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    改善碘丙炔醇丁基氨甲酸酯(IPBC)水溶性的IPBC/β-环糊精复合防霉剂的研制

    Developing an IPBC/β-cyclodextrin compound fungicide to improve iodopropynyl butylcarbamate (IPBC) solubility

    • 摘要:
      目的 碘丙炔醇丁基氨甲酸酯(IPBC)作为一种广谱有机杀菌剂,较差的水溶性和光稳定性限制了其应用。为提高IPBC的水溶性和光稳定性,拓宽在木竹材防霉领域的应用,研制一种新型IPBC/β-环糊精复合防霉剂。
      方法 以β-环糊精(β-CD)为主体,IPBC为客体,采用共沉淀法制备IPBC/β-CD复合防霉剂。选取主客体摩尔比、反应温度、反应时间3个影响因素,通过单因素实验探究不同因素对包合反应的影响并优化制备工艺。采用扫描电子显微镜(SEM)、傅里叶变换红外光谱(FTIR)、X射线衍射(XRD)、热重分析(TGA)、耐光老化分析等方法对防霉剂进行表征分析。用相溶解度法测试IPBC/β-CD复合防霉剂的增溶特性。以黑曲霉、可可球二孢、桔青霉、绿色木霉4种真菌为研究对象,对不同质量分数的IPBC/β-CD复合防霉剂的抑菌效力进行评价,获得综合防霉性能指标。
      结果 (1)IPBC/β-CD复合防霉剂的晶体结构和物理特性发生变化;复合防霉剂具有均匀分布、四边规整的微观形貌特征;以包合率为参考指标,复合防霉剂的最佳制备工艺条件为β-CD与IPBC的摩尔比4∶1,反应温度 50 ℃,反应时间4 h,该条件下制备的防霉剂中IPBC的包合率可达52.02%。(2)复合防霉剂中有效成分IPBC热降解温度由120 ℃提高到220 ℃,且在紫外光照射60 min后,表面仅发生轻微黄变;β-CD 对IPBC有明显的增溶效果,当β-CD浓度为0.01 mol/L时,IPBC的水溶性可提高1.65倍。(3)随着防霉剂质量分数的增加,其对4种真菌的抑菌效力逐渐提高;质量分数1.00%的复合防霉剂抑菌性能最佳;7天培养后,黑曲霉、可可球二孢、桔青霉和绿色木霉的抑菌圈直径分别为25.47、49.12、52.45和39.93 mm。
      结论 本研究制备的IPBC/β-CD复合防霉剂改善了IPBC的水溶性和光热稳定性,并且对4种常见的木竹材真菌表现出较好的防治效力。本研究可以提升IPBC的水溶性和应用稳定性,进而扩展IPBC在木竹材防霉领域的应用范围。

       

      Abstract:
      Objective As a broad-spectrum organic fungicide, the poor water solubility and photostability of iodopropynyl butylcarbamate (IPBC) limit its application. To improve the water solubility and photostability of IPBC, and broaden its application in the field of wood and bamboo mold prevention, a new type of IPBC/β-cyclodextrin compound fungicide has been developed.
      Method Using β-cyclodextrin (β-CD) as the host and IPBC as the guest, IPBC/β-CD compound fungicide was prepared by coprecipitation method. Three factors including the molar ratio of host to guest, reaction temperature and reaction time were selected to explore the influence of different factors on inclusion reaction and optimize the preparation process through single factor experiments. The fungicide was characterized by scanning electron microscopy (SEM), Fourier transform infrared spectroscopy (FTIR), X-ray diffraction (XRD), thermogravimetric analysis (TGA), light aging resistance analysis and other methods. The solubilization characteristics of IPBC/β-CD compound fungicide were tested by phase solubility method. The anti-fungal efficacy of IPBC/β-CD compound fungicides with different mass fractions was evaluated using four fungi, namely Aspergillus niger, Botryodiplodia theobromae, Penicillium citrinum and Trichoderma viride, to obtain their comprehensive fungicide performance index.
      Result (1) The crystal structure and physical properties of IPBC/β-CD compound fungicide had changed. The compound fungicide had uniform distribution and regular four sided microstructure characteristics. Taking inclusion rate as test index, the optimal preparation conditions of compound fungicide were as follows: the molar ratio of β-CD to IPBC was 4∶1, the reaction temperature was 50 ℃, and the reaction time was 4 h. Under these conditions, the inclusion rate of IPBC in the compound fungicide could reach 52.02%. (2) The thermal degradation temperature of effective component IPBC in compound fungicide was increased from 120 to 220 ℃, and only slight yellowing occurred on the surface after 60 min of UV irradiation. When the concentration of β-CD was 0.01 mol/L, the water solubility of IPBC could be increased by 1.65 times. (3) As the increase of mass fraction of antifungal agent, its anti-fungal efficacy against four types of fungi gradually was improved. The compound fungicide with a mass fraction of 1.00% had the best anti-fungal performance. After 7 d of cultivation, the diameters of inhibition zones of Aspergillus niger, Botryodiplodia theobromae, Penicillium citrinum and Trichoderma viride were 25.47, 49.12, 52.45, and 39.93 mm, respectively.
      Conclusion The IPBC/β-CD wood compound fungicide prepared in this study improves the water solubility and photothermal stability of IPBC, and shows good control efficacy against four common wood and bamboo fungi. This study can enhance the application stability of IPBC, and expand its application in the field of wood and bamboo mold prevention.

       

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