以吡咯和对硝基苯甲醛为原料,经过环化、还原和缩合,合成了meso-四[(4-苯乙烯氨基)苯基]卟啉(TBAPP),通过UV-Vis、FT-IR、1H NMR及元素分析等对产物进行了表征,并对其荧光和电子顺磁共振特性进行了研究.卟啉产物的EPR测定显示出游离基特征,表明卟啉分子的大π共轭结构对周边基团产生的自由基有稳定作用.取代基对卟啉的紫外-可见吸收、光致发光及电子顺磁共振特性均有影响.四席夫碱苯基卟啉TBAPP的Q带比前体四氨基卟啉(TAPP)和母体四硝苯基卟啉(TNPP)红移,而Soret谱带变化较小；TBAPP的440nm光激发的最大荧光峰658 nm分别比TAPP蓝移5 nm和比TNPP红移9 nm;TBAPP的EPR精细结构比TAPP弱,而比TNPP强.
参考文献
| [1] | Goudriaan P E,Jang X B,Kuil M,et al.Synthesis of Building Blocks for the Development of the Supraphos Ligand Library and Examples of Their Application in Catalysis[J].Eur J Org Chem,2008,36:6079-6092. |
| [2] | Huang W,Jiang J,Feng Z,et al.A Schiff-base Porphyrin Complex with Double Intramolecular Hydrogen Bonds[J].J Coord Chem,2011,64(12):2101-2109. |
| [3] | Mathew T,Kuriakose S.Copper (Ⅱ) and Silver (Ⅱ) Complexes of Polymer-Bound Porphyrins with Schiff Base Linkage[J].J Appl Poly Sci,1998,69:89-93. |
| [4] | Wang L,Feng Y,Xue J,et al.Synthesis and Characterization of Novel Porphyrin Schiff Bases[J].J Serb Chem Soc,2008,73(1):1-6. |
| [5] | Bella S D,Dragonetti C,Pizzotti M,et al.Coordination and Organometallic Complexes as Second-Order Nonlinear Optical Molecular Materials[J].Top Organomet Chem,2010,28:l-55. |
| [6] | Kaya i,Bilici A,Sacak M.New Conjugated Azomethine Oligomers Obtained from Bis-(hydroxyphenyl) methylenediamine via Oxidative Polycondensation and Their Complexes with Metals[J].Synth Met,2009,159(14):1414-1421. |
| [7] | Rosink J J W M,Blauw M A,Geerligs L J,et al.Self-Assembly of π-Conjugated Azomethine Oligomers by Sequential Deposition of Monomers from Solution[J].Langmuir,2000,16(10):4547-4553. |
| [8] | Niu H J,Huang Y D,Bai X D,et al.Novel Poly-Schiff Bases Containing 4,4'-Diamino-triphenylamine as Hole Transport Material for Organic Electronic Device[J].Mater Lett,2004,58(24):2979-2983. |
| [9] | HAN Jing,XING Yongheng,ZHANG Xingjing,et al.Syntheses,Crystal Structures and Decomposition Kinetics of Complexes of Zinc and Nickel with Amido-Schiff-baseas the Ligand[J].Chem J Chinese Univ,2007,28(8):1431-1433(in Chinese).韩晶,邢永恒,张兴晶,等.含有氨基酸基Schiff碱配体的锌、镍配合物的合成、结构及热分解动力学研究[J].高等学校化学学报,2007,28(8):1431-1433. |
| [10] | Li D M,Zhao Z X,Liu S Q,et al.Synthesis of Unsymmetrical Schiff-Base Porphyrin with O-Nitrobenzaldehyde and Its Lanthanide Complexes[J].Synth Commun,2000,30 (22):4017-4026. |
| [11] | Rajesh K,Rahiman A K,Bharathi K S,et al.Synthesis,Characterization and Bioactive Evaluation of Copper(Ⅱ) 5,10,15,20-Tetrakis[α,α,α,α-2-(2,6-bis (4-methylpiperazine-1-yl-methyl)-4-iminomethyl phenol) phenyl]Porphyrin:A Picket-Fence Porphyrin[J].Spectrochim Acta,Part A,2010,77 (3):652-660. |
| [12] | Wang D,Su L J,Cheng X L,et al.Synthesis and Purification of Porphyrin-Schiff Base Using Ethyl Vanillin[J].Chem Res Chinese Univ,2007,23(2):135-137. |
| [13] | Wang L,Feng Y Q,Xue J Q,et al.Synthesis and Characterization of Novel Porphyrin-schiff Bases[J].J Serb Chem Soc,2008,73(1):1-6. |
| [14] | LI Xiangqing,DENG Jun,WANG Xingqiao,et al.Synthesis and Characterization of Schiff-base Porphyrin Polymer with Network Nanostructure[J].Chinese J Appl Chem,2003,20 (1):15-18 (in Chinese).李向清,邓军,王杏乔,等.网状纳米结构席夫碱卟啉聚合物的合成和表征[J].应用化学,2003,20(1):15-18. |
| [15] | Lan M B,Zhao H L,Yuan H H,et al.Absorption and EPR Spectra of Some Porphyrins and Metalloporphyrins[J].Dyes Pigm,2007,74(2):357-362. |
| [16] | ZHU Baoku,XU Zhikang,XU Youyi.Synthesis of Tetra (4-nitrophenyl) porphyrin and Tetra (4-aminophenyl) porphyrin[J].Chinese J Appl Chem,1999,16(1):68-70(in Chinese).朱宝库,徐志康,徐又一.四(4-硝基苯基)卟啉和四(4-氨基苯基)卟啉的合成[J].应用化学,1999,16(1):68-70. |
| [17] | LUO Guotian,ZHENG Shengwei,XU Qingbing.Synthesis,Optical and Thermal Properties of Novel Schiff Base Complexes Containing Porphyrin Copper (Ⅱ) and Zinc (Ⅱ)[J].Chem J Chinese Univ,2008,29 (7):1307-1311 (in Chinese).罗国添,郑生伟,徐庆兵.新型卟啉-席夫碱铜(Ⅱ)/Zn(Ⅱ)配合物的合成与光热性能[J].高等学校化学学报,2008,29(7):1307-1311. |
| [18] | LIN Qingsong,ZHANG Tianlin,YUAN Lubing.Study of ESR Spectra and Photochemical Reaction of Porphyrin Derivatives[J].Chinese J Appl Chem,1988,5 (1):57-61 (in Chinese).林青松,张田林,袁履冰.卟啉衍生物的ESR与光化动力学研究[J].应用化学,1988,5(1):57-61. |
| [19] | Zheng W Q,Shan N,Yu L X,et al.UV-Visible,Fluorescence and EPR Properties of Porphyrins and Metalloporphyrins[J].Dyes Pigm,2008,77:153-157. |
| [20] | Maiya G,Krishnan V.Schiff Bases of Nickel(Ⅱ),Copper(Ⅱ) Porphyrins and Dibenzo-18-crown-6 Interspersed Bis-Metal Porphyrins.Protonation Studies[J].J Chem Sci,1987,99 (5):283-296. |
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