席夫碱锌改性介孔硅对毒死蜱的吸附与缓释

doi:10.11949/j.issn.0438-1157.20171217

化工学报 ›› 2018, Vol. 69 ›› Issue (5): 2272-2281.DOI: 10.11949/j.issn.0438-1157.20171217

• 材料化学工程与纳米技术 • 上一篇下一篇

席夫碱锌改性介孔硅对毒死蜱的吸附与缓释

周红军, 林粤顺, 李舒静, 徐华, 陈铧耀, 周新华

仲恺农业工程学院化学化工学院, 广州市农用化学品高效利用重点实验室, 广东广州 510225

收稿日期:2017-09-06 修回日期:2017-11-14 出版日期:2018-05-05 发布日期:2018-05-05
通讯作者: 周新华
基金资助:
国家自然科学基金项目（21576303，21606262）；广东省自然科学基金重点项目（2017A030311003）；广东省自然科学基金项目（2016A030313375）。

Preparation of mesoporous silica modified by zinc (Ⅱ) Schiff base complex and its adsorption and sustained release properties for chlorpyrifos

ZHOU Hongjun, LIN Yueshun, LI Shujing, XU Hua, CHEN Huayao, ZHOU Xinhua

Guangzhou Key Laboratory of Efficient Utilization of Agrochemicals, College of Chemistry and Chemical Engineering, Zhongkai University of Agriculture and Engineering, Guangzhou 510225, Guangdong, China

Received:2017-09-06 Revised:2017-11-14 Online:2018-05-05 Published:2018-05-05
Supported by:
supported by the National Natural Science Foundation of China(21576303, 21606262), the Key Natural Science Foundation of Guangdong Province(2017A030311003) and the Natural Science Foundation of Guangdong Province(2016A030313375).

摘要/Abstract

摘要：

以3-氨丙基三乙氧基硅烷（APTES）、水杨醛和锌离子为改性剂，通过共缩聚法合成席夫碱锌配合物改性MCM-41（Zn-MCM-41），并以毒死蜱为模型药物，制备了毒死蜱/席夫碱锌配合物改性MCM-41缓释体系。利用XRD、N₂吸附-脱附、FTIR、DSC和XPS对MCM-41、氨基改性MCM-41（NH₂-MCM-41）、水杨醛席夫碱改性MCM-41（SA-MCM-41）的结构、毒死蜱的分布形态和Zn-MCM-41的配位情况进行了表征，考察了MCM-41在改性前后对毒死蜱的吸附量，并着重探究了其对毒死蜱的吸附动力学、吸附热力学以及缓释性能。结果表明，APTES和水杨醛席夫碱改性后的MCM-41仍具有较为有序的介孔结构。MCM-41对毒死蜱的吸附量为54 mg·g^-1，Zn-MCM-41的吸附量为186 mg·g^-1，相对于MCM-41，其吸附量增加了244%。改性前后的MCM-41对毒死蜱的吸附动力学和吸附热力学分别符合准一级动力学模型和Freundlich模型。毒死蜱/席夫碱锌配合物改性MCM-41缓释体系的释药行为可用Riger-Peppas动力学模型来描述，其药物释放由Fick扩散控制。

关键词: MCM-41, 席夫碱锌, 毒死蜱, 吸附, 缓释

Abstract:

Zinc Schiff base modified MCM-41 (Zn-MCM-41) was prepared by co-condensation method, uses 3-aminopropyl triethoxysilane (APTES), salicylaldehyde and zinc ions as modifying agent. The chlorpyrifos/Zn-MCM-41 (CH-Zn-MCM-41) system was prepared by impregnation method, employing chlorpyrifos as a model drug. The structures and distribution form of chlorpyrifos of MCM-41, amino functionalized MCM-41 (NH₂-MCM-41), salicylaldehyde Schiff base functionalized MCM-41 (SA-MCM-41) and Zn-MCM-41 were systematically characterized by X-ray diffraction assay(XRD), N₂ adsorption-desorption, Fourier transform infrared spectroscopy(FTIR), differential scanning calorimeter(DSC) and X-ray photoelectron spectroscopy(XPS). The adsorption capacity of MCM-41 for chlorpyrifos before and after modification was discussed. The adsorption kinetics, adsorption thermodynamics and sustained release performance of as-synthesized system were also investigated. The results showed that the order structure of NH₂-MCM-41 and SA-MCM-41 was still maintained by co-condensation method. After modification of MCM-41, the adsorption capacity of chlorpyrifos increased from 54 mg·g^-1 to 186 mg·g^-1, an increase of 244% due to the coordination effect between Zn-MCM-41 and chlorpyrifos. The adsorption kinetics and adsorption thermodynamics of MCM-41 on chlorpyrifos before and after modification were in accordance with pseudo-first-order kinetic model and Freundlich model, respectively. The releasing behavior of CH-Zn-MCM-41 could be described by Riger-Peppas equation which indicates that the chlorpyrifos release was controlled by Fick diffusion.

