Comparison of fluorene, silafluorene and carbazole as linkers in perylene monoimide based non-fullerene acceptors

Abstract

Perylene monoimide based non-fullerene acceptors with fluorene, silafluorene and carbazole as linkers were synthesized and compared regarding their structural, optical, electronic and photovoltaic properties.

Wide-bandgap organic solar cells with a novel perylene-based non-fullerene acceptor enabling open-circuit voltages beyond 1.4 V

“…The linker exhibits a larger conjugated π-system in the donor subunit compared to the recently investigated fluorene analog PMI-F-PMI. 30 The newly synthesized acceptor PMI-FF-PMI shows strong optical absorption, good solubility in common chlorinated solvents, and excellent processability and film formation properties, which makes this molecule an interesting candidate to be tested in photovoltaic applications. Here, we investigated the performance of the perylene-based acceptor in combination with the commercially available donor polymer D18.…”

Phenylene‐Bridged Perylene Monoimides as Acceptors for Organic Solar Cells: A Study on the Structure–Property Relationship

“…Nevertheless, the V OC values reached with these acceptors are comparable to our previous work using the same donor. [26] The photocurrents of compounds 7 c and 7 d are similar and both lower compared to para-linked 7 f and 7 g. This might be a consequence of the increased twisting in the ortho and meta configuration (7 c and 7 d, respectively), as increased twisting angles for perylene diimide acceptors are known to have a negative effect on their crystallinity. [50] Reference devices produced from compound 6 showed an increased photocurrent (I SC = 3.42 mA cm À 2 , Table S4 and Figure S49) and had an overall better performance in solar cells than the compounds 7 c and 7 d. Pristine films of all three materials had a similar packing…”

“…The reduced values for the compounds 7 c and 7 d are probably due to the instability of the solar cells in air during the EQE measurements. [26] The performance of these P-L-P acceptors in solar cells allows making the following conclusions. The increased electron donating strength of the phenyl linker ("L") has a positive impact, as shown by the best performing compound 7 g. According to DFT computations, it also has the strongest charge transfer character from the phenyl linker to the imide groups.…”

“…With all three acceptors, efficiencies over 5 % and V OC s over 1 V could be reached (PBDB-T as donor polymer). [26] A π-extended linker based on tetraoctyl-indeno[1,2-b]fluorene in combination with the D18 polymer allowed to boost the V OC to 1.4 V (with a PCE over 5 %). [27] These promising results motivated us to perform a detailed structure-property relationship study on these P-L-P systems.…”

Perylene Monoimide as a Versatile Fluoroprobe: The Past, Present, and Future

“…Firstly, the monobrominated PMI 11 was converted to functionalized boronic ester PMI-BE (15) followed by coupling with 9-bromo-phenanthrene using Suzuki-Miyaura coupling protocol 29. The two PMIs at peri-position can be coupled to each other via linker (such as Fluorine, Silafluorene and Carbazole) using Suzuki-Miyaura cross coupling reaction (as shown in Figure7) 30.…”