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Method of preparing alpha,alpha'-di(substituted benzylidene)cyclone ultraviolet radiation absorbent

A technology of ultraviolet rays and absorbers, which is applied in the field of ultraviolet absorbers, can solve the problem that the sun protection effect is not very high, and achieve the effect of stable chemical properties

Inactive Publication Date: 2007-10-17
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

They are not very effective at absorbing UV rays

Method used

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  • Method of preparing alpha,alpha'-di(substituted benzylidene)cyclone ultraviolet radiation absorbent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Add 0.5ml of concentrated sulfuric acid and 7ml of acetic acid into a 100ml three-necked flask (the volume ratio of concentrated sulfuric acid and acetic acid is 1:14), when the mixture of concentrated sulfuric acid and acetic acid is cooled to room temperature (20-25°C), slowly add Cyclopentanone or cyclohexanone and aromatic aldehyde (benzaldehyde, p-methoxybenzaldehyde, p-nitrobenzaldehyde, m-nitrobenzaldehyde, p-chlorobenzaldehyde) mixed solution, cycloketone and aromatic aldehyde in the mixed solution The molar ratio of aldehydes is 1:2, and the concentration of cyclic ketones in the mixed solution of concentrated sulfuric acid and acetic acid is 2.67 (mol / liter). After stirring at room temperature for about 7 hours, a large amount of precipitation is formed. Add 40-60ml of After water, the solid was filtered off with suction, washed with distilled water, and then rinsed with aqueous methanol (methanol:water volume ratio 1:1). The resulting solid was recrystallized...

Embodiment 2

[0029] Add 2ml of concentrated sulfuric acid and 10ml of acetic acid (the volume ratio of concentrated sulfuric acid to acetic acid is 1:5) in a 100ml three-necked flask, control the reaction temperature at 35°C, slowly add cycloheptanone and aromatic aldehyde (benzaldehyde, p-formaldehyde) dropwise Oxybenzaldehyde, p-nitrobenzaldehyde) mixed solution, the mol ratio of ketone and aromatic aldehyde in the mixed solution is 1:3, and the concentration of cyclic ketones in the mixed solution of concentrated sulfuric acid and acetic acid is 1.67 (mol / liter) , after stirring at 35°C for about 20 hours, add 50% sodium hydroxide solution to neutralize the reaction solution to neutrality, let the reaction solution stand for 3 to 4 hours, a large amount of precipitation is formed, filter out the solid, and use 5 to Wash with 10 ml ethyl acetate. The resulting solid was recrystallized from dichloromethane and ethanol, respectively. The corresponding products α, α'-dibenzylidene cyclohep...

Embodiment 3-8

[0031] Influence of Concentrated Sulfuric Amount in the Reaction of Cyclohexanone and Benzaldehyde

[0032] Example

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Abstract

The invention relates to a method for preparing a class of ultraviolet absorber of alpha, alpha'-di(substituted benzilidene)ring ketone, in which various alpha, alpha'-di(substituted benzilidene)ring ketone compounds, alpha, alpha'-di(substituted benzilidene)cyclohexanones compounds and alpha, alpha'-di(substituted benzilidene)cycloheptanone compounds are generated through taking mixed solution of concentrated sulfuric acid with acetic as reaction solution and reacting under room temperature condition. The ultraviolet absorber of alpha, alpha'-di(substituted benzilidene)ring ketone compounds has stable chemical properties, can intensely absorb ultraviolet, in which its absorption range is 230-400n, and it can be used as wide spectrum ultraviolet absorbent.

Description

technical field [0001] The present invention relates to properties and preparation methods of α,α'-bis(substituted benzylidene)cyclic ketones used as ultraviolet absorbers. More specifically α,α'-bis(substituted benzylidene)cyclopentanone, α,α'-bis(substituted benzylidene)cyclohexanone, α,α'-bis(substituted benzylidene)cyclohexanone Properties and preparation methods of ketones as ultraviolet absorbers. Background technique [0002] Ultraviolet light refers to the part of the wavelength range of light in the range of 200nm to 400nm. Ultraviolet rays can be divided into short-wave ultraviolet rays (UVC) from 190nm to 280nm, medium-wave ultraviolet rays (UVB) from 280nm to 320nm, and long-wave ultraviolet rays (UVA) from 320nm to 400nm. Long-term exposure to UV radiation can cause sunburn, premature aging of the skin, and damage to the immune cells in the skin. Cause systemic immune function suppression, ultraviolet radiation can also lead to skin cancer in severe cases. U...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C205/45C07C201/12C07C49/417C07C49/517C07C49/463C07C45/74C09K3/00
Inventor 徐伟亮吴坚
Owner ZHEJIANG UNIV
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