Synthesis and photovoltaic properties of low band gap quarterthiophenes- alt-diketopyrrolopyrroles polymers having high hole mobility

Seon Kyoung Son; Bong Soo Kim; Chun Young Lee; Joong Suk Lee; Jeong Ho Cho; Min Jae Ko; Doh Kwon Lee; Honggon Kim; Dong Hoon Choi; Kyungkon Kim

doi:10.1016/j.solmat.2012.04.043

Synthesis and photovoltaic properties of low band gap quarterthiophenes- alt-diketopyrrolopyrroles polymers having high hole mobility

Seon Kyoung Son, Bong Soo Kim, Chun Young Lee, Joong Suk Lee, Jeong Ho Cho, Min Jae Ko, Doh Kwon Lee, Honggon Kim, Dong Hoon Choi, Kyungkon Kim

Department of Chemistry & Nanoscience

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

11 Scopus citations

Abstract

Two low band gap copolymers (PQTDPP and PQTVTDPP) having quaterthiophene (QT) or bithiophene-vinylene-bithiophene (QTVT) as donor unit and diketopyrrolopyrrole (DPP) as acceptor unit have been synthesized via Stille cross-coupling polymerization. The polymers showed high thermal stability and broad light absorption with optical band gaps around 1.3 eV. Cyclic voltammetry measurements revealed that the HOMO and LUMO energy levels of QT and DPP copolymer (PQTDPP) were found to be -5.19 and -3.64 eV, respectively and those of PQTVTDPP -5.05 and -3.66 eV, respectively. X-ray diffraction patterns showed highly crystalline phase in the PQTDPP film and nearly amorphous in the PQTVTDPP film. This dramatic difference in crystallinity was attributed to the structural isomerization around vinyl groups in the PQTVTDPP polymer. Field-effect transistor measurement revealed that the PQTDPP showed high hole mobility of 0.06 cm ²/Vs and on/off ratio of 10 ⁶ while the PQTVTDPP showed hole mobility of 3.57×10 ^-4 cm ²/Vs and on/off ratio of 10 ⁵, which is consistent with X-ray diffraction results. Photovoltaic devices were also fabricated using polymer:PCBM blends in the structure of ITO/PEDOT:PSS/blend/Al. The PQTDPP devices exhibited an open circuit voltage (V _oc) of 0.58 V, a short circuit current (J _sc) of 7.16 mA/cm ², a fill factor (FF) of 0.55 and a power conversion efficiency (PCE) of 2.28%, and the PQTVTDPP devices exhibited an V _oc of 0.50 V, a J _sc of 7.60 mA/cm ², a FF of 0.51 and a PCE of 1.97% under AM 1.5 illumination.

Original language	English
Pages (from-to)	185-192
Number of pages	8
Journal	Solar Energy Materials and Solar Cells
Volume	104
DOIs	https://doi.org/10.1016/j.solmat.2012.04.043
State	Published - Sep 2012

Bibliographical note

Funding Information:
This research was supported by the Pioneer Research Center Program through the National Research Foundation of Korea funded by the Ministry of Education, Science and Technology ( 2009-0081500 ) and by the KRCF (Korea Research Council of Fundamental Science and Technology) and the KIST (Korea Institute of Science and Technology) for “NAP (National Agenda Project) program”.

Keywords

Low band gap polymer
Organic solar cell
Polymer solar cell

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10.1016/j.solmat.2012.04.043

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@article{27aaa7ea927a4f689bee42a36ddc7c93,

title = "Synthesis and photovoltaic properties of low band gap quarterthiophenes- alt-diketopyrrolopyrroles polymers having high hole mobility",

abstract = "Two low band gap copolymers (PQTDPP and PQTVTDPP) having quaterthiophene (QT) or bithiophene-vinylene-bithiophene (QTVT) as donor unit and diketopyrrolopyrrole (DPP) as acceptor unit have been synthesized via Stille cross-coupling polymerization. The polymers showed high thermal stability and broad light absorption with optical band gaps around 1.3 eV. Cyclic voltammetry measurements revealed that the HOMO and LUMO energy levels of QT and DPP copolymer (PQTDPP) were found to be -5.19 and -3.64 eV, respectively and those of PQTVTDPP -5.05 and -3.66 eV, respectively. X-ray diffraction patterns showed highly crystalline phase in the PQTDPP film and nearly amorphous in the PQTVTDPP film. This dramatic difference in crystallinity was attributed to the structural isomerization around vinyl groups in the PQTVTDPP polymer. Field-effect transistor measurement revealed that the PQTDPP showed high hole mobility of 0.06 cm 2/Vs and on/off ratio of 10 6 while the PQTVTDPP showed hole mobility of 3.57×10 -4 cm 2/Vs and on/off ratio of 10 5, which is consistent with X-ray diffraction results. Photovoltaic devices were also fabricated using polymer:PCBM blends in the structure of ITO/PEDOT:PSS/blend/Al. The PQTDPP devices exhibited an open circuit voltage (V oc) of 0.58 V, a short circuit current (J sc) of 7.16 mA/cm 2, a fill factor (FF) of 0.55 and a power conversion efficiency (PCE) of 2.28%, and the PQTVTDPP devices exhibited an V oc of 0.50 V, a J sc of 7.60 mA/cm 2, a FF of 0.51 and a PCE of 1.97% under AM 1.5 illumination.",

keywords = "Low band gap polymer, Organic solar cell, Polymer solar cell",

author = "Son, {Seon Kyoung} and Kim, {Bong Soo} and Lee, {Chun Young} and Lee, {Joong Suk} and Cho, {Jeong Ho} and Ko, {Min Jae} and Lee, {Doh Kwon} and Honggon Kim and Choi, {Dong Hoon} and Kyungkon Kim",

