51560-72-6Relevant academic research and scientific papers
Extremely high pH stability for a class of heterocyclic azo dyes having the common N2,N6-bis(3-methoxypropyl)pyridine-2,6-diamine coupling component
Zhao, Xiao-Lei,Jun, Teng,Feng, Ya-Nan,Qian, Hui-Fen,Huang, Wei
, p. 315 - 323 (2017)
A series of N2,N6-bis(3-methoxypropyl)pyridine-2,6-diamine azo dyes, prepared by coupling 2,6-bis((3-methoxypropyl)amino)-4-methylnicotinonitrile and diazotized substituted anilines with distinguishable electron push-pull abilities, have been described in this paper. The new dyes undergoing double functional group transformation (FGT) show extremely high pH stability compared to corresponding mono FGT dyes, which could be ascribed to the introduction of the second 3-methoxypropylamino group forming the new pyridine-2,6-diamine backbone. It is noted that the unusual transformation from D?π?A to A?π?D system has been verified for our multi-substituted phenyl-azo-pyridine FGT products. The adjustment of electron-donating and electron-withdrawing phenyl and pyridine substituted groups narrows the discrepancy of electron push-pull capabilities for dizao and coupling components, which makes possible the transformation for roles of donor and acceptor. It is believed that the achievement of extremely high pH stability for pyridine-2,6-diamine based heterocyclic azo dyes is regarded as a useful exploration for designing new FGT modified pyridone dyes.
Preparation method for nitrobenzisothiazole-pyridine dye with good acid-base stability
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, (2020/06/02)
The invention discloses a preparation method for a nitrobenzisothiazole-pyridine dye with good acid-base stability. The preparation method comprises the following steps: (1) preparing a compound (i) from 1,4-dimethyl-3-cyano-6-hydroxy-2-pyridone and phosphorus oxychloride; (2) preparing a compound (ii) from the compound (i) and NH2-(CH2)n-O-CH3; (3) preparing a compound (A) from the compound (ii)and NH2-(CH2)n-O-CH3; (4) diazotizing 3-amino-5-nitrobenzoisothiazole by using sodium nitrite so as to obtain diazonium salt; (5) mixing the diazonium salt with the compound (A) for a reaction, and carrying out aging so as to obtain a crude product; and (6) dissolving the crude product, carrying out cooling extraction, and carrying out purifying so as to obtain a compound as shown in a structuralformula (B) which is described in the specification. According to the invention, the nitrobenzisothiazole-pyridine dye with good acid-base stability is synthesized in a functional group conversion mode; and the preparation method provided by the invention is easily-controllable in reaction conditions, simple in operation and high in product yield.
AZO PIGMENT, PIGMENT DISPERSION, COLORING COMPOSITION, AND INKJET RECORDING INK
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Page/Page column 39-40, (2010/12/17)
An azo pigment showing excellent coloring characteristics such as tinctorial strength and hue and excellent fastness such as light fastness, and a pigment dispersion containing the azo pigment are provided. An azo pigment represented by the following general formula (1) and a pigment dispersion containing the pigment: wherein G represents an aliphatic group, an aryl group, or a heterocyclic group, Y represents a hydrogen atom or an aliphatic group, R1 represents an aliphatic group, an aliphatic amino group, an arylamino group, a heterocyclic amino group, an acylamino group, a sulfonamido group, an amino group, or a heterocyclic group, R2 and R3 each independently represents an aliphatic amino group, an arylamino group, a heterocyclic amino group, an acylamino group, a sulfonamido group, an amino group, or a heterocyclic group, X1 represents a nitrogen atom or C-Z, Z represents an electron-withdrawing group having a Hammett ?p value of 0.2 or more, X2 represents a nitrogen atom or C-R5, R5 represents a hydrogen atom, a cyano group, a carbamoyl group, an aliphatic oxycarbonyl group, or a carboxyl group, and n represents an integer of from 1 to 4.
Azo pigment and pigment dispersion
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Page/Page column 17, (2009/04/23)
An azo pigment represented by the following formula (1) or a tautomer thereof: wherein R1 represents an aliphatic group having 1 to 8 carbon atoms in total, an aryl group having 6 to 12 carbon atoms in total or a heterocyclic group having 2 to 12 carbon atoms in total; R2 represents a hydrogen atom or an aliphatic group having 1 to 8 carbon atoms in total; R3 represents a hydrogen atom, an aliphatic group having 1 to 4 carbon atoms in total, an aliphatic amino group having 1 to 8 carbon atoms in total, or an amino group; R4 and R5 each independently represent an aliphatic amino group having 1 to 8 carbon atoms in total, or an amino group; R6 represents a cyano group, a carbamoyl group having 1 to 10 carbon atoms in total, an aliphatic oxycarbonyl group having 1 to 8 carbon atoms in total, an aliphatic sulfonyl group having 1 to 8 carbon atoms in total, or a carboxy group; and X2 represents a nitrogen atom or C-CN.
2-Hydrocarbyloxy-pyridine compounds
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, (2008/06/13)
Compounds of the formula SPC1 Wherein X is aliphatic, cycloaliphatic, aromatic, aralkyl, hetaryl, hetarylalkyl or hydrogen; Y is aliphatic, aromatic, aralkyl, --COOR1, --COR2, EQU1 --SO2 R2, EQU2 --CN, --NH2, --NO, --NO2 or hydrogen with the proviso that when Y is hydrogen, X is other than hydrogen; Z1 is cyano, EQU3 --NH--OR10, EQU4 --OR12, --SR12 or --SO2 R12 and Z2 is chlorine, bromine, cyano, hydroxy, mercapto, --OR12, --SR12, --SO2 R12, EQU5 --NH--OR10 or EQU6 R1 is aliphatic; R2 is aliphatic, cycloaliphatic, aromatic, aralkyl or heterocyclic; R3 and R4 when taken separately are hydrogen, aliphatic, cycloaliphatic, aromatic or aralkyl; R3 and R4 when taken together with the nitrogen atom to which they are attached form a heterocyclic moiety; R5 and R6 when taken separately are aliphatic, aromatic, aralkyl, heterocyclic or hydrogen; R5 and R6 when taken together with the nitrogen atom to which they are attached are heterocyclic; R7 is hydrogen, aliphatic or aromatic; R8 and R9 are aliphatic or aromatic, R10 is hydrogen, aliphatic or aralkyl, R11 is aliphatic and R12 is aliphatic, aromatic or aralkyl; R10 and R11 when taken together with the nitrogen atom to which they are attached are heterocyclic.
