Facile and Purification-Free Synthesis of Nitrogenated Amphiphilic Graphitic Carbon Dots

Chemistry of Materials

Volumn 28, Issue 5, 2016, Pages 1481-1488

  Moon, Byung Joon ^a   Oh, Yelin ^a   Shin, Dong Heon ^a   Kim, Sang Jin ^a   Lee, Sang Hyun ^a,b   Kim, Tae Wook ^a,b   Park, Min ^a   Bae, Sukang ^a  

^a Korea Institute of Science and Technology   (South Korea)

^b University of Science and Technology (UST)   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCOMPATIBILITY; DEFECT DENSITY; DOPING (ADDITIVES); ENERGY TRANSFER; MEDICAL APPLICATIONS; PHOTOVOLTAIC EFFECTS; SEMICONDUCTOR QUANTUM DOTS; X RAY ABSORPTION;

BIOLOGICAL APPLICATIONS; BIOMEDICAL APPLICATIONS; EFFECTIVE APPROACHES; ENERGY TRANSFER DYNAMICS; GRAPHITIC STRUCTURES; NEAR EDGE X RAY ABSORPTION FINE STRUCTURE; ONE STEP SYNTHESIS; PHOTOVOLTAIC DEVICES;

OPTICAL PROPERTIES;

EID: 84960360291     PISSN: 08974756     EISSN: 15205002     Source Type: Journal    
DOI: 10.1021/acs.chemmater.5b04915     Document Type: Article

References (45)

