Strategy for Enhancing the Dielectric Constant of Organic Semiconductors Without Sacrificing Charge Carrier Mobility and Solubility. (14th October 2014)

• Record Type: Journal Article
• Authors: Torabi, Solmaz; Jahani, Fatemeh; Van Severen, Ineke; Kanimozhi, Catherine; Patil, Satish; Havenith, Remco W. A.; Chiechi, Ryan C.; Lutsen, Laurence; Vanderzande, Dirk J. M.; Cleij, Thomas J.; Hummelen, Jan C.; Koster, L. Jan Anton
• Is Part Of: Advanced functional materials. Volume 25:Number 1(2014)
• Page Start: 150
• Page End: 157
• Publication Date: 2014-10-14
• Subjects: Materials -- Periodicals; Chemical vapor deposition -- Periodicals; 620.11
• DOI: 10.1002/adfm.201402244
• Languages: English
• ISSNs: 1616-301X

Abstract

<abstract abstract-type="main" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p>Current organic semiconductors for organic photovoltaics (OPV) have relative dielectric constants (relative permittivities, <italic>ε</italic><sub>r</sub>) in the range of 2–4. As a consequence, Coulombically bound electron‐hole pairs (excitons) are produced upon absorption of light, giving rise to limited power conversion efficiencies. We introduce a strategy to enhance <italic>ε</italic><sub>r</sub> of well‐known donors and acceptors without breaking conjugation, degrading charge carrier mobility or altering the transport gap. The ability of ethylene glycol (EG) repeating units to rapidly reorient their dipoles with the charge redistributions in the environment was proven via density functional theory (DFT) calculations. Fullerene derivatives functionalized with triethylene glycol side chains were studied for the enhancement of <italic>ε</italic><sub>r</sub> together with poly(<italic>p</italic>‐phenylene vinylene) and diketopyrrolopyrrole based polymers functionalized with similar side chains. The polymers showed a doubling of <italic>ε</italic><sub>r</sub> with respect to their reference polymers in identical backbone. Fullerene derivatives presented enhancements up to 6 compared with phenyl‐C<sub>61</sub>‐butyric acid methyl ester (PCBM) as the reference. Importantly, the applied modifications did not affect the mobility of electrons and holes and provided excellent solubility in common organic solvents.</p> </abstract>