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filingDate 1963-06-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1966-03-02-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1021194-A
titleOfInvention New vat dyestuffs containing phosphorus acid groups and processes for their manufacture and use
abstract The invention comprises vat dyes containing "vat stable phosphorus acid group", said group being a group which is not removed by ordinary conditions of vatting in an aqueous bath, and includes those groups which form hydroxyl groups during the vatting process, e.g. halogen and -O- alkyl groups. The dyes must contain at least two vattable groups or a single vattable system having at least 5 condensed rings. The phosphorus acid group may be attached to the main dye molecule by means of a carbon or oxygen bridge, or may be directly attached. The phosphorus acid group may be introduced into the vat dye by combining intermediates containing the group or by direct treatment of the dye with phosphorus oxychloride, oxybromide, ortho and polyphosphoric acids, phosphorus pentoxide, pentasulphide, thiotrichloride and thiotribromide, metal phosphites and phosphorous acid esters. In particular acylating agents which contain the phosphoric acid group are combined with aminoanthraquinone derivatives, the acylating group being phosphato acetic acid chlorides. Derivatives of cyanuric chloride are specified as acylating agents. Acylation is advantageously carried out in nitrobenzene, chlorobenzene or o-dichlorobenzene, but may be done in aqueous media containing an acid-binding agent. The phosphoric acid group may be introduced before ring closure to form a carbazole, oxdiazole or acridone dyestuff. The dyes obtained may contain water solubilizing groups or be sulphonated to render them water-soluble. In examples para- and meta-chloroformylphenyl dichlorophosphate, 3,5-dichloroformylphenyl-dichlorophosphate, 4 - b - acetoxy - ethoxy-benzoyl chloride (mixtures of thionyl chloride with the corresponding acid), are used as acylating agents, in the last case the acetoxy group is hydrolysed off and followed by treatment with polyphosphoric acid, the acid chloride of para-carboxylbenzylacetate is used in the same way as the 4-b -acetoxy-ethoxy benzoyl chloride. Also used as acylating agents are the acid chlorides of o,o1-di-para-carboxyphenyl phosphoric acid, para-carboxyphenyl phosphonic acid, para-carboxybenzyl phosphoric acid, 4,41-dicarboxy-diphenyl phosphonic acid and phosphonic acetic acid trichloride. The amines combined with the above agents are amino derivatives of anthraquinone, thiazoleanthraquinone, dianthrimide-carbazole, benzanthrone-anthraquinone, phthaloyl-acridone, thioindigo, acedianthrone, dibenzanthrone, perylene - tetracarboxylic acid imides and dianthrimide.ALSO:In Examples 1 and 2 cotton is dyed with vat dyes containing a "stable phosphorus acid group" such a group is derived from any oxyacid of phosphorus and is not removed under the vatting conditions. Normal vatting procedures are employed.
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