Naphthodithiophene-diketopyrrolopyrrole small molecule donors for efficient solution-processed solar cells

Stephen Loser; Carson J. Bruns; Hiroyuki Miyauchi; Rocío Ponce Ortiz; Antonio Facchetti; Samuel I. Stupp; Tobin J. Marks

doi:10.1557/opl.2012.459

Naphthodithiophene-diketopyrrolopyrrole small molecule donors for efficient solution-processed solar cells

Stephen Loser, Carson J. Bruns, Hiroyuki Miyauchi, Rocío Ponce Ortiz, Antonio Facchetti^*, Samuel I. Stupp, Tobin J. Marks

^*Corresponding author for this work

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution

Abstract

We report the synthesis, characterization, and implementation of various naphtho[2,3-b:6,7-b′]dithiophene (NDT)-based donor molecules for organic photovoltaics (OPVs). When NDT(TDPP) ₂ (TDPP = thiophene-capped diketopyrrolopyrrole) contains all branched 2-ethylhexyl chains and is combined with the electron acceptor PC ₆₁BM, a power conversion efficiency (PCE) of 4.06±0.6% is achieved. This respectable PCE is attributed to the broad, high oscillator strength visible absorption, the ordered molecular packing, and a high hole mobility of 0.04 cm ²·V ^-1· ^s-1. We find utilizing linear C-12 side chains on either the TDPP or NDT framework dramatically increases the d-spacing, which directly correlates with inferior OPV device performance. This leads to the conclusion that the selection of an appropriate side chain plays a key role in determining OPV device performance of a small molecule donor.

Original language	English (US)
Title of host publication	Organic Photovoltaics - Materials to Devices
Pages	3-8
Number of pages	6
DOIs	https://doi.org/10.1557/opl.2012.459
State	Published - 2012
Event	2011 MRS Fall Meeting - Boston, MA, United States Duration: Nov 28 2011 → Dec 2 2011

Publication series

Name	Materials Research Society Symposium Proceedings
Volume	1390
ISSN (Print)	0272-9172

Other

Other	2011 MRS Fall Meeting
Country/Territory	United States
City	Boston, MA
Period	11/28/11 → 12/2/11

ASJC Scopus subject areas

General Materials Science
Condensed Matter Physics
Mechanics of Materials
Mechanical Engineering

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10.1557/opl.2012.459

Cite this

Loser, S., Bruns, C. J., Miyauchi, H., Ortiz, R. P., Facchetti, A., Stupp, S. I., & Marks, T. J. (2012). Naphthodithiophene-diketopyrrolopyrrole small molecule donors for efficient solution-processed solar cells. In Organic Photovoltaics - Materials to Devices (pp. 3-8). (Materials Research Society Symposium Proceedings; Vol. 1390). https://doi.org/10.1557/opl.2012.459

@inproceedings{d173da05c99a45b887a82cc83bc93274,

title = "Naphthodithiophene-diketopyrrolopyrrole small molecule donors for efficient solution-processed solar cells",

abstract = "We report the synthesis, characterization, and implementation of various naphtho[2,3-b:6,7-b′]dithiophene (NDT)-based donor molecules for organic photovoltaics (OPVs). When NDT(TDPP) 2 (TDPP = thiophene-capped diketopyrrolopyrrole) contains all branched 2-ethylhexyl chains and is combined with the electron acceptor PC 61BM, a power conversion efficiency (PCE) of 4.06±0.6% is achieved. This respectable PCE is attributed to the broad, high oscillator strength visible absorption, the ordered molecular packing, and a high hole mobility of 0.04 cm 2·V -1· s-1. We find utilizing linear C-12 side chains on either the TDPP or NDT framework dramatically increases the d-spacing, which directly correlates with inferior OPV device performance. This leads to the conclusion that the selection of an appropriate side chain plays a key role in determining OPV device performance of a small molecule donor.",

