DE2300714A1 - Light and water fast disazo dye - derived from 4:4'-diamino-2:2'-dimethyldiphenyl for dyeing wool and polyamides bluish-red shades - Google Patents

Light and water fast disazo dye - derived from 4:4'-diamino-2:2'-dimethyldiphenyl for dyeing wool and polyamides bluish-red shades

Info

Publication number
DE2300714A1
DE2300714A1 DE19732300714 DE2300714A DE2300714A1 DE 2300714 A1 DE2300714 A1 DE 2300714A1 DE 19732300714 DE19732300714 DE 19732300714 DE 2300714 A DE2300714 A DE 2300714A DE 2300714 A1 DE2300714 A1 DE 2300714A1
Authority
DE
Germany
Prior art keywords
dimethyldiphenyl
diamino
dye
bluish
polyamides
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
DE19732300714
Other languages
German (de)
Inventor
Hans Dr Kramb
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
Priority to DE19732300714 priority Critical patent/DE2300714A1/en
Priority to ES422091A priority patent/ES422091A1/en
Publication of DE2300714A1 publication Critical patent/DE2300714A1/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
    • C09B35/16—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling components of the same type from hydroxy-amines

Landscapes

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

Abstract

Title cpd. is of formula (I), in the free acid form: It is prepd. by coupling 1 mol. tetrazotised 4:4'-diamino-2:2'-dimethyldiphenyl in weakly acid org. medium with 2 mol. 2-amino-8-hydroxy-naphthalene-6-sulphonic acid.

Description

Disazofarb stoff Gegenstand der vorliegenden Erfindung ist ein Disazofarbstoff, der in Form der freien Säure der Formel entspricht.Disazo dye The present invention is a disazo dye in the form of the free acid of the formula is equivalent to.

Die Herstellung des Farbstoffs erfolgt durch Kupplung von 1 Mol tetrazotiertem 4,4t-Diamino-2,2'-dimethyldiphenyl mit 2 Mol 2-Amino-8-hydroxynaphthalin-6-sulfosaure in schwachsaurem Medium.The dye is prepared by coupling 1 mol of tetrazotized 4,4t-diamino-2,2'-dimethyldiphenyl with 2 moles of 2-amino-8-hydroxynaphthalene-6-sulfonic acid in weakly acidic medium.

Der Farbstoff (I) eignet sich zum Färben von Wolle und Polyamiden, wie Poly-t-caprolactam oder Kondensationsprodukten aus Adipinsäure und Hexamethylendiamin. Auf Polyamid erhält man blaustichig rote Färbungen, welche eine gute bis sehr gute Lichtechtheit und sehr gute Wasser-, Wasch- und Schweißechtheiten aufweisen. Auch die Lösungsmittelechtheit (Trichloräthylen) ist sehr gut, ebenso die Thermofixierechtheit.The dye (I) is suitable for dyeing wool and polyamides, such as poly-t-caprolactam or condensation products from adipic acid and hexamethylenediamine. On polyamide, bluish red dyeings are obtained, which are good to very good Have lightfastness and very good fastness to water, washing and perspiration. Even the fastness to solvents (trichlorethylene) is very good, as is the fastness to heat setting.

Auf Wolle erhält man rote Färbungen mit guter Lichtechtheit.Red dyeings with good lightfastness are obtained on wool.

Beispiel 21,2 g 4,4'-Diamino-2,2'-dimethyldiphenyl werden in wäßriger Lösung bei OOC mit 35,5 cm3 Salzsäure (190 Be) und 13,8 g Natriumnitrit tetrazotiert.Example 21.2 g of 4,4'-diamino-2,2'-dimethyldiphenyl are in aqueous Solution at OOC with 35.5 cm3 hydrochloric acid (190 Be) and 13.8 g sodium nitrite tetrazotized.

Nach beendeter Tetrazotierung gibt man eine schwachsaure Lösung (pH 6,5, Temperatur 15°C) von 50,2 g 2-Amino-8-hydroxynaphthalin-6-sulfosäure zu und anschließend 100 cm3 Natriumacetatlösung (20 %ig), wodurch ein pH-Wert von 4 bis 4,5 eingestellt wird.When the tetrazotization is complete, a weakly acidic solution (pH 6.5, temperature 15 ° C) of 50.2 g of 2-amino-8-hydroxynaphthalene-6-sulfonic acid to and then 100 cm3 of sodium acetate solution (20%), creating a pH value of 4 to 4.5 is set.

