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Organosilicon modified cinnamate as reactive ultraviolet ray absorbent and its prepn and application

A technology of cinnamate and cinnamate is applied in the application field of preparing organosiloxane polymers and composite anti-ultraviolet materials, and can solve the problems of poor compatibility, few applications, small molecular weight and the like

Inactive Publication Date: 2004-06-23
河南省科学院同位素研究所
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the shortcomings of cinnamate esters used as sunscreens for cosmetics are poor water resistance and sweat resistance, low use efficiency, and high cost
[0003] In the field of textiles, due to the small molecular weight of the existing cinnamate compounds, poor affinity with fabric fibers, weak binding fastness, and not washable, there are not many applications;
[0004] In the polymer material industry, when the existing cinnamate compounds are used as ultraviolet absorbers, due to their poor compatibility, they are easy to escape and the effect is not good.

Method used

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  • Organosilicon modified cinnamate as reactive ultraviolet ray absorbent and its prepn and application
  • Organosilicon modified cinnamate as reactive ultraviolet ray absorbent and its prepn and application
  • Organosilicon modified cinnamate as reactive ultraviolet ray absorbent and its prepn and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Add 21.6g (0.1mol) of potassium p-methoxycinnamate and 60g of N,N-dimethylformamide into a four-necked bottle equipped with an electric stirrer, a thermometer, a distillation device, and a dropping funnel, and heat and stir to make It dissolves completely. Add 21.8 g (0.11 mol) of γ-chloropropyltrimethoxysilane, raise the temperature to 130° C., change the distillation device to a reflux device, and react for 10 hours. Cool, let stand overnight, and filter with suction. The filtrate was distilled under reduced pressure by a water pump under the protection of nitrogen, and the solvent N,N-dimethylformamide was recovered.

[0043] Cool down, change the oil pump. Distill under reduced pressure under the protection of nitrogen, and collect fractions at 189-191°C / 50Pa. 24.5 g of 3-trimethoxysilylpropyl p-methoxycinnamate was obtained, with a yield of 72.1%. IR (liquid film method): 3060 (γ ＝C-H , benzene ring); 2944, 2840 (γ C-H -CH 2 -, -CH 3 );1710(γ C＝O );1635(γ ...

Embodiment 2

[0047] Add 18.3g (0.1mol) of m-chlorocinnamic acid and 45.0g of N,N-dimethylformamide into a four-neck flask equipped with an electric stirrer, a thermometer, a distillation device, and a dropping funnel, and heat and stir to dissolve it completely . Slowly add 18.0 g (0.1 mol) of 30% industrial sodium methoxide methanol solution, add 21.8 g (0.11 mol) of γ-chloropropyltrimethoxysilane, recover methanol under heating and stirring, and raise the temperature to 110°C. Change the distillation device to a reflux device, control the temperature at 110°C, and react for 20 hours. Let cool and let stand overnight. Suction filtration, under the protection of nitrogen, the filtrate was distilled under reduced pressure by a water pump, and 35 g (N,N-dimethylformamide) of a fraction of 48-50 ° C at 730 mmHg was collected. Under this pressure, the oil bath was heated to 180 ° C, and no Fractions distilled. Cool down, change the oil pump. Distilled under reduced pressure under the prote...

Embodiment 3

[0051] Add 2,3-dimethoxycinnamic acid 10.4g (0.05mol) and N,N-dimethylformamide 20g in the four-neck flask equipped with electric stirrer, thermometer, reflux device, dropping funnel, stir Heated to 50°C, dissolved into a transparent solution, and slowly added 9 g (0.05 mol) of 30% industrial sodium methoxide methanol solution. Distill methanol under heating and stirring, change the distillation device to a reflux device, raise the temperature to 160°C, add 10.9 g (0.055 mol) of γ-chloropropyltrimethoxysilane, and react at this temperature for 10 hours. Let cool, let stand overnight, and divide into two layers. Suction filtration, under the protection of nitrogen, the filtrate was distilled under reduced pressure by a water pump, and 15.0 g (N, N-dimethylformamide) of a fraction of 48-50 ° C at 730 mmHg was collected. Under this pressure, the oil bath was heated to 180 ° C. No There are distillates.

[0052] Cool down, change the oil pump. Distilled under reduced pressure u...

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Abstract

The present invention relates to organoslicon modified cinnamate as reactive ultraviolet ray absorbent and its preparation process and application in preparing organic siloxane polymer and composite ultraviolet ray resisting material.

Description

technical field [0001] The invention relates to a reactive silicone-modified cinnamate ultraviolet absorber, a preparation method thereof and an application in the preparation of organosiloxane polymers and composite anti-ultraviolet materials. Background technique [0002] A small amount of ultraviolet rays can help the human body synthesize vitamin D necessary for bone development. At the same time, ultraviolet rays have also brought many harms to humans. Its damage to the human body mainly includes the skin, eyes, and immune system, which can cause skin redness, tanning, Sunburn, aging skin, wrinkling, damaging the immune system, causing skin cancer, causing cataracts, etc. With the further expansion of the Antarctic ozone hole, the absorption and scattering of UV by the ozone layer is weakened, and the dose of UV radiation received by humans, animals and plants is greatly increased. According to relevant reports, for every 1% decrease in ozone content and 2% increase in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/18C09D5/32D06M13/50
Inventor 赵红英崔国士胡为民田孟超
Owner 河南省科学院同位素研究所
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