Synthesis of Conjugated Wide-Bandgap Copolymers Bearing Ladder-Type Donating Units and Their Application to Non-Fullerene Polymer Solar Cells

Mai Ha Hoang; Gi Eun Park; Dinh Long Phan; Trinh Tung Ngo; Tuyen Van Nguyen; Chang Geun Park; Min Ju Cho; Dong Hoon Choi

doi:10.1007/s13233-018-6128-7

Synthesis of Conjugated Wide-Bandgap Copolymers Bearing Ladder-Type Donating Units and Their Application to Non-Fullerene Polymer Solar Cells

Mai Ha Hoang, Gi Eun Park, Dinh Long Phan, Trinh Tung Ngo, Tuyen Van Nguyen, Chang Geun Park, Min Ju Cho, Dong Hoon Choi

Research output: Contribution to journal › Article › peer-review

14 Citations (Scopus)

Abstract

Two new wide-bandgap conjugated copolymers, T-3MT and 2T-3MT, containing methyl-3-thiophenecarboxylate (3MT) as a weak accepting unit and indacenodithiophene (IDT) or indacenodithienothiophene (IDTT) as ladder-type donating units, were synthesized through Stille coupling polymerization. The effects of the IDT and IDTT units on the physical, optical, and electrochemical properties of these copolymers were investigated. Polymer solar cells (PSCs) were constructed using these new copolymers and different acceptor molecules for inter-comparative analysis of their performance. The PSCs bearing the as-cast active layers with 2,2′-((2Z,2′Z)-((4,4,9,9-tetrakis(4-hexylphenyl)-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 (IM-IDT) displayed the highest PCEs of 3.78−3.96%, mainly owing to the predominant face-on orientation of blend film, and the relatively high open circuit voltage exceeding 1.0 V. [Figure not available: see fulltext.].

Original language	English
Pages (from-to)	844-850
Number of pages	7
Journal	Macromolecular Research
Volume	26
Issue number	9
DOIs	https://doi.org/10.1007/s13233-018-6128-7
Publication status	Published - 2018 Sept 1

Bibliographical note

Funding Information:
Acknowledgments: This research is funded by Vietnam National Foundation for Science and Technology Development (NAFOSTED) under grant number 104.02-2015.89. This research was also supported by the National Research Foundation of Korea (NRF20100020209). We are grateful to Pohang Accelerator Laboratory (Pohang, Korea) for allowing us to conduct the grazing incidence wide angle X-ray scattering (GIWAXS) measurements. The image from this article is used as the cover image of the Volume 26, Issue 9.

Publisher Copyright:
© 2018, The Polymer Society of Korea and Springer Science+Business Media B.V., part of Springer Nature.

Keywords

as-cast film
conjugated copolymer
ladder type monomer
polymer solar cell
simple process
wide bandgap

ASJC Scopus subject areas

General Chemical Engineering
Organic Chemistry
Polymers and Plastics
Materials Chemistry

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10.1007/s13233-018-6128-7

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title = "Synthesis of Conjugated Wide-Bandgap Copolymers Bearing Ladder-Type Donating Units and Their Application to Non-Fullerene Polymer Solar Cells",

abstract = "Two new wide-bandgap conjugated copolymers, T-3MT and 2T-3MT, containing methyl-3-thiophenecarboxylate (3MT) as a weak accepting unit and indacenodithiophene (IDT) or indacenodithienothiophene (IDTT) as ladder-type donating units, were synthesized through Stille coupling polymerization. The effects of the IDT and IDTT units on the physical, optical, and electrochemical properties of these copolymers were investigated. Polymer solar cells (PSCs) were constructed using these new copolymers and different acceptor molecules for inter-comparative analysis of their performance. The PSCs bearing the as-cast active layers with 2,2′-((2Z,2′Z)-((4,4,9,9-tetrakis(4-hexylphenyl)-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 (IM-IDT) displayed the highest PCEs of 3.78−3.96%, mainly owing to the predominant face-on orientation of blend film, and the relatively high open circuit voltage exceeding 1.0 V. [Figure not available: see fulltext.].",

