Polypeptide Composite Particle-Assisted Organization of π-Conjugated Polymers into Highly Crystalline “Coffee Stains”
Abstract
We demonstrate that homopolypeptides covalently tethered to anisotropically shaped silica particles induce crystalline ordering of representative semiconducting polymers. Films drop-cast from chloroform dispersions of poly(γ-stearyl-l-glutamate) (PSLG) composite particles and poly(3-hexythiophene) (P3HT) led to highly ordered crystalline structures of P3HT. Hydrophobic–hydrophobic interactions between the alkyl side chains of P3HT and PSLG were the main driving force for P3HT chain ordering into the crystalline assemblies. It was found that the orientation of rigid P3HT fibrils on the substrate adopted the directionality of the evaporating front. Regardless of the PSLG-coated particle dimensions used, the drop-cast films displayed patterns that were shaped by the coffee ring and Marangoni effects. PSLG-coated particles of high axial ratio (4.2) were more efficient in enhancing the electronic performance of P3HT than low axial ratio (2.6) homologues. Devices fabricated from the ordered assemblies displayed improved charge-carrier transport performance when compared to devices fabricated from P3HT alone. Furthermore, these results suggest that PSLG can favorably mediate the organization of semiconducting polymers.
- Authors:
-
- Georgia Inst. of Technology, Atlanta, GA (United States)
- Stanford Linear Accelerator Center, Stanford, CA (United States)
- Molecular Vista, Inc., San Jose, CA (United States)
- Publication Date:
- Research Org.:
- SLAC National Accelerator Lab., Menlo Park, CA (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1463303
- Grant/Contract Number:
- AC02-76SF00515; DMR-1505105; DMR-1609058
- Resource Type:
- Accepted Manuscript
- Journal Name:
- ACS Applied Materials and Interfaces
- Additional Journal Information:
- Journal Volume: 9; Journal Issue: 39; Journal ID: ISSN 1944-8244
- Publisher:
- American Chemical Society (ACS)
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 36 MATERIALS SCIENCE; coffee ring effect; electronic materials; Marangoni flow; OFET devices; polypeptide-assisted self-assembly; semiconducting polymers
Citation Formats
Rosu, Cornelia, Chu, Ping -Hsun, Tassone, Christopher J., Park, Katherine, Balding, Paul L., Park, Jung Ok, Srinivasarao, Mohan, and Reichmanis, Elsa. Polypeptide Composite Particle-Assisted Organization of π-Conjugated Polymers into Highly Crystalline “Coffee Stains”. United States: N. p., 2017.
Web. doi:10.1021/acsami.7b10223.
Rosu, Cornelia, Chu, Ping -Hsun, Tassone, Christopher J., Park, Katherine, Balding, Paul L., Park, Jung Ok, Srinivasarao, Mohan, & Reichmanis, Elsa. Polypeptide Composite Particle-Assisted Organization of π-Conjugated Polymers into Highly Crystalline “Coffee Stains”. United States. https://doi.org/10.1021/acsami.7b10223
Rosu, Cornelia, Chu, Ping -Hsun, Tassone, Christopher J., Park, Katherine, Balding, Paul L., Park, Jung Ok, Srinivasarao, Mohan, and Reichmanis, Elsa. Tue .
"Polypeptide Composite Particle-Assisted Organization of π-Conjugated Polymers into Highly Crystalline “Coffee Stains”". United States. https://doi.org/10.1021/acsami.7b10223. https://www.osti.gov/servlets/purl/1463303.
