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DE1644201A1 - Process for the preparation of a water-soluble disazo dye - Google Patents

Process for the preparation of a water-soluble disazo dye

Info

Publication number
DE1644201A1
DE1644201A1 DE19671644201 DE1644201A DE1644201A1 DE 1644201 A1 DE1644201 A1 DE 1644201A1 DE 19671644201 DE19671644201 DE 19671644201 DE 1644201 A DE1644201 A DE 1644201A DE 1644201 A1 DE1644201 A1 DE 1644201A1
Authority
DE
Germany
Prior art keywords
water
preparation
dye
disazo dye
soluble disazo
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.)
Pending
Application number
DE19671644201
Other languages
German (de)
Inventor
Haubrich Dr Heinz
Scholl Dr Walter
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
Bayer 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 Bayer AG filed Critical Bayer AG
Publication of DE1644201A1 publication Critical patent/DE1644201A1/en
Pending 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
    • C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02—Disazo dyes
    • C09B35/039—Disazo dyes characterised by the tetrazo component
    • C09B35/08—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl
    • C09B35/10—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type
    • C09B35/105—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type from two coupling components with reactive methylene groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Description

Verfahren zur Herstellung ein.ee wasserunlöslichenProcess for the preparation of a.ee water-insoluble DisazofarbatoffsDisazofarbatoffs

Es wurde gefunden, daß man einen wertvollen wasserunlöslichen Disazopigmentfarbstoff erhält, wenn man tetrazotiertee 3»3*~ Dichlor~4,4'-diaminodiphenyl mit i-Acetöäcetyiamino-2-methoxy-4-methyl-benzol kuppelt. Die Umsetzung der Ausgangskomponenten erfolgt bevorzugt in saurer wäßriger lösung oder Suspension bei Temperaturen von -5 bis 2O0C.It has been found that a valuable water-insoluble disazo pigment dye is obtained if tetrazotized 3 »3 * ~ dichloro ~ 4,4'-diaminodiphenyl is coupled with i-acetoacetyiamino-2-methoxy-4-methyl-benzene. The reaction of the starting components is preferably carried out in acidic aqueous solution or suspension at temperatures of -5 to 2O 0 C.

Der neue Farbstoff entspricht der FormelThe new dye conforms to the formula

CH,CH,

coco

-ίίΗ. CO. CH-N-N--ίίΗ. CO. CH-N-N-

OCH,OCH,

f.f.

Cl C0 OCÖ*Cl C0 OCÖ *

-N*!J-ÖH~CG,NH-*-N *! J-ÖH ~ CG, NH- *

und stellt ein wasserunlösliches Pigment von klarer gelber farbe dar. Er eignet sich infolge seiner hohen Farbkraft, seiner ausgezeichneten LöBungsmittelbest&ndigkeit, seiner hohen Lichtechtheit und seiner hohen Transparenz insbesonder* zum Färben vonand is a water-insoluble pigment of clear yellow color It is suitable because of its high color strength, its excellent resistance to solvents and its high lightfastness and its high transparency especially * for dyeing

Le A iO 651Le A iO 651

"44"44

ORIGINAL INSPECTEDORIGINAL INSPECTED

■?■■? ■

Kunststoffen wie Vinylpolymeriaaten, Superpolyamiden, Süperpolyurethanen oder Polyestern und für den graphischen Druck sowie für spezielle Gebiete der lack-, Tapeten- und Papierindustrie. Plastics such as vinyl polymers, super polyamides, super polyurethanes or polyesters and for graphic printing as well as for special areas of the paint, wallpaper and paper industry.

Beispiel 1example 1

25,3 g 3,3'-Dichlor-4,4l-diaainodiphenyl werden in 1000 g Wasser und 85 ml Salzsäure (20° Be) heiß gelöst, filtriert und mit Eis auf ca. 00C abgekühlt. Denn wird mit einer konzentrierten wäßrigen Lösung von 14 g Natriuanitrit tetr&zotiert.25.3 g of 3,3'-dichloro-4,4 l -diaainodiphenyl (20 ° Be) was dissolved in 1000 g of water and 85 ml of hydrochloric acid hot filtered, and cooled with ice to about 0 0 C. Because is tetr & zotiert with a concentrated aqueous solution of 14 g of sodium nitrite.

