Low-bandgap polymers with quinoid unit as π bridge for high-performance solar cells

Shahid, Bilal; Yuan, Xiyue; Wang, Qian; Zhou, Di; Wang, Ergang; Bao, Xichang; Yang, Renqiang

doi:10.1016/j.jechem.2019.04.007

Cited by 6 publications

(6 citation statements)

References 37 publications

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“…Thienobenzodithiophene (TBD) and its asymmetric derivatives, possessing larger coplanar core and extended conjugated length relative to benzodithiophene units, have been extensively used in light-harvesting materials . In particular, due to large intrinsic dipole moments of asymmetric structure, the pioneering work of the incorporation of the asymmetric unit into the molecular backbone tends to trigger binding energy and strong intermolecular dipole–dipole interaction, leading to excellent charge transfer properties. , Meanwhile, the molecular conformation and aggregation behavior, as well as the domain purity of bend films, can also be regulated with such backbone modification strategy. − Thus, construction of a donor small molecular via utilizing TBD and its derivative units is expected; then, phase separation and interpenetrating networks of blend film for high-performance ASM-OSCs can be controlled.…”

Section: Introductionmentioning

confidence: 99%

Backbone Engineering with Asymmetric Core to Finely Tune Phase Separation for High-Performance All-Small-Molecule Organic Solar Cells

Wang

Huang

Han

et al. 2021

ACS Appl. Mater. Interfaces

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In order to obtain high-performance all-small-molecule organic solar cells (ASM-OSCs), it is crucial to exploit the available strategy for molecular design and to further understand key structure–property relationship that can rationally control the blend nanomorphology and influence the physical process. In this work, we design two small molecule donors FBD-S1 and TBD-S2 with identical electron-withdrawing units but various asymmetric central cores, which exhibit differing phase separation in Y6-based blend films. It is found that TBD-S2 with increased phase separation between donor and acceptor can lead to more favorable interpenetrating networks, effective exciton dissociation, and enhanced and more balanced charge transport. Importantly, a remarkable PCE of 13.1% is obtained for TBD-S2:Y6 based ASM-OSCs, which is an attractive photovoltaic performance for ASM-OSCs. This result demonstrates that the central core modification at the atomic level for small molecule donors can delicately control the phase separation and optimize photophysical processes, and refines device performance, which facilitate development in the ASM-OSC research field.

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Section: Introductionmentioning

confidence: 99%

Backbone Engineering with Asymmetric Core to Finely Tune Phase Separation for High-Performance All-Small-Molecule Organic Solar Cells

Wang

Huang

Han

et al. 2021

ACS Appl. Mater. Interfaces

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“…In this way, it could to obtain processable materials in solution, and simultaneously with improved electronic properties to access new or better configurations in optoelectronic devices. 55,62,63 In the case of o-AZdAN2Th, the suitable optoelectronic properties together with its high thermal stability, would allow to think about future works using this Schiff base oligomer as active layer or complementary material for PSCs using fullerene derivatives such as PC 71 BM or non-fullerene materials as acceptor materials. 17,47,55…”

Section: Polymer Chemistry Papermentioning

confidence: 99%

“…55,62,63 In the case of o-AZdAN2Th, the suitable optoelectronic properties together with its high thermal stability, would allow to think about future works using this Schiff base oligomer as active layer or complementary material for PSCs using fullerene derivatives such as PC 71 BM or non-fullerene materials as acceptor materials. 17,47,55…”

Section: Polymer Chemistry Papermentioning

confidence: 99%

Thiophene- and bithiophene-based π-conjugated Schiff base oligomers containing binaphthalene moieties in the backbone. Properties and computational simulations

González,

Mariman,

Hauyon

et al. 2024

Polym. Chem.

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“…More recently, the incorporation of a quinoinoidal unit, benzobisthiadiazole, with either dithienopyrrole, dithienocyclopentane, dithienosilole, or fluorene resulted in lower band gap polymers with improved charged transport capabilities in a thin film transistor . The inclusion of bridging thieno[3,4- b ]thiophene quinonoidal units into the π-conjugated polymer consisting of thiophenopyrrole diketone and benzothiadiazole resulted in high photovoltaic performance for their application in organic solar cells …”

Section: Introductionmentioning

confidence: 99%

Quinonoid versus Aromatic π-Conjugated Oligomers and Polymers and Their Diradical Characters

2022

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Quinonoid elements in π-conjugated oligomers and polymers have promising characteristics by providing unique structures and electronic properties, including varying degrees of ground state open shell diradical character and small band gaps. So far, quinonoid ground state polymers were rarely identified, and one of the goals of this work was to expand the portfolio of such systems in which over 17 different repeat units were considered, about half preferred a quinonoid and half preferred aromatic structures plus several with the alternating A-Q composition were also included. The dependency of the diradical character as a function of size and composition opens a rich space to discover trends affecting the aromaticity and diradical character. Herein, we show that the diradical character is a useful parameter to classify a wide variety of polymers based on their ground states in a systematic study of a large number of homo- and hetero-systems. Homo-polymers with quinonoid ground states show a high diradical character, while those with the aromatic ground state behave as closed-shell systems with no or a very small diradical character. The diradical character of quinonoid systems depends strongly on the size, which increases with the size of the oligomer. We found a correlation between the diradical character and the interring C–C distance as well as the singlet–triplet energy gaps. In alternating copolymers mixing quinonoid and aromatic subunits, we found open-shell hetero-polymers with moderate to high diradical characters.

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Low-bandgap polymers with quinoid unit as π bridge for high-performance solar cells

Cited by 6 publications

References 37 publications

Backbone Engineering with Asymmetric Core to Finely Tune Phase Separation for High-Performance All-Small-Molecule Organic Solar Cells

Backbone Engineering with Asymmetric Core to Finely Tune Phase Separation for High-Performance All-Small-Molecule Organic Solar Cells

Thiophene- and bithiophene-based π-conjugated Schiff base oligomers containing binaphthalene moieties in the backbone. Properties and computational simulations

Quinonoid versus Aromatic π-Conjugated Oligomers and Polymers and Their Diradical Characters

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