Process for the preparation of dyestuffs
AssigneeBayer Aktiengesellschaft
InventorsRoderich Raue, Alfred Brack, Karl-Heinrich Lange
Life of this patent
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Abstract
Dyestuffs of the formula ##STR1## in which D is the radical of an aromatic or heterocyclic diazo component and K is the radical of an aromatic or heterocyclic coupling component, or is the radical of an active methylene compound, are obtained in an ecologically advantageous manner by reacting an aromatic or heterocyclic diazo components of the formula D--NH.sub.2 and a coupling component of the formula H--K with a nitrite, for example NaNO.sub.2, in the presence of CO.sub.2 at a pressure of 5-100 at. The process is suitable in particular for the preparation of concentrated dye-stuff solutions, because expensive operations, such as, for example, pressure permeation and reverse osmosis, can be omitted.
Claims10
A process for the preparation of dyestuffs of the formula ##STR49## in which D the radical of a substituted or unsubstituted aromatic diazo component containing 6 to 10 carbon atoms and
- Z is the radical of a substituted or unsubstituted C.sub.6 -C.sub.10 -azylamino group or is the radical of the formula ##STR50## in which Y represents --S--, --O-- or ##STR51## R.sup.17 represents hydrogen, unsubstituted C.sub.1 -C.sub.8 -alkyl or C.sub.1 -C.sub.8 -alkyl which is substituted by hydroxy, halogen, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, C.sub.1 -C.sub.4 -(di)alkylaminocarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkylsulphonyl or represents C.sub.2 -C.sub.4 -alkylen, unsubstituted phenylmethyl, unsubstituted phenyl-ethyl or phenylmethyl or phenylethyl which in each case is substituted by halogen, cyano, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy,
- R.sup.19 and R.sup.20 either represent hydrogen or together represent the remaining members of a fused benzene ring and
- R.sup.21 represent C.sub.1 -C.sub.4 -(di)alkylamino, C.sub.6 -C.sub.4 -(di)arylamino, C.sub.1 -C.sub.4 -alkyl-C.sub.6 -C.sub.10 -arylamino, morpholino, piperidino, piperazino, pyrrolidino, C.sub.1 -C.sub.4 -alkylmercapto or C.sub.6 -C.sub.10 -arylmercapto,
- in which a diazo component of the formula
- D--NH.sub.2
- and a component of the formula
- H--Z.sub.1
- wherein
- Z.sub.1 is a radical of a substituted or unsubstituted C.sub.6 -C.sub.10 -arylamino group or a radical of the formulae ##STR52## in which Y, R.sup.17, R.sup.19, R.sup.20 and R.sup.21 have be above give meaning and
- An.sup..crclbar. represents an anion selected from the group consisting of Cl.sup..crclbar., CH.sub.3 OSO.sub.2 O.sup..crclbar., I.sup..crclbar., Br.sup..crclbar., CH.sub.3 COO.sup..crclbar.,
- and the substituents for the substituted aromatic diazo component or aryl part of the substituted C.sub.6 -C.sub.10 -arylamino groups in the definition of Z and Z.sub.1 are selected from the group consisting of C.sub.1 -C.sub.4 -alkyl, C.sub.6 -C.sub.10 -aryl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylcarbonyloxy, cyano, C.sub.1 -C.sub.4 -(di)alkylamino, C.sub.1 -C.sub.4 -(di)alkylaminocarbonyl, C.sub.1 -C.sub.4 -alkylcarbonylamino, hydroxy, halogen, C.sub.1 -C.sub.4 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkylsulphonyl, C.sub.1 -C.sub.4 -(di)alkylaminosulphonyl, C.sub.1 -C.sub.4 -alkylsulphonylamino, C.sub.1 -C.sub.4 -alkoxysulphonyl, C.sub.1 -C.sub.4 -alkylsulphonyloxy, nitro, C.sub.6 -C.sub.10 -(di)arylamino, C.sub.1 -C.sub.4 -alkyl-C.sub.6 -C.sub.10 -arylamino, phenylsulphonyl, phenylazo, benzothiazolyl, 1,2,4-oxadiazolyl, morpholino, piperidino, piperazino, pyrrolidino, C.sub.1 -C.sub.4 -alkylmercapto and C.sub.6 -C.sub.10 -arylmercapto;
- and substituents for the amino part of the substituted C.sub.6 -C.sub.10 -arylamino group in the definition of Z and Z.sub.1 are selected from the group consisting of C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.4 -alkylene or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl-C.sub.6 -C.sub.10 -aryl, are reacted in an aqueous medium with a nitrite selected from the group consisting of alkali nitrite, C.sub.1 -C.sub.5 -alkyl nitrite, glycol nitrite or polyol nitrite at a CO.sub.2 pressure of more than 5 bar and at a temperature of 0.degree.-125.degree. C.
Dependencies are inferred from the claim text.