新型BODIPY-茚酮类近红外荧光染料的合成与光物理性质研究

项目名称： 新型BODIPY-茚酮类近红外荧光染料的合成与光物理性质研究

项目编号： No.21272060

项目类型： 面上项目

立项/批准年度： 2013

项目学科： 数理科学和化学

项目作者： 李晓川

作者单位： 河南师范大学

项目金额： 80万元

中文摘要： 本项目旨在设计合成一系列基于BODIPY与茚酮类化合物缩合与成环的新型近红外发射的BODIPY衍生物。通过推拉电子基团的引入来调节分子内电荷的分布以实现BODIPY母体发射波长的红移。分子设计分四个系列：1)BODIPY分子中的醛基与茚酮类化合物缩合后的产物；2)BODIPY3-位的甲基与茚酮的羰基反应而成环的产物，刚性的分子骨架有利于荧光量子效率的提高；3)对称与不对称的BODIPY-茚酮衍生物的合成；4)以芳香体系取代前三个系列的BODIPY衍生物中的氟原子，优化并构建高荧光量子效率，近红外发射的荧光染料。通过实验测试遴选发光效率高、近红外发射、光敏性高、光稳定性好的化合物。对所设计的分子在Material Studio软件平台上进行量子计算。探索这类化合物结构与物理性质之间的规律性。结合分子模拟计算结果解释其中的规律性。

中文关键词： BODIPY；茚酮；荧光；BOPHY；染料

英文摘要： In this project, a series of NIR fluorescent BODIPY derivatives were synthesized based on the condensation and ring close between BODIPY and indandione. With the introducing of electron-donor and electron-acceptor groups to the target molecular structure, the emission maxima red-shifted by tunning the intramolecular electron distribution.Totaly four series of target molecules were estabalished: 1) compounds obtained by condensation between the aldehyde and indandione; 2) ring closed between methyl of 3-substitued in BODIPY and carbon atom of carbonyl of indandione. Strengthed molecular structure facilitates for the increase of fluorescent quantum yield; 3) a series of symmetry and asymmetry ring closed BODIPY-indandione derivatives; 4) compounds of fluorine atoms substitued by aromatic system in the target molecules mentioned above. Optimizing and establishing the molecular structures of fluorescent dyes with high quantum yield and near infrared emission(NIE).Based on experimental results, find the compounds with high quantum yield, near infrared emission, photo-senstive,and photostability.Quantum calculation for the designed molecules were carried out based on the platform of Material Studio.Investigaing the structure-property relationship and uncovering the prinples hiden in it.Together with the results obtai

英文关键词： BODIPY；indanedione；fluorescence；BOPHY；dyes