Bay‐annulated indigo based near‐infrared sensitive polymer for organic solar cells

Abstract

A new conjugated polymer (PBAIIDTT) based on bay‐annulated indigo and indacenodithieno[3,2‐b]thiophene was designed, synthesized, and characterized. PBAIIDTT shows strong absorption in 400–500 and 600–800 nm, and its HOMO and LUMO energy levels are −5.45 eV and −3.65 eV, respectively. In organic field‐effect transistors, the polymer exhibits a relatively high hole mobility of 0.39 cm2 V−1 s−1. PBAIIDTT was added to poly(3‐hexylthiophene) (P3HT) and phenyl‐C61‐butyric acid methyl ester (PC61BM) based organic solar cells. Ternary blend solar cells with 10% PBAIIDTT show an increased short circuit current density due to the broadened photocurrent generated in the near‐infrared region, and a power conversion efficiency of 3.78%, which is higher than that of the P3HT:PC61BM binary control devices (3.33%). © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 213–220

Polymeric near infrared emitters with bay-annulated indigo moieties

“…Moreover, the oxidation and reduction potentials are similar to those found in the literature to D-A type polymers based on bay-annulated indigo and thiophene units. 13,16,19 The energies of the HOMO and LUMO levels were obtained according to eqn (2) and (3). 39 E HOMO = À(E onset ox + 4.8) À E FOC (2)…”

“…15 In recent years copolymers comprising these building blocks have been studied for their suitability in OFETs and OPVs applications. 13 Moreover, these donor-acceptor copolymers are also attractive in view of a potential application in organic solar cells 16 and as NIR detectors. More specifically, near-infrared photodetection (NIR-OPD, @800-3000 nm) 17 is valuable for numerous scientific as well as industrial (inspection, sorting, safety/security) and recreational applications.…”

Functional Organic Semiconductors Based on Bay‐Annulated Indigo (BAI)

“…BAI based materials have also been used as additives in tertiary solar cells (Figure ). In both examples, P3HT was selected as the primary donor polymer and PCBM as the primary acceptor . Due to the intermediate energy level alignment between these two species, BAI derivatives can act as a mediator for charge transfer between the donor and acceptor.…”

The Cascade Reactions of Indigo with Propargyl Substrates for Heterocyclic and Photophysical Diversity

“…Indigo 1 , an organic dye produced cheaply on a kilo‐tonne scale, has had a recent revitalisation of interest that has seen it, and related analogues, investigated for reactivity, [19–22] photodynamics, [23–28] singlet fission, [29–31] photoswitches, [32, 33] and organic electronics [34–41] …”