Strategies for Computer-Aided Discovery of Novel Open-Shell Polymers

Abarbanel, Omri D.; Rozon, Julisa; Hutchison, Geoffrey R.

doi:10.1021/acs.jpclett.2c00509

Strategies for Computer-Aided Discovery of Novel Open-Shell Polymers

Journal Article · 28 February 2022 · Journal of Physical Chemistry Letters

DOI:https://doi.org/10.1021/acs.jpclett.2c00509· OSTI ID:1978106

Abarbanel, Omri D. ^[1]; Rozon, Julisa ^[1]; ^[2]

Department of Chemistry, University of Pittsburgh, 219 Parkman Avenue, Pittsburgh, Pennsylvania 15260, United States
Department of Chemistry, University of Pittsburgh, 219 Parkman Avenue, Pittsburgh, Pennsylvania 15260, United States; Department of Chemical and Petroleum Engineering, University of Pittsburgh, 3700 O’Hara Street, Pittsburgh, Pennsylvania 15261, United States

Not provided.

Research Organization:: Univ. of Pittsburgh, PA (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

DOE Contract Number:: SC0019335

OSTI ID:: 1978106

Journal Information:: Journal of Physical Chemistry Letters, Vol. 13, Issue 9; ISSN 1948-7185

Publisher:: American Chemical Society

Country of Publication:: United States

Language:: English

References (47)

