A new small molecule donor for efficient and stable all small molecule organic solar cells

Wei Wang, Bingcai Chen, Xuechen Jiao, Jing Guo, Rui Sun, Jie Guo, Jie Min

Research output: Contribution to journalArticleResearchpeer-review

Abstract

In recent years, solution processed bulk heterojunction (BHJ) organic solar cells (OSCs) have been intensively studied. The widely used fullerene derivatives as acceptors, (e.g. [6,6]-phenyl-C 71 -butyric acid methyl ester (PC 70 BM)), widely used, display a limited visible light absorption and unsatisfactory thermal stability in combination with amounts of donor materials. It was found that rational design rules for novel donors and introduced analysis of non-fullerene acceptors (NFAs) are employed to develop novel systems overcoming these limitations. Here we reported a new small molecule donor, W-CN, containing dithieno[2,3-d:2′,3′-d′]benzo[1,2-b:4,5-b′]dithiophene (DTBDT) donor unit and 2-ethylhexyl-cyanoacetate (CN) acceptor unit with thiophene-thieno[3,2-b]thiophene (T-TT) bridge. We chose 2,2'-((2Z,2′Z)-((4,4,9,9-tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene-2,7-diyl)bis(methanylylidene))bis(3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile (IDIC), 3,9-bis(2-methylene-(3-(1,1-dicyanomethylene)-indanone)-5,5,11,11-tetrakis (4-hexylphenyl)-dithieno[2,3-d:2′, 3′-d']-s-indaceno[1,2-b:5,6-b']dithiophene) (ITIC) and PC 70 BM as the acceptors. Furthermore, we demonstrated all-small molecule solar cells (all-SMSCs) based on W-CN:IDIC and W-CN:ITIC composites with decent performance with the power conversion efficiencies (PCEs) of 5.26% and 3.89%, respectively. In contrast, W-CN:PC 70 BM solar cell shows a slightly higher PCE of 5.94% as compared to the investigated NFA systems. Nevertheless, W-CN:IDIC and W-CN:ITIC systems exhibit better thermal stability as compared to the W-CN:PC 70 BM system. Notably, solar cells based on W-CN:IDIC system maintain almost 96% initial performance after baking at 100 °C for 24 h under inert atmosphere. The highly promising findings demonstrated the importance of novel structure-property relationships for the rational design strategies of photovoltaic materials and suitable selection of acceptors for high performance OSCs.

Original languageEnglish
Pages (from-to)78-85
Number of pages8
JournalOrganic Electronics
Volume70
DOIs
Publication statusPublished - 1 Jul 2019

Keywords

  • Fullerene derivative
  • Morphological evolution
  • Non-fullerene acceptor
  • Structure-property relationship
  • Thermal stability

Cite this

Wang, Wei ; Chen, Bingcai ; Jiao, Xuechen ; Guo, Jing ; Sun, Rui ; Guo, Jie ; Min, Jie. / A new small molecule donor for efficient and stable all small molecule organic solar cells. In: Organic Electronics. 2019 ; Vol. 70. pp. 78-85.
@article{2ce6a74a0e034fe0adc12501da3878b4,
title = "A new small molecule donor for efficient and stable all small molecule organic solar cells",
abstract = "In recent years, solution processed bulk heterojunction (BHJ) organic solar cells (OSCs) have been intensively studied. The widely used fullerene derivatives as acceptors, (e.g. [6,6]-phenyl-C 71 -butyric acid methyl ester (PC 70 BM)), widely used, display a limited visible light absorption and unsatisfactory thermal stability in combination with amounts of donor materials. It was found that rational design rules for novel donors and introduced analysis of non-fullerene acceptors (NFAs) are employed to develop novel systems overcoming these limitations. Here we reported a new small molecule donor, W-CN, containing dithieno[2,3-d:2′,3′-d′]benzo[1,2-b:4,5-b′]dithiophene (DTBDT) donor unit and 2-ethylhexyl-cyanoacetate (CN) acceptor unit with thiophene-thieno[3,2-b]thiophene (T-TT) bridge. We chose 2,2'-((2Z,2′Z)-((4,4,9,9-tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene-2,7-diyl)bis(methanylylidene))bis(3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile (IDIC), 3,9-bis(2-methylene-(3-(1,1-dicyanomethylene)-indanone)-5,5,11,11-tetrakis (4-hexylphenyl)-dithieno[2,3-d:2′, 3′-d']-s-indaceno[1,2-b:5,6-b']dithiophene) (ITIC) and PC 70 BM as the acceptors. Furthermore, we demonstrated all-small molecule solar cells (all-SMSCs) based on W-CN:IDIC and W-CN:ITIC composites with decent performance with the power conversion efficiencies (PCEs) of 5.26{\%} and 3.89{\%}, respectively. In contrast, W-CN:PC 70 BM solar cell shows a slightly higher PCE of 5.94{\%} as compared to the investigated NFA systems. Nevertheless, W-CN:IDIC and W-CN:ITIC systems exhibit better thermal stability as compared to the W-CN:PC 70 BM system. Notably, solar cells based on W-CN:IDIC system maintain almost 96{\%} initial performance after baking at 100 °C for 24 h under inert atmosphere. The highly promising findings demonstrated the importance of novel structure-property relationships for the rational design strategies of photovoltaic materials and suitable selection of acceptors for high performance OSCs.",
keywords = "Fullerene derivative, Morphological evolution, Non-fullerene acceptor, Structure-property relationship, Thermal stability",
author = "Wei Wang and Bingcai Chen and Xuechen Jiao and Jing Guo and Rui Sun and Jie Guo and Jie Min",
year = "2019",
month = "7",
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language = "English",
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A new small molecule donor for efficient and stable all small molecule organic solar cells. / Wang, Wei; Chen, Bingcai; Jiao, Xuechen; Guo, Jing; Sun, Rui; Guo, Jie; Min, Jie.

