Effect of End-capping Functional Groups on the Optoelectronic Properties of Oligothiophene Derivatives  

Effect of End-capping Functional Groups on the Optoelectronic Properties of Oligothiophene Derivatives

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作  者:左振宇 孙宏建 李晓燕 

机构地区:[1]School of Chemistry and Chemical Engineering,Shandong University,Jinan,Shandong 250100,China

出  处:《Chinese Journal of Chemistry》2012年第10期2401-2410,共10页中国化学(英文版)

摘  要:Five novel oligothiophene derivatives end-capped by different functional groups (R=ethoxyl (EtOP3T), me- thylsulfanyl (MSP3T), acetyl (AcP3T), methylsulfonyl (MSO2P3T) and biphenyl (BP3T) groups) were synthe- sized. They were characterized by nuclear magnetic resonance (IH NMR), mass spectrometry (MS) and Fourier transform Infra-red spectra (IR). The relationship between end-capping functional groups and optoelectronic prop- erties of them was investigated. It was found that the compound with sulfonyl group in the molecular structure (MSOeP3T) shows the highest oxidation stability (also supported by theoretical calculations) and best thermal sta- bility among the five compounds. The results of scanning electron microscope (SEM) interpret that MSOzP3T dis- plays excellent ability of self-film forming. This reveals that it could be a potential candidate for thin film material. The liquid crystal property of MSO2P3T was characterized by polarized optical microscopy analysis (POM) and X-ray diffraction (XRD). The results of this paper provide useful information for the design of tailored oligothio- phene derivatives for devices.Five novel oligothiophene derivatives end-capped by different functional groups (R=ethoxyl (EtOP3T), me- thylsulfanyl (MSP3T), acetyl (AcP3T), methylsulfonyl (MSO2P3T) and biphenyl (BP3T) groups) were synthe- sized. They were characterized by nuclear magnetic resonance (IH NMR), mass spectrometry (MS) and Fourier transform Infra-red spectra (IR). The relationship between end-capping functional groups and optoelectronic prop- erties of them was investigated. It was found that the compound with sulfonyl group in the molecular structure (MSOeP3T) shows the highest oxidation stability (also supported by theoretical calculations) and best thermal sta- bility among the five compounds. The results of scanning electron microscope (SEM) interpret that MSOzP3T dis- plays excellent ability of self-film forming. This reveals that it could be a potential candidate for thin film material. The liquid crystal property of MSO2P3T was characterized by polarized optical microscopy analysis (POM) and X-ray diffraction (XRD). The results of this paper provide useful information for the design of tailored oligothio- phene derivatives for devices.

关 键 词:OLIGOTHIOPHENE optoelectronic properties liquid crystal 

分 类 号:O633.5[理学—高分子化学] TQ333.99[理学—化学]

 

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