硅烷化聚琥珀酰亚胺负载阿维菌素的制备与性能

doi:10.16085/j.issn.1000-6613.2021-2084

化工进展 ›› 2022, Vol. 41 ›› Issue (8): 4481-4490.DOI: 10.16085/j.issn.1000-6613.2021-2084

硅烷化聚琥珀酰亚胺负载阿维菌素的制备与性能

苏少纯¹(), 林成威¹, 周新华¹^,³, 周红军¹^,²()

^1.仲恺农业工程学院化学化工学院，广东省普通高校农用绿色精细化学品重点实验室，广东广州 510225
^2.植物健康创新研究院，广东省普通高校果蔬病虫害可持续防治重点实验室，广东广州 510225
^3.岭南现代农业科学与技术广东省实验室茂名分中心，广东茂名 525000

收稿日期:2021-10-07 修回日期:2021-10-29 出版日期:2022-08-25 发布日期:2022-08-22
通讯作者: 周红军
作者简介:苏少纯（1996—），女，硕士研究生。E-mail：1469520680@qq.com。
基金资助:
广东省农业产业技术体系共性关键技术（农业纳米）创新团队项目(2019KJ140);广州市科技计划(201903010011);广东省国际科技合作项目(2021A050530073);植物健康创新研究院科研项目(KA21031H105)

Preparation and properties of silanylated polysuccinimide-loaded avermectin

SU Shaochun¹(), LIN Chengwei¹, ZHOU Xinhua¹^,³, ZHOU Hongjun¹^,²()

^1.Key Laboratory of Agricultural Green Fine Chemicals of Guangdong Higher Education Institution, School of Chemistry and Chemical Engineering, Zhongkai University of Agriculture and Engineering, Guangzhou 510225, Guangdong, China
^2.Guangdong Provincial Key Laboratory of Sustainable Control of Fruit and Vegetable Diseases and Pests, Institute of Plant Health Innovation, Guangzhou 510225, Guangdong, China
^3.Maoming Branch, Guangdong Laboratory for Lingnan Modern Agriculture, Maoming 525000, Guangdong, China

Received:2021-10-07 Revised:2021-10-29 Online:2022-08-25 Published:2022-08-22
Contact: ZHOU Hongjun

摘要/Abstract

摘要：

为了减少农药的流失和降解，采用纳米材料与技术开发新型纳米剂型具有巨大潜力。本文以3-氨丙基三乙氧基硅烷（APTES）和丁二胺（DBA）为改性单体，采用胺解开环反应制备了硅烷化聚琥珀酰亚胺（PDSi），并通过自组装方式负载阿维菌素（AVM）得到AVM@PDSi纳米体系。结果表明，相较于原药，AVM@PDSi对叶面的黏附性明显提升，叶面滞留量提高了56.50%。PDSi材料具有良好的抗氧化活性，PDSi对1，1-二苯基-2-苦基肼（DPPH）自由基的清除率最高可达41.88%。AVM@PDSi具有良好的抗紫外性能，在相同的紫外强度照射下（E_max=365nm），AVM@PDSi半衰期比原药AVM延长了近一半。AVM@PDSi具有良好的缓释性能和pH响应释放性能，在pH=9时释放最快；在pH=7时，AVM@PDSi-3在72h后累积释放量为67%。研究表明，AVM@PDSi具有良好的储存稳定性，并且保留了AVM的杀虫活性。

关键词: 聚琥珀酰亚胺, 硅烷化, 纳米材料, 载体, 稳定性

Abstract:

In order to reduce the loss and degradation of pesticides, the nanomaterial and nanotechnologies have great potential to develop new nanoformulation. Silanylated polysuccinimide (PDSi) was prepared by the amine bond ring-opening reaction with 3-aminopropyl triethoxysilane and diaminobutane as functional monomers, which encapsulated avermectim (AVM) via self-assembly to form AVM@PDSi nanoparticles system. Compared with bare AVM, the leaves adhesion of AVM@PDSi is significantly improved with its leaf retention increased by 56.50%. Moreover, PDSi has good antioxidant activity with the maximum scavenging rate of 1,1-diphenyl-2-picrylhydrazide (DPPH) free radical being up to 41.88%. Under the same UV irradiation (E_max=365nm), the half-life of AVM (AVM@PDSi) is nearly half longer than bare AVM. Also, AVM@PDSi can intelligently control pesticide release by adjusting monomer ratio and pH, with the releasing rate for AVM@PDSi-3 being 67% after 72h and the fastest releasing at pH 9. More importantly, AVM@PDSi shows the good storage stability and retains the toxicity for insecticidal effect.

Key words: polysuccinimide, silanylated, nanomaterial, support, stability

中图分类号:

TQ028.8

苏少纯, 林成威, 周新华, 周红军. 硅烷化聚琥珀酰亚胺负载阿维菌素的制备与性能[J]. 化工进展, 2022, 41(8): 4481-4490.

SU Shaochun, LIN Chengwei, ZHOU Xinhua, ZHOU Hongjun. Preparation and properties of silanylated polysuccinimide-loaded avermectin[J]. Chemical Industry and Engineering Progress, 2022, 41(8): 4481-4490.

图/表 13

图1 PDSi的合成过程

表1 PSI、APTES和DBA三种单体的摩尔比和样品的载药率

样品	PSI/mmol	APTES/mmol	DBA/mmol	LC/%
PDSi-1	20	10	22	14.97±0.014
PDSi-2	20	16	22	14.94±0.003
PDSi-3	20	22	22	15.11±0.005

图2 PSI、PDSi-1、PDSi-2和PDSi-3的红外光谱

图3 PSI、PDSi-1、PDSi-2和PDSi-3的热重分析（TG）和导数热重（DTG）曲线

图4 PDSi-2和AVM@PDSi-2的SEM及粒径分布

图5 AVM乙醇水溶液、AVM@PDSi-1、AVM@PDSi-2和AVM@PDSi-3在黄瓜叶面上的接触角

图6 AVM乙醇水溶液、AVM@PDSi-1、AVM@PDSi-2和AVM@PDSi-3的表面张力和在黄瓜叶上的滞留量的分布

图7 不同浓度PDSi-1、PDSi-2和PDSi-3对DPPH清除率的情况

图8 AVM乙醇水溶液、AVM@PDSi-1、AVM@PDSi-2和AVM@PDSi-3在紫外照射下的AVM保留率

图9 AVM@PDSi-1、AVM@PDSi-2和AVM@PDSi-3的释放AVM情况

图10 AVM@PDSi-3在不同pH下累积释放AVM的情况

图11 AVM@PDSi-3在不同条件下的粒径分布和多分散系数（PDI）

表2 市售AVM乳油和AVM@PDSi-2的杀虫活性结果

样品

毒理回归方程式

LC₅₀/mg·L^-1

95%置信上限

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硅烷化聚琥珀酰亚胺负载阿维菌素的制备与性能

Preparation and properties of silanylated polysuccinimide-loaded avermectin

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