Synthesis and Fluorescent Properties of Multi-Functionalized C70 Derivatives of C70(OCH3)10[C(COOEt)2] and C70(OCH3)10[C(COOEt)2]2
Nanomaterials(2022)
Abstract
Due to the partially reduced pi-conjugation of the fullerene cage, multi-functionalized fullerene derivatives exhibit remarkable fluorescent properties compared to pristine fullerenes, which have high potential for application in organic light-emitting diodes (OLEDs). In this study two multi-functionalized C-70 derivatives, C-70(OCH3)(10)[C(COOEt)(2)] and C-70(OCH3)(10)[C(COOEt)(2)](2), with excellent fluorescence properties, were designed and synthesized. Compared with C-70(OCH3)(10) containing a single kind of functional group, both the C-70(OCH3)(10)[C(COOEt)(2)] and C-70(OCH3)(10)[C(COOEt)(2)](2) exhibited enhanced fluorescence properties with blue fluorescence emission. The fluorescence quantum yields of the C-70(OCH3)(10)[C(COOEt)(2)] and C-70(OCH3)(10)[C(COOEt)(2)](2) were 1.94% and 2.30%, respectively, which were about ten times higher than that of C-70(OCH3)(10). The theoretical calculations revealed that the multi-functionalization of the C-70 increased the S-1-T-1 energy gap, reducing the intersystem crossing efficiency, resulting in the higher fluorescence quantum yield of the C-70 derivatives. The results indicate that multi-functionalization is a viable strategy to improve the fluorescence of fullerene derivatives.
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Key words
fullerene,multi-functionalization,fluorescence
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