Synthesis and Characterization of Ethylenediamine Tetraacetic Acid Tetrasodium Salt Loaded in Microcapsules with Slow Release Properties

CIESC Journal ›› 2010, Vol. 18 ›› Issue (1): 149-155.

Synthesis and Characterization of Ethylenediamine Tetraacetic Acid Tetrasodium Salt Loaded in Microcapsules with Slow Release Properties

谢志宜^1,2,3, 陈能场², 刘承帅², 周建民², 徐胜光², 郑煜基², 李芳柏², 徐燕玲²

1. Guangzhou Institute of Geochemistry, CAS, Guangzhou 510640, China;
2. Guangdong Key Laboratory of Agricultural Environment Pollution Integrated Control, Guangdong Institute of Eco-Environment and Soil Science, Guangzhou 510650, China;
3. Graduate School of the Chinese Academy of Sciences, Beijing 100039, China

收稿日期:2009-02-23 修回日期:2009-06-23 出版日期:2010-02-28 发布日期:2010-12-30
通讯作者: CHEN Nengchang, E-mail: ncchen@soil.gd.cn
作者简介:
基金资助:
Supported by the National Natural Science Foundation of China(30571117);the Important Sci-Tech Special Project of Guangdong Province,China(2006A36703004,2008A030202004)

Synthesis and Characterization of Ethylenediamine Tetraacetic Acid Tetrasodium Salt Loaded in Microcapsules with Slow Release Properties

XIE Zhiyi^1,2,3, CHEN Nengchang², LIU Chengshuai², ZHOU Jianmin², XU Shengguang², ZHENG Yuji², LI Fangbai², XU Yanling²

1. Guangzhou Institute of Geochemistry, CAS, Guangzhou 510640, China;
2. Guangdong Key Laboratory of Agricultural Environment Pollution Integrated Control, Guangdong Institute of Eco-Environment and Soil Science, Guangzhou 510650, China;
3. Graduate School of the Chinese Academy of Sciences, Beijing 100039, China

Received:2009-02-23 Revised:2009-06-23 Online:2010-02-28 Published:2010-12-30
Supported by:
Supported by the National Natural Science Foundation of China(30571117);the Important Sci-Tech Special Project of Guangdong Province,China(2006A36703004,2008A030202004)

摘要/Abstract

摘要： The microcapsules with cores of ethylenediamine tetraacetic acid tetrasodium salt (Na₄-EDTA) and walls of polyurea were synthesized via an interfacial polycondensation reaction with 2,4-tolylene diisocyanate as an oil-soluble monomer and diethyl triamine as a water-soluble monomer.Various manufacturing parameters,including the amount of emulsifier,agitation speed,stirring time and ratios of the wall materials to core materials,were altered to optimize process variables during the synthesis of microcapsules,and the effects of these parameters on the characteristics of the microcapsules were examined.The structure,morphology,mean particle size and size distribution were characterized by optical microscope and scanning electron microscopy(SEM),showing that the mean diameter of optimal microspheres was approximately 6μm,and microcapsules were spherical.In vitro release of Na₄-EDTA from these microcapsules was performed in distilled water.Under the optimal preparation conditions, the Na₄-EDTA release profiles were biphasic with a burst release followed by a gradual release phase.After an initial burst,a continuous Na₄-EDTA release was up to 5-7 days.The optimal synthesis conditions for the microcapsules with stable,good morphology and good controlled-release properties were as follows:emulsifier Span-80 10% (by mass),agitation speed 900r·min1,stirring time 30 min,and the ratio of the wall materials to core materials 0.15.

关键词: Na4-EDTA microcapsules, interfacial polymerization, controlled release

Abstract: The microcapsules with cores of ethylenediamine tetraacetic acid tetrasodium salt (Na₄-EDTA) and walls of polyurea were synthesized via an interfacial polycondensation reaction witH₂,4-tolylene diisocyanate as an oil-soluble monomer and diethyl triamine as a water-soluble monomer.Various manufacturing parameters,including the amount of emulsifier,agitation speed,stirring time and ratios of the wall materials to core materials,were altered to optimize process variables during the synthesis of microcapsules,and the effects of these parameters on the characteristics of the microcapsules were examined.The structure,morphology,mean particle size and size distribution were characterized by optical microscope and scanning electron microscopy(SEM),showing that the mean diameter of optimal microspheres was approximately 6μm,and microcapsules were spherical.In vitro release of Na₄-EDTA from these microcapsules was performed in distilled water.Under the optimal preparation conditions, the Na₄-EDTA release profiles were biphasic with a burst release followed by a gradual release phase.After an initial burst,a continuous Na₄-EDTA release was up to 5-7 days.The optimal synthesis conditions for the microcapsules with stable,good morphology and good controlled-release properties were as follows:emulsifier Span-80 10% (by mass),agitation speed 900r·min1,stirring time 30 min,and the ratio of the wall materials to core materials 0.15.

