Cinnamaldehyde-based polymer with acid and photo-degradation properties and preparation method thereof

A technology of cinnamaldehyde and polymer, applied in the field of polymer chemistry, can solve problems such as restricting the application of polymer materials, and achieve the effects of low difficulty in operation method, mild reaction conditions and wide application prospects.

Active Publication Date: 2018-03-06
WENZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] In the prior art, there is no polymer that combines cinnamaldehyde, acrylate and acetal bonds, which limits its application in polymer materials, so it is necessary to develop and improve this

Method used

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  • Cinnamaldehyde-based polymer with acid and photo-degradation properties and preparation method thereof
  • Cinnamaldehyde-based polymer with acid and photo-degradation properties and preparation method thereof
  • Cinnamaldehyde-based polymer with acid and photo-degradation properties and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Such as Figure 1 to Figure 5 As shown, in Embodiment 1 of the present invention, the following steps are included:

[0055] (1) At room temperature, weigh 6.6g (0.05mol) of cinnamaldehyde and 23.8g (0.22mol) of trimethyl orthoformate in a dry and clean round bottom flask, dissolve them in 60mL of methanol, add 30mg of p-toluenesulfonic acid , the reaction system was refluxed at 72°C and 800r / min for 6 hours;

[0056] (2) Add saturated aqueous sodium bicarbonate solution to the reaction system in batches to pH = 7-8, remove p-toluenesulfonic acid, concentrate under reduced pressure, extract 3 times with 3*40mL dichloromethane, collect the organic layer, add 8g of anhydrous Sodium sulfate dehydration for 6 hours;

[0057] (3) Remove anhydrous sodium sulfate by filtration, remove the solvent under reduced pressure, and separate by column chromatography. The volume ratio of the column chromatography components is petroleum ether: ethyl acetate=10:1, and the light yellow li...

Embodiment 2

[0076] (1) At room temperature, weigh 3.3g (0.025mol) of cinnamaldehyde and 9.9g (0.0.092mol) of trimethyl orthoformate in a dry and clean round bottom flask, dissolve them in 30mL of methanol, add 12mg of p-toluenesulfonate acid, the reaction system was refluxed at 68°C and 800r / min for 4 hours;

[0077] (2) Add saturated aqueous sodium bicarbonate solution to the reaction system in batches to pH = 7-8, remove p-toluenesulfonic acid, concentrate under reduced pressure, extract 3 times with 3*20mL dichloromethane, collect the organic layer, add 4g of anhydrous Sodium sulfate dehydration for 4 hours;

[0078] (3) Remove anhydrous sodium sulfate by filtration, remove the solvent under reduced pressure, separate by column chromatography, the volume ratio of the column chromatography components, petroleum ether: ethyl acetate=10:1, to obtain a light yellow liquid cinnamon acetal 3.738 g, yield 84%;

[0079] (4) Dissolve 3.73 g (0.021 mol) of cinnamon acetal obtained in step (3) ...

Embodiment 3

[0084] (1) At room temperature, weigh 5g of cinnamaldehyde and 25g of trimethyl orthoformate in a dry and clean round bottom flask, dissolve them in 90mL of methanol, add 45mg of p-toluenesulfonic acid, and the reaction system is at 80°C, 800r / min Under reflux reaction for 8 hours;

[0085] (2) Add saturated aqueous sodium bicarbonate solution to the reaction system in batches to pH = 7‐8, remove p-toluenesulfonic acid, concentrate under reduced pressure, extract 3 times with 3*30mL dichloromethane, collect the organic layer, add 10g of anhydrous Sodium sulfate dehydration for 6 hours;

[0086] (3) Remove anhydrous sodium sulfate by filtration, remove the solvent under reduced pressure, and separate by column chromatography. The volume ratio of the column chromatography components is petroleum ether: ethyl acetate=10:1, and the light yellow liquid cinnamon acetal 5.40 is obtained. g, yield 80%;

[0087] (4) Dissolve 5.4g of cinnamon acetal and 14g of hydroxyethyl acrylate ob...

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Abstract

The invention relates to a cinnamaldehyde-based polymer with acid and photo-degradation properties and a preparation method thereof. The polymer is characterized in that cinnamic acetal dimethacrylateand 1-nitro-2,4-benzenedimethanethiol are taken as raw materials, a target product is obtained by polymerization through alkali catalyzed Michael addition, the degree of polymerization is 4-35, and the polymer number average molecular weight is 2000-21000. The polymer provided by the invention has the advantages that the raw materials and a reagent used in the polymer are cheap, simple and easy to obtain, reaction conditions are relatively mild, an operation method is simple, and the product has wide application prospect in the fields of organic chemistry and high-polymer drug carriers.

Description

technical field [0001] The invention belongs to the field of polymer chemistry, and specifically refers to a cinnamaldehyde-based polymer with acid and photodegradable properties and a preparation method thereof. The cinnamaldehyde-based polymer with acid and photodegradable properties. Background technique [0002] As we all know, acrylic polymers have a series of common characteristics, such as transparency, low toxicity, easy formulation, extensive adhesion, water resistance, and durability. Acrylic resins are widely used in medical adhesives, and may meet the specific requirements of medical adhesives as follows: [0003] ①Safe, reliable, non-toxic, and free of three causes (carcinogenic, teratogenic, and mutagenic); [0004] ②It has good biocompatibility and does not hinder the self-healing of human tissues; [0005] ③Sterile, and can be kept sterile for a certain period of time; [0006] ④ It can be used in the presence of blood and tissue fluid; [0007] ⑤ Fast bo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G75/045C07C321/10C07C319/02C07C335/32C07C201/12C07C205/11
Inventor 李钟玉卢成洁王禄胜吴丽滨黄少铭
Owner WENZHOU UNIVERSITY
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