Stable High‐Conductivity Ethylenedioxythiophene Polymers via Borane‐Adduct Doping

Mukhopadhyaya, Tushita; Lee, Taein D.; Ganley, Connor; Tanwar, Swati; Raj, Piyush; Li, Lulin; Song, Yunjia; Clancy, Paulette; Barman, Ishan; Thon, Susanna; Katz, Howard E.

doi:10.1002/adfm.202208541

Stable High‐Conductivity Ethylenedioxythiophene Polymers via Borane‐Adduct Doping

Journal Article · Thu Oct 06 00:00:00 EDT 2022 · Advanced Functional Materials

DOI:https://doi.org/10.1002/adfm.202208541· OSTI ID:2419235

Mukhopadhyaya, Tushita ^[1]; Lee, Taein D. ^[2]; Ganley, Connor ^[2]; Tanwar, Swati ^[2]; Raj, Piyush ^[2]; Li, Lulin ^[2]; Song, Yunjia ^[2]; Clancy, Paulette ^[2]; Barman, Ishan ^[2]; Thon, Susanna ^[2]; ^[2]

Johns Hopkins Univ., Baltimore, MD (United States); OSTI
Johns Hopkins Univ., Baltimore, MD (United States)

Efficient doping of polymer semiconductors is required for high conductivity and efficient thermoelectric performance. Lewis acids, e.g., B(C₆F₅)₃, have been widely employed as dopants, but the mechanism is not fully understood. 1:1 “Wheland type” or zwitterionic complexes of B(C₆F₅)₃are created with small conjugated molecules 3,6-bis(5-(7-(5-methylthiophen-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)thiophen-2-yl)-2,5-dioctyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione [oligo_DPP(EDOT)₂] and 3,6-bis(5''-methyl-[2,2':5',2''-terthiophen]-5-yl)-2,5-dioctyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione [oligo_DPP(Th)₂]. Using a wide variety of experimental and computational approaches, the doping ability of these Wheland Complexes with B(C₆F₅)₃are characterized for five novel diketopyrrolopyrrole-ethylenedioxythiophene (DPP-EDOT)-based conjugated polymers. The electrical properties are a strong function of the specific conjugated molecule constituting the adduct, rather than acidic protons generated via hydrolysis of B(C₆F₅)₃, serving as the oxidant. It is highly probable that certain repeat units/segments form adduct structures inp-type conjugated polymers which act as intermediates for conjugated polymer doping. Electronic and optical properties are consistent with the increase in hole-donating ability of polymers with their cumulative donor strengths. The doped film of polymer (DPP(EDOT)₂-(EDOT)₂) exhibits exceptionally good thermal and air-storage stability. The highest conductivities, ≈300 and ≈200 S cm^-1, are achieved for DPP(EDOT)₂-(EDOT)₂doped with B(C₆F₅)₃and its Wheland complexes.

View Accepted Manuscript (DOE)

Research Organization:: Johns Hopkins Univ., Baltimore, MD (United States)

Sponsoring Organization:: National Science Foundation (NSF); USDOE; USDOE Office of Science (SC)

Grant/Contract Number:: FG02-07ER46465

OSTI ID:: 2419235

Alternate ID(s):: OSTI ID: 1995886

Journal Information:: Advanced Functional Materials, Journal Name: Advanced Functional Materials Journal Issue: 51 Vol. 32; ISSN 1616-301X

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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36 MATERIALS SCIENCE
Blending
Chemistry
Diketopyrrolopyrrole
EDOT
Electronic conductivities
Lewis acids
Materials Science
PEDOT:PSS
Physics
Science & Technology - Other Topics
Stabilties
Wheland adducts

Stable High‐Conductivity Ethylenedioxythiophene Polymers via Borane‐Adduct Doping

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