GB110066A - Manufacture of New Azo-dyestuffs and Metal Compounds thereof and Application of the said Dyestuffs and Compounds in Dyeing. - Google Patents

Manufacture of New Azo-dyestuffs and Metal Compounds thereof and Application of the said Dyestuffs and Compounds in Dyeing.

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Publication number
GB110066A
GB110066A GB1820616A GB1820616A GB110066A GB 110066 A GB110066 A GB 110066A GB 1820616 A GB1820616 A GB 1820616A GB 1820616 A GB1820616 A GB 1820616A GB 110066 A GB110066 A GB 110066A
Authority
GB
United Kingdom
Prior art keywords
aminophenol
sulphonic acid
acid
chlor
nitro
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
GB1820616A
Inventor
Oliver Imray
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 GB1820616A priority Critical patent/GB110066A/en
Publication of GB110066A publication Critical patent/GB110066A/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
    • C09B45/00Complex metal compounds of azo dyes
    • C09B45/02Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14Monoazo compounds

Landscapes

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

Abstract

110,066. Imray, O., (Soc. of Chemical Industry in Basle). Dec. 19, 1916. Azo dyes are obtained by coupling diazo compounds of the benzene or naphthalene series with the condensation products (coumarin derivatives) from phenols or naphthols and acetoacetic or oxaiacetic ester, or the coumaric acids obtained by treating these coumarin derivatives by caustic alkali. The products obtained by the use of ooxydiazo compounds, diazocarboxylic acids, or diazosalicylic acids, are mordant wool dyes and may be dyed with chromium, copper, &c. mordants by the usual methods; they may also be converted into water-soluble metal (copper, chromium, aluminium, iron, nickel, cobalt, zinc, uranium, vanadium, cerium, &c.) compounds by the methods described in Specifications 26460/12, 1611/15, 12:349/15, 16803/15, and 16916/15. The copper compounds may also be made by the process described in Specification 15127/15; the chromium compounds may also be made by the process described in Specification 15456/15. The metal compounds dye wool in acid baths; the dyeings may, when the parent dyes are derived from diazocarboxylic acids or diazosalicylic acids, be subsequently chromed as described in Specification 13204/15. Examples of the production of the dyes and of their copper, chromium, and iron compounds are given. A table is given of the shades produced by the dyes, and copper and chromium compounds thereof, from the following pairs of components : - 7 - oxy - 4 - methyl - 1 : 2 - benzpyrone (the condensation product from resorcin and acetoacetic ester) and diazotized 2 - aminophenol - 4 - sulphonic acid, 4 - sulpho - 2 - aminophenol - 6 - carboxylic acid, 4-methyl - 2 - aminophenol - 6 - sulphonic acid, 4-acetamino - 2 - aminophenol - 6 - sulphonic acid, picramic acid, 4 - chlor - 2 - aminophenol - 6 - sulphonic acid, 1 : 2: 4-aminonaphthol sulphonic acid, 4- chlor - 2 - aminophenol, 4 - nitro - 2 - aminophenol, 6 - nitro - 4 - methyl - 2 - aminophenol, m-aminobenzoic acid, 4 - aminophenol - 2 - carboxylic acid, 4 - nitro - 2 - aminophenol - 6 - carboxylic acid, 6- nitro - 2 - aminophenol - 4 - sulphonic acid, or 4 - chlor - 2 - aminophenol - 6 - carboxylic acid: 7 - oxy - 4 - carboxy - 1 : 2 - benzpyrone (the condensation product from resorcin and oxalacetic ester) and diazotized 2 - aminophenol - 4 - sulphonic acid, 4 - sulpho - 2 - aminophenol - 6 - carboxylic acid, 4 - methyl - 2 - aminophenol - 6 - sulphonic acid, 4 - acetamino - 2 - aminophenol - 6 - sulphonic acid, picramic acid, 4 - chlor - 2 - aminophenol - 6-sulphonic acid, or 1 : 2 : 4-aminonaphthol sulphonic acid; the condensation product from 1: 6- dioxynaphthalene and acetoacetic ester, and diazotized 2 - aminophenol - 4 - sulphonic acid, 4- sulpho - 2 - aminophenol - 6 - carboxylic acid, or 4 - chlor - 2 - aminophenol - 6 - carboxylic acid; the condensation product from 2 : 7 - dioxynaphthalene and acetoacetic ester. and diazotized 2 - aminophenol - 4 - sulphonic acid, 4 - sulpho - 2 - aminophenol - 6 - carboxylic acid, or 4 - chlor - 2 - aminophenol-6-carboxylic acid; the condensation product from p-cresol and acetoacetic ester, and diazotized 6 - nitro - 2 - aminophenol - 4 - sulphonic acid; the condensation product from alpha -naphthol and acetoacetic ester, and diazotized 4 - chlor - 2 - aminophenol-6-carboxylic acid. A table is also given of the shades obtained by aftertreating with the following metallic salts the dyeings of the dye from diazotized 4 - chlor - 2 - aminophenol - 6 - sulphonic acid and 7 - oxy - 4 - methyl - 1 : 2 - benzpyrone :-sodium bichromate, copper sulphate, cobalt nitrate, nickel sulphate, ferrous sulphate, zinc sulphate, aluminium sulphate, ammonium uranate, ammonium vanadate, and cerium acetate. Coumarin derivatives; coumaric acids.-The condensation of phenols or naphthols (e.g. resorcin, p-cresol, hydroquinone, or a naphthol) with acetoacetic or oxalacetic ester to produce coumarin derivatives is known; the condensation products from dioxynaphthalenes are obtained similarly; examples are given of the condensation of 2 : 7 - or 1: 6 - dioxynaphthalene with acetoacetic ester; the products may be sulphonated. The coumarin derivatives on heating with caustic soda lye give the sodium salts of the corresponding coumaric acids. o-Aminophenol derivatives. - The following nitro bodies : 5 - nitro - 2 - aminophenol - 4 - sulphonic acid, 5 - nitro - 6 - methyl - 2 - aminophenol - 4 - sulphonic acid, 5 - nitro - 4 - chlor - 2 - aminophenol - 6 - sulphonic acid, 5 nitro - 6 - chlor - 2 - aminophenol - 4 - sulphonic acid, 5 - nitro - 4 - chlor - 2 - aminophenol - 6 - carboxylic acid, are obtained by nitrating the acidyl or urca derivatives of the parent aminophenols and saponifying the products. o-Aminophenol derivatives are also obtained by partial reduction of 2 : 4 : 6 - trinitro - m-cresol, 2 : 4 : 6 - trinitro -m-chlorphenol, 2 : 4: 6 - trinitrophenol - m-sulphonic acid, 2 : 4: 6- trinitrophenol - m-carboxylic acid, or 2 : 3 : 4 : 6- tetranitrophenol. These o-aminophenol derivatives may be used as parent materials in the production of the dyes described above.
GB1820616A 1916-12-19 1916-12-19 Manufacture of New Azo-dyestuffs and Metal Compounds thereof and Application of the said Dyestuffs and Compounds in Dyeing. Expired GB110066A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1820616A GB110066A (en) 1916-12-19 1916-12-19 Manufacture of New Azo-dyestuffs and Metal Compounds thereof and Application of the said Dyestuffs and Compounds in Dyeing.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1820616A GB110066A (en) 1916-12-19 1916-12-19 Manufacture of New Azo-dyestuffs and Metal Compounds thereof and Application of the said Dyestuffs and Compounds in Dyeing.

Publications (1)

Publication Number Publication Date
GB110066A true GB110066A (en) 1917-10-11

Family

ID=32250429

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1820616A Expired GB110066A (en) 1916-12-19 1916-12-19 Manufacture of New Azo-dyestuffs and Metal Compounds thereof and Application of the said Dyestuffs and Compounds in Dyeing.

Country Status (1)

Country Link
GB (1) GB110066A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1002286B (en) * 1953-09-18 1957-02-14 Bayer Ag Process for the production of dyed leather

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1002286B (en) * 1953-09-18 1957-02-14 Bayer Ag Process for the production of dyed leather
DE1002286C2 (en) * 1953-09-18 1957-07-25 Bayer Ag Process for the production of dyed leather

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