A Planar Cyclopentadithiophene–Benzothiadiazole-Based
Copolymer with sp2‑Hybridized Bis(alkylsulfanyl)methylene
Substituents for Organic Thermoelectric Devices
Posted on 2018-04-20 - 20:43
A semicrystalline
p-type thermoelectric conjugated polymer based
on a polymer backbone of cyclopentadithiophene and benzothiadiazole,
poly[(4,4′-(bis(hexyldecylsulfanyl)methylene)cyclopenta[2,1-b:3,4-b′]dithiophene)-alt-(benzo[c][1,2,5]thiadiazole)] (PCPDTSBT), is designed
and synthesized by replacing normal alkyl side-chains with bis(alkylsulfanyl)methylene
substituents. The sp2-hybridized olefinic bis(alkylsulfanyl)methylene
side-chains and the sulfur–sulfur (S–S) chalcogen interactions
extend a chain planarity with strong interchain packing, which is
confirmed by density functional calculations and morphological studies,
i.e., grazing incidence X-ray scattering measurement. The doping,
electrical, morphological, and thermoelectric characteristics of PCPDTSBT
are investigated by comparison with those of poly[(4,4′-bis(2-ethylhexyl)cyclopenta[2,1-b:3,4-b′]dithiophene)-alt-(benzo[c][1,2,5]thiadiazole)] (PCPDTBT) with ethylhexyl
side-chains. Upon doping with a Lewis acid, B(C6F5)3, the maximum electrical conductivity (7.47 S cm–1) of PCPDTSBT is ∼1 order higher than that
(0.65 S cm–1) of PCPDTBT, and the best power factor
is measured to be 7.73 μW m–1 K–2 for PCPDTSBT with doping 9 mol % of B(C6F5)3. The Seebeck coefficient–electrical conductivity
relation is analyzed by using a charge transport model for polymers,
suggesting that the doped PCPDTSBT film has superb charge transport
property based on a high crystallinity with olefinic side-chains.
This study emphasizes the importance of side-chain engineering by
using the sp2-hybridized olefinic substituents to modulate
interchain packing, crystalline morphology, and the resulting electrical
properties.
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Lee, Jiae; Kim, Jaeyun; Nguyen, Thanh Luan; Kim, Miso; Park, Juhyung; Lee, Yeran; et al. (2018). A Planar Cyclopentadithiophene–Benzothiadiazole-Based
Copolymer with sp2‑Hybridized Bis(alkylsulfanyl)methylene
Substituents for Organic Thermoelectric Devices. ACS Publications. Collection. https://doi.org/10.1021/acs.macromol.8b00419
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AUTHORS (10)
JL
Jiae Lee
JK
Jaeyun Kim
TN
Thanh Luan Nguyen
MK
Miso Kim
JP
Juhyung Park
YL
Yeran Lee
SH
Sungu Hwang
YK
Young-Wan Kwon
JK
Jeonghun Kwak
HW
Han Young Woo