Graphitic Nitrogen Doping in Carbon Dots Causes Red-Shifted Absorption

Journal of Physical Chemistry C

Volumn 120, Issue 2, 2016, Pages 1303-1308

  Sarkar, Sunandan ^a   Sudolská, Mária ^a   Dubecký, Matúš ^a   Reckmeier, Claas J ^b   Rogach, Andrey L ^b   Zbořil, Radek ^a   Otyepka, Michal ^a  

^a PALACKÝ UNIVERSITY   (Czech Republic)

^b CITY UNIVERSITY OF HONG KONG   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

DOPING (ADDITIVES); OPTICAL PROPERTIES;

ABSORPTION CHARACTERISTICS; ABSORPTION PROPERTY; ELECTRON DOPING EFFECTS; ELECTRONIC ENERGY LEVELS; NITROGEN-DOPING; OXYGEN FUNCTIONAL GROUPS; RATIONAL DESIGN; THEORETICAL STUDY;

NITROGEN;

EID: 84955497367     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/acs.jpcc.5b10186     Document Type: Article

References (53)

1. Baker, S. N.; Baker, G. A. Luminescent Carbon Nanodots: Emergent Nanolights Angew. Chem., Int. Ed. 2010, 49, 6726-6744 10.1002/anie.200906623
2. Li, H.; Kang, Z.; Liu, Y.; Lee, S. T. Carbon Nanodots: Synthesis, Properties and Applications J. Mater. Chem. 2012, 22, 24230-24253 10.1039/c2jm34690g
3. Bourlinos, A. B.; Stassinopoulos, A.; Anglos, D.; Zboril, R.; Georgakilas, V.; Giannelis, E. P. Photoluminescent Carbogenic Dots Chem. Mater. 2008, 20, 4539-4541 10.1021/cm800506r
4. Krysmann, M. J.; Kelarakis, A.; Dallas, P.; Giannelis, E. P. Formation Mechanism of Carbogenic Nanoparticles with Dual Photoluminescence Emission J. Am. Chem. Soc. 2012, 134, 747-750 10.1021/ja204661r
5. Li, H.; He, X.; Kang, Z.; Huang, H.; Liu, Y.; Liu, J.; Lian, S.; Tsang, C. H. A.; Yang, X.; Lee, S.-T. Water-Soluble Fluorescent Carbon Quantum Dots and Photocatalyst Design Angew. Chem., Int. Ed. 2010, 49, 4430-4434 10.1002/anie.200906154
6. Wang, L.; Zhu, S. J.; Wang, H. Y.; Qu, S. N.; Zhang, Y. L.; Zhang, J. H.; Chen, Q. D.; Xu, H. L.; Han, W.; Yang, B.; Sun, H. B. Common Origin of Green Luminescence in Carbon Nanodots and Graphene Quantum Dots ACS Nano 2014, 8, 2541-2547 10.1021/nn500368m
7. 60 Molecules into Graphene Quantum Dots Nat. Nanotechnol. 2011, 6, 247-252 10.1038/nnano.2011.30
8. Ye, R.; Xiang, C.; Lin, J.; Peng, Z.; Huang, K.; Yan, Z.; Cook, N. P.; Samuel, E. L. G.; Hwang, C. C.; Ruan, G. et al. Coal as an Abundant Source of Graphene Quantum Dots Nat. Commun. 2013, 4, 2943 10.1038/ncomms3943
9. Wang, L.; Wang, Y.; Xu, T.; Liao, H.; Yao, C.; Liu, Y.; Li, Z.; Chen, Z.; Pan, D.; Sun, L.; Wu, M. Gram-Scale Synthesis of Single-Crystalline Graphene Quantum Dots with Superior Optical Properties Nat. Commun. 2014, 5, 5357 10.1038/ncomms6357
10. Datta, K. K. R.; Kozak, O.; Ranc, V.; Havrdova, M.; Bourlinos, A. B.; Safarova, K.; Hola, K.; Tomankova, K.; Zoppellaro, G.; Otyepka, M. et al. Quaternized Carbon Dot-Modified Graphene Oxide for Selective Cell Labelling-Controlled Nucleus and Cytoplasm Imaging Chem. Commun. 2014, 50, 10782-10785 10.1039/C4CC02637C
