Molecules 2012, 17(1), 511-526; doi:10.3390/molecules17010511
Article

The Effect of Alkali and Ce(III) Ions on the Response Properties of Benzoxazine Supramolecules Prepared via Molecular Assembly

Attaphon Kaewvilai 1 email, Sawittree Rujitanapanich 2 email, Worawat Wattanathana 3 email, Chatchai Veranitisagul 4 email, Songwut Suramitr 3 email, Nattamon Koonsaeng 3 email and Apirat Laobuthee 1,5,* email
1 Department of Materials Engineering, Faculty of Engineering, Kasetsart University, Bangkok 10900, Thailand 2 Chemistry Program, Faculty of Science and Technology, Phranakhon Rajabhat University, Bangkok 10220, Thailand 3 Department of Chemistry, Faculty of Science, Kasetsart University, Bangkok 10900, Thailand 4 Department of Materials and Metallurgical Engineering, Faculty of Engineering, Rajamangala University of Technology Thanyaburi, Pathumthani 12110, Thailand 5 Center of Advanced Studies in Industrial Technology, Faculty of Engineering, Kasetsart University, Bangkok 10900, Thailand
* Author to whom correspondence should be addressed.
Received: 8 October 2011; in revised form: 16 December 2011 / Accepted: 1 January 2012 / Published: 5 January 2012
(This article belongs to the Section Organic Synthesis)
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Abstract: A series of benzoxazine monomer supramolecules with different substituted groups on their benzene ring was prepared with a Mannich reaction and characterized by FTIR, 1H-NMR and MS. The obtained products were 3,4-dihydro-3-(2’-hydroxyethylene)-6-methyl-2H-benzoxazine (BM1), 3,4-dihydro-3-(2’-hydroxyethylene)-6-ethyl-2H-benz-oxazine (BM2), and 3,4-dihydro-3-(2’-hydroxyethylene)-6-methoxy-2H-benzoxazine (BM3). The efficiency of alkali metal ion extraction from the products was determined with Pedersen’s technique, while the complexation of the Ce(III) ion was confirmed by the Job’s and the mole ratio methods. The evidence of complex formation between benzoxazine monomers and Ce(III) ions was obtained with FTIR and a computational simulation. Single phase ceria (CeO2) as observed with XRD was successfully prepared by calcinating the Ce(III)-benzoxazine monomer complexes at 600 °C for 2 h. In addition, the geometry of the ceria nanoparticles confirmed by TEM is spherical, with an average diameter of 10‑20 nm.
Keywords: benzoxazine monomers; supramolecules; Pedersen’s technique; complexation; molecular assembly

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MDPI and ACS Style

Kaewvilai, A.; Rujitanapanich, S.; Wattanathana, W.; Veranitisagul, C.; Suramitr, S.; Koonsaeng, N.; Laobuthee, A. The Effect of Alkali and Ce(III) Ions on the Response Properties of Benzoxazine Supramolecules Prepared via Molecular Assembly. Molecules 2012, 17, 511-526.

AMA Style

Kaewvilai A, Rujitanapanich S, Wattanathana W, Veranitisagul C, Suramitr S, Koonsaeng N, Laobuthee A. The Effect of Alkali and Ce(III) Ions on the Response Properties of Benzoxazine Supramolecules Prepared via Molecular Assembly. Molecules. 2012; 17(1):511-526.

Chicago/Turabian Style

Kaewvilai, Attaphon; Rujitanapanich, Sawittree; Wattanathana, Worawat; Veranitisagul, Chatchai; Suramitr, Songwut; Koonsaeng, Nattamon; Laobuthee, Apirat. 2012. "The Effect of Alkali and Ce(III) Ions on the Response Properties of Benzoxazine Supramolecules Prepared via Molecular Assembly." Molecules 17, no. 1: 511-526.

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