Benzobisoxazole 분자를 활용한 치환기 효과의 표준화

Abstract

Recently, it was reported that the benzobisoxazole (BBO) molecule can be used for independent modulation of the HOMO and LUMO energy levels. In this study, we utilized this interesting property of BBO to quantitatively investigate the substituent effects according the substituents. We designed and proposed four BBO model systems (1BBO, 2BBO, 3BBO and 4BBO) by extending the π-conjugation lengths based on a BBO molecule. Two directions of substitution (x-axis and yaxis) and 15 various substituents were considered. From strong correlation between the LUMO energy levels of x-axis substitution and HOMO energy levels of y-axis substitution calculated from DFT method, it is found that the standardization of substitution effects can be established from BBO model systems. In addition, we demonstrated that the HOMO values of y-axis substituted 3BBO show the best performance to define the order of substituent effects. Our proposed way can be used to expect the substituent effect of any arbitrary substituents and develop the organic sensors and organic light emitting diodes.