Low-bandgap poly(4H-cyclopenta[def]phenanthrene) derivatives with 4,7-dithienyl-2,1,3-benzothiadiazole unit for photovoltaic cells

Jinwoo Kim; Sung Heum Park; Shinuk Cho; Youngeup Jin; Jaehong Kim; Il Kim; Jin Sook Lee; Joo Hyun Kim; Han Young Woo; Kwanghee Lee; Hongsuk Suh

doi:10.1016/j.polymer.2009.12.009

Low-bandgap poly(4H-cyclopenta[def]phenanthrene) derivatives with 4,7-dithienyl-2,1,3-benzothiadiazole unit for photovoltaic cells

Jinwoo Kim, Sung Heum Park, Shinuk Cho, Youngeup Jin, Jaehong Kim, Il Kim, Jin Sook Lee, Joo Hyun Kim, Han Young Woo, Kwanghee Lee, Hongsuk Suh

Research output: Contribution to journal › Article

31 Citations (Scopus)

Abstract

A series of conjugated polymer bearing 4H-cyclopenta[def]phenanthrene (CPP) unit have been synthesized and was evaluated in bulk heterojunction solar cell. The alternating copolymers with CPP unit were incorporated with 4,7-dithienyl-2,1,3-benzothiadiazole (DTBT) unit by Suzuki conditions. The newly synthesized copolymers, poly(2,6-((4,4-bis(2-ethylhexyl)-4H-cyclopenta[def]phenanthrene))-alt-(4,7-((2-thienyl)-2,1,3-benzothiadiazole))) (PCPP-DTBT), and poly(2,6-(4,4-bis(4-((2-ethylhexyl)oxy)phenyl)-4H-cyclopenta[def]phenanthrene)-alt-(4,7-((2-thienyl)-2,1,3-benzothiadiazole))) (PBEHPCPP-DTBT), contain dialkyl and bis(alkoxyphenyl) groups in the CPP unit, respectively. The HOMO-LUMO energy bandgaps of these materials, estimated from UV-vis spectroscopy and cyclic voltammetry (CV), were 2.00 eV for PCPP-DTBT and 1.80 eV for PBEHPCPP-DTBT. Bulk heterojunction solar cells based on the blends of the polymers with [6,6]phenyl-C₇₁-butyric acid methyl ester (PC₇₁BM) gave power conversion efficiencies as 1.00% for PCPP-DTBT and 1.12% for PBEHPCPP-DTBT under AM 1.5, 100 mW/cm².

Original language	English
Pages (from-to)	390-396
Number of pages	7
Journal	Polymer
Volume	51
Issue number	2
DOIs	https://doi.org/10.1016/j.polymer.2009.12.009
Publication status	Published - 2010 Jan 21
Externally published	Yes

Fingerprint

Photovoltaic cells

Heterojunctions

Solar cells

Energy gap

Bearings (structural)

Copolymers

Derivatives

Butyric acid

Conjugated polymers

Ultraviolet spectroscopy

Conversion efficiency

Cyclic voltammetry

Esters

Polymers

phenanthrene

benzo-1,2,3-thiadiazole

Butyric Acid

Keywords

Benzothiadiazole
Cyclopentaphenanthrene
Polymer solar cell

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Materials Chemistry

Cite this

Kim, J., Park, S. H., Cho, S., Jin, Y., Kim, J., Kim, I., ... Suh, H. (2010). Low-bandgap poly(4H-cyclopenta[def]phenanthrene) derivatives with 4,7-dithienyl-2,1,3-benzothiadiazole unit for photovoltaic cells. Polymer, 51(2), 390-396. https://doi.org/10.1016/j.polymer.2009.12.009

Low-bandgap poly(4H-cyclopenta[def]phenanthrene) derivatives with 4,7-dithienyl-2,1,3-benzothiadiazole unit for photovoltaic cells. / Kim, Jinwoo; Park, Sung Heum; Cho, Shinuk; Jin, Youngeup; Kim, Jaehong; Kim, Il; Lee, Jin Sook; Kim, Joo Hyun; Woo, Han Young; Lee, Kwanghee; Suh, Hongsuk.

In: Polymer, Vol. 51, No. 2, 21.01.2010, p. 390-396.

Research output: Contribution to journal › Article

Kim, J, Park, SH, Cho, S, Jin, Y, Kim, J, Kim, I, Lee, JS, Kim, JH, Woo, HY, Lee, K & Suh, H 2010, 'Low-bandgap poly(4H-cyclopenta[def]phenanthrene) derivatives with 4,7-dithienyl-2,1,3-benzothiadiazole unit for photovoltaic cells', Polymer, vol. 51, no. 2, pp. 390-396. https://doi.org/10.1016/j.polymer.2009.12.009

Kim J, Park SH, Cho S, Jin Y, Kim J, Kim I et al. Low-bandgap poly(4H-cyclopenta[def]phenanthrene) derivatives with 4,7-dithienyl-2,1,3-benzothiadiazole unit for photovoltaic cells. Polymer. 2010 Jan 21;51(2):390-396. https://doi.org/10.1016/j.polymer.2009.12.009

Kim, Jinwoo ; Park, Sung Heum ; Cho, Shinuk ; Jin, Youngeup ; Kim, Jaehong ; Kim, Il ; Lee, Jin Sook ; Kim, Joo Hyun ; Woo, Han Young ; Lee, Kwanghee ; Suh, Hongsuk. / Low-bandgap poly(4H-cyclopenta[def]phenanthrene) derivatives with 4,7-dithienyl-2,1,3-benzothiadiazole unit for photovoltaic cells. In: Polymer. 2010 ; Vol. 51, No. 2. pp. 390-396.

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abstract = "A series of conjugated polymer bearing 4H-cyclopenta[def]phenanthrene (CPP) unit have been synthesized and was evaluated in bulk heterojunction solar cell. The alternating copolymers with CPP unit were incorporated with 4,7-dithienyl-2,1,3-benzothiadiazole (DTBT) unit by Suzuki conditions. The newly synthesized copolymers, poly(2,6-((4,4-bis(2-ethylhexyl)-4H-cyclopenta[def]phenanthrene))-alt-(4,7-((2-thienyl)-2,1,3-benzothiadiazole))) (PCPP-DTBT), and poly(2,6-(4,4-bis(4-((2-ethylhexyl)oxy)phenyl)-4H-cyclopenta[def]phenanthrene)-alt-(4,7-((2-thienyl)-2,1,3-benzothiadiazole))) (PBEHPCPP-DTBT), contain dialkyl and bis(alkoxyphenyl) groups in the CPP unit, respectively. The HOMO-LUMO energy bandgaps of these materials, estimated from UV-vis spectroscopy and cyclic voltammetry (CV), were 2.00 eV for PCPP-DTBT and 1.80 eV for PBEHPCPP-DTBT. Bulk heterojunction solar cells based on the blends of the polymers with [6,6]phenyl-C71-butyric acid methyl ester (PC71BM) gave power conversion efficiencies as 1.00{\%} for PCPP-DTBT and 1.12{\%} for PBEHPCPP-DTBT under AM 1.5, 100 mW/cm2.",

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AU - Cho, Shinuk

AU - Jin, Youngeup

AU - Kim, Jaehong

AU - Kim, Il

AU - Lee, Jin Sook

AU - Kim, Joo Hyun

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10.1016/j.polymer.2009.12.009