Dithienothiophene-diketopyrrolopyrrole-containing copolymers with alkyl side-chain and their application to polymer solar cells

Suna Choi; Gi Eun Park; Jicheol Shin; Hyun Ah Um; Min Ju Cho; Dong Hoon Choi

doi:10.1016/j.synthmet.2015.12.013

Dithienothiophene-diketopyrrolopyrrole-containing copolymers with alkyl side-chain and their application to polymer solar cells

Suna Choi, Gi Eun Park, Jicheol Shin, Hyun Ah Um, Min Ju Cho, Dong Hoon Choi

Department of Chemistry

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

9 Citations (Scopus)

Abstract

We synthesized a series of dithieno[3,2-b:2′,3′-d]thiophene and diketopyrrolopyrrole (DPP) based alternating copolymers, PDTTDPPs, with one of three branched alkyl side-chains (2-ethylhexyl, 2-butyloctyl, or 2-decyltetradecyl chains) tethered to the DPP moiety. These branched alkyl side-chains of various sizes were anchored to the DPP moiety owing to the relatively facile synthesis of DPP-based building blocks. We investigated the characteristics of the new PDTTDPP-based conjugated polymers bearing different alkyl chain substituents and the effect of the side chain on the device performance. A PDTTDPP-DT-based thin film transistor (TFT) exhibited the highest mobility of 6.88 × 10^-2 cm² V^-1 s^-1, whereas the mobilities of TFTs made with PDTTDPP-EH and PDTTDPP-BO polymers were 6.13 × 10^-3 and 7.65 × 10^-3 cm² V^-1 s^-1, respectively. A polymer solar cell based on PDTTDPP-DT:[6,6]-phenyl-C71-butyric acid methyl ester (PC₇₁BM) (1:1.5 w/w) showed the highest power conversion efficiency of 3.44%.

Original language	English
Pages (from-to)	167-173
Number of pages	7
Journal	Synthetic Metals
Volume	212
DOIs	https://doi.org/10.1016/j.synthmet.2015.12.013
Publication status	Published - 2016 Feb 1

Keywords

Alkyl chain engineering
Conjugated polymer
Organic semiconductor
Polymer solar cell

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Condensed Matter Physics
Mechanics of Materials
Mechanical Engineering
Metals and Alloys
Materials Chemistry

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10.1016/j.synthmet.2015.12.013

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@article{a4638fa2f53646a983b41a03c945e563,

title = "Dithienothiophene-diketopyrrolopyrrole-containing copolymers with alkyl side-chain and their application to polymer solar cells",

abstract = "We synthesized a series of dithieno[3,2-b:2′,3′-d]thiophene and diketopyrrolopyrrole (DPP) based alternating copolymers, PDTTDPPs, with one of three branched alkyl side-chains (2-ethylhexyl, 2-butyloctyl, or 2-decyltetradecyl chains) tethered to the DPP moiety. These branched alkyl side-chains of various sizes were anchored to the DPP moiety owing to the relatively facile synthesis of DPP-based building blocks. We investigated the characteristics of the new PDTTDPP-based conjugated polymers bearing different alkyl chain substituents and the effect of the side chain on the device performance. A PDTTDPP-DT-based thin film transistor (TFT) exhibited the highest mobility of 6.88 × 10-2 cm2 V-1 s-1, whereas the mobilities of TFTs made with PDTTDPP-EH and PDTTDPP-BO polymers were 6.13 × 10-3 and 7.65 × 10-3 cm2 V-1 s-1, respectively. A polymer solar cell based on PDTTDPP-DT:[6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) (1:1.5 w/w) showed the highest power conversion efficiency of 3.44%.",

keywords = "Alkyl chain engineering, Conjugated polymer, Organic semiconductor, Polymer solar cell",

author = "Suna Choi and Park, {Gi Eun} and Jicheol Shin and Um, {Hyun Ah} and Cho, {Min Ju} and Choi, {Dong Hoon}",

note = "Funding Information: This research was supported by the Priority Research Centers Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( NRF20100020209 ) and by the National Research Foundation of Korea ( NRF2012R1A2A1A01008797 ). Grazing incidence X-ray diffraction (GI-XRD) measurements were performed using Beam line 9A at the Pohang Accelerator Laboratory (Pohang, Korea). Publisher Copyright: {\textcopyright} 2015 Elsevier B.V. All rights reserved.",

year = "2016",

month = feb,

day = "1",

doi = "10.1016/j.synthmet.2015.12.013",

language = "English",

volume = "212",

pages = "167--173",

journal = "Synthetic Metals",

issn = "0379-6779",

publisher = "Elsevier BV",

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TY - JOUR

T1 - Dithienothiophene-diketopyrrolopyrrole-containing copolymers with alkyl side-chain and their application to polymer solar cells