1. Alivisatos, A. P. Semiconductor Clusters, Nanocrystals, and Quantum dots Science 1996, 271, 933-937 10.1126/science.271.5251.933
2. Bruchez, M., Jr.; Moronne, M.; Gin, P.; Weiss, S.; Alivisatos, A. P. Semiconductor Nanocrystals as Fluorescent Biological Labels Science 1998, 281, 2013-2016 10.1126/science.281.5385.2013
3. Ding, Z.; Quinn, B. M.; Haram, S. K.; Pell, L. E.; Korgel, B. A.; Bard, A. J. Electrochemistry and Electrogenerated Chemiluminescence from Silicon Nanocrystal Quantum Dots Science 2002, 296, 1293-1297 10.1126/science.1069336
4. Gao, X. H.; Cui, Y. Y.; Levenson, R. M.; Chung, L. W. K.; Nie, S. M. In vivo Cancer Targeting and Imaging with Semiconductor Quantum Dots Nat. Biotechnol. 2004, 22, 969-976 10.1038/nbt994
5. Chan, W. C. W.; Nie, S. M. Quantum Dot Bioconjugates for Ultrasensitive Nonisotopic Detection Science 1998, 281, 2016-2018 10.1126/science.281.5385.2016
6. 2+ Ions Biosens. Bioelectron. 2014, 55, 83-90 10.1016/j.bios.2013.11.074
7. +-Induced Enhancement of Fluorescence J. Mater. Chem. C 2015, 3, 2302-2309 10.1039/C4TC02582B
8. Ju, J.; Chen, W. Synthesis of Highly Fluorescent Nitrogen-Doped Graphene Quantum Dots for Sensitive, Label-Free Detection of Fe (III) in Aqueous Media Biosens. Bioelectron. 2014, 58, 219-225 10.1016/j.bios.2014.02.061
9. Ju, J.; Chen, W. In Situ Growth of Surfactant-Free Gold Nanoparticles on Nitrogen-Doped Graphene Quantum Dots for Electrochemical Detection of Hydrogen Peroxide in Biological Environments Anal. Chem. 2015, 87, 1903-1910 10.1021/ac5041555
10. Ju, J.; Zhang, R.; He, S.; Chen, W. Nitrogen-Doped Graphene Quantum Dots-Based Fluorescent Probe for the Sensitive Turn-On Detection of Glutathione and its Cellular Imaging RSC Adv. 2014, 4, 52583-52589 10.1039/C4RA10601F
11. Peng, J.; Gao, W.; Gupta, B. K.; Liu, Z.; Romero-Aburto, R.; Ge, L.; Song, L.; Alemany, L. B.; Zhan, X.; Gao, G.; Vithayathil, S. A.; Kaipparettu, B. A.; Marti, A. A.; Hayashi, T.; Zhu, J.-J.; Ajayan, P. M. Graphene Quantum Dots Derived from Carbon Fibers Nano Lett. 2012, 12, 844-849 10.1021/nl2038979
12. Liu, Q.; Guo, B.; Rao, Z.; Zhang, B.; Gong, J. R. Strong Two-Photon-Induced Fluorescence from Photostable, Biocompatible Nitrogen-Doped Graphene Quantum Dots for Cellular and Deep-Tissue Imaging Nano Lett. 2013, 13, 2436-2441 10.1021/nl400368v
13. 2-Clusters in Graphene Sheets into Colloidal Graphene Quantum Dots with Strong Green Fluorescence J. Mater. Chem. 2012, 22, 3314-3318 10.1039/c2jm16005f
14. Shen, J.; Zhu, Y.; Chen, C.; Yang, X.; Li, C. Facile Preparation and Upconversion Luminescence of Graphene Quantum Dots Chem. Commun. 2011, 47, 2580-2582 10.1039/C0CC04812G
15. Tetsuka, H.; Asahi, R.; Nagoya, A.; Okamoto, K.; Tajima, I.; Ohta, R.; Okamoto, A. Optically Tunable Amino-Functionalized Graphene Quantum Dots Adv. Mater. 2012, 24, 5333-5338 10.1002/adma.201201930
16. Zhou, X.; Zhang, Y.; Wang, C.; Wu, X.; Yang, Y.; Zhang, B.; Wu, H.; Guo, S.; Zhang, J. Photo-Fenton Reaction of Graphene Oxide: A New Strategy to Prepare Graphene Quantum Dots for DNA Cleavage ACS Nano 2012, 6, 6592-6599 10.1021/nn301629v
17. Dong, Y.; Shao, J.; Chen, C.; Li, H.; Wang, R.; Chi, Y.; Lin, X.; Chen, G. Blue Luminescent Graphene Quantum Dots and Graphene Oxide Prepared by Tuning the Carbonization Degree of Citric Acid Carbon 2012, 50, 4738-4743 10.1016/j.carbon.2012.06.002
18. Liu, H.; Zhang, X.; Wu, X.; Jiang, L.; Burda, C.; Zhu, J.-J. Rapid Sonochemical Synthesis of Highly Luminescent Non-toxic AuNCs and Au@AgNCs and Cu(II) Sensing Chem. Commun. 2011, 47, 4237-4239 10.1039/c1cc00103e
19. Yan, X.; Cui, X.; Li, L. S. Synthesis of Large, Stable Colloidal Graphene Quantum Dots with Tunable Size J. Am. Chem. Soc. 2010, 132, 5944-5945 10.1021/ja1009376
20. Dong, Y.; Wang, R.; Li, H.; Shao, J.; Chi, Y.; Lin, X.; Chen, G. Polyamine-Functionalized Carbon Quantum Dots for Chemical Sensing Carbon 2012, 50, 2810-2815 10.1016/j.carbon.2012.02.046
21. Ma, Z.; Ming, H.; Huang, H.; Liu, Y.; Kang, Z. One-step Ultrasonic Synthesis of Fluorescent N-doped Carbon Dots from Glucose and Their Visible-Light Sensitive Photocatalytic Ability New J. Chem. 2012, 36, 861-864 10.1039/c2nj20942j
22. Tang, L.; Ji, R.; Cao, X.; Lin, J.; Jiang, H.; Li, X.; Teng, K. S.; Luk, C. M.; Zeng, S.; Hao, J.; Lau, S. P. Deep Ultraviolet Photoluminescence of Water-Soluble Self-Passivated Graphene Quantum Dots ACS Nano 2012, 6, 5102-5110 10.1021/nn300760g
23. 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
24. Wu, X.; Tian, F.; Wang, W.; Chen, J.; Wu, M.; Zhao, J. X. Fabrication of Highly Fluorescent Graphene Quantum Dots using L-glutamic Acid for in vitro/in vivo Imaging and Sensing J. Mater. Chem. C 2013, 1, 4676-4684 10.1039/c3tc30820k
