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Flexible-chain-contained dikaryotic anthracene pyridine sulfoacid compound or salt thereof, and preparation method and application thereof

A technology of nuclear anthrapyridone sulfonic acid and compounds, which is applied in the field of structure of dinuclear anthrapyridone sulfonic acid compounds, can solve the problems of unsatisfactory solubility, improve the ability of resisting photooxidation and ozone oxidation, and increase the interaction force , Improve the effect of water resistance and weather resistance

Inactive Publication Date: 2012-07-11
DALIAN UNIV OF TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

On the other hand, the long-term stability of dyes in ink is related to the solubility of dyes, especially the solubility of dyes in water, and the solubility of dyes in the prior art is not ideal enough. Therefore, it is also urgent to find dye compounds with better solubility

Method used

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  • Flexible-chain-contained dikaryotic anthracene pyridine sulfoacid compound or salt thereof, and preparation method and application thereof
  • Flexible-chain-contained dikaryotic anthracene pyridine sulfoacid compound or salt thereof, and preparation method and application thereof
  • Flexible-chain-contained dikaryotic anthracene pyridine sulfoacid compound or salt thereof, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0085] Example 1. Preparation of compound M1

[0086] (1) Add 125.2 parts of commercial dye (II-1) into 500 parts of water and stir to dissolve, then add 13.5 parts of 1,6-hexanedithiol, namely HS(CH 2 ) 6 SH, stir, gradually raise the temperature to 55-60°C, continuously add 20% sodium hydroxide aqueous solution dropwise to maintain the pH 6-7 until the pH is constant at pH 9, at this time the dye precipitates, filter, and dry to obtain 110 parts of derivative M1 -B. The maximum absorption in water is 603nm, mass spectrum m / z(-): 558.0([ M -2H] 2 - / 2]), 1117.1([ M -H] -1 ), 1139.1 ([ M -2H+Na] -1 ), the intermediate dye product (with M=H free sulfonic acid SO 3 H meter) the most abundant accurate molecular mass M for 1118.1.

[0087]

[0088] (2) In 300 parts of xylene, add 100 parts of dimethyl sulfoxide, while stirring, put in 128 parts of blue dye M1-B, 7.5 parts of sodium carbonate, 180 parts of ethyl benzoyl acetate and heat up. Carry out the reaction at 1...

Embodiment 2

[0092] Embodiment 2. preparation compound M3, M4, M5, M6

[0093] By the same method as in Example 1, use 1,2-ethanedithiol, 1,3-propanedithiol, 1,4-butanedithiol, 1,4-benzenedithiol respectively, and use different bases The magenta dyes M3, M4, M5 and M6 with the general structural formula (I-1) are prepared by MOH neutralization and MCl salting out. Linker X and sulfonic acid counterion M are shown in Table 1.

[0094]

[0095] Table 1

[0096]

Embodiment 3

[0097] Example 3. Preparation of compound M2

[0098] (1) Add 125.2 parts of C.I. Reactive Blue 19 commercial dye (structural formula II-2) into 500 parts of water and stir to dissolve, then add 13.5 parts of 1,6-hexanedithiol and stir, and gradually heat up to 55-60°C. Add dropwise 20% lithium hydroxide aqueous solution to maintain pH 6-7 until the pH is constant at pH 9, filter, wash the filter cake with 10% lithium chloride aqueous solution, and dry to obtain 112 parts of derivative M2-B. The maximum absorption in water is 603nm, mass spectrum m / z(-): 558.0([ M -2H] 2- / 2]), 1117.1([ M -H] -1 ), 1139.1 ([M -2H+Na] -1 ),. Intermediate dye product M2-B (with free sulfonic acid SO 3 H meter) the most abundant accurate molecular mass number M is 1118.1.

[0099]

[0100] (2) In 300 parts of xylene, add 100 parts of dimethyl sulfoxide, while stirring, put 128 parts of the compound of formula M2-B, 7.5 parts of sodium carbonate, 180 parts of ethyl benzoyl acetate and h...

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Abstract

The invention discloses a flexible-chain-contained dikaryotic anthracene pyridine sulfoacid compound with a formula I or salt thereof. A fuchsin ink composition prepared from the compound and the salt thereof presents a color with extremely-high distinction and brightness on ink-jet recording paper, and has excellent solubility, and the filtering performance of paired filter membrane devices is good in the manufacturing process of the ink composition. In addition, after long-time storage, the ink composition has no crystallization, physical change or color change and the like, and the storage stability is good. A printed object using the fuchsin ink composition has the advantages that recorded materials are not selected, the colors of color images with photo colors can be restored and presented truly, the fastness properties such as the light resistance, the ozone resistance and the wet resistance are good, and the long-time storage of the images is stable.

Description

technical field [0001] The invention relates to the structure of a class of dinuclear anthrapyridone sulfonic acid compounds containing flexible chains, a synthesis method of the compounds, and a magenta ink containing the compounds for inkjet printing. Background technique [0002] The inkjet printing method is one of typical color recording methods. Since the nozzle does not come into contact with the recording material, it is quiet without sound, and it is easy to miniaturize, speed up, and colorize, so it has developed rapidly in recent years. [0003] In the prior art, inks for inkjet printing are usually prepared by dissolving water-soluble dyes in aqueous media and adding water-soluble organic solvents that can prevent ink clogging of pen tips and inkjet nozzles. These inks are required to have high-density printed images, no clogging of the pen tip or nozzle, good drying on the recorded material, less penetration, and excellent storage stability; in addition, the fo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B5/14C09D11/02C09D11/328
Inventor 彭孝军吴金河樊江莉孟凡明宋锋玲孙世国张蓉王静月龙志王力成
Owner DALIAN UNIV OF TECH
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