Organic compounds -- part of the class 532-570 series – Organic compounds – Azo
Patent
1998-05-20
1999-10-26
Powers, Fiona T.
Organic compounds -- part of the class 532-570 series
Organic compounds
Azo
534581, 534720, 534602, 534801, 534863, 534865, 534866, 534867, 534874, 534DIG4, 106 3177, 106 3178, 106 318, 106496, 524 84, 524 93, 524 94, 524102, 524190, C09B 2920, C09D 1100, C08J 320
Patent
active
059731265
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a novel azo compound and a process for producing the same.
BACKGROUND OF THE INVENTION
Azo pigments are synthesized by the coupling reaction of a diazonium compound and a coupler. Among the couplers used in the coupling reaction, a particularly important coupler is 2-hydroxynaphthalene-3-carboxylic acid or a derivative thereof.
Brilliant Carmine 6B (Pigment Red 57) and Watchung Red (Pigment Red 48) which are prepared from 2-hydroxynaphthalene-3-carboxylic acid are most important red azolake pigments. These are used in the form of an insoluble metallic lake such as Ca, Ba, Mn, etc., but is inherently unstable to an acid or alkali because of metallic salts.
On the other hand, an insoluble azo pigment is synthesized using, as a coupler, 2-hydroxynaphthalene-3-anilide synthesized by the condensation of 2-hydroxynaphthalene-3-carboxylic acid and anilines. This so-called naphthol pigment has been developed for the purpose of improving the solubility and fastness, and is generally superior to an azolake pigment in properties such as light resistance, weathering resistance, chemical resistance, solvent resistance, etc.
Furthermore, an azo pigment derived from 2-hydroxynaphthalene-6-carboxylic acid which is an isomer of 2-hydroxynaphthalene-3-carboxylic acid, and characteristics thereof are known (Japanese Patent Kokai Publication No. Hei 2-302471).
DISCLOSURE OF THE INVENTION
The present invention is characterized by obtaining a novel azo coloring material, which is superior in water resistance, chemical resistance, solvent resistance, etc.
The present invention provides a novel azo compound using 2-hydroxynaphthalene-3,6-dicarboxylic acid, an ester, an amide or an ureide derivatives as a coupler, a coloring material containing the same, and a process for producing the above azo compound. That is, the present invention relates to the azo compound represented by the following general formula [I]: ##STR1## [wherein Y represents --(CONH)n--X or --COR; Y' represents --(CONH)n--X or --COR'; substituted aromatic group, or an optionally substituted heterocyclic group having a conjugated double bond); optionally branched alkoxy group having 1 to 6 carbon atoms, a benzyloxy group, a phenyloxy group or a phenacyloxy group (provided that an acceptable salt may be formed when any one of R and R' is a hydroxyl group); having 1 to 6 carbon atoms, an acyl group having 1 to 6 carbon atoms or a phenylalkyl group; an optionally branched alkoxyl group having 1 to 6 carbon atoms, a halogen atom, a nitro group or a nitroso group; m represents an integer of 0 to 3 (when m is 1, Q may be combined with any one of two condensed rings and, when m is 2 or 3, Q may be combined with one or both condensed rings or may be combined together with two condensed rings to form a ring); and process for producing the same, and a coloring material containing this azo compound. The coloring material in the present specification means a dye, a pigment, ink, paint, printing ink, an electro-charge generating material, etc.
The present invention also relates to a process for producing an azo compound represented by the following general formula [I]: ##STR2## [wherein Y represents --(CONH)n--X or --COR; Y' represents --(CONH)n--X' or --COR'; substituted aromatic group, or an optionally substituted heterocyclic group having a conjugated double bond); optionally branched alkoxy group having 1 to 6 carbon atoms, a benzyloxy group, a phenyloxy group or a phenacyloxy group; having 1 to 6 carbon atoms or an acyl group having 1 to 6 carbon atoms or a phenylalkyl group; an optionally branched alkoxyl group having 1 to 6 carbon atoms, a halogen atom, a nitro group or a nitroso group; m represents an integer of 0 to 3 (when m is 1, Q may be combined with any one of two condensed rings and, when m is 2 or 3, Q may be combined with one or both condensed rings or may be combined together with two condensed rings to form a ring); and comprises diazotizing aromatic amines represented by the following general formula [
REFERENCES:
patent: 3523934 (1970-08-01), Haubrich et al.
patent: 3591576 (1971-07-01), Haubrich
patent: 3609134 (1971-09-01), Mory
patent: 3821191 (1974-06-01), Ruider et al.
patent: 4115055 (1978-09-01), Kirner et al.
patent: 4737581 (1988-04-01), Hari
Kitayama Masaya
Minami Kenji
Ueno Ryuzo
Wakamori Hiroyuki
Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
Powers Fiona T.
LandOfFree
Azo compounds and process for producing the same does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Azo compounds and process for producing the same, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Azo compounds and process for producing the same will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-766166