Using the method of IR spectroscopy, the kinetic features of the course of photoinitiated cationic and free radical polymerization in simultaneous epoxyacrylate interpenetrating polymer networks were investigated. The degree and rate of conversion of epoxy groups in the epoxy component (aliphatic diepoxide UP-650D, aliphatic-alicyclic triepoxide UP-650T, and diane epoxides ED-20 and Epicot 828), and the opening of double bonds in acrylate component (triethylene glycol dimethacrylate) were determined. The sensitizing effect of the acrylate component on the degree of conversion of epoxy groups in IPNs with aliphatic diepoxide or aliphatic-alicyclic triepoxide with an epoxy/acrylate ratio of 50/50 wt. % was revealed. For diane epoxies, the opposite regularity of conversion of epoxy groups in the composition of epoxy-acrylate IPNs is observed: in comparison with initial polymer networks, the degree of conversion of epoxy groups was significantly reduced. In the first case of low-viscosity aliphatic and cycloaliphatic epoxides such a sensitization is occurred due to the fact that the simultaneous polymerization of acrylate via a free radical mechanism promotes the decomposition of the photoinitiator and the formation of more macrocations quantity. In second case of more viscous diane epoxy resins, the spatial restriction imposed by the rapidly formed acrylate networks is predominate. That is why the conversion of epoxy groups is reduced and this effect is neutralized.
Keywords: epoxy resins, dimethacrylate, photopolymerization, ІR-spectroscopy.
REFERENCES
- Sangermano M., Falling S.N., Crivello J.V. Photoinitiated cationic polymerization of epoxy monomers in the presence of poly(3,4-epoxy-1-butene). Journal of Macromo-lecular Science A. 2002. 39(11): 1279–1294. DOI: https://doi.org/10.1081/MA-120015730
- Sangermano M., Bongiovanni R., Malucleli G., Priola A. Effect of hydroxyl-containing compounds in cationic photopolymerization of epoxy systems. Surface Coatings International B. 2005. 88: 83–156. DOI: https://doi.org/10.1007/BF02699542
- Delmarsh A.L., Estes R.H. Selecting epoxies for optical and fiber optic applications. Epoxy Technology. Technical Paper GB-56. http://www.epotek.com/ssc-white-papers.asp
- Matsuyama T. Weak-UV-curing epoxy resin composition. Three Bond Technical News. 1990. https://www.threebond.co.jp/en/technical/technicalnews/pdf/tech30.pdf
- Sangermano M., Tonin M., Yagci Y. Degradable epoxy coatings by photoinitiated cationic copolymerization of bisepoxide with e-caprolactone. European Polymer Journal. 2010. 46(2): 254–259. DOI: https://doi.org/10.1016/j.eurpolymj.2009.10.023
- Olmos D., Gonza´lez-Benito J. Visualization of the morphology at the interphase of glass fibre reinforced epoxy-thermoplastic polymer composites. European Polymer Journal. 2007. 43(4): 1487–1500. DOI: https://doi.org/10.1016/j.eurpolymj.2007.01.004
- Sangermano М., Carbonaro W., Malucelli G., Priola A. UV-cured interpenetrating acrylic-epoxy polymer networks: preparation and characterization. Macromolecular Materials and Engineering. 2008. 293(6): 515–520. DOI: https://doi.org/10.1002/mame.200800020
- Babkin O.E. UV-curing polymer coatings. Saint Petersburg, 2012. (in Russian).
- Cai Y., Jessop J.L.P. Decreased oxygen inhibition in photopolymerized acrylate/epoxide hybrid polymer coatings as demonstrated by Raman spectroscopy. Polymer. 2006. 47(19): 6560–6566. DOI: https://doi.org/10.1016/j.polymer.2006.07.031
- Decker C. Light-induced crosslinking polymerization. Polymer International. 2002. 51(11): 1141–1150. DOI: https://doi.org/10.1002/pi.821
- Bongiovanni R., Mazza D., Ronchetti S., Turcato E.A. The influence of water on the intercalation of epoxy monomers in Na-montmorillonite. Journal of Colloid and Interface Science. 2006. 296(2): 515–519. DOI: https://doi.org/10.1016/j.jcis.2005.09.058
- Shichang L.W., Zhou W., Li S., Shi W. A novel method for preparation of exfoliated UV-curable polymer/clay nanocomposites. European Polymer Journal. 2008. 44(6): 1613–1619. DOI: https://doi.org/10.1016/j.eurpolymj.2008.04.005
- Decker C. UV-curable adhesives. 3rd Afera Technical Seminar and Exhibition, Brussels, 2006.
