GB1078092A - Anthraquinone dyestuffs - Google Patents

Anthraquinone dyestuffs

Info

Publication number
GB1078092A
GB1078092A GB10098/66A GB1009866A GB1078092A GB 1078092 A GB1078092 A GB 1078092A GB 10098/66 A GB10098/66 A GB 10098/66A GB 1009866 A GB1009866 A GB 1009866A GB 1078092 A GB1078092 A GB 1078092A
Authority
GB
United Kingdom
Prior art keywords
hal
formula
represent
nhcoy
nhy
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
GB10098/66A
Inventor
Francis Bowman
Albert Charles Cooper
Francis Irving
Alistair Livingston
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB10098/66A priority Critical patent/GB1078092A/en
Publication of GB1078092A publication Critical patent/GB1078092A/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
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36Dyes with acylated amino groups
    • 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
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • 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
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
    • C09B1/325Dyes with no other substituents than the amino groups
    • 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
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/56Mercapto-anthraquinones
    • C09B1/58Mercapto-anthraquinones with mercapto groups substituted by aliphatic, cycloaliphatic, araliphatic or aryl radicals
    • C09B1/585Mercapto-anthraquinones with mercapto groups substituted by aliphatic, cycloaliphatic, araliphatic or aryl radicals substituted by aryl radicals

Abstract

The invention comprises anthraquinone dyestuffs of the formula <FORM:1078092/C4-C5/1> wherein W represents -NH- or -S-; R represents a hydroxyalkyl or hydroxyalkoxyalkyl radical; and X1, X2 and X3 each independently represent a hydrogen atom or an amino, a -NHCOY, a -NHY or a <FORM:1078092/C4-C5/2> group, wherein Y represents an alkyl or aryl radical. The dyestuffs may be made by esterifying a compound of the formula <FORM:1078092/C4-C5/3> where Z1, Z2 and Z3 represent the same groups as X1, X2 and X3, except that -W-phenylene-COOH replaces the corresponding ester, with a glycol of the formula ROH. Alternatively the carboxylic acid may be converted to the acid chloride and then reacted with the glycol. A further method comprises reacting the above intermediate (where Z1, Z2 and Z3 are other than amino or -NHY) with R-hal, where "hal" is a chlorine or bromine atom. The dyes may also be made by reacting <FORM:1078092/C4-C5/4> where "hal" is chlorine or bromine and T1, T2 and T3 represent a H, Cl, Br, -NHY or -NHCOY with HW.C6H4.COOR. Alternatively a compound similar to the preceding formula but with "hal" replaced by -WH and the T radicals replaced by L1, L2 and L3 which represent H, -NHCOY or -WH, is reacted with hal-C6H4-COOR. The intermediates of second general formula above may themselves be obtained by condensing the appropriate chloro- or bromo-anthraquinone compound with a carboxylic acid HW.C6H4.COOH.
GB10098/66A 1966-03-08 1966-03-08 Anthraquinone dyestuffs Expired GB1078092A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB10098/66A GB1078092A (en) 1966-03-08 1966-03-08 Anthraquinone dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB10098/66A GB1078092A (en) 1966-03-08 1966-03-08 Anthraquinone dyestuffs

Publications (1)

Publication Number Publication Date
GB1078092A true GB1078092A (en) 1967-08-02

Family

ID=9961464

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10098/66A Expired GB1078092A (en) 1966-03-08 1966-03-08 Anthraquinone dyestuffs

Country Status (1)

Country Link
GB (1) GB1078092A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4446047A (en) * 1981-02-25 1984-05-01 Imperial Chemical Industries Plc Pleochroic anthraquinone dyes
US4455253A (en) * 1981-02-25 1984-06-19 Imperial Chemical Industries Plc Pleochroic anthraquinone dyes
US4464282A (en) * 1981-02-25 1984-08-07 The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britian And Northern Ireland Organic materials
US4496221A (en) * 1981-02-25 1985-01-29 Secretary of State for Defence in Her Britanic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland of Whitehall Liquid crystal compositions with pleochroic anthraquines dyes
US7456316B2 (en) 2002-03-22 2008-11-25 Huntsman International Llc Anthraquinone dyes

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4446047A (en) * 1981-02-25 1984-05-01 Imperial Chemical Industries Plc Pleochroic anthraquinone dyes
US4455253A (en) * 1981-02-25 1984-06-19 Imperial Chemical Industries Plc Pleochroic anthraquinone dyes
US4464282A (en) * 1981-02-25 1984-08-07 The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britian And Northern Ireland Organic materials
US4496221A (en) * 1981-02-25 1985-01-29 Secretary of State for Defence in Her Britanic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland of Whitehall Liquid crystal compositions with pleochroic anthraquines dyes
US7456316B2 (en) 2002-03-22 2008-11-25 Huntsman International Llc Anthraquinone dyes

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