End-on Chain Orientation of Poly(3-alkylthiophene)s on a Substrate by Microphase Separation of Lamellar Forming Amphiphilic Diblock Copolymer

Lee, Kyu Seong; Kim, Philgon; Lee, Jae Yong; Choi, Chungryong; Seo, Yeseong; Park, So Yeong; Kim, Keon-Woo; Park, Chaneui; Cho, Kilwon; Moon, Hong Chul; Kim, Jin Kon

doi:10.1021/acs.macromol.9b01266

Cited by 18 publications

(24 citation statements)

References 39 publications

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“…It is known that P3ATs can pack into edge-on, face-on, and end-on lamellar orientations. 23 As charge carriers transport from the source to the drain in OFETs, the edge-on orientation is favorable. Usually, charge mobilities increase with an increase in the molecular weight of P3HT.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Tailoring Cocrystallization and Microphase Separation in Rod–Rod Block Copolymers for Field-Effect Transistors

et al. 2021

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Conjugated rod−rod block copolymers (BCPs) are important semiconducting materials because they combine the unique microphase-separation characteristics of BCPs with the remarkable optoelectronic properties of conjugated polymers. The ability to tailor the two fundamental phase transitions (microphase separation and crystallization) in BCPs could enable efficient control over their physical and optoelectronic properties. Herein, a set of poly(3-butylthiophene)-block-poly(3-dodecylthiophene) (P3BT-b-P3DDT) BCPs with controlled block ratios are synthesized and the interplay between their microphase separation and cocrystallization is explored by tuning both the intrinsic (i.e., block ratios) and extrinsic factors (i.e., solvent and thermal annealing temperatures). An increased P3BT content, slower solvent evaporation, and higher thermal annealing temperatures favor microphase separation in P3BT-b-P3DDT. Furthermore, the relationship between various P3BT-b-P3DDT crystalline structures and their charge-transport properties is scrutinized. This work elucidates how P3BT-b-P3DDT BCPs undergo microphase separation and crystallization and how these processes can be tailored, strengthening our fundamental understanding of conjugated rod−rod BCP systems.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Tailoring Cocrystallization and Microphase Separation in Rod–Rod Block Copolymers for Field-Effect Transistors

et al. 2021

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“…Compared to “rod–coil” cBCPs, the synthesis of “rod–rod” cBCPs is still very challenging, and many reported studies in the literature mainly focus on the poly(3-alkylthiophene) (P3AT) system prepared by Grignard metathesis (GRIM) polymerization ( Figure 7 a) [ 60 , 61 , 62 , 63 , 64 , 65 , 66 ]. GRIM polymerization, also known as Kumada catalyst transfer polymerization (KCTP), was developed by McCullough’s group in 1999 [ 67 ].…”

Section: Synthesis Of Conjugated Block Copolymersmentioning

confidence: 99%

“…Due to its living nature, GRIM polymerization provides a versatile tool to synthesize regioregular poly(3-alkylthiophene) (P3AT) with well-controlled molecular weight, narrow distribution, and good chain-end functionality [ 68 ]. For example, Lee and coworkers used sequential GIRM polymerization to obtain poly(3-dodecylthiophene)- b -poly(3-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)methyl thiophene) copolymer (P3DDT- b -P3TEGT) [ 65 ]. GRIM polymerization can also be used to synthesize donor–acceptor type “rod–rod” cBCPs.…”

Section: Synthesis Of Conjugated Block Copolymersmentioning

confidence: 99%

“…Lee et al prepared poly(3-dodecylthiophene)- b -poly(3-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)methyl thiophene) copolymer (P3DDT- b -P3TEGT). A P3DDT- b -P3TEGT thin film showed parallel oriented lamellar microdomains to the substrate in which the polymer backbones are perpendicular to the substrate and thus show improved hole mobility along the vertical direction compared with P3DDT ( Figure 10 b) [ 65 ].…”

