NDLI: Features of the supercritical CO$_{2}$-assisted immobilization of fluorinated tetraphenylporphyrins into tetrafluoroethylene copolymers

Content Provider	Springer Nature Link
Author	Shershnev, I. V. Cherkasova, A. V. Kopylov, A. S. Glagolev, N. N. Bragina, N. A. Solov’eva, A. B.
Copyright Year	2017
Abstract	The immobilization of fluorinated tetraphenylporphyrins (FTPPs) into tetrafluoroethylene copolymers (fluoroplast F-42 and MF-4SK, a perfluorinated sulfonic acid cation exchanger in H$^{+}$-form) is conducted in supercritical CO$_{2}$ (scCO$_{2}$). The effects the conditions of immobilization (the temperature and pressure of scCO$_{2}$, reaction time, and the addition of cosolvents) and the structure of the carrier polymer have on the content of porphyrin in these polymers is studied. The porphyrin-loaded polymer systems are shown to exhibit photosensitizing activity in anthracene and cholesterol oxidation in scCO$_{2}$. Under conditions of photocatalysis, chemical and functional stability is a feature of only MF-4SK polymer systems; this is attributed to the formation of protonated forms of the porphyrins and their interaction with SO$_{3}$ $^{−}$-groups of the polymer (an ion exchange process), which prevents leaching of the FTPP from the polymer matrix. The photocatalytic process actually occurs inside the matrix of the perfluorinated copolymer, with the protonated form of the porphyrin acting as a photosensitizer. The rate constant of anthracene photooxidation in the presence of FTPP-loaded MF-4SK films in scCO$_{2}$ is found to pass through a maximum as a function of the porphyrin content and the polymer film thickness. The use of such catalytic systems for cholesterol photooxidation in scCO$_{2}$ is shown to produce a virtual monoproduct (yield, ~10%): 6-formyl-B-norcholestane-3,5-diol, a compound with high biological activity.
Starting Page	1324
Ending Page	1331
Page Count	8
File Format	PDF
ISSN	00360244
Journal	Russian Journal of Physical Chemistry
Volume Number	91
Issue Number	7
e-ISSN	1531863X
Language	English
Publisher	Pleiades Publishing
Publisher Date	2017-06-15
Publisher Place	Moscow
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	porphyrins supercritical carbon dioxide copolymer MF-4SK photosensitized cholesterol oxidation Physical Chemistry
Content Type	Text
Resource Type	Article
Subject	Physical and Theoretical Chemistry

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