25. Zhai, X.; Zhang, P.; Liu, C.; Bai, T.; Li, W.; Dai, L.; Liu, W. Highly Luminescent Carbon Nanodots by Microwave-Assisted Pyrolysis Chem. Commun. 2012, 48, 7955-7957 10.1039/c2cc33869f
26. Liu, R.; Wu, D.; Feng, X.; Müllen, K. Bottom-Up Fabrication of Photoluminescent Graphene Quantum Dots with Uniform Morphology J. Am. Chem. Soc. 2011, 133, 15221-15223 10.1021/ja204953k
27. Pandey, K. K. A Study of Chemical Structure of Soft and Hardwood and Wood Polymers by FTIR Spectroscopy J. Appl. Polym. Sci. 1999, 71, 1969-1975 10.1002/(SICI)1097-4628(19990321)71:12<1969::AID-APP6>3.3.CO;2-4
28. Rahman, S. S.; Busby, D. J.; Lee, D. C. Infrared and Raman Spectra of a Single Resin Bead for Analysis of Solid-Phase Reactions and Use in Encoding Combinatorial Libraries J. Org. Chem. 1998, 63, 6196-6199 10.1021/jo980258w
29. Voss, K. F.; Foster, C. M.; Smilowitz, L.; Mihailović, D.; Askari, S.; Srdanov, G.; Ni, Z.; Shi, S.; Heeger, A. J.; Wudl, F. Substitution Effects on Bipolarons in Alkoxy Derivatives of Poly(1,4-phenylene-vinylene) Phys. Rev. B: Condens. Matter Mater. Phys. 1991, 43, 5109-5118 10.1103/PhysRevB.43.5109
30. Li, Y.-J.; Bahulekar, R.; Chen, T.-M.; Wang, Y.-F.; Kodama, M.; Nakaya, T. The Effect of Alkyl Chain Length of Amphiphilic Phospholipid Polyurethanes on Haemocompatibilities Macromol. Chem. Phys. 1996, 197, 2827-2835 10.1002/macp.1996.021970920
31. Gu, J.; Hu, M. J.; Guo, Q. Q.; Ding, Z. F.; Sun, X. L.; Yang, J. High-Yield Synthesis of Graphene Quantum Dots with Strong Green Photoluminescence RSC Adv. 2014, 4, 50141-50144 10.1039/C4RA10011E
32. Jin, S. H.; Kim, D. 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. Dubin, S.; Gilje, S.; Wang, K.; Tung, V. C.; Cha, K.; Hall, A. S.; Farrar, J.; Varshneya, R.; Yang, Y.; Kaner, R. B. A One-Step, Solvothermal Reduction Method for Producing Reduced Graphene Oxide Dispersions in Organic Solvents ACS Nano 2010, 4, 3845-3852 10.1021/nn100511a
34. Dennis, R. V.; Schultz, B. J.; Jaye, C.; Wang, X.; Fischer, D. A.; Cartwright, A. N.; Banerjee, S. Near-edge X-ray Absorption Fine Structure Spectroscopy Study of Nitrogen Incorporation in Chemically Reduced Graphene Oxide J. Vac. Sci. Technol. B 2013, 31, 041204-9 10.1116/1.4813058
35. Hoffmann, R. Trimethylene and the Addition of Methylene to Ethylene J. Am. Chem. Soc. 1968, 90, 1475-1485 10.1021/ja01008a016
36. Bourissou, D.; Guerret, O.; Gabbaï, F. P.; Bertrand, G. Stable Carbenes Chem. Rev. 2000, 100, 39-92 10.1021/cr940472u
37. Dai, Y.; Long, H.; Wang, X.; Wang, Y.; Gu, Q.; Jiang, W.; Wang, Y.; Li, C.; Zeng, T. H.; Sun, Y.; Zeng, J. Versatile Graphene Quantum Dots with Tunable Nitrogen Doping Part. Part. Syst. Charact. 2014, 31, 597-604 10.1002/ppsc.201300268
38. Sahu, S.; Behera, B.; Maiti, T. K.; Mohapatra, S. Simple One-Step Synthesis of Highly Luminescent Carbon Dots from Orange Juice: Application as Excellent Bio-Imaging Agents Chem. Commun. 2012, 48, 8835-8837 10.1039/c2cc33796g
39. Kumar, G. S.; Roy, R.; Sen, D.; Ghorai, U. K.; Thapa, R.; Mazumder, N.; Saha, S.; Chattopadhyay, K. K. Amino-Functionalized Graphene Quantum Dots: Origin of Tunable Heterogeneous Photoluminescence Nanoscale 2014, 6, 3384-3391 10.1039/c3nr05376h
40. Gupta, V.; Chaudhary, N.; Srivastava, R.; Sharma, G. D.; Bhardwaj, R.; Chand, S. Luminescent Graphene Quantum Dots for Organic Photovoltaic Devices J. Am. Chem. Soc. 2011, 133, 9960-9963 10.1021/ja2036749
41. Förster, T. 10th Spiers Memorial Lecture. Transfer Mechanisms of Electronic Excitation Discuss. Faraday Soc. 1959, 27, 7-17 10.1039/df9592700007
42. Hedley, G. J.; Ward, A. J.; Alekseev, A.; Howells, C. T.; Martins, E. R.; Serrano, L. A.; Cooke, G.; Ruseckas, A.; Samuel, I. D. W. Determining the Optimum Morphology in High-Performance Polymer-Fullerene Organic Photovoltaic Cells Nat. Commun. 2013, 4, 2867 10.1038/ncomms3867
43. Liang, Y.; Xu, Z.; Xia, J.; Tsai, S.-T.; Wu, Y.; Li, G.; Ray, C.; Yu, L. For the Bright-Future-Bulk Heterojunction Polymer Solar Cells with Power Conversion Efficiency of 7.4% Adv. Mater. 2010, 22, E135-E138 10.1002/adma.200903528
44. Kim, J. K.; Park, M. J.; Kim, S. J.; Wang, D. H.; Cho, S. P.; Bae, S.; Park, J. H.; Hong, B. H. Balancing Light Absorptivity and Carrier Conductivity of Graphene Quantum Dots for High-Efficiency Bulk Heterojunction Solar Cells ACS Nano 2013, 7, 7207-7212 10.1021/nn402606v
45. Moon, B. J.; Lee, K. S.; Park, S.; Kim, S. H.; Shim, J.; Bae, S.; Park, M.; Lee, C.-L.; Choi, W. K.; Yi, Y.; Hwang, J. Y.; Son, D. I. Enhanced Photovoltaic Performance of Inverted Polymer Solar Cells Utilizing Versatile Chemically Functionalized ZnO@graphene Quantum Dot Monolayer Nano Energy 2016, 20, 221-232 10.1016/j.nanoen.2015.11.039