Solvent-assisted self-assembly of fullerene into single-crystal ultrathin microribbons as highly sensitive UV-visible photodetectors

ACS Nano

Volumn 7, Issue 9, 2013, Pages 7573-7582

  Wei, Lang ^a,b   Yao, Jiannian ^a   Fu, Hongbing ^a  

^a INSTITUTE OF CHEMISTRY   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

fullerene; microribbon; nanomaterials; photodetector; self assembly

Indexed keywords

CAGE-LIKE STRUCTURES; ENERGY CALCULATION; ISOPROPYL ALCOHOLS; KINETICALLY CONTROLLED; MICRORIBBON; MOLECULAR COMPONENTS; ORGANIC NANOSTRUCTURES; THERMODYNAMICALLY STABLE;

FULLERENES; KINETICS; NANOSTRUCTURED MATERIALS; PHOTODETECTORS; PHOTONS; SELF ASSEMBLY; TRANSMISSION ELECTRON MICROSCOPY;

SOLVENTS;

2 PROPANOL; FULLERENE DERIVATIVE; NANOPARTICLE;

ARTICLE; CHEMISTRY; CONDUCTOMETRY; CONFORMATION; CRYSTALLIZATION; EQUIPMENT; EQUIPMENT DESIGN; EQUIPMENT FAILURE; METHODOLOGY; NANOTECHNOLOGY; PHOTOMETRY; RADIATION EXPOSURE; ULTRASTRUCTURE; ULTRAVIOLET RADIATION;

2-PROPANOL; CONDUCTOMETRY; CRYSTALLIZATION; EQUIPMENT DESIGN; EQUIPMENT FAILURE ANALYSIS; FULLERENES; MOLECULAR CONFORMATION; NANOPARTICLES; NANOTECHNOLOGY; PHOTOMETRY; ULTRAVIOLET RAYS;

EID: 84884956107     PISSN: 19360851     EISSN: 1936086X     Source Type: Journal    
DOI: 10.1021/nn402889h     Document Type: Article

References (60)

