Tuning Photoexcited Charge Transfer in Imine-Linked Two-Dimensional Covalent Organic Frameworks
Abstract
The generation of a long-lived charge-separated state in versatile π-conjugated two-dimensional covalent organic frameworks (2D COFs), a process essential to extending their great potentials in advanced semiconducting applications, is yet fully elucidated. Herein, we report a systematic investigation of the photophysical properties of three highly crystalline imine-linked 2D COFs using steady-state and transient absorption spectroscopy accompanied by time-dependent density functional theory (TDDFT) calculations. The different electron affinity between 5,5',5''-(1,3,5-benzenetriyl)-tris(2-pyridinecarboxaldehyde) (BTPA) and three tunable electron-donating/accepting triamine monomers dominated the formation of the excited state, charge transfer direction and lifetime. A prominent charge transfer from electron-rich 4,4',4''-triaminotriphenylamine (TAPA) to BTPA in COFTAPA-BTPA led to the long-lived charge-separated state, which was attributed to a greater degree of delocalization compared to the two other COFs. Furthermore, these results provide fundamental insight into the importance of structure-property correlation for designing advanced photoactive 2D COF materials with the efficient charge transfer and long-lived charge-separated state.
- Authors:
-
[3];
[4];
[5];
[2];
[5]
- China Univ. of Geosciences, Beijing (China); Chinese Academy of Sciences (CAS), Beijing (China)
- Marquette Univ., Milwaukee, WI (United States)
- China Univ. of Geosciences, Beijing (China)
- Chinese Academy of Sciences (CAS), Beijing (China)
- Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
- Publication Date:
- Research Org.:
- Marquette Univ., Milwaukee, WI (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1903130
- Alternate Identifier(s):
- OSTI ID: 1865056; OSTI ID: 2335696
- Grant/Contract Number:
- SC0020122; AC02-05CH11231
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Journal of Physical Chemistry Letters
- Additional Journal Information:
- Journal Volume: 13; Journal Issue: 6; Journal ID: ISSN 1948-7185
- Publisher:
- American Chemical Society
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 14 SOLAR ENERGY; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Charge transfer; Covalent organic framework; Femtosecond transient absorption spectroscopy; Imine linkage; Photoexcited dynamics; Diffraction; Excitons; Time dependant density functional theory; Monomers
Citation Formats
Feng, Tiantian, Streater, Daniel, Sun, Bing, Duisenova, Korlan, Wang, Dong, Liu, Yi, Huang, Jier, and Zhang, Jian. Tuning Photoexcited Charge Transfer in Imine-Linked Two-Dimensional Covalent Organic Frameworks. United States: N. p., 2022.
Web. doi:10.1021/acs.jpclett.1c04163.
Feng, Tiantian, Streater, Daniel, Sun, Bing, Duisenova, Korlan, Wang, Dong, Liu, Yi, Huang, Jier, & Zhang, Jian. Tuning Photoexcited Charge Transfer in Imine-Linked Two-Dimensional Covalent Organic Frameworks. United States. https://doi.org/10.1021/acs.jpclett.1c04163
Feng, Tiantian, Streater, Daniel, Sun, Bing, Duisenova, Korlan, Wang, Dong, Liu, Yi, Huang, Jier, and Zhang, Jian. Fri .
"Tuning Photoexcited Charge Transfer in Imine-Linked Two-Dimensional Covalent Organic Frameworks". United States. https://doi.org/10.1021/acs.jpclett.1c04163. https://www.osti.gov/servlets/purl/1903130.
