Zinc and aluminum phthalocyanines
AssigneeCiba-Geigy Corporation
InventorsClaude Eckhardt, Gerd Holzle
Life of this patent
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Abstract
The invention discloses fabric conditioning compositions which contain, as bleach photoactivator, an aluminium or zinc phthalocyanine which is substituted by cationic water-solubilizing groups, and also cationic fabric conditioners such as cationic surfactants, softeners, antistatic agents, fluorescent whitening agents and/or microbicides. The invention also provides a method of washing, rinsing and bleaching fabrics utilizing the compositions of the invention, as well as novel aluminium and zinc phthalocyanines which contain quaternary ammonium groups and ternary sulfonium groups as substituents.
Claims9
A phthalocyanine of the formula
- (PC)--(SO.sub.2 X.sub.1 --R.sub.1 --X.sup..sym.).sub.v A.sup..crclbar. w,
- wherein PC is the unsubstituted zinc or aluminum phthalocyanine ring system, v is any number from 1 to 4, R.sub.1 is unbranched or branched alkylene of 1 to 8 carbon atoms or 1,3- or 1,4-phenylene, X.sub.1 is NH or N-alkyl, X.sup..sym. is a group of the formula ##STR63## and, if R.sub.1 is alkylene, is also a group of the formula ##STR64## in which formulae each of R.sub.2 and R.sub.3 independently is C.sub.1 -C.sub.6 alkyl, unsubstituted or substituted by halogen, hydroxyl, cyano, phenyl, carboxyl, carbalkoxy or alkoxy, R.sub.4 is C.sub.1 -C.sub.6 alkyl, unsubstituted or substituted by halogen, hydroxyl, cyano, phenyl, carboxyl, carbalkoxy or alkoxy, C.sub.3 -C.sub.7 cycloakyl or the NR.sub.6 R.sub.7 group, R.sub.5 is alkyl, R.sub.6 and R.sub.7 independently is hydrogen or alkyl, unsubstituted or substituted by halogen, hydroxyl cyano, phenyl, carboxyl, carbalkoxy or alkoxy, each of R.sub.8 and R.sub.9 independently is an alkyl, unsubstituted or substituted by halogen, hydroxyl, cyano, phenyl, carboxyl, carbalkoxy, or alkoxy or aralkyl radical, unsubstituted or substituted by alkyl, alkoxy, halogen, carboxyl, carbalkoxy, hydroxyl, amino, cyano, sulfo or sulfonamido, m is an integer from 1 to 6, A completes an aromatic 5- to 7-membered nitrogen-containing heterocyclic ring system which may contain one or two additional nitrogen atoms as ring members and which is unsubstituted or substituted by alkyl, alkoxy, halogen, carboxyl, carbalkoxy, hydroxyl, amion, cyano, sulfo or sulfonamido, and B completes a saturated 5- to 7-membered nitrogen-containing heterocyclic ring system which may additionally contain 1 or 2 nitrogen, oxygen and/or sulfur atoms as ring members and which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl at one carbon atom or at a further nitrogen atom in the ring, and A.sup..crclbar. is an inorganic or organic anion, w has the same value as v with respect to monovalent anions A.sup..crclbar. and is .ltoreq.v with respect to polyvalent anions, and A.sub.w.sup..crclbar. must balance the positive charge, with the proviso that, if v is .noteq.1, the radicals SO.sub.2 X.sub.1 --R.sub.1 --X.sup..sym. are the same or different, and that the phthalocyanine ring system can contain additional water-solubilizing groups, and that all substitutents are attached to the phenyl nuclei of the phthalocyanine ring system.
A phthalocyanine compound of of the formula ##STR67## wherein PC is the unsubstituted zinc or aluminum phthalocyanine ring system, v is any number from 1 to 4, R.sub.1 is unbranched or branched alkylene of 1 to 8 carbon atoms or 1,3- or 1,4-phenylene, X.sub.1 is NH of N-alkyl, X.sup.+ is a group of the formula ##STR68## and, if R.sub.1 is alkylene, is also a group of the formula ##STR69## in which formulae each of R.sub.2 and R.sub.3 independently is C.sub.1 -C.sub.6 alkyl, unsubstituted or substituted by halogen, hydroxyl, cyano, phenyl, carboxyl, carbalkoxy or alkoxy, R.sub.4 is C.sub.1 -C.sub.6 alkyl, unsubstituted or substituted by halogen, hydroxyl, cyano, phenyl, carboxyl, carbalkoxy or alkoxy, C.sub.3 -C.sub.7 cycloalkyl or the NR.sub.6 R.sub.7 group, R.sub.5 is alkyl, each of R.sub.6 and R.sub.7 independently is hydrogen or alkyl, unsubstituted or substituted by halogen, hydroxyl, cyano, phenyl, carboxyl, carbalkoxy or alkoxy, each of R.sub.8 and R.sub.9 independently is an alkyl, unsubstituted or substituted by halogen, hydroxyl, cyano, phenyl, carboxyl, carbalkoxy, or alkoxy or aralkyl radical, unsubstituted or substituted by alkyl, alkoxy, halogen, carboxyl, carbalkoxy, hydroxyl, amino, cyano, sulfo or sulfonamido, m is an integer from 1 to 6, A completes an aromatic 5- to 7-membered nitrogen-containing heterocyclic ring system which may contain one or two additional nitrogen atoms as ring members and which is unsubstituted or substituted by alkyl, alkoxy, halogen, carboxyl, carbalkoxy, hydroxyl, amino, cyano, sulfo or sulfonamido, and B completes a saturated 5- to 7-membered nitrogen-containing heterocyclic ring system which may additionally contain 1 or 2 nitrogen, oxygen and/or sulfur atoms as ring members and which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl at one carbon atom or at a further nitrogen atom in the ring, and A.sup.- is an inorganic or organic anion, w has the same value as v with respect to monovalent anions A.sup.- and is <v with respect to polyvalent anions, and A.sub.w.sup.- must balance the positive charge, with the proviso that, if v is .noteq.1, the radicals SO.sub.2 X.sub.1 --R.sub.1 --X.sup.+ are the same or different, and that the phthalocyanine ring system can contain additional water-solubilizing groups, and that all substituents are attached to the phenyl nuclei of the phthalocyanine ring system, R.sub.30 is halogen, cyano, alkyl, alkoxy, or phenyl and a is any number from 0.1 to 4, with the radicals R.sub.30 present in the molecule being the same or different.
Dependencies are inferred from the claim text.