Synthesis of n-type [60]Fullerene Derivatives with Sterically Bulky tert-Butyl Groups for Vacuum Deposition Processes

Chem Asian J. 2022 Sep 1;17(17):e202200609. doi: 10.1002/asia.202200609. Epub 2022 Aug 3.

Abstract

[60]Fullerene derivatives with high thermal stability can be used for vacuum deposition under heating to fabricate thin films for organic electronic devices. Here, we investigated the thermal stability of [60]fullerene derivatives with various bulky substituents for thermal evaporation under vacuum by means of thermogravimetric analysis under reduced and normal pressure. We found sterically bulky groups such as tert-butyl groups of [60]fullerene derivatives lowered the vacuum deposition temperature. Also, we performed isothermal thermogravimetric analysis to examine the long-term thermal stability of the designed compounds under heating conditions. Furthermore, we investigated the UV-Vis absorption patterns of the deposited films. Absorption in the blue wavelength range, which was attributed to intermolecular HOMO-LUMO transitions among the molecular orbitals of adjacent [60]fullerenes, was dramatically modified. These results were associated with the prevention of aggregation among neighboring [60]fullerene by the sterically bulky groups. This concept could contribute to expanding the use of evaporable [60]fullerene derivatives in organic thin-film electronics research fields.

Keywords: Fullerene; evaporable fullerene derivatives; organic electronics; organic photodiode.