- Todosiichuk T.T., Yarovaya N.V., Menzheres G.Ya., Kosyanchuk L.F. Peculiarities of formation of optically transparent photocurable compound adhesive with high refractive index. Polym. Sci. Ser. D. 2010. 3(2): 99–103. DOI: https://doi.org/10.1134/S199542121002005X
- Xuan H.L., Decker C. Photocrosslinking of acrylated natural rubber. Journal of Polymer Science, A. 1993. 31(3): 769–780. DOI: https://doi.org/10.1002/pola.1993.080310323
- Decker C., Xuan H.L., Nguyen T. Photocrosslinking of Functionalized Rubber. II. Photoinitiated cationic polymerization of epoxidized liquid natural rubber. Journal of Polymer Science, A. 1995. 33(16): 2759–2772. DOI: https://doi.org/10.1002/pola.1995.080331610
- Harbourne D. The evolution of UV photopolymerization in global industrial manufacturing markets and the promising outlook for the future of the technology. Radtech report. 2010. (11-12): 15–18.
- Ciftci M. Tasdelen M.A., Yagci Y. Sunlight induced atom transfer radical polymerization by using dimanganese decarbonyl. Polymer Chemistry. 2014. 5(2): 600–606. DOI: https://doi.org/10.1039/C3PY01009K
- Benfarhi S. Decker C., Keller L., Zahouily K. Synthesis of clay nanocomposite materials by light-induced crosslinking polymerization. European Polymer Journal. 2004. 40(3): 493–501. DOI: https://doi.org/10.1016/j.eurpolymj.2003.11.009
- Patent of Ukraine No. 133035. Yarova N.V., Samoylenko T.F., Brovko O.O. Optical glue. Publ. 25.03.2019.
- Aydogan B., Gacal B., Yildirim A. Wavelength tunability in photoinitiated cationic polymerization. In: Fouassier J.P. (ed.) Photochemistry and UV Curing: New Trends. Kerala, India: Research Signpost, 2006. P. 187–202.
- Tehfe M.-A., Lalevée J., Gigmes D. et al. Green chemistry: sunlight-induced cationic polymerization of renewable epoxy monomers under air. Macromolecules. 2010. 43(3): 1364–1370. DOI: https://doi.org/10.1021/ma9025702
- Hua Y., Crivello J.V. Synergistic interaction of epoxides and N-vinylcarbazole during photoinitiated cationic polymerization. Journal of Polymer Science, A. 2000. 38(19): 3697–3709. DOI: https://doi.org/10.1002/1099-0518(20001001)38:19<3697::AID-POLA240>3.0.CO;2-B
- Decker C., Decker D., Viet T.N.T., Xuan H.L. Photoinitiated cationic polymerization of multifunctional systems. Macromolecular Symposia. 1996. 102(1): 63–71. DOI: https://doi.org/10.1002/masy.19961020110
- Samoilenko T., Iarova N., Menzheres H., Brovko O. The sensitization of aliphatic epoxy photopolymerization in epoxy-acrylate interpenetrating polymer networks. French–Ukrainian Journal of Chemistry. 2014. 2(1): 5–9. DOI: https://doi.org/10.17721/fujcV2I1P5-9
- Hara O. Curing agents for epoxy resin. Three Bond Technical News. 1990. Р. 1–10. https://www.threebond.co.jp/en/technical/technicalnews/pdf/tech32.pdf
- Mednikov G.M. (ed.) Advances in chemistry and physics of polymers (Uspekhi khimii i fiziki polimerov). Moscow: Khimia, 1970. (in Russian).
- State Standard of Russia. (GOST 4765). Paints and varnishes. Impact strength test method.
- De Brito M., Allonas X., Croutxe-Barghorna C., Palmieria M., Dietlin C., Agarwal S., Lellinger D., Alig I. Kinetic study of photoinduced quasi-simultaneous interpenetrating polymer networks. Progress in Organic Coatings. 2012. 73(2-3): 186–193. DOI: https://doi.org/10.1016/j.porgcoat.2011.10.014
- Bulut U., Crivello J.V. Investigation of the reactivity of epoxide monomers in photoinitiated cationic polymerization. Macromolecules. 2005. 38(9): 3584–3595. DOI: https://doi.org/10.1021/ma050106k
- Tehfe M.-A., Lalevée J., Gigmes D. et al. Green chemistry: sunlight-induced cationic polymerization of renewable epoxy monomers under air. Macromolecules. 2010. 43(3): 1364–1370. DOI: https://doi.org/10.1021/ma9025702
- Decker C. Kinetic study and new applications of UV radiation curing. Macromol. Rapid Commun. 2002. 23(18): 1067–1093. DOI: https://doi.org/10.1002/marc.200290014
- Crivello J.V., Falk B., Zonca M.R. Study of cationic ring-opening photopolymerizations using optical pyrometry. Journal of Applied Polymer Science. 2004. 92(5): 3303–3319. DOI: https://doi.org/10.1002/app.20317