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A photodegradable crosslinking agent and a preparation method and applications thereof

A technology of photodegradation and cross-linking agent, applied in the direction of organic chemistry, can solve the problems of limited application, impact on the environment and human body to be discussed, and achieve the effect of a wide range of applications

Inactive Publication Date: 2013-07-17
ZHANGJIAGANG KABANG NEW MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This limits its application in fields such as biomaterials
However, the modification of inorganic nanoparticles to prepare photodegradable materials, because of the introduction of heavy metal particles, its impact on the environment and human body remains to be discussed

Method used

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  • A photodegradable crosslinking agent and a preparation method and applications thereof
  • A photodegradable crosslinking agent and a preparation method and applications thereof
  • A photodegradable crosslinking agent and a preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] When R 1 =COC(CH 3 )CH 2 , R 2 = H, R 3 =(CH 2 CH 2 ) m COC(CH 3 )CH 2 , when m=1 wherein, the preparation of crosslinking agent example A is as follows:

[0053]

[0054] Get 30 grams of resorcinol and 50 grams of sulfuric acid with a weight concentration of 95% and add them to a 100 milliliter round bottom flask, and add 45 grams of ethyl 4-chloroacetoacetate dropwise under an ice bath. After the dropwise addition, the reaction system was returned to room temperature, and the reaction was continued for 2 hours.

[0055] The reaction solution was added to ice water, and a large amount of white solid precipitated out. Filter and wash the solid to obtain compound 2.

[0056] Take 10 g of compound 2 and 1000 g of saturated potassium carbonate aqueous solution into a 2000 ml round bottom flask. Heating to reflux for 24 hours, cooling to room temperature, a white solid precipitated out. Filter and wash the solid to obtain compound 3.

[0057] 5 g of compoun...

Embodiment 2

[0062] When R 1 = H, R 2 = H, R 6 =(CH 2 CH 2 )y, where y=2, that is, polyol crosslinking agent compound B and when R 1 =COCHCH 2 , R 2 = H, R 6 =(CH 2 CH 2 ) y, when y=2, namely the preparation of crosslinking agent example C is as follows:

[0063]

[0064] Take 5 g of compound 3 and 5.57 g of 1,4-dibromobutane in 100 ml of acetone, add 7.19 g of potassium carbonate, and heat to reflux for 12 hours. Cool to room temperature, filter to remove the solid, distill off the solvent, and recrystallize from ethyl acetate to diol cross-linking agent, compound B.

[0065] 4 g of Compound B was dissolved in 50 g of dichloroethane, and 2.10 g of methacryloyl chloride was slowly added dropwise in an ice-water bath. After the dropwise addition, the reaction system was returned to room temperature, washed with water three times, the organic phase was evaporated, and recrystallized from ethyl acetate to obtain light yellow crosslinking agent C.

[0066] B's 1 H NMR spectral ...

Embodiment 4

[0071] Get 30 mg of crosslinking agent C and dissolve in 1 ml of DMSO: H O = 2: 1 mixed solvent, mix with 1 ml of aqueous solution containing 0.3 g of hydroxyethyl methacrylate and 10 mg of ammonium persulfate. Stir well and place in 3ml capsules. The reaction system was filled with nitrogen for 30 minutes to exclude oxygen. Add 100 micrograms of tetramethyldiethylamine and react at room temperature for 30 minutes to obtain a photoresponsive hydrogel.

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PUM

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Abstract

The present invention discloses a photodegradable crosslinking agent and a preparation method and applications thereof. A variety of photodegradable materials can be prepared by polymerizing the photodegradable crosslinking agent with other monomers. The prepared materials have photoresponsive properties, in the light stimulus, the materials may be subjected to response changes. The photodegradable crosslinking agent of the invention can solve problems existing in the prior field; a class of near-visible light and two-photon responsive organic photodegradable crosslinking agents are provided, can be used to prepare photoresponsive smart materials such as environmental friendly materials used in life, tissue engineering materials with an adjustable degradation rate, and drug delivery materials for targeted release. The photodegradable crosslinking agents are compounds having a structural formula shown in the specification.

Description

technical field [0001] The invention relates to a photodegradable cross-linking agent and a preparation method thereof, and the preparation of a light-responsive intelligent material by using the cross-linking agent. More specifically, the present invention relates to the synthesis of photodegradable cross-linking agents and the use of the cross-linking agents to prepare photodegradable polyesters, hydrogels, microgels, nanoparticles and other smart materials. Background technique [0002] With the advancement of science and technology and the improvement of people's material living standards, traditional materials can no longer meet people's needs, and smart materials have attracted more and more attention. Stimulus-responsive materials, as a type of smart materials, refer to a class of materials that change some of their physical or chemical properties under the stimulation of environmental factors. Among them, environmental elements include: light, magnetism, electricity...

Claims

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Application Information

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IPC IPC(8): C07D311/16C08F222/20C08G63/672
Inventor 黄琪吉维王名辉刘辉林秋宁王永三
Owner ZHANGJIAGANG KABANG NEW MATERIALS
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