GB778806A - Manufacture of water-insoluble azo-dyestuff pigments - Google Patents

Manufacture of water-insoluble azo-dyestuff pigments

Info

Publication number
GB778806A
GB778806A GB34628/53A GB3462853A GB778806A GB 778806 A GB778806 A GB 778806A GB 34628/53 A GB34628/53 A GB 34628/53A GB 3462853 A GB3462853 A GB 3462853A GB 778806 A GB778806 A GB 778806A
Authority
GB
United Kingdom
Prior art keywords
oil
acid
alkyl
aqueous emulsion
pyrazolone
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
GB34628/53A
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 GB778806A publication Critical patent/GB778806A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B41/00Special methods of performing the coupling reaction
    • C09B41/001Special methods of performing the coupling reaction characterised by the coupling medium

Abstract

Alkyl - sulphonamido - alkyl carboxylic acids containing at least 8 carbon atoms in the first alkyl group are obtained by reacting with ammonia the sulphochlorination products of aliphatic hydrocarbons, e.g. a fraction obtained by the Fischer-Tropsch synthesis, and reacting the sulphonamides obtained with halogen-carboxylic acids, e.g. chloracetic acid.ALSO:Water-insoluble azo - dyestuff pigments having a soft grain are obtained by adding to the aqueous liquid in which the pigment is formed or worked up at any stage during the coupling operation (i.e. during coupling or immediately after) an aqueous emulsion of an oil containing an alkyl-sulphonamidoalkylcarboxylic acid as emulsifying agent containing at least 8 carbon atoms in the first alkyl group (see Group IV(b)) or a salt of such acid with an inorganic or organic base or a mixture of an oil with such an emulsifying agent, the ratio of the oil to pigment being so chosen that the finished pigment powder contains at least 10 per cent oil based on the weight of pigment, preferably 10-25 per cent. The mixture of oil and agent may first be clarified by addition of water, a fatty acid such as oleic acid, an alcohol such as butanol or acetic acid. Oils specified are peanut, linseed and maize grain oils, also mineral or synthetic oils. In examples (1) an aqueous emulsion of mineral oil containing a sodium alkyl - sulphonamide - acetate is added to a coupling solution containing 1 - phenyl - 3 - methyl - 5 - pyrazolone and 1 - phenyl 3 - carbethoxy - 5 - pyrazolone to which is added tetrazotized 3, 31 - dichloro - 4, 41 - diamino - diphenyl; (2) an aqueous emulsion of the same sodium alkyl - sulphonamido - acetate with spindle oil is added to a coupling solution containing 1 - phenyl - 3 - carbethoxy - 5 - pyrazolone or 1 - tolyl - 3 - methyl - 5 - pyrazolone, followed by the addition of tetrazotized 3, 31 - dichloro - 4, 41 - diaminodiphenyl; (3) an aqueous emulsion as under (2) is heated with a coupling solution prepared from diazotized 1 - amino - 3 - methyl - 4 - chlorobenzene - 6 - sulphonic acid and b - naphthol; (4) an aqueous emulsion as under (2) is heated with a coupling solution of the dye aniline -->a - naphthylamine --> acetonyl - 1, 8-naphthylene diamine or a coupling solution of the dye 2 - chloro - 4 - nitranline--> b - naphthol.
GB34628/53A 1952-12-12 1953-12-11 Manufacture of water-insoluble azo-dyestuff pigments Expired GB778806A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE778806X 1952-12-12

Publications (1)

Publication Number Publication Date
GB778806A true GB778806A (en) 1957-07-10

Family

ID=6687048

Family Applications (1)

Application Number Title Priority Date Filing Date
GB34628/53A Expired GB778806A (en) 1952-12-12 1953-12-11 Manufacture of water-insoluble azo-dyestuff pigments

Country Status (1)

Country Link
GB (1) GB778806A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0028464A1 (en) * 1979-10-26 1981-05-13 Imperial Chemical Industries Plc Azo dyestuff preparation by phase transfer catalysed coupling in a two-phase medium
WO2008052996A1 (en) * 2006-10-30 2008-05-08 Shell Internationale Research Maatschappij B.V. Fuel compositions

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0028464A1 (en) * 1979-10-26 1981-05-13 Imperial Chemical Industries Plc Azo dyestuff preparation by phase transfer catalysed coupling in a two-phase medium
WO2008052996A1 (en) * 2006-10-30 2008-05-08 Shell Internationale Research Maatschappij B.V. Fuel compositions

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