Key words: MCM-41, zinc (Ⅱ) Schiff base, chlorpyrifos, adsorption, sustained release

中图分类号:

TQ450.6

周红军, 林粤顺, 李舒静, 徐华, 陈铧耀, 周新华. 席夫碱锌改性介孔硅对毒死蜱的吸附与缓释[J]. 化工学报, 2018, 69(5): 2272-2281.

ZHOU Hongjun, LIN Yueshun, LI Shujing, XU Hua, CHEN Huayao, ZHOU Xinhua. Preparation of mesoporous silica modified by zinc (Ⅱ) Schiff base complex and its adsorption and sustained release properties for chlorpyrifos[J]. CIESC Journal, 2018, 69(5): 2272-2281.

参考文献 30

[1]	ZHAO D Y, HUO Q S, FENG J L, et al. Correction to "Nonionic triblock and star diblock copolymer and oligomeric surfactant syntheses of highly ordered, hydrothermally stable, mesoporous silica structures"[J]. Journal of the American Chemical Society, 2014, 136(29):10546.
[2]	BAO Y X, YAN X M, DU W, et al. Application of amine-functionalized MCM-41 modified ultrafiltration membrane to remove chromium(Ⅵ) and copper(Ⅱ)[J]. Chemical Engineering Journal, 2015, 281:460-467.
[3]	OGUZHAN G, MEHMET Y, MARIA S, et al. Mesoporous materials used in medicine and environmental applications[J]. Current Topics in Medicinal Chemistry, 2017, 15(15):1501-1515.
[4]	谢慧琳, 张蔚欣, 朱贵有, 等. 改性介孔硅负载铂催化合成农用增效剂[J]. 化工学报, 2016, 67(9):3699-3706. XIE H L, ZHANG W X, ZHU G Y, et al. Modified mesoporous silica supporting platinum catalyst for synthesis ofagricultural synergist[J]. CIESC Journal, 2016, 67(9):3699-3706.
[5]	杨启华, 刘健, 钟华, 等. 介孔硅基有机-无机杂化材料的研究进展[J]. 无机材料学报, 2009, 24(7):641-649. YANG Q H, LIU J, ZHONG H, et al. Progress in the periodic mesoporous organosilicas[J]. Journal of Inorganic Materials, 2009, 24(7):641-649.
[6]	WANG Y, HAN N, ZHAO Q F, et al. Redox-responsive mesoporous silica as carriers for controlled drug delivery:a comparative study based on silica and PEG gatekeepers[J]. European Journal of Pharmaceutical Sciences, 2015, 72(2):12-20.
[7]	PRASAD R, KUMAR V, PRASAD K S. Nanotechnology in sustainable agriculture:present concerns and future aspects[J]. African Journal of Biotechnology, 2014, 13(6):705-713.
[8]	VYSKOCILOVA E, LUSTICKA I, PATEROVA I, et al. Modified MCM-41 as a drug delivery system for acetylsalicylic acid[J].Solid State Sciences, 2014, 38:85-89.
[9]	POPOVA M, SZEGEDI A, YONCHEVA K, et al. New method for preparation of delivery systems of poorly soluble drugs on the basis of functionalized mesoporous MCM-41 nanoparticles[J]. Microporous Mesoporous Material, 2014, 198:247-255.
[10]	ZHANG Q, NEOH K G, XU L Q, et al.Functionalized mesoporous silica nanoparticles with mucoadhesive and sustained drug release properties for potential bladder cancer therapy[J]. Langmuir, 2014, 30(21):6151-6161.
[11]	CLERICK S, LIBBECHT W, VANDEN BERGH O, et al. A novel malonamide periodic mesoporous organosilica (PMO) for tuneable ibuprofen release[J]. Advanced Porous Materials, 2014, 2(3):157-164.
[12]	LI Z, BARNES J C, BOSOY A, et al. Mesoporous silica nanoparticles in biomedical applications[J]. Chemical Society Reviews, 2012, 41(7):2590-2605.
[13]	LI J, WANG Y, ZHENG X, et al. The synthesis and application involving regulation of the insoluble drug release from mesoporous silica nanotubes[J]. Applied Surface Science, 2015, 330:374-382.
[14]	BRIGANTE M, AVENA M. Synthesis, characterization and application of a hexagonal mesoporous silica for pesticide removal from aqueous solution[J]. Microporous Mesoporous Material, 2014, 191:1-9.
[15]	林粤顺, 周红军, 周新华, 等. pH值响应性毒死蜱/铜席夫碱配合物改性SBA-15的制备及缓释性能[J]. 无机化学学报, 2017, 33(3):446-454. LIN Y S, ZHOU H J, ZHOU X H, et al. Preparation and properties of pH-responsive sustained release system of chlorpyrifos/copper(Ⅱ) Schiff base SBA-15[J]. Chinese Journal of Inorganic Chemistry, 2017, 33(3):446-454.
