GB1188605A - Process for Preparing Water-Soluble Dyestuffs of the Diphenylindoylmethane Series - Google Patents

Process for Preparing Water-Soluble Dyestuffs of the Diphenylindoylmethane Series

Info

Publication number
GB1188605A
GB1188605A GB1622668A GB1622668A GB1188605A GB 1188605 A GB1188605 A GB 1188605A GB 1622668 A GB1622668 A GB 1622668A GB 1622668 A GB1622668 A GB 1622668A GB 1188605 A GB1188605 A GB 1188605A
Authority
GB
United Kingdom
Prior art keywords
product
alkyl
dyestuffs
april
reacting
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
GB1622668A
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.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst 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 Hoechst AG, Farbwerke Hoechst AG filed Critical Hoechst AG
Publication of GB1188605A publication Critical patent/GB1188605A/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
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/26—Triarylmethane dyes in which at least one of the aromatic nuclei is heterocyclic

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Indole Compounds (AREA)

Abstract

1,188,605. Diarylindolylmethane dyestuffs. FARBWERKE HOECHST A.G. 4 April, 1968 [5 April, 1967], No. 16266/68. Heading C4P. Water-soluble dyestuffs of the general formula wherein R 1 is C 1 -C 4 alkyl, C 1 -C 4 alkoxy or OH, R 2 and R 3 are H or a sulphonic acid group but are not the same, R 4 is C 1 -C 4 alkyl and X(-) is an anion are prepared in a single reaction vessel by (a) reacting p-chlorobenzotrichloride with chlorobenzene in presence of aluminium chloride, boron trifluoride, iron trichloride or another Friedel-Crafts catalyst at - 20‹ to + 10‹ C. to form as a main product 4,4<SP>1</SP>- dichlorobenzophenone dichloride, crystallized in the form of a double salt optionally separating this product from the mother liquor; (b) condensing the above product with an indole compound of general formula wherein R 4 is C 1 -C 4 alkyl at 60‹ to 110‹ C. in presence of a condensing agent, e.g. phosphorus oxychloride, and (c) reacting the product of (b) with at least 2 mols of an amine wherein R 1 , R 2 and R 3 are as above, at 100‹ to 140‹ C. optionally in presence of a di-or polyhydric alcohol as solvent, the product dyestuff being isolated and sulphonated if free from sulphonic acid groups. The dyes dye wool and silk in clear blue shades.
GB1622668A 1967-04-05 1968-04-04 Process for Preparing Water-Soluble Dyestuffs of the Diphenylindoylmethane Series Expired GB1188605A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF0052033 1967-04-05

Publications (1)

Publication Number Publication Date
GB1188605A true GB1188605A (en) 1970-04-22

Family

ID=7105121

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1622668A Expired GB1188605A (en) 1967-04-05 1968-04-04 Process for Preparing Water-Soluble Dyestuffs of the Diphenylindoylmethane Series

Country Status (4)

Country Link
CH (1) CH522022A (en)
DE (1) DE1569747A1 (en)
FR (1) FR1560821A (en)
GB (1) GB1188605A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7211117B2 (en) 2002-12-30 2007-05-01 L'oreal S.A. Composition for dyeing keratin fibers comprising at least one dye chosen from monoheteroyldiarylmethane direct dyes and the leuco precursors thereof and dyeing method using it
US7211118B2 (en) 2002-12-30 2007-05-01 L'oreal S.A. Composition for dyeing keratin fibers comprising a defined triheteroylmethane direct dye or leuco precursor of this dye and dyeing method using it
US7217297B2 (en) 2002-12-30 2007-05-15 L'oreal S.A. Composition for dyeing keratin fibers comprising a defined diheteroylarylmethane direct dye or a leuco precursor of this dye and dyeing method using it
WO2015141536A1 (en) * 2014-03-18 2015-09-24 富士フイルム株式会社 Colored curable resin composition, cured film, color filter, method for producing color filter, solid-state image sensor, image display device, compound, and cation

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4558137A (en) * 1981-08-06 1985-12-10 The Hilton-Davis Chemical Co. Bis phenyl (2 carboxylic acid or ester indol-3-yl)methanes

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7211117B2 (en) 2002-12-30 2007-05-01 L'oreal S.A. Composition for dyeing keratin fibers comprising at least one dye chosen from monoheteroyldiarylmethane direct dyes and the leuco precursors thereof and dyeing method using it
US7211118B2 (en) 2002-12-30 2007-05-01 L'oreal S.A. Composition for dyeing keratin fibers comprising a defined triheteroylmethane direct dye or leuco precursor of this dye and dyeing method using it
US7217297B2 (en) 2002-12-30 2007-05-15 L'oreal S.A. Composition for dyeing keratin fibers comprising a defined diheteroylarylmethane direct dye or a leuco precursor of this dye and dyeing method using it
WO2015141536A1 (en) * 2014-03-18 2015-09-24 富士フイルム株式会社 Colored curable resin composition, cured film, color filter, method for producing color filter, solid-state image sensor, image display device, compound, and cation
JP2016040593A (en) * 2014-03-18 2016-03-24 富士フイルム株式会社 Colored curable resin composition, cured film, color filter, method for manufacturing the color filter, solid-state imaging device, image display device, compound and cation
CN106068281A (en) * 2014-03-18 2016-11-02 富士胶片株式会社 Colored curable resin composition, cured film, colored filter, the manufacture method of colored filter, solid-state imaging element, image display device, compound and cation
KR101824515B1 (en) 2014-03-18 2018-02-01 후지필름 가부시키가이샤 Colored curable resin composition, cured film, color filter, method for producing color filter, solid-state image sensor, image display device, compound, and cation
US10351526B2 (en) 2014-03-18 2019-07-16 Fujifilm Corporation Coloring curable resin composition, cured film, color filter, method for manufacturing color filter, solid-state imaging device, image display device, compound, and cation
TWI666514B (en) * 2014-03-18 2019-07-21 日商富士軟片股份有限公司 Colored curable resin composition, cured film, color filter, method for manufacturing color filter, solid-state image sensing device, image display device, compound and cation

Also Published As

Publication number Publication date
FR1560821A (en) 1969-03-21
CH522022A (en) 1972-04-30
DE1569747A1 (en) 1970-08-27

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee