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Effect of fluorine substituted benzothiadiazole on electro-optical properties of donor-acceptor-donor type monomers and their polymers
Dyes and Pigments ( IF 4.1 ) Pub Date : 2020-06-28 , DOI: 10.1016/j.dyepig.2020.108622
Deniz Çakal , Yunus Emre Ercan , Ahmet M. Önal , Atilla Cihaner

A series of trimeric monomers bearing thiophene donor units and fluorinated analogues of benzothiadiazole acceptor units was synthesized via donor-acceptor-donor approach and polymerized electrochemically in order to investigate the effect of fluorine atom on electro-optical properties of both monomers and their corresponding polymers. All monomers exhibited solvatochromic and fluorescent properties. The introduction of fluorine atom into the conjugated backbone increased the oxidation potentials. Upon moving from nonfluorinated to fully fluorinated analogues, the oxidation potential shifts anodically from 1.30 V to 1.7 V. As in the case of monomers, the fluorine atom substitution also resulted in a decrease in the HOMO energy level of the corresponding polymers, leading to an increase in the electrochemical band gap energy (1.71–1.97 eV). This result can be attributed to deviations from planarity and also to decrease in the effective conjugation length. The polymeric film also exhibited electrochromic properties under various external potentials. Switching time and coloration efficiency values decreased with increasing number of fluorine atom substitution.



中文翻译:

氟取代的苯并噻二唑对供体-受体-供体型单体及其聚合物电光性能的影响

通过供体-受体-供体方法合成了一系列带有噻吩供体单元和苯并噻二唑受体单元的氟化类似物的三聚单体,并进行了电化学聚合,以研究氟原子对两种单体及其相应聚合物的电光性质的影响。所有单体均表现出溶剂变色和荧光性质。将氟原子引入共轭主链增加了氧化电势。从非氟化类似物转变为完全氟化类似物时,氧化电位会从1.30 V阳极转移至1.7V。就单体而言,氟原子取代还导致相应聚合物的HOMO能级降低,从而导致电化学带隙能的增加(1.71-1.97 eV)。该结果可以归因于与平面度的偏差,并且还可以归因于有效共轭长度的减小。聚合物膜在各种外部电势下也表现出电致变色特性。切换时间和着色效率值随着氟原子取代数目的增加而降低。

更新日期:2020-07-18
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