分子电子器件是未来分子电路的微电子元件,已成为有机功能纳米材料研究的热点.卟啉类化合物的π共轭体系表现出的独特光电性能和良好的热稳定性,使其作为光电器件、模拟生物酶、分子识别和传感材料在材料化学、医学、生物化学和分析化学等领域展现出良好的应用前景,由于卟啉分子平面结构的易修饰性,常用卟啉化合物组装单元来构建功能化的卟啉光电器件.本文综述了卟啉类化合物的特点及其在光电器件中的应用进展.
参考文献
| [1] | Feynman R P.There's Plenty of Room at the Bottom[J].Eng Sci,Caltech Alumni Mag,1960,23(1):22-25. |
| [2] | Carter F L.Molecular Electronic Devices Ⅱ[M].New York:Marcel Dekker Press,1982:1-825. |
| [3] | Lehn J M.Supramolecular Chemistry—Scope and Perspectives Molecules,Supermolecules,and Molecular Devices(Nobel Lecture)[J].Angew Chem lnt Ed,1988,27(1):89-112. |
| [4] | ZHU Daoben,WANG Fosong.The Organic Solids[M].Shanghai:Shanghai Science and Technology Press,1999:1-331 (in Chinese).朱道本,王佛松.有机固体[M].上海:上海科学技术出版社,1999:1-331. |
| [5] | Crossley M J,Burn P L.Tetrakisporphyrin System[J].J Chem Soc,Chem Commun,1991,21:1569-1571. |
| [6] | Osuka A,Maruyama K,Yamazaki I,et al.Singlet Excitation Energy Transfer in Conformationally Restricted Zinc-free-base Hybrid Diporphyrins[J].Chem Phys Lett,1990,165(4):392-396. |
| [7] | Osuka A,Yamazaki T,Tamai N,et al.Geometry Dependence of Intramolecular Photoinduced Electron Transfer in Synthetic Zinc-Ferric Hybrid Diporphyrins[J].J Am Chem Soc,1990,112(12):4958-4969. |
| [8] | Vicente M G H,Smith K M.Vilsmeier Reactions of Porphyrins and Chlorins with 3-(Dimethylamino) acrolein to Give Meso-(2-formylvinyl) porphyrins:New Syntheses of Benzochlorins,Benzoisobacteriochlorins,and Benzobacteriochlorins and Reductive Coupling of Porphyrins and Chlorins Using Low-valent Titanium Complexes[J].J Org Chem,1991,56(14):4407-4418. |
| [9] | Anderson H L.Conjugated Porphyrin Ladders[J].Inorg Chem,1994,33(5):972-981. |
| [10] | Burrell A,Officer D,Reid D.Aldehyde-Appended Tetraphenylporphyrin:A New Building Block for Porphyrin Arrays[J].Angew Chem,Int Ed,1995,34(8):900-902. |
| [11] | Osuka A,Shimidzu H.meso,meso-Linked Porphyrin Arrays[J].A ngew Chem Int Ed,1997,36(1/2):135-137. |
| [12] | Cho H S,Jeong D H,Shinmori H A,et al.Excited-State Energy Transfer Processes in Phenylene-and Biphenylene-Linked and Directly-Linked Zinc (Ⅱ) and Free-Base Hybrid Diporphyrins[J].J Phys Chem A,2001,105 (17):4200-4210. |
| [13] | Martin R,Diederich E F.Linear Monodisperse π-Conjugated Oligomers:Model Compounds for Polymers and More[J].Angew Chem Int Ed,1999,38(10):1350-1377. |
| [14] | Tsuda A,Furuta H,Osuka A,et al.Syntheses,Structural Characterizations,and Optical and Electrochemical Properties of Directly Fused Diporphyrins[J].J Am Chem Soc,2001,123(42):10304-10321. |
| [15] | Ambroise A,Wagner R W,Lindsey J S,et al.Design and Synthesis of Porphyrin-Based Optoelectronic Gates[J].Chem Mater,2001,13 (3):1023-1034. |
| [16] | Jurow M,Schuckman A E,Drain C M,et al.Porphyrins as Molecular Electronic Components of Functional Devices[J].Coord Chem Rev,2010,254(19/20):2297-2310. |
