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Employing aldol condensation to prepare benzodifurandione based small molecules for application in thin-film transistors
Synthetic Metals ( IF 4.4 ) Pub Date : 2022-05-04 , DOI: 10.1016/j.synthmet.2022.117090
Anindya Ganguly 1, 2 , Benjamin King 1 , Benoît H. Lessard 1, 3 , Jaclyn L. Brusso 2
Affiliation  

A family of benzodifurandione-based small molecules is reported by employing aldol condensation reactions with aldehydes of selected heterocycles, ring-fused functional groups, and fluorinated phenyl substituents. The influence of the peripheral moieties on the resulting optical and electrochemical properties were analyzed, revealing that the absolute energy levels within this series of benzodifurandione-based small molecules are significantly impacted, whereas the difference in HOMO/LUMO energy gap is moderate. Upon incorporation of these materials into organic thin-film transistors through physical vapor deposition, the thiophene-capped benzodifurandione derivative exhibited average hole mobilities of 10−4 cm2·V−1·s−1 both in air and vacuum. Although device performance was less than ideal for this series of compounds, this may be attributed to poor thin film morphology as determined by atomic force microscopy.



中文翻译:

利用羟醛缩合制备基于苯并二呋喃二酮的小分子用于薄膜晶体管

通过与选定杂环、稠环官能团和氟化苯基取代基的醛进行醛醇缩合反应,报道了一系列基于苯并二呋喃二酮的小分子。分析了外围基团对所得光学和电化学性质的影响,表明这一系列基于苯并二呋喃二酮的小分子的绝对能级受到了显着影响,而 HOMO/LUMO 能隙的差异适中。通过物理气相沉积将这些材料结合到有机薄膜晶体管中后,噻吩封端的苯并二呋喃二酮衍生物的平均空穴迁移率为10 -4 cm 2 ·V -1 ·s -1在空气和真空中。尽管这一系列化合物的器件性能不太理想,但这可能是由于原子力显微镜测定的薄膜形态差。

更新日期:2022-05-04
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