keywords = "as-cast film, conjugated copolymer, ladder type monomer, polymer solar cell, simple process, wide bandgap",

author = "Hoang, {Mai Ha} and Park, {Gi Eun} and Phan, {Dinh Long} and Ngo, {Trinh Tung} and Nguyen, {Tuyen Van} and Park, {Chang Geun} and Cho, {Min Ju} and Choi, {Dong Hoon}",

note = "Funding Information: Acknowledgments: This research is funded by Vietnam National Foundation for Science and Technology Development (NAFOSTED) under grant number 104.02-2015.89. This research was also supported by the National Research Foundation of Korea (NRF20100020209). We are grateful to Pohang Accelerator Laboratory (Pohang, Korea) for allowing us to conduct the grazing incidence wide angle X-ray scattering (GIWAXS) measurements. The image from this article is used as the cover image of the Volume 26, Issue 9. Publisher Copyright: {\textcopyright} 2018, The Polymer Society of Korea and Springer Science+Business Media B.V., part of Springer Nature.",

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AU - Ngo, Trinh Tung

AU - Nguyen, Tuyen Van

AU - Park, Chang Geun

AU - Cho, Min Ju

AU - Choi, Dong Hoon

N1 - Funding Information: Acknowledgments: This research is funded by Vietnam National Foundation for Science and Technology Development (NAFOSTED) under grant number 104.02-2015.89. This research was also supported by the National Research Foundation of Korea (NRF20100020209). We are grateful to Pohang Accelerator Laboratory (Pohang, Korea) for allowing us to conduct the grazing incidence wide angle X-ray scattering (GIWAXS) measurements. The image from this article is used as the cover image of the Volume 26, Issue 9. Publisher Copyright: © 2018, The Polymer Society of Korea and Springer Science+Business Media B.V., part of Springer Nature.

PY - 2018/9/1

Y1 - 2018/9/1

N2 - Two new wide-bandgap conjugated copolymers, T-3MT and 2T-3MT, containing methyl-3-thiophenecarboxylate (3MT) as a weak accepting unit and indacenodithiophene (IDT) or indacenodithienothiophene (IDTT) as ladder-type donating units, were synthesized through Stille coupling polymerization. The effects of the IDT and IDTT units on the physical, optical, and electrochemical properties of these copolymers were investigated. Polymer solar cells (PSCs) were constructed using these new copolymers and different acceptor molecules for inter-comparative analysis of their performance. The PSCs bearing the as-cast active layers with 2,2′-((2Z,2′Z)-((4,4,9,9-tetrakis(4-hexylphenyl)-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 (IM-IDT) displayed the highest PCEs of 3.78−3.96%, mainly owing to the predominant face-on orientation of blend film, and the relatively high open circuit voltage exceeding 1.0 V. [Figure not available: see fulltext.].

AB - Two new wide-bandgap conjugated copolymers, T-3MT and 2T-3MT, containing methyl-3-thiophenecarboxylate (3MT) as a weak accepting unit and indacenodithiophene (IDT) or indacenodithienothiophene (IDTT) as ladder-type donating units, were synthesized through Stille coupling polymerization. The effects of the IDT and IDTT units on the physical, optical, and electrochemical properties of these copolymers were investigated. Polymer solar cells (PSCs) were constructed using these new copolymers and different acceptor molecules for inter-comparative analysis of their performance. The PSCs bearing the as-cast active layers with 2,2′-((2Z,2′Z)-((4,4,9,9-tetrakis(4-hexylphenyl)-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 (IM-IDT) displayed the highest PCEs of 3.78−3.96%, mainly owing to the predominant face-on orientation of blend film, and the relatively high open circuit voltage exceeding 1.0 V. [Figure not available: see fulltext.].

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Synthesis of Conjugated Wide-Bandgap Copolymers Bearing Ladder-Type Donating Units and Their Application to Non-Fullerene Polymer Solar Cells

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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