New conjugated regular terpolymers based on diketopyrrolopyrrole-benzodithiophene and their application to thin film transistors and polymer solar cells

Aesun Kim, Ji Hyung Lee, Hyung Jong Kim, Suna Choi, Young Un Kim, Chang Geun Park, Choel Hun Jeong, Min Ju Cho, Dong Hoon Choi

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Conjugated binary copolymers containing an electron donor (D) and acceptor (A) in the repeating unit have been extensively studied due to their excellent charge transport properties. Moreover, conjugated terpolymers containing a third monomer in addition to the two D and A monomers have been recognized to exhibit finely tuned properties relative to the binary D-A copolymer. Diketopyrrolopyrrole (DPP)–based conjugated regular terpolymers (CRTs) containing two different electron donor monomers were synthesized herein to exploit the advantages of the terpolymer. Two terpolymers were synthesized by using bithiophene and pyrene as third monomers. Compared to the reference copolymer, poly[3-(5-(benzo[1,2-b:4,5-b']dithiophen-2-yl)thiophen-2-yl)-2,5-bis(2-decyltetradecyl)-6-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione] (PDPPBDT), the new terpolymers exhibited distinct physical properties, absorption properties, and electronic energy levels. The terpolymers were employed in thin film transistors (TFTs) and polymer solar cells (PSCs) and the device performance was studied. The highest mobility achieved for the TFT devices was close to 1.0 cm2 V−1 s−1 and was obtained with the PDPPBTBDT terpolymer film as the active layer, whereas the mobilities of the TFTs employing the PDPPPYBDT and PDPPBDT polymers were relatively low. In contrast with the TFT device results, the PSC fabricated with PDPPPYBDT:PC71BM showed the highest power conversion efficiency (PCE) of 4.46% due to the relatively high Voc and Jsc. The results of this study confirmed that the use of a regular terpolymer structure permits fine adjustment of the light absorption range, the molecular energy levels, and the film morphology of the polymer, in turn influencing the device performance of TFTs or PSCs.

Original languageEnglish
Pages (from-to)36-43
Number of pages8
JournalSynthetic Metals
Volume236
DOIs
Publication statusPublished - 2018 Feb 1

Fingerprint

Terpolymers
Thin film transistors
transistors
solar cells
monomers
polymers
thin films
copolymers
Monomers
molecular energy levels
Copolymers
Electron energy levels
Dione
pyrenes
pyrroles
Polymers
electromagnetic absorption
electrons
physical properties
transport properties

Keywords

  • Benzodithiophene
  • Diketopyrrolopyrrole
  • Polymer solar cells
  • Terpolymer
  • Thin film transistors

ASJC Scopus subject areas

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

Cite this

New conjugated regular terpolymers based on diketopyrrolopyrrole-benzodithiophene and their application to thin film transistors and polymer solar cells. / Kim, Aesun; Lee, Ji Hyung; Kim, Hyung Jong; Choi, Suna; Kim, Young Un; Park, Chang Geun; Jeong, Choel Hun; Cho, Min Ju; Choi, Dong Hoon.

In: Synthetic Metals, Vol. 236, 01.02.2018, p. 36-43.

Research output: Contribution to journalArticle

Kim, Aesun ; Lee, Ji Hyung ; Kim, Hyung Jong ; Choi, Suna ; Kim, Young Un ; Park, Chang Geun ; Jeong, Choel Hun ; Cho, Min Ju ; Choi, Dong Hoon. / New conjugated regular terpolymers based on diketopyrrolopyrrole-benzodithiophene and their application to thin film transistors and polymer solar cells. In: Synthetic Metals. 2018 ; Vol. 236. pp. 36-43.
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abstract = "Conjugated binary copolymers containing an electron donor (D) and acceptor (A) in the repeating unit have been extensively studied due to their excellent charge transport properties. Moreover, conjugated terpolymers containing a third monomer in addition to the two D and A monomers have been recognized to exhibit finely tuned properties relative to the binary D-A copolymer. Diketopyrrolopyrrole (DPP)–based conjugated regular terpolymers (CRTs) containing two different electron donor monomers were synthesized herein to exploit the advantages of the terpolymer. Two terpolymers were synthesized by using bithiophene and pyrene as third monomers. Compared to the reference copolymer, poly[3-(5-(benzo[1,2-b:4,5-b']dithiophen-2-yl)thiophen-2-yl)-2,5-bis(2-decyltetradecyl)-6-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione] (PDPPBDT), the new terpolymers exhibited distinct physical properties, absorption properties, and electronic energy levels. The terpolymers were employed in thin film transistors (TFTs) and polymer solar cells (PSCs) and the device performance was studied. The highest mobility achieved for the TFT devices was close to 1.0 cm2 V−1 s−1 and was obtained with the PDPPBTBDT terpolymer film as the active layer, whereas the mobilities of the TFTs employing the PDPPPYBDT and PDPPBDT polymers were relatively low. In contrast with the TFT device results, the PSC fabricated with PDPPPYBDT:PC71BM showed the highest power conversion efficiency (PCE) of 4.46{\%} due to the relatively high Voc and Jsc. The results of this study confirmed that the use of a regular terpolymer structure permits fine adjustment of the light absorption range, the molecular energy levels, and the film morphology of the polymer, in turn influencing the device performance of TFTs or PSCs.",
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AU - Kim, Aesun

