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Diimonium salt compound and use thereof

A compound, diimonium technology, applied in the field of diimonium compounds, can solve problems such as low molar absorption coefficient and insufficient counter ions

Inactive Publication Date: 2006-12-13
NIPPON KAYAKU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, antimony-containing compounds are considered to be toxic substances because they contain antimony, and recently it is desired to develop compounds free of such metals in industrial fields, especially in the field of electronic materials where the use of heavy metals is restricted
As a method for solving the above-mentioned problems, there are methods of using perchlorate ion, hexafluorophosphate ion, borofluoride ion, etc., but these counter ions are not sufficient in terms of heat resistance and moisture-and-heat resistance.
Compounds containing organic counter ions such as naphthalene disulfonic acid have also been proposed (for example, refer to Patent Document No. 2). This compound has a low molar absorption coefficient and is light green, so it has not been put into practical use.

Method used

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  • Diimonium salt compound and use thereof
  • Diimonium salt compound and use thereof
  • Diimonium salt compound and use thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0122] (compound No.1 in preparation table 1)

[0123] Add 3 parts of N, N, N', N'-tetrakis[p-di(n-butyl)aminophenyl]-p-phenylenediamine to 16.5 parts of DMF, heat to 60°C for dissolution, and then dissolve the solution in 16.5 1.16 parts of silver nitrate and 2.19 parts of potassium bis(trifluoromethanesulfonate)imide in 1 part of DMF were added to the solution prepared above, heated and stirred for 30 minutes. After the insoluble matter was separated by filtration, water was added to the reaction solution, and the precipitated crystals were filtered out, washed with water, and dried to obtain 4.3 parts of the target compound No.1.

[0124] λmax: 1,102nm (in dichloromethane);

[0125] Melting point: about 170°C; thermal decomposition point (starting weight loss point): about 280°C (measured by TG-DTA)

preparation example 2

[0128] (compound No.2 in preparation table 1)

[0129] 4.3 parts of compound No.2 were obtained in the same manner as in Example 1, except that N, N, N', N'-tetrakis[p-di(isobutyl)aminophenyl]-p-phenylenediamine was used instead of N, N , N', N'-tetrakis[p-di(n-butyl)aminophenyl]-p-phenylenediamine.

[0130] λmax: 1,104nm (in dichloromethane);

[0131] Melting point: about 165°C; thermal decomposition point (starting weight loss point): about 282°C (measured by TG-DTA)

preparation example 3

[0134] (compound No.3 in preparation table 1)

[0135] Add 3.28 parts of N,N,N',N'-tetrakis[p-bis(cyanopropyl)aminophenyl]-p-phenylenediamine and 16.5 parts of DMF to a solution formed by dissolving 0.58 parts of sodium nitrate in 3 parts of water middle. The obtained reaction solution was heated to 60°C, and then 1.16 parts of silver nitrate dissolved in 16.5 parts of DMF was added to the prepared reaction solution and stirred for 30 minutes. After the insoluble matter was separated by filtration, 2.19 parts of bis(trifluoromethanesulfonic acid)imide potassium salt was added to the reaction solution, which was stirred for 3 hours and water was added. Precipitated crystals were filtered, washed with water, and dried to obtain 4.5 parts of target compound No.3.

[0136] λmax: 1,064nm (in dichloromethane);

[0137] Melting point: about 180°C; thermal decomposition point (starting weight loss point): about 282°C (measured by TG-DTA)

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Abstract

To provide a near-IR absorption compound free from antimony or arsenic and excellent in stability, especially, in heat resistance, light fastness, and moisture-and-heat resistance and also an IR absorption filter, an optical information recording medium, and a resin composition excellent in durability by using the near-IR absorption compound. The near-IR absorption compound is a diimmonium compound having the following structure and the resin composition contains the diimmonium compound: (wherein R 1 to R 8 independently denote hydrogen atom or an optionally substituted aliphatic hydrocarbon group; R 9 and R 10 independently denote an aliphatic hydrocarbon group optionally containing a halogen atom; and rings A and B may further have substituent groups.).

Description

technical field [0001] The invention relates to a diimmonium compound with absorption in the infrared region and its application. Specifically, the present invention relates to a diimonium compound that is non-toxic and excellent in heat resistance, light resistance and solubility, and this compound has a wide range of application fields, an IR absorption filter of the compound, an optical information recording medium and a resin combination thing. Background technique [0002] Diimonium compounds have been widely known as near-infrared (near-IR) ray absorbers (see, for example, Patent Documents Nos. 1 to 3) and are used in near-IR absorbing filters, heat shielding films and sunglasses. However, among these compounds, those containing hexafluoroantimonate ions and hexafluoroarsenate ions as counter ions are excellent in heat resistance, and those containing hexafluoroantimonate ions as counter ions have been mainly used. However, antimony-containing compounds are considere...

Claims

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Application Information

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IPC IPC(8): C07C251/30C09B55/00B41M5/30G02B5/22G11B7/24G11B7/245
Inventor 池田征明倉田高明鳥庭俊孝
Owner NIPPON KAYAKU CO LTD
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