Design, synthesis and theoretical simulations of novel spiroindane-based enamines as p-type semiconductors

Autor: Sarune Daskeviciute-Geguziene, Maryte Daskeviciene, Kristina Kantminienė, Vygintas Jankauskas, Egidijus Kamarauskas, Alytis Gruodis, Smagul Karazhanov, Vytautas Getautis
Jazyk: angličtina
Rok vydání: 2024
Předmět:
Zdroj: Royal Society Open Science, Vol 11, Iss 5 (2024)
Druh dokumentu: article
ISSN: 2054-5703
DOI: 10.1098/rsos.232019
Popis: The search for novel classes of hole-transporting materials (HTMs) is a very important task in advancing the commercialization of various photovoltaic devices. Meeting specific requirements, such as charge-carrier mobility, appropriate energy levels and thermal stability, is essential for determining the suitability of an HTM for a given application. In this work, two spirobisindane-based compounds, bearing terminating hole transporting enamine units, were strategically designed and synthesized using commercially available starting materials. The target compounds exhibit adequate thermal stability; they are amorphous and their glass-transition temperatures (>150°C) are high, which minimizes the probability of direct layer crystallization. V1476 stands out with the highest zero-field hole-drift mobility, approaching 1 × 10−5 cm2 V s−1. To assess the compatibility of the highest occupied molecular orbital energy levels of the spirobisindane-based HTMs in solar cells, the solid-state ionization potential (Ip) was measured by the electron photoemission in air of the thin-film method. The favourable morphological properties, energy levels and hole mobility in combination with a simple synthesis make V1476 and related compounds promising materials for HTM applications in antimony-based solar cells and triple-cation-based perovskite solar cells.
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