Porphyrazine dye, ink composition containing same, and colored body

A technology of porphyrazine and pigments, which is applied in the directions of inks, azo dyes, organic dyes, etc., can solve the problem that the color tone, printing density light resistance, ozone gas resistance and moisture resistance cyan pigments have not been satisfied, and the cyan pigments have not been fully satisfied. Market requirements and other issues, to achieve a good balance between fastness and quality, not easy to bronze phenomenon, and reduce printing costs.

Active Publication Date: 2012-03-28
NIPPON KAYAKU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is no cyan pigment that satisfies all the qualities of color tone, printing density, light fastness, ozone gas fastness, moisture resi...

Method used

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  • Porphyrazine dye, ink composition containing same, and colored body
  • Porphyrazine dye, ink composition containing same, and colored body
  • Porphyrazine dye, ink composition containing same, and colored body

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0318] (step 1)

[0319] Synthesis of a compound represented by the following formula (4) in which 1.37 of the rings A to D in the following formula (4) are pyrazine rings fused at the 2nd and 3rd positions, and the remaining 2.63 are benzene rings

[0320]

[0321] 29.16 parts of phthalic anhydride, 17.23 parts of quinolinic acid, 108 parts of urea, 10.1 parts of copper (II) chloride and 1.5 parts of ammonium molybdate were added to 375 parts of sulfolane. The liquid temperature was raised to 200° C., and the reaction liquid was maintained at this temperature for 5 hours. After completion of the reaction, the reaction liquid was cooled to 65° C., 50 parts of DMF (N,N-dimethylformamide) was added thereto, and the precipitated solid was separated by filtration. The resulting solid was washed with 50 parts of DMF to obtain 75.1 parts of a wet cake. The resulting wet cake was added to 450 parts of DMF, the temperature of the liquid was raised to 110°C, and maintained at this...

Embodiment 2

[0340] (step 1)

[0341] Synthesis of a compound represented by the aforementioned formula (4) in which 1.00 of the rings A to D in the aforementioned formula (4) are pyridine rings fused at the second and third positions and the remaining 3.00 are benzene rings

[0342] 33.32 parts of phthalic anhydride, 10.08 parts of quinolinic acid, 108 parts of urea, 10.1 parts of copper (II) chloride and 1.5 parts of ammonium molybdate were added to 375 parts of sulfolane. The liquid temperature was raised to 200° C., and the reaction liquid was maintained at this temperature for 5 hours. After completion of the reaction, the reaction liquid was cooled to 65° C., 50 parts of DMF (N,N-dimethylformamide) was added thereto, and the precipitated solid was separated by filtration. The obtained solid was washed with 50 parts of DMF to obtain 75.1 parts of a wet cake. The obtained wet cake was added to 450 parts of DMF, the temperature of the liquid was raised to 110° C., and this temperature...

Embodiment 3

[0352] (step 1)

[0353] Synthesis of a compound represented by the aforementioned formula (4) in which 0.75 of the rings A to D in the aforementioned formula (4) are pyridine rings fused at the 2nd and 3rd positions and the remaining 3.25 are benzene rings

[0354] 36.1 parts of phthalic anhydride, 9.4 parts of quinolinic acid, 108 parts of urea, 10.1 parts of copper (II) chloride, and 1.5 parts of ammonium molybdate were added to 375 parts of sulfolane. The liquid temperature was raised to 200° C., and the reaction liquid was maintained at this temperature for 5 hours. After completion of the reaction, the reaction liquid was cooled to 65° C., 50 parts of DMF (N,N-dimethylformamide) was added thereto, and the precipitated solid was separated by filtration. The obtained solid was washed with 50 parts of DMF to obtain 75.1 parts of a wet cake. The obtained wet cake was added to 450 parts of DMF, the liquid temperature was raised to 110° C., and this temperature was maintaine...

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Abstract

sclosed is a porphyrazine dye represented by formula (1) (wherein rings A-D each independently represents a benzene ring or a six-membered nitrogen-containing heteroaromatic ring; E represents an alkylene group; X represents a sulfo-substituted anilino group which may additionally have a substituent, or the like; R1 represents a C1-C6 alkyl group; b represents a number having an average value of 0.00 or greater but less than 3.90; c represents a number having an average value of 0.10 or greater but less than 4.00; and the sum of b and c has an average value of 1.00 or greater but less than 4.00) or a salt thereof. Also disclosed is an ink composition containing the porphyrazine dye, which has a hue suitable for a cyan ink, various excellent fastnesses especially excellent ozone resistance, and high print density, while being not susceptible to bronzing. The porphyrazine dye is suitable for inkjet recording, and the ink composition contains the porphyrazine dye. The formula (1) is shown in the description.

Description

technical field [0001] The present invention relates to a novel porphyrazine dye or a salt thereof, an ink composition containing the dye or a salt thereof, an inkjet recording method using the ink composition, and a colored body. Background technique [0002] Conventionally, various materials have been used as image recording materials. In recent years, especially recording materials for forming color images have become mainstream. As the recording method of color images, inkjet method, thermal transfer method, electrophotographic method, transfer method using photosensitive material, printing method, or method using recording tools such as pens, etc. are popular. As the material of the image, various pigments (dye or pigment) are used. In addition, color filters are used in electronic components such as LCD (Liquid Crystal Display) and PDP (Plasma Display Panel) in displays, and CCD (Imager Device) in photography equipment. And, in order to reproduce a color image on a ...

Claims

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Application Information

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IPC IPC(8): C09B47/00B41J2/01B41M5/00C09B67/20C09D11/00
CPCC09B47/064C09B47/26B41M5/5218C09D11/328B41M5/00C09B47/00
Inventor 米田孝大岛贤司川口彬宍仓由桂藤田知树
Owner NIPPON KAYAKU CO LTD
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