@article{osti_1903130,
title = {Tuning Photoexcited Charge Transfer in Imine-Linked Two-Dimensional Covalent Organic Frameworks},
author = {Feng, Tiantian and Streater, Daniel and Sun, Bing and Duisenova, Korlan and Wang, Dong and Liu, Yi and Huang, Jier and Zhang, Jian},
abstractNote = {The generation of a long-lived charge-separated state in versatile π-conjugated two-dimensional covalent organic frameworks (2D COFs), a process essential to extending their great potentials in advanced semiconducting applications, is yet fully elucidated. Herein, we report a systematic investigation of the photophysical properties of three highly crystalline imine-linked 2D COFs using steady-state and transient absorption spectroscopy accompanied by time-dependent density functional theory (TDDFT) calculations. The different electron affinity between 5,5',5''-(1,3,5-benzenetriyl)-tris(2-pyridinecarboxaldehyde) (BTPA) and three tunable electron-donating/accepting triamine monomers dominated the formation of the excited state, charge transfer direction and lifetime. A prominent charge transfer from electron-rich 4,4',4''-triaminotriphenylamine (TAPA) to BTPA in COFTAPA-BTPA led to the long-lived charge-separated state, which was attributed to a greater degree of delocalization compared to the two other COFs. Furthermore, these results provide fundamental insight into the importance of structure-property correlation for designing advanced photoactive 2D COF materials with the efficient charge transfer and long-lived charge-separated state.},
doi = {10.1021/acs.jpclett.1c04163},
journal = {Journal of Physical Chemistry Letters},
number = 6,
volume = 13,
place = {United States},
year = {Fri Feb 04 00:00:00 EST 2022},
month = {Fri Feb 04 00:00:00 EST 2022}
}
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Works referenced in this record:
Glotaran : A Java -Based Graphical User Interface for the R Package TIMP
journal, January 2012
- Snellenburg, Joris J.; Laptenok, Sergey P.; Seger, Ralf
- Journal of Statistical Software, Vol. 49, Issue 3
Chemistry of Covalent Organic Frameworks
journal, November 2015
- Waller, Peter J.; Gándara, Felipe; Yaghi, Omar M.
- Accounts of Chemical Research, Vol. 48, Issue 12
Recent Advances on Conductive 2D Covalent Organic Frameworks
journal, February 2021
- Bian, Gang; Yin, Jun; Zhu, Jian
- Small, Vol. 17, Issue 22
Spectrally Switchable Photodetection with Near-Infrared-Absorbing Covalent Organic Frameworks
journal, August 2017
- Bessinger, Derya; Ascherl, Laura; Auras, Florian
- Journal of the American Chemical Society, Vol. 139, Issue 34
The atom, the molecule, and the covalent organic framework
journal, March 2017
- Diercks, Christian S.; Yaghi, Omar M.
- Science, Vol. 355, Issue 6328
Oriented Covalent Organic Framework Film on Graphene for Robust Ambipolar Vertical Organic Field-Effect Transistor
journal, May 2017
- Sun, Bing; Zhu, Chen-Hui; Liu, Yi
- Chemistry of Materials, Vol. 29, Issue 10
H 2 Evolution with Covalent Organic Framework Photocatalysts
journal, January 2018
- Banerjee, Tanmay; Gottschling, Kerstin; Savasci, Gökcen
- ACS Energy Letters, Vol. 3, Issue 2
Solvatochromic covalent organic frameworks
journal, September 2018
- Ascherl, Laura; Evans, Emrys W.; Hennemann, Matthias
- Nature Communications, Vol. 9, Issue 1
Decoding the Morphological Diversity in Two Dimensional Crystalline Porous Polymers by Core Planarity Modulation
journal, March 2016
- Halder, Arjun; Kandambeth, Sharath; Biswal, Bishnu P.
- Angewandte Chemie International Edition, Vol. 55, Issue 27
Conjugated organic framework with three-dimensionally ordered stable structure and delocalized π clouds
journal, November 2013
- Guo, Jia; Xu, Yanhong; Jin, Shangbin
- Nature Communications, Vol. 4, Issue 1
Ultrafast charge transfer coupled with lattice phonons in two-dimensional covalent organic frameworks
journal, April 2019
- Kim, Tae Wu; Jun, Sunhong; Ha, Yoonhoo
- Nature Communications, Vol. 10, Issue 1
Covalent organic frameworks: a materials platform for structural and functional designs
journal, September 2016
- Huang, Ning; Wang, Ping; Jiang, Donglin
- Nature Reviews Materials, Vol. 1, Issue 10
