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Phthalocyanine dye and use thereof for ink-jet printing

A pigment and phthalocyanine technology, applied in printing, ink, application, etc., can solve the problems of not being able to fully meet the needs of the market, not being able to obtain light resistance, ozone resistance and moisture resistance, and being difficult to develop

Active Publication Date: 2006-05-03
NIPPON KAYAKU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it is difficult to develop cyan pigments (such as phthalocyanine pigments) and cyan inks that can meet these requirements at a high level.
So far, phthalocyanine dyes that impart resistance to reactive gases have been disclosed in the above-mentioned Documents 3, 8 to 10, and Japanese Unexamined Patent Publication No. 2002-80762 (Document 11). Cyan pigment and cyan ink that can be manufactured cheaply with all the qualities including moisture resistance
Therefore, it cannot fully meet the needs of the market

Method used

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  • Phthalocyanine dye and use thereof for ink-jet printing
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Examples

Experimental program
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Effect test

Embodiment 1

[0200] In formula (1), M is copper, and the β position has 2 unsubstituted sulfamoyl groups and 2 substituted sulfamoyl groups of formula (3), Y in formula (3) is 2,5-disulfoanilino, Z is amino, A is ethylene, R 17 , R 18 Synthesis of Compounds Both Are Hydrogen Atoms

[0201] (1) Synthesis of copper phthalocyanine tetrasulfonic acid tetrasodium salt (beta position substitution type) (M is copper, a, b, c, d are all 1, L is a compound of the formula (6) of sodium)

[0202] Add 40 parts of sulfolane to a four-necked flask equipped with a cooling tube, heat up to 180°C within 1 hour, add 40 parts of 4-sulfophthalic acid monosodium salt, 4.5 parts of ammonium chloride, 55 parts of urea, 0.5 parts of ammonium molybdate and 6 parts of copper(II) chloride were stirred at the same temperature for 6 hours. After cooling the reaction liquid to 40° C., the target object was filtered with a Nutsche filter, and washed with 400 parts of methanol. Next, 300 parts of water were added to ...

Embodiment 2

[0213] Phthalocyanine dye of the formula (1) as in Example 1 except that the substituent at the β position was changed to three unsubstituted sulfamoyl groups and one substituted sulfamoyl group of the formula (3) in the dye of the above-mentioned Example 1 Synthesis

[0214] 17.6 parts of the copper phthalocyanine tetrasulfonyl chloride wet cake obtained in (2) of Example 1 were thrown into 100 parts of ice water, and it stirred and suspended. After 10 minutes, maintain the temperature below 5°C and add 28% ammonia water dropwise to adjust the pH value to 9.0. Next, inject 0.5 parts of ammonia water and an aqueous solution of 2.1 parts of the compound of formula (X-1) dissolved in 30 parts of water into the above-mentioned suspension, while adding 28% ammonia water, the pH value is maintained at 9.0, and reaction 2 is carried out at 10°C. hours, the reaction was carried out at 20° C. for 2 hours, and the reaction was carried out at 50° C. for 1 hour. Water was added to adju...

Embodiment 3

[0217] Phthalocyanine dye of formula (1) as in Example 1 except that the β-position substituent was changed to one unsubstituted sulfamoyl group and three substituted sulfamoyl groups of formula (3) in the dye of Example 1 above Synthesis

[0218] 17.6 parts of the copper phthalocyanine tetrasulfonyl chloride wet cake obtained in (2) of Example 1 were thrown into 100 parts of ice water, and it stirred and suspended. After 10 minutes, keep the temperature below 5°C and add 28% ammonia water dropwise to adjust the pH value to 9.0. Next, inject 1.5 parts of ammonia water and an aqueous solution of 6.4 parts of the compound of formula (X-1) dissolved in 50 parts of water into the suspension, while adding 28% ammonia water, the pH value is maintained at 9.0, and reaction 2 is carried out at 10°C. hours, the reaction was carried out at 20° C. for 2 hours, and the reaction was carried out at 50° C. for 1 hour. Water was added to adjust the liquid volume to 250 parts, and 50 parts o...

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Abstract

The present invention relates to a phthalocyanine pigment, which is characterized in that it has at least one unsubstituted sulfamoyl group and a substituted sulfamoyl group as a substituent, the total of which is 2 to 4, and the substituent on the substituted sulfamoyl group is passed through a crosslinking group. It has a substituted triazine group, and the unsubstituted sulfamoyl group and the substituted sulfamoyl group are substituted on the β-position of the phthalocyanine ring. The phthalocyanine pigment is suitable for inkjet printing ink, especially suitable for cyan ink. Printed matter printed with this ink is excellent in light fastness, ozone fastness and moisture fastness.

Description

technical field [0001] The present invention relates to a phthalocyanine dye, an ink, an ink set, an inkjet recording method using the ink or the ink set, a coloring body, and a method for producing a phthalocyanine dye. Background technique [0002] In recent years, as image recording materials, especially materials for forming color images have become mainstream, specifically, inkjet recording materials, thermal transfer image recording materials, recording materials using electrophotography, transfer printing Silver halide photosensitive materials, printing inks, recording pens, etc. are widely used. In addition, color filters are used in electronic components such as LCDs and PDPs of displays and CCDs of photographic equipment. In these color image recording materials or color filters, in order to reproduce or record full-color images, three primary color pigments (dyes or pigments) of the so-called additive color mixing method or subtractive color mixing method are use...

Claims

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Application Information

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IPC IPC(8): C09B47/24B41J2/01C09D11/328
Inventor 藤井隆文北山弘和难波晋一
Owner NIPPON KAYAKU CO LTD
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