Cross Dipole Stacking in the Crystal of Distyrylbenzene Derivative: The Approach toward High Solid-State Luminescence Efficiency
Abstract
Through adding two substituent phenyl groups on distyrylbenzene, we have obtained the cross stacking of 2,5-diphenyl-1,4-distyrylbenzene with two trans double bonds (trans-DPDSB) in crystalline state. In such a cross-stacking mode, the solid-state emission exhibits high-intensity, having characteristics similar to its single molecule. The organic light-emiiting diodes (OLEDs) with attractive performance have been achieved using trans-DPDSB as a light-emitting layer, and the amplified spontaneous emission of the needlelike crystals has been observed.
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Molecules possessing predominant X-type stacking are still quite rare, mainly due to the difficulty of molecular design and structural modification requirements.
“While cross-dipole stacking has been addressed as a preferred motif for aggregated state emission, molecules possessing predominant X-type stacking are still quite rare. This is mainly due to the difficulty of the molecular design and structural modification requirements.93−96”
Cites
The exciton model in molecular spectroscopy
Kasha, M., Rawls, H. R., & Ashraf El-Bayoumi, M. (1965) · Pure and Applied Chemistry · doi:10.1351/pac196511030371 · Cited by 4,253 · see citing works
10th Spiers Memorial Lecture. Transfer mechanisms of electronic excitation
Förster, T. (1959) · Discussions of the Faraday Society · doi:10.1039/df9592700007 · Cited by 3,375 · see citing works
The electroluminescence of organic materials
Mitschke, U., & Bäuerle, P. (2000) · Journal of Materials Chemistry · doi:10.1039/a908713c · Cited by 1,744 · see citing works
Plasmonics-A Route to Nanoscale Optical Devices
Maier, S. A., Brongersma, M. L., Kik, P. G., Meltzer, S. E., Requicha, A. A. G., & Atwater, H. A. (2001) · Advanced Materials · doi:10.1002/1521-4095(200110)13:19 · Cited by 1,705 · see citing works
CH/? hydrogen bonds in crystals
Nishio, M. (2004) · CrystEngComm · doi:10.1039/b313104a · Cited by 1,425 · see citing works
Excimers and Exciplexes of Conjugated Polymers
Jenekhe, S. A., & Osaheni, J. A. (1994) · Science · doi:10.1126/science.265.5173.765 · Cited by 1,348 · see citing works
Cornil, J., dos Santos, D. A., Xavier Crispin, A., Silbey, R., & Brédas, J. (1998) · Journal of the American Chemical Society · doi:10.1021/ja973761j · Cited by 601 · see citing works
The Molecular Fossil Record of Oleanane and Its Relation to Angiosperms
Moldowan, J. M., Dahl, J., Huizinga, B. J., Fago, F. J., Hickey, L. J., Peakman, T. M., & Taylor, D. W. (1994) · Science · doi:10.1126/science.265.5173.768 · Cited by 550 · see citing works
New Developments in the Photonic Applications of Conjugated Polymers
Hide, F., Díaz‐García, M. A., Schwartz, B. J., & Heeger, A. J. (1997) · Accounts of Chemical Research · doi:10.1021/ar950191o · Cited by 489 · see citing works
Attractive Intramolecular Edge-to-Face Aromatic Interactions in Flexible Organic Molecules
Jennings, W. B., Farrell, B. M., & Malone, J. F. (2001) · Accounts of Chemical Research · doi:10.1021/ar0100475 · Cited by 409 · see citing works
Bright White Organic Light‐Emitting Devices from a Single Active Molecular Material
Mazzeo, M., Vitale, V., Sala, F. D., et al. (2005) · Advanced Materials · doi:10.1002/adma.200400670 · Cited by 264 · see citing works
Yanagi, H., & Morikawa, T. (1999) · Applied Physics Letters · doi:10.1063/1.124314 · Cited by 215 · see citing works
1,3,6,8‐Tetraphenylpyrene Derivatives: Towards Fluorescent Liquid‐Crystalline Columns?
