NPURC Synthesis of Carboxy-Functionalized Calixarenes as Templates for Catalyst Deposition and Ligands for Quantum Dots Aubrey Jones, Frank DePaula, Dr.

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NPURC Synthesis of Carboxy-Functionalized Calixarenes as Templates for Catalyst Deposition and Ligands for Quantum Dots Aubrey Jones, Frank DePaula, Dr. Grigoriy A. Sereda Introduction Calix-[8]-arene and calix-[4]-arene are being synthesized for the deposition of vanadia on metal oxide solid supports (Silica, Alumina, Titania) and carboxylated calixarenes are being used as ligands to produce water soluble quantum dots 1 Calixarenes are cyclic oligomers characterized by having basket-like structures which entails that they have many tunable features. Other than what calixarenes are used for in this particular field of research, they are also used as chiral recognition devices, optical sensors, and electrochemical sensors 2,3,4,5 Synthetic Procedures Carboxy functionalized calixarenes are synthesized by a known sequence of procedures 6,7 1.Synthesis of calixarenes by hydroxymethylation of tert.butylphenol. 2. Alkoxycarbomethylation. 3. Hydrolysis. Future Work Deposit carboxy functionalized calixarenes on metal oxide solid support and use as template to prepare vanadia catalysts 5 To explore the properties of calix[4]arene coated water soluble quantum dots with tertiary and without the tertiary butyl group attached 6,7,8,9,10 Conclusion Different calixarene derivatives were synthesized and confirmed by 1 HNMR For the firs time, water soluble CdSe/ZnS QDs were prepared by coating with carboxylated tert.butylcalix[8]arene and their optical properties are being explored References 1. Jin, Takashi, Fujii, Yamada, Nodasaka, Kinjo; “Control of the Optical Properties of Quantum Dots by Surface Coating with Calix[n]arene Carboxylic Acids,” 2. Diamond, D.; McKervey, M.A. Chem. Soc. Rev. 1996, Forster, R.J.; Cadogan, A.; Diaz, M. T.; Diamond, D.; Harris, S.; McKervey, M.A., Calixarenes as active agents for chemical sensors, Sensors and Actuators B: Chemical 1991, 4(3-4), Diamond, D.; Nolan, K., Calixarenes: designer ligands for chemical sensors, Anal. Chem. 2001, 73(1), 22-29A. 5. Cadogan, F.; Nolan, K.; Diamond, D. In Calixarenes 2001 Asfari, Z.; Bohmer, V.; Harrowfield, J.; Vicens, J., Eds; Kluwer Academic Press: Dordrecht, The Netherlands, 2001; Ch. 34, pp Tucker, D.S. Gamma-to Alpha Transformation in Spherical Aluminum Oxide Powders. J. Am. Ceram. Soc. 1985, 68, 7, C163-C Arduini, A.; Pochini, A.; Raverberi, S.; Ungaro, R. J. Chem. Soc. Chem. Commun. 1984, Chang, S.-K.; Cho, I. J. Chem. Soc. Perkin Trans , Qu, L.; Peng, X. J. Am. Chem. Soc. 2002, 124, Hines, M. A.; Guyot-Sionnest, P. J. Phys. Chem. 1996, 100, Dabbousi, B. O.; Rodriguez-Viejo, J.; Mikulec, F. V.; Heine, J. R.; Mattoussi, H.; Ober, R.; Jensen, K. F.; Bawendi, M. G. J. Phys. Chem. B. 1997, 101, Percec et.al. J. Org. Chem., 2001, 66, 2115 Synthesis of carboxylated calix-[4]-arene Synthesis of carboxylated calix-[8]-arene 1 HNMR of Calix[8]arene 1 HNMR of Alkylated Calix[4]arene 1 HNMR of Carboxy Functionalized Calix[8]arene 1 HNMR of Calix[4]arene Quantum dots being coated by carboxy functionalized calix[4]arene 1