Novel synthETIC approach for 2-oxazoline from CNSL Anjitha V V and Chandrasekar Kuppan Vignan’s Foundation for Science,Technology and Research, India
2-Oxazoline, the five membered heterocyclic system having significant contribution in medicinal and drug delivery when polymerised, as it mimics the protein structure enabling them to be used in gene transfer studies. Poly 2-oxazoline systems can also be envisioned as a potential bioplastics such as Polylactum and Polycaprolactone when structurally modified with bio renewable resource. To date, all the methodologies reported for the synthesis of oxazoline are from petroleum resources, which further brings in strain to the environment. Hence the available oxazoline’s limit their applications . Renewable plant based resources can be a potential raw material as they have multiple functional groups which can be modified to design molecules with different properties. This work was attempted to understand the utilization of cardanol moiety with long aliphatic chain in self-assembly. An expedient method was attempted for the successful synthesis of 2-oxazoline from cardanol.This heterocyclic derivative from cardanol will have huge potential in various applications related to colloids and interfaces or when polymerised by ROP to yield potential architectures such as brush, comb etc. References 1. Lalitha, K., & Nagarajan, S. (2015). Strongly fluorescent organogels and self-assembled nanostructures from pyrene coupled coumarin derivatives: application in cell imaging. Journal of Materials Chemistry B, 3(28), 5690-5701.), 1479-1484. 2. Ibrahim, K. T., Neetha, M., & Anilkumar, G. (2022). Advancements in the synthesis of oxazolines. Monatshefte für Chemie- Chemical Monthly, 153(10), 837-871. 3. Ishihara, M., & Togo, H. (2007). Direct oxidative conversion of aldehydes and alcohols to 2-imidazolines and 2-oxazolines using molecular iodine. Tetrahedron, 63(6), 1474-1480 4. Lochab, B., Varma, I. K., & Bijwe, J. (2012). Cardanol-based bisbenzoxazines: effect of structure on thermal behaviour. Journal of thermal analysis and calorimetry, 107(2), 661-668. 5. Sayama, S. (2006). A convenient synthesis of oxazolines and imidazolines from aromatic aldehydes with pyridinium hydrobromide perbromide in water. Synlett, 2006(10) 6. Huang, H., Hoogenboom, R., Leenen, M. A., Guillet, P., Jonas, A. M., Schubert, U. S., & Gohy, J. F. (2006). Solvent-induced morphological transition in core-cross-linked block copolymer micelles. Journal of the American Chemical Society, 128(11), 3784-3788. 7. Lalitha, K., Sandeep, M., Prasad, Y. S., Sridharan, V., Maheswari, C. U., Srinandan, C. S., & Nagarajan, S. (2017). Intrinsic hydrophobic antibacterial thin film from renewable resources: application in the development of anti-biofilm urinary catheters. ACS Sustainable Chemistry & Engineering, 5(1), 436-449. 8. Delage, B., Briou, B., Brossier, T., Catrouillet, S., Robin, J. J., & Lapinte, V. (2019). Polyoxazoline associated with cardanol for bio-based linear alkyl benzene surfactants. Polymer International, 68(4), 755-763. 9. Roy, A., Fajardie, P., Lepoittevin, B., Baudoux, J., Lapinte, V., Caillol, S., & Briou, B. (2022). CNSL, a promising building blocks for sustainable molecular design of surfactants: A critical review. Molecules, 27(4), 1443. 10. Voirin, C., Caillol, S., Sadavarte, N. V., Tawade, B. V., Boutevin, B., & Wadgaonkar, P. P. (2014). Functionalization of cardanol: towards biobased polymers and additives. Polymer Chemistry, 5(9), 3142-3162.. 11. Hoogenboom, R. (2011). Poly (2-oxazoline) s based on fatty acids. European journal of lipid science and technology, 113(1), 59-71.
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