GB585874A - Manufacture of vat dyestuffs - Google Patents

Manufacture of vat dyestuffs

Info

Publication number
GB585874A
GB585874A GB11660/44A GB1166044A GB585874A GB 585874 A GB585874 A GB 585874A GB 11660/44 A GB11660/44 A GB 11660/44A GB 1166044 A GB1166044 A GB 1166044A GB 585874 A GB585874 A GB 585874A
Authority
GB
United Kingdom
Prior art keywords
amino
acid
anthraquinone
acids
amines
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
GB11660/44A
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 GB585874A publication Critical patent/GB585874A/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
    • C09B6/00Anthracene dyes not provided for above

Landscapes

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

Abstract

Vat dyestuffs are prepared by treating an anthraquinone dicarboxylic acid of which the carboxyl groups are not in ortho-position to one another and at least one is in b -position, or a reactive derivative of such an acid with an amine containing a residue consisting of at least three carbocyclic rings, or with two different amines of which at least one contains a residue as aforesaid, the amine or amines being used substantially in such proportions that one amino group is present for each carboxyl group of the dicarboxylic acid. The carboxyl groups may be attached to the same ring, but are preferably attached to different rings, both in the b -position such as the 2 : 6-or 2 : 7-positions. It is preferred that the a -position in the dicarboxylic acid should be occupied by an amino group, but it may be occupied by halogen atoms or alkoxy, nitro or amino groups, and these groups converted to amino groups in the finished dyestuffs. The anthraquinone dicarboxylic acid may have additional rings attached to the anthraquinone ring such as acridone, thioxanthone or pyridine rings. Anthraquinone dicarboxylic acids mentioned include the 2 : 4-, 2 : 6- and 2 : 7-acids, the 1 : 5-dihalogen-2 : 6-acid, 1-amino-2 : 4-acid, 1 : 5-dinitro-, 1 : 5-dialkoxy-, or diamino-2 : 6 - acids. Acids containing further substituents may also be used such as halogen acylamino or alkoxy in the 4 and/or 8 positions, as well as 1 : 8-dinitro-, and 1 : 8-diamino-2 : 7-acid, and the 1-amino-2 : 4-acid. The acids are preferably used in the form of their reactive functional derivatives such as their acid chlorides. The carbocyclic rings of the amine component may be purely aromatic in character, or they may contain in addition heterocyclic rings. The preferred amines are those which are themselves coloured or which possess fluorescent properties, and which are capable of being vatted, such as an anthraquinone or more highly condensed ring system. Anthraquinone amines mentioned include 1-amino-and 2-amino-anthraquinones which may contain additional substituents such as halogen atoms, and methoxy, arylamino and acylamino groups. Among the amino compounds containing more highly condensed ring systems, there are mentioned aminodibenzanthrones, aminoisodibenzanthrones, aminopyranthrones, aminoanthrapyrimidines, aminoanthrapyridones and aminoanthraquinoneacridones. A preferred class of amino compounds are those capable of being vatted which contain in ortho position to the amino group a substituent capable of leading to the formation of a heterocyclic ring such as a hydroxyl, mercapto, nitro or amino group, or a halogen atom. In the case of a hydroxyl mercapto or amino group, the conditions of the main reaction are such as to induce ring formation. In other cases, a further operation is necessary. The products so obtained have an azole ring of the structure: <PICT:0585874/IV/1> The reaction of the dicarboxylic acid with the amine is preferably carried out in an inert dispersing agent or solvent such as mono-, di-, or trichlorobenzene, or nitrobenzene. The presence of acid binding agents such as tertiary bases is desirable. The Specification contains a very large number of examples illustrating different combinations of anthraquinone dicarboxylic acids and amines falling within the definitions given above to produce vat dyestuffs which can be used in known manner for dyeing and printing animal and vegetable fibres such as wool, silk, leather, cotton, linen, rayon, staple fibre of regenerated cellulose and mixtures of such fibres. Specifications 339,396, [Class 2 (iii)], and 488,642 are referred to.
GB11660/44A 1943-06-24 1944-06-19 Manufacture of vat dyestuffs Expired GB585874A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH585874X 1943-06-24

Publications (1)

Publication Number Publication Date
GB585874A true GB585874A (en) 1947-02-27

Family

ID=4521799

Family Applications (1)

Application Number Title Priority Date Filing Date
GB11660/44A Expired GB585874A (en) 1943-06-24 1944-06-19 Manufacture of vat dyestuffs

Country Status (1)

Country Link
GB (1) GB585874A (en)

Similar Documents

Publication Publication Date Title
US2480269A (en) Process of reacting a nitro-hydroxy-anthraquinone with a primary amine and a productthereof
GB867571A (en) New dyestuffs of the anthraquinone series containing a halogenated triazine radical, their manufacture and use
US1967772A (en) 1-alkylamino-4-arylaminoanthraquinones and process of making such products
US2985656A (en) Anthraquinone vat dyestuffs
US2506024A (en) 1-benzoylamino-4-(3&#39; sulfonamido)-benzoylamino-anthraquinones and their preparation
GB585874A (en) Manufacture of vat dyestuffs
US2506025A (en) Anthraquinone vat dyestuffs
US2433551A (en) Anthraquinone compounds
US3836549A (en) Anthraquinone compounds
US2713060A (en) Dyestuff treatment
US2585681A (en) Antigas fading anthraqijinone dyes
US2506023A (en) 1-acylamino-4-[(nudialkylamino)-sulfonamido-renzoylamino]-anthraquinones
US3989450A (en) Nitroanthraquinones
US2285516A (en) Manufacture of soluble nitro dyestuffs and their application
US2563144A (en) Tertiary-hydroxy-alkylamino-anthraquinones
US2580201A (en) Anthraquinone vat dyestuffs
GB790082A (en) New dyestuff compositions of the anthraquinone series
US2441355A (en) Water-soluble anthraquinone dyes
US2459941A (en) Anthraquinone vat dyestuffs
US2555713A (en) Vat dyestuffs
US2053275A (en) Manufacture and application of arylamino anthraquinone dyestuffs
US2216258A (en) Anthraquinone dyestuffs
US2644824A (en) Acylamino alkylsulfone anthraquinone vat dyestuffs
US1970669A (en) Anthraquinone dyestuff
US2386309A (en) Anthraquinone compounds and a process for their manufacture