GB957336A - New poly-azo dyestuffs containing unsaturated acylamino groups - Google Patents

New poly-azo dyestuffs containing unsaturated acylamino groups

Info

Publication number
GB957336A
GB957336A GB1877561A GB1877561A GB957336A GB 957336 A GB957336 A GB 957336A GB 1877561 A GB1877561 A GB 1877561A GB 1877561 A GB1877561 A GB 1877561A GB 957336 A GB957336 A GB 957336A
Authority
GB
United Kingdom
Prior art keywords
dyes
groups
acryloylamino
pyrazolone
formula
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
GB1877561A
Inventor
Cyril Eric Vellins
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 GB1877561A priority Critical patent/GB957336A/en
Priority to DE1962I0021813 priority patent/DE1275233B/en
Priority to CH630862A priority patent/CH417809A/en
Publication of GB957336A publication Critical patent/GB957336A/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
    • C09B62/00Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44Reactive 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
    • C09B62/465Reactive 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
    • C09B62/47Azo dyes
    • C09B62/475Disazo or polyazo dyes

Landscapes

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

Abstract

1 - [41 - (acryloylamino)phenyl] - 3 - methyl - 5 -pyrazolone is prepared by reacting 1-(41-aminophenyl)-3-methyl-5-pyrazolone with acryloyl chloride. 4-(acryloylamino)-acetoacetanilide is prepared by reacting 4-aminoacetoacetanilide with acryloylchloride; 2 - chloro - 4 - acryloylamino - acetoacetanilide and 2 - methoxy - 4 - acryloylamino-acetoacetanilide are similarly prepared.ALSO:The invention comprises azo dyes of formula <FORM:0957336/C3/1> wherein X is a direct link or a bridging atom or group, rings B1 and B2 may be substituted, E1 and E2 are residues of coupling components of the acylacetoarylamide, 5-pyrazolone or 5-aminopyrazole series, and may be the same or different, the dyes containing 2-4 sulphonic or carboxylic acid groups and 2-4 groups of formula -NHCOCY=CHY wherein one Y is a hydrogen atom and the other Y is a hydrogen, chlorine or bromine atom, each of the said groups being attached to a carbon atom of an aryl ring in the dye. The dyes are prepared by (a) tetrazotizing a diamine of formula <FORM:0957336/C3/2> and coupling with 2 mols. of the same, or 1 mol. of each of two different, coupling components of the acylacetoarylamide, 5-aminopyrazole or 5-pyrazolone series, the diamine and coupling component together containing the appropriate groups or (b) treating an aminoazo dye of formula <FORM:0957336/C3/3> which contains 2-4 sulphonic or carboxylic acid groups and wherein n=2-4 with an acylating agent, such as an acid halide derived from an acid HOOC.CY=CHY, such as acryloyl chloride, a - or b -chloroacryloyl chloride and b -bromoacryloyl chloride. The dyes may be used to colour natural and regenerated cellulose, wool, silk, polyamide and modified polyacrylonitrile fibres in yellow, orange and red shades. The dyes may also be used to dye cellulose fibres in the presence of acid-binding agents. The following values of X are specified in examples: direct link, -CO-, azoxy, -CH2-, -O-, -S-, -S-S-, -CONH-, -NH.CO.NH-, -SO2-, -CH=CH-, -CH2CH2- and -N=N-. Specification 885,814 is referred to.
GB1877561A 1961-05-24 1961-05-24 New poly-azo dyestuffs containing unsaturated acylamino groups Expired GB957336A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB1877561A GB957336A (en) 1961-05-24 1961-05-24 New poly-azo dyestuffs containing unsaturated acylamino groups
DE1962I0021813 DE1275233B (en) 1961-05-24 1962-05-24 Process for the preparation of disazo dyes
CH630862A CH417809A (en) 1961-05-24 1962-05-24 Process for the production of new azo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1877561A GB957336A (en) 1961-05-24 1961-05-24 New poly-azo dyestuffs containing unsaturated acylamino groups

Publications (1)

Publication Number Publication Date
GB957336A true GB957336A (en) 1964-05-06

Family

ID=10118200

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1877561A Expired GB957336A (en) 1961-05-24 1961-05-24 New poly-azo dyestuffs containing unsaturated acylamino groups

Country Status (2)

Country Link
CH (1) CH417809A (en)
GB (1) GB957336A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4250091A (en) * 1974-01-30 1981-02-10 Antonino Condo Water-soluble disazo dyestuff derived from 4,4-diaminobenzanilide

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4250091A (en) * 1974-01-30 1981-02-10 Antonino Condo Water-soluble disazo dyestuff derived from 4,4-diaminobenzanilide

Also Published As

Publication number Publication date
CH417809A (en) 1966-07-31

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