| [17] | Wan Z Q,Jia C Y,Shi Y,et al.Highly Conjugated Donor Acceptor Dyad Based on Tetrathiafulvalene Covalently Attached to Porphyrin Unit[J].Dyes Pigm,2012,93 (1/3):1456-1462. |
| [18] | Auw(a)rter W,Seufert K,Bischoff F,et al.A Surface-anchored Molecular Four-level Conductance Switch Based on Single Proton Transfer[J].Nat Nanotechnol,2012,7:41-46. |
| [19] | An Y P,Yang Z Q,Ratner M A.High-efficiency Switching Effect in Porphyrin-ethyne-benzene Conjugates[J].J Chem Phys,2011,135:044706-044709. |
| [20] | Wallin S,Monnereau C,Odobel F,et al.State-Selective Electron Transfer in an U nsymmetric Acceptor-Zn(Ⅱ) Porphyrin-Acceptor Triad:Toward a Controlled Directionality of Electron Transfer from the Porphyrin S2 and S1 States as a Basis for a Molecular Switch[J].J Phys Chem A,2010,114(4):1709-1721. |
| [21] | D(e)breczeny M P,Wasielewski M R,Svee W A,et al.Optical Control of Photogenerated Ion Pair Lifetimes:An Approach to a Molecular Switch[J].Science,1996,274:584-586. |
| [22] | Reddy D R,Maiya B G.A Molecular Photoswitch Based on an Axial-bonding' Type Phosphorus(V) Porphyrin[J].Chem Commun,2001,(1):117-118. |
| [23] | Wang Z X,Nyg(a)rd A M,Russell D A,et al.An Evanescent-Field-Driven Self-Assembled Molecular Photoswitch for Macrocycle Coordination and Release[J].Langmuir,2004,20 (14):5850-5857. |
| [24] | Schaetzel M L,Anson C E,Lehn J M,et al.Dynamic Chemical Devices:Photoinduced Electron Transfer and Its Ion-Triggered Switching in Nanomechanical Butterfly-Type Bis (porphyrin) terpyridines[J].Chem Eur J,2006,12 (7):1931-1940. |
| [25] | Girard Y,Kondo M,Yoshizawa K.Theoretical Study of a Neutral,Doubly Protonated,and Doubly Deprotonated Porphyrin Dithiolate Used as a Molecular Switch[J].Chem Phys,2006,327(1):77-84. |
| [26] | Aviram A,Ratner M A.Molecular Rectifiers[J].Chem Phys Lett,1974,29(2):277-283. |
| [27] | Isoda S,Miyamoto M,Inatomi K I,et al.A Self-assembled Molecular Rectifier:Two-dimensional Crystals of Cytochrome c Formed on a Flavolipid Monolayer[J].Thin Solid Films,2004,468(1/2):255-261. |
| [28] | Okuno Y,Yokoyama S.Theoretical Study of Molecular Rectification in Porphyrin Dimer[J].Thin Solid Films,2008,516(9):2630-2634. |
| [29] | Mizuseki H,Belosludov R V,Farajian A A,et al.Theoretical Study on Junctions in Porphyrin Oligomers for Nanoscale Devices[J].Mater Sci Eng C,2005,25(25):718-721. |
| [30] | Meng H,Bendikov M,Chen C H,et al.Tetramethylpentacene:Remarkable Absence of Steric Effect on Field Effect Mobility[J].Adv Mater,2003,15(13):1090-1093. |
| [31] | Facchetti A,Nushrush M,Katz H E,et al.n-Type Building Blocks for Organic Electronics:A Homologous Family of Fluorocarbon-Substituted Thiophene Oligomers with High Carrier Mobility[J].Adv Mater,2003,15 (1):33-38. |
| [32] | Zhang J,Wang H,Yan D,et al.Phthalocyanine Composites as High-Mobility Semiconductors for Organic Thin-Film[J].Adv Mater,2005,17(9):1191-1193. |