In: Organic Electronics, Vol. 70, 01.07.2019, p. 78-85.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - A new small molecule donor for efficient and stable all small molecule organic solar cells

AU - Wang, Wei

AU - Chen, Bingcai

AU - Jiao, Xuechen

AU - Guo, Jing

AU - Sun, Rui

AU - Guo, Jie

AU - Min, Jie

PY - 2019/7/1

Y1 - 2019/7/1

N2 - In recent years, solution processed bulk heterojunction (BHJ) organic solar cells (OSCs) have been intensively studied. The widely used fullerene derivatives as acceptors, (e.g. [6,6]-phenyl-C 71 -butyric acid methyl ester (PC 70 BM)), widely used, display a limited visible light absorption and unsatisfactory thermal stability in combination with amounts of donor materials. It was found that rational design rules for novel donors and introduced analysis of non-fullerene acceptors (NFAs) are employed to develop novel systems overcoming these limitations. Here we reported a new small molecule donor, W-CN, containing dithieno[2,3-d:2′,3′-d′]benzo[1,2-b:4,5-b′]dithiophene (DTBDT) donor unit and 2-ethylhexyl-cyanoacetate (CN) acceptor unit with thiophene-thieno[3,2-b]thiophene (T-TT) bridge. We chose 2,2'-((2Z,2′Z)-((4,4,9,9-tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene-2,7-diyl)bis(methanylylidene))bis(3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile (IDIC), 3,9-bis(2-methylene-(3-(1,1-dicyanomethylene)-indanone)-5,5,11,11-tetrakis (4-hexylphenyl)-dithieno[2,3-d:2′, 3′-d']-s-indaceno[1,2-b:5,6-b']dithiophene) (ITIC) and PC 70 BM as the acceptors. Furthermore, we demonstrated all-small molecule solar cells (all-SMSCs) based on W-CN:IDIC and W-CN:ITIC composites with decent performance with the power conversion efficiencies (PCEs) of 5.26% and 3.89%, respectively. In contrast, W-CN:PC 70 BM solar cell shows a slightly higher PCE of 5.94% as compared to the investigated NFA systems. Nevertheless, W-CN:IDIC and W-CN:ITIC systems exhibit better thermal stability as compared to the W-CN:PC 70 BM system. Notably, solar cells based on W-CN:IDIC system maintain almost 96% initial performance after baking at 100 °C for 24 h under inert atmosphere. The highly promising findings demonstrated the importance of novel structure-property relationships for the rational design strategies of photovoltaic materials and suitable selection of acceptors for high performance OSCs.

AB - In recent years, solution processed bulk heterojunction (BHJ) organic solar cells (OSCs) have been intensively studied. The widely used fullerene derivatives as acceptors, (e.g. [6,6]-phenyl-C 71 -butyric acid methyl ester (PC 70 BM)), widely used, display a limited visible light absorption and unsatisfactory thermal stability in combination with amounts of donor materials. It was found that rational design rules for novel donors and introduced analysis of non-fullerene acceptors (NFAs) are employed to develop novel systems overcoming these limitations. Here we reported a new small molecule donor, W-CN, containing dithieno[2,3-d:2′,3′-d′]benzo[1,2-b:4,5-b′]dithiophene (DTBDT) donor unit and 2-ethylhexyl-cyanoacetate (CN) acceptor unit with thiophene-thieno[3,2-b]thiophene (T-TT) bridge. We chose 2,2'-((2Z,2′Z)-((4,4,9,9-tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene-2,7-diyl)bis(methanylylidene))bis(3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile (IDIC), 3,9-bis(2-methylene-(3-(1,1-dicyanomethylene)-indanone)-5,5,11,11-tetrakis (4-hexylphenyl)-dithieno[2,3-d:2′, 3′-d']-s-indaceno[1,2-b:5,6-b']dithiophene) (ITIC) and PC 70 BM as the acceptors. Furthermore, we demonstrated all-small molecule solar cells (all-SMSCs) based on W-CN:IDIC and W-CN:ITIC composites with decent performance with the power conversion efficiencies (PCEs) of 5.26% and 3.89%, respectively. In contrast, W-CN:PC 70 BM solar cell shows a slightly higher PCE of 5.94% as compared to the investigated NFA systems. Nevertheless, W-CN:IDIC and W-CN:ITIC systems exhibit better thermal stability as compared to the W-CN:PC 70 BM system. Notably, solar cells based on W-CN:IDIC system maintain almost 96% initial performance after baking at 100 °C for 24 h under inert atmosphere. The highly promising findings demonstrated the importance of novel structure-property relationships for the rational design strategies of photovoltaic materials and suitable selection of acceptors for high performance OSCs.

KW - Fullerene derivative

KW - Morphological evolution

KW - Non-fullerene acceptor

KW - Structure-property relationship

KW - Thermal stability

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U2 - 10.1016/j.orgel.2019.03.011

DO - 10.1016/j.orgel.2019.03.011

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JO - Organic Electronics: physics, materials, applications

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