41 g i-Acetoacetylamino^-methoJty^-atethyl-benzoi werden in 1000 g Wasser und 25 al natronlauge (25° SeJ klär gelöst» auf 5 - 1O0C abgekühlt und durch rasches Zugeben von 9 ül Eisessig in feiner Suspension ausgefällt. Zu dieser Suspension läßt man die farblose Teträzotierungalösüng in dean ÜäQ* zulaufen, wie die Kupplungsreaktion fortschreitet» Der jöiMfert kann dabei durch Zugabe von HatriuÄacetat vorteilhaft auf 3-7 gehalten werden. Wenn die Reaktion beendet ist» wird auf 40 - 1000C erhitzt, der ao erhaltene gelbe JPigaentfarbstoff abgesaugt und bei 50 - 60°C getrocknet.41 g of i-acetoacetylamino -methoJty ^ ^ -atethyl-benzoi be g in 1000 of water and 25 al klär sodium hydroxide solution (25 ° séj »to 5 -. 1O 0 C cooled and precipitated by rapidly adding 9 ul of glacial acetic acid in fine suspension to this suspension is left to the colorless Teträzotierungalösüng in dean ÜäQ * run as the coupling reaction proceeds "the jöiMfert can be effected by adding HatriuÄacetat advantageously be kept at 3-7 When the reaction is complete" is on. 40 - heated 100 0 C, the Ao obtained yellow JPigaent dye and dried at 50-60 ° C.

Le λ 10 651 - 2 -Le λ 10 651 - 2 -

Claims (4)

PatentansprücheClaims 1. Verfahren zur Herstellung eines wasserunlöslichen Disazofarbstoffe, dadurch gekennzeichnet, daß man tetrazotiertee 3,3t-Dichlor-4,4l-diaminodiphenyl ait i-Acetoacetylamino-2-methoxy-4-methyl-benzol kuppelt.1. A process for the preparation of a water-insoluble disazo dye, characterized in that tetrazotized 3,3 t -dichloro-4,4 l -diaminodiphenyl ait i-acetoacetylamino-2-methoxy-4-methyl-benzene is coupled. 2. Di eazo färbst off der Formel2. Di eazo colors off the formula CH3 CH 3 °° Cl -NH. C O. C H-N-N- 7/ °° Cl -NH. C O. C HNN- 7 / CH5 CH 5 Cl C0 OCH,Cl C0 OCH, -N-N-CH-CO. NH- // \V--NN-CH-CO. NH- // \ V- 3. Verwendung des Disazofarbstoffe gemäß Anspruch 2 zum Farben ron Kunststoffen und Lacken sowie zum Bedrucken von Papier.3. Use of the disazo dyes according to claim 2 for colors ron plastics and paints and for printing on paper. 4. Kunststoffe und Lacke gefärbt uit dem Farbstoff gemäß Anspruch 2 und Papiere bedruckt mit dem Farbstoff gemäß Anspruch 2.4. Plastics and paints colored uit the dye according to claim 2 and papers printed with the dye according to claim 2. Le A 10 651Le A 10 651 INSPECTEDINSPECTED
DE19671644201 1967-03-21 1967-03-21 Process for the preparation of a water-soluble disazo dye Pending DE1644201A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF0051891 1967-03-21

Publications (1)

Publication Number Publication Date
DE1644201A1 true DE1644201A1 (en) 1970-10-29

Family

ID=7104994

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19671644201 Pending DE1644201A1 (en) 1967-03-21 1967-03-21 Process for the preparation of a water-soluble disazo dye

Country Status (6)

Country Link
CH (1) CH492763A (en)
DE (1) DE1644201A1 (en)
DK (1) DK119170B (en)
FR (1) FR1559970A (en)
GB (1) GB1155684A (en)
NL (1) NL6803047A (en)

Also Published As

Publication number Publication date
FR1559970A (en) 1969-03-14
DK119170B (en) 1970-11-23
GB1155684A (en) 1969-06-18
NL6803047A (en) 1968-09-23
CH492763A (en) 1970-06-30

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