Abstract
The first observation that PBBTPD, a low bandgap, ambipolar conjugated donor-acceptor (DA) polymer based on benzobisthiadiazole (BBT), possesses an open-shell singlet ground state as well as a thermally accessible triplet state is described. Similarly, interesting electronic behavior in semiconducting organic DA oligomers based on BBT is also observed. Theoretical predictions have suggested that such behavior is due to the biradicaloid character of BBT and we provide experimental evidence indicating that these predictions are correct. Furthermore, the open shell character strengthens as the conjugation length increases, as observed in the BBT-based polymer, PBBTPD. We show that this biradicaloid structure is observed in each BBT moiety along the chain and that therefore PBBTPD is in fact a polyradicaloid. This observation will most likely aid in the development of better n-type polymeric acceptors for organic semiconductor applications.
| Original language | English |
|---|---|
| Pages (from-to) | 287-293 |
| Number of pages | 7 |
| Journal | Journal of Polymer Science, Part A: Polymer Chemistry |
| Volume | 53 |
| Issue number | 2 |
| DOIs | |
| Publication status | Published - Jan 15 2015 |
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Keywords
- conjugated polymers
- ESR/EPR
- photophysics
- simulations
ASJC Scopus subject areas
- Materials Chemistry
- Polymers and Plastics
- Organic Chemistry
Cite this
Importance of unpaired electrons in organic electronics. / Yuen, Jonathan D.; Wang, Mingfeng; Fan, Jian; Sheberla, Dennis; Kemei, Moureen; Banerji, Natalie; Scarongella, Mariateresa; Valouch, Sebastian; Pho, Toan; Kumar, Rajeev; Chesnut, Eneida C.; Bendikov, Michael; Wudl, Fred.
In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 53, No. 2, 15.01.2015, p. 287-293.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Importance of unpaired electrons in organic electronics
AU - Yuen, Jonathan D.
AU - Wang, Mingfeng
AU - Fan, Jian
AU - Sheberla, Dennis
AU - Kemei, Moureen
AU - Banerji, Natalie
AU - Scarongella, Mariateresa
AU - Valouch, Sebastian
AU - Pho, Toan
AU - Kumar, Rajeev
AU - Chesnut, Eneida C.
AU - Bendikov, Michael
AU - Wudl, Fred
PY - 2015/1/15
Y1 - 2015/1/15
N2 - The first observation that PBBTPD, a low bandgap, ambipolar conjugated donor-acceptor (DA) polymer based on benzobisthiadiazole (BBT), possesses an open-shell singlet ground state as well as a thermally accessible triplet state is described. Similarly, interesting electronic behavior in semiconducting organic DA oligomers based on BBT is also observed. Theoretical predictions have suggested that such behavior is due to the biradicaloid character of BBT and we provide experimental evidence indicating that these predictions are correct. Furthermore, the open shell character strengthens as the conjugation length increases, as observed in the BBT-based polymer, PBBTPD. We show that this biradicaloid structure is observed in each BBT moiety along the chain and that therefore PBBTPD is in fact a polyradicaloid. This observation will most likely aid in the development of better n-type polymeric acceptors for organic semiconductor applications.
AB - The first observation that PBBTPD, a low bandgap, ambipolar conjugated donor-acceptor (DA) polymer based on benzobisthiadiazole (BBT), possesses an open-shell singlet ground state as well as a thermally accessible triplet state is described. Similarly, interesting electronic behavior in semiconducting organic DA oligomers based on BBT is also observed. Theoretical predictions have suggested that such behavior is due to the biradicaloid character of BBT and we provide experimental evidence indicating that these predictions are correct. Furthermore, the open shell character strengthens as the conjugation length increases, as observed in the BBT-based polymer, PBBTPD. We show that this biradicaloid structure is observed in each BBT moiety along the chain and that therefore PBBTPD is in fact a polyradicaloid. This observation will most likely aid in the development of better n-type polymeric acceptors for organic semiconductor applications.
KW - conjugated polymers
KW - ESR/EPR
KW - photophysics
KW - simulations
UR - http://www.scopus.com/inward/record.url?scp=84915745578&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84915745578&partnerID=8YFLogxK
U2 - 10.1002/pola.27321
DO - 10.1002/pola.27321
M3 - Article
VL - 53
SP - 287
EP - 293
JO - Journal of Polymer Science, Part A: Polymer Chemistry
JF - Journal of Polymer Science, Part A: Polymer Chemistry
SN - 0887-624X
IS - 2
ER -