GB445378A - Manufacture of dyestuffs - Google Patents

Manufacture of dyestuffs

Info

Publication number
GB445378A
GB445378A GB1735/35A GB173535A GB445378A GB 445378 A GB445378 A GB 445378A GB 1735/35 A GB1735/35 A GB 1735/35A GB 173535 A GB173535 A GB 173535A GB 445378 A GB445378 A GB 445378A
Authority
GB
United Kingdom
Prior art keywords
aminophenol
nitro
resorcinol
sulphonic acid
sulphate
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
GB1735/35A
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.)
BASF Schweiz AG
Original Assignee
Gesellschaft fuer Chemische Industrie in Basel CIBA
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 Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Gesellschaft fuer Chemische Industrie in Basel CIBA
Publication of GB445378A publication Critical patent/GB445378A/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
    • C09B33/00Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/02Disazo dyes
    • C09B33/04Disazo dyes in which the coupling component is a dihydroxy or polyhydroxy compound

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Metal complex compounds of primary disazo dyes are made by treating with agents yielding metals monosulphonated disazo dyes of the type R --> R1 \sM R, in which both R's = aromatic monoamines, of which one contains an SO3H group and at least one contains a group capable of forming a metal complex and R1 = an unsulphonated aryl derivative containing two OH groups. The monazo dye R --> R1 may also be metallized and then coupled to form the disazo dye; the latter may be further treated with an agent yielding metal (cf. Specification 297,003, [Class 2 (iii)]). Metals specified are chromium, copper, iron, aluminium, cobalt, nickel, manganese, zinc, vanadium and titanium. The treatment with the agent yielding metal may be conducted simultaneously with the production of the dyestuff and in many cases on the fibre or in the dye-bath. More than one metal may be used in the various processes. The metal compounds dye wool and silk and are particularly suitable for dyeing leather tanned in any desired manner. In examples the following dyes are described: (1) 4-nitro-2-aminophenol --> resorcinol (iron compound) \sM sulphanilic acid (greenish yellow-brown on vegetable tanned leather); (2) 4-nitro-2-aminophenol --> resorcinol (manganese compound) \sM 4-nitro-2-aminophenol-6-sulphonic acid treated with ferric chloride in acid solution (olive dark brown); (3) 4-chloro-2-aminophenol --> resorcinol (iron compound) \sM 4-nitro-2-aminophenol-6-sulphonic acid treated with copper sulphate in acid solution (red brown on chrometanned leather); (4) 4-nitro-2-aminophenol --> resorcinol (iron compound) \sM 4-chloro-2-aminophenol-6-sulphonic acid treated with chromium sulphate; (5) 4-nitro-2-aminophenol --> resorcinol (cobalt compound) \sM 4-chloro-2-aminophenol-6-sulphonic acid treated with copper sulphate, tartaric acid and caustic soda (Russia leather red); (6) 4-nitro-2-aminophenol --> resorcinol containing ferric chloride and caustic soda and heated to form the iron compound \sM 6 - nitro - 2 - aminophenol - 4 - sulphonic acid treated with copper sulphate and ferric chloride (reddish brown); (7) 4-nitro-2-aminophenol --> resorcinol containing ferric chloride and caustic soda \sM 4-nitro-2-aminophenol-6-sulphonic acid heated with a suspension of ferric hydroxide (olive brown); (8) 4 : 6-dinitro-2-aminophenol --> resorcinol \sM 4-sulpho-2-aminobenzoic acid treated with ferric chloride, (9) 4-nitro-2-aminophenol --> resorcinol \sM 4 - nitro - 2 - aminophenol - 6 - sulphonic acid heated with ferric chloride and copper sulphate (reddish brown); (10) 4-chloro-2-aminophenol-6-sulphonic acid --> resorcinol \sM 4-chloro-2-aminophenol heated with a solution of cobalt sulphate, zinc sulphate, aluminium sulphate, tartaric acid and caustic soda (bordeaux red); (11) a mixture of diazotized 5 - nitro - 2 - aminophenol and 6 - nitro-2 - aminophenol - 4 - sulphonic acid coupled with resorcinol containing copper sulphate, nickel sulphate and caustic soda and the mixture heated (bordeaux red); three or more different diazo components may be similarly used; (12) similar to (11) using a mixture of diazotized 4-nitro-2-aminophenol and its 6-sulphonic acid and resorcinol, ferric chloride and copper sulphate (olive dark brown); (13) a mixture of diazotized 4 - sulphamino - 2 - aminophenol and 4 - chloro - 2 - aminophenol - 6 - sulphonic acid coupled with resorcinol and the product treated with chromium and copper sulphates (bluish wine red); (14) a diazotized mixture of 5 - nitro - 2 - aminophenol and 4 - chloro - 2 - aminophenol-6-sulphonic acid coupled with resorcinol treated with cobalt sulphate, tartaric acid and caustic soda (bluish bordeaux red). In examples of dyeing (15) neutralized chrome leather is dyed the manganese /iron compound of 4 - nitro - 2 - aminophenol --> resorcinol \sM 4 - nitro - 2 - aminophenol - 6 - sulphonic acid (full olive dark brown); (16) vegetable tanned leather is dyed with the cobalt /copper compound of 4-nitro-2-aminophenol --> resorcinol \sM 4 - chloro - 2 - aminophenol - 6 - sulphonic acid (Russia leather red). Other components specified are resorcinol-4- or 5- carboxylic acids, a dioxynaphthalene or a nitro-, alkyl or halogen derivative thereof; amines of the benzene and naphthalene series, including those containing o-hydroxy-, carboxy- and alkoxy groups, or which contain the salicylic group as well as the sulphonic, nitro, alkyl and halogen derivatives. Alternative components are specified in the examples including in addition to those above sulphanilic acid, chlor-sulphoaminobenzoic acids, 6-nitro-4-chlor-2-aminophenol and 6 - chlor - 4 - nitro - 2 - aminophenol. Alternative metal compounds are also specified in the examples. Specifications 297,331, [Class 2 (iii)], and 343,014 also are referred to.
GB1735/35A 1934-08-11 1935-01-18 Manufacture of dyestuffs Expired GB445378A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH445378X 1934-08-11

Publications (1)

Publication Number Publication Date
GB445378A true GB445378A (en) 1936-04-08

Family

ID=4515313

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1735/35A Expired GB445378A (en) 1934-08-11 1935-01-18 Manufacture of dyestuffs

Country Status (1)

Country Link
GB (1) GB445378A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006069929A3 (en) * 2004-12-29 2006-11-23 Ciba Sc Holding Ag Dyes that are soluble in organic solvents

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006069929A3 (en) * 2004-12-29 2006-11-23 Ciba Sc Holding Ag Dyes that are soluble in organic solvents
US7517369B2 (en) 2004-12-29 2009-04-14 Ciba Specialty Chemicals Corporation Dyes that are soluble in organic solvents

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