GB785120A - New monoazo dyestuffs derived from cyanuric chloride - Google Patents

New monoazo dyestuffs derived from cyanuric chloride

Info

Publication number
GB785120A
GB785120A GB3449854A GB3449854A GB785120A GB 785120 A GB785120 A GB 785120A GB 3449854 A GB3449854 A GB 3449854A GB 3449854 A GB3449854 A GB 3449854A GB 785120 A GB785120 A GB 785120A
Authority
GB
United Kingdom
Prior art keywords
methyl
dyestuffs
dyestuff
chloro
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
GB3449854A
Inventor
William Elliott Stephen
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 GB3449854A priority Critical patent/GB785120A/en
Publication of GB785120A publication Critical patent/GB785120A/en
Priority to MY5800031A priority patent/MY5800031A/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
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
    • C09B62/08—Azo 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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/04—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to a triazine ring
    • C09B62/08—Azo dyes
    • C09B62/085—Monoazo dyes

Abstract

The invention comprises dyestuffs, which in the form of their free acids, are of formula <FORM:0785120/IV (b)/1> where A may contain substituents other than hydroxy and amino groups, X is H or a substituent other than halogen and R is H or an alkyl group. They are made either by diazotizing an appropriate 2-sulphoaminobenzene and coupling with the required azo component or by condensing, preferably in an aqueous medium, equimolar quantities of cyanuric chloride and the necessary benzene-azo-naphthalene dyestuff. The heterocyclic component may be made in situ and all reactions are preferably effected at below 5 DEG C. to avoid side reactions and, also for this reason, the dyestuffs are preferably isolated at pH 6.4-7.8 and dried at 20-40 DEG C. in the presence of buffering agents which maintain a pH of about 6.5, e.g. mixtures of disodium hydrogen phosphate with potassium or sodium dihydrogen phosphate. Specified diazo components are aniline-2-mono- and -2,5-di-sulphonic acids, 3-aminobenzotrifluoride-4-, 2,4 - dimethylaniline - 6-, 4 - chloro - 5 - methyl-, 5 - chloro - 4 - methyl-, 4 - acetylamino-, 4-chloro-, 4-methyl- and 4- and 5-methoxyaniline - 2- and 3 - acetylamino-, 3,4 - dichloro-, 3 - methyl- and 2,4 - dimethoxy - aniline - 6 - sulphonic acids. The dyestuffs, as their alkali metal salts, yield orange colours on cellulosic textile material, e.g. when they are impregnated with a solution of the dyestuff and after-treated with an acid-binding agent such as caustic soda in an aqueous medium containing an electrolyte such as sodium chloride or sulphate or when printed with a paste containing the dyestuff and a substance such as sodium bicarbonate, which on subsequent heating or steaming, liberates an acid-binding agent. Examples are provided illustrating the preparation of the dyestuffs and their use in dyeing cotton, the diazo components being chosen from those listed above and the coupling components used are derived from 2-amino-, -methyl- and -n-butyl - amino - 5 - naphthol - 7 - sulphonic acids. Specification 209,723, [Class 2 (iv)], is referred to.
GB3449854A 1954-11-29 1954-11-29 New monoazo dyestuffs derived from cyanuric chloride Expired GB785120A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB3449854A GB785120A (en) 1954-11-29 1954-11-29 New monoazo dyestuffs derived from cyanuric chloride
MY5800031A MY5800031A (en) 1954-11-29 1958-12-30 New monoazo dyestuffs derived from cyanuric chloride

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3449854A GB785120A (en) 1954-11-29 1954-11-29 New monoazo dyestuffs derived from cyanuric chloride

Publications (1)

Publication Number Publication Date
GB785120A true GB785120A (en) 1957-10-23

Family

ID=10366400

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3449854A Expired GB785120A (en) 1954-11-29 1954-11-29 New monoazo dyestuffs derived from cyanuric chloride

Country Status (2)

Country Link
GB (1) GB785120A (en)
MY (1) MY5800031A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1113050B (en) * 1958-03-26 1961-08-24 Ici Ltd Process for the preparation of monoazo dyes
DE1125937B (en) * 1957-08-07 1962-03-22 Ici Ltd Process for stabilizing dihalo-s-triazine compounds
US3039872A (en) * 1958-07-16 1962-06-19 Lichtdrukpapierfabriek De Atla Material for diazotype processes
DE1135592B (en) * 1957-10-30 1962-08-30 Ici Ltd Process for the preparation of monoazo dyes
DE1143949B (en) * 1958-03-26 1963-02-21 Ici Ltd Process for the preparation of monoazo dyes
US3125403A (en) * 1964-03-17 New colouration process
US4038267A (en) * 1973-05-24 1977-07-26 Sumitomo Chemical Company, Limited Triazine reactive dyes
DE3217224A1 (en) * 1981-05-14 1983-01-20 Sumitomo Chemical Co., Ltd., Osaka METHOD FOR THE PRODUCTION OF ARYLAZOAMINONAPHTHOLSULPHONIC ACIDS, THE USE THEREOF AS INTERMEDIATE PRODUCTS IN THE PRODUCTION OF REACTIVE COLORS AND REACTIVE COLORS PRODUCED UNDER THE USE THEREOF

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3125403A (en) * 1964-03-17 New colouration process
DE1125937B (en) * 1957-08-07 1962-03-22 Ici Ltd Process for stabilizing dihalo-s-triazine compounds
DE1135592B (en) * 1957-10-30 1962-08-30 Ici Ltd Process for the preparation of monoazo dyes
DE1113050B (en) * 1958-03-26 1961-08-24 Ici Ltd Process for the preparation of monoazo dyes
DE1143949B (en) * 1958-03-26 1963-02-21 Ici Ltd Process for the preparation of monoazo dyes
US3039872A (en) * 1958-07-16 1962-06-19 Lichtdrukpapierfabriek De Atla Material for diazotype processes
US4038267A (en) * 1973-05-24 1977-07-26 Sumitomo Chemical Company, Limited Triazine reactive dyes
DE3217224A1 (en) * 1981-05-14 1983-01-20 Sumitomo Chemical Co., Ltd., Osaka METHOD FOR THE PRODUCTION OF ARYLAZOAMINONAPHTHOLSULPHONIC ACIDS, THE USE THEREOF AS INTERMEDIATE PRODUCTS IN THE PRODUCTION OF REACTIVE COLORS AND REACTIVE COLORS PRODUCED UNDER THE USE THEREOF
US4841027A (en) * 1981-05-14 1989-06-20 Sumitomo Chemical Company, Limited Process for preparing phenyl- and naphthylazo-aminonaphthol sulphonic acids

Also Published As

Publication number Publication date
MY5800031A (en) 1958-12-31

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