Synthesis and Application of Macrophotoinitiators Obtained via Benzoin Tethering with Copolymers of Maleic Anhydride

Halyna Ohar, Larysa Dolynska and Viktor Tokarev
Affiliation: 
Lviv Polytechnic National University 12, Bandera str., 79013 Lviv, Ukraine; galunaogar@gmail.com
DOI: 
https://doi.org/10.23939/chcht07.02.125
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Abstract: 
A new approach to the synthesis of macrophotoinitiators (MPI) on the basis of benzoin was developed; it was grounded on the tethering of benzoin to copolymers of methyl methacrylate and maleic anhydride. This process occurred as a polymer-modification reaction due to interaction of the anhydride groups in polymer structure with hydroxyl functionality of benzoin and resulted in formation of benzoin monomaleate units. Chemical structure of MPI and content of benzoin moieties tethered were determined using IR- and UV-spectroscopies. It was found that the MPI synthesized had a high affinity towards surfaces of the dispersed mineral fillers, namely ТіО2 and nano Ca10(PO4)6(OH)2; that allowed to immobilize MPI at these filler surfaces. It is important that photoinitiation activity increased in the range: benzoin < MPI < MPI immobilized at ТіО2 < MPI immobilized at nano Ca10(PO4)6(OH)2. The MPI immobilized at the filler surface could be considered as promising initiator for diverse photopolymer composites.
References: 

[1] Voronov S., Tokarev V., Oduola K. and Lastukhin Yu.: J. Appl. Polym. Sci., 2000, 76, 1217.
https://doi.org/10.1002/(SICI)1097-4628(20000523)76:8<1217::AID-APP2>3.0.CO;2-F

[2] Oduola M., Tokarev V. and Voronov S.: Polym. Adv. Mat. Res., 2007, 18-19, 219.

[3] Fouassier J.: Photoinitiation, Photopolymerisation and Photocuring: Fundamentals and Applications. Hanser, Munich 1995.

[4] Allen N. (Ed.): Photopolymerisation and Photoimaging Science and Technology. Elsevier, Oxford 1989.
https://doi.org/10.1007/978-94-009-1127-7

[5] Randell D. (Ed.): Radiation Curing of Polymers—II. Royal Soc.of Chem., London 1991.

[6] Fouassier J. and Rabek J. (Eds.): Radiation Curing Polymer Science and Technology. Elsevier, Oxford 1993.
https://doi.org/10.1007/978-94-011-1876-7

[7] Corrales T., Catalina F., Peinado C. and Allen N.: J. Photochem. & Photobiology A, 2003, 159, 103.
https://doi.org/10.1016/S1010-6030(03)00175-8

[8] Anglioni L., Caretti D., Carlini C. and Lelli N.: Polym. Adv. Technol., 1993, 4, 375.
https://doi.org/10.1002/pat.1993.220040603

[9] Carlini C., Anglioni L., Caretti D. and Corelli E.: J. Appl. Polym. Sci.,1997, 64, 2237.
https://doi.org/10.1002/(SICI)1097-4628(19970613)64:11<2237::AID-APP19>3.0.CO;2-0

[10] Davidson R., Hageman H. and Lewis S.: J. Photochem. Photobiol. A, 1998, 118, 183.
https://doi.org/10.1016/S1010-6030(98)00358-X

[11] Carlini C., Ciardelli F., Donati D. and Gurzoni F.: Polymer, 1983, 24, 599.
https://doi.org/10.1016/0032-3861(83)90113-1

[12] Ohar H., Dolynska L. and Tokarev V.: Visnuk Nats. Univ. "Lvivska Polytechnika", 2011, 700, 353.

[13] Riddick J., Bunger W., Sakano T. and Weissenerger A.: Organic Solvents: Physical Properties and Methods of Purification (V. 2, 4th edn). Wiley, New York 1986.

[14] Kong Y., Jie W., Yuan W. and Bao L.: Chinese Sci. Bull., 2007, 52, 267.
https://doi.org/10.1007/s11434-007-0216-y

[15] Fouassier J. and Rabek J.: Radiation Curing in Polymer Science and Technology: Fundamentals and Methods, V. 1. Elsevier Sci. Publ. Ltd, Crown House 1993.

[16] ISO 1522 – Paints and varnishes – Pendulum damping test (3rd edn.). Switzerland, Geneva 2006..

[17] Settle F. (Ed.): Handbook of Instrumental Techniques for Analytical Chemistry. Prentice-Hall Inc., New Jersey 1997.