Key words: Na4-EDTA microcapsules, interfacial polymerization, controlled release

谢志宜, 陈能场, 刘承帅, 周建民, 徐胜光, 郑煜基, 李芳柏,徐燕玲. Synthesis and Characterization of Ethylenediamine Tetraacetic Acid Tetrasodium Salt Loaded in Microcapsules with Slow Release Properties[J]. CIESC Journal, 2010, 18(1): 149-155.

XIE Zhiyi, CHEN Nengchang, LIU Chengshuai, ZHOU Jianmin, XU Shengguang, ZHENG Yuji, LI Fangbai, XU Yanling. Synthesis and Characterization of Ethylenediamine Tetraacetic Acid Tetrasodium Salt Loaded in Microcapsules with Slow Release Properties[J]. , 2010, 18(1): 149-155.

参考文献

1 Luo, C.L., Shen, Z.G., Li, X.D., “Enhanced phytoextraction of Cu, Pb, Zn and Cd with EDTA and EDDS”, Chemosphere, 59 (1), 1-11 (2005).
2 Blaylock, M.J., Salt, D.E., Dushenkov, S., Zakharova, O., Gussman, C., Kapulnik, Y., Ensley, B.D., Raskin, I., “Enhanced accumulation of Pb in Indian mustard by soil-applied chelating agents”, Environ. Sci. Technol., 31 (3), 860-865 (1997).
3 Wu, L.H., Luo, Y.M., Christie, P., Wong, M.H., “Effects of EDTA and low molecular weight organic acids on soil solution properties of a heavy metal polluted soil”, Chemosphere, 50 (6), 819-822 (2003).
4 Huang, J.W., Chen, J., Berti, W.R., Cunningham, S.D., “Phytoremediation of lead-contaminated soils: Role of synthetic chelates in lead phytoextraction”, Environ. Sci. Technol., 31 (3), 800-805 (1997).
5 Sun, B., Zhao, F.J., Lombi, E., McGrath, S.P., “Leaching of heavy metals from contaminated soils using EDTA”, Environ. Pollut., 113 (2), 111-120 (2001).
6 Thayalakumaran, T., Robinson, B.H., Vogeler, I., Scotter, D.R., Clothier, B.E., Percival, H.J., “Plant uptake and leaching of copper during EDTA-enhanced phytoremediation of repacked and undisturbed soil”, Plant. Soil., 254 (2), 415-423 (2003).
7 Shen, Z.G., Li, X.D., Wang, C.C., Chen, H.M., Chua, H., “Lead phytoextraction from contaminated soil with high-biomass plant species”, J. Environ. Qual., 31 (6), 1893-1900 (2002).
8 Li, H., Wang, Q., Cui, Y., Dong, Y., Christie, P., “Slow release chelate enhancement of lead phytoextraction by corn (Zea mays L.) from contaminated soil—A preliminary study”, Sci. Total. Environ., 339 (1-3), 179-187 (2005).
9 Ma, Y., Dong, W.F., Hempenius, M.A., Mohwald, H., Julius Vancso, G., “Redox-controlled molecular permeability of composite-wall microcapsules”, Nat. Mater., 5 (9), 724-729 (2006).
10 Mathiowitz, E., Jacob, J.S., Jong, Y.S., Carino, G.P., Chickering, D.E., Chaturvedi, P., Santos, C.A., Vijayaraghavan, K., Montgomery, S., Bassett, M., Morrell, C., “Biologically erodable microspheres as potential oral drug delivery systems”, Nature, 386 (6623), 410-414 (1997).
11 Xu, X., Yao, S., Han, N., Shao, B., “Measurement and influence factors of the flowability of microcapsules with high-content β-carotene”, Chin. J. Chem. Eng., 15 (4), 579-585 (2007).
12 Liu, Y., Zhao, G., “Study on the properties of microcapsulated chlorocyclophosphazene polypropylene composites”, Chin. J. Chem. Eng., 15 (3), 429-432 (2007).
13 Sope a, F., Cabrera, A., Maqueda, C., Morillo, E., “Ethylcellulose formulations for controlled release of the herbicide alachlor in a sandy soil”, J. Agric. Food. Chem., 55 (20), 8200-8205 (2007).
