Photogeneration of Singlet Oxygen by Tetra(p-Hydroxyphenyl)porphyrins Modified with Oligo- and Polyalkylene Oxides

Solov’eva A. B., Savko M. A., Glagolev N. N., Aksenova N. A., Timashev P. S., Bragina N. A., Zhdanova K. A., Mironov A. F.

Russian Journal of Physical Chemistry A

Vol.92, Issue8, P. 1621-1626

Опубликовано: 2018

Тип ресурса: Статья

DOI:10.1134/S0036024418080277

Аннотация:

Abstract: Mono- and diethylene oxide derivatives of tetra(p-hydroxyphenyl)porphyrin (THPP) with different conformation states are synthesized. These compounds exhibit high photosensitization activity in the generation of singlet oxygen in organic and aqueous (in the solubilized state) phases. It is shown that introducing ethylene oxide moieties into the hydroxyphenyl substituents of THPP increases its solubility in chloroform. In addition, the activity of singlet oxygen 1Δg generation in the reaction of anthracene photooxidation by THPP tetra derivatives in chloroform, where the ethylene oxide fragments are introduced into two phenyl rings and hexadecyl fragments are introduced into another two, is higher than the activity of mono- and di-modified THPP molecules with enthylene oxide molecules at one hydroxyphenyl cycle. The activity of tetra-substituted porphyrin in chloroform, however, is comparable to that of nonsubstituted tetraphenylporphyrin, considered to be one of the most activ

Ключевые слова:

photooxidation; photosensitizer; pluronic F127; solubilization; tetraphenylporphyrins

Amino acids; Chlorine compounds; Ethylene; Molecules; Oxygen; Photooxidation; Photosensitizers; Soaps (detergents); Solubility; Molar concentration; P-hydroxyphenyl; Photogeneration; Pluronic F-127; Polyalkylene oxides; solubilization; Tetraphenylporphyrins; Water-soluble form; Porphyrins

Язык текста: Английский

ISSN: 1531-863X

Solov’eva A. B.

Savko M. A.

Glagolev N. N.

Aksenova N. A. Nadezhda Anatolyevna 1979-

Timashev P. S. Petr Sergeevich 1978-

Bragina N. A.

Zhdanova K. A.

Mironov A. F.

Солов’ева А. Б.

Савко М. А.

Глаголев Н. Н.

Аксенова Н. А. Надежда Анатольевна 1979-

Тимашев П. С. Петр Сергеевич 1978-

Брагина Н. А.

Жданова К. А.

Миронов А. Ф.

Photogeneration of Singlet Oxygen by Tetra(p-Hydroxyphenyl)porphyrins Modified with Oligo- and Polyalkylene Oxides

Текст визуальный непосредственный

Russian Journal of Physical Chemistry A

Pleiades Publishing, Ltd.

Vol.92, Issue8 P. 1621-1626

2018

Статья

photooxidation photosensitizer pluronic F127 solubilization tetraphenylporphyrins

Amino acids Chlorine compounds Ethylene Molecules Oxygen Photooxidation Photosensitizers Soaps (detergents) Solubility Molar concentration P-hydroxyphenyl Photogeneration Pluronic F-127 Polyalkylene oxides solubilization Tetraphenylporphyrins Water-soluble form Porphyrins

Abstract: Mono- and diethylene oxide derivatives of tetra(p-hydroxyphenyl)porphyrin (THPP) with different conformation states are synthesized. These compounds exhibit high photosensitization activity in the generation of singlet oxygen in organic and aqueous (in the solubilized state) phases. It is shown that introducing ethylene oxide moieties into the hydroxyphenyl substituents of THPP increases its solubility in chloroform. In addition, the activity of singlet oxygen 1Δg generation in the reaction of anthracene photooxidation by THPP tetra derivatives in chloroform, where the ethylene oxide fragments are introduced into two phenyl rings and hexadecyl fragments are introduced into another two, is higher than the activity of mono- and di-modified THPP molecules with enthylene oxide molecules at one hydroxyphenyl cycle. The activity of tetra-substituted porphyrin in chloroform, however, is comparable to that of nonsubstituted tetraphenylporphyrin, considered to be one of the most activ