1. Hoeben, F. J. M.; Jonkheijm, P.; Meijer, E. W.; Schenning, A. P. H. J. About Supramolecular Assemblies of π-Conjugated Systems Chem. Rev. 2005, 105, 1491-1546
2. Grimsdale, A. C.; Müllen, K. The Chemistry of Organic Nanomaterials Agnew. Chem. Int. Ed. 2005, 44, 5592-5629
3. Coleman, A. C.; Beierle, J. M.; Stuart, M. C. A.; Maciá, B.; Caroli, G.; Mika, J. T.; van Dijken, D. J.; Chen, J.; Browne, W. R.; Feringa, B. L. Light-Induced Disassembly of Self-Assembled Vesicle-Capped Nanotubes Observed in Real Time Nat. Nanotechnol. 2011, 6, 547-552
4. Rybtchinski, B. Adaptive Supramolecular Nanomaterials Based on Strong Noncovalent Interactions ACS Nano 2011, 5, 6791-6818
5. Aida, T.; Meijer, E. W.; Stupp, S. I. Functional Supramolecular Polymers Science 2012, 335, 813-817
6. Chen, Z.; Lohr, A.; Saha-Möller, C. R.; Würthner, F. Self-Assembled π-Stacks of Functional Dyes in Solution: Structural and Thermodynamic Features Chem. Soc. Rev. 2009, 38, 564-584
7. Zhao, Y.; Fu, H.; Peng, A.; Ma, Y.; Liao, Q.; Yao, J. Construction and Optoelectronic Properties of Organic One-Dimensional Nanostructures Acc. Chem. Res. 2010, 43, 409-418
8. Che, Y.; Yang, X.; Liu, G.; Yu, C.; Ji, H.; Zuo, J.; Zhao, J.; Zang, L. Ultrathin n-Type Organic Nanoribbons with High Photoconductivity and Application in Optoelectronic Vapor Sensing of Explosives J. Am. Chem. Soc. 2010, 132, 5743-5750
9. Niu, Q.; Zhou, Y.; Wang, L.; Peng, J.; Wang, J.; Pei, J.; Cao, Y. Enhancing the Performance of Polymer Light-Emitting Diodes by Integrating Self-Assembled Organic Nanowires Adv. Mater. 2008, 20, 964-969
10. Zang, L.; Che, Y.; Moore, J. S. One-Dimensional Self-Assembly of Planar π-Conjugated Molecules: Adaptable Building Blocks for Organic Nanodevices Acc. Chem. Res. 2008, 41, 1596-1608
11. Palmer, L. C.; Stupp, S. I. Molecular Self-Assembly into One-Dimensional Nanostructures Acc. Chem. Res. 2008, 41, 1674-1684
12. Müller, M. K.; Brunsveld, L. A Supramolecular Polymer as a Self-Assembling Polyvalent Scaffold Agnew. Chem., Int. Ed. 2009, 48, 2921-2924
13. Curtis, M. D.; Cao, J.; Kampf, J. W. Solid-State Packing of Conjugated Oligomers: From π-Stacks to the Herringbone Structure J. Am. Chem. Soc. 2004, 126, 4318-4328
14. Elemans, J. A. A. W.; Van Hameren, R.; Nolte, R. J. M.; Rowan, A. E. Molecular Materials by Self-Assembly of Porphyrins, Phthalocyanines, and Perylenes Adv. Mater. 2006, 18, 1251-1266
15. Würthner, F.; Kaiser, T. E.; Saha-Moller, C. R. J-Aggregates: From Serendipitous Discovery to Supramolecular Engineering of Functional Dye Materials Agnew. Chem., Int. Ed. 2011, 50, 3376-3410
16. Sundar, V. C.; Zaumseil, J.; Podzorov, V.; Menard, E.; Willett, R. L.; Someya, T.; Gershenson, M. E.; Rogers, J. A. Elastomeric Transistor Stamps: Reversible Probing of Charge Transport in Organic Crystals Science 2004, 303, 1644-1646
17. Zhang, X.; Dong, C.; Zapien, J. A.; Ismathullakhan, S.; Kang, Z.; Jie, J.; Zhang, X.; Chang, J. C.; Lee, C.-S.; Lee, S.-T. Polyhedral Organic Microcrystals: From Cubes to Rhombic Dodecahedra Agnew. Chem., Int. Ed. 2009, 48, 9121-9123
18. Huang, L.; Liao, Q.; Shi, Q.; Fu, H.; Ma, J.; Yao, J. Rubrene Micro-crystals from Solution Routes: Their Crystallography, Morphology and Optical Properties J. Mater. Chem. 2010, 20, 159-166
