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有机共轭聚合物在最近20年发展迅速，其中荧光共轭聚合物是其中总要的一个分支，荧光聚合物既具有聚合物的性质，又具有荧光性质，是一类复合材料，所以它的发展具有重大意义。通常的荧光聚合物是大的共轭体系和苯基或芴基交替出现而形成共聚高分子。如果要开发各种不同性能的荧光聚合物，对于荧光聚合物的设计，引入杂原子是一种新思路，因为杂原子和有机共轭体系的轨道重叠是改变共轭体系电子结构，进而改变光电性能，由于杂原子的电负性不同，它们在荧光方面表现出不同的性质，另外由于杂环结构的物质杂环活性高，可以引入其他基团，杂环聚合物和白质结合，能跟踪物质在细胞中的代谢，也能用作生物化学的检测。由于其他荧光聚合物具有酸碱敏感、波长短、光稳定性不好的缺点，而氟化硼络合二吡咯甲川类（Boron-dipyrromethene ，简称BODIPY）荧光物质是一类新兴的优秀荧光染料，具有较高的荧光量子产率和摩尔消光系数，并且表现出很好的光稳定性。本论文以BODIPY为基础，合成2,6-二溴代BODIPY，再通过SUZUKI偶合反应，合成了5种荧光聚合物，并分别对这些聚合物的光谱性能、光学稳定性和热稳定性进行了细致的研究。此外，还进一步合成了六种的含吸电子基团的荧光物质，并对比它们和含有供电子基团的BODIPY的荧光性能。 合成了两种含有杂环结构（噻吩环，呋喃环）荧光聚合物，研究了它们的溶液光谱性质，固体光谱性质，热稳定以及单体和聚合物之间的性质差异。结构表明，含有杂环结构的聚合物在不同溶剂中吸收和发射波长都有一定变化，这主要是杂原子和溶剂互相作用，而产生的溶剂化效应，含杂环结构的聚合物在有机溶剂中溶解性不好。，含有甲基，正戊基，正十一烷基的3种聚合物，通过引入不同碳原子的烷基研究它们的在有机中的光谱性质，溶解性和相容性，热稳定性。研究表明聚合物在不同溶剂中的吸收和发射波长变化不明显，这主要是没有活泼基团，溶剂化作用削弱，从溶解性来看，长碳链的溶解性最好。 我们对比了BODIPY，溴代BODIPY，聚合BODIPY在荧光和热稳定性的差异，溴代BODIPY由于溴原子的引入，荧光波长红移，但是量子产率降低了将近50%，聚合物比溴代单体波长也发生红移，量子产率有一定的提高。从热重分析来看，聚合物稳定性高于BODIPY和单体的稳定性。对合成的化合物通过核磁共振。质谱进行表征，合成的聚合物通过核磁共振进行表征，测量了其分子量的分布。 |
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alicejie2005
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【答案】应助回帖
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anjie2009: 金币+40, ★★★很有帮助 2012-03-19 21:36:25
anjie2009: 金币+40, ★★★很有帮助 2012-03-19 21:36:25
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Organic conjugated polymer developed rapidly in the latest 20 years, and the fluorescent conjugated polymers which was a composite material with the character of polymer and fluorescent was a important branch of fluorescent conjugated polymer, its development had a significance. Ordinary fluorescent polymer is a copolymer consists of the appearance of huge conjugated system and phenyl or fluorenyl alternately. For the design of different characteristic fluorescent polymer, bringing in the heteroatom supplies a new method. Because the orbital overlap of heteroatom and organic conjugated system changes the electric structure and the photoelectric properties and their different properties of fluorescence result of the difference of electronegativity of heteroatom. Furthermore, due to the high material heterocyclic activity, we can import some other groups to combining the heterocycle polymer and can both track metabolism of materials in the cell, it and be used in the detection of biochemistry. Boron-dipyrromethene(BODIPY) flourescent material is a new fluorescent dye with a high rate of flourescent quantum yield, molar extinction coefficient and good photo-stability which avoid the disadvantages of the other fluorescent polymers such as acid-base sensitivity, short wavelength and optical instability. This paper study the spectrum property, optical and heat stability of these five fluorescent polymers, which is synthesized based on BODIPY, synthesize 2, 6 – bromide BODIPY and coupling reaction. In addition, we also synthesize six fluorescent polymers with the electron-withdrawing group and compared BODIPY with electron-donating group in fluorescence. We also synthesize two fluorescent polymers with heterocycle structure (thiophene, furan) and study the solution and solid spectrum property, heat stability and the differences between monomer and polymer. The structure shows that the wavelength of emission and absorption of polymers with heterocycle structure has some change. This mainly caused by effect of salvation, interaction of heteroatom and dissolvent, that reduce the dissolubility of polymer with heterocycle structure in the organic dissolvent. Study the spectrum property, dissolubility, consistency and heat stability of three polymers with methyl, pentyl and 1-undecyl by bringing in alkyl with different carbon atom. The search shows that the lack of active group and the reduction of solvent effect have little effect on the wavelength of emission and absorption of polymers in different dissolvent. We compared the fluorescence and heat stability of BODIPY, bromide BODIPY and poymerized BODIPY, and concluded that the important of bromine atom caused the red shift of fluorescent wavelength, however, at the same time reduced the rate of quantum yield of 50%. But comparing the monomer of polymer and bromine, polymer also had the red shift and the rate of quantum yield was better. Thermal Gravimetric Analysis showed that the heat stability of polymer was better than BODIPY and monomer. We also characterized the mass spectrum, characterized the synthetic polymer by nuclear magnetic resonance, and measured the distribution of the molecular weight. |
6楼2012-03-19 08:54:15