Kinetics and Mechanism of Synthesis of Carboxyl-Containing N-Vinyl-2-Pyrrolidone Telehelics for Pharmacological Use

Polymers

Aristidis M. Tsatsakis¹  Anna M. Nechaeva²  Andrey N. Kuskov²  Anna L. Luss²  Mikhail I. Shtilman²  Yaroslav O. Mezhuev²  Oksana Yu. Sizova²  Inessa A. Gritskova³  Mikhail V. Motyakin⁴  Irina I. Levina⁴ 

[1] Center of Toxicology Science & Research, Division of Morphology, Medical School, Voutes Campus, University of Crete, 71003 Heraklion, Greece;Department of Biomaterials, Mendeleev University of Chemical Technology of Russia, 125047 Moscow, Russia;Department of Chemistry and Technology of Macromolecular Compounds, MIREA—Russian Technological University (RTU MIREA), 119454 Moscow, Russia;Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, 119334 Moscow, Russia;

关键词: N-vinyl-2-pyrrolidone polymerization;    polymerization mechanism;    polymerization kinetics;    doxorubicin;   

DOI  :  10.3390/polym13152569

来源: DOAJ

【 摘 要 】

It was found that sulfanylethanoic and 3-sulfanylpropanoic acids are effective regulators of molecular weight with chain transfer constants of 0.441 and 0.317, respectively, and show an unexpected acceleration effect on the radical polymerization of N-vinyl-2-pyrrolidone, initiated by 2,2’-azobisisobutyronitrile. It was determined for the first time that the thiolate anions of mercapto acids form a high-temperature redox initiating system with 2,2’-azobisisobutyronitrile during the radical polymerization of N-vinyl-2-pyrrolidone in 1,4-dioxane. Considering the peculiarities of initiation, a kinetic model of the polymerization of N-vinyl-2-pyrrolidone is proposed, and it is shown that the theoretical orders of the reaction rate, with respect to the monomer, initiator, and chain transfer agent, are 1, 0.75, 0.25, and are close to their experimentally determined values. Carboxyl-containing techelics of N-vinyl-2-pyrrolidone were synthesized so that it can slow down the release of the anticancer drug, doxorubicin, from aqueous solutions, which can find its application in the pharmacological field.

【 授权许可】

Unknown