毒死蜱/环糊精在锌铝类水滑石中插层的制备和性能

引用本文: 刘洁翔, 任纪辉, 赵乔, 石婷静, 刘志芳, 罗诏, 张晓光. 毒死蜱/环糊精在锌铝类水滑石中插层的制备和性能[J]. 物理化学学报, 2016, 32(2): 558-564. doi: 10.3866/PKU.WHXB201511271 shu

Citation: LIU Jie-Xiang, REN Ji-Hui, ZHAO Qiao, SHI Ting-Jing, LIU Zhi-Fang, LUO Zhao, ZHANG Xiao-Guang. Preparation and Characterization of Chlorpyrifos/Cyclodextrin Complex Intercalation into ZnAl-Layered Double Hydroxide[J]. Acta Physico-Chimica Sinica, 2016, 32(2): 558-564. doi: 10.3866/PKU.WHXB201511271 shu

毒死蜱/环糊精在锌铝类水滑石中插层的制备和性能

刘洁翔 ^{1,
,} ,
任纪辉 ^1, ,
赵乔 ^1, ,
石婷静 ^1, ,
刘志芳 ^1, ,
罗诏 ^1, ,
张晓光 ^{2,
,}

1.
1 河北工业大学化工学院, 天津 300130;
2.
2 南开大学化学学院, 天津 300071

通讯作者: 刘洁翔, 张晓光; 刘洁翔, 张晓光

基金项目:
河北省自然科学基金(B2015202046) (B2015202046)

河北省高等学校科学技术研究项目(QN20131050) (QN20131050)

北京化工大学化工资源有效利用国家重点实验室开放课题(CRE2015C101) (CRE2015C101)

河北现代海洋化工技术协同创新中心大学生科技创新项目(HYHG201514)资助 (HYHG201514)

摘要: 以层状锌铝类水滑石(ZAL)为主体,分别以磺丁基醚-β-环糊精(SBECD)和羧甲基-β-环糊精(CMCD)包结毒死蜱(CPF)为客体分子,分别在乙醇和N-甲基吡咯烷酮(NMP)溶剂条件下制备ZAL-SBECD-CPF和ZALCMCD-CPF插层材料,采用X射线粉末衍射(XRD)、傅里叶变换红外(FT-IR)光谱和热重-差热分析(TG-DTA)对其结构和热稳定性进行表征。结果表明,CPF/SBECD和CPF/CMCD均可成功在ZAL中插层,且在NMP溶剂条件下合成样品的衍射峰强度要强;插层CPF分子有较高热稳定性。此外,还对ZAL-SBECD-CPF和ZAL-CMCD-CPF在pH = 5.0,6.8的环境条件下的释放行为进行研究和对比。结果发现,ZAL-SBECD-CPF样品几乎没有缓释性能,而ZAL-CMCD-CPF有一定的缓释性能,这与客体分子在层间排布方式不同有关。两种样品在pH = 6.8 条件下的释放百分率均高于pH = 5.0,这与释放环境和环糊精(CD)分子结构密切相关。ZAL-CMCD-CPF的释放行为可很好的用二级动力学方程和parabolic diffusion 模型来描述,说明药物客体分子释放主要受扩散过程控制。研究结果将有助于开发ZAL-CMCD-CPF在农药制剂方面的应用价值。

关键词:

English

Preparation and Characterization of Chlorpyrifos/Cyclodextrin Complex Intercalation into ZnAl-Layered Double Hydroxide

1.
1 School of Chemical Engineering, Hebei University of Technology, Tianjin 300130, P. R. China;
2.
2 College of Chemistry, Nankai University, Tianjin 300071, P. R. China

Corresponding author: 刘洁翔, 张晓光; 刘洁翔, 张晓光

Received Date: 09 September 2015
Fund Project:
河北省自然科学基金(B2015202046)

河北省高等学校科学技术研究项目(QN20131050)

北京化工大学化工资源有效利用国家重点实验室开放课题(CRE2015C101)

