GB345651A - Improvements in the manufacture and production of vat dyestuffs - Google Patents

Improvements in the manufacture and production of vat dyestuffs

Info

Publication number
GB345651A
GB345651A GB3113929A GB3113929A GB345651A GB 345651 A GB345651 A GB 345651A GB 3113929 A GB3113929 A GB 3113929A GB 3113929 A GB3113929 A GB 3113929A GB 345651 A GB345651 A GB 345651A
Authority
GB
United Kingdom
Prior art keywords
dyes
condensed
benzanthronepyrazolanthrone
grey
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
GB3113929A
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 GB3113929A priority Critical patent/GB345651A/en
Publication of GB345651A publication Critical patent/GB345651A/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
    • C09B5/00Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/02Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic ring being only condensed in peri position
    • C09B5/04Pyrazolanthrones
    • C09B5/06Benzanthronyl-pyrazolanthrone condensation products

Landscapes

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

Abstract

Benzanthronepyrazolanthrone derivatives.-Bromo Bzl.Pyl1-2.21-benzanthronepyrazolanthrones obtained according to the process of the parent Specification are condensed with such amounts of a single organic compound containing a replaceable hydrogen or metal atom attached to a nitrogen, oxygen or sulphur atom that substantially all bromine present in the initial material is replaced by the same organic residue. The amino derivatives produced by this process may be further alkylated, acylated or condensed by means of acid or alkaline condensing agents. The first condensation is preferably effected in presence of high-boiling diluents, acid-binding agents and catalysts such as copper, copper oxide, nickel, nickel carbonate and silver oxide. The subsequent carbazolization may be effected by means of sulphuric acid to which manganese dioxide may be added, aluminium chloride alone or with common salt, or caustic alkali. In examples, (1) dibromo-Bzl1-Py1-2.21 -benzanthronepyrazolanthrone (prepared according to Example 1 of the parent Specification) is condensed with 1-aminoanthraquinone (dyes grey), 2-aminoanthraquinone (dyes bluish-grey), 1-amino-4 - benzoylaminoanthraquinone or 1.4 - diaminoanthraquinone followed by benzoylation of the product (dyes greenish-grey); these products may be carbazolized by fusion with alcoholic potash, or by treatment with aluminium chloride with or not sodium chloride and an oxidizing gas present : (2) monobromo - Bzl.Pyl1 - 2.21 - benzanthronepyrazolanthrone (prepared by bromination in chlorsulphonic acid at 80-90 DEG C. in presence of iodine as catalyst) is condensed with 1-aminoanthraquinone (dyes blue-grey to blue-black), and with phenol (dyes navy blue): (3) dibromo-Bzl.Pyl1 - 2.21 - benzanthronepyrazolanthrone (prepared according to example 5 of the parent Specification) is condensed with benzamide (dyes green-blue); substituted benzamides, naphthalene carboxylic acid amides, anthraquinone carboxylic acid amides or acid amides of higher molecular weight may replace benzamide; using p-toluenesulphonamide or potassium phthalimide products are obtained which may be saponified by acids to the free amino compounds: (4) the dibromo derivative of (1) is condensed with 4-amino-Bz.3.5-dichloroanthraquinone-2-1-benzacridone (2 mols.) (dyes green-grey); if this acridone (4 mols.) is condensed with a tetrabromo derivative (prepared by bromination of the benzanthronepyrazolanthrone in oleum in presence of a catalyst) a product dyeing olive shades is obtained. Specifications 318,180, 324,079, and 327,734, [all in Class 2 (iii), Dyes &c.], also are referred to. 4-Amino-Bz.3.5 - dichloranthraquinone - 2.1 - benzacridone is prepared by treating the unhalogenated acridone in nitrobenzene in presence of iodine with chlorine, converting the 4.Bz.3.5-trichloro derivative to the Bz.3.5-dichloro derivative by means of reducing agents, nitrating the latter in nitrobenzene and reducing.
GB3113929A 1929-10-14 1929-10-14 Improvements in the manufacture and production of vat dyestuffs Expired GB345651A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3113929A GB345651A (en) 1929-10-14 1929-10-14 Improvements in the manufacture and production of vat dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3113929A GB345651A (en) 1929-10-14 1929-10-14 Improvements in the manufacture and production of vat dyestuffs

Publications (1)

Publication Number Publication Date
GB345651A true GB345651A (en) 1931-03-16

Family

ID=10318586

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3113929A Expired GB345651A (en) 1929-10-14 1929-10-14 Improvements in the manufacture and production of vat dyestuffs

Country Status (1)

Country Link
GB (1) GB345651A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE941633C (en) * 1951-08-31 1956-04-12 Ici Ltd Process for the production of Kuepen dyes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE941633C (en) * 1951-08-31 1956-04-12 Ici Ltd Process for the production of Kuepen dyes

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