Regioisomeric π-conjugated terpolymers bearing carboxylate substituted thienothiophenyl quarterthiophene and their application to fullerene-free polymer solar cells

Chang Geun Park, Gi Eun Park, Ji Hyung Lee, Aesun Kim, Young Un Kim, Seo Yeon Park, Su Hong Park, Min Ju Cho, Dong Hoon Choi

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Two regioisomeric π-conjugated terpolymers bearing carboxylated thiophene (CT) as electron accepting unit and thienothiophene (TT) and bithiophene (BT) as electron donating units were successfully synthesized for enhancing the performance of polymer solar cells (PSCs). Regio-regular and regio-random binary copolymers based on CT and BT were also prepared as control polymers. All polymers showed unique optical properties and crystalline behaviors. Among the PSC devices fabricated in this study, the PSC based on the regio-random terpolymer (Ran-TT) and 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:5,6b′]-dithiophene (ITIC) exhibited the highest power conversion efficiency of 5.65% with a high short circuit current density (Jsc) of 12.63 mA cm−2 and an open circuit voltage (Voc) of 0.81 V. The promising PCE value is attributed to the low-lying highest occupied molecular orbital (HOMO) of Ran-TT, effective complementary absorption spectrum and favorable internal morphology of the blend film. The internal morphology of the Ran-TT was observed to be more fine phase separation than that of the regio-regular terpolymer, facilitating exciton diffusion and dissociation in the bulk heterojunction.

Original languageEnglish
Pages (from-to)142-150
Number of pages9
JournalPolymer (United Kingdom)
Volume146
DOIs
Publication statusPublished - 2018 Jun 20

Fingerprint

Bearings (structural)
Fullerenes
Terpolymers
Thiophenes
Thiophene
Polymers
Electrons
Molecular orbitals
Open circuit voltage
Excitons
Phase separation
Short circuit currents
Conversion efficiency
Heterojunctions
Absorption spectra
Current density
Copolymers
Optical properties
Crystalline materials
Polymer solar cells

Keywords

  • Carboxylated thiophene
  • Organic solar cell
  • Regioisomeric
  • Semiconductor
  • Terpolymer

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics

Cite this

Regioisomeric π-conjugated terpolymers bearing carboxylate substituted thienothiophenyl quarterthiophene and their application to fullerene-free polymer solar cells. / Park, Chang Geun; Park, Gi Eun; Lee, Ji Hyung; Kim, Aesun; Kim, Young Un; Park, Seo Yeon; Park, Su Hong; Cho, Min Ju; Choi, Dong Hoon.

In: Polymer (United Kingdom), Vol. 146, 20.06.2018, p. 142-150.

Research output: Contribution to journalArticle

Park, Chang Geun ; Park, Gi Eun ; Lee, Ji Hyung ; Kim, Aesun ; Kim, Young Un ; Park, Seo Yeon ; Park, Su Hong ; Cho, Min Ju ; Choi, Dong Hoon. / Regioisomeric π-conjugated terpolymers bearing carboxylate substituted thienothiophenyl quarterthiophene and their application to fullerene-free polymer solar cells. In: Polymer (United Kingdom). 2018 ; Vol. 146. pp. 142-150.
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abstract = "Two regioisomeric π-conjugated terpolymers bearing carboxylated thiophene (CT) as electron accepting unit and thienothiophene (TT) and bithiophene (BT) as electron donating units were successfully synthesized for enhancing the performance of polymer solar cells (PSCs). Regio-regular and regio-random binary copolymers based on CT and BT were also prepared as control polymers. All polymers showed unique optical properties and crystalline behaviors. Among the PSC devices fabricated in this study, the PSC based on the regio-random terpolymer (Ran-TT) and 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:5,6b′]-dithiophene (ITIC) exhibited the highest power conversion efficiency of 5.65{\%} with a high short circuit current density (Jsc) of 12.63 mA cm−2 and an open circuit voltage (Voc) of 0.81 V. The promising PCE value is attributed to the low-lying highest occupied molecular orbital (HOMO) of Ran-TT, effective complementary absorption spectrum and favorable internal morphology of the blend film. The internal morphology of the Ran-TT was observed to be more fine phase separation than that of the regio-regular terpolymer, facilitating exciton diffusion and dissociation in the bulk heterojunction.",
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AU - Park, Gi Eun

AU - Lee, Ji Hyung

AU - Kim, Aesun

AU - Kim, Young Un

AU - Park, Seo Yeon

AU - Park, Su Hong

AU - Cho, Min Ju

AU - Choi, Dong Hoon

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N2 - Two regioisomeric π-conjugated terpolymers bearing carboxylated thiophene (CT) as electron accepting unit and thienothiophene (TT) and bithiophene (BT) as electron donating units were successfully synthesized for enhancing the performance of polymer solar cells (PSCs). Regio-regular and regio-random binary copolymers based on CT and BT were also prepared as control polymers. All polymers showed unique optical properties and crystalline behaviors. Among the PSC devices fabricated in this study, the PSC based on the regio-random terpolymer (Ran-TT) and 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:5,6b′]-dithiophene (ITIC) exhibited the highest power conversion efficiency of 5.65% with a high short circuit current density (Jsc) of 12.63 mA cm−2 and an open circuit voltage (Voc) of 0.81 V. The promising PCE value is attributed to the low-lying highest occupied molecular orbital (HOMO) of Ran-TT, effective complementary absorption spectrum and favorable internal morphology of the blend film. The internal morphology of the Ran-TT was observed to be more fine phase separation than that of the regio-regular terpolymer, facilitating exciton diffusion and dissociation in the bulk heterojunction.

AB - Two regioisomeric π-conjugated terpolymers bearing carboxylated thiophene (CT) as electron accepting unit and thienothiophene (TT) and bithiophene (BT) as electron donating units were successfully synthesized for enhancing the performance of polymer solar cells (PSCs). Regio-regular and regio-random binary copolymers based on CT and BT were also prepared as control polymers. All polymers showed unique optical properties and crystalline behaviors. Among the PSC devices fabricated in this study, the PSC based on the regio-random terpolymer (Ran-TT) and 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:5,6b′]-dithiophene (ITIC) exhibited the highest power conversion efficiency of 5.65% with a high short circuit current density (Jsc) of 12.63 mA cm−2 and an open circuit voltage (Voc) of 0.81 V. The promising PCE value is attributed to the low-lying highest occupied molecular orbital (HOMO) of Ran-TT, effective complementary absorption spectrum and favorable internal morphology of the blend film. The internal morphology of the Ran-TT was observed to be more fine phase separation than that of the regio-regular terpolymer, facilitating exciton diffusion and dissociation in the bulk heterojunction.

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KW - Semiconductor

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