Section: Self-assembly Of Cbcpsmentioning

confidence: 99%

“… ( a ) “Edge-on” orientation of poly(3-hexylthiophene- b -3-(2-ethylhexyl)thiophene)s (P3HT- b -P3EHT) in thin film; (Reprinted with permission from Ref [ 62 ]. Copyright American Chemical Society); ( b ) “end-on” orientation of poly(3-dodecylthiophene)- b -poly(3-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)methyl thiophene) copolymer (P3DDT- b -P3TEGT) in thin film; (Reprinted with permission from Ref [ 65 ]. Copyright American Chemical Society); ( c ) three different self-epitaxial crystallization circles by controlling the heating process for poly( p -phenylene)- b -(3-hexylthiophene) (PPP- b -P3HT).…”

Section: Figurementioning

confidence: 99%

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Synthesis and Self-Assembly of Conjugated Block Copolymers

et al. 2020

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In the past two decades, conjugated polymers (CPs) have drawn great attention due to their excellent conductivity and charge mobility, rendering them broad applications in organic electronics. Controlling over the morphologies and nanostructures of CPs is very important to improve the performance of CP-based devices, which is still a tremendously difficult task. Conjugated block copolymers (cBCPs), composed of different CP blocks or CP coupled with coiled polymeric blocks, not only maintain the advantages of high conductivity and mobility but also demonstrate features of morphological versatility and tunability. Due to the strong π–π interaction and crystallinity of the conjugated backbones, the self-assembly behaviors of cBCPs are very complicated and largely remain to be explored. In this tutorial review, we first summarize the general synthetic methods for different types of cBCPs. Then, recent studies on the self-assembly behaviors of cBCPs are discussed, with an emphasis on the structural factors that affect the morphologies of cBCPs both in bulk and thin film states. Finally, we briefly provide our outlook on the future research of the self-assembly of cBCPs.

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Fused‐ring induced end‐on orientation in conjugated molecular dyads toward efficient single‐component organic solar cells

et al. 2022

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The molecular orientations of conjugated materials on the substrate mainly include edge-on, face-on, and end-on. Edge-on and face-on orientations have been widely observed, while end-on orientation has been rarely reported. Since in organic solar cells (OSCs) charge transport is along the vertical direction, end-on orientation with conjugated backbones perpendicular to the substrate is recognized as the ideal microstructure for OSCs. In this work, we for the first time obtained the preferential end-on orientation in a conjugated molecular dyad that contains a conjugated backbone as donor and perylene bisimide side units as acceptor. This was realized by introducing a fused-ring structure to replace linear terthiophenes with conjugated backbones, yielding F-MDPBI and L-MDPBI respectively. Surprisingly, a shifting trend of the molecular orientation from dominating edge-on in L-MDPBI to preferential end-on in F-MDPBI was observed. As a consequence, vertical charge carrier mobilities in F-MDPBI are one order of magnitude higher than those with preferential edge-on orientation, so single-component OSCs based on this molecular dyad as a single photoactive layer provided a power conversion efficiency of 4.89% compared to 1.70% based on L-MDPBI with preferential edge-on orientation. K E Y W O R D Sconjugated molecular dyads, crystallinity, edge-on, end-on, single-component organic solar cells INTRODUCTIONBulk-heterojunction organic solar cells (BHJOSCs) with electron donors and acceptors in the photoactive layer haveThis is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.

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End-on Chain Orientation of Poly(3-alkylthiophene)s on a Substrate by Microphase Separation of Lamellar Forming Amphiphilic Diblock Copolymer

Cited by 18 publications

References 39 publications

Tailoring Cocrystallization and Microphase Separation in Rod–Rod Block Copolymers for Field-Effect Transistors

Tailoring Cocrystallization and Microphase Separation in Rod–Rod Block Copolymers for Field-Effect Transistors

Synthesis and Self-Assembly of Conjugated Block Copolymers

Fused‐ring induced end‐on orientation in conjugated molecular dyads toward efficient single‐component organic solar cells

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