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Preparation method of cyanoacrylate ultraviolet light absorber

A technology of cyanoacrylic acid and ultraviolet rays, which is applied in the preparation of carboxylic acid nitrile, the preparation of organic compounds, chemical instruments and methods, etc., can solve the problems of difficult recycling, large environmental pollution, and low product yield, and achieve convenient post-processing, The effect of high product yield and reduced production cost

Active Publication Date: 2020-04-10
ZHEJIANG CHANGSHAN KERUN CHEM +1
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0018] In view of this, the present invention aims to propose a kind of preparation method of cyanoacrylate ultraviolet absorber, to overcome the defective of prior art, utilize activated carbon grafting The acidic ionic liquid is used as an acidic catalyst to replace the acetic acid commonly used in the original reaction, and then the organic ammonium salt solution such as ammonium acetate is added dropwise to control the reaction conditions, and the compound of the general formula I reacts with cyanoacetate to generate the general formula II The compound can finally generate the target product of general formula III through a classic transesterification reaction, thereby solving the problems of using a large amount of acetic acid as a catalyst in the original process route, which is difficult to recycle, causes great environmental pollution, and low product yield.

Method used

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  • Preparation method of cyanoacrylate ultraviolet light absorber
  • Preparation method of cyanoacrylate ultraviolet light absorber
  • Preparation method of cyanoacrylate ultraviolet light absorber

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preparation example Construction

[0043] A kind of preparation method of cyanoacrylate ultraviolet absorber, the benzophenone compound shown in general formula I, and cyanoacetate, under weak alkaline condition, take the acidic ionic liquid of gac grafting as Catalyst reacts and generates general formula II compound;

[0044]

[0045] Among them, R 1 , R 2 each independently selected from one of H or halogen, R 3 is methyl or ethyl.

[0046] This reaction belongs to the Knoevenagel condensation reaction, that is, under the catalysis of a weak base (amine, pyridine, etc.), benzophenone is condensed with a cyanoacetate having an active α-hydrogen atom.

[0047] In the present invention, the acidic ionic liquid grafted with activated carbon is compound D, and the structural formula of D is:

[0048]

[0049] where n is any integer from 2 to 6, X - for HSO 4 - or CH 3 COO - ; is activated carbon;

[0050] R is C 1-20 Alkyl or its corresponding haloalkyl, preferably C 1-4 The alkyl, and its corr...

Embodiment 1

[0087] The preparation of the catalyst 1 of embodiment 1 activated carbon grafting acidic ionic liquid

[0088] Add 10g of commercially available powdered coconut shell activated carbon (specific surface area 1200, ash content 1%) into a 250mL four-neck flask, then add 50mlTHF, put it on a magnetic stirrer and start stirring, then add 2g of caustic soda, then add 10g of dichloroethylene After soaking in alkanes for 5 hours, filter, dry at 105°C for 4 hours, then add it into a 250mL four-neck flask, add 100ml of acetonitrile, start stirring on a magnetic stirrer, add 8g of butylimidazole dropwise at room temperature, then raise the temperature and reflux for 10h, and then Cool to 30°C, filter, then dry, then add the dried product into a 250mL four-neck flask, add 100ml of acetone, start stirring on a magnetic stirrer, then add 5g of sodium bisulfate, stir at room temperature for 4h, filter, and dry the filter cake , namely the catalyst 1 of activated carbon grafted with acidic ...

Embodiment 2

[0089] The preparation of the catalyst 2 of embodiment 2 activated carbon grafting acidic ionic liquid

[0090] Proceed according to the scheme in implementation 2, change dichloroethane into dichloropropane, and the rest of the preparation method is the same as in Example 1, to obtain catalyst 2 of activated carbon grafted acidic ionic liquid.

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Abstract

The invention provides a preparation method of a cyanoacrylate ultraviolet light absorber. Benzophenone compounds represented by general formula I with cyanoacetate under a weakly alkaline condition by using activated carbon grafted acidic ionic liquid as a catalyst to generate a compound represented by general formula II. The preparation method of the cyanoacrylate ultraviolet light absorber adopts the activated carbon grafted acidic ionic liquid catalyst to replace acetic acid, so that the preparation method has the advantages of easiness in recycling of the catalyst, high product yield, fewthree wastes, and convenience in post-treatment, and is an economical, practical and environment-friendly technology.

Description

technical field [0001] The invention belongs to the field of functional additives for polymer materials, and in particular relates to a preparation method of a cyanoacrylate ultraviolet absorber. Background technique [0002] We call the invisible light with a wavelength in the range of 400-100nm ultraviolet rays, which mainly reach the ground through the sun. It can also be divided into three bands according to its wavelength range, namely UVA (400-320nm), UVB (320-290nm), and UVC (290-100nm). UVC can be completely absorbed by the atmosphere; UVA can interact with melanin in the human body, causing skin aging after long-term exposure; UVB is basically absorbed by the skin, because of its high level energy, it can burn the skin, produce dark spots, and even cause skin cancer. The immune system is compromised, focusing on prevention of the ultraviolet band. In order to eliminate the harm caused by excessive ultraviolet radiation to people's production and life, ultraviolet ...

Claims

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Application Information

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IPC IPC(8): C07C253/30C07C255/41B01J31/02
CPCC07C253/30B01J31/0292B01J31/0284B01J2231/4205C07C255/41Y02P20/584
Inventor 郑红朝张军华李影蒋婷婷何火雷孙春光李海平
Owner ZHEJIANG CHANGSHAN KERUN CHEM
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