The Synthesis of a Multiple D-A Conjugated Macrocycle and Its Application in Organic PhotovoltaicShow others and affiliations
2023 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 62, no 48, article id e202311645Article in journal (Refereed) Published
Abstract [en]
As a novel class of materials, D-A conjugated macrocycles hold significant promise for chemical science. However, their potential in photovoltaic remains largely untapped due to the complexity of introducing multiple donor and acceptor moieties into the design and synthesis of cyclic pi-conjugated molecules. Here, we report a multiple D-A ring-like conjugated molecule (RCM) via the coupling of dimer molecule DBTP-C3 as a template and thiophenes in high yields. RCM exhibits a narrow optical gap (1.33 eV) and excellent thermal stability, and shows a remarkable photoluminescence yield (phi PL) of 11.1 % in solution, much higher than non-cyclic analogues. Organic solar cell (OSC) constructed with RCM as electron acceptor shows efficient charge separation at donor-acceptor band offsets and achieves a power conversion efficiency (PCE) of 14.2 %-approximately fourfold higher than macrocycle-based OSCs reported so far. This is partly due to low non-radiative voltage loss down to 0.20 eV and a high electroluminescence yield (phi EL) of 4x10-4. Our findings emphasize the potential of D-A cyclic conjugated molecules in advancing organic photovoltaic technology. A multiple D-A ring-like conjugated molecule, RCM was synthesized via a template-directed process. RCM inherits the superior photovoltaic properties characteristic of D-A linear molecules, including a narrow optical gap and effective charge transfer. Importantly, RCM demonstrates reduced non-radiative losses, attributable to its minimized vibration.+image
Place, publisher, year, edition, pages
WILEY-V C H VERLAG GMBH , 2023. Vol. 62, no 48, article id e202311645
Keywords [en]
Donor-Acceptor Molecules; Macrocycles; Organic Photovoltaics; Solar Cells
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:liu:diva-198954DOI: 10.1002/anie.202311645ISI: 001087982800001PubMedID: 37819601OAI: oai:DiVA.org:liu-198954DiVA, id: diva2:1809851
Note
Funding Agencies|This work was supported by National Natural Science Foundation of China (No. 22005347, 52125306), Natural Science Foundation of Hunan Province (2021JJ20068), Central South University Innovation-Driven Research Program (No. 2023CXQD052) and Fundamental Rese [22005347, 52125306]; National Natural Science Foundation of China [2021JJ20068]; Natural Science Foundation of Hunan Province [2023CXQD052]; Central South University Innovation-Driven Research Program [2022ZZTS0087]; Fundamental Research Funds for the Central Universities of Central South University, Changsha, China; ERC
2023-11-062023-11-062024-10-15Bibliographically approved