A chlorinated nonacyclic carbazole-based acceptor affords over 15% efficiency in organic solar cells

Chen, Tsung Wei; Peng, Kuan Lin; Lin, You Wei; Su, Yi Jia; Jui, Ko; Lei, Hong; Chang, Chia Chih; Hou, Jianhui; Hsu, Chain Shu

doi:10.1039/c9ta12605h

Cited by 66 publications

(43 citation statements)

References 40 publications

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“…[ 42 ] Furthermore, Hsu and co‐workers replaced the fluorine atoms by chlorine atoms in 4TCIC‐4F to develop a new carbazole‐based acceptor DTTC‐4Cl and obtained an outstanding PCE of 15.42% as blending with PM6. [ 43 ] These results demonstrated that carbazole‐based SMAs have great application potential in OSCs. For 4TCIC‐4F, there are two types of side chains ( Figure a), the four alkylphenyl side chains are appended to the two sp 3 hybridized carbon atoms, and the branched 1‐octylnonyl (C8C8) side chain is appended to the sp 2 hybridized nitrogen atom in the carbazole unit.…”

Section: Introductionmentioning

confidence: 89%

Improving Efficiency of Organic Solar Cells by Restricting the Rotation of Side Chain on Small Molecule Acceptor

et al. 2020

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Herein, three carbazole‐based small molecule acceptors (SMAs), named 4TC‐4F‐C8C8, 4TC‐4F‐C6C8, and 4TC‐4F‐C16, are synthesized to study the influence of side chain conformation on SMAs. The three acceptors exhibit similar optical and electrochemical properties, but different crystallization properties. 4TC‐4F‐C16 shows a high crystallinity due to the small steric hindrance of linear n‐hexadecyl (C16) side chain. The large steric hindrance and free rotation for the 2‐hexydecyl (C6C8) side chain seriously disturb the molecular packing and result in a low crystallinity for 4TC‐4F‐C6C8. Despite the large steric hindrance for the 1‐octylnonyl (C8C8) side chain, 4TC‐4F‐C8C8 shows a moderate crystallinity due to the large torsion barrier restricting the rotation of C8C8 side chain. Attributing to the ideal morphology and better crystalline ordering in blend film, organic solar cell based on poly[4,8‐bis(5‐(2‐ethylhexyl)thiophen‐2‐yl)benzo[1,2‐b:4,5‐b′]‐dithiophene‐alt‐N‐(2‐hexyldecyl)‐5′5‐bis[3‐(decylthio)thiophene‐2‐yl]‐2′2‐bithiophene‐3′3‐dicarboximide] (PBTIBDTT):4TC‐4F‐C8C8 displays a power conversion efficiency of 12.06%, higher than PBTIBDTT:4TC‐4F‐C6C8 (2.38%)‐ and PBTIBDTT:4TC‐4F‐C16 (9.53%)‐based devices. The work indicates that controlling the conformation of bulky side chain can tune the molecular packing of SMAs and the morphology of blend film, providing a new insight into the molecular design of SMAs.

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Section: Introductionmentioning

confidence: 89%

Improving Efficiency of Organic Solar Cells by Restricting the Rotation of Side Chain on Small Molecule Acceptor

et al. 2020

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“…Chen et al [56] reported the synthesis of a novel NFA b11 with a carbazole moiety instead of a benzene ring, combined with a chlorine-substituted end-capping group. The carbazole moiety has a strong electron-donating capacity, and, consequently, the resulting core is richer in terms of electron density.…”

Section: Structural Modification Of the Idic/itic Corementioning

confidence: 99%

Recent Advances in Non-Fullerene Acceptors of the IDIC/ITIC Families for Bulk-Heterojunction Organic Solar Cells

Forti

Nitti

Osw

et al. 2020

IJMS

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The introduction of the IDIC/ITIC families of non-fullerene acceptors has boosted the photovoltaic performances of bulk-heterojunction organic solar cells. The fine tuning of the photophysical, morphological and processability properties with the aim of reaching higher and higher photocurrent efficiencies has prompted uninterrupted worldwide research on these peculiar families of organic compounds. The main strategies for the modification of IDIC/ITIC compounds, described in several contributions published in the past few years, can be summarized and classified into core modification strategies and end-capping group modification strategies. In this review, we analyze the more recent advances in this field (last two years), and we focus our attention on the molecular design proposed to increase photovoltaic performance with the aim of rationalizing the general properties of these families of non-fullerene acceptors.

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“…In recent years, bulk heterojunction (BHJ) polymer solar cells (PSCs) are steadily and rapidly developing with power conversion efficiencies (PCEs) over 18 % [1][2][3][4][5][6][7][8][9][10] due to the continuous optimization of the molecular structure of materials, [11][12][13] the configuration and fabrication process of photovoltaic devices. [14][15][16] This outstanding achievement is mainly ascribed to the fact that fullerene-based acceptors were substituted by the springing up of new nonfullerene small-molecule acceptors (SMAs) thanking to their superior optical absorption properties, easily tunable molecular energy levels, and potential for relatively low-cost production processes.…”

Section: Introductionmentioning

confidence: 99%

Effect of Arylmethylene Substitutions on Molecular Structure, Optoelectronic Properties and Photovoltaic Performance of Dithienocyclopentafluorene‐Based Small‐Molecule Acceptors

Tang

Liao

Zheng

et al. 2021

Chemistry A European J

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Two dithienocyclopentafluorene-based small-molecule acceptors (SMAs) were developed that feature methylene-functionalized conjugated side chains, to study the effect of arylmethylene substitution and its number on structure, optoelectronic properties and device performance. Results showed that two SMAs have better absorption properties and planarity, lower bandgaps and higher LUMOs compared with the control SMA without conjugated side chains. The synthesized SMAs were tested in polymer solar cells for examples of their applicability. This work argues that the introduction of methylene-functionalized conjugated side chains has great potential in tuning molecular structure, optoelectronic properties, device physics and photovoltaic performance of SMAs.

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A chlorinated nonacyclic carbazole-based acceptor affords over 15% efficiency in organic solar cells

Abstract: A systematic approach involving conjugation extension and end group chlorination is capable of enhancing both JSC and PCE. Overall, the PM6:DTTC-4Cl-based device delivers a remarkable PCE of 15.42% with a VOC of 0.92 V, a JSC of 22.64 mA cm−2 and an FF of 74.04%.

Cited by 66 publications

References 40 publications

Improving Efficiency of Organic Solar Cells by Restricting the Rotation of Side Chain on Small Molecule Acceptor

Improving Efficiency of Organic Solar Cells by Restricting the Rotation of Side Chain on Small Molecule Acceptor

Recent Advances in Non-Fullerene Acceptors of the IDIC/ITIC Families for Bulk-Heterojunction Organic Solar Cells

Effect of Arylmethylene Substitutions on Molecular Structure, Optoelectronic Properties and Photovoltaic Performance of Dithienocyclopentafluorene‐Based Small‐Molecule Acceptors

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