14 Yeom, C.K., Kim, Y.H., Lee, J.M., “Microencapsulation of water-soluble herbicide by interfacial reaction (Ⅱ) Release properties of microcapsules”, J. Appl. Polym. Sci., 84 (5), 1025-1034 (2002).
15 Ichikawa, H., Fukumori, Y., “Design of nanohydrogel-incorporated microcapsules for appropriate controlled-release of peptide drugs”, Yakugaku. Zasshi., 127 (5), 813-823 (2007).
16 Constantin, M., Fundueanu, G., Bortolotti, F., Cortesi, R., Ascenzi, P., Menegatti, E., “A novel multicompartimental system based on aminated poly (vinyl alcohol) microspheres/succinoylated pullulan microspheres for oral delivery of anionic drugs”, Int. J. Pharm., 330 (1-2), 129-137 (2007).
17 Kubota, J., Hirabayashi, N., Kato, A., Yoshizawa, H., “Microreactorutilized preparation of monodispersed polymeric microcapsules by urea/formaldehyde phase separation method”, Colloid. Surface. A, 302 (1-3), 320-325 (2007).
18 Yeom, C.K., Oh, S.B., Rhim, J.W., Lee, J.M., “Microencapsulation of water-soluble herbicide by interfacial reaction (I) Characterization of microencapsulation”, J. Appl. Polym. Sci., 78 (9), 1645-1655 (2000).
19 Liu, Z., Pei, L., Ji, H., Yao, X., “Preparation of well-shaped microcapsule immobilizing inorganic nanoparticles”, Chin. J. Chem. Eng., 16 (3), 384-388 (2008).
20 Chang, C.P., Chang, J.C., Ichikawa, K., Dobashi, T., “Permeability of dye through poly(urea-urethane) microcapsule membrane prepared from mixtures of diand tri-isocyanate”, Colloid. Surface. B, 44 (4), 187-190 (2005).
21 Welcher, F.J., Analytical Uses of Ethylenediamine Tetraacetic Acid, Van Nostrand, New York (1965).
22 Ahn, B.Y., Seok, S.I., Baek, I.C., “Sol-gel microencapsulation of hydrophilic active compounds from the modified silicon alkoxides: The control of pore and particle size”, Mat. Sci. Eng. C., 28 (7), 1183-1188 (2008).
23 Junyaprasert, V.B., Manwiwattanakul, G., “Release profile comparison and stability of diltiazem-resin microcapsules in sustained release suspensions”, Int. J. Pharm., 352 (1-2), 81-91 (2007).
24 Xiao, D.S., Rong, M.Z., Zhang, M.Q., “A novel method for preparing epoxy-containing microcapsules via UV irradiation-induced interfacial copolymerization in emulsions”, Polymer, 48 (16), 4765-4776 (2007).
25 Park, S.J., Kim, K.S., Kim, S.H., “Effect of poly(ethylene oxide) on the release behaviors of poly(ε-caprolactone) microcapsules containing erythromycin”, Colloid. Surface. B, 43 (3-4), 238-244 (2005).
26 Chang, C.P., Leung, T.K., Lin, S.M., Hsu, C.C., “Release properties on gelatin-gum arabic microcapsules containing camphor oil with added polystyrene”, Colloid. Surface. B, 50 (2), 136-140 (2006).
27 Chatzi, E.G., Kiparissides, C., “Drop size distributions in high holdup fraction dispersion systems: Effect of the degree of hydrolysis of PVA stabilizer”, Chem. Eng. Sci., 49 (24, Part 2), 5039-5052 (1994).

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Synthesis and Characterization of Ethylenediamine Tetraacetic Acid Tetrasodium Salt Loaded in Microcapsules with Slow Release Properties

Synthesis and Characterization of Ethylenediamine Tetraacetic Acid Tetrasodium Salt Loaded in Microcapsules with Slow Release Properties

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