GB478665A - New anthraquinone derivatives - Google Patents

New anthraquinone derivatives

Info

Publication number
GB478665A
GB478665A GB2035036A GB2035036A GB478665A GB 478665 A GB478665 A GB 478665A GB 2035036 A GB2035036 A GB 2035036A GB 2035036 A GB2035036 A GB 2035036A GB 478665 A GB478665 A GB 478665A
Authority
GB
United Kingdom
Prior art keywords
aminoazobenzene
wool
aminoanthraquinone
condensed
sodium
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
GB2035036A
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.)
GEORGE CROWE SEMPLE
Imperial Chemical Industries Ltd
Original Assignee
GEORGE CROWE SEMPLE
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 GEORGE CROWE SEMPLE, Imperial Chemical Industries Ltd filed Critical GEORGE CROWE SEMPLE
Priority to GB2035036A priority Critical patent/GB478665A/en
Publication of GB478665A publication Critical patent/GB478665A/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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/11—Preparation of azo dyes from other azo compounds by introducing hydrocarbon radicals or substituted hydrocarbon radicals on primary or secondary amino groups
    • 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
    • C09B56/00—Azo dyes containing other chromophoric systems
    • C09B56/12—Anthraquinone-azo dyes

Landscapes

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

Abstract

Azo compounds of the formula AQ--NH--R--N = N--R<1> and their sulphonic acids wherein AQ = anthraquinonyl and R and R<1> stand for arylene and aryl respectively of the benzene or naphthalene series are made by interacting an anthraquinone compound which has a replaceable negative substituent with a compound of the formula NH2.R.N = N--R<1>. The sulphonic acids are made either by (1) sulphonating the azo compounds, or (2) by starting from sulphonated components. The sulphonation may be effected either by treating the azo compounds with sulphonating acids or a halogen azo compound with a sulphite. The sulphonated compounds are wool dyes. All the compounds may be substituted by halogen, methyl, amino, acylamino, hydroxy or alkoxy groups. In the examples: (1) sodium 4-bromo- or chloro-1-aminoanthraquinone-2-sulphonate is condensed with p-aminoazobenzene in presence of sodium carbonate and bicarbonate, cuprous chloride, alcohol and water (green on wool), (2) 4-bromo-1-aminoanthraquinone-2-sulphonic acid is condensed as in (1) using copper borate instead of copper chloride, (3) similar to (1) using copper oxalate, sulphate or nitrate, (4) sodium 4-bromo-1 - aminoanthraquinone - 2 - sulphonate is condensed with sodium 4-aminoazobenzene-4<1>-sulphonate as in (1) (green on wool), (5) 2 : 4-dibromo - 1 - aminoanthraquinone - 5 - sulphonicacid and p-aminoazobenzene are condensed as in (1), (6) 5 - chlor - 4 - bromo - 1 - aminoanthraquinone - 2 - sulphonic acid and p - aminoazobenzene are condensed as in (1) using copper nitrate (yellowish green on wool), (7) the product of (1) is sulphonated (yellowish green on wool), (8) similar to (4) using 4-benzeneazo-a -naphthylamine-6(7)-sulphonic acid (green on wool), (9) 1-chloranthraquinone, p-aminoazobenzene, sodium carbonate and cuprous iodide are heated in o - dichlorobenzene, (10) sodium anthraquinone - 1 - sulphonate and p - aminoazobenzene are heated with methyl alcohol under pressure, (11) 4-chloro-1-benzoylaminoanthraquinone, p-aminoazobenzene, sodium carbonate and cuprous iodide are heated in o-dichlorobenzene. Specification 455,711 is referred to.
GB2035036A 1936-07-22 1936-07-22 New anthraquinone derivatives Expired GB478665A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2035036A GB478665A (en) 1936-07-22 1936-07-22 New anthraquinone derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2035036A GB478665A (en) 1936-07-22 1936-07-22 New anthraquinone derivatives

Publications (1)

Publication Number Publication Date
GB478665A true GB478665A (en) 1938-01-24

Family

ID=10144494

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2035036A Expired GB478665A (en) 1936-07-22 1936-07-22 New anthraquinone derivatives

Country Status (1)

Country Link
GB (1) GB478665A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1055709A1 (en) * 1999-05-25 2000-11-29 Clariant International Ltd. Anthraquinone-azo dyes and colouration process involving such compounds

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1055709A1 (en) * 1999-05-25 2000-11-29 Clariant International Ltd. Anthraquinone-azo dyes and colouration process involving such compounds
WO2000071622A1 (en) * 1999-05-25 2000-11-30 Clariant Finance (Bvi) Limited Anthraquinone-azo dyes and use of such compounds
AU779319B2 (en) * 1999-05-25 2005-01-13 Clariant Finance (Bvi) Limited Anthraquinone-azo dyes and use of such compounds

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