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Title: Langmuir–Blodgett Thin Films of Diketopyrrolopyrrole-Based Amphiphiles

Abstract

Here, we report on two π-conjugated donor–acceptor–donor (D–A–D) molecules of amphiphilic nature, aiming to promote intermolecular ordering and carrier mobility in organic electronic devices. Diketopyrrolopyrrole was selected as the acceptor moiety that was disubstituted with nonpolar and polar functional groups, thereby providing the amphiphilic structures. This structural design resulted in materials with a strong intermolecular order in the solid state, which was confirmed by differential scanning calorimetry and polarized optical microscopy. Langmuir–Blodgett (LB) films of ordered mono- and multilayers were transferred onto glass and silicon substrates, with layer quality, coverage, and intermolecular order controlled by layer compression pressure on the LB trough. Organic field-effect transistors and organic photovoltaics devices with active layers consisting of the amphiphilic conjugated D–A–D-type molecules were constructed to demonstrate that the LB technique is an effective layer-by-layer deposition approach to fabricate self-assembled, ordered thin films.

Authors:
 [1];  [1]; ORCiD logo [2]; ORCiD logo [1];  [3];  [1]; ORCiD logo [3]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [2];  [1]; ORCiD logo [1]
  1. Georgia Inst. of Technology, Atlanta, GA (United States)
  2. SLAC National Accelerator Lab., Menlo Park, CA (United States)
  3. North Carolina State Univ., Raleigh, NC (United States)
Publication Date:
Research Org.:
SLAC National Accelerator Lab., Menlo Park, CA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1457421
Grant/Contract Number:
AC02-76SF00515; N00014-17-1-2243; N00014-17-1-2208; N00014-14-1-0580
Resource Type:
Journal Article: Accepted Manuscript
Journal Name:
ACS Applied Materials and Interfaces
Additional Journal Information:
Journal Volume: 10; Journal Issue: 14; Journal ID: ISSN 1944-8244
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; amphiphilic molecules; diketopyrrolopyrrole; donor−acceptor−donor molecules; Langmuir−Blodgett; layer-by-layer deposition; monolayer; organic field-effect transistor

Citation Formats

Lo, Chi Kin, Wang, Cheng -Yin, Oosterhout, Stefan D., Zheng, Zilong, Yi, Xueping, Fuentes-Hernandez, Canek, So, Franky, Coropceanu, Veaceslav, Bredas, Jean -Luc, Toney, Michael F., Kippelen, Bernard, and Reynolds, John R. Langmuir–Blodgett Thin Films of Diketopyrrolopyrrole-Based Amphiphiles. United States: N. p., 2018. Web. doi:10.1021/acsami.7b18239.
Lo, Chi Kin, Wang, Cheng -Yin, Oosterhout, Stefan D., Zheng, Zilong, Yi, Xueping, Fuentes-Hernandez, Canek, So, Franky, Coropceanu, Veaceslav, Bredas, Jean -Luc, Toney, Michael F., Kippelen, Bernard, & Reynolds, John R. Langmuir–Blodgett Thin Films of Diketopyrrolopyrrole-Based Amphiphiles. United States. doi:10.1021/acsami.7b18239.
Lo, Chi Kin, Wang, Cheng -Yin, Oosterhout, Stefan D., Zheng, Zilong, Yi, Xueping, Fuentes-Hernandez, Canek, So, Franky, Coropceanu, Veaceslav, Bredas, Jean -Luc, Toney, Michael F., Kippelen, Bernard, and Reynolds, John R. Fri . "Langmuir–Blodgett Thin Films of Diketopyrrolopyrrole-Based Amphiphiles". United States. doi:10.1021/acsami.7b18239.
@article{osti_1457421,
title = {Langmuir–Blodgett Thin Films of Diketopyrrolopyrrole-Based Amphiphiles},
author = {Lo, Chi Kin and Wang, Cheng -Yin and Oosterhout, Stefan D. and Zheng, Zilong and Yi, Xueping and Fuentes-Hernandez, Canek and So, Franky and Coropceanu, Veaceslav and Bredas, Jean -Luc and Toney, Michael F. and Kippelen, Bernard and Reynolds, John R.},
abstractNote = {Here, we report on two π-conjugated donor–acceptor–donor (D–A–D) molecules of amphiphilic nature, aiming to promote intermolecular ordering and carrier mobility in organic electronic devices. Diketopyrrolopyrrole was selected as the acceptor moiety that was disubstituted with nonpolar and polar functional groups, thereby providing the amphiphilic structures. This structural design resulted in materials with a strong intermolecular order in the solid state, which was confirmed by differential scanning calorimetry and polarized optical microscopy. Langmuir–Blodgett (LB) films of ordered mono- and multilayers were transferred onto glass and silicon substrates, with layer quality, coverage, and intermolecular order controlled by layer compression pressure on the LB trough. Organic field-effect transistors and organic photovoltaics devices with active layers consisting of the amphiphilic conjugated D–A–D-type molecules were constructed to demonstrate that the LB technique is an effective layer-by-layer deposition approach to fabricate self-assembled, ordered thin films.},
doi = {10.1021/acsami.7b18239},
journal = {ACS Applied Materials and Interfaces},
number = 14,
volume = 10,
place = {United States},
year = {Fri Mar 30 00:00:00 EDT 2018},
month = {Fri Mar 30 00:00:00 EDT 2018}
}

Journal Article:
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