AU - Lee, Ji Hyung

AU - Kim, Hyung Jong

AU - Choi, Suna

AU - Kim, Young Un

AU - Park, Chang Geun

AU - Jeong, Choel Hun

AU - Cho, Min Ju

AU - Choi, Dong Hoon

PY - 2018/2/1

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N2 - Conjugated binary copolymers containing an electron donor (D) and acceptor (A) in the repeating unit have been extensively studied due to their excellent charge transport properties. Moreover, conjugated terpolymers containing a third monomer in addition to the two D and A monomers have been recognized to exhibit finely tuned properties relative to the binary D-A copolymer. Diketopyrrolopyrrole (DPP)–based conjugated regular terpolymers (CRTs) containing two different electron donor monomers were synthesized herein to exploit the advantages of the terpolymer. Two terpolymers were synthesized by using bithiophene and pyrene as third monomers. Compared to the reference copolymer, poly[3-(5-(benzo[1,2-b:4,5-b']dithiophen-2-yl)thiophen-2-yl)-2,5-bis(2-decyltetradecyl)-6-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione] (PDPPBDT), the new terpolymers exhibited distinct physical properties, absorption properties, and electronic energy levels. The terpolymers were employed in thin film transistors (TFTs) and polymer solar cells (PSCs) and the device performance was studied. The highest mobility achieved for the TFT devices was close to 1.0 cm2 V−1 s−1 and was obtained with the PDPPBTBDT terpolymer film as the active layer, whereas the mobilities of the TFTs employing the PDPPPYBDT and PDPPBDT polymers were relatively low. In contrast with the TFT device results, the PSC fabricated with PDPPPYBDT:PC71BM showed the highest power conversion efficiency (PCE) of 4.46% due to the relatively high Voc and Jsc. The results of this study confirmed that the use of a regular terpolymer structure permits fine adjustment of the light absorption range, the molecular energy levels, and the film morphology of the polymer, in turn influencing the device performance of TFTs or PSCs.

AB - Conjugated binary copolymers containing an electron donor (D) and acceptor (A) in the repeating unit have been extensively studied due to their excellent charge transport properties. Moreover, conjugated terpolymers containing a third monomer in addition to the two D and A monomers have been recognized to exhibit finely tuned properties relative to the binary D-A copolymer. Diketopyrrolopyrrole (DPP)–based conjugated regular terpolymers (CRTs) containing two different electron donor monomers were synthesized herein to exploit the advantages of the terpolymer. Two terpolymers were synthesized by using bithiophene and pyrene as third monomers. Compared to the reference copolymer, poly[3-(5-(benzo[1,2-b:4,5-b']dithiophen-2-yl)thiophen-2-yl)-2,5-bis(2-decyltetradecyl)-6-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione] (PDPPBDT), the new terpolymers exhibited distinct physical properties, absorption properties, and electronic energy levels. The terpolymers were employed in thin film transistors (TFTs) and polymer solar cells (PSCs) and the device performance was studied. The highest mobility achieved for the TFT devices was close to 1.0 cm2 V−1 s−1 and was obtained with the PDPPBTBDT terpolymer film as the active layer, whereas the mobilities of the TFTs employing the PDPPPYBDT and PDPPBDT polymers were relatively low. In contrast with the TFT device results, the PSC fabricated with PDPPPYBDT:PC71BM showed the highest power conversion efficiency (PCE) of 4.46% due to the relatively high Voc and Jsc. The results of this study confirmed that the use of a regular terpolymer structure permits fine adjustment of the light absorption range, the molecular energy levels, and the film morphology of the polymer, in turn influencing the device performance of TFTs or PSCs.

KW - Benzodithiophene

KW - Diketopyrrolopyrrole

KW - Polymer solar cells

KW - Terpolymer

KW - Thin film transistors

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