π-Conjugated Polymers for Organic Electronics and Photovoltaic Cell Applications ^† Facchetti, Antonio Chemistry of Materials, Vol. 23, Issue 3 https://doi.org/10.1021/cm102419z	journal	February 2011
Application of Conjugated Organic Polymers for Photovoltaic's: Review Tadesse, Tsegaye Journal of Physical Chemistry & Biophysics, Vol. 08, Issue 01 https://doi.org/10.4172/2161-0398.1000263	journal	January 2018
Halogenated π-conjugated polymeric emitters with thermally activated delayed fluorescence for highly efficient polymer light emitting diodes Liu, Yuchao; Hua, Lei; Yan, Shouke Nano Energy, Vol. 73 https://doi.org/10.1016/j.nanoen.2020.104800	journal	July 2020
π-Conjugated polymeric light emitting diodes with sky-blue emission by employing thermally activated delayed fluorescence mechanism Liu, Yuchao; Yan, Shouke; Ren, Zhongjie Chemical Engineering Journal, Vol. 417 https://doi.org/10.1016/j.cej.2020.128089	journal	August 2021
Sterically‐Locked Donor–Acceptor Conjugated Polymers Showing Efficient Thermally Activated Delayed Fluorescence Rao, Jiancheng; Yang, Liuqing; Li, Xue Angewandte Chemie International Edition, Vol. 60, Issue 17 https://doi.org/10.1002/anie.202016428	journal	March 2021
Efficient Triplet Application in Exciplex Delayed-Fluorescence OLEDs Using a Reverse Intersystem Crossing Mechanism Based on a Δ E _S–T of around Zero Zhang, Tianyou; Chu, Bei; Li, Wenlian ACS Applied Materials & Interfaces, Vol. 6, Issue 15 https://doi.org/10.1021/am501164s	journal	July 2014
Excited state engineering for efficient reverse intersystem crossing Noda, Hiroki; Nakanotani, Hajime; Adachi, Chihaya Science Advances, Vol. 4, Issue 6 https://doi.org/10.1126/sciadv.aao6910	journal	June 2018
Organic tailored batteries materials using stable open-shell molecules with degenerate frontier orbitals Morita, Yasushi; Nishida, Shinsuke; Murata, Tsuyoshi Nature Materials, Vol. 10, Issue 12 https://doi.org/10.1038/nmat3142	journal	October 2011
Wide Potential Window Supercapacitors Using Open‐Shell Donor–Acceptor Conjugated Polymers with Stable N‐Doped States Wang, Kaiping; Huang, Lifeng; Eedugurala, Naresh Advanced Energy Materials, Vol. 9, Issue 47 https://doi.org/10.1002/aenm.201902806	journal	October 2019
Open-Shell-Character-Based Molecular Design Principles: Applications to Nonlinear Optics and Singlet Fission Nakano, Masayoshi The Chemical Record, Vol. 17, Issue 1 https://doi.org/10.1002/tcr.201600094	journal	August 2016
Low band gap polycyclic hydrocarbons: from closed-shell near infrared dyes and semiconductors to open-shell radicals Sun, Zhe; Ye, Qun; Chi, Chunyan Chemical Society Reviews, Vol. 41, Issue 23 https://doi.org/10.1039/c2cs35211g	journal	January 2012
Open-shell organic semiconductors: an emerging class of materials with novel properties Huang, Yiming; Egap, Eilaf Polymer Journal, Vol. 50, Issue 8 https://doi.org/10.1038/s41428-018-0070-6	journal	May 2018
Open‐Shell Donor–Acceptor Conjugated Polymers with High Electrical Conductivity Huang, Lifeng; Eedugurala, Naresh; Benasco, Anthony Advanced Functional Materials, Vol. 30, Issue 24 https://doi.org/10.1002/adfm.201909805	journal	May 2020
High Spin Pro-Quinoid Benzo[1,2-c;4,5-c′]bisthiadiazole Conjugated Polymers for High-Performance Solution-Processable Polymer Thermoelectrics Tam, Teck Lip Dexter; Wu, Gang; Chien, Sheau Wei ACS Materials Letters, Vol. 2, Issue 2 https://doi.org/10.1021/acsmaterialslett.9b00483	journal	January 2020
Quinoidal conjugated polymers with open-shell character Ji, Xiaozhou; Fang, Lei Polymer Chemistry, Vol. 12, Issue 10 https://doi.org/10.1039/D0PY01298J	journal	January 2021
A high-spin ground-state donor-acceptor conjugated polymer London, A. E.; Chen, H.; Sabuj, M. A. Science Advances, Vol. 5, Issue 5 https://doi.org/10.1126/sciadv.aav2336	journal	May 2019
Proquinoidal-Conjugated Polymer as an Effective Strategy for the Enhancement of Electrical Conductivity and Thermoelectric Properties Dexter Tam, Teck Lip; Ng, Chee Koon; Lim, Siew Lay Chemistry of Materials, Vol. 31, Issue 20 https://doi.org/10.1021/acs.chemmater.9b03684	journal	September 2019
