In order to develop water-soluble porphyrins, alkyloxo(methoxo)porphyrinatoantimony bromides (alkyl = hexyl (1a), decyl (1b), dodecyl (1c), tetradecyl (1d), octadecyl (1e)) were prepared. 1 had more than 1 mmol dm−3 of solubility in water. From the dependence of the half-width of the bands in the absorption spectra and surface tension on the concentration of 1, it was estimated that 1b–d were present as aggregates in concentrations higher than 10 μmol dm−3. From the NMR analysis in D2O, it was deduced that the alkyloxo ligands of 1 were arranged alternately in the aggregates. The diameter of the aggregates of 1 in water was determined to be around 100 nm by the dynamic light scattering method. Since the solubilities of di(methoxo)tetraphenylporphyrinatoantimony bromide and 5-(4′-decyloxyphenyl)-10,15,20-triphenylporphyrinato(dimethoxo)antimony(V) bromide were low, it was calculated that the long alkyl axial ligands were requisite for the high solubility in water.
为了开发
水溶性
卟啉,制备了烷氧(甲氧)
卟啉铋溴化物(烷基 = 六基(1a)、十基(1b)、十二基(1c)、十四基(1d)、十八基(1e))。1在
水中的溶解度超过1 mmol dm−3。从吸收光谱中带宽与1浓度的关系以及表面张力来看,可以估计1b-d在浓度高于10 μmol dm−3时以聚集体的形式存在。通过在D2O中的NMR分析,推测1的烷氧
配体在聚集体中交替排列。通过动态光散射法测定1在
水中的聚集体直径约为100纳米。由于二(甲氧基)
四苯基卟啉铋溴化物和5-(4'-十基氧基苯基)-10,15,20-三苯基
卟啉(甲氧基)
铋(V)
溴化物的溶解度较低,因此推算出长烷基轴向
配体是
水中高溶解度的必要条件。