| [33] | Wen Y G,Liu Y Q,Hu W P,et al.Experimental Techniques for the Fabrication and Characterization of Organic Thin Films for Field-Effect Transistors[J].Chem Rev,2011,111(5):3358-3406. |
| [34] | Noh Y Y,Kim J J,Yoshida Y,et al.Effect of Molecular Orientation of Epitaxially Grown Platinum(Ⅱ) Oetaethyl Porphyrin Films on the Performance of Field-Effect Transistors[J].Adv Mater,2003,15 (9):699-703. |
| [35] | Checcoli P,Conte G,Salvatori S,et al.Tetra-phenyl Porphyrin Based Thin Film Transistors[J].Synth Met,2003,138(1/2):261-266. |
| [36] | Xu H,Wang Y,Liu Y Q,et al.Organic Field-effect Transistors Based on Langmuir-Blodgett Films of an Extended Porphyrin Analogne-Cyclo[6]pyrrole[J].Chem Phys Lett,2005,414 (4/6):369-373. |
| [37] | Shea P B,Chen C,Ono N,et al.Polycrystalline Tetrabenzoporphyrin Organic Field-effect Transistors with Nanostructured Channels[J].Appl Phys Lett,2007,90:233107-233109. |
| [38] | Seol M L,Choi S J,Choi Y K,et al.Porphyrin-Silicon Hybrid Field-Effect Transistor with Individually Addressable Top-gate Structure[J].ACS Nano,2012,6(1):183-189. |
| [39] | Wakayama Y,Kubota T,Suzuki H,et al.Optical Controllability of Single-electron Tunnelling Through a Molecular Coulomb Island in a MOS Structure[J].Nanotechnology,2004,15:1446-1449. |
| [40] | Li Y W,Yao J H,Zou Z G,et al.Theoretical Investigations on the Orientational Dependence of Electron Transport through Porphyrin Molecular Wire[J].Curr Appl Phys,2011,11(6):1349-1353. |
| [41] | Kuhlbrandt W.Many Wheels Make Light Work[J].Nature,1994,374:497-498. |
| [42] | McDermott G,Prince S M,Freer A A,et al.Crystal Structure of an Integral Membrane Light-harvesting Complex from Photosynthetic Bacteria[J].Nature,1994,374:517-521. |
| [43] | Oijen A M,Ketelaars M,Ko J H,et al.Unraveling the Electronic Structure of Individual Photosynthetic Pigment-Protein Complexes[J].Science,1999,285:400-402. |
| [44] | Li J,Ambroise A,Lindsey J S,et al.Template-Directed Synthesis,Excited-State Photodynamics,and Electronic Communication in a Hexameric Wheel of Porphyrins[J].J Am Chem Soc,1999,121 (38):8927-8932. |
| [45] | Solladié N,Gross M,Sooambar C,et al.Pentaporphyrin with Flexible,Chiral Nucleosidic Linkers:Unexpected Duality of the Physico-chemical Properties of Its Core[J].Chem Commun,2001,(21):2206-2208. |
| [46] | Nakano A,Osuka A,Yamazaki I,et al.Modified Windmill Porphyrin Arrays:Coupled Light-Harvesting and Charge Separation,Conformational Relaxation in the S1 State,and S2-S2 Energy Transfer[J].Chem Eur J,2001,7 (14):3134-3151. |
| [47] | Kho Y S,Kim Y J,Choi M S,et al.Photophysical Properties of Composite Film of Dendron-appended Porphyrin and Fullerene[60][J].J Porphyrins Phthalocyanines,2009,13 (5):769-773. |
| [48] | Kuroda Y,Sugou K,Sasaki K,et al.Nonameric Porphyrin Assembly:Antenna Effect on Energy Transfer[J].J Am Chem Soc,2000,122 (32):7833-7839. |
| [49] | Choi M S,Yamazaki T,Yamazaki I,et al.Bioinspired Molecular Design of Light-Harvesting Multiporphyrin Arrays[J].Angew Chem Int Ed,2003,43(2):150-158. |
