Mixed aluminium-heavy metal dyestuff complexes and a process for their preparation
AssigneeClariant Finance (BVI) Limited
InventorsBansi Lal Kaul, Dominique Pflieger
Life of this patent
Estimating the term…
Abstract
A process for preparing a mixed aluminium-heavy metal dyestuff complex, in which the amount of heavy metal present is 10-98% and that of aluminium is 2 to 90% comprising i) reacting the metal free dyestuff with less than a stoichiometric amount of a heavy metal compound followed by ii) reacting the product with an aluminium compound in an amount to produce a stoichiometric excess of metal (calculated on all the metal present) to form a mixed aluminium-heavy metal complex.
Claims29
A process for preparing a mixed aluminium-heavy metal dyestuff complex in which the heavy metal is present in an amount of 10-98 mole % and the aluminium is present in an amount of 2 to 90 mole %, said mole % based on 1 mole of said mixed aluminum-heavy metal dyestuff complex, wherein said process comprises
- i) reacting the metal free dyestuff with less than a stoichiometric amount of a heavy metal compound to form a mixture, said stoichiometric amount calculated based on the metal-free dyestuff or all the metal present in the complex, and
- ii) adding to said mixture an aluminium compound in an amount sufficient to produce a stoichiometric excess of metal (calculated on all the metal present in the dyestuff complex) to form the mixed aluminium-heavy metal complex.
A mixed aluminium-heavy metal dyestuff complex of the formulae I and I' ##STR23## wherein each R.sub.1 together with the two carbon atoms independently to which R.sub.1 is attached form a single ring or fused ring aromatic group, which is unsubstituted or further substituted by one to three groups selected from the group consisting of hydroxy, c.sub.1-4 alkyl, C.sub.1-4 alkoxy, cyano, nitro, rhodan, C.sub.1-4 alkylcarbonyl, benzoyl, C.sub.1-3 alkylcarbonyloxy, aminocarbonyl, mono(C.sub.1-4 alkyl) aminocarbonyl, di(C.sub.1-4 alkyl)-aminocarbonyl, mono(C.sub.1-4 alkoxy-C.sub.2-4 alkyl)aminocarbonyl, di(C.sub.1-4 alkoxy-C.sub.2-4 alkyl)-aminocarbonyl, C.sub.1-3 alkoxycarbonyl, aminosulphonyl, mono(C.sub.1-4 alkyl)aminosulphonyl, di(C.sub.1-4 alkyl)aminosulphonyl, mono(C.sub.1-4 alkoxy-C.sub.2-4 alkyl)-aminosulphonyl, di(C.sub.1-4 alkoxy-C.sub.2-4 alkyl)aminosulphonyl, and 4,6-bis(2',4'-dimethylphenyl)triazinyl-2;
- both groups R.sub.2, independently are selected from the group consisting of C.sub.3-20 alkyl, C.sub.1-4 alkoxy-C.sub.2-8 alkyl and phenyl, which phenyl is unsubstituted or further substituted by one to three groups selected from the group consisting of hydroxy, C.sub.1-4 alkyl, C.sub.1-4 -alkoxy, cyano, nitro, rhodan, C.sub.1-4 alkylcarbonyl, benzoyl, C.sub.1-3 alkylcarbonyloxyl, aminocarbonyl, mono(C.sub.1-4 alkyl)aminocarbonyl, di(C.sub.1-4 alkyl)aminocarbonyl, mono- (C.sub.1-4 alkoxy-C.sub.2-4 alkyl)aminosulphonyl, di(C.sub.1-4 alkoxy-C.sub.2-4 alkyl)aminosulphonyl, C.sub.1-3 alkoxycarbonyl, aminosulphonyl, mono(C.sub.1-4 alkyl)-aminosulphonyl, di(C.sub.1-4 alkyl)-aminosulphonyl, mono(C.sub.1-4 alkoxy-C.sub.2-4 alkyl)aminosulphonyl, and di(C.sub.1-4 alkoxy-C.sub.2-4 alkyl)-aminosulphonyl;
