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Azo dye, heat-sensitive transfer recording ink sheet, heat-sensitive transfer recording method, color toner, inkjet ink and color filter

A technology of azo dyes and thermal transfer printing, which is applied in the direction of azo dyes, monoazo dyes, optical filters, etc.

Inactive Publication Date: 2008-01-02
FUJIFILM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, none of these publications mentions that the dye shown in the following general formula (1) can be effectively used for thermal transfer recording, color toner, inkjet ink and color filter, especially for thermal transfer record

Method used

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  • Azo dye, heat-sensitive transfer recording ink sheet, heat-sensitive transfer recording method, color toner, inkjet ink and color filter
  • Azo dye, heat-sensitive transfer recording ink sheet, heat-sensitive transfer recording method, color toner, inkjet ink and color filter
  • Azo dye, heat-sensitive transfer recording ink sheet, heat-sensitive transfer recording method, color toner, inkjet ink and color filter

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0127] Synthesis Example 1 (Preparation Example 1 Compound (1))

[0128]

[0129] A mixture of 41.4 g of 4-nitroaniline (0.3 mol), 84 ml of concentrated hydrochloric acid, 60 ml of acetic acid and 84 ml of propionic acid was stirred at an inner temperature of 0-5°C. To this mixture was added dropwise 20.7 g (0.3 mol) of sodium nitrite per 45 ml of water at an internal temperature of 5°C or lower. Stirring was then continued for 30 min at an internal temperature of 0-5°C. At an internal temperature of 10°C or lower, the obtained azide salt solution was added dropwise to 600 ml of in acetonitrile. After the dropwise addition of the azide salt solution, the resulting reaction solution was stirred for 2 h and then poured into 1000 ml of water. The precipitated azo dye was then isolated by filtration. The obtained crystals were recrystallized from 1650 ml of methanol to obtain Exemplified Compound (1). Yield: 72 g (80%), melting point: 199-201°C. The λmax (ethyl acetate so...

Embodiment 2

[0131] Synthetic Example 2 (preparation example compound (2))

[0132]

[0133]

[0134] 150 ml of an acetonitrile solution containing 11.1 g (0.08 mol) of 5-tert-butyl-2H-pyrazol-3-ylamine was cooled to an internal temperature of 0-5°C. 19.0 g (0.08 mol) of p-nitrophenylfluoroborate diazonium salt was added in batches to this solution. The reaction mixture was then stirred at an internal temperature of 0-5° C. for 30 min, and at room temperature for 1 h. Then pour into 500ml of water. After extraction with 200 ml of ethyl acetate, the ethyl acetate phase was washed twice with saturated aqueous sodium bicarbonate solution, and then washed twice with saturated brine. Ethyl acetate containing the dye was heated to an internal temperature of 55°C, and 600 ml of hexane was added. Recrystallization affords intermediate (2a). Yield: 15.7 g (68%).

[0135]

[0136]A mixture of 2.88 g (0.01 mol) of intermediate (2a), 1.38 g (0.01 mol) of sodium carbonate and 15 ml of dimet...

Embodiment 3～11

[0138] Exemplary compounds (3)-(11) were synthesized according to the methods of Synthesis Examples 1 and 2. In the exemplified compounds (3)~(11) thus obtained in ethyl acetate solution (density: 1×10 -6 mol / L, optical channel length: 10 mm), the maximum absorption wavelength of each absorption spectrum and the melting point of each such compound are expressed together with the exemplary compounds (1) and (2) obtained in Synthesis Examples 1 and 2 as follows.

[0139] Table 1

[0140] dye

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Abstract

An azo dye represented by formula (1): wherein R<1 >represents an alkyl group having 1 to 6 carbon atoms; and R<2 >to R<6 >each independently represents a hydrogen atom or a substituents, and an ink sheet for heat-sensitive transfer recording, a heat-sensitive transfer recording method, a color toner, an inkjet ink, and a color filter, each utilizes the azo dye.

Description

technical field [0001] The present invention relates to a particularly novel azo dye; and a thermal transfer recording ink, a thermal transfer recording method, a color toner, an ink for inkjet, and a color filter using the azo dye. Background technique [0002] In recent years, especially materials for forming color images have been mainly used as image recording materials. More specifically, recording materials for inkjet systems, recording materials for thermal transfer systems, recording materials for electrophotographic systems, silver halide photosensitive materials for transfer systems, printing inks, stylus pens, etc. have been commonly used. Color filters are used in imaging devices, such as CCDs in photographic equipment, and displays such as LCDs and PDPs, to record and reproduce color images. [0003] With these color image recording materials and color filters, based on a so-called additive color mixing system or subtractive color mixing system, full color imag...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B29/48B41J31/00G03G9/08G02B5/23B41J2/01B41M5/00B41M5/385B41M5/388B41M5/39C07D231/38C09D11/00C09D11/322C09D11/328G02B5/20G02B5/22G03G9/09
CPCB41M5/52C09B29/0003G03G9/091G03F7/0007C09D11/328B41M5/388G02B5/223C09B29/3656C09B29/00C09B29/0025C09B31/147
Inventor 藤江贺彦御子柴尚雨宫拓马小村和史篠原龙儿
Owner FUJIFILM CORP
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