GB887753A - New anthraquinone vat dyestuffs - Google Patents

New anthraquinone vat dyestuffs

Info

Publication number
GB887753A
GB887753A GB43930/59D GB4393059D GB887753A GB 887753 A GB887753 A GB 887753A GB 43930/59 D GB43930/59 D GB 43930/59D GB 4393059 D GB4393059 D GB 4393059D GB 887753 A GB887753 A GB 887753A
Authority
GB
United Kingdom
Prior art keywords
dichloro
heating
anthraquinone
diamino
triazine
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
GB43930/59D
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
Ciba 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 Ciba AG filed Critical Ciba AG
Publication of GB887753A publication Critical patent/GB887753A/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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/022—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring the heterocyclic ring being alternatively specified
    • C09B62/024—Anthracene dyes

Landscapes

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

Abstract

2 - (21 : 41 - dichlorophenyl) - and 2 (21 - fluorophenyl) - 4 : 6 - dichloro - 1 : 3 : 5 - triazines are obtained by heating with phosphorus oxychloride and phosphorus pentachloride the corresponding 4 : 6-dihydroxy compounds which are made by heating with aqueous potassium hydroxide 2 : 4-dichlorobenzoyl biuret and 2-fluorobenzoyl biuret. The latter are prepared by heating with dilute acid 2 : 4-dichlorobenzoyl-or 2-fluorobenzoyl-dicyanidamide made by reacting dicyandiamide with the appropriate acid chloride. 2 : 4 - bis - (21 : 41 - dimethylphenyl) - 6 - chloro - 1 : 3 : 5-triazine 2-(21 : 41-dimethylphenyl)-4 : 6-dichloro-1 : 3 : 5-triazine and 2-(11naphthol)-4 : 6-dichloro-1 : 3 : 5-triazine are made by condensing 2 mols of m-xylene, 1 mol of m-xylene and 1 mol of naphthalene respectively with 1 mol of cyanuric chloride in the presence of aluminium chloride. 1 : 4-dichloro-2-(21 : 41-dimethylphenyl)-anthraquinone is made by heating 1 : 4-dichloroanthraquinone-2-carboxylic acid chloride with m-xylene and aluminium chloride.ALSO:The invention comprises anthraquinone vat dyestuffs consisting of 1 : 4-diaminoanthraquinone-2-aryl ketones of which the 4-amino group is directly attached to the carbon atom of the <FORM:0887753/IV (c)/1> grouping which forms a part of a heterocyclic ring. Heterocyclic rings specified are those of triazine, pyrimidine, pyrazine quinazoline, phthaloylquinazoline, phthalazine, benzthiazole and thiadiazole. The heterocyclic ring may contain other substituents attached thereto including anthraquinone and anthraquinonebenzacridone substituents. The dyestuffs are made by heating 1 1 : 4-diamino-anthraquinone-2-arylketone with a heterocyclic compound which contains as part of the heterocyclic ring a group <FORM:0887753/IV (c)/2> Any exchangeable halogen in the product may then be exchanged for an amino or phenoxy residue. The dyestuffs dye and print fibres of natural or regenerated cellulose. Examples are given. The 1 : 4-diamino-2-aroylanthraquinone starting material is made by reacting p-toluene-sulphonamide with a 1 : 4-dichloro-2-aroylanthraquinone and hydrolysing the reaction product. In an example, 1 : 4-diamino-2-(21 : 41-dimethyl-benzoyl) 1 : 4-diamino-2-(21 : 41-dimethyl-benzoyl) -anthraquinone is so made.
GB43930/59D 1958-12-24 1959-12-24 New anthraquinone vat dyestuffs Expired GB887753A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH887753X 1958-12-24

Publications (1)

Publication Number Publication Date
GB887753A true GB887753A (en) 1962-01-24

Family

ID=4545419

Family Applications (1)

Application Number Title Priority Date Filing Date
GB43930/59D Expired GB887753A (en) 1958-12-24 1959-12-24 New anthraquinone vat dyestuffs

Country Status (1)

Country Link
GB (1) GB887753A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4284770A (en) * 1978-05-17 1981-08-18 Ciba-Geigy Corporation Process for the manufacture of vat dyes
JP2006076901A (en) * 2004-09-08 2006-03-23 Canon Inc Organic compound and organic light emitting device
CN108976415A (en) * 2018-08-10 2018-12-11 黄河科技学院 A kind of organic polymer, its synthetic method and preparing the application on very-high performance cathode of lithium battery

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4284770A (en) * 1978-05-17 1981-08-18 Ciba-Geigy Corporation Process for the manufacture of vat dyes
JP2006076901A (en) * 2004-09-08 2006-03-23 Canon Inc Organic compound and organic light emitting device
JP4541809B2 (en) * 2004-09-08 2010-09-08 キヤノン株式会社 Organic compound and organic light emitting device
CN108976415A (en) * 2018-08-10 2018-12-11 黄河科技学院 A kind of organic polymer, its synthetic method and preparing the application on very-high performance cathode of lithium battery
CN108976415B (en) * 2018-08-10 2021-02-02 黄河科技学院 Organic polymer, synthesis method thereof and application of organic polymer in preparation of ultra-high performance lithium battery cathode

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