau verschoben und die Lichtechtheit noch erhöht.24., 2 parts by weight of 2.5 dichloroaniline-d.-sulfonic acid are used as usual diazotized and 15.1 parts by weight of [methyl-2-aminobenzoic acid] coupled with acetic acid. After the coupling has ended, the mixture is made alkaline and 6.9 parts by weight of nitrite are added and further diazotized by running into hydrochloric acid and ice. The finished diazotization is then left in a soda-alkaline solution of 31.5 parts by weight of phenyl-2-amino-5-naphthol-7-sulfonic acid flow in. After a short time, the coupling is complete, whereupon the dye is salted out will. He dyes tree - «- olle in bluish red tones of excellent lightfastness. After copper plating, the shade is shifted to a violet-tinged blue and the Lightfastness even increased.

Beispiel e.Example e.

In der gleichenWeise,wie imBeispiel i ausgeführt, lassen sich 2o,3 Gewichtsteile 2=Anisidin-d.-sulfosäure mit 15,2 Gewichtsteilen 4-Methyl-2-aminobenzoesäure vereinigen und dann weiterdiazotieren und mit 4.6,1 Gewichtsteilen 5 # 5'-Dioxy-2 # 2'-dinaphthyl-7 # 7'-disulfosäure kuppeln. Dieser Farbstoff färbt Baumwolle in blaustichig violetten Tönen. Durch Nachkupfern wird die Nuance ein violettstichig Bläu von ganz besonderer Lichtechtheit.In the same way as in example i, 2o, 3 Parts by weight 2 = anisidine-d.-sulfonic acid with 15.2 parts by weight 4-methyl-2-aminobenzoic acid combine and then further diazotize and with 4.6.1 parts by weight of 5 # 5'-dioxy-2 Coupling # 2'-dinaphthyl-7 # 7'-disulfonic acid. This dye dyes cotton in bluish purple tones. After copper plating, the shade becomes a purple tinge Blue of very special lightfastness.

Claims (1)

PATENTANSPRUCH; Verfahren zur Darstellung direktziehender Baumwollazofarbstoffe, dadurch gekennzeichnet, daß man Diazoverbindungen der Benzol- oder Naphthalinreihe mit der q.-Methyl-2-aminobenzoesäure vereinigt, weiterdiazotiert und mit der 2-Amino-5-naphthol-7-sulfosäure oder ihren Derivaten kuppelt. PATENT CLAIM; Process for the preparation of direct cotton azo dyes, characterized in that diazo compounds of the benzene or naphthalene series are combined with q.-methyl-2-aminobenzoic acid, further diazotized and coupled with 2-amino-5-naphthol-7-sulfonic acid or its derivatives.
DEF54402D 1923-07-18 1923-07-18 Process for the preparation of substantive cotton azo dyes Expired DE416822C (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
DEF54402D DE416822C (en) 1923-07-18 1923-07-18 Process for the preparation of substantive cotton azo dyes
CH110288D CH110288A (en) 1923-07-18 1924-06-05 Process for the preparation of a new cotton dye.
AT101312D AT101312B (en) 1923-07-18 1924-06-06 Process for the preparation of substantive cotton dyes.
FR583233D FR583233A (en) 1923-07-18 1924-07-01 Production of Azo Dyes and Resulting Products
GB1613824A GB219299A (en) 1923-07-18 1924-07-04 The manufacture of new azodyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF54402D DE416822C (en) 1923-07-18 1923-07-18 Process for the preparation of substantive cotton azo dyes

Publications (1)

Publication Number Publication Date
DE416822C true DE416822C (en) 1925-07-29

Family

ID=7107056

Family Applications (1)

Application Number Title Priority Date Filing Date
DEF54402D Expired DE416822C (en) 1923-07-18 1923-07-18 Process for the preparation of substantive cotton azo dyes

Country Status (5)

Country Link
AT (1) AT101312B (en)
CH (1) CH110288A (en)
DE (1) DE416822C (en)
FR (1) FR583233A (en)
GB (1) GB219299A (en)

Also Published As

Publication number Publication date
FR583233A (en) 1925-01-08
AT101312B (en) 1925-10-26
GB219299A (en) 1925-06-18
CH110288A (en) 1925-05-16

Similar Documents

Publication Publication Date Title
DE416822C (en) Process for the preparation of substantive cotton azo dyes
DE742325C (en) Process for the preparation of trisazo dyes
DE870883C (en) Process for the production of mono-, dis- and polyazo dyes
DE636358C (en) Process for the production of copper-containing azo dyes
DE598057C (en) Process for the preparation of stilbene azo dyes
DE714985C (en) Process for the preparation of disazo dyes
DE469288C (en) Process for the preparation of developable trisazo dyes
DE741466C (en) Process for the production of asymmetrical dis- and polyazo dyes
DE889488C (en) Process for the production of azo dyes
DE896187C (en) Process for producing real tints
DE398792C (en) Process for the preparation of acidic azo dyes
DE848677C (en) Process for the production of metallizable polyazo dyes
DE741086C (en) Process for the preparation of trisazo dyes
DE591549C (en) Process for the production of water-insoluble azo dyes
DE346250C (en) Process for the preparation of secondary o-oxydisazo dyes
DE477061C (en) Process for the preparation of related trisazo dyes
DE268488C (en)
DE631184C (en) Process for the production of azo dyes on vegetable fibers
DE693023C (en) Process for the preparation of polyazo dyes
AT149349B (en) Process for the production of azo dyes.
DE683973C (en) Process for the production of water-insoluble azo dyes
DE883022C (en) Process for the preparation of trisazo dyes
DE620344C (en) Process for the production of azo dyes
DE704731C (en) Process for the preparation of water-insoluble disazo dyes
DE732969C (en) Process for the preparation of hexakisazo dyes