Browsing by Author "Su, Yen-Chen"

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Forced coplanarity of dithienofluorene-based non-fullerene acceptors to achieve high-efficiency organic solar cells
(2019-08-14)
Cao, Fong-Yi
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Huang, Po-Kai
;
Su, Yen-Chen
;
Huang, Wen-Chia
;
Chang, Shao-Ling
Ladder-type structures have been the key element for high performance non-fullerene acceptors (NFAs). In this work, two dithieno[3,2-b:6,7-b ']fluorine (DTF)-based nonfullerene acceptors, non-bridged DTFT5-FIC and carbon-bridged DTFT9-FIC, with an identical conjugated backbone were designed and synthesized for investigation of the planarization effect. The chemical rigidification with forced coplanarity indeed plays a pivotal role in determining the molecular properties. Compared to the non-bridged open-chain DTFT5-FIC counterpart, the nonacyclic ladder-type DTFT9-FIC with a fully planarized backbone exhibits higher thermal stability, bathochromic absorption and higher electron mobility. The devices using PBDB-T as the p-type polymer and fully planar DTFT9-FIC as the acceptor showed a high efficiency of 9.58%, which is superior to that of the device using the partially planar DTFT5-FIC material (5.45%). By incorporating PC71BM as the second acceptor to enhance the absorption at shorter wavelengths, optimize the morphology and facilitate electron transport, the ternary-blend device using PBDB-T:DTFT9-FIC:PC71BM achieved the highest PCE of 11.82% with a V-oc of 0.88 V, a higher J(sc) of 20.59 mA cm(-2), and an FF of 65.27%.
Isomeric effect of fluorene-based fused-ring electron acceptors to achieve high-efficiency organic solar cells
(2020-03-14)
Xue, Yung-Jing
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Cao, Fong-Yi
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Huang, Po-Kai
;
Su, Yen-Chen
;
Cheng, Yen-Ju
Acceptor-donor-acceptor (A-D-A) non-fullerene electron acceptors (NFEAs) using ladder-type donor structures have become the dominant n-type materials for achieving high-efficiency OSCs. In this work, two isomeric fluorene-based ladder-type structures FCTT (TT-C-F-C-TT) and FTCT (T-C-TFT-C-T) have been designed and synthesized. These two isomeric donors with the different fused-ring arrangement, molecular geometry, and side-chain placement were end-capped with the FIC acceptors to form two NFEAs FCTT-FIC and FTCT-FIC isomeric materials. Compared to FTCT-FIC using the thiophene (T)-terminal donor, FCTT-FIC with the thienothiophene (TT)-terminal donor has more evenly distributed side chains on both sides of the backbone and less steric hindrance near the FIC acceptors, which enables stronger antiparallel pi-pi packing among the end-groups to create a channel for efficient electron transport, as evidenced by the thin-film GIWAXS measurements. FCTT-FIC displayed a larger optical bandgap and deeper-lying energy levels than its FTCT-FIC isomer. Compared to the PBDB-T:FTCT-FIC device, the PBDB-T:FCTT-FIC device showed a higher PCE of 10.32% with an enhanced J(sc) of 19.63 mA cm(-2) and an FF of 69.14%. A PM6:FCTT-FIC device using PM6 as a p-type polymer achieved the highest PCE of 12.23%. By introducing PC71BM as the second acceptor to enhance the absorption at shorter wavelengths, optimize the morphology and facilitate electron transport, the ternary-blend PM6:FCTT-FIC:PC71BM (1 : 1 : 0.5 in wt%) device yielded the highest PCE of 13.37% with a V-oc of 0.92 V, a higher J(sc) of 19.86 mA cm(-2), and an FF of 73.2%. This result demonstrated that the TT-terminal ladder-type donor is generally a better molecular design than the corresponding T-terminal ladder-type isomer for the development of new A-D-A NFEAs.
Naphthobisthiadiazole-Based Selenophene-Incorporated Quarterchalcogenophene Copolymers for Field-Effect Transistors and Polymer Solar Cells
(2019-03-27)
Cao, Fong-Yi
;
Lin, Fang-Yu
;
Tseng, Cheng-Chun
;
Hung, Kai-En
;
Hsu, Jhih-Yang
In this research, we developed six new selenophene-incorporated naphthobisthiadiazole-based donor-acceptor polymers PNT2Th2Se-OD, PNT2Se2Th-OD, PNT4Se-OD, PNT2Th2Se-DT, PNT2Se2Th-DT, and PNT4Se-DT. The structure-property relationships have been systematically established through the comparison of their structural variations: (1) isomeric biselenophene/bithiophene arrangement between PNT2Th2Se and PNT2Se2Th polymers, (2) biselenophene/bithiophene and quarterselenophene donor units between PNT2Th2Se/PNT2Se2Th and PNT4Se polymers, and (3) side-chain modification between the 2-octyldodecylthiophene (OD)- and 2-decyltetradecyl (DT)-series polymers. The incorporation of selenophene units in the copolymers induces stronger charge transfer to improve the light-harvesting capability while maintaining the strong intermolecular interactions to preserve the intrinsic crystallinity for high carrier mobility. The organic field-effect transistor device using PNT2Th2Se-OD achieved a high hole mobility of 0.36 cm(2) V-1 s(-1) with an on/off ratio of 1.9 x 10(5). The solar cells with PNT2Th2Se-OD:PC71BM exhibited a power conversion efficiency of 9.47% with a V-oc of 0.68 V, an fill factor of 67%, and an impressive J(SC), of 20.69 mA cm(-2).
