GB411431A - The manufacture of sulphur dyestuffs - Google Patents

The manufacture of sulphur dyestuffs

Info

Publication number
GB411431A
GB411431A GB3379932A GB3379932A GB411431A GB 411431 A GB411431 A GB 411431A GB 3379932 A GB3379932 A GB 3379932A GB 3379932 A GB3379932 A GB 3379932A GB 411431 A GB411431 A GB 411431A
Authority
GB
United Kingdom
Prior art keywords
trichlor
aminophenoxazone
sulphur
sulphurized
refluxed
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
GB3379932A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB3379932A priority Critical patent/GB411431A/en
Publication of GB411431A publication Critical patent/GB411431A/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
    • C09B49/00—Sulfur dyes
    • C09B49/06—Sulfur dyes from azines, oxazines, thiazines or thiazoles

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

Sulphuretted dyestuffs, dyeing vegetable fibres brown and bluish shades are obtained by treating with sulphurizing agents phenoxazones having the formula <FORM:0411431/IV/1> in which the quinonoid nucleus may be substituted by halogen and the phenylene nucleus by alkyl, halogen, nitro, amino or substituted amino. The phenoxazones containing a nitro group are obtained by condensation of nitro-o-aminophenols with benzoquinones or halogenated derivatives thereof according to Specification 411,132 and the aminophenoxazones by reduction of the corresponding nitro compounds. The unsubstituted phenoxazones and the alkyl derivatives are obtained from the corresponding nitrophenoxazones by reduction, diazotization and removal of the diazo group. In examples: (1) 1 : 3 : 4 - trichlorphenoxazone - 2 is refluxed with alcohol, sodium sulphide and sulphur; 1 : 3 : 4 - trichlor - 6 - methylphenoxazone may similarly be sulphurized; (2) 1 : 3 : 4 - trichlor - 7 - aminophenoxazone - 2 is refluxed with alcohol, sodium sulphide and sulphur; (3) 1 : 3 : 4 : 6 - tetrachlor - 7 - aminophenoxazone - 2 is sulphurized as in the previous example; (4) 1 : 3 : 4 - trichlor - 6 - methyl - 7 - aminophenoxazone - 2 is refluxed with sodium sulphide, sulphur, water, glycerine and sodium chloride; (5) 1 : 3 : 4 - trichlor - 7 - nitrophenoxazone - 2 is sulphurized; (6) 7 - dimethylaminophenoxazone - 2, obtained from nitrosoresorcin and dimethyl - m - aminophenol is refluxed with sodium sulphide, sulphur and butyl alcohol; (7) 1 : 3 : 4 - trichlor - 6 or 7 - benzoylaminophenoxazone - 2, obtained by treating the corresponding amino compound with benzoylchloride is boiled with aqueous polysulphide containing glycerine and sodium chloride; 1 : 3 : 4 - trichlor - 7 - (methoxybenzoyl) aminophenoxazone - 2 and 1 : 3 : 4 - trichlor - 6 - methyl - 7 - benzoylaminophenoxazone - 2 may also be used; (8) 1 : 3 : 4 - trichlor - 7 - acetylaminophenoxazone - 2, obtainable by treating the 7-amino compound with acetic anhydride in trichlorbenzene, is refluxed with sodium sulphide, sulphur and butyl alcohol; (9) 1 : 3 - 4 - trichlor - 7 - aminophenoxazone - 2 is condensed with 1 : 9 - thiazolanthrone - 2 - carboxylic acid chloride and then sulphurized; (10) 1 : 3 : 4 - trichlor - 7 - (3<1> or 4<1> - nitrobenzoyl) aminophenoxazone - 2, obtained by heating the corresponding amine with 3- or 4-nitrobenzoyl chloride, is sulphurized by aqueous polysulphide fusion.
GB3379932A 1932-11-29 1932-11-29 The manufacture of sulphur dyestuffs Expired GB411431A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3379932A GB411431A (en) 1932-11-29 1932-11-29 The manufacture of sulphur dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3379932A GB411431A (en) 1932-11-29 1932-11-29 The manufacture of sulphur dyestuffs

Publications (1)

Publication Number Publication Date
GB411431A true GB411431A (en) 1934-05-29

Family

ID=10357579

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3379932A Expired GB411431A (en) 1932-11-29 1932-11-29 The manufacture of sulphur dyestuffs

Country Status (1)

Country Link
GB (1) GB411431A (en)

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