@article{osti_1463303,
title = {Polypeptide Composite Particle-Assisted Organization of π-Conjugated Polymers into Highly Crystalline “Coffee Stains”},
author = {Rosu, Cornelia and Chu, Ping -Hsun and Tassone, Christopher J. and Park, Katherine and Balding, Paul L. and Park, Jung Ok and Srinivasarao, Mohan and Reichmanis, Elsa},
abstractNote = {We demonstrate that homopolypeptides covalently tethered to anisotropically shaped silica particles induce crystalline ordering of representative semiconducting polymers. Films drop-cast from chloroform dispersions of poly(γ-stearyl-l-glutamate) (PSLG) composite particles and poly(3-hexythiophene) (P3HT) led to highly ordered crystalline structures of P3HT. Hydrophobic–hydrophobic interactions between the alkyl side chains of P3HT and PSLG were the main driving force for P3HT chain ordering into the crystalline assemblies. It was found that the orientation of rigid P3HT fibrils on the substrate adopted the directionality of the evaporating front. Regardless of the PSLG-coated particle dimensions used, the drop-cast films displayed patterns that were shaped by the coffee ring and Marangoni effects. PSLG-coated particles of high axial ratio (4.2) were more efficient in enhancing the electronic performance of P3HT than low axial ratio (2.6) homologues. Devices fabricated from the ordered assemblies displayed improved charge-carrier transport performance when compared to devices fabricated from P3HT alone. Furthermore, these results suggest that PSLG can favorably mediate the organization of semiconducting polymers.},
doi = {10.1021/acsami.7b10223},
journal = {ACS Applied Materials and Interfaces},
number = 39,
volume = 9,
place = {United States},
year = {Tue Sep 19 00:00:00 EDT 2017},
month = {Tue Sep 19 00:00:00 EDT 2017}
}
Web of Science
Works referenced in this record:
π-Conjugated Polymers for Organic Electronics and Photovoltaic Cell Applications †
journal, February 2011
- Facchetti, Antonio
- Chemistry of Materials, Vol. 23, Issue 3
Influence of Molecular Weight Distribution on the Gelation of P3HT and Its Impact on the Photovoltaic Performance
journal, July 2009
- Koppe, Markus; Brabec, Christoph J.; Heiml, Sabrina
- Macromolecules, Vol. 42, Issue 13, p. 4661-4666
Packing Dependent Electronic Coupling in Single Poly(3-hexylthiophene) H- and J-Aggregate Nanofibers
journal, November 2012
- Martin, Thomas P.; Wise, Adam J.; Busby, Erik
- The Journal of Physical Chemistry B, Vol. 117, Issue 16
Ultrasound-Induced Ordering in Poly(3-hexylthiophene): Role of Molecular and Process Parameters on Morphology and Charge Transport
journal, March 2013
- Aiyar, Avishek R.; Hong, Jung-Il; Izumi, Jessica
- ACS Applied Materials & Interfaces, Vol. 5, Issue 7
Solvent Based Hydrogen Bonding: Impact on Poly(3-hexylthiophene) Nanoscale Morphology and Charge Transport Characteristics
journal, May 2013
- Chang, Mincheol; Choi, Dalsu; Fu, Boyi
- ACS Nano, Vol. 7, Issue 6
Controlled Assembly of Poly(3-hexylthiophene): Managing the Disorder to Order Transition on the Nano- through Meso-Scales
journal, December 2014
- Choi, Dalsu; Chang, Mincheol; Reichmanis, Elsa
- Advanced Functional Materials, Vol. 25, Issue 6
Microfluidic Crystal Engineering of π-Conjugated Polymers
journal, July 2015
- Wang, Gang; Persson, Nils; Chu, Ping-Hsun
- ACS Nano, Vol. 9, Issue 8
Morphology-Dependent Trap Formation in High Performance Polymer Bulk Heterojunction Solar Cells
journal, June 2011
- Beiley, Zach M.; Hoke, Eric T.; Noriega, Rodrigo
- Advanced Energy Materials, Vol. 1, Issue 5
Theoretical investigations of electronic structure and charge transport properties in polythiophene-based organic field-effect transistors
journal, January 2010
- Lan, Yi-Kang; Yang, Cheng Han; Yang, Hsiao-Ching
- Polymer International, Vol. 59, Issue 1
Quantitative Nanoscale Mapping with Temperature Dependence of the Mechanical and Electrical Properties of Poly(3-hexylthiophene) by Conductive Atomic Force Microscopy
journal, May 2015
- Wood, Dawn; Hancox, Ian; Jones, Tim S.
- The Journal of Physical Chemistry C, Vol. 119, Issue 21
Signatures of Intracrystallite and Intercrystallite Limitations of Charge Transport in Polythiophenes
journal, September 2016
- Vakhshouri, Kiarash; Smith, Brandon H.; Chan, Edwin P.
- Macromolecules, Vol. 49, Issue 19
Regioregularity and Intrachain Ordering: Impact on the Nanostructure and Charge Transport in Two-Dimensional Assemblies of Poly(3-hexylthiophene)
journal, July 2012
- Aiyar, Avishek R.; Hong, Jung-Il; Reichmanis, Elsa
- Chemistry of Materials, Vol. 24, Issue 15
Ordering of Poly(3-hexylthiophene) in Solutions and Films: Effects of Fiber Length and Grain Boundaries on Anisotropy and Mobility
journal, May 2016
- Kleinhenz, Nabil; Persson, Nils; Xue, Zongzhe
- Chemistry of Materials, Vol. 28, Issue 11
Systematic Control of Nucleation Density in Poly(3-Hexylthiophene) Thin Films
journal, December 2010
- Crossland, Edward J. W.; Rahimi, Khosrow; Reiter, Günter
- Advanced Functional Materials, Vol. 21, Issue 3
Tailoring the optical properties of poly(3-hexylthiophene) by emulsion processing using polymeric macrosurfactants
journal, January 2015
- Fleischli, F. D.; Ghasdian, N.; Georgiou, T. K.