author = "Stephen Loser and Bruns, {Carson J.} and Hiroyuki Miyauchi and Ortiz, {Roc{\'i}o Ponce} and Antonio Facchetti and Stupp, {Samuel I.} and Marks, {Tobin J.}",

year = "2012",

doi = "10.1557/opl.2012.459",

language = "English (US)",

isbn = "9781605113678",

series = "Materials Research Society Symposium Proceedings",

pages = "3--8",

booktitle = "Organic Photovoltaics - Materials to Devices",

note = "2011 MRS Fall Meeting ; Conference date: 28-11-2011 Through 02-12-2011",

}

Loser, S, Bruns, CJ, Miyauchi, H, Ortiz, RP, Facchetti, A, Stupp, SI & Marks, TJ 2012, Naphthodithiophene-diketopyrrolopyrrole small molecule donors for efficient solution-processed solar cells. in Organic Photovoltaics - Materials to Devices. Materials Research Society Symposium Proceedings, vol. 1390, pp. 3-8, 2011 MRS Fall Meeting, Boston, MA, United States, 11/28/11. https://doi.org/10.1557/opl.2012.459

Naphthodithiophene-diketopyrrolopyrrole small molecule donors for efficient solution-processed solar cells. / Loser, Stephen; Bruns, Carson J.; Miyauchi, Hiroyuki et al.
Organic Photovoltaics - Materials to Devices. 2012. p. 3-8 (Materials Research Society Symposium Proceedings; Vol. 1390).

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution

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T1 - Naphthodithiophene-diketopyrrolopyrrole small molecule donors for efficient solution-processed solar cells

AU - Loser, Stephen

AU - Bruns, Carson J.

AU - Miyauchi, Hiroyuki

AU - Ortiz, Rocío Ponce

AU - Facchetti, Antonio

AU - Stupp, Samuel I.

AU - Marks, Tobin J.

PY - 2012

Y1 - 2012

N2 - We report the synthesis, characterization, and implementation of various naphtho[2,3-b:6,7-b′]dithiophene (NDT)-based donor molecules for organic photovoltaics (OPVs). When NDT(TDPP) 2 (TDPP = thiophene-capped diketopyrrolopyrrole) contains all branched 2-ethylhexyl chains and is combined with the electron acceptor PC 61BM, a power conversion efficiency (PCE) of 4.06±0.6% is achieved. This respectable PCE is attributed to the broad, high oscillator strength visible absorption, the ordered molecular packing, and a high hole mobility of 0.04 cm 2·V -1· s-1. We find utilizing linear C-12 side chains on either the TDPP or NDT framework dramatically increases the d-spacing, which directly correlates with inferior OPV device performance. This leads to the conclusion that the selection of an appropriate side chain plays a key role in determining OPV device performance of a small molecule donor.

AB - We report the synthesis, characterization, and implementation of various naphtho[2,3-b:6,7-b′]dithiophene (NDT)-based donor molecules for organic photovoltaics (OPVs). When NDT(TDPP) 2 (TDPP = thiophene-capped diketopyrrolopyrrole) contains all branched 2-ethylhexyl chains and is combined with the electron acceptor PC 61BM, a power conversion efficiency (PCE) of 4.06±0.6% is achieved. This respectable PCE is attributed to the broad, high oscillator strength visible absorption, the ordered molecular packing, and a high hole mobility of 0.04 cm 2·V -1· s-1. We find utilizing linear C-12 side chains on either the TDPP or NDT framework dramatically increases the d-spacing, which directly correlates with inferior OPV device performance. This leads to the conclusion that the selection of an appropriate side chain plays a key role in determining OPV device performance of a small molecule donor.

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BT - Organic Photovoltaics - Materials to Devices

T2 - 2011 MRS Fall Meeting

Y2 - 28 November 2011 through 2 December 2011

ER -

Naphthodithiophene-diketopyrrolopyrrole small molecule donors for efficient solution-processed solar cells

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