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Acene Ring Size Optimization in Fused Lactam Polymers Enabling High n-Type Organic Thermoelectric Performance

Chen, Hu (author)
King Abdullah Univ Sci & Technol KAUST, Saudi Arabia
Moser, Maximilian (author)
Imperial Coll London, England; Imperial Coll London, England; Univ Oxford, England
Wang, Suhao (author)
Linköpings universitet,Laboratoriet för organisk elektronik,Tekniska fakulteten
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Jellett, Cameron (author)
Imperial Coll London, England; Imperial Coll London, England
Thorley, Karl (author)
Univ Kentucky, KY 40506 USA
Harrison, George T. (author)
King Abdullah Univ Sci & Technol KAUST, Saudi Arabia
Jiao, Xuechen (author)
Monash Univ, Australia
Xiao, Mingfei (author)
Univ Cambridge, England
Purushothaman, Balaji (author)
King Abdullah Univ Sci & Technol KAUST, Saudi Arabia
Alsufyani, Maryam (author)
King Abdullah Univ Sci & Technol KAUST, Saudi Arabia
Bristow, Helen (author)
Imperial Coll London, England; Imperial Coll London, England; Univ Oxford, England
De Wolf, Stefaan (author)
King Abdullah Univ Sci & Technol KAUST, Saudi Arabia
Gasparini, Nicola (author)
Imperial Coll London, England; Imperial Coll London, England
Wadsworth, Andrew (author)
Imperial Coll London, England; Imperial Coll London, England; Univ Oxford, England
McNeill, Christopher R. (author)
Monash Univ, Australia
Sirringhaus, Henning (author)
Univ Cambridge, England
Fabiano, Simone (author)
Linköpings universitet,Laboratoriet för organisk elektronik,Tekniska fakulteten
McCulloch, Iain (author)
King Abdullah Univ Sci & Technol KAUST, Saudi Arabia; Univ Oxford, England
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 (creator_code:org_t)
2020-12-22
2021
English.
In: Journal of the American Chemical Society. - : AMER CHEMICAL SOC. - 0002-7863 .- 1520-5126. ; 143:1, s. 260-268
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • Three n-type fused lactam semiconducting polymers were synthesized for thermoelectric and transistor applications via a cheap, highly atom-efficient, and nontoxic transition-metal free aldol polycondensation. Energy level analysis of the three polymers demonstrated that reducing the central acene core size from two anthracenes (A-A), to mixed naphthalene-anthracene (A-N), and two naphthalene cores (N-N) resulted in progressively larger electron affinities, thereby suggesting an increasingly more favorable and efficient solution doping process when employing 4-(2,3-dihydro-1,3-dimethyl-1H-benzimidazol-2-yl)-N,N-dimethylbenzenamine (N-DMBI) as the dopant. Meanwhile, organic field effect transistor (OFET) mobility data showed the N-N and A-N polymers to feature the highest charge carrier mobilities, further highlighting the benefits of aryl core contraction to the electronic performance of the materials. Ultimately, the combination of these two factors resulted in N-N, A-N, and A-A to display power factors (PFs) of 3.2 mu W m(-1) K-2, 1.6 mu W m(-1 )K(-2), and 0.3 mu W m(-1) K-2, respectively, when doped with N-DMBI, whereby the PFs recorded for N-N and A-N are among the highest reported in the literature for n-type polymers. Importantly, the results reported in this study highlight that modulating the size of the central acene ring is a highly effective molecular design strategy to optimize the thermoelectric performance of conjugated polymers, thus also providing new insights into the molecular design guidelines for the next generation of high-performance n-type materials for thermoelectric applications.

Subject headings

NATURVETENSKAP  -- Kemi -- Polymerkemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences -- Polymer Chemistry (hsv//eng)

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