Wenn die Kupplung beendet ist (18 bis 24 Stunden), wird durch Zugabe von Wasser das Kupplungsvolumen auf 1,5 1 verdünnt.When the coupling is complete (18 to 24 hours), add by adding the coupling volume is diluted to 1.5 liters of water.

Dann wird mit ca. 20 cm3 Natronlauge (400 Be) alkalisch gestellt (pH 8,5) und der Farbstoff mit Kochsalz ausgefällt.Then it is made alkaline with approx. 20 cm3 sodium hydroxide solution (400 Be) (pH 8.5) and the dye precipitated with common salt.

Er färbt Wolle in roten und Polyamid in blaustichig roten Tönen.He dyes wool in red and polyamide in bluish red tones.

Claims (4)

Patentansprüche:Patent claims: t Disazofarbstoff, der in Form der freien Säure der Formel entspricht.t disazo dye, which is in the form of the free acid of the formula is equivalent to. 2. Verfahren zur Herstellung des Farbstoffs des Anspruchs 1, dadurch gekennzeichnet, daß man 1 Mol tetrazotiertes 4,4'-Diamino-2,2'-dimethyldiphenyl in schwachsaurem wäßrigem Medium mit 2 Mol 2-Amino-8-hydroxynaphthalin-6-sulfosäure kuppelt.2. Process for the preparation of the dye of claim 1, characterized characterized in that 1 mol of tetrazotized 4,4'-diamino-2,2'-dimethyldiphenyl in a weakly acidic aqueous medium with 2 moles of 2-amino-8-hydroxynaphthalene-6-sulfonic acid clutch. 3. Verwendung des Farbstoffs des Anspruchs 1 zum Färben von Textilmaterialien, insbesondere solchen aus Wolle oder Polyamid.3. Use of the dye of claim 1 for dyeing textile materials, especially those made of wool or polyamide. 4. Mit dem Farbstoff des Anspruchs 1 gefärbte Textilmaterialien, insbesondere solche aus Wolle oder Polyamid.4. Textile materials dyed with the dye of claim 1, in particular those made of wool or polyamide.
DE19732300714 1973-01-08 1973-01-08 Light and water fast disazo dye - derived from 4:4'-diamino-2:2'-dimethyldiphenyl for dyeing wool and polyamides bluish-red shades Pending DE2300714A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DE19732300714 DE2300714A1 (en) 1973-01-08 1973-01-08 Light and water fast disazo dye - derived from 4:4'-diamino-2:2'-dimethyldiphenyl for dyeing wool and polyamides bluish-red shades
ES422091A ES422091A1 (en) 1973-01-08 1974-01-07 Procedure for the obtaining of disazoic colors (Machine-translation by Google Translate, not legally binding)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19732300714 DE2300714A1 (en) 1973-01-08 1973-01-08 Light and water fast disazo dye - derived from 4:4'-diamino-2:2'-dimethyldiphenyl for dyeing wool and polyamides bluish-red shades

Publications (1)

Publication Number Publication Date
DE2300714A1 true DE2300714A1 (en) 1974-07-11

Family

ID=5868515

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19732300714 Pending DE2300714A1 (en) 1973-01-08 1973-01-08 Light and water fast disazo dye - derived from 4:4'-diamino-2:2'-dimethyldiphenyl for dyeing wool and polyamides bluish-red shades

Country Status (2)

Country Link
DE (1) DE2300714A1 (en)
ES (1) ES422091A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9778015B2 (en) 2013-10-31 2017-10-03 Liebherr-Elektronik Gmbh Piston-cylinder unit with evaluation unit for determining the piston position

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9778015B2 (en) 2013-10-31 2017-10-03 Liebherr-Elektronik Gmbh Piston-cylinder unit with evaluation unit for determining the piston position

Also Published As

Publication number Publication date
ES422091A1 (en) 1976-05-01

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