IL23520A - Chromium complex azo dyestuffs and process for their production - Google Patents

Description

PATENTS AND DESIGNS ORDINANCE SPECIFICATION Chromium complex azo and process for their production V ITS I BAYER a of Germany do declare the nature of this invention and in what manner the same is to to be particularly described and ascertained in and by the following The invention concerns valuable novel metal complex reactive dyestuffs which in the form of the free acids pond to the general formula In this and radicals and in be a naphthalene in which radicals the and groups are connected in the relative to the azo B denotes the radical of a phenolic or enolic coupling component wherein is in a position adjacent o the azo is hydrogen or a lower radical and X is an organic radical with at least one reactive group capable of reacting with the substratum to be m and n are 0 or and wherein A2 and B do not contain any grouping The novel are obtained by reacting chromium complex dyestuffs which in the form of the free acids wherein the above specified meaning with reactive components which are at least to give dyestuffs of formula The reaction is carried out in an or organic preferably at an acidic pH depending on the type of the reaotive component must be at least The mixed chromium complex dyestuffs are obtained according to the usual when the chromium complex compounds of one of the two dyestuffs wherein and n have the above specified meaning or OH HO A2 N N B wherein and B have the above specified meaning signi are reacted with another dyestuff or to give the mixed complex For the case of a dyestuff which can be acylated with a reactive those dyestuffs prepared by the use of substituted acids as the diazo components have proved particularly valuable for the of the novel The complexes of the dyestuffs or may be prepared according to the usual procedures by chromic chromic sulphate or chromic in an aqueous or The metal free monoazo dye stuffs to be employed for the of the complex dyestuffs their be obtained in known manner by ooupling or compounds from benzene or naphthalene series with ooupling components and optionally converting to the chromium The following can for instance be considered suitable as the diazo components for the two types of starting acid for or carboxylio or acid for or or or disulphonic or aoid and The compounds and in particular the compounds may also optionally employed for the production of the 1 The following may be mentioned as examples of the azo components or and or Suitable coupling components are for t y acetoacetic aoid pyrazolones such as py z o lone phe ny t h lo ne 4 su lphophe ny 1 or sulphonic or or lene acid and The components known from the literature on the reactive dyestuffs oan be employed as the reactive which must be at least for the acylation of the chromium mixed complexes to give the desired final dyestuffs The following important components are mentioned as or such as cyanurio halides and or or haloge acid acid acid acid or acid acid acrylic acid halides and acid CI and Br are of particular technical interest among the halogen and halide The dye stuffs obtained accordance with the process are particularly suitable for dyeing aocording to the dyeing procedure known as padding and for especially on materials which contain hydroxyl The dyeings obtained on fibres containing cellulose are characterised by excellent fastnesses to light and The dye stuffs are also suitable for dyeing and printing on natural and synthetic amides such as silk and synthetic The parts specified in the following given for the purpose of illustrating the are parts b 20 9 Parts of the dye stuff obtained by ooupling of acid with aphthalene in a medium made alkaline with sodium carbonate are stirred at pH 8 and a temperature of 70 in 200 parts of Parts of the chromium complex compound of the azo dyestuff obtained from acid and acid and containing 1 chromium atom per 1 molecule of the dyestuff are introduced into this whilst its pH value is maintained between 7 A blue solution is formed after 20 minute at 70 80 C paper ohromatogram indicate s the formation of a uniform mixed complex compound The mixed c omplex compound is at and at a pH of during 30 with 26 parts of chloride whilst the pH value is maintained within the specified range by the dropwise addition of a sodium carbonate aoylated dyestuff is salted out with potassium chloride filtered off and dried at A dark powder is obtained which dissolves in water to give a The dyestuff corresponds to a pentasodium salt of the formula It dye s to grey to black shades acc ording to the procedure desc ribed in Example The equally valuable d e listed in the following Table 1 obtained by a similar method The azo dyestuff containing the reactive group in the 1 mixed complex was in every case applied the form of the 1 chromium complex the pr oduct ion of these dyestuff s Table 1 chromium complex rae acid hthalene o phtha lene honic acid sul honic acid h honic acid honic acid na phthalene ηβ phonic acid dyestuff acid honic acid ic acid acid benzene x sul honic na hthalene acid benzene n benzene benzene phonic acid M benzene honic acid acid j aci honic acid yrazolone chromium complex dyestuff acid honic acid acid honic acid acid pyrazolone acid benzene acid acid ni acid benzene cid sul honic acid II benzene sul phonic acid benzene benzene Λ hydr ox pht hale sul acid complex dyestuff sulphonic acid oenzene acid acid honic acid acid acid acid benzene honic acid acid benzene acid honic acid sul honic acid acid acid benzene acid honic acid 1 complex dyestuff c r benzene acid acid 2 c d p acid 1 disulfonic acid onic acid sulfonic acid by saponified and disulfonic acid coppered by oxidation and thereafter Parts of the trisodium salt of the obtained acid with acid in a medium made alkaline with sodium carbonate are treated in 300 parts of at 70 and at a pH of with 5 of the complex of the dyestuff from acid and A blue solution is formed after 10 The mixed complex is acylated at and at a pH of during about 15 minutes with 26 parts of acid constant pH value ia maintained throughout this operation by the dropwise additio of s w nd d print with excellent fastness to light and washing is obtained on cotton by the procedure described in Example The dye stuffs listed in the following Table obtained by a similar In this the part of the molecule the mixed complex which is first converted to the complex is free from reactive Table 2 chromium complex dyestuff acid sulphonic acid u acid su phonic acid phonic acid ul honic acid hthal honic acid honic acid naphthalene ic acid sulphonic acid acid acid honic acid honic acid sulphonic acid acid acid 1 chromium comp ex me a ree yes u t r arain dr phonic acid acid sul honic acid naphthalene nic acid h dr ox n a pht ha 1 en e 4 di su 1 h acid o onic acid ox acid acid Chi n ox z acid sul honic acid naph halene sul acid sul honic acid acid II acid or sulphonic acid acid complex ayestuff chl disulphonic acid honic acid e II acid phe y i 3 e t hy 1 5 z o 1 o e Ni honic honic acid a cid acid o honic acid acid na honic acid 1 c a ci A piece of cotton cheese clot printed with a printing paste consisting 80 parts of the dyes uff prepared in accordance with Example 200 of 200 parts of 500 parts of a thickener containing of sodium 10 parts of the sodium salt of and 10 parts of sodium o The dried fabric is steamed at 102 C for 8 minutes and thereafter soaped boiling A black print with exoellent fastnesses to light and washing is insufficientOCRQuality

Claims (1)

1. 8 Process for the production of chromium x reactive characterised that mixed complexes which in the form of the correepond to the fonsula wherein denote benzene radicals and in be a naphthalene in which radicals the and groups are connected in the relative to the represents the of a phenolic or enolic coupling component where is in a sition adjacen to the grou and and B do not contain a grouping of the denotes hydrogen or a lower and and n are or reacted with reactive which are at least to dyest ffs which i the form the free acids correspond to the formula 19 and n have the above specified significance and X represents organic radical with at least one reactive group capable of reacting with the stratum to be Reactive dyestuf s which in the form of the free acids correspond to the formula I in Claim Reactive dyestuffs according to Claim substantially as described with reference to 1 arid Tables 1 and 2 A method fo or printing on textile materials taining cellulose wherein a dyestuff according to Claims 2 or 3 is is used and the dydng or in the presence of agents and optionally by A method according to Claim as described and strated in Example 3 insufficientOCRQuality