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Degradable photoresponse polymer and preparation method thereof

A polymer and photoresponse technology, applied in the field of polymers, to achieve good photoresponse and degradation effects

Active Publication Date: 2022-07-22
WENZHOU MEDICAL UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Less reported relative to photoresponsive polymers with degradation

Method used

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  • Degradable photoresponse polymer and preparation method thereof
  • Degradable photoresponse polymer and preparation method thereof
  • Degradable photoresponse polymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Example 1: Preparation of Polymer M1

[0039] 3-Mercaptopropionic acid (2.57 g, 22 mmol) and 2-nitrobenzaldehyde (1.51 g, 10 mmol) were dissolved in 25 mL of ethyl acetate, and 0.5 mL of trifluoroacetic acid was added to the mixture. The solution was stirred at room temperature for 24 hours. The solvent was then concentrated under reduced pressure. The crude product was further purified by column chromatography using EtOAc / petroleum alcohol (1 / 4, v / v) as eluent to give polymer M1.

[0040] The polymer M1 obtained in Example 1 was subjected to nuclear magnetic test: refer to figure 2 a in

[0041] 1H NMR (400MHz, DMSO-d6) δ=7.96 (d, J=8.09, 1H), 7.94-7.88 (m, 1H), 7.83-7.75 (m, 1H), 7.63-7.55 (m, 1H), 5.69 (d, J=2.44, 1H), 2.97-2.62 (m, 4H), 2.58-2.41 (m, 4H).

Embodiment 2

[0043] Polyethylene glycol monomethyl ether mPEG-1K (5 g, 5 mmol) was mixed with succinic anhydride (0.55 g, 5.5 mmol). The mixture was stirred at 90°C for 18 hours. After that, the residual succinic anhydride was removed in vacuo at 110°C for 3 hours to obtain the polymer mPEG1k-COOH.

[0044] The polymer mPEG1k-COOH obtained in Example 2 was subjected to nuclear magnetic test: refer to figure 2 b in

[0045] 1H NMR (500mhz, CDCl3) δ 4.30-4.18 (m, 2H), 3.79-3.46 (m, 4H), 3.36 (s, 3H), 2.72-2.50 (m, 4H).

Embodiment 3

[0047] M1 (3.02 g, 8.75 mmol) and 1,6-dibromohexane (2.44 g, 10 mmol) were dissolved in DMSO (20 mL), followed by 1,1,3,3-tetramethylguanidine TMG (2.02 g) , 17.5 mmol) was slowly dropped into the mixture. The solution was stirred at 45°C for 12 hours to obtain polymer P1.

[0048] 2 ml of the polymer P1 solution obtained in Example 3 was poured into 10 ml of deionized water, and the precipitate was collected by filtration. The crude product was purified by dissolving in acetone, precipitating in diethyl ether and finally drying three times under vacuum at 45°C to obtain polymer P1 for NMR testing: reference figure 2 c in

[0049] 1HNMR (400MHz, CDCl3) δ 7.98 (dd, J=13.9, 7.8Hz, 1H), 7.86 (dd, J=8.2, 3.8Hz, 1H), 7.62 (t, J=7.6Hz, 1H), 7.42 ( t, J=7.8Hz, 1H), 5.86-5.73 (m, 1H), 4.29-3.96 (m, 4H), 3.40 (dd, J=9.0, 4.5Hz, 4H), 2.98-2.73 (m, 4H) , 2.73-2.54 (m, 77-1.54), 1.54 (m, 4H), 1.54-1.54 (m, 4H).

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Abstract

The invention discloses a degradable and photoresponsive polymer. The molecular formula of the degradable and photoresponsive polymer is shown in the specification, the polymer prepared by the invention has photoresponse degradation capability, and mainly has o-nitrobenzyl, so that the polymer has light instability, and a thioacetal group in the molecular formula of the polymer is also cleavable, so that the polymer has better photoresponse capability and degradation capability.

Description

technical field [0001] The invention relates to the field of macromolecules, and more particularly to a degradable and photoresponsive polymer. Background technique [0002] In agricultural practice, the application of pesticides has made a great contribution to controlling pests and increasing crop yields. However, the overuse and misuse of pesticides have negative impacts on both the environment and public health. Low pesticide utilization, mainly due to leaching, evaporation and degradation, is the main culprit in the overuse and abuse of pesticides. Therefore, it is particularly urgent and important to develop more effective pesticide utilization methods. The controlled release pesticide system provides an effective way to solve these problems, which can realize the on-demand release of pesticides and prolong the validity period of pesticides. A wide variety of materials, including polymers, inorganic materials, and nanocomposites, are used as carriers for loading pes...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G81/00C08G63/688C08G65/332
CPCC08G81/00C08G63/688C08G65/3322C08G2230/00
Inventor 李智慧连肖月阴香萍路唯琳单鹏飞李钟玉
Owner WENZHOU MEDICAL UNIV
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