- Journal of Materials Chemistry C, Vol. 3, Issue 9
Photoinduced Anisotropic Supramolecular Assembly and Enhanced Charge Transport of Poly(3-hexylthiophene) Thin Films
journal, April 2014
- Chang, Mincheol; Lee, Jiho; Kleinhenz, Nabil
- Advanced Functional Materials, Vol. 24, Issue 28
Molecular Engineering of Nonhalogenated Solution-Processable Bithiazole-Based Electron-Transport Polymeric Semiconductors
journal, April 2015
- Fu, Boyi; Wang, Cheng-Yin; Rose, Bradley D.
- Chemistry of Materials, Vol. 27, Issue 8
Solvent Evaporation Induced Liquid Crystalline Phase in Poly(3-hexylthiophene)
journal, May 2011
- Park, Min S.; Aiyar, Avishek; Park, Jung O.
- Journal of the American Chemical Society, Vol. 133, Issue 19
Impact of Thermal Annealing on the Semicrystalline Nanomorphology of Spin-Coated Thin Films of Regioregular Poly(3-alkylthiophene)s as Observed by High-Resolution Transmission Electron Microscopy and Grazing Incidence X-ray Diffraction
journal, June 2012
- Salammal, Shabi Thankaraj; Mikayelyan, Eduard; Grigorian, Souren
- Macromolecules, Vol. 45, Issue 13
Thickness Dependence of the Crystalline Structure and Hole Mobility in Thin Films of Low Molecular Weight Poly(3-hexylthiophene)
journal, September 2008
- Joshi, Siddharth; Grigorian, Souren; Pietsch, Ullrich
- Macromolecules, Vol. 41, Issue 18
Ultrahigh Mobility in an Organic Semiconductor by Vertical Chain Alignment
journal, January 2016
- Skrypnychuk, Vasyl; Wetzelaer, Gert-Jan A. H.; Gordiichuk, Pavlo I.
- Advanced Materials, Vol. 28, Issue 12
The surface activity of the phytotoxin cerato-ulmin
journal, August 1982
- Russo, Paul S.; Blum, Frank D.; Ipsen, John D.
- Canadian Journal of Botany, Vol. 60, Issue 8
Formation of a Rigid Hydrophobin Film and Disruption by an Anionic Surfactant at an Air/Water Interface
journal, May 2016
- Kirby, Stephanie M.; Zhang, Xujun; Russo, Paul S.
- Langmuir, Vol. 32, Issue 22
Protein-Assisted Assembly of π-Conjugated Polymers
journal, December 2015
- Rosu, Cornelia; Kleinhenz, Nabil; Choi, Dalsu
- Chemistry of Materials, Vol. 28, Issue 2
Oligothiophene Versus β-Sheet Peptide: Synthesis and Self-Assembly of an Organic Semiconductor-Peptide Hybrid
journal, April 2009
- Schillinger, Eva-Kathrin; Mena-Osteritz, Elena; Hentschel, Jens
- Advanced Materials, Vol. 21, Issue 16, p. 1562-1567
Peptide π-Electron Conjugates: Organic Electronics for Biology?
journal, October 2015
- Ardoña, Herdeline Ann M.; Tovar, John D.
- Bioconjugate Chemistry, Vol. 26, Issue 12
Polypeptide-Assisted Organization of π-Conjugated Polymers into Responsive, Soft 3D Networks
journal, May 2017
- Rosu, Cornelia; Tassone, Christopher J.; Chu, Ping-Hsun
- Chemistry of Materials, Vol. 29, Issue 12
Synthesis and Some Solution Properties of Poly(.gamma.-stearyl .alpha.,L-glutamate)
journal, September 1995
- Poche, D. S.; Daly, W. H.; Russo, P. S.
- Macromolecules, Vol. 28, Issue 20
Thermoreversible Gelation of Isotropic and Liquid Crystalline Solutions of a “Sticky” Rodlike Polymer
journal, May 2000
- Schmidtke, Sarah; Russo, Paul; Nakamatsu, Javier
- Macromolecules, Vol. 33, Issue 12
Polypeptide-Coated Silica Particles Dispersed in Lyotropic Liquid Crystals of the Same Polypeptide
journal, July 2016
- Rosu, Cornelia; Balamurugan, Sreelatha; Cueto, Rafael
- The Journal of Physical Chemistry B, Vol. 120, Issue 29
Domed Silica Microcylinders Coated with Oleophilic Polypeptides and Their Behavior in Lyotropic Cholesteric Liquid Crystals of the Same Polypeptide
journal, November 2016
- Rosu, Cornelia; Jacobeen, Shane; Park, Katherine
- Langmuir, Vol. 32, Issue 49
Role of Intermolecular Coupling in the Photophysics of Disordered Organic Semiconductors: Aggregate Emission in Regioregular Polythiophene
journal, May 2007
- Clark, Jenny; Silva, Carlos; Friend, Richard H.
