9th International PaintIstanbul & TurkCoat Congress, İstanbul, Türkiye, 5 - 06 Aralık 2023, ss.1
Photopolymerization
is a polymerization technique which uses light energy for conversion of liquid
monomer mixture into a solid polymer structure.
One of the most important components in the photochemical
polymerization system is photoinitiators. Photoinitiators are thermally stable
organic compounds that absorb light in the UV or visible range, resulting in
the formation of free radicals to initiate photopolymerization. There are two
types of photoinitiator systems. One of these initiator systems is Type I which
undergoes homolytic cleavage when exposed to light, and the other initiator
system is Type II system that can H-abstract. These systems have many important
advantages such as environmentally friendly, low energy, low cost, and low
temperature [1], [2]. Through many scientific studies, it is known that
components found in nature have essential biological activities that allow them
to cure many diseases. Phenolic acids, cinnamic acids, and coumarin structures
can be given as examples of important derivatives rich in phenolic components
from these natural products. Studies on cinnamic acid and its derivatives in
the literature show that these molecules have high anticancer, antibiofilm, and
antibacterial activities. Thanks to their highly effective biological
diversity, antibacterial coatings are compounds that have critical properties
such as antioxidant properties that slow down and prevent aging and scavenge
free radicals that can cause many diseases [3]. Polyvinylalcohol (PVA) is a
polyhydroxy polymer and has a hydrophilic structure. It has significant
advantages such as non-carcinogenic and non-toxic, environmentally friendly,
and low-cost [4].
In this study, the synthesis of a new thioxanthone derivative
photoinitiator (TX-Ci) was aimed by thioxanthonation of ferulic acid
(4-hydroxy-3-methoxy cinnamic acid). The characterization of this
photoinitiator was investigated by spectrophotometric and chromatographic
methods. A photoactive polymer (PVA-TX-Ci) was aimed by the esterification
reaction of PVA with the synthesized photoinitiator. It was aimed to determine
the photophysical and photochemical properties of the obtained photoactive
polymer.
Keywords: Cinnamic Acid, Thioxanthone,
Polyvinylalcohol, Esterification
This study is supported by Yildiz Technical University Scientific
Research Projects Coordination Unit under Project No: FYL-2022-5219.
References
[1] Yagcı, Y., Jockusch, S., Turro, N.J., ‘’Photoinitiated Polymerization:
Advances, Challenges and Opportunities’’, Macromolecules, 43, 6245–62606245
DOI: 10.1021/ma1007545.
[2] Karaca, B. D., Cetiner, N., Temel,
G., Turgut, Z., Arsu, N., ‘’An Annelated Thioxanthone As A New Type II
Initiator’’, Journal
of Photochemistry and Photobiology A: Chemistry 199 (2008) 316–321.
[3] Sova, M. (2012). Antioxidant and
Antimicrobial Activities of Cinnamic Acid Derivatives. In Reviews in Medicinal
Chemistry (Vol. 12).
[4] Gacal, N.B., Koz, B., Gacal, B.,
Kiskan, B., Erdogan, M., Yağcı, Y., “Pyrene Functional Poly(vinyl alcohol) by
“Click” Chemistry”, Journal of Polymer Science, vol. 47, no. 5, pp. 1317-1326,
March 2009.