河北现代海洋化工技术协同创新中心大学生科技创新项目(HYHG201514)资助

Abstract: Chlorpyrifos (CPF) was firstly included in sulfonated hydroxyethyl-β-cyclodextrin (SBECD) and carboxymethyl-β-cyclodextrin (CMCD) in an ethanol or 1-methyl-2-pyrrolidinone (NMP) solvent. Inclusion complexes (CPF/SBECD and CPF/CMCD) were then intercalated into the galleries of ZnAl-layered double hydroxides (ZAL) to synthesize ZAL-SBECD-CPF and ZAL-CMCD-CPF intercalated materials. The structure and thermal stability of nanohybrids were characterized by powder X-ray diffraction (XRD), Fourier transform infrared (FT-IR) spectroscopy, and thermal gravimetric and differential thermal analysis (TG-DTA). The results showed that both CPF/SBECD and CPF/SBECD were successfully intercalated in the interlayer. The samples prepared in the NMP solvent had a stronger diffraction peak intensity than those prepared with ethanol. The intercalated CPF molecules had a high thermal stability. Furthermore, the release behaviors of CPF from ZALSBECD-CPF and ZAL-CMCD-CPF nanohybrids were investigated and analyzed at pH 5.0 and 6.8. ZAL-SBECD-CPF had almost no slow-release behavior, while ZAL-CMCD-CPF showed distinct slow-release, which was caused by the different arrangements of cyclodextrin (CD) in the interlayer. BC release from nanohybrids was faster and the amount released higher at pH 6.8 than at pH 5.0. This was closely correlated with the structural type of CD and the release media. The CPF release kinetic process can be fitted well by pseudo-second-order and parabolic diffusion models. ZAL-CMCD-CPF remarkably exhibited controlled release behavior, suggesting that it can be potentially applied as a controlled release pesticide formulation.

Key words:

