5,10,15,20-四[4-(2,3-环氧丙氧基)苯基]卟啉的合成与表征

以正丙酸、冰乙酸和硝基苯为混合溶剂, 以对羟基苯甲醛和吡咯为原料, 合成了5,10,15,20-四(4-羟基苯基)卟啉(THPP)．然后以THPP与环氧氯丙烷为原料，在异丙醇中以氢氧化钠为催化剂合成了5,10,15,20-四4-(2,3-环氧丙氧基)苯基]卟啉(TEPPP)．利用傅里叶变换红外光谱仪(FTIR)、核磁共振波谱仪(NMR)、紫外可见分光光度计(UV-Vis)和荧光分光光度计分别对THPP和TEPPP的化学结构和光学性质进行了表征与测试．结果表明:1 349 cm-1和916 cm-1处为TEPPP卟啉环中C = N键伸缩振动吸收峰和环氧化物环的(C―O―C键)不对称伸缩振动吸收峰．TEPPP的1H NMR谱图中，在δ 2.92～4.60内5个位移峰峰面积比为1:1:1:1:1，与TEPPP中环氧基团的不同氢原子数比相一致．TEPPP的UV-Vis谱图具有与卟啉结构相符合的吸收峰．通过荧光光谱研究了THPP和TEPPP的荧光性质，并计算得到了二者的荧光量子产率分别为0.08和0.16．

Synthesis and characterization of 5,10,15,20-tetra [4-(2,3-epoxypropoxy) phenyl] porphyrin

5,10,15,20-tetra(4-hydroxylphenyl)porphyrin (THPP) was synthesized by using p-hydroxybenzaldehyde and pyrrole as raw materials, propionic acid, acetic acid and nitrobenzene as solvent. 5,10,15,20-tetra4-(2,3-epoxypropoxy)phenyl]porphyrin (TEPPP) was prepared by using THPP and epichlorohydrin as materials in isopropanol with sodium hydroxide as catalyst. The chemical structure and optical properties of THPP and TEPPP were characterized and tested by Fourier transform infrared spectrometer (FTIR), nuclear magnetic resonance spectrometer (NMR), ultraviolet-visible (UV-Vis) spectrophotometer and spectrofluorophotometer, respectively. The absorption peaks at 1 349 cm-1 and 916 cm-1 are attributed to C = N bond stretching vibration absorption peaks of TEPPP porphyrin ring and C―O―C bond asymmetric stretching vibration absorption peak of epoxide ring in FTIR spectrum of TEPPP, respectively. In 1H NMR spectrum of TEPPP, the peak area ratio of 5 chemical shift peaks was 1:1:1:1:1 between 2.92 ppm to 4.60 ppm, which was consisted with the ratio of the hydrogen atom number of epoxy group. The absorption peaks of TEPPP were similar to those of porphyrin in UV-Vis spectrum. The fluorescence properties of THPP and TEPPP were studied by fluorescence spectroscopy and fluorescence quantum yield were 0.08 and 0.16, respectively.