de Halleux, V., Calbert, J. P., Brocorens, P., Cornil, J., Declercq, J., Brédas, J., & Geerts, Y. H. (2004) · Advanced Functional Materials · doi:10.1002/adfm.200400006 · Cited by 158 · see citing works
Tropospheric lifetimes of three compounds for possible replacement of CFC and halons
Brown, A. C. R., Canosa‐Mas, C. E., Parr, A., et al. (1990) · Nature · doi:10.1038/347541a0 · Cited by 152 · see citing works
Yang, C., Cho, A. T., Pan, F., Tsai, T. G., & Chao, K. J. (2001) · Advanced Materials · doi:10.1002/1521-4095(200107)13:14 · Cited by 147 · see citing works
Molecular Packing in Unsubstituted Semiconducting Phenylenevinylene Oligomer and Polymer
van Hutten, P. F., Wildeman, J., Meetsma, A., et al. (1999) · Journal of the American Chemical Society · doi:10.1021/ja990934r · Cited by 126 · see citing works
Emission gain narrowing from single crystals of a thiophene/phenylene co-oligomer
Nagawa, M., Hibino, R., Hotta, S., et al. (2002) · Applied Physics Letters · doi:10.1063/1.1435797 · Cited by 119 · see citing works
H- and J-aggregates of conjugated polymers and oligomers
Siddiqui, S., & Spano, F. C. (1999) · Chemical Physics Letters · doi:10.1016/s0009-2614(99)00577-1 · Cited by 101 · see citing works
An Ultraviolet Organic Thin‐Film Solid‐State Laser for Biomarker Applications
Schneider, D., Rabe, T., Riedl, T., et al. (2005) · Advanced Materials · doi:10.1002/adma.200400570 · Cited by 85 · see citing works
A Self-Replicating Peptide under Ionic Control
Yao, S. Q., Ghosh, I., Zutshi, R., & Chmielewski, J. A. (1998) · Angewandte Chemie International Edition · doi:10.1002/(sici)1521-3773(19980302)37:4 · Cited by 85 · see citing works
Rao, G. V. R., & López, G. P. (2000) · Advanced Materials · doi:10.1002/1521-4095(200011)12:22 · Cited by 54 · see citing works
Kranzelbinder, G., Toussaere, E., Zyss, J., et al. (2002) · Applied Physics Letters · doi:10.1063/1.1445473 · Cited by 42 · see citing works
Moffitt, M. G., Farinha, J. P. S., Winnik, M. A., Rohr, U., & Müllen, K. (1999) · Macromolecules · doi:10.1021/ma990332s · Cited by 29 · see citing works
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Organic molecular aggregates: From aggregation structure to emission property
Ma, S., Du, S., Pan, G., Dai, S., Xu, B., & Tian, W. (2021) · Aggregate · doi:10.1002/agt2.96 · Cited by 387 · see citing works
Null Exciton Splitting in Chromophoric Greek Cross (+) Aggregate
Sebastian, E., Philip, A. M., Benny, A., & Hariharan, M. (2018) · Angewandte Chemie International Edition · doi:10.1002/anie.201810209 · Cited by 125 · see citing works
Aggregation emission properties and self-assembly of conjugated oligocarbazoles
Xu, B., He, J., Dong, Y., Chen, F., Yu, W., & Tian, W. (2011) · Chemical Communications · doi:10.1039/c1cc11706h · Cited by 94 · see citing works
Piwoński, H., Nozue, S., & Habuchi, S. (2022) · ACS Nanoscience Au · doi:10.1021/acsnanoscienceau.1c00038 · Cited by 39 · see citing works
Ma, S., Zhang, J., Qian, J., Chen, J., Xu, B., & Tian, W. (2015) · Advanced Optical Materials · doi:10.1002/adom.201400572 · Cited by 30 · see citing works
- Authors
- Xie, Z., Yang, B., Li, F., Cheng, G., Liu, L., Yang, G., Xu, H., Ye, L., Hanif, M., Liu, S., Ma, D., & Ma, Y.
- Affiliations
- Jilin University (CN)
- Key Lab for Supramolecular Structure and Materials of Ministry of Education, and State Key Laboratory of Integrated Optoelectronics, Jilin University, Changchun130012, P.R. China, and State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, P.R. China
- ORCID
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2005-09-21
- Volume
- 127
- Issue
- 41
- Pages
- 14152-14153
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2081190302
- Cited by
- 382
- References
- 23
- Citations by year
- 2026: 5 · 2025: 18 · 2024: 7 · 2023: 9 · 2022: 12 · 2021: 22 · 2020: 26 · 2019: 32 · 2018: 24 · 2017: 22 · 2016: 16 · 2015: 30 · 2014: 27 · 2013: 18 · 2012: 18
- FWCI
- 12.34
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of the American Chemical Society (publishedVersion)
- PubMed (publishedVersion)
- The HKU Scholars Hub (University of Hong Kong) (submittedVersion)
- Topics
- Physical Sciences › Engineering › Electrical and Electronic Engineering › Organic Light-Emitting Diodes Research
- Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
- Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Crystallography and molecular interactions
- Keywords
- crystal packing, organic light-emitting diodes, light-emitting layer, amplified spontaneous emission, single-molecule emission
- MeSH terms
- Benzene Derivatives, Crystallization, Hydrogen Bonding, Luminescent Measurements, Models, Molecular, Stereoisomerism, Styrenes, Crystallography, X-Ray
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