Temperature-Dependent Detectivity of Near-Infrared Organic Bulk Heterojunction Photodiodes Wu, Zhenghui; Yao, Weichuan; London, Alexander E. ACS Applied Materials & Interfaces, Vol. 9, Issue 2 https://doi.org/10.1021/acsami.6b12162	journal	January 2017
Preferential Charge Generation at Aggregate Sites in Narrow Band Gap Infrared Photoresponsive Polymer Semiconductors Sulas, Dana B.; London, Alexander E.; Huang, Lifeng Advanced Optical Materials, Vol. 6, Issue 7 https://doi.org/10.1002/adom.201701138	journal	February 2018
Thermoelectric Performance of an Open-Shell Donor–Acceptor Conjugated Polymer Doped with a Radical-Containing Small Molecule Joo, Yongho; Huang, Lifeng; Eedugurala, Naresh Macromolecules, Vol. 51, Issue 10 https://doi.org/10.1021/acs.macromol.8b00582	journal	May 2018
Emerging Design and Characterization Guidelines for Polymer-Based Infrared Photodetectors Wu, Zhenghui; Zhai, Yichen; Kim, Hyonwoong Accounts of Chemical Research, Vol. 51, Issue 12 https://doi.org/10.1021/acs.accounts.8b00446	journal	December 2018
The Critical Role of Electron‐Donating Thiophene Groups on the Mechanical and Thermal Properties of Donor–Acceptor Semiconducting Polymers Zhang, Song; Ocheje, Michael U.; Huang, Lifeng Advanced Electronic Materials, Vol. 5, Issue 5 https://doi.org/10.1002/aelm.201800899	journal	March 2019
Properties of polythiophene and related conjugated polymers: a density-functional study Asaduzzaman, Abu Md.; Schmidt-D’Aloisio, Karla; Dong, Yi Physical Chemistry Chemical Physics, Vol. 7, Issue 14 https://doi.org/10.1039/b505624a	journal	January 2005
Rational Design of a Narrow-Bandgap Conjugated Polymer Using the Quinoidal Thieno[3,2- b ]thiophene-Based Building Block for Organic Field-Effect Transistor Applications Huang, Jun; Lu, Shuo; Chen, Ping-An Macromolecules, Vol. 52, Issue 12 https://doi.org/10.1021/acs.macromol.9b00370	journal	June 2019
The Electronic Properties of Diradicals Salem, Lionel; Rowland, Colin Angewandte Chemie International Edition in English, Vol. 11, Issue 2 https://doi.org/10.1002/anie.197200921	journal	February 1972
From open-shell singlet diradicaloids to polyradicaloids Y. Gopalakrishna, Tullimilli; Zeng, Wangdong; Lu, Xuefeng Chemical Communications, Vol. 54, Issue 18 https://doi.org/10.1039/C7CC09949E	journal	January 2018
Ab initio density functional theory for spin-polarized systems Bokhan, Denis; Bartlett, Rodney J. Chemical Physics Letters, Vol. 427, Issue 4-6 https://doi.org/10.1016/j.cplett.2006.07.020	journal	August 2006
A new hybrid exchange–correlation functional using the Coulomb-attenuating method (CAM-B3LYP) Yanai, Takeshi; Tew, David P.; Handy, Nicholas C. Chemical Physics Letters, Vol. 393, Issue 1-3, p. 51-57 https://doi.org/10.1016/j.cplett.2004.06.011	journal	July 2004
Band gap modulation in polythiophene and polypyrrole-based systems Kaloni, Thaneshwor P.; Schreckenbach, Georg; Freund, Michael S. Scientific Reports, Vol. 6, Issue 1 https://doi.org/10.1038/srep36554	journal	November 2016
DFT Study of Polythiophene Energy Band Gap and Substitution Effects Bouzzine, Si. Mohamed; Salgado-Morán, Guillermo; Hamidi, Mohamed Journal of Chemistry, Vol. 2015 https://doi.org/10.1155/2015/296386	journal	January 2015
Oligothiophene quinoids containing a benzo[ c ]thiophene unit for the stabilization of the quinoidal electronic structure Yamamoto, Keitaro; Ie, Yutaka; Nitani, Masashi Journal of Materials Chemistry C, Vol. 6, Issue 28 https://doi.org/10.1039/C8TC01802B	journal	January 2018
Oxygen Reduction Reaction in Conducting Polymer PEDOT: Density Functional Theory Study Singh, Sandeep Kumar; Crispin, Xavier; Zozoulenko, Igor V. The Journal of Physical Chemistry C, Vol. 121, Issue 22 https://doi.org/10.1021/acs.jpcc.7b03210	journal	May 2017
Machine learning to accelerate screening for Marcus reorganization energies Abarbanel, Omri D.; Hutchison, Geoffrey R. The Journal of Chemical Physics, Vol. 155, Issue 5 https://doi.org/10.1063/5.0059682	journal	August 2021
From Oligomers to Polymer: Convergence in the HOMO−LUMO Gaps of Conjugated Oligomers Zade, Sanjio S.; Bendikov, Michael Organic Letters, Vol. 8, Issue 23 https://doi.org/10.1021/ol062030y	journal	November 2006
