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Liquid Crystallinity as a Self-Assembly Motif for High-Efficiency, Solution-Processed, Solid-State Singlet Fission Materials

Masoomi-Godarzi, Saghar ; Liu, Maning LU orcid ; Tachibana, Yasuhiro ; Mitchell, Valerie D. ; Goerigk, Lars ; Ghiggino, Kenneth P. ; Smith, Trevor A. and Jones, David J. (2019) In Advanced Energy Materials 9(31).
Abstract

Solution and solution-deposited thin films of the discotic liquid crystalline electron acceptor–donor–acceptor (A-D-A) p-type organic semiconductor FHBC(TDPP)2, synthesized by coupling thienyl substituted diketopyrrolopyrrole (TDPP) onto a fluorenyl substituted hexa-peri-hexabenzocoronene (FHBC) core, are examined by ultrafast and nanosecond transient absorption spectroscopy, and time-resolved photoluminescence studies to examine their ability to support singlet fission (SF). Grazing incidence wide-angle X-ray (GIWAX) studies indicate that as-cast thin films of FHBC(TDPP)2 are “amorphous,” while hexagonal packed discotic liquid crystalline films evolve during thermal annealing. SF in as-cast thin films is observed... (More)

Solution and solution-deposited thin films of the discotic liquid crystalline electron acceptor–donor–acceptor (A-D-A) p-type organic semiconductor FHBC(TDPP)2, synthesized by coupling thienyl substituted diketopyrrolopyrrole (TDPP) onto a fluorenyl substituted hexa-peri-hexabenzocoronene (FHBC) core, are examined by ultrafast and nanosecond transient absorption spectroscopy, and time-resolved photoluminescence studies to examine their ability to support singlet fission (SF). Grazing incidence wide-angle X-ray (GIWAX) studies indicate that as-cast thin films of FHBC(TDPP)2 are “amorphous,” while hexagonal packed discotic liquid crystalline films evolve during thermal annealing. SF in as-cast thin films is observed with an ≈150% triplet generation yield. Thermally annealing the thin films improves SF yields up to 170%. The as-cast thin films show no long-range order, indicating a new class of SF material where the requirement for local order and strong near neighbor coupling has been removed. Generation of long-lived triplets (µs) suggests that these materials may also be suitable for inclusion in organic solar cells to enhance performance.

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author
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publishing date
type
Contribution to journal
publication status
published
subject
keywords
liquid crystalline, organic photovoltaics, photophysics, self-assembly core, singlet fission
in
Advanced Energy Materials
volume
9
issue
31
article number
1901069
publisher
Wiley-Blackwell
external identifiers
  • scopus:85068679412
ISSN
1614-6832
DOI
10.1002/aenm.201901069
language
English
LU publication?
no
id
66a15743-5b5c-4fab-a1b7-fb34a32fdc6f
date added to LUP
2023-08-24 12:36:53
date last changed
2023-08-28 09:14:22
@article{66a15743-5b5c-4fab-a1b7-fb34a32fdc6f,
  abstract     = {{<p>Solution and solution-deposited thin films of the discotic liquid crystalline electron acceptor–donor–acceptor (A-D-A) p-type organic semiconductor FHBC(TDPP)<sub>2</sub>, synthesized by coupling thienyl substituted diketopyrrolopyrrole (TDPP) onto a fluorenyl substituted hexa-peri-hexabenzocoronene (FHBC) core, are examined by ultrafast and nanosecond transient absorption spectroscopy, and time-resolved photoluminescence studies to examine their ability to support singlet fission (SF). Grazing incidence wide-angle X-ray (GIWAX) studies indicate that as-cast thin films of FHBC(TDPP)<sub>2</sub> are “amorphous,” while hexagonal packed discotic liquid crystalline films evolve during thermal annealing. SF in as-cast thin films is observed with an ≈150% triplet generation yield. Thermally annealing the thin films improves SF yields up to 170%. The as-cast thin films show no long-range order, indicating a new class of SF material where the requirement for local order and strong near neighbor coupling has been removed. Generation of long-lived triplets (µs) suggests that these materials may also be suitable for inclusion in organic solar cells to enhance performance.</p>}},
  author       = {{Masoomi-Godarzi, Saghar and Liu, Maning and Tachibana, Yasuhiro and Mitchell, Valerie D. and Goerigk, Lars and Ghiggino, Kenneth P. and Smith, Trevor A. and Jones, David J.}},
  issn         = {{1614-6832}},
  keywords     = {{liquid crystalline; organic photovoltaics; photophysics; self-assembly core; singlet fission}},
  language     = {{eng}},
  number       = {{31}},
  publisher    = {{Wiley-Blackwell}},
  series       = {{Advanced Energy Materials}},
  title        = {{Liquid Crystallinity as a Self-Assembly Motif for High-Efficiency, Solution-Processed, Solid-State Singlet Fission Materials}},
  url          = {{http://dx.doi.org/10.1002/aenm.201901069}},
  doi          = {{10.1002/aenm.201901069}},
  volume       = {{9}},
  year         = {{2019}},
}