手性烯唑醇为活性组分的杀菌聚合物的合成  

Syntheses of Fungicide-polymers Containing Chiral Diniconazole

作　　者：台立民[1] 朱秀云[1] 徐祥瑞 

机构地区：[1]辽宁工程技术大学材料科学与工程系,辽宁阜新123000 [2]通化市中小企业局,吉林通化134001

出　　处：《农药》2007年第7期449-452,共4页Agrochemicals

基　　金：辽宁省教育厅高等学校科学研究项目(2005200);辽宁省企业博士后研究资助项目(BSH2005921077)

摘　　要：以杀菌剂烯唑醇(I)为底物,(-)-孟氧基乙酸为拆分试剂进行手性拆分,得到具有高杀菌活性的(R)-(E)-1-(2,4-二氯苯基)-2-(1,2,4-三唑-1-基)-4,4-二甲基-1-戊烯-3-醇(II)。II与丙烯酰氯反应生成了具有生物活性的可聚合单体(R)-(E)-1-(2,4-二氯苯基)-2-(1,2,4-三唑-1-基)-4,4-二甲基-1-戊烯-3-醇丙烯酸酯(III),III经自聚或与丙烯酸或甲基丙烯酸甲酯共聚制得了杀菌聚合物(IV,V,VI),并进行聚合物活性组分的水解释放实验。总体上,在碱性介质中聚合物的活性组分水解释放速率大于在中性或弱酸性介质中的。IV和VI活性组分水解释放速率很低,而聚合物V,随时间的延长,有大量的活性组分释出,初始释出质量浓度也较高,符合农用杀菌剂的速效性和持效性的要求,有实用意义。（R）-（E）- 1-（2,4-Dichlorophenyl）-2-（1,2,4-triazol-1-yl）-4,4-dimethyl-1-penten-3-ol （Ⅱ） was synthesized by resolution of the diastereomer esters obtained from diniconazole （Ⅰ） and （-）-menthoxyacetyl acid, then the bioactive monomer, （R）-（E）-1-（2,4-dichlorophenyl）-2-（1,2,4-triazol-1-yl）-4,4-dimethyl-1-penten-3-ol-acrylate （Ⅲ）, was synthesized by reacting Ⅱ with acryloyl chloride, and the fungicide-polymers （Ⅳ,Ⅴ,Ⅵ） containing Ⅱ were obtained by the radical polymerization of Ⅲ and copolymerization of Ⅲ with acrylic acid or methyl methacrylate. The hydrolysis results of the fungicide-polymers showed that the release rate of active ingredients in a basic medium is higher than in a neutral or acidic medium. It was also indicated that Ⅴ was characterized by a rapid initial release in the first few days followed by a more gradual rate lasting several weeks and was potentially useful for the development of the commercial CRFs of pesticides, while Ⅳ and Ⅵ had much lower release rates with little initial release.

关 键 词：烯唑醇 (-)-孟氧基乙酸 杀菌聚合物 

分 类 号：TQ455[化学工程—农药化工]