Incorporation of Pyrene Units to Improve Hole Mobility in Conjugated Polymers for Organic Solar Cells

Kim, Ji‐Hoon; Kim, Hee Un; Kang, In‐Nam; Lee, Sang Kyu; Moon, Sang‐Jin; Shin, Won Suk; Hwang, Do‐Hoon

doi:10.1021/ma301877q

Cited by 68 publications

(47 citation statements)

References 35 publications

(52 reference statements)

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“…Among various donor units in the D-A copolymers, pyrene is a completely planar electron-rich moiety, and has prominent optical and electronic properties such as high quantum yield, good thermal stability and strong propensity to form p stack aggregation. 19,20 Some conjugated polymers [21][22][23][24] or small molecules 25,26 containing pyrene moieties have been prepared and showed excellent performance in organic electronics. For example, Hwang and coworkers reported that the incorporation of the pyrene units to the donor-acceptor (D-A) conjugated polymer backbone would improve the hole mobility and decrease the highest occupied molecular orbital (HOMO) energy level of the copolymer, which resulted in a highest PCE of 5.04% obtained.…”

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confidence: 99%

“…For example, Hwang and coworkers reported that the incorporation of the pyrene units to the donor-acceptor (D-A) conjugated polymer backbone would improve the hole mobility and decrease the highest occupied molecular orbital (HOMO) energy level of the copolymer, which resulted in a highest PCE of 5.04% obtained. 21 However, diketopyrrolopyrrole (DPP) is a strong electron-deficient segment with two electrondeficient carbonyl groups. DPP-based conjugated polymers have shown intense absorption in near infrared region and excellent performance in photovoltaic devices.…”

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confidence: 99%

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Synthesis and characterization of D-A-A type regular terpolymers with narrowed band-gap and their application in high performance polymer solar cells

Dang

Xiaochi

Ying

et al. 2016

Organic Electronics

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Synthesis and characterization of D-A-A type regular terpolymers with narrowed band-gap and their application in high performance polymer solar cells

Dang

Xiaochi

Ying

et al. 2016

Organic Electronics

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“…In comparison, the partial replacement of dithienyl-2′,1′,3′-benzothiadiazole units in P24d with pyrene moieties yields terpolymers P24a-P24c. 53 In a similar way, substitution of partial dithienyl-2′,1′,3′-benzothiadiazole moieties by pyrene units transforms P25d into P25a-P25c. 53 As listed in Table 3, the introduction of more pyrene units in terpolymers P24a-P24c results in the enhancement of charge mobilities in comparison with P24d.…”

Section: D1a-type Conjugated D-a Terpolymersmentioning

confidence: 96%

“…53 In a similar way, substitution of partial dithienyl-2′,1′,3′-benzothiadiazole moieties by pyrene units transforms P25d into P25a-P25c. 53 As listed in Table 3, the introduction of more pyrene units in terpolymers P24a-P24c results in the enhancement of charge mobilities in comparison with P24d. This also holds true for P25a-P25c, which show high mobilities in the form of thin films compared to P25d.…”

Section: D1a-type Conjugated D-a Terpolymersmentioning

confidence: 96%

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Conjugated D–A terpolymers for organic field-effect transistors and solar cells

Luo

Liu

Zhang

2017

Polym J

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The incorporation of additional electron donors or acceptors into the backbones of conjugated polymers with alternating donors and acceptors results in various conjugated D-A terpolymers. The presence of additional electron donors or acceptors in the conjugated backbones can modulate the electronic absorptions and highest occupied molecular orbital/lowest unoccupied molecular orbital levels, as well as interchain interactions and thin-film morphology. Because of these structural features, conjugated D-A terpolymers have been intensively investigated in recent years for applications in field-effect transistors and photovoltaic cells. In this review, we introduce the recent developments of conjugated D-A terpolymers with various combinations of electron donors and acceptors, and discuss the future perspectives for conjugated terpolymers. In recent decades, conjugated polymers have demonstrated promising applications in flexible, large-area and low-cost electronic devices, such as organic field-effect transistors (OFETs) 1-3 and solar cells (OSCs). [4][5][6][7] This is attributed to the conjugated electronic and polymeric structures of these polymers, resulting in semiconducting properties with good solution processability, mechanical property and thermal stability. 8,9 Among the conjugated polymers, conjugated alternating polymers consisting of both electron donors (D) and electron acceptors (A), referred to as conjugated D-A polymers, [10][11][12][13][14][15][16][17] have been extensively investigated in recent years. The studies indicate that electronic absorptions, highest occupied molecular orbital/lowest unoccupied molecular orbital (HOMO/LUMO) energies (and bandgaps), interchain interactions and thin-film morphologies of conjugated D-A polymers can be effectively tuned 10-17 by properly varying the electron donors and acceptors as well as the linkers. Consequently, the semiconducting performance of conjugated D-A polymers can be tuned in this way. In fact, polymeric p-type, n-type and even ambipolar semiconductors with high charge mobilities have been developed on the basis of conjugated D-A polymers. 18-21 Moreover, conjugated D-A polymers have been successfully utilized as either electron donors or acceptors for OSCs with high power conversion efficiencies (PCEs). [22][23][24][25] Apart from conjugated polymers with alternating electron donor and acceptor moieties, conjugated D-A terpolymers, which contain either one kind of acceptor/two types of electron donors (2D1A) or one kind of donor/two types of electron acceptors (1D2A) in the backbones as illustrated in Scheme 1, have received increased attention. It is expected that an additional dimension is generated for tuning the electronic structures of conjugated polymers and thus their absorptions and HOMO/LUMO levels as well as interchain packing 8,26 with such conjugated D-A terpolymers. Moreover, the combination of existing electron donors and acceptors can yield a huge number of terpolymers, which can be prepared in the same manner as conventional D-A ...

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Conjugated Donor–Acceptor Terpolymers Toward High‐Efficiency Polymer Solar Cells

2019

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The development of conjugated alternating donor–acceptor (D–A) copolymers with various electron‐rich and electron‐deficient units in polymer backbones has boosted the power conversion efficiency (PCE) over 17% for polymer solar cells (PSCs) over the past two decades. However, further enhancements in PCEs for PSCs are still imperative to compensate their imperfect stability for fulfilling practical applications. Meanwhile development of these alternating D–A copolymers is highly demanding in creative design and syntheses of novel D and/or A monomers. In this regard, when being possible to adopt an existing monomer unit as a third component from its libraries, either a D′ unit or an A′ moiety, to the parent D–A type polymer backbones to afford conjugated D–A terpolymers, it will give a facile and cost‐effective method to improve their light absorption and tune energy levels and also interchain packing synergistically. Moreover, the rationally controlled stoichiometry for these components in such terpolymers also provides access for further fine‐tuning these factors, thus resulting in high‐performance PSCs. Herein, based on their unique features, the recent progress of conjugated D–A terpolymers for efficient PSCs is reviewed and it is discussed how these factors influence their photovoltaic performance, for providing useful guidelines to design new terpolymers toward high‐efficiency PSCs.

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Incorporation of Pyrene Units to Improve Hole Mobility in Conjugated Polymers for Organic Solar Cells

Cited by 68 publications

References 35 publications

Synthesis and characterization of D-A-A type regular terpolymers with narrowed band-gap and their application in high performance polymer solar cells

Synthesis and characterization of D-A-A type regular terpolymers with narrowed band-gap and their application in high performance polymer solar cells

Conjugated D–A terpolymers for organic field-effect transistors and solar cells

Conjugated Donor–Acceptor Terpolymers Toward High‐Efficiency Polymer Solar Cells

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