note = "Funding Information: This research was supported by the Pioneer Research Center Program through the National Research Foundation of Korea funded by the Ministry of Education, Science and Technology ( 2009-0081500 ) and by the KRCF (Korea Research Council of Fundamental Science and Technology) and the KIST (Korea Institute of Science and Technology) for “NAP (National Agenda Project) program”.",

year = "2012",

month = sep,

doi = "10.1016/j.solmat.2012.04.043",

language = "English",

volume = "104",

pages = "185--192",

journal = "Solar Energy Materials and Solar Cells",

issn = "0927-0248",

publisher = "Elsevier BV",

}

TY - JOUR

T1 - Synthesis and photovoltaic properties of low band gap quarterthiophenes- alt-diketopyrrolopyrroles polymers having high hole mobility

AU - Son, Seon Kyoung

AU - Kim, Bong Soo

AU - Lee, Chun Young

AU - Lee, Joong Suk

AU - Cho, Jeong Ho

AU - Ko, Min Jae

AU - Lee, Doh Kwon

AU - Kim, Honggon

AU - Choi, Dong Hoon

AU - Kim, Kyungkon

N1 - Funding Information: This research was supported by the Pioneer Research Center Program through the National Research Foundation of Korea funded by the Ministry of Education, Science and Technology ( 2009-0081500 ) and by the KRCF (Korea Research Council of Fundamental Science and Technology) and the KIST (Korea Institute of Science and Technology) for “NAP (National Agenda Project) program”.

PY - 2012/9

Y1 - 2012/9

N2 - Two low band gap copolymers (PQTDPP and PQTVTDPP) having quaterthiophene (QT) or bithiophene-vinylene-bithiophene (QTVT) as donor unit and diketopyrrolopyrrole (DPP) as acceptor unit have been synthesized via Stille cross-coupling polymerization. The polymers showed high thermal stability and broad light absorption with optical band gaps around 1.3 eV. Cyclic voltammetry measurements revealed that the HOMO and LUMO energy levels of QT and DPP copolymer (PQTDPP) were found to be -5.19 and -3.64 eV, respectively and those of PQTVTDPP -5.05 and -3.66 eV, respectively. X-ray diffraction patterns showed highly crystalline phase in the PQTDPP film and nearly amorphous in the PQTVTDPP film. This dramatic difference in crystallinity was attributed to the structural isomerization around vinyl groups in the PQTVTDPP polymer. Field-effect transistor measurement revealed that the PQTDPP showed high hole mobility of 0.06 cm 2/Vs and on/off ratio of 10 6 while the PQTVTDPP showed hole mobility of 3.57×10 -4 cm 2/Vs and on/off ratio of 10 5, which is consistent with X-ray diffraction results. Photovoltaic devices were also fabricated using polymer:PCBM blends in the structure of ITO/PEDOT:PSS/blend/Al. The PQTDPP devices exhibited an open circuit voltage (V oc) of 0.58 V, a short circuit current (J sc) of 7.16 mA/cm 2, a fill factor (FF) of 0.55 and a power conversion efficiency (PCE) of 2.28%, and the PQTVTDPP devices exhibited an V oc of 0.50 V, a J sc of 7.60 mA/cm 2, a FF of 0.51 and a PCE of 1.97% under AM 1.5 illumination.

AB - Two low band gap copolymers (PQTDPP and PQTVTDPP) having quaterthiophene (QT) or bithiophene-vinylene-bithiophene (QTVT) as donor unit and diketopyrrolopyrrole (DPP) as acceptor unit have been synthesized via Stille cross-coupling polymerization. The polymers showed high thermal stability and broad light absorption with optical band gaps around 1.3 eV. Cyclic voltammetry measurements revealed that the HOMO and LUMO energy levels of QT and DPP copolymer (PQTDPP) were found to be -5.19 and -3.64 eV, respectively and those of PQTVTDPP -5.05 and -3.66 eV, respectively. X-ray diffraction patterns showed highly crystalline phase in the PQTDPP film and nearly amorphous in the PQTVTDPP film. This dramatic difference in crystallinity was attributed to the structural isomerization around vinyl groups in the PQTVTDPP polymer. Field-effect transistor measurement revealed that the PQTDPP showed high hole mobility of 0.06 cm 2/Vs and on/off ratio of 10 6 while the PQTVTDPP showed hole mobility of 3.57×10 -4 cm 2/Vs and on/off ratio of 10 5, which is consistent with X-ray diffraction results. Photovoltaic devices were also fabricated using polymer:PCBM blends in the structure of ITO/PEDOT:PSS/blend/Al. The PQTDPP devices exhibited an open circuit voltage (V oc) of 0.58 V, a short circuit current (J sc) of 7.16 mA/cm 2, a fill factor (FF) of 0.55 and a power conversion efficiency (PCE) of 2.28%, and the PQTVTDPP devices exhibited an V oc of 0.50 V, a J sc of 7.60 mA/cm 2, a FF of 0.51 and a PCE of 1.97% under AM 1.5 illumination.

KW - Low band gap polymer

KW - Organic solar cell

KW - Polymer solar cell

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M3 - Article

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JO - Solar Energy Materials and Solar Cells

JF - Solar Energy Materials and Solar Cells

ER -

Synthesis and photovoltaic properties of low band gap quarterthiophenes- alt-diketopyrrolopyrroles polymers having high hole mobility

Abstract

Bibliographical note

Keywords

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