Efficient Computational Screening of Organic Polymer Photovoltaics Kanal, Ilana Y.; Owens, Steven G.; Bechtel, Jonathon S. The Journal of Physical Chemistry Letters, Vol. 4, Issue 10 https://doi.org/10.1021/jz400215j	journal	April 2013
Computational Design and Selection of Optimal Organic Photovoltaic Materials O’Boyle, Noel M.; Campbell, Casey M.; Hutchison, Geoffrey R. The Journal of Physical Chemistry C, Vol. 115, Issue 32 https://doi.org/10.1021/jp202765c	journal	July 2011
SMILES, a chemical language and information system. 1. Introduction to methodology and encoding rules Weininger, David Journal of Chemical Information and Modeling, Vol. 28, Issue 1 https://doi.org/10.1021/ci00057a005	journal	February 1988
SMILES. 2. Algorithm for generation of unique SMILES notation Weininger, David; Weininger, Arthur; Weininger, Joseph L. Journal of Chemical Information and Modeling, Vol. 29, Issue 2 https://doi.org/10.1021/ci00062a008	journal	May 1989
SMILES. 3. DEPICT. Graphical depiction of chemical structures Weininger, David Journal of Chemical Information and Modeling, Vol. 30, Issue 3 https://doi.org/10.1021/ci00067a005	journal	August 1990
Merck molecular force field. I. Basis, form, scope, parameterization, and performance of MMFF94 Halgren, Thomas A. Journal of Computational Chemistry, Vol. 17, Issue 5-6 https://doi.org/10.1002/(SICI)1096-987X(199604)17:5/6<490::AID-JCC1>3.0.CO;2-P	journal	April 1996
UFF, a full periodic table force field for molecular mechanics and molecular dynamics simulations Rappe, A. K.; Casewit, C. J.; Colwell, K. S. Journal of the American Chemical Society, Vol. 114, Issue 25, p. 10024-10035 https://doi.org/10.1021/ja00051a040	journal	December 1992
GFN2-xTB—An Accurate and Broadly Parametrized Self-Consistent Tight-Binding Quantum Chemical Method with Multipole Electrostatics and Density-Dependent Dispersion Contributions Bannwarth, Christoph; Ehlert, Sebastian; Grimme, Stefan Journal of Chemical Theory and Computation, Vol. 15, Issue 3 https://doi.org/10.1021/acs.jctc.8b01176	journal	January 2019
B97-3c: A revised low-cost variant of the B97-D density functional method Brandenburg, Jan Gerit; Bannwarth, Christoph; Hansen, Andreas The Journal of Chemical Physics, Vol. 148, Issue 6 https://doi.org/10.1063/1.5012601	journal	February 2018
The ORCA program system: The ORCA program system Neese, Frank Wiley Interdisciplinary Reviews: Computational Molecular Science, Vol. 2, Issue 1 https://doi.org/10.1002/wcms.81	journal	June 2011
Software update: the ORCA program system, version 4.0: Software update Neese, Frank Wiley Interdisciplinary Reviews: Computational Molecular Science, Vol. 8, Issue 1 https://doi.org/10.1002/wcms.1327	journal	July 2017
Systematic optimization of long-range corrected hybrid density functionals Chai, Jeng-Da; Head-Gordon, Martin The Journal of Chemical Physics, Vol. 128, Issue 8 https://doi.org/10.1063/1.2834918	journal	February 2008
cclib: A library for package-independent computational chemistry algorithms O'boyle, Noel M.; Tenderholt, Adam L.; Langner, Karol M. Journal of Computational Chemistry, Vol. 29, Issue 5 https://doi.org/10.1002/jcc.20823	journal	January 2008

Similar Records

Strategies for Computer-Aided Discovery of Novel Open-Shell Polymers

Journal Article · 2022 · Journal of Physical Chemistry Letters · OSTI ID:2246908

Abarbanel, Omri D.; Rozon, Julisa; Hutchison, Geoffrey R.

Using genetic algorithms to discover novel ground-state triplet conjugated polymers

Journal Article · 2023 · Physical Chemistry Chemical Physics. PCCP · OSTI ID:2246911

Abarbanel, Omri D.; Hutchison, Geoffrey R.

A knowledge-based, structural-aided discovery of a novel class of 2-phenylimidazo[1,2-a]pyridine-6-c

Journal Article · 2021 · Bioorg. Med. Chem. Lett. · OSTI ID:1810143

Schulte, Christie A.; Deaton, David N.; Diaz, Elsie; +27 more

Related Subjects

Chemistry
Science & Technology - Other Topics
Materials Science
Physics

Strategies for Computer-Aided Discovery of Novel Open-Shell Polymers

Citation Formats

References (47)

Similar Records

Related Subjects