[16]	CHEN H Y, LIN Y S, ZHOU H J, et al. Highly efficient alginate sodium encapsulated chlorpyrifos/copper(Ⅱ) Schiff base mesoporous silica sustained release system with pH and ion response for pesticide delivery[J]. RSC Advances, 2016, (6):114714-114721.
[17]	CHEN H Y, LIN Y S, ZHOU H J, et al. Synthesis and characterization of chlorpyrifos/copper(Ⅱ) Schiff base mesoporous silica with pH sensitivity for pesticide sustained release[J]. Journal of Agricultural and Food Chemistry, 2016, 64(43):8095-8102.
[18]	FARJADIANA F, AHMADPOURBP, SAMANIAB S M, et al. Controlled size synthesis and application of nanosphere MCM-41 as potent adsorber of drugs:a novel approach to new antidote agent for intoxication[J]. Microporous Mesoporous Material, 2015, 213:30-39.
[19]	KANG J K, PARK J A, KIM J H, et al. Surface functionalization of mesoporous silica MCM-41 with 3-aminopropyltrimethoxysilane for dye removal:kinetic, equilibrium and thermodynamic studies[J]. Desalination and Water Treatment, 2016, 57(15):7066-7078.
[20]	HARTONO S B, QIAO S Z, JACK K, et al. Improving adsorbent properties of cage-like ordered aminr functionalized mesoporous silica with very large pores for bioadsorption[J]. Langmuir, 2009, 25(11):6413-6424.
[21]	ZHANG Q, NEOH K G, XU L, et al. Functionalized mesoporous silica sanoparticles with mucoadhesive and sustained drug release properties for potential bladder cancer therapy[J]. Langmuir, 2014, 30(21):6151-6161.
[22]	朱学成, 沈如伟, 张利雄. SBA-15负载的Cu(Ⅱ)席夫碱配合物催化的苯乙烯氧化反应制备苯甲醛[J]. 催化学报, 2014, 35(10):1716-1726. ZHU X C, SHEN R W, ZHANG L X. Catalytic oxidation of styrene to benzaldehyde over a copper Schiff-base/SBA-15 catalyst[J]. Chinese Journal of Catalysis, 2014, 35(10):1716-1726.
[23]	林粤顺, 周红军, 周新华, 等. pH响应性PAA/毒死蜱/氨基化介孔硅缓释体系的制备与性能[J]. 化工学报, 2016, 67(10):4500-4507. LIN Y S, ZHOU H J, ZHOU X H, et al. Preparation and properties of pH-responsive slow-released system of PAA/chlorpyrifos/amino functionalized mesoporous silica[J]. CIESC Journal, 2016, 67(10):4500-4507.
[24]	ZHENG H Q, WANG Y, CHE S N. Coordination bonding-based mesoporous silica for pH-responsive anticancer drug doxorubicin delivery[J]. The Journal of Physical Chemistry C, 2011, 115(34):16803-16813.
[25]	HE L Z, HUANG Y Y, ZHU H L, et al. Cancer-targeted monodisperse mesoporous silica nanoparticles as carrier of ruthenium polypyridyl complexes to enhance theranostic effects[J]. Advanced Functional Materials, 2014, 24(19):2754-2763.
[26]	ZHENG H Q, CHE S N. Molecular design of coordination bonding architecture in mesoporous nanoparticles for rational pH-responsive delivery[J]. Microporous Mesoporous Materials, 2013, 168:73-80.
[27]	王兴慧, 朱桂茹, 高从堦. 短孔道介孔二氧化硅SBA-15对铀的吸附性能[J]. 化工学报, 2013, 64(7):2480-2487. WANG X H, ZHU G R, GAO C J. Adsorption of uranium(Ⅵ) on silica mesoporous material SBA-15 with short channels[J]. CIESC Journal, 2013, 64(7):2480-2487.
[28]	GESZKE-MORITZ M, MORITZ M. APTES-modified mesoporous silicas as the carriers for poorly water-soluble drug. Modeling of diflunisal adsorption and release[J]. Applied Surface Science, 2016, 368:348-359.
[29]	HIGUCHI T. Rate of release of medicaments from ointment bases containing drugs in suspension[J]. Journal of Pharmaceutical Sciences, 1961, 50(10):874-875.
[30]	RITGER P L, PEPPAS N A. A simple equation for description of solute release(Ⅰ):Fickian and non-Fickian release from non-swellable devices in the form of slabs, spheres, cylinders or discs[J]. Journal of Controlled Release, 1987, 5(1):23-36.

