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Synthesis of Electron-Deficient Borinic Acid Polymers with Multiresponsive Properties and Their Application in the Fluorescence Detection of Alizarin Red S and Electron-Rich 8-Hydroxyquinoline and Fluoride Ion: Substituent Effects
Macromolecules ( IF 5.5 ) Pub Date : 2017-08-31 00:00:00 , DOI: 10.1021/acs.macromol.7b01002
Wen-Ming Wan 1 , Shun-Shun Li 1 , Dong-Ming Liu 1 , Xin-Hu Lv 1 , Xiao-Li Sun 1
Affiliation  

Electron-deficient borinic acid monomers and corresponding polymers were synthesized with different substituents via a one-pot reaction of Grignard reagents with trimethoxyborane and reversible addition–fragmentation chain transfer polymerization, respectively. Further investigations of substituent effects of borinic acid polymers (PBAs) were carried out, indicating that the thermoresponsive properties of PBAs benefit from the increase of steric hindrance of PBA substituent, while the binding affinity of PBAs with Alizarin Red S, 8-hydroxyquinoline (HQ), and fluoride ion decreases with the increase of steric hindrance of substituent. Attributed to the strong dative N → B bond and the strongly luminescent boron quinolate, the application of phenyl PBA for fluorescence detection of HQ is realized with high sensitivity at the ppm level. These results therefore confirm that borinic acid-containing polymer is a new type of stimuli-responsive polymer in the field of thermoresponsiveness over a wide temperature range and chemical sensor for diol and electron-rich compounds.

中文翻译:

具有多响应特性的缺电子硼酸聚合物的合成及其在茜素红S和富电子的8-羟基喹啉和氟化物离子的荧光检测中的取代作用

分别通过格氏试剂与三甲氧基硼烷的一锅反应和可逆加成-断裂链转移聚合反应,分别合成具有不同取代基的缺电子硼酸单体和相应的聚合物。进一步研究了硼酸聚合物(PBA)的取代基效应,表明PBAs的热响应特性得益于PBA取代基的位阻增加,而PBAs与茜素红S,8-羟基喹啉(HQ)的结合亲和力),并且氟离子随着取代基的空间位阻的增加而降低。归因于强的N→B键和强发光的奎诺硼酸硼,苯基PBA在HQ的荧光检测中的应用实现了ppm级的高灵敏度。
更新日期:2017-08-31
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