11. Hola, K.; Zhang, Y.; Wang, Y.; Giannelis, E. P.; Zboril, R.; Rogach, A. L. Carbon Dots-Emerging Light Emitters for Bioimaging, Cancer Therapy, and Optoelectronics Nano Today 2014, 9, 590-603 10.1016/j.nantod.2014.09.004
12. Liang, J.; Jiao, Y.; Jaroniec, M.; Qiao, S. Z. Sulfur and Nitrogen Dual-Doped Mesoporous Graphene Electrocatalyst for Oxygen Reduction with Synergistically Enhanced Performance Angew. Chem., Int. Ed. 2012, 51, 11496-11500 10.1002/anie.201206720
13. Dong, Y.; Pang, H.; Yang, H. B.; Guo, C.; Shao, J.; Chi, Y.; Li, C. M.; Yu, T. Carbon-Based Dots Co-doped with Nitrogen and Sulfur for High Quantum Yield and Excitation-Independent Emission Angew. Chem., Int. Ed. 2013, 52, 7800-7804 10.1002/anie.201301114
14. Qu, D.; Zheng, M.; Du, P.; Zhou, Y.; Zhang, L.; Li, D.; Tan, H.; Zhao, Z.; Xie, Z.; Sun, Z. Highly Luminescent S, N Co-Doped Graphene Quantum Dots with Broad Visible Absorption Bands for Visible Light Photocatalysts Nanoscale 2013, 5, 12272-12277 10.1039/c3nr04402e
15. Qu, D.; Zheng, M.; Zhang, L.; Zhao, H.; Xie, Z.; Jing, X.; Haddad, R. E.; Fan, H.; Sun, Z. Formation Mechanism and Optimization of Highly Luminescent N-Doped Graphene Quantum Dots Sci. Rep. 2014, 4, 5294 10.1038/srep05294
16. Ding, H.; Wei, J.-S.; Xiong, H.-M. Nitrogen and Sulfur Co-Doped Carbon Dots with Strong Blue Luminescence Nanoscale 2014, 6, 13817-13823 10.1039/C4NR04267K
17. Li, M.; Wu, W.; Ren, W.; Cheng, H.-M.; Tang, N.; Zhong, W.; Du, Y. Synthesis and Upconversion Luminescence of N-Doped Graphene Quantum Dots Appl. Phys. Lett. 2012, 101, 103107 10.1063/1.4750065
18. Li, Y.; Zhao, Y.; Cheng, H.; Hu, Y.; Shi, G.; Dai, L.; Qu, L. Nitrogen-Doped Graphene Quantum Dots with Oxygen-Rich Functional Groups J. Am. Chem. Soc. 2012, 134, 15-18 10.1021/ja206030c
19. - Induced Red-Shift Emission Carbon 2014, 70, 279-286 10.1016/j.carbon.2014.01.008
20. Xu, Y.; Wu, M.; Liu, Y.; Feng, X.-Z.; Yin, X.-B.; He, X.-W.; Zhang, Y.-K. Nitrogen-Doped Carbon Dots: A Facile and General Preparation Method,Photoluminescence Investigation, and Imaging Applications Chem.-Eur. J. 2013, 19, 2276-2283 10.1002/chem.201203641
21. Wei, W. L.; Xu, C.; Wu, L.; Wang, J.; Ren, J. S.; Qu, X. G. Non-Enzymatic-Browning Reaction: A Versatile Route for Production of Nitrogen-Doped Carbon Dots with Tunable Multicolor Luminescent Display Sci. Rep. 2014, 4, 3564 10.1038/srep03564
22. Jiang, K.; Sun, S.; Zhang, L.; Lu, Y.; Wu, A.; Cai, C.; Lin, H. Red, Green, and Blue Luminescence by Carbon Dots: Full-Color Emission Tuning and Multicolor Cellular Imaging Angew. Chem., Int. Ed. 2015, 54, 5360-5363 10.1002/anie.201501193
23. Yeh, T. F.; Teng, C.-Y.; Chen, S.-J.; Teng, H. Nitrogen-Doped Graphene Oxide Quantum Dots as Photocatalysts for Overall Water-Splitting Under Visible Light Illumination Adv. Mater. 2014, 26, 3297-3303 10.1002/adma.201305299
24. Zhang, Y. Q.; Ma, D.-K.; Zhuang, Y.; Zhang, X.; Chen, W.; Hong, L.-L.; Yan, Q.-X.; Yu, K.; Huang, S.-M. One-Pot Synthesis of N-Doped Carbon Dots with Tunable Luminescence Properties J. Mater. Chem. 2012, 22, 16714-16718 10.1039/c2jm32973e
