Imide-Functionalized Heteroarene-Based n-Type Terpolymers Incorporating Intramolecular Noncovalent Sulfur∙∙∙Oxygen Interactions for Additive-Free All-Polymer Solar Cells

Huiliang Sun, Bin Liu, Chang Woo Koh, Yujie Zhang, Jianhua Chen, Yang Wang, Peng Chen, Bao Tu, Maoyao Su, Hang Wang, Yumin Tang, Yongqiang Shi, Han Young Woo, Xugang Guo

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

The aggregation/crystallinity of classic n-type terpolymers based on naphthalene diimide and perylene diimide is challenging to tune due to their rigid and extended cores, leading to suboptimal film morphology. A new strategy for developing high-performance n-type terpolymers by incorporating imide-functionalized heteroarenes is reported here to balance crystallinity and miscibility without sacrificing charge carrier mobilities. The introduction of thienopyrroledione (TPD) into the copolymer f-BTI2-FT results in a series of terpolymers BTI2-xTPD having distinct TPD content. The irregular backbone reduces crystallinity, yielding improved miscibility with the polymer donor. More importantly, TPD triggers noncovalent S⋯O interactions, increasing backbone planarity and in-chain charge transport. Such interactions also promote face-on polymer packing. As a result, all-polymer solar cells (all-PSCs) based on BTI2-30TPD achieve an optimal power conversion efficiency (PCE) of 8.28% with a small energy loss (0.53 eV). This efficiency is substantially higher than that of TPD (4.4%) or a BTI2-based copolymer (6.8%) and is also the highest for additive-free all-PSCs based on a terpolymer acceptor. Moreover, the BTI2-30TPD cell exhibits excellent stability with the PCE retaining 90% of its initial value after 400 h of aging. The results demonstrate that random polymerization using imide-functionalized heteroarenes is a powerful approach to develop terpolymer acceptors toward efficient and stable all-polymer solar cell PSCs.

Original languageEnglish
Article number1903970
JournalAdvanced Functional Materials
Volume29
Issue number42
DOIs
Publication statusPublished - 2019 Oct 1

Fingerprint

Imides
Terpolymers
imides
solar cells
polymers
crystallinity
Conversion efficiency
interactions
copolymers
Polymers
Copolymers
solubility
Solubility
Perylene
Carrier mobility
Naphthalene
retaining
carrier mobility
Charge carriers
naphthalene

Keywords

  • all-polymer solar cells
  • imide-functionalized heteroarenes
  • n-type polymers
  • organic electronics
  • random terpolymers

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

Cite this

Imide-Functionalized Heteroarene-Based n-Type Terpolymers Incorporating Intramolecular Noncovalent Sulfur∙∙∙Oxygen Interactions for Additive-Free All-Polymer Solar Cells. / Sun, Huiliang; Liu, Bin; Koh, Chang Woo; Zhang, Yujie; Chen, Jianhua; Wang, Yang; Chen, Peng; Tu, Bao; Su, Maoyao; Wang, Hang; Tang, Yumin; Shi, Yongqiang; Woo, Han Young; Guo, Xugang.

In: Advanced Functional Materials, Vol. 29, No. 42, 1903970, 01.10.2019.

Research output: Contribution to journalArticle

Sun, Huiliang ; Liu, Bin ; Koh, Chang Woo ; Zhang, Yujie ; Chen, Jianhua ; Wang, Yang ; Chen, Peng ; Tu, Bao ; Su, Maoyao ; Wang, Hang ; Tang, Yumin ; Shi, Yongqiang ; Woo, Han Young ; Guo, Xugang. / Imide-Functionalized Heteroarene-Based n-Type Terpolymers Incorporating Intramolecular Noncovalent Sulfur∙∙∙Oxygen Interactions for Additive-Free All-Polymer Solar Cells. In: Advanced Functional Materials. 2019 ; Vol. 29, No. 42.
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abstract = "The aggregation/crystallinity of classic n-type terpolymers based on naphthalene diimide and perylene diimide is challenging to tune due to their rigid and extended cores, leading to suboptimal film morphology. A new strategy for developing high-performance n-type terpolymers by incorporating imide-functionalized heteroarenes is reported here to balance crystallinity and miscibility without sacrificing charge carrier mobilities. The introduction of thienopyrroledione (TPD) into the copolymer f-BTI2-FT results in a series of terpolymers BTI2-xTPD having distinct TPD content. The irregular backbone reduces crystallinity, yielding improved miscibility with the polymer donor. More importantly, TPD triggers noncovalent S⋯O interactions, increasing backbone planarity and in-chain charge transport. Such interactions also promote face-on polymer packing. As a result, all-polymer solar cells (all-PSCs) based on BTI2-30TPD achieve an optimal power conversion efficiency (PCE) of 8.28{\%} with a small energy loss (0.53 eV). This efficiency is substantially higher than that of TPD (4.4{\%}) or a BTI2-based copolymer (6.8{\%}) and is also the highest for additive-free all-PSCs based on a terpolymer acceptor. Moreover, the BTI2-30TPD cell exhibits excellent stability with the PCE retaining 90{\%} of its initial value after 400 h of aging. The results demonstrate that random polymerization using imide-functionalized heteroarenes is a powerful approach to develop terpolymer acceptors toward efficient and stable all-polymer solar cell PSCs.",
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AU - Koh, Chang Woo

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AU - Chen, Jianhua

AU - Wang, Yang

AU - Chen, Peng

AU - Tu, Bao

AU - Su, Maoyao

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AU - Woo, Han Young

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AB - The aggregation/crystallinity of classic n-type terpolymers based on naphthalene diimide and perylene diimide is challenging to tune due to their rigid and extended cores, leading to suboptimal film morphology. A new strategy for developing high-performance n-type terpolymers by incorporating imide-functionalized heteroarenes is reported here to balance crystallinity and miscibility without sacrificing charge carrier mobilities. The introduction of thienopyrroledione (TPD) into the copolymer f-BTI2-FT results in a series of terpolymers BTI2-xTPD having distinct TPD content. The irregular backbone reduces crystallinity, yielding improved miscibility with the polymer donor. More importantly, TPD triggers noncovalent S⋯O interactions, increasing backbone planarity and in-chain charge transport. Such interactions also promote face-on polymer packing. As a result, all-polymer solar cells (all-PSCs) based on BTI2-30TPD achieve an optimal power conversion efficiency (PCE) of 8.28% with a small energy loss (0.53 eV). This efficiency is substantially higher than that of TPD (4.4%) or a BTI2-based copolymer (6.8%) and is also the highest for additive-free all-PSCs based on a terpolymer acceptor. Moreover, the BTI2-30TPD cell exhibits excellent stability with the PCE retaining 90% of its initial value after 400 h of aging. The results demonstrate that random polymerization using imide-functionalized heteroarenes is a powerful approach to develop terpolymer acceptors toward efficient and stable all-polymer solar cell PSCs.

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