A zinc(ii) complex of di(naphthylethynyl)azadipyrromethene with low synthetic complexity leads to OPV with high industrial accessibility

Abstract

This new non-planar non-fullerene acceptor has low synthetic complexity and shows good performance with P3HT, leading to high industrial accessibility.

Large Non-planar Conjugated Molecule with Strong Intermolecular Interactions Achieved with Homoleptic Zn(II) Complex of Di(5-quinolylethynyl)-tetraphenylazadipyrromethene

“…Due to its low solubility in common organic solvents, the identity of the ligand was only confirmed by MALDI-TOF MS. The synthesis of the zinc complex was successfully performed following the published procedure for Zn(L2) 2 , 20 with a 65% yield. The zinc complex is soluble in common organic solvents such as chloroform, THF, and DCM.…”

“…A 100 mL oven-dried Schlenk flask was charged with pr -hexylADPI 2 (0.30 g, 0.34 mmol), 20 c (0.34 g, 0.76 mmol), Pd(PPh 3 ) 4 (40 mg, 0.03 mmol), and degassed xylene (50 mL) under nitrogen. The flask was then placed in a pre-heated oil bath at 120 °C.…”

“… 17 − 19 The most promising derivative incorporates 1-naphthylethynyl groups at the pyrrolic positions, Zn(L2) 2 , which has high absorption between 600 and 800 nm, isotropic charge transport, and a high PCE of 5.5% when blended with the most studied and cheapest conjugated polymer donor, poly(3-hexylthiophene) (P3HT). 20 − 23 Moreover, its facile synthesis from inexpensive starting materials and simple purification makes it promising for practical applications. 20 , 24 To further tune properties, we replaced the naphthyl groups with quinolyl, see Figure 1 .…”

“… 20 − 23 Moreover, its facile synthesis from inexpensive starting materials and simple purification makes it promising for practical applications. 20 , 24 To further tune properties, we replaced the naphthyl groups with quinolyl, see Figure 1 . The estimated HOMO energy levels of the new complex were slightly lowered due to the more electron-poor quinolyl groups.…”

Facile synthesis of a semiconducting bithiophene-azine polymer and its application for organic thin film transistors and organic photovoltaics

“…One approach to solve this issue is to develop acceptors with a higher lowest unoccupied molecular orbital (LUMO) level. 13,14 However, the room for improvement is restricted by the stability of the acceptor since a sufficiently low LUMO level (ca. À4 eV) [15][16][17] is required to achieve stable electron transport.…”