25. Chen, X.; Jin, Q.; Wu, L.; Tung, C.; Tang, X. Synthesis and Unique Photoluminescence Properties of Nitrogen-Rich Quantum Dots and Their Applications Angew. Chem., Int. Ed. 2014, 53, 12542-12547 10.1002/anie.201408422
26. Qian, Z.; Ma, J.; Shan, X.; Feng, H.; Shao, L.; Chen, J. Highly Luminescent N-Doped Carbon Quantum Dots as an Effective Multifunctional Fluorescence Sensing Platform Chem.-Eur. J. 2014, 20, 2254-2263 10.1002/chem.201304374
27. Zhu, S.; Meng, Q.; Wang, L.; Zhang, J.; Song, Y.; Jin, H.; Zhang, K.; Sun, H.; Wang, H.; Yang, B. Highly Photoluminescent Carbon Dots for Multicolor Patterning, Sensors, and Bioimaging Angew. Chem., Int. Ed. 2013, 52, 3953-3957 10.1002/anie.201300519
28. Zheng, B.; Liu, T.; Paau, M. C.; Wang, M.; Liu, Y.; Liu, L.; Wu, C.; Du, J.; Xiao, D.; Choi, M. M. F. One Pot Selective Synthesis of Water and Organic Soluble Carbon Dots with Green Fluorescence Emission RSC Adv. 2015, 5, 11667-11675 10.1039/C4RA16529B
29. Shen, J.; Li, Y.; Su, Y.; Zhu, Y.; Jiang, H.; Yang, X.; Li, C. Photoluminescent Carbon-Nitrogen Quantum Dots as Efficient Electrocatalysts for Oxygen Reduction Nanoscale 2015, 7, 2003-2008 10.1039/C4NR06484D
30. Xu, J. B.; Zhao, T. S. Mesoporous Carbon with Uniquely Combined Electrochemical and Mass Transport Characteristics for Polymer Electrolyte Membrane Fuel Cells RSC Adv. 2013, 3, 16-24 10.1039/C2RA22279E
31. Saidi, W. A. Oxygen Reduction Electrocatalysis Using N-Doped Graphene Quantum-Dots J. Phys. Chem. Lett. 2013, 4, 4160-4165 10.1021/jz402090d
32. Jin, S. H.; Kim, S. H.; Jun, G. H.; Hong, S. H.; Jeon, S. Tuning the Photoluminescence of Graphene Quantum Dots through the Charge Transfer Effect of Functional Groups ACS Nano 2013, 7, 1239-1245 10.1021/nn304675g
33. 2+ Detection Sci. Rep. 2014, 4, 1-8 10.1038/srep04976
34. Zhu, S.; Shao, J.; Song, Y.; Zhao, X.; Du, J.; Wang, L.; Wang, H.; Zhang, K.; Zhang, J.; Yang, B. Investigating the Surface State of Graphene Quantum Dots Nanoscale 2015, 7, 7927-7933 10.1039/C5NR01178G
35. Tang, L.; Ji, R.; Li, X.; Teng, K. S.; Lau, S. P. Energy-Level Structure of Nitrogen-Doped Graphene Quantum Dots J. Mater. Chem. C 2013, 1, 4908-4915 10.1039/c3tc30877d
36. Sudolska, M.; Dubecky, M.; Sarkar, S.; Reckmeier, C. J.; Zboril, R.; Rogach, A. L.; Otyepka, M. Nature of Absorption Bands in Oxygen-Functionalized Graphitic Carbon Dots J. Phys. Chem. C 2015, 119, 13369-13373 10.1021/acs.jpcc.5b04080
37. Fu, M.; Ehrat, F.; Wang, Y.; Milowska, K. Z.; Reckmeier, C. J.; Rogach, A. L.; Stolarczyk, J. K.; Urban, A. S.; Feldmann, J. Carbon Dots: A Unique Fluorescent Cocktail of Polycyclic Aromatic Hydrocarbons Nano Lett. 2015, 15, 6030-6035 10.1021/acs.nanolett.5b02215
38. Knippenberg, S.; Bohnwagner, M. V.; Harbach, P. H. P.; Dreuw, A. Strong Electronic Coupling Dominates the Absorption and Fluorescence Spectra of Covalently Bound BisBODIPYs J. Phys. Chem. A 2015, 119, 1323-1331 10.1021/acs.jpca.5b00637