AU - Choi, Suna

AU - Park, Gi Eun

AU - Shin, Jicheol

AU - Um, Hyun Ah

AU - Cho, Min Ju

AU - Choi, Dong Hoon

N1 - Funding Information: This research was supported by the Priority Research Centers Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( NRF20100020209 ) and by the National Research Foundation of Korea ( NRF2012R1A2A1A01008797 ). Grazing incidence X-ray diffraction (GI-XRD) measurements were performed using Beam line 9A at the Pohang Accelerator Laboratory (Pohang, Korea). Publisher Copyright: © 2015 Elsevier B.V. All rights reserved.

PY - 2016/2/1

Y1 - 2016/2/1

N2 - We synthesized a series of dithieno[3,2-b:2′,3′-d]thiophene and diketopyrrolopyrrole (DPP) based alternating copolymers, PDTTDPPs, with one of three branched alkyl side-chains (2-ethylhexyl, 2-butyloctyl, or 2-decyltetradecyl chains) tethered to the DPP moiety. These branched alkyl side-chains of various sizes were anchored to the DPP moiety owing to the relatively facile synthesis of DPP-based building blocks. We investigated the characteristics of the new PDTTDPP-based conjugated polymers bearing different alkyl chain substituents and the effect of the side chain on the device performance. A PDTTDPP-DT-based thin film transistor (TFT) exhibited the highest mobility of 6.88 × 10-2 cm2 V-1 s-1, whereas the mobilities of TFTs made with PDTTDPP-EH and PDTTDPP-BO polymers were 6.13 × 10-3 and 7.65 × 10-3 cm2 V-1 s-1, respectively. A polymer solar cell based on PDTTDPP-DT:[6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) (1:1.5 w/w) showed the highest power conversion efficiency of 3.44%.

AB - We synthesized a series of dithieno[3,2-b:2′,3′-d]thiophene and diketopyrrolopyrrole (DPP) based alternating copolymers, PDTTDPPs, with one of three branched alkyl side-chains (2-ethylhexyl, 2-butyloctyl, or 2-decyltetradecyl chains) tethered to the DPP moiety. These branched alkyl side-chains of various sizes were anchored to the DPP moiety owing to the relatively facile synthesis of DPP-based building blocks. We investigated the characteristics of the new PDTTDPP-based conjugated polymers bearing different alkyl chain substituents and the effect of the side chain on the device performance. A PDTTDPP-DT-based thin film transistor (TFT) exhibited the highest mobility of 6.88 × 10-2 cm2 V-1 s-1, whereas the mobilities of TFTs made with PDTTDPP-EH and PDTTDPP-BO polymers were 6.13 × 10-3 and 7.65 × 10-3 cm2 V-1 s-1, respectively. A polymer solar cell based on PDTTDPP-DT:[6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) (1:1.5 w/w) showed the highest power conversion efficiency of 3.44%.

KW - Alkyl chain engineering

KW - Conjugated polymer

KW - Organic semiconductor

KW - Polymer solar cell

UR - http://www.scopus.com/inward/record.url?scp=84952324051&partnerID=8YFLogxK

U2 - 10.1016/j.synthmet.2015.12.013

DO - 10.1016/j.synthmet.2015.12.013

M3 - Article

AN - SCOPUS:84952324051

SN - 0379-6779

VL - 212

SP - 167

EP - 173

JO - Synthetic Metals

JF - Synthetic Metals

ER -

Dithienothiophene-diketopyrrolopyrrole-containing copolymers with alkyl side-chain and their application to polymer solar cells

Abstract

Keywords

ASJC Scopus subject areas

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