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Hexaarylbisimidazoles compounds, preparation method and application thereof and composition containing thereof

A technology of hexaaryldiimidazole and diphenyldiimidazole, which is applied in the field of compounds and their preparation methods and uses, and can solve the problems of short absorption wavelength and low photosensitivity

Inactive Publication Date: 2009-03-18
王宝湖
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The technical problem to be solved by the present invention is to provide a hexaaryldiimidazole compound, its use and a A photoimaging composition, the hexaaryldiimidazole compound of the present invention has a longer absorption wavelength and can reach 410nm, so it and the composition containing it have higher photosensitivity

Method used

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  • Hexaarylbisimidazoles compounds, preparation method and application thereof and composition containing thereof
  • Hexaarylbisimidazoles compounds, preparation method and application thereof and composition containing thereof
  • Hexaarylbisimidazoles compounds, preparation method and application thereof and composition containing thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0130] In a 150ml flask, 3,4-dimethoxy-2'-chlorobenzil (0.05mol), 2-chloro-5-nitrobenzaldehyde (0.055mol) and ammonium acetate (0.275mol) were dissolved in In 100ml of glacial acetic acid, under the protection of nitrogen, reflux for 12 hours, pour into 1000ml of aqueous solution containing 2% sodium bisulfite after cooling, filter, and vacuum dry at 60°C for 24 hours to obtain 2-(2-chloro-5-nitro 21.8 g of phenyl)-4-(2-chlorophenyl)-5-(3,4-dimethoxyphenyl)imidazole.

[0131] In a 250ml flask, 2-(2-chloro-5-nitrophenyl)-4-(2-chlorophenyl)-5-(3,4-dimethoxyphenyl)imidazole (0.01mol) Dissolve in 70ml of dichloromethane, add 35ml of potassium ferricyanide (0.03mol) aqueous solution and 5ml of sodium hydroxide (0.125mol) aqueous solution, reflux for 8 hours, let stand to separate layers after cooling, separate dichloromethane phase, water phase Extracted with 35ml of dichloromethane, combined the dichloromethane phases, dried with anhydrous magnesium sulfate, concentrated, precipi...

Embodiment 2～ Embodiment 16

[0137] The synthesis method of the compounds in Example 2 to Example 16 is the same as that of Example 1.

Embodiment 2

[0139]2,2'-bis(2-chloro-5-nitrophenyl)-4,4'-bis(2-fluorophenyl)-5,5'-bis(3,4-dimethoxyphenyl) ) Diimidazole: the productive rate is 79%;

[0140] NMR (Acetone-d6, 400MHz, δ, ppm) 6.5-8.8 (20H, aromatic hydrogen), 3.4-3.9 (12H, OCH 3 );

[0141] FTIR (KBr, cm-1): 2953, 2839 (CH 3 , vC-H telescopic), 1343 (NO 2 , vN-O telescopic), 860 (NO 2 , vN-C stretching).

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Abstract

The invention disclosed a hexaarylbisimidazole like compound, a method for preparing the same, application thereof in the preparation of photooxidant or photoinitiator, as well as a composite containing the same. Compared with the prior hexaaryldiimidazole compound, the compound in the invention can absorb longer wavelength up to 410 nanometers, so the compound and the composite containing the same have higher photosensitivity.

Description

technical field [0001] The invention relates to a compound, its preparation method and use, and a composition containing it, in particular to a hexaaryldiimidazole compound, its preparation method and use, and a photoimaging composition containing it. Background technique [0002] Hexaarylbiimidazole (HABI for short) is a class of functional organic compounds with photochromic, photooxidative and photoinitiative effects, the most representative being 2,2'-bis(2-chlorophenyl)-4,4 ',5,5'-Tetraphenyldiimidazole (BCIM). Compositions containing HABI, leuco dyes and ethylenically unsaturated monomer compounds are widely used in the field of photoimaging, and such compositions are usually sensitive to shorter wavelength ultraviolet light. In practical applications, if the system is sensitive to long wavelengths or has higher reactivity, such a composition system is more advantageous. In order to achieve this purpose, many dyes are used in HABI-containing compositions, such as: co...

Claims

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Application Information

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IPC IPC(8): C07D233/64
Inventor 任敏巧
Owner 王宝湖
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