39. Usachov, D.; Vilkov, O.; Gruneis, A.; Haberer, D.; Fedorov, A.; Adamchuk, V. K.; Preobrajenski, A. B.; Dudin, P.; Barinov, A.; Oehzelt, M. et al. Nitrogen-Doped Graphene: Efficient Growth, Structure, and Electronic Properties Nano Lett. 2011, 11, 5401-5407 10.1021/nl2031037
40. Usachov, D.; Fedorov, A.; Vilkov, O.; Senkovskiy, B.; Adamchuk, V. K.; Yashina, L. V.; Volykhov, A. A.; Farjam, M.; Verbitskiy, N. I.; Gruneis, A. et al. The Chemistry of Imperfections in N-Graphene Nano Lett. 2014, 14, 4982-4988 10.1021/nl501389h
41. Lim, S. H.; Li, R.; Ji, W.; Lin, J. Effects of Nitrogenation on Single-Walled Carbon Nanotubes within Density Functional Theory Phys. Rev. B: Condens. Matter Mater. Phys. 2007, 76, 195406-195416 10.1103/PhysRevB.76.195406
42. Jalili, S.; Vaziri, R. Study of the Electronic Properties of Li-Intercalated Nitrogen Doped Graphite Mol. Phys. 2011, 109, 687-694 10.1080/00268976.2010.547523
43. Cervantes-Sodi, F.; Csanyi, G.; Piscanec, S.; Ferrari, A. C. Edge-Functionalized and Substitutionally Doped Graphene Nanoribbons: Electronic and Spin Properties Phys. Rev. B: Condens. Matter Mater. Phys. 2008, 77, 165427-165440 10.1103/PhysRevB.77.165427
44. Becke, A. D. Density-Functional Thermo-chemistry. III. The Role of Exact Ex-change J. Chem. Phys. 1993, 98, 5648-5652 10.1063/1.464913
45. Grimme, S.; Antony, J.; Ehrlich, S.; Krieg, H. A Consistent and Accurate Ab Initio Parametrization of Density Functional Dispersion Correction (DFT-D) for the 94 Elements H-Pu J. Chem. Phys. 2010, 132, 154104 10.1063/1.3382344
46. Chai, J. D.; Head-Gordon, M. Long-Range Corrected Hybrid Density Functionals with Damped Atom-Atom Dispersion Corrections Phys. Chem. Chem. Phys. 2008, 10, 6615-6620 10.1039/b810189b
47. Jacquemin, D.; Mennucci, B.; Adamo, C. Excited-State Calculations with TD-DFT: From Benchmarks to Simulations in Complex Environments Phys. Chem. Chem. Phys. 2011, 13, 16987-16998 10.1039/c1cp22144b
48. Laurent, A. D.; Jacquemin, D. TD-DFT Benchmarks: A Review Int. J. Quantum Chem. 2013, 113, 2019-2039 10.1002/qua.24438
49. Fang, C.; Oruganti, B.; Durbeej, B. How Method-Dependent Are Calculated Differences between Vertical, Adiabatic, and 0-0 Excitation Energies? J. Phys. Chem. A 2014, 118, 4157-4171 10.1021/jp501974p
50. Barone, V.; Cossi, M. Quantum Calculation of Molecular Energies and Energy Gradients in Solution by a Conductor Solvent Model J. Phys. Chem. A 1998, 102, 1995-2001 10.1021/jp9716997
51. Cossi, M.; Rega, N.; Scalmani, G.; Barone, V. Energies, Structures, and Electronic Properties of Molecules in Solution with the C-PCM Solvation Model J. Comput. Chem. 2003, 24, 669-681 10.1002/jcc.10189
52. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A. et al., Gaussian 09 Revision D.01; Gaussian Inc.: Wallingford, CT, 2009.
53. Garcia Cuesta, I.; Pownall, B.; Pelloni, S.; Sánchez de Merás, A. M. π-Ring Currents in Doped Coronenes with Nitrogen and Boron: Diatropic-Paratropic Duality Phys. Chem. Chem. Phys. 2015, 17, 24885-24894 10.1039/C5CP03732H