Charge Dynamics in A Donor-Acceptor Covalent Organic Framework with Periodically Ordered Bicontinuous Heterojunctions
journal, January 2013
- Jin, Shangbin; Ding, Xuesong; Feng, Xiao
- Angewandte Chemie International Edition, Vol. 52, Issue 7
Covalent Organic Frameworks: Chemistry beyond the Structure
journal, November 2018
- Kandambeth, Sharath; Dey, Kaushik; Banerjee, Rahul
- Journal of the American Chemical Society, Vol. 141, Issue 5
Covalent Organic Frameworks: Structures, Synthesis, and Applications
journal, July 2018
- Lohse, Maria S.; Bein, Thomas
- Advanced Functional Materials, Vol. 28, Issue 33
Excited-State Dynamics in Fully Conjugated 2D Covalent Organic Frameworks
journal, June 2019
- Jakowetz, Andreas C.; Hinrichsen, Ture F.; Ascherl, Laura
- Journal of the American Chemical Society, Vol. 141, Issue 29
Photoactive and Conducting Covalent Organic Frameworks
journal, June 2017
- Medina, Dana D.; Sick, Torben; Bein, Thomas
- Advanced Energy Materials, Vol. 7, Issue 16
Optoelectronic processes in covalent organic frameworks
journal, January 2021
- Keller, Niklas; Bein, Thomas
- Chemical Society Reviews, Vol. 50, Issue 3
Vinylene‐Linked Covalent Organic Frameworks by Base‐Catalyzed Aldol Condensation
journal, September 2019
- Acharjya, Amitava; Pachfule, Pradip; Roeser, Jérôme
- Angewandte Chemie International Edition, Vol. 58, Issue 42
Antifouling Field‐Effect Transistor Sensing Interface Based on Covalent Organic Frameworks
journal, March 2020
- Yang, Lei; Jin, Yuqing; Wang, Xuejun
- Advanced Electronic Materials, Vol. 6, Issue 5
High-Rate Charge-Carrier Transport in Porphyrin Covalent Organic Frameworks: Switching from Hole to Electron to Ambipolar Conduction
journal, January 2012
- Feng, Xiao; Liu, Lili; Honsho, Yoshihito
- Angewandte Chemie International Edition, Vol. 51, Issue 11
Large Exciton Diffusion Coefficients in Two-Dimensional Covalent Organic Frameworks with Different Domain Sizes Revealed by Ultrafast Exciton Dynamics
journal, July 2020
- Flanders, Nathan C.; Kirschner, Matthew S.; Kim, Pyosang
- Journal of the American Chemical Society, Vol. 142, Issue 35
Identification of Prime Factors to Maximize the Photocatalytic Hydrogen Evolution of Covalent Organic Frameworks
journal, May 2020
- Ghosh, Samrat; Nakada, Akinobu; Springer, Maximilian A.
- Journal of the American Chemical Society
Ultrahigh Responsivity Photodetectors of 2D Covalent Organic Frameworks Integrated on Graphene
journal, January 2020
- Xiong, Yifeng; Liao, Qiaobo; Huang, Zhengping
- Advanced Materials, Vol. 32, Issue 9
Seeded growth of single-crystal two-dimensional covalent organic frameworks
journal, June 2018
- Evans, Austin M.; Parent, Lucas R.; Flanders, Nathan C.
- Science, Vol. 361, Issue 6397
Delocalization and Mobility of Charge Carriers in Covalent Organic Frameworks
journal, May 2011
- Patwardhan, Sameer; Kocherzhenko, Aleksey A.; Grozema, Ferdinand C.
- The Journal of Physical Chemistry C, Vol. 115, Issue 23
Dynamic Covalent Synthesis of Crystalline Porous Graphitic Frameworks
journal, April 2020
- Li, Xinle; Wang, Hongxia; Chen, Hao
- Chem, Vol. 6, Issue 4
Two-dimensional porphyrin- and phthalocyanine-based covalent organic frameworks
journal, August 2016
- Wang, Hongmin; Ding, Huimin; Meng, Xiangshi
- Chinese Chemical Letters, Vol. 27, Issue 8
Conversion of Imine to Oxazole and Thiazole Linkages in Covalent Organic Frameworks
journal, June 2018
- Waller, Peter J.; AlFaraj, Yasmeen S.; Diercks, Christian S.
- Journal of the American Chemical Society, Vol. 140, Issue 29
Two-Dimensional Chemiresistive Covalent Organic Framework with High Intrinsic Conductivity
journal, June 2019
- Meng, Zheng; Stolz, Robert M.; Mirica, Katherine A.
- Journal of the American Chemical Society, Vol. 141, Issue 30
Chemically stable polyarylether-based covalent organic frameworks
journal, April 2019
- Guan, Xinyu; Li, Hui; Ma, Yunchao
- Nature Chemistry, Vol. 11, Issue 6
Creation of Superheterojunction Polymers via Direct Polycondensation: Segregated and Bicontinuous Donor–Acceptor π-Columnar Arrays in Covalent Organic Frameworks for Long-Lived Charge Separation
journal, June 2015
- Jin, Shangbin; Supur, Mustafa; Addicoat, Matthew
- Journal of the American Chemical Society, Vol. 137, Issue 24