1. [1]
  (1) Celis, R.; Hermosín, M. C.; Carrizosa, M. J.; Cornejo, J.J. Agric. Food Chem. 2002, 50, 2324. doi: 10.1021/jf011360o(1) Celis, R.; Hermosín, M. C.; Carrizosa, M. J.; Cornejo, J.J. Agric. Food Chem. 2002, 50, 2324. doi: 10.1021/jf011360o
2. [2]
  (2) Gerstl, Z.; Nasser, A.; Mingelgrin, U. J. Agric. Food Chem. 1998, 46, 3803. doi: 10.1021/jf980184p(2) Gerstl, Z.; Nasser, A.; Mingelgrin, U. J. Agric. Food Chem. 1998, 46, 3803. doi: 10.1021/jf980184p
3. [3]
  (3) Zhang, X.; Zhang, H.; Wei, M.; Evans, D. G.; Duan, X. Chem. J. Chin. Univ. 2004, 25, 18694 [张娴, 张慧, 卫敏, D.G. Evans, 段雪. 高等学校化学学报, 2004, 25 1869.](3) Zhang, X.; Zhang, H.; Wei, M.; Evans, D. G.; Duan, X. Chem. J. Chin. Univ. 2004, 25, 18694 [张娴, 张慧, 卫敏, D.G. Evans, 段雪. 高等学校化学学报, 2004, 25 1869.]
4. [4]
  (4) Meng, J. H.; Zhang, H.; Evans, D. G.; Duan, X. Chin. Sci. Bull. 2005, 50 (8), 745. doi: 10.1360/982004-212(4) Meng, J. H.; Zhang, H.; Evans, D. G.; Duan, X. Chin. Sci. Bull. 2005, 50 (8), 745. doi: 10.1360/982004-212
5. [5]
  (5) Cardoso, L. P.; Celis, R.; Cornejo, J.; Valim, J. B. J. Agric. Food Chem. 2006, 54, 5968. doi: 10.1021/jf061026y(5) Cardoso, L. P.; Celis, R.; Cornejo, J.; Valim, J. B. J. Agric. Food Chem. 2006, 54, 5968. doi: 10.1021/jf061026y
6. [6]
  (6) Wang, B.; Zhang, H.; Evans, D. G.; Duan, X. Mater. Chem. Phys. 2005, 92, 190. doi: 10.1016/j.matchemphys.2005.01.013(6) Wang, B.; Zhang, H.; Evans, D. G.; Duan, X. Mater. Chem. Phys. 2005, 92, 190. doi: 10.1016/j.matchemphys.2005.01.013
7. [7]
  (7) Qiu, D. P.; Li, Y. H.; Fu, X. Y.; Jiang, Z.; Zhao, X. Y.; Wang, T.; Hou, W. G. Chin. J. Chem. 2009, 27, 445. doi: 10.1002/cjoc.v27:3(7) Qiu, D. P.; Li, Y. H.; Fu, X. Y.; Jiang, Z.; Zhao, X. Y.; Wang, T.; Hou, W. G. Chin. J. Chem. 2009, 27, 445. doi: 10.1002/cjoc.v27:3
8. [8]
  (8) Quan, Z. L.; Yang, H.; Zheng, B.; Hou, W. G. Colloids Surf. A 2009, 348, 164. doi: 10.1016/j.colsurfa.2009.07.004(8) Quan, Z. L.; Yang, H.; Zheng, B.; Hou, W. G. Colloids Surf. A 2009, 348, 164. doi: 10.1016/j.colsurfa.2009.07.004
9. [9]
  (9) Liu, X. L.; Wei, M.; Wang, Z. L.; Evans, D. G.; Duan, X.J. Phys. Chem. C 2008, 112, 17517. doi: 10.1021/jp805951z(9) Liu, X. L.; Wei, M.; Wang, Z. L.; Evans, D. G.; Duan, X.J. Phys. Chem. C 2008, 112, 17517. doi: 10.1021/jp805951z
10. [10]
  (10) Nakayama, H.; Kuwano, K.; Tsuhako, M. J. Phys. Chem. Solids 2008, 69, 1552. doi: 10.1016/j.jpcs.2007.10.027(10) Nakayama, H.; Kuwano, K.; Tsuhako, M. J. Phys. Chem. Solids 2008, 69, 1552. doi: 10.1016/j.jpcs.2007.10.027
11. [11]
  (11) Liu, J. X.; Zhang, X. G.; Zhang, Y. Q. ACS Appl. Mater. Inter. 2015, 7 (21), 11180. doi: 10.1021/acsami.5b01068(11) Liu, J. X.; Zhang, X. G.; Zhang, Y. Q. ACS Appl. Mater. Inter. 2015, 7 (21), 11180. doi: 10.1021/acsami.5b01068
12. [12]
  (12) Zhu, J. X.; Qing, Y. H.; Wang, T.; Zhu, R. L.; Wei, J. M.; Tao, Q.; Yuan, P.; He, H. P. J. Colloid Interface. Sci. 2011, 360, 386. doi: 10.1016/j.jcis.2011.04.069(12) Zhu, J. X.; Qing, Y. H.; Wang, T.; Zhu, R. L.; Wei, J. M.; Tao, Q.; Yuan, P.; He, H. P. J. Colloid Interface. Sci. 2011, 360, 386. doi: 10.1016/j.jcis.2011.04.069
13. [13]