| [50] | Imahori H,Norieda H,Ozawa S,et al.Chain Length Effect on Photocurrent from Polymethylene-Linked Porphyrins in Self-Assembled Monolayers[J].Langmuir,1998,14 (19):5335-5338. |
| [51] | Chukharev V,Vuorinen T,Efimov A,et al.Photoinduced Electron Transfer in Self-Assembled Monolayers of Porphyrin-Fullerene Dyads on ITO[J].Langmuir,2005,21(14):6385-6391. |
| [52] | Imahori H,Yamada H,Nishimura Y,et al.A Photoelectrochemical Device with a Nanostructured SnO2 Electrode Modified with Composite Clusters of Porphyrin-Modified Silica Nanoparticle and Fullerene[J].J Phys Chem B,2000,104 (9):2099-2108. |
| [53] | Imahori H,Norieda H,Yamada H,et al.Light-Harvesting and Photocurrent Generation by Gold Electrodes Modified with Mixed Self-Assembled Monolayers of Boron-Dipyrrin and Ferrocene-Porphyrin-Fullerene Triad[J].J Am Chem Soc,2001,123(1):100-110. |
| [54] | Imahori H,Fujimoto A,Kang S,et al.Molecular Photoelectrochemical Devices:Supramolecular Incorporation of C60Molecules into Tailored Holes on Porphyrin-Modified Gold Nanoelusters[J].Adv Mater,2005,17 (14):1727-1730. |
| [55] | Imahori H,Fukuzumi S.Porphyrin Monolayer-Modified Gold Clusters as Photoactive Materials[J].Adv Mater,2001,13(15):1197-1199. |
| [56] | Imabori H.Electrophoretic Deposition of Donor-acceptor Nanostructures on Electrodes for Molecular Photovoltaics[J].J Mater Chem,2007,17(1):31-41. |
| [57] | Kang C M,Lin Z Y.Structures and Energetics of Porphyrin-fullerene Supramolecular Complexes[J].J Theor Comput Chem,2006,5:665-684. |
| [58] | Iijima S.Helical Microtubules of Graphitic Carbon[J].Nature,1991,354:56-58. |
| [59] | Avouris P,Freitag M,Perebeinos V.Carbon-nanotube Photonics and OPtoelectronics[J].Nat Photonics,2008,2:341-350. |
| [60] | Langa F,José Gómez-Escalonilla M,Cruz P.Carbon Nanotubes and Porphyrins:an Exciting Combination for Optoelectronic Devices[J].J Porphyrins Phthalocyanines,2007,11:348-358. |
| [61] | Li H P,Martin P B,Sun Y P,et al.Single-Walled Carbon Nanotubes Tethered with Porphyrins:Synthesis and Photophysical Properties[J].Adv Mater,2004,16 (11):896-900. |
| [62] | Alvaro M,Atienzar P,Garcia H,et al.Synthesis,Photochemistry,and Electrochemistry of Single-Wall Carbon Nanotubes with Pendent Pyridyl Groups and of Their Metal Complexes with Zinc Porphyrin.Comparison with Pyridyl-Bearing Fullerenes[J].J Am Chem Soc,2006,128(20):6626-6635. |
| [63] | Hasobe T,Fukuzumi S,Kamat P V,et al.Ordered Assembly of Protonated Porphyrin Driven by Single-Wall Carbon N anotubes.J-and H-Aggregates to Nanorods[J].J Am Chem Soc,2005,127 (34):11884-11885. |
| [64] | Hecht D S,Briman M,Gruner G,et al.Bioinspired Detection of Light Using a Porphyrin-Sensitized Single-Wall Nanotube Field Effect Transistor[J].Nano Lett,2006,6 (9):2031-2036. |
上一张
下一张
上一张
下一张
计量
- 下载量()
- 访问量()
文章评分
- 您的评分：
-
10%
-
20%
-
30%
-
40%
-
50%