GB523287A - New dyes and textile and other materials coloured therewith - Google Patents

New dyes and textile and other materials coloured therewith

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Publication number
GB523287A
GB523287A GB3798038A GB3798038A GB523287A GB 523287 A GB523287 A GB 523287A GB 3798038 A GB3798038 A GB 3798038A GB 3798038 A GB3798038 A GB 3798038A GB 523287 A GB523287 A GB 523287A
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GB
United Kingdom
Prior art keywords
amino
acetylamino
nitro
azo
coupling
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
GB3798038A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to GB3798038A priority Critical patent/GB523287A/en
Publication of GB523287A publication Critical patent/GB523287A/en
Expired legal-status Critical Current

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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
    • C09B31/00Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02Disazo dyes
    • C09B31/04Disazo dyes from a coupling component "C" containing a directive amino group
    • C09B31/043Amino-benzenes

Landscapes

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

Abstract

523,287. Dyes ; dyeing cellulose derivatives. ELLIS, G. H., OLPIN, H. C., and WRIGHT, J. Dec. 31, 1938. Nos. 37980/38 and 31559/39, (both divided out of 529,454). [Classes 2 (ii), 2 (iii) and 15 (ii)] Azo dyes, suitable for the colouration of materials made of or containing cellulose esters or ethers, are obtained by coupling a diazotized aminoazo compound, including a tetrazotized diaminoazo compound, with a monoacidyl-mphenylenediamine capable of coupling in pposition to the non-acidylated amino group, and of which the non-acidylated amino group carries at least one substituent. Two such substituents may together form with the N atom a piperidyl or like heterocyclic ring. Specified aminoazo and diaminoazo compounds are those obtainable by coupling diazotized aniline, toluidines, anisidines, phenetidines, 1-naphthylamine and their halogen and/or nitro derivatives with mtoluidine, cresidine, p-xylidine, 2:5-dimethoxy- or diethoxy-aniline, 3-acetylaminoaniline, 4- acetylamino-2-aminotoluene, 4-acetylamino-2- aminoanisole, 2-amino-4-acetylamino-1-#-hydroxyethoxybenzene, 3-benzoylamino aniline or 3-acetylmethylamino-aniline, e.g. 4-nitro- 41-amino-21:51-dimethoxy (or diethoxy)-azobenzene, 4-nitrobenzene-azo-α-naphthylamine and its 2-chloro derivative, 4-nitro-2-chloro-41- amino - 2<SP>1</SP> - methyl - 5<SP>1</SP> - methoxy-azo - benzene, 4 - nitro - 4<SP>1</SP> - amino - 2<SP>1</SP> - acetylamino - 51 - methoxy-azo-benzene, 4-nitro-2-chloro-4<SP>1</SP>-amino - 2<SP>1</SP>:5<SP>1</SP> - dimethoxyazobenzene 4 - nitro - 4<SP>1</SP> - amino-azo-benzene and its 21-methyl derivative, 4 - chloro - 4<SP>1</SP> - amino - 2<SP>1</SP> - acetylamino - 51 - methoxy-azo-benzene, and its 3-nitro derivative, 4:41 - diamino - 2<SP>1</SP> - acetylamino - 5 - methoxy - azo - benzene and 4 - amino - 2 - acetylamino - 5 - methoxy - 1:1<SP>1</SP> - benzene - azo - α - naphthalene. Specified coupling components are the 3 - acetylamino - and 3 - benzoylamino - derivatives of N-dimethyl-, N-diethyl-, N-di- (#-hydroxyethyl)- and N-ethyl-N-#-hydroxyethyl-anilines and the 6-methyl- and 6-methoxy derivatives of 3-acetylamino-N-diethyl-aniline (obtained by ethylating 2-amino-4-acetylaminotoluene and 2-amino-4-acetylaminoanisole respectively). The dyes may be produced on textile materials, straws, foils or the like made of or containing a cellulose ester or ether by incorporating the aminoazo component in the material, (e.g., according to the first Provisional Specification, from solution in an organic solvent as described in Specification 479,490) diazotizing and coupling. Alternatively, filaments, straws, films and the like may be formed from solutions of the cellulose esters or ethers in which the dyes are incorporated. Examples relate to the production of the dyestuff, 4-nitro-4<SP>1</SP>-amino-2<SP>1</SP>:5<SP>1</SP>-dimethoxy-azo-benzene # 3 - acetylamino - N - diethyl - aniline (1) on a cellulose acetate fabric by impregnating with an aqueous soap and turkey red oil dispersion of the aminoazo component, diazotizing on the material and developing with an aqueous turkey red oil dispersion of the coupling component; the dyeing is readily dischargeable with zinc formaldehydesulphoxylate; (2) on a mixed cellulose acetate-viscose fabric, with simultaneous dyeing of the viscose fibres, by impregnating with an aqueous soap and turkey red oil dispersion of the aminoazo component containing Diazo indigo blue BR, Oxydiaminogen OT, Diazo brilliant orange 5G, Diazo fast red 7BL, Diazo brilliant blue BBLA, Diazo fast green GL or GFL or Chlorazol black BH, diazotizing on the material and developing with an aqueous turkey red oil dispersion of the coupling component ; (3) similarly on the cellulose acetate fibres of a similar mixed fabric, leaving the viscose fibres uncoloured ; (4) in substance by diazotizing the aminoazo component with ' nitrosylsulphuric acid, adding sulphamic acid and coupling in sodium acetate solution ; the product may be incorporated in a solution of cellulose acetate in acetone and the solution dry-spun. A table is also given showing the shades obtainable on cellulose acetate materials by diazotizing thereon various aminoazo compounds and coupling with 3-acetylamino- N-diethylaniline. 2 - Amino - 4 - acetylamino - 1 - # - hydroxyethoxybenzene is obtained by reducing the nitro group in the reaction product from 2-nitro-4- acetylaminophenol and glycol chlorhydrin. 3- Acetylmethylaminoaniline is obtained by reducing the nitro group of 3-acetyl-methylamino- 1-nitrobenzene.
GB3798038A 1938-12-31 1938-12-31 New dyes and textile and other materials coloured therewith Expired GB523287A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3798038A GB523287A (en) 1938-12-31 1938-12-31 New dyes and textile and other materials coloured therewith

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3798038A GB523287A (en) 1938-12-31 1938-12-31 New dyes and textile and other materials coloured therewith

Publications (1)

Publication Number Publication Date
GB523287A true GB523287A (en) 1940-07-10

Family

ID=10400363

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3798038A Expired GB523287A (en) 1938-12-31 1938-12-31 New dyes and textile and other materials coloured therewith

Country Status (1)

Country Link
GB (1) GB523287A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2019449A1 (en) * 1968-09-17 1970-07-03 Basf Ag

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2019449A1 (en) * 1968-09-17 1970-07-03 Basf Ag

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