Condensed azo compounds and process for preparing the same
AssigneeKabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
InventorsRyuzo Ueno, Masaya Kitayama, Kenji Minami, Hiroyuki Wakamori, Katsunori Tanikawa
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Abstract
The present invention provides novel condensed azo compounds using bisamide compounds of 2-hydroxynaphthalene-3,6-dicarboxylic acid, amide, or ester as the couplers, which have excellent properties such as excellent water resistance, chemical resistance, solvent resistance, and heat resistance.
Claims12
A condensed azo compound represented by the general formula [I], [II], or [III]:
- ##STR117## wherein, Y represents --(CONH).sub.n --X or --COR;
- Y' represents --(CONH).sub.n --X' or --COR';
- X and X' each represent an optionally branched alkyl group of 1-16 carbon atoms, an optionally substituted aromatic group, or an optionally substituted heterocyclic group having conjugated double bonds;
- n represents an integer 1 or 2;
- R and R' each represent a hydroxyl group, an optionally branched alkoxy group of 1-30 carbon atoms, a benzyloxy group, a phenyloxy group, or a phenacyloxy group, provided that if one of R and R' is a hydroxyl group, then it may form an acceptable salt;
- R.sub.2 and R.sub.2 ' each represent a hydrogen atom, an optionally branched alkyl group of 1-6 carbon atoms, an acyl group of 1-6 carbon atoms, or a phenylalkyl group;
- Q and Q' each represent an optionally branched alkyl group of 1-6 carbon atoms, an optionally branched alkoxy group of 1-6 carbon atoms, a halogen atom, a nitro group, or a nitroso group;
- m and m' each represent an integer from 0 to 3, provided that if m or m' is 1, then Q or Q' may bind to either of the two fused rings, and if m or m' is 2 or 3, then Q or Q' may bind to one or both of the fused rings or may form a ring together with the two fused rings;
- A represents an optionally branched alkylene group of 2-12 carbon atoms or a cyclic group having conjugated double bonds;
- and
- Z and Z' each represent an optionally substituted monovalent aromatic group.
A bis(aminocarbonylnaphthol) derivative represented by the general formula [VIII'], [IX'], or [X']:
- ##STR121## wherein, Y represents --(CONH).sub.n --X or --COR;
- Y' represents --(CONH).sub.n --X' or --COR';
- X and X' each represent an optionally branched alkyl group of 1-16 carbon atoms, an optionally substituted aromatic group, or an optionally substituted heterocyclic group having conjugated double bonds;
- n represents an integer 1 or 2;
- R and R' each represent a hydroxyl group, an optionally branched alkoxy group of 1-6 carbon atoms, a benzyloxy group, a phenyloxy group, or a phenacyloxy group, provided that if one of R and R' is a hydroxyl group, then it may form an acceptable salt;
- R.sub.2 and R.sub.2 ' each represent a hydrogen atom, an optionally branched alkyl group of 1-6 carbon atoms, an acyl group of 1-6 carbon atoms, or a phenylalkyl group;
- Q and Q' each represent an optionally branched alkyl group of 1-6 carbon atoms, an optionally branched alkoxy group of 1-6 carbon atoms, a halogen atom, a nitro group, or a nitroso group;
- m and m' each represent an integer from 0 to 3, provided that if m or m' is 1, then Q or Q' may bind to either of the two fused rings, and if m or m' is 2 or 3, then Q or Q' may bind to one or both of the fused rings or may form a ring together with the two fused rings;
- and
- A represents an optionally branched alkylene group of 2-12 carbon atoms or a cyclic group having conjugated double bonds;
- provided that, at least one of Y and Y' comprises X or X' which is an optionally branched alkyl group of 1-16 carbon atoms.
A bis(aminocarbonylnaphthol) derivative represented by the general formula [VIII"], [XI"], or [X"]:
- ##STR122## wherein, Y represents --(CONH).sub.n --X or --COR;
- Y' represents --(CONH).sub.n --X' or --COR';
- X and X' each represent an optionally branched alkyl group of 1-16 carbon atoms, an optionally substituted aromatic group, or an optionally substituted heterocyclic group having conjugated double bonds;
- n represents an integer 1 or 2;
- R and R' each represent a hydroxyl group, an optionally branched alkoxy group of 7-30 carbon atoms, a benzyloxy group, a phenyloxy group, or a phenacyloxy group, provided that if one of R and R' is a hydroxyl group, then it may form an acceptable salt;
- R.sub.2 and R.sub.2 ' each represent a hydrogen atom, an optionally branched alkyl group of 1-6 carbon atoms, an acyl group of 1-6 carbon atoms, or a phenylalkyl group;
- Q and Q' each represent an optionally branched alkyl group of 1-6 carbon atoms, an optionally branched alkoxy group of 1-6 carbon atoms, a halogen atom, a nitro group, or a nitroso group;
- m and m' each represent an integer from 0 to 3, provided that if m or m' is 1, then Q or Q' may bind to either of the two fused rings, and if m or m' is 2 or 3, then Q or Q' may bind to one or both of the fused rings or may form a ring together with the two fused rings;
- and
- A represents an optionally branched alkylene group of 2-12 carbon atoms or a cyclic group having conjugated double bonds;
- provided that, at least one of Y and Y' comprises R or R' which is an optionally branched alkoxy group of 7-30 carbon atoms.
Dependencies are inferred from the claim text.