- group R.sub.A together with the two carbon atoms independently to which R.sub.A i attached form a phenyl or naphthyl radical which is unsubstituted or further substituted by one or two groups independently selected from the group consisting of hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, cyano, nitro, C.sub.1-4 alkoxycarbonyl, benzoyl, phenoxycarbonyl, aminocarbonyl, mono(C.sub.1-4 alkyl)aminocarbonyl, di(C.sub.1-4 alkyl)-aminocarbonyl, mono(C.sub.1-4 alkoxy-C.sub.2-4 alkyl)-aminocarbonyl, di(C.sub.1-4 alkoxy-C.sub.2-4 alkyl)-aminocarbonyl, phenylaminocarbonyl, aminosulphonyl, mono(C.sub.1-4 alkyl)aminosulphonyl, di(C.sub.1-4 alkyl)aminosulphonyl, mono(C.sub.1-4 alkoxy-C.sub.2-4 alkyl)aminosulphonyl, di(C.sub.1-4 alkoxyC.sub.2-4 alkyl)aminosulphonyl and phenylaminosulphonyl;
- Me is 10 to 98 mole % of a metal selected from the group consisting of chromium, copper, cobalt and nickel and 20 to 90 mole % aluminium;
- and
- X.sup.+ is a cation selected from the group consisting of mono(C.sub.1-12 alkyl)-ammonium, di(C.sub.1-12 alkyl)ammonium, tri(C.sub.1-12 alkyl)ammonium, 4-amino-2,2,6,6-tetramethylpiperidinyl, 4-hydroxy-2,2,6,6-tetramethylpiperidinyl and 4-keto-2,2,6,6-tetramethylpiperidinyl ions.
A mixed aluminium-heavy metal dyestuff complex of the formulae Ia, Ib and Ic ##STR24## wherein each R.sub.3 ' is independently selected from the group consisting of nitro and --SO.sub.3 NHR.sub.7 ;
- R.sub.7 is selected from the group consisting of hydrogen, C.sub.1-2 alkyl, C.sub.2-3 alkoxy-C.sub.2-3 alkyl and phenyl;
- each R.sub.6 is selected from the group consisting of hydrogen, halogen, C.sub.1-2 alkyl and C.sub.1-2 alkoxy;
- each R.sub.2 ' is selected from the group consisting of 2-ethylhexyl and phenyl, unsubstituted or substituted by one to three substituents selected from chloro, bromo, and methyl or one or two substituents selected from chloro, bromo, methyl, ethyl, C.sub.1-4 alkoxy and acetyl;
- Me is 25 to 90 mole % chromium or cobalt and 5 to 75 mole % aluminium;
- X.sup.2+ is selected from the group consisting of C.sub.1-10 alkylammonium, 4-amino-2,2,6,6-tetramethylpiperidinyl, 4-hydroxy-2,2,6,6-tetramethylpiperidinyl and 4-keto-2,2,6,6-tetramethylpiperidinyl ions;
- and
- each R.sub.10 and each R.sub.11 independently are selected from the group consisting of hydrogen, halogen, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acetyl, benzoyl, and 4,6-bis(2',4'-dimethylphenyl)triazinyl-2, or collectively R.sub.10 and R.sub.11 together with the phenyl ring to which they are attached form a naphthyl group, preferably attached in the 5' and 6' position, said naphthyl group being substituted in the 4- or 5-position with R.sub.3 '.
A mixed aluminium-heavy metal dyestuff complex in which the heavy metal is present in an amount of 10 to 98 mole % and aluminium is present in an amount of 2 to 90 mole %, said mole % based on one mole of said aluminium-heavy metal dyestuff complex, the complex prepared by
- i) reacting a metal free dyestuff with less than a stoichiometric amount (calculated based on the metal free dyestuff or all the metal present in the complex) of a heavy metal compound to form a mixture, and
- ii) adding to said mixture an aluminium compound in an amount sufficient to produce a stoichiometric excess of metal (calculated based on all the metal present in the dyestuff complex) to form the mixed aluminium-heavy metal dyestuff complex.
Dependencies are inferred from the claim text.