Synthesis of side-chain regioregular and main-chain alternating poly(bichalcogenophene)s and an ABC-type periodic poly(terchalcogenophene)
(2020-04-21)
Liu, Huai-Hsuan
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Liang, Wei-Wei
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Lai, Yu-Ying
;
Su, Yen-Chen
;
Yang, Hau-Ren
Three unsymmetrical diiodobichalcogenophenes SSeI2, STeI2, and SeTeI2 and a diiodoterchalcogenophene SSeTeI2 were prepared. Grignard metathesis of SSeI2, STeI2, SeTeI2, and SSeTeI2 occurred regioselectively at the lighter chalcogenophene site because of its relatively lower electron density and less steric bulk. Nickel-catalyzed Kumada catalyst-transfer polycondensation of these Mg species provided a new class of side-chain regioregular and main-chain AB-type alternating poly(bichalcogenophene)s-PSSe, PSTe, and PSeTe-through a chain-growth mechanism. The ring-walking of the Ni catalyst from the lighter to the heavier chalcogenophene facilitated subsequent oxidative addition, thereby suppressing the possibility of chain-transfer or chain-termination. More significantly, the Ni catalyst could walk over the distance of three rings (ca. 1 nm)-from a thiophene unit via a selenophene unit to a tellurophene unit-to form PSSeTe, the first ABC-type regioregular and periodic poly(terchalcogenophene) comprising three different types of 3-hexylchalcogenophenes.
Thiophene-Vinylene-Thiophene-Based Donor-Acceptor Copolymers with Acetylene-Inserted Branched Alkyl Side Chains To Achieve High Field-Effect Mobilities
(2018-11-13)
Chiou, De-Yang
;
Su, Yen-Chen
;
Hung, Kai-En
;
Hsu, Jhih-Yang
;
Hsu, Tze-Gang
2-Alkyl((1))alkyl((2))-type aliphatic side chains with a branching point position at the C-2-position (such as 2-ethylhexyl or 2-octayldodecyl) have been widely implanted into numerous donor-acceptor conjugated copolymers for solution processable transistors or organic solar cells. However, the tertiary branching site located at the second carbon inevitably imposes steric hindrance that twists the main-chain coplanarity and attenuates interchain interactions. In this research, we developed a new two-dimensonal thiophene-vinylene-thiophene (TVT) derivative where a carbon-carbon triple bond is inserted between the thiophene unit and the 2-octyldodecyl group. This acetylene-incorporated TVT (aTVT) was copolymerized with 5,10-di(thiophen-2-yl)naphtho[1,2-c:5,6-c']bis-([1,2,5]thiadiazole) (DTNT) and 5,6-difluoro-4,7-di(thiophen-2-yl[benzo][1,2,5]thiadiazole (DTFBT) to form the polymers PaTVT-NT and PaTVT-FBT, respectively. PTVT-FBT, without the triple bond, was also prepared for comparison. The insertion of a linear triple bond moves the tertiary carbon away from the main chain to reduce the steric hindrance, thereby improving the main-chain coplanarity and facilitating the interchain interactions. The acetylene-incorporated copolymers show better thermal stability, red-shifted absorption spectra, stronger intermolecular aggregation, lower-lying electron affinity, and much higher solid-state crystallinity. Due to the linear and coplanar polymeric backbone supported by theoretical calculation, PaTVT-NT exhibits high crystallinity and adopts strong stacking with an edge-on orientation in the thin film evidenced by 2D-GIXRD, leading to a high p-type OFET mobility up to 1.27 cm(2) V-1 s(-1) with an on-off ratio of 9.22 X 10(5). This value represents the highest value among the NT-based polymers. PaTVT-FBT also achieved a high mobility of 0.78 cm(2) which greatly outperforms the corresponding nonacetylene PTVT-FBT counterpart. Most importantly, the preparation of 2-alkyl((1))alkyl((2))-acetylenyl side chain is synthetically feasible, which can be easily applied to create new conjugated polymers for high-performance solution-processable optoelectronics.