Synthesis of Photoactive Thioxanthone-Ferulic Acid (TX-Ci) and Investigation of Photophysical and Photochemical Properties of TX-Ci Linked to Polyvinylalcohol


Arsu N., Aydın M., Güler N.

9th International PaintIstanbul & TurkCoat Congress, İstanbul, Türkiye, 5 - 06 Aralık 2023, ss.1

  • Yayın Türü: Bildiri / Özet Bildiri
  • Basıldığı Şehir: İstanbul
  • Basıldığı Ülke: Türkiye
  • Sayfa Sayıları: ss.1
  • Yıldız Teknik Üniversitesi Adresli: Evet

Özet

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.