Controlled/Living Polymerization of Methyl Methacrylate Using New Sterically Hindered Imidazoline Nitroxides Prepared via Intramolecular 1,3-Dipolar Cycloaddition Reaction

Controlled/Living Polymerization of Methyl Methacrylate Using New Sterically Hindered Imidazoline Nitroxides Prepared via Intramolecular 1,3-Dipolar Cycloaddition Reaction Full article

Journal

Journal of Polymer Science, Part A: Polymer Chemistry
ISSN: 0887-624X , E-ISSN: 1099-0518

Output data

Year: 2014, Volume: 52, Number: 7, Pages: 929-943 Pages count : 15 DOI: 10.1002/pola.27071

Tags

block copolymers; kinetics (polym.); living radical polymerization (LRP); methyl methacrylate; NMR

Authors

Edeleva Mariya V. ¹ , Parkhomenko Dmitriy A. ^1,2 , Morozov Denis A. ^2,3 , Dobrynin Sergey A. ^2,3 , Trofimov Dmitry G. ³ , Kanagatov Beket ^1,2 , Kirilyuk Igor A. ³ , Bagryanskaya Elena G. ^1,3

Affiliations

1	(Данные Web of science) Int Tomog Ctr SB RAS, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia
3	(Данные Web of science) NN Vorozhtsov Novosibirsk Inst Organ Chem SB RAS, Novosibirsk 630090, Russia

A series of imidazoline nitroxides with bulky spirocyclic moieties at the positions 2 or 5 of imidazole ring were synthesized using intramolecular 1,3-dipolar cycloaddition in 2H-imidazole 1-oxides or 4H-imidazole 3-oxides with pent-4-enyl groups followed by isoxazolidine ring opening and oxidation. Capability of the nitroxides to control radical polymerization of methyl methacrylate (MMA) and styrene was investigated. For that purpose, alkoxyamines were synthesized from the aforementioned nitroxides and tert-butyl -bromoisobutyrate. Homolysis rate constants of the alkoxyamines were measured and possible contributions of side reactions were quantified. Nitroxide-mediated polymerization of styrene and MMA was studied using the alkoxyamines as initiators. MMA polymerization was found to proceed in controlled regime up to 55% of monomer conversion and the polymer obtained was able to reinitiate the polymerization of styrene. Quota of living chains estimated to reach 90%. (c) 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 929-943

Edeleva M.V. , Parkhomenko D.A. , Morozov D.A. , Dobrynin S.A. , Trofimov D.G. , Kanagatov B. , Kirilyuk I.A. , Bagryanskaya E.G.
Controlled/Living Polymerization of Methyl Methacrylate Using New Sterically Hindered Imidazoline Nitroxides Prepared via Intramolecular 1,3-Dipolar Cycloaddition Reaction
Journal of Polymer Science, Part A: Polymer Chemistry. 2014. V.52. N7. P.929-943. DOI: 10.1002/pola.27071 WOS Scopus РИНЦ

Published online:	Dec 27, 2013
Published print:	Apr 1, 2014

Web of science	WOS:000331877500005
Scopus	2-s2.0-84894832296
Elibrary	21866891
OpenAlex	W1964645644