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Method for preparing degradable polymer based on light control of spiropyrane, and application

A technology for degrading polymers and spiropyran, which is applied in the field of light-controlled preparation of degradable polymers based on spiropyran, and can solve problems such as regulation that has not been reported yet.

Active Publication Date: 2021-07-06
ZHENGZHOU NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There have been many studies on photo-initiated or photo-controlled polymerization reactions. There have been no reports on the controllable adjustment of ring-opening polymerization reactions by photo-controlling the structural changes of spiropyran under the action of co-catalysts. Significance, especially for the preparation of biodegradable materials

Method used

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  • Method for preparing degradable polymer based on light control of spiropyrane, and application
  • Method for preparing degradable polymer based on light control of spiropyrane, and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] 1. 1,3,3-trimethyl-2-methyleneindoline (1.836g, 10.59mmol) was added dropwise in the ethanol solution containing salicylaldehyde (1.239g, 10.14mmol), and then Reflux for 24h under a high-purity nitrogen atmosphere. Evaporate in vacuo to obtain pink crystals, dissolve dichloromethane and wash with deionized water 3 times, dry the separated dichloromethane with anhydrous magnesium chloride for 2 h, filter, remove solvent, and dry in vacuo to obtain pink solid spiropyril mutter;

[0031] 2. Under the protection of high-purity argon, add spiropyran (35.3mg, 0.15mmol), initiator benzyl alcohol (10.8μL, 0.1mmol), monomer Lactide ( LA) (720mg, 5mmol), solvent dichloromethane (1.5mL), organic weak base hydrogen bond acceptor N,N-dimethylaminocyclohexane (32mg, 0.1mmol). React at room temperature for 1-2 hours, irradiate the reaction with ultraviolet light (365nm, 50w), take a sample after the polymerization reaction is completed, and use nuclear magnetic analysis to obtain a ...

Embodiment 2

[0034] The difference from Example 1 is that: the light time is 6 hours, and samples are taken after the reaction, and the conversion rate of LA monomer is calculated by NMR to be 51.8%. The resulting polymerization product is polylactide

Embodiment 3

[0036] The difference from Example 1 is that: the light time is 12 hours, and samples are taken after the reaction is completed, and the conversion rate of LA monomer is calculated by NMR to be 81.8%. The resulting polymerization product is polylactide

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Abstract

The invention belongs to the technical field of polymer synthesis, and discloses a method for preparing a degradable polymer based on light control of spiropyrane, and application. The method comprises the following steps: in an inert atmosphere, mixing spiropyrane, a small-molecule organic alcohol initiator, cyclic lactone, an organic weak base hydrogen bond receptor co-catalyst and a solvent, and reacting at room temperature; carrying out ultraviolet irradiation reaction by using a point light source, then turning off the light source, carrying out light shielding treatment on the reaction, and then carrying out ultraviolet irradiation reaction by using the point light source; and repeating the above operations for 1-3 times, controlling the conversion of spiropyrane-hematocyanine by adjusting illumination so as to control the ring-opening polymerization reaction, and after the reaction is finished, precipitating with iced methanol as a precipitator, and carrying out suction filtration and vacuum drying to obtain the degradable polymer. According to the present invention, by using the reversibility of the ring opening and closing of spiropyrane under the ultraviolet irradiation condition, the ring-opened diacyanine structure can be adopted as the hydrogen bond donor, and under the cooperation of the hydrogen bond acceptor, the polymerization reaction is controlled through light so as to prepare the degradable polymer through light control;.

Description

technical field [0001] The invention belongs to the technical field of polymer synthesis, and more specifically relates to a method and application of a spiropyran-based light-controlled preparation of a degradable polymer. Background technique [0002] Aliphatic polyesters have excellent properties such as biocompatibility and biodegradability. Ring-opening polymerization (ROP) is the most commonly used method for synthesizing aliphatic polyesters. At present, the catalysts used in ring-opening polymerization are still metal-based catalysts. Mainly. But metal catalysts are unacceptable for some special fields, such as materials used in living organisms and microelectronic devices. Therefore, it is necessary to develop some novel aggregation methods to solve these problems. Compared with metal-based catalysts, non-metallic catalysts have the characteristics of easy preparation, convenient storage and easy separation from polymer products, and are ideal catalysts for prepar...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/08C08G63/87
CPCC08G63/08C08G63/87
Inventor 刘远方李紫蔓刘向王玲孙海杰
Owner ZHENGZHOU NORMAL UNIV
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