GB1029036A - Water-soluble azo dyes - Google Patents

Water-soluble azo dyes

Info

Publication number
GB1029036A
GB1029036A GB682263A GB682263A GB1029036A GB 1029036 A GB1029036 A GB 1029036A GB 682263 A GB682263 A GB 682263A GB 682263 A GB682263 A GB 682263A GB 1029036 A GB1029036 A GB 1029036A
Authority
GB
United Kingdom
Prior art keywords
formula
mole
radical
sulphonic acid
amino
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
GB682263A
Inventor
Ulrich Blass
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.)
Sandoz Patent Ltd
Sandoz AG
Original Assignee
Sandoz Patent Ltd
Sandoz 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 Sandoz Patent Ltd, Sandoz AG filed Critical Sandoz Patent Ltd
Publication of GB1029036A publication Critical patent/GB1029036A/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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/465—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an acryloyl group, a quaternised or non-quaternised aminoalkyl carbonyl group or a (—N)n—CO—A—O—X or (—N)n—CO—A—Hal group, wherein A is an alkylene or alkylidene group, X is hydrogen or an acyl radical of an organic or inorganic acid, Hal is a halogen atom, and n is 0 or 1
    • C09B62/47—Azo dyes
    • C09B62/473—Monoazo dyes
    • 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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/002—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the linkage of the reactive group being alternatively specified
    • C09B62/006—Azodyes
    • C09B62/008—Monoazo dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The invention comprises water-soluble azo dyes of the formula <FORM:1029036/C4-C5/1> wherein A represents the radical of a coupling component, R an aliphatic, araliphatic or aromatic radical which may be substituted, X an alkyl or cycloalkyl radical and in which the group X-O-stands in the 4- or 5-position and the nucleus Q may additionally contain a nucleophilic substituent, e.g. an alkyl radical containing 1 to 5 carbon atoms and a process for the preparation thereof which consists in reacting 1 mole of a water-soluble azo dye of the formula <FORM:1029036/C4-C5/2> wherein A, X and Q have the above meanings or 1 mole of a diazo component of the formula <FORM:1029036/C4-C5/3> wherein X and Q have the above meanings (a) with at least 1 mole of a compound of the formula R-CO-NH-CH2-OH where R has the meaning given above or (b) with at least 1 mole of a compound of the formula R-Z where R has the above meaning and Z represents a -CN or -CONH2 radical and at least 0.5 mole of a symmetrical dihalogenodimethyl ether, in the presence of an acid condensing agent, upon which the reaction product, when a diazo component of the third formula above is used, is diazotized and coupled with a coupling component. The radical R may contain a reactive halogen atom or a multiple linkage which can be split to form addition compounds. The dyes are suitable for dyeing leather, wool, silk and synthetic polyamide fibres, e.g. nylon, whilst those dyes which contain reactive halogen atoms or saponifiable sulphuric or sulphonic acid esters are suitable for dyeing, padding and printing cellulosic fibres and fibres of regenerated cellulose. In an example 1 - amino - 4 - methoxy - 5(chloro - acetylamino-methyl) - benzene - 2 - sulphonic acid is diazotized and coupled with 1-(21,51-dichlorophenyl) - 3 - methyl - 5 - pyrazolone - 41 -sulphonic acid to obtain a yellow dye. Many additional products are defined.ALSO:1 - Amino - 4 - methoxy - 5 - (chloro-acetyl-aminomethyl) - benzene - 2 - sulphonic acid is obtained by reacting 1-amino-4-methoxybenzene-2-sulphonic acid with chloracetamide and dichlorodimethyl ether in sulphuric acid solution.
GB682263A 1962-02-23 1963-02-20 Water-soluble azo dyes Expired GB1029036A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH222462A CH416887A (en) 1962-02-23 1962-02-23 Process for the preparation of water-soluble azo dyes

Publications (1)

Publication Number Publication Date
GB1029036A true GB1029036A (en) 1966-05-11

Family

ID=4228761

Family Applications (1)

Application Number Title Priority Date Filing Date
GB682263A Expired GB1029036A (en) 1962-02-23 1963-02-20 Water-soluble azo dyes

Country Status (2)

Country Link
CH (1) CH416887A (en)
GB (1) GB1029036A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2303601A1 (en) * 1972-01-27 1973-08-02 Ciba Geigy Ag MONOAZO CONNECTIONS, THEIR PRODUCTION AND USE

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2303601A1 (en) * 1972-01-27 1973-08-02 Ciba Geigy Ag MONOAZO CONNECTIONS, THEIR PRODUCTION AND USE

Also Published As

Publication number Publication date
CH416887A (en) 1966-07-15

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