Abstract
Features of the polymerization of methyl methacrylate and a number of other (meth)acrylate monomers in the presence of catalytic systems based on phenazine dyes (Neutral Red and Safranin Т) under visible light irradiation are investigated. It is shown that amines of various structure as well as air oxygen affect the kinetic features of polymerization and the molecular weight characteristics of polymers. It is found that polymerization may proceed in the controlled mode up to high conversions at room temperature and a low photocatalyst concentration, among them without preliminary degassing of the reaction medium.
Similar content being viewed by others
REFERENCES
N. Corrigan, K. Jung, G. Moad, G. Yawker, K. Matyjaszewski, and C. Boyer, Prog. Polym. Sci. 111, 101311 (2020).
D. F. Grishin and I. D. Grishin, Rus. Chem. Rev. 90, 231 (2021).
B. P. Fors and C. J. Hawker, Angew. Chem., Int. Ed. Engl. 51, 1 (2012).
N. A. Romero and D. A. Nicewicz, Chem. Rev. 161 (17), 10075 (2016).
L. Candish, K. D. Collins, G. C. Cook, J. J. Douglas, A. Gómez-Suárez, A. Jolit, and S. Keess, Chem. Rev. 122 (2), 2907 (2022).
N. J. Treat, H. Sprafke, J. W. Kramer, P. G. Clark, B. E. Barton, J. Read De Alaniz, B. P. Fors, and C. J. Hawker, J. Am. Chem. Soc. 136 (45), 16096 (2014).
N. Corrigan, S. Shanmugam, J. Xu, and C. Boyer, Chem. Soc. Rev. 45, 6165 (2016).
S. de Avila Gonzalves, P. R. Rodrigues, and R. Pioli Vieira, Macromol. Rapid. Commun. 42 (15), 2100221 (2021).
D. A. Corbin and G. M. Miyake, Chem. Rev. 122 (2), 1830 (2022).
A. Allushi, C. Kutahya, C. Aydogan, J. Kreutzer, G. Yilmaz, and Y. Yagci, Polym. Chem. 8 (1), 1972 (2017).
C. Kutahya, F. S. Aykac, G. Yilmaz, and Y. Yagci, Polym. Chem, No. 7, 6094 (2016).
S. P. Pitre, C. D. McTiernan, H. Ismaili, and J. C. Scaiano, J. Am. Chem. Soc. 135 (36), 13286 (2013).
D. Leow, Org. Lett. 16 (21), 5812 (2014).
A. Aguirre-Soto, C.-H. Lim, A. T. Hwang, C. B. Musgrave, and J. W. Stansbury, J. Am. Chem. Soc. 136 (20), 7418 (2014).
A. Gallastegui, M. B. Spesia, I. E. dell’Erba, C. A. Chesta, C. M. Previtali, R. E. Palacios, and M. L. Gomez, J. Mater. Sci. Eng. C 102, 896 (2019).
D. F. Grishin, O. S. Lizyakina, L. B. Vaganova, A. A. Kaltenberg, and I. D. Grishin, Iran. Polym. J. 30 (11), 1117 (2021).
O. S. Lizyakina, L. B. Vaganova, and D. F. Grishin, Polym. Sci., Ser. B, 65 (3), 270 (2023).
A. J. Gordon and R. A. Ford, A Handbook of Practical Data, Techniques, and References (Wiley, New York, 1972).
Polymer Characterization: Laboratory Techniques and Analysis, Ed by N. P. Cheremisinoff (Noyes Publications, Westwood, 1997).
R. Pauliukaite and C. M. A. Brett, Electroanalysis 20 (12), 1275 (2008).
G. T. Marks, E. D. Lee, D. A. Aikens, and H. H. Richto, J. Photochem. Photobiol. 39 (3), 323 (1984).
A. N. Azarian, S. Berchmans, and V. Yegnaraman, Bull. Electrochem. 14 (10), 309 (1998).
A. C. Bhasikuttan and A. V. Sapre, J. Photochem. Photobiol. 69 (5), 529 (1999).
M. V. Encinas, C. M. Previtali, S. G. Bertolotti, and M. G. Neumann, J. Photochem. Photobiol. 62 (1), 65 (1995).
G. V. Porcal, E. M. Arbeloa, C. A. Chesta, S. G. Bertolotti, and C. M. Previtali, J. Photochem. Photobiol., A 257 (1), 60 (2013).
V. S. F. Chew, J. R. Bolton, R. G. Brown, and G. Porter, J. Phys. Chem. 84 (15), 1909 (1980).
C. E. Baumgartner, H. Richtol, and D. A. Aiken, J. Photochem. Photobiol. 34, 17 (1981).
Padon K. Sirovatka and A. B. Scranton, J. Polym. Sci., Part A: Polym. Chem. 38 3336 (2000).
Funding
This work was supported by the Russian Science Foundation (project no. 23-23-00130).
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
The authors declare that they have no conflicts of interest.
Additional information
Translated by T. Soboleva
Rights and permissions
About this article
Cite this article
Lizyakina, O.S., Vaganova, L.B. & Grishin, D.F. Neutral Red and Safranin Т in the Photopolymerization of Methyl Methacrylate and Other (Meth)Acrylate Monomers. Polym. Sci. Ser. B 65, 398–408 (2023). https://doi.org/10.1134/S1560090423701099
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1560090423701099