19. Lei, Y.; Liao, Q.; Fu, H.; Yao, J. Phase- and Shape-Controlled Synthesis of Single Crystalline Perylene Nanosheets and Its Optical Properties J. Phys. Chem. C 2009, 113, 10038-10043
20. Kang, L.; Wang, Z.; Cao, Z.; Ma, Y.; Fu, H.; Yao, J. Colloid Chemical Reaction Route to the Preparation of Nearly Monodispersed Perylene Nanoparticles: Size-Tunable Synthesis and Three-Dimensional Self-Organization J. Am. Chem. Soc. 2007, 129, 7305-7312
21. Kang, L.; Fu, H.; Cao, X.; Shi, Q.; Yao, J. Controlled Morphogenesis of Organic Polyhedral Nanocrystals from Cubes, Cubooctahedrons, to Octahedrons by Manipulating the Growth Kinetics J. Am. Chem. Soc. 2011, 133, 1895-1901
22. Li, I. J.; Hu, W. P.; Liu, Y. Q.; Zhu, D. B. Micro- and Nanocrystals of Organic Semiconductors Acc. Chem. Res. 2010, 43, 529-540
23. Liu, S.; Wang, W. M.; Briseno, A. L.; Mannsfeld, S. C. B.; Bao, Z. Controlled Deposition of Crystalline Organic Semiconductors for Field-Effect-Transistor Applications Adv. Mater. 2009, 21, 1217-1232
24. Briseno, A. L.; Mannsfeld, S. C. B.; Reese, C.; Hancock, J. M.; Xiong, Y.; Jenekhe, S. A.; Bao, Z.; Xia, Y. Perylenediimide Nanowires and Their Use in Fabricating Field-Effect Transistors and Complementary Inverters Nano Lett. 2007, 7, 2847-2853
25. Xu, Z.; Liao, Q.; Shi, Q.; Zhang, H.; Yao, J.; Fu, H. Low-Threshold Nanolasers Based on Slab-Nanocrystals of H-Aggregated Organic Semiconductors Adv. Mater. 2012, 24, 216-220
26. Zhao, Y. S.; Peng, A.; Fu, H.; Ma, Y.; Yao, J. Nanowire Waveguides and Ultraviolet Lasers Based on Small Organic Molecules Adv. Mater. 2008, 20, 1661-1665
27. O'Carroll, D.; Lieberwirth, I.; Redmond, G. Microcavity Effects and Optically Pumped Lasing in Single Conjugated Polymer Nanowires Nat. Nanotechnol. 2007, 2, 180-184
28. Jonkheijm, P.; Schoot, P. v. d.; Schenning, A. P. H. J.; Meijer, E. W. Probing the Solvent-Assisted Nucleation Pathway in Chemical Self-Assembly Science 2006, 313, 80-83
29. Wang, Y.; Fu, H.; Peng, A.; Zhao, Y.; Ma, J.; Ma, Y.; Yao, J. Distinct Nanostructures from Isomeric Molecules of Bis(iminopyrrole) Benzenes: Effects of Molecular Structures on Nanostructural Morphologies Chem. Commun. 2007, 43, 1623-1625
30. Palermo, V.; Samori, P. Molecular Self-Assembly across Multiple Length Scales Angew. Chem., Int. Ed. 2007, 46, 4428-4432
31. Knowles, T. P. J.; Buehler, M. J. Nanomechanics of Functional and Pathological Amyloid Materials Nat. Naotechnol. 2011, 6, 469-479
32. England, J. L.; Haran, G. Role of Solvation Effects in Protein Denaturation: From Thermodynamics to Single Molecules and Back Annu. Rev. Phys. Chem. 2011, 62, 255-277
33. Korevaar, P. A.; Schaefer, C.; de Greef, T. F.; Meijer, E. W. Controlling Chemical Self-Assembly by Solvent-Dependent Dynamics J. Am. Chem. Soc. 2012, 134, 13482-13491
34. Kaiser, T. E.; Stepanenko, V.; Wurthner, F. Fluorescent J-Aggregates of Core-Substituted Perylene Bisimides: Studies on Structure-Property Relationship, Nucleation-Elongation Mechanism, and Sergeants-and-Soldiers Principle J. Am. Chem. Soc. 2009, 131, 6719-6732
35. Lei, Y.; Liao, Q.; Fu, H.; Yao, J. Orange-Blue-Orange Triblock One-Dimensional Heterostructures of Organic Microrods for White-Light Emission J. Am. Chem. Soc. 2010, 132, 1742-1743
36. Korevaar, P. A.; George, S. J.; Markvoort, A. J.; Smulders, M. M.; Hilbers, P. A.; Schenning, A. P.; De Greef, T. F.; Meijer, E. W. Pathway Complexity in Supramolecular Polymerization Nature 2012, 481, 492-496