席夫碱锌改性介孔硅对毒死蜱的吸附与缓释

Preparation of mesoporous silica modified by zinc (Ⅱ) Schiff base complex and its adsorption and sustained release properties for chlorpyrifos

PDF (PC)

可视化

被引次数

摘要/Abstract

引用本文

使用本文

参考文献 30

相关文章 15

编辑推荐

Metrics

本文评价

[1]	晁京伟, 许嘉兴, 李廷贤. 基于无管束蒸发换热强化策略的吸附热池的供热性能研究[J]. 化工学报, 2023, 74(S1): 302-310.
[2]	杨学金, 杨金涛, 宁平, 王访, 宋晓双, 贾丽娟, 冯嘉予. 剧毒气体PH₃的干法净化技术研究进展[J]. 化工学报, 2023, 74(9): 3742-3755.
[3]	盛冰纯, 于建国, 林森. 铝基锂吸附剂分离高钠型地下卤水锂资源过程研究[J]. 化工学报, 2023, 74(8): 3375-3385.
[4]	张瑞航, 曹潘, 杨锋, 李昆, 肖朋, 邓春, 刘蓓, 孙长宇, 陈光进. ZIF-8纳米流体天然气乙烷回收工艺的产品纯度关键影响因素分析[J]. 化工学报, 2023, 74(8): 3386-3393.
[5]	高燕, 伍鹏, 尚超, 胡泽君, 陈晓东. 基于双流体喷嘴的磁性琼脂糖微球的制备及其蛋白吸附性能探究[J]. 化工学报, 2023, 74(8): 3457-3471.
[6]	陈吉, 洪泽, 雷昭, 凌强, 赵志刚, 彭陈辉, 崔平. 基于分子动力学的焦炭溶损反应及其机理研究[J]. 化工学报, 2023, 74(7): 2935-2946.
[7]	王杰, 丘晓琳, 赵烨, 刘鑫洋, 韩忠强, 许雍, 蒋文瀚. 聚电解质静电沉积改性PHBV抗氧化膜的制备与性能研究[J]. 化工学报, 2023, 74(7): 3068-3078.
[8]	王新悦, 王俊杰, 曹思贤, 王翠, 李灵坤, 吴宏宇, 韩静, 吴昊. 玻璃内包材界面修饰对机械应力诱导的单克隆抗体聚集体形成的影响[J]. 化工学报, 2023, 74(6): 2580-2588.
[9]	陈韶云, 徐东, 陈龙, 张禹, 张远方, 尤庆亮, 胡成龙, 陈建. 单层聚苯胺微球阵列结构的制备及其吸附性能[J]. 化工学报, 2023, 74(5): 2228-2238.
[10]	王蕾, 王磊, 白云龙, 何柳柳. SA膜状锂离子筛的制备及其锂吸附性能[J]. 化工学报, 2023, 74(5): 2046-2056.
[11]	蔺彩虹, 王丽, 吴瑜, 刘鹏, 杨江峰, 李晋平. 沸石中碱金属阳离子对CO₂/N₂O吸附分离性能的影响[J]. 化工学报, 2023, 74(5): 2013-2021.
[12]	李辰鑫, 潘艳秋, 何流, 牛亚宾, 俞路. 基于碳微晶结构的炭膜模型及其气体分离模拟[J]. 化工学报, 2023, 74(5): 2057-2066.
[13]	肖川宝, 李林洋, 刘武锋, 钟年丙, 解泉华, 钟登杰, 常海星. 光催化与离子交换吸附耦合有效去除2，4，6-三氯苯酚[J]. 化工学报, 2023, 74(4): 1587-1597.
[14]	潘煜, 王子航, 王佳韵, 王如竹, 张华. 基于可得然-氯化锂复合吸附剂的除湿换热器热湿性能研究[J]. 化工学报, 2023, 74(3): 1352-1359.
[15]	吴选军, 王超, 曹子健, 蔡卫权. 数据与物理信息混合驱动的固定床吸附穿透深度学习模型[J]. 化工学报, 2023, 74(3): 1145-1160.