- Physical Review Letters, Vol. 98, Issue 20
Liquid Crystalline Poly(3-hexylthiophene) Solutions Revisited: Role of Time-Dependent Self-Assembly
journal, March 2015
- Kleinhenz, Nabil; Rosu, Cornelia; Chatterjee, Sourav
- Chemistry of Materials, Vol. 27, Issue 7
J-Aggregate Behavior in Poly-3-hexylthiophene Nanofibers
journal, January 2012
- Niles, Edwards T.; Roehling, John D.; Yamagata, Hajime
- The Journal of Physical Chemistry Letters, Vol. 3, Issue 2
Helical Twisting Power in Cholesteric Liquid Crystal Mixtures. I. Experimental Results
journal, May 1975
- Kozawaguchi, Haruki; Wada, Masanobu
- Japanese Journal of Applied Physics, Vol. 14, Issue 5
Helical twisting power in mixtures of nematic and cholesteric liquid crystals
journal, September 1971
- Nakagiri, T.
- Physics Letters A, Vol. 36, Issue 5
Generalized van der Waals theory for the twist elastic modulus and helical pitch of cholesterics
journal, June 2009
- Wensink, H. H.; Jackson, G.
- The Journal of Chemical Physics, Vol. 130, Issue 23
Contact line deposits in an evaporating drop
journal, July 2000
- Deegan, Robert D.; Bakajin, Olgica; Dupont, Todd F.
- Physical Review E, Vol. 62, Issue 1
Capillary flow as the cause of ring stains from dried liquid drops
journal, October 1997
- Deegan, Robert D.; Bakajin, Olgica; Dupont, Todd F.
- Nature, Vol. 389, Issue 6653, p. 827-829
205 - Direct Conversion of Chemical Energy Into Mechanical Energy at an Oil Water Interface
journal, January 1978
- Dupeyrat, M.; Nakache, E.
- Bioelectrochemistry and Bioenergetics, Vol. 5, Issue 1
The Marangoni Effects
journal, July 1960
- Scriven, L. E.; Sternling, C. V.
- Nature, Vol. 187, Issue 4733
Suppression of the coffee-ring effect by shape-dependent capillary interactions
journal, August 2011
- Yunker, Peter J.; Still, Tim; Lohr, Matthew A.
- Nature, Vol. 476, Issue 7360
Thermocapillary Fingering in Surfactant-Laden Water Droplets
journal, October 2014
- De Dier, Raf; Sempels, Wouter; Hofkens, Johan
- Langmuir, Vol. 30, Issue 44
Surfactant-Induced Marangoni Eddies Alter the Coffee-Rings of Evaporating Colloidal Drops
journal, March 2012
- Still, Tim; Yunker, Peter J.; Yodh, Arjun G.
- Langmuir, Vol. 28, Issue 11
FiberApp: An Open-Source Software for Tracking and Analyzing Polymers, Filaments, Biomacromolecules, and Fibrous Objects
journal, February 2015
- Usov, Ivan; Mezzenga, Raffaele
- Macromolecules, Vol. 48, Issue 5
Orientational order in liquid crystal solutions of polyhexylisocyanate. I. Infrared dichroism
journal, January 1992
- Wang, Honghui; DuPré, Donald B.
- The Journal of Chemical Physics, Vol. 96, Issue 2
Polymer Chain Shape of Poly(3-alkylthiophenes) in Solution Using Small-Angle Neutron Scattering
journal, February 2013
- McCulloch, Bryan; Ho, Victor; Hoarfrost, Megan
- Macromolecules, Vol. 46, Issue 5
Works referencing / citing this record:
Evaporation induced hollow cracks and the adhesion of silver nanoparticle film
journal, February 2019
- Tao, Ruiqiang; Zhang, Jianhua; Fang, Zhiqiang
- Journal of Materials Science, Vol. 54, Issue 10
Morphology modulation in evaporative drying mediated crystallization of sodium chloride solution droplet with surfactant
journal, January 2018
- Basu, Nandita; Mukherjee, Rabibrata
- Soft Matter, Vol. 14, Issue 38