Abstract: Compounds of formula
A(B)x, (I)
wherein x is an integer from 1 to 4,
A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,
B is a group of formula
and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms.
The symbols Q, R1, R2, R3, R4, X, Y, Z, m and n, are as defined in claim 1. These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.
Type:
Grant
Filed:
February 6, 2001
Date of Patent:
November 26, 2002
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Zhimin Hao, John S. Zambounis, Abul Iqbal
Abstract: Compounds of formula
A(B)x, (I),
wherein x is an integer from 1 to 4,
A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,
B is a group of formula
and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms.
The symbols Q, R1, R2, R3, R4, X, Y, Z, m and n, are as defined in claim 1. These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.
Type:
Grant
Filed:
July 9, 1996
Date of Patent:
August 7, 2001
Assignee:
Ciba Specialty Chemicals Corp.
Inventors:
Zhimin Hao, John S. Zambounis, Abul Iqbal
Abstract: Compounds of formulaA(B).sub.x, (I),wherein x is an integer from 1 to 4,A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula ##STR1## and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m and n, are as defined in claim 1.These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.
Type:
Grant
Filed:
June 10, 1998
Date of Patent:
January 11, 2000
Assignee:
Ciba Specialty Chemicals Corporation
Inventors:
Zhimin Hao, John S. Zambounis, Abul Iqbal
Abstract: Process for preparing amino- and carbamoyl-substituted anthraquinones by Diels-Alder reaction of an N-butadienylcarbamic acid ester of the formula H.sub.2 C.dbd.CH--CH.dbd.CH--NH--COOR.sup.2, wherein R.sup.2 is alkyl or phenylalkyl, with a 1,4-naphthoquinone or with 1,4-benzoquinone to form a carbamoyl-substituted hydroanthraquinone intermediate and by oxidation of this intermediate with an oxygen-containing gas in a tertiary amine and in the presence of a copper salt to obtain a carbamoyl-substituted anthraquinone product. The Diels-Alder reaction and the oxidation reaction can be carried out as a one-pot synthesis or in separate steps. The carbamic acid ester reactant provides a blocking group represented by --COOR.sup.2, and this blocking group is optionally removed by treatment of the carbamoyl-substituted anthraquinone with an alkaline hydroxide solution.
Abstract: New anthraquinone dyes, free of water-solubilizing groups such as --SO.sub.3 H and --CO.sub.2 H comprise anthraquinone substituted with one or more identical or different groups of the formula --NHSO.sub.2 R, wherein R is a substituted or unsubstituted linear, branched, cyclic or polycyclic alkyl group having up to 20 carbon atoms, and wherein the remaining nuclear aromatic carbon atoms of the anthraquinone may be substituted with substituents selected from the group: alkyl; the halogens F, Cl, and Br; cyano; nitro; aminosulfonyl; arylsulfonylamino; and --NHCOQ; wherein Q is hydrogen, an alkyl, an aryl, or a heterocyclic group.These dyes have improved solubility, lowered melting point, and possess outstanding resistance to light-induced fading.
Type:
Grant
Filed:
July 21, 1989
Date of Patent:
July 23, 1991
Assignee:
Minnesota Mining and Manufacturing Company
Inventors:
Terrance P. Smith, Krzysztof A. Zaklika
Abstract: Substituted aminoanthraquinone compounds, which are used for dye stuffs or intermediate thereof, represented by the formula (II) ##STR1## wherein R.sub.3 represents a C.sub.1 -C.sub.6 alkyl group which may be substituted, X represents a hydrogen atom, --COR.sub.1 or --SO.sub.2 R.sub.2 wherein R.sub.1 and R.sub.2 each represents a substituted or unsubstituted C.sub.1 -C.sub.4 alkyl or C.sub.6 -C.sub.12 aryl group, and Y and Z represent independently a hydrogen atom, a halogen atom, a nitro group or a C.sub.1 -C.sub.4 alkyl group, is prepared by allowing anthraquinone compounds represented by the formula ##STR2## wherein X, Y and Z are as defined above, to react with alkylating agents in organic solvents in the presence of organic quaternary ammonium salts and alkalies.
Type:
Grant
Filed:
November 8, 1989
Date of Patent:
May 21, 1991
Assignees:
Sumitomo Chemical Company, Ltd., Daiei Chemical Company, Ltd.
Abstract: A process for the preparation of 1-nitroanthraquinone by oxidising 1-nitro-5,8,11,12-tetrahydroanthraquinone with oxygen, inorganic peroxo compounds or metal oxides.