  (13) Zhu, L.; Long, X. Y.; Wang, Z. H. J. South China Agric. Univ. 2010, 31 (2), 40. [朱玲, 龙小燕, 王正辉. 华南农业大学学报, 2010, 31 (2), 40.](13) Zhu, L.; Long, X. Y.; Wang, Z. H. J. South China Agric. Univ. 2010, 31 (2), 40. [朱玲, 龙小燕, 王正辉. 华南农业大学学报, 2010, 31 (2), 40.]
14. [14]
  (14) Zhu, H. F.; Wang, L. R.; Tang, P. G.; Feng, Y. J.; Li, D. Q.Particuology 2012, 10, 503. doi: 10.1016/j.partic.2011.12.004(14) Zhu, H. F.; Wang, L. R.; Tang, P. G.; Feng, Y. J.; Li, D. Q.Particuology 2012, 10, 503. doi: 10.1016/j.partic.2011.12.004
15. [15]
  (15) Wang, J.; Wei, M.; Rao, G. Y.; Evans, D. G.; Duan, X. J. Solid State Chem. 2004, 177, 366. doi: 10.1016/j.jssc.2003.09.006(15) Wang, J.; Wei, M.; Rao, G. Y.; Evans, D. G.; Duan, X. J. Solid State Chem. 2004, 177, 366. doi: 10.1016/j.jssc.2003.09.006
16. [16]
  (16) Liu, J. X.; Zhang, Y. Q.; Zhang, X. G.; Wang, J. L.; Zhao, L.F.; Yang, J.; Wang, R. Chin. J. Inorg. Chem. 2014, 30 (4), 837.[刘洁翔, 张永清, 张晓光, 王建龙, 赵凌峰, 杨津, 王瑞.无机化学学报, 2014, 30 (4), 837.](16) Liu, J. X.; Zhang, Y. Q.; Zhang, X. G.; Wang, J. L.; Zhao, L.F.; Yang, J.; Wang, R. Chin. J. Inorg. Chem. 2014, 30 (4), 837.[刘洁翔, 张永清, 张晓光, 王建龙, 赵凌峰, 杨津, 王瑞.无机化学学报, 2014, 30 (4), 837.]
17. [17]
  (17) Jia, M. M. Study on the Emamectin Benzoate-HTlsNanhybrids Controlled Release System. Master Dissertation, Shandong Agricultural University, Taian, 2010. [贾猛猛. 甲氨基阿维菌素苯甲酸盐-HTlc纳米控释系统的研制. 泰安: 山东农业大学, 2010. ](17) Jia, M. M. Study on the Emamectin Benzoate-HTlsNanhybrids Controlled Release System. Master Dissertation, Shandong Agricultural University, Taian, 2010. [贾猛猛. 甲氨基阿维菌素苯甲酸盐-HTlc纳米控释系统的研制. 泰安: 山东农业大学, 2010. ]
18. [18]
  (18) Jin, L.; Liu, Q.; Sun, Z. Y.; Ni, Y. X.; Wei, M. Ind. Eng. Chem. Res. 2010, 49, 11176. doi: 10.1021/ie100990z(18) Jin, L.; Liu, Q.; Sun, Z. Y.; Ni, Y. X.; Wei, M. Ind. Eng. Chem. Res. 2010, 49, 11176. doi: 10.1021/ie100990z
19. [19]
  (19) Gu, Z.; Thomas, A. C.; Xu, Z. P. Chem. Mater. 2008, 20 (11), 3715. doi: 10.1021/cm703602t(19) Gu, Z.; Thomas, A. C.; Xu, Z. P. Chem. Mater. 2008, 20 (11), 3715. doi: 10.1021/cm703602t
20. [20]
  (20) Yang, J. H.; Han, Y. S.; Park, M.; Park, T.; Hwang, S. J.; Choy, J. H. Chem. Mater. 2007, 19 (10), 2679. doi: 10.1021/cm070259h(20) Yang, J. H.; Han, Y. S.; Park, M.; Park, T.; Hwang, S. J.; Choy, J. H. Chem. Mater. 2007, 19 (10), 2679. doi: 10.1021/cm070259h

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沈阳化工大学材料科学与工程学院沈阳 110142

毒死蜱/环糊精在锌铝类水滑石中插层的制备和性能

通讯作者: 刘洁翔, 张晓光; 刘洁翔, 张晓光

English

Preparation and Characterization of Chlorpyrifos/Cyclodextrin Complex Intercalation into ZnAl-Layered Double Hydroxide

Corresponding author: 刘洁翔, 张晓光; 刘洁翔, 张晓光

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

毒死蜱/环糊精在锌铝类水滑石中插层的制备和性能

通讯作者: 刘洁翔, 张晓光; 刘洁翔, 张晓光

English

Preparation and Characterization of Chlorpyrifos/Cyclodextrin Complex Intercalation into ZnAl-Layered Double Hydroxide

Corresponding author: 刘洁翔, 张晓光; 刘洁翔, 张晓光

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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通讯作者: 陈斌, bchen63@163.com

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