Nonionic omnisoluble photosensitizer reference material for the estimation of singlet oxygen quantum yield

Nonionic omnisoluble photosensitizer reference material for the estimation of singlet oxygen quantum yield
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用于估算单线态氧量子产率的非离子全溶性光敏剂标准物质

DOI:
10.1039/d1cp04651a
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发表时间:
2022
影响因子:
3.3
通讯作者:
Hill Jonathan P.
Hill Jonathan P.
中科院分区:
化学2区
文献类型:
--
作者:
Payne Daniel T.;Hynek Jan;Labuta Jan;Hill Jonathan P.

文献摘要

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Meso-Tetrakis-(3,4,5-tris{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)porphyrin TEG 12 PH 2是一种用于单态氧(1 O2)产生量子产率(ΦSO)估算的“全溶”参比物。TEG 12 PH 2是一种高度可溶的非离子化合物,在包括水在内的各种常见溶剂中具有优异的1 O2 QY。以2-(2-(2-甲氧基乙氧基)乙氧基)乙基4-甲苯磺酸酯为反应溶剂,四(3,4,5-三羟基苯基)卟啉经12次O-烷基化反应制得了数克规模的TEG 12 PH 2。合成了相应的Zn(II)配合物TEG 12 PZn。TEG 12 PH 2在所研究的不同溶剂中的1 O2 QY被发现为0.86(丙酮)、0.59(乙腈)、0.66(氯仿)、0.85(甲醇)、0.45(甲苯)和0.51(水)。TEG 12 PH 2可作为评价新材料特别是新卟啉类化合物1 O2生成活性的一种可靠的、易于实现的全溶参考化合物。
Meso-Tetrakis-(3,4,5-tris{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)porphyrin TEG12PH2 is reported as an ‘omnisoluble’ reference for singlet oxygen (1O2) generation quantum yield (ΦSO) estimation. TEG12PH2 is a highly soluble, nonionic compound possessing excellent 1O2 QY in a wide variety of common solvents, including water. TEG12PH2 was prepared on multigram scale by the 12-way O-alkylation of tetrakis(3,4,5-trihydroxyphenyl)porphyrin using 2-(2-(2-methoxyethoxy)ethoxy)ethyl 4-toluenesulfonate as a reaction solvent. The corresponding Zn(II) complex TEG12PZn was also prepared and studied. The 1O2 QYs of TEG12PH2 in the different solvents studied were found to be 0.86 (acetone), 0.59 (acetonitrile), 0.66 (chloroform), 0.85 (methanol), 0.45 (toluene) and 0.51 (water). TEG12PH2 can be considered a reliable and easy to implement omnisoluble reference compound for the estimation of the 1O2 generating activities of new materials, especially new porphyrinic compounds.