GB460255A - Process for the manufacture of alkoxyanthraquinones - Google Patents

Process for the manufacture of alkoxyanthraquinones

Info

Publication number
GB460255A
GB460255A GB2121935A GB2121935A GB460255A GB 460255 A GB460255 A GB 460255A GB 2121935 A GB2121935 A GB 2121935A GB 2121935 A GB2121935 A GB 2121935A GB 460255 A GB460255 A GB 460255A
Authority
GB
United Kingdom
Prior art keywords
alcohol
amino
phenoxyanthraquinone
anilino
condensed
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
GB2121935A
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.)
COLIN HENRY LUMSDEN
Imperial Chemical Industries Ltd
Original Assignee
COLIN HENRY LUMSDEN
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 COLIN HENRY LUMSDEN, Imperial Chemical Industries Ltd filed Critical COLIN HENRY LUMSDEN
Priority to GB2121935A priority Critical patent/GB460255A/en
Priority to DEI55587D priority patent/DE661137C/en
Priority to FR809047D priority patent/FR809047A/en
Publication of GB460255A publication Critical patent/GB460255A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
    • C07C50/34—Quinones containing groups having oxygen atoms singly bound to carbon atoms the quinoid structure being part of a condensed ring system having three rings
    • 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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Alkoxyanthraquinones wherein the alkoxy substituent contains a long-chain alkyl group having 10-20 carbon atoms are prepared by reacting an alkali metal compound of a monohydric alcohol containing 10--20 carbon atoms with an anthraquinone compound carrying as substituent an alkoxy group having 1--5 carbon atoms or a b -oxyethoxy, glyceryloxy, phenoxy or cresoxy group. The alkali metal compounds of the alcohols may be provided by heating the alcohol with an alkali metal hydroxide or by using an alkali metal alkoxide in excess of the alcohol. In examples: (1) 1-amino - 4 - anilino - 2 - phenoxyanthraquinone (made according to example 8 of Specification 26944/11, [Class 2 (iii)], using 1-amino-4-anilino-2-bromanthraquinone) is condensed with dodecyl alcohol and potassium hydroxide and the product may be sulphonated; the same product may be prepared by condensing 1-amino-4-anilino - 2 - methoxyanthraquinone with dodecyl alcohol and sodium hydroxide (or sodium and dodecyl alcohol), or by using instead 1 - amino - 4 - anilino - 2 - ethoxyanthraquinone (made according to example 7 of Specification 323,026, [Class 2 (iii)], using 1 - amino - 4 - anilinoanthraquinone - 2-sulphonic acid) or the 1-amino-4-anilino-2-glyceryloxyanthraquinone: (2) 1-amino-4- anilino-2-phenoxyanthraquinone is condensed with cetyl alcohol and potassium hydroxide; decyl or octadecyl alcohol may be used instead to give the corresponding alkoxy compounds. (3) 1 - amino - 5 - phenoxyanthraquinone and 1 - hydroxy - 4 - phenoxyanthraquinone (made by reacting 1-chloro-4-oxyanthraquinone with potassium phenate) are respectively condensed with dodecyl alcohol and sodium hydroxide; cetyl alcohol may be used instead: (4) 1-phenoxyanthraquinone is condensed with dodecyl alcohol and sodium hydroxide: (5) 1-methylamino-4-phenoxyanthraquinone (prepared from 1-bromo-4-methylaminoanthraquinone and sodium phenate) or the corresponding 4-p-cresyloxy compound is condensed with dodecyl alcohol and sodium hydroxide; cetyl alcohol may be used instead. Specifications 326,949, [Class 2 (iii)], 361,338, 393,966, 394,343, 430,160, 443,776, and 449,011 also are referred to.
GB2121935A 1935-07-25 1935-07-25 Process for the manufacture of alkoxyanthraquinones Expired GB460255A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB2121935A GB460255A (en) 1935-07-25 1935-07-25 Process for the manufacture of alkoxyanthraquinones
DEI55587D DE661137C (en) 1935-07-25 1936-07-23 Process for the preparation of alkoxyanthraquinones
FR809047D FR809047A (en) 1935-07-25 1936-07-25 Process for manufacturing alkoxyanthraquinones

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2121935A GB460255A (en) 1935-07-25 1935-07-25 Process for the manufacture of alkoxyanthraquinones

Publications (1)

Publication Number Publication Date
GB460255A true GB460255A (en) 1937-01-25

Family

ID=10159189

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2121935A Expired GB460255A (en) 1935-07-25 1935-07-25 Process for the manufacture of alkoxyanthraquinones

Country Status (3)

Country Link
DE (1) DE661137C (en)
FR (1) FR809047A (en)
GB (1) GB460255A (en)

Also Published As

Publication number Publication date
FR809047A (en) 1937-02-22
DE661137C (en) 1938-06-11

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