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

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 thermal stability, appropriate energy levels, and charge-carrier mobility, 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 isolated compounds exhibit sufficient thermal stability and are amorphous with high glass-transition temperatures (>150⁰C), minimising the risk of direct layer crystallization. V1476 stands out with the highest zero-field hole-drift mobility, approaching 1×10-5 cm2Vs-1. To assess the compatibility of the HOMO energy levels of the spirobisindane-based HTMs in solar cells, the solid-state ionization potential (Ip) was measured by the electron..., , , # Design, synthesis and theoretical simulations of novel spiroindane-based enamines as p-type semiconductors

[https://doi.org/10.5061/dryad.0rxwdbs7j](https://doi.org/10.5061/dryad.0rxwdbs7j)

Two novel spirobisindane-based enamines **V1476** and **V1481** were designed and synthesized from commercially available starting materials. Following a comprehensive assessment of their thermal, optical, and photophysical properties, it is evident that these HTMs emerge as promising candidates for applications in organic or hybrid electronics. The synthesized compounds exhibit noteworthy thermal and electrochemical stability, possess suitable energy levels, and demonstrate sufficiently high drift carrier mobility.

####  Datasets included:

 1.    **Contact angle measurements.jpg**: Data on measurement of contact angle (θ), which was carried out to assess the hydrophobicity of the synthesized spirobisindane-based enamines **V1476**, **V1481,** and that of spiro-OMeTAD for comparison. (**Figure ...