37. Moulton, B.; Zaworotko, M. J. From Molecules to Crystal Engineering: Supramolecular Isomerism and Polymorphism in Network Solids Chem. Rev. 2001, 101, 1629-1658
38. Weissbuch, I.; Addadi, L.; Lahav, M.; Leiserowitz, L. Molecular Recognition at Crystal Interfaces Science 1991, 253, 637-645
39. Zaworotko, M. J. Molecules to Crystals, Crystals to Molecules... and Back again? Cryst. Growth Des. 2007, 7, 4-9
40. Kapadia, P. P.; Ditzler, L. R.; Baltrusaitis, J.; Swenson, D. C.; Tivanski, A. V.; Pigge, F. C. Semiconducting Organic Assemblies Prepared from Tetraphenylethylene Tetracarboxylic Acid and Bis(pyridine)s via Charge-Assisted Hydrogen Bonding J. Am. Chem. Soc. 2011, 133, 8490-8493
41. Liu, X. Y.; Boek, E. S.; Briels, W. J.; Bennema, P. Prediction of Crystal Growth Morphology Based on Structural Analysis of the Solid-Fluid Interface Nature 1995, 374, 342-345
42. 60 Field-Effect Transistors Fabricated on Molecular-Wetting Controlled Substrates Adv. Mater. 2006, 18, 1713-1716
43. Babu, S. S.; Möhwald, H.; Nakanishi, T. Recent Progress in Morphology Control of Supramolecular Fullerene Assemblies and Its Applications Chem. Soc. Rev. 2010, 39, 4021-4035
44. Wei, L.; Wu, Y.; Wang, L.; Fu, H.; Yao, J. Supramolecular Synthesis of Fullerene/Tetracene Hybrid Flowerlike Microstructures of Nanoplates via the Charge-Transfer Interactions J. Phys. Chem. C 2011, 115, 21629-21634
45. 60 Single Crystals J. Am. Chem. Soc. 2012, 134, 2760-2765
46. Blom, P. W. M.; Mihailetchi, V. D.; Koster, L. J. A.; Markov, D. E. Device Physics of Polymer:Fullerene Bulk Heterojunction Solar Cells Adv. Mater. 2007, 19, 1551-1566
47. 60) J. Am. Chem. Soc. 2009, 131, 6372-6373
48. Wakahara, T.; Sathish, M.; Miyazawa, K. i.; Hu, C.; Tateyama, Y.; Nemoto, Y.; Sasaki, T.; Ito, O. Preparation and Optical Properties of Fullerene/Ferrocene Hybrid Hexagonal Nanosheets and Large-Scale Production of Fullerene Hexagonal Nanosheets J. Am. Chem. Soc. 2009, 131, 9940-9944
49. 60) Self-Assembly into Dot, Wire and Disk Structures Chem. Commun. 2009, 45, 4803
50. 2: Orientational Ordering Accompanies the Reversible Phase Transition at 168 K Chem. Commun. 2000, 36, 483-484
51. 60 Nanorods Using m-Xylene as a Shape Controller Adv. Mater. 2006, 18, 1883-1888
52. Murray, C. B.; Kagan, C. R. Synthesis and Characterization of Monodisperse Nanocrystals and Close-Packed Nanocrystal Assemblies Annu. Rev. Mater. Sci. 2000, 30, 545-610
53. Lamer, V. K.; Dinegar, R. H. Theory, Production and Mechanism of Formation of Monodispersed Hydrosols J. Am. Chem. Soc. 1950, 72, 4847-4854
54. 60 Solubility Molecules 2012, 17, 3858-3865
55. Desiraju, G. R. Cryptic Crystallography Nat. Mater. 2002, 1, 77-79
56. 60 Fullerene Derivatives Acc. Chem. Res. 2000, 33, 695-703
57. Zhou, Y.; Wang, L.; Wang, J.; Pei, J.; Cao, Y. Highly Sensitive, Air-Stable Photodetectors Based on Single Organic Sub-Micrometer Ribbons Self-Assembled through Solution Processing Adv. Mater. 2008, 20, 3745-3749
58. Talapin, D. V.; Lee, J. S.; Kovalenko, M. V.; Shevchenko, E. V. Prospects of Colloidal Nanocrystals for Electronic and Optoelectronic Applications Chem. Rev. 2010, 110, 389-458
59. 60 Wire Hybrid Chem. Commun. 2010, 46, 2575-2577
60. 60 Nanowhiskers Appl. Phys. Lett. 2006, 88, 112109