GB1410938A - Process for the manufacture of cationic dyes - Google Patents

Process for the manufacture of cationic dyes

Info

Publication number
GB1410938A
GB1410938A GB5888872A GB5888872A GB1410938A GB 1410938 A GB1410938 A GB 1410938A GB 5888872 A GB5888872 A GB 5888872A GB 5888872 A GB5888872 A GB 5888872A GB 1410938 A GB1410938 A GB 1410938A
Authority
GB
United Kingdom
Prior art keywords
ring
methyl
ylene
ethyl
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
Application number
GB5888872A
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.)
Novartis AG
Original Assignee
Ciba Geigy 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 Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of GB1410938A publication Critical patent/GB1410938A/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
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0075—Preparations with cationic dyes
    • C09B67/0076—Preparations of cationic or basic dyes in liquid form
    • 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
    • C09B26/00—Hydrazone dyes; Triazene dyes
    • C09B26/02—Hydrazone dyes
    • C09B26/04—Hydrazone dyes cationic
    • 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
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0077—Preparations with possibly reduced vat, sulfur or indigo dyes

Landscapes

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

Abstract

1410938 Azamethin dyes CIBA-GEIGY AG 20 Dec 1972 [23 Dec 1971] 58888/72 Heading C4P Dyes of formula are prepared by slowly adding not more than 4 mole equivalents of dimethyl, diethyl or dipropyl sulphate or p-toluenesulphonic acid methyl or ethyl ester, to a dye of formula in an aqueous (preferably alkaline) medium at at 5-75‹ C. In the formula R 1 is methyl, ethyl or propyl; R 2 is H, methyl, ethyl or propyl; Y is of formula -N(B)(D) or B is H, 1-4 C alkyl, cyclohexyl, phenyl or benzyl, and may be substituted by one or more of CN, nitro, carbamoyl, OH, amino, 1-4 C alkoxy, Cl or Br; D is phenyl or a 5- or 6- membered heterocyclic ring, and may be fused to a benzene ring which phenyl group, heterocyclic ring or fused benzene ring may be substituted by one or more at Cl, Br, OH, CN, carbamoyl, 1-4 C alkyl, 1-4 C alkoxy, phenoxy, NO 2 or acetylamino; or B and D complete a 5- or 6-membered ring to which may be fused one or two benzene rings; Q and Q 1 each complete a 5- or 6-membered ring which may be substituted as D above and may be fused to one or two benzene rings; R 3 is methyl, ethyl, propyl or benzyl; n and m are each 1 or 2; A is an anion. The examples describe dyes in which Q completes a pyridinium, quinolinium, acridinium, benzothiazolium, benzoxazolium, benzimidazolium, thiazolium, oxazolium or imidazolium nucleus; and Y is -N(B)(D) in which B is H, CH 3 , C 2 H 5 , C 3 H 7 C 4 H 9 or cyclohexyl and D is pyridinyl or phenyl which may be substituted by Cl, Br, CH 3 , phenoxy, NO 2 CN, CONH 2 , OH, OCH 3 or acetylamino, or B and D together complete a 2,3-dihydroindole, carbazole or tetrahydroquinoline ring, or Y is -N=Z in which Z is a N-methyl-(quinolin)-, -(benzothiazol)-,-(thiazol)-,-(oxazol)-or-(benzoxazol)-2-ylene ring, a 1,3-dimethyl-(imidazol)-, -(benzimidazole)-or-(1,3,4-triazine)-2-ylene ring, a N-methyl-(pyridin)- or -(quinolin)-ring, or a N - methyl - isoquinolin - 1 - ylene, 3 - ethyl- 1,3,4 - thiadiazol - 2 - ylene or 4 - benzyl - 1,2,4- thiadiazol-4-ylene ring. The dyes are used to colour polyacrylonitrile and acid-modified polyester and polyamide fibres in yellow shades.
GB5888872A 1971-12-23 1972-12-20 Process for the manufacture of cationic dyes Expired GB1410938A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1882671A CH562302A5 (en) 1971-12-23 1971-12-23

Publications (1)

Publication Number Publication Date
GB1410938A true GB1410938A (en) 1975-10-22

Family

ID=4435495

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5888872A Expired GB1410938A (en) 1971-12-23 1972-12-20 Process for the manufacture of cationic dyes

Country Status (7)

Country Link
JP (1) JPS4872226A (en)
BE (1) BE793207A (en)
CH (1) CH562302A5 (en)
DE (1) DE2262780A1 (en)
FR (1) FR2164645B1 (en)
GB (1) GB1410938A (en)
IT (1) IT974228B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1716843A2 (en) * 2005-04-29 2006-11-02 L'oreal Cellulosic particles, spherical object comprising cross-linked polymer particles, and adsorbent for body fluid purification
US7374581B2 (en) 2005-04-29 2008-05-20 L'oreal, S.A. Dye composition containing a particular cationic hydrazone direct dye, dyeing process, use and multi-compartment devices

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4026885A (en) * 1975-05-13 1977-05-31 Ciba-Geigy Corporation Process for the manufacture of cationic hydrazone dyes
JPS55157550A (en) * 1979-05-25 1980-12-08 Ricoh Co Ltd Novel hydrazone compound and its preparation
DE2931772A1 (en) * 1979-08-04 1981-02-26 Bayer Ag METHOD FOR PRODUCING CATIONIC DYES
DE3013273A1 (en) * 1980-04-05 1981-10-08 Bayer Ag, 5090 Leverkusen METHOD FOR PRODUCING CATIONIC DYES
DE3120991A1 (en) * 1981-05-26 1982-12-23 Bayer Ag, 5090 Leverkusen METHOD FOR PRODUCING CATIONIC HYDRAZONE DYES
DE102004009782A1 (en) * 2004-02-28 2005-09-15 Wella Ag Cationic heteroarylazine dyes and colorants containing these compounds

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1670904A1 (en) * 1967-08-10 1971-04-15 Hoechst Ag Substituted p-hydroxyphenylhydrazones and process for their preparation

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1716843A2 (en) * 2005-04-29 2006-11-02 L'oreal Cellulosic particles, spherical object comprising cross-linked polymer particles, and adsorbent for body fluid purification
FR2885044A1 (en) * 2005-04-29 2006-11-03 Oreal TINCTORIAL COMPOSITION COMPRISING A PARTICULAR CATIONIC HYDRAZON DIRECT COLORANT, METHOD OF DYING, USE AND DEVICES WITH SEVERAL COMPARTMENTS
US7374581B2 (en) 2005-04-29 2008-05-20 L'oreal, S.A. Dye composition containing a particular cationic hydrazone direct dye, dyeing process, use and multi-compartment devices
EP1716843A3 (en) * 2005-04-29 2011-08-17 L'Oréal Use of a particular cationic hydrazonic direct dye, a dye process for hairr, kit of compartments

Also Published As

Publication number Publication date
FR2164645A1 (en) 1973-08-03
IT974228B (en) 1974-06-20
DE2262780A1 (en) 1973-07-05
CH562302A5 (en) 1975-05-30
FR2164645B1 (en) 1975-09-12
JPS4872226A (en) 1973-09-29
BE793207A (en) 1973-06-22

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Legal Events

Date Code Title Description
CSNS Application of which complete specification have been accepted and published, but patent is not sealed