Browse > Article
http://dx.doi.org/10.7473/EC.2011.46.1.037

Effect of Organo Nanoclay and Catalyst on the Polyesterification between Adipic Acid and Diethylene Glycol  

Park, Kyung-Kyu (Department of Chemical Engineering, Dong-A University)
Shin, Sung-Wook (Department of Chemical Engineering, Dong-A University)
Oh, Min-Ji (Department of Chemical Engineering, Dong-A University)
Lee, Sang-Ho (Department of Chemical Engineering, Dong-A University)
Publication Information
Elastomers and Composites / v.46, no.1, 2011 , pp. 37-44 More about this Journal
Abstract
Effect of organo nanoclay (Cloisite 30B) on the polyesterification of adipic acid (AA) with diethylene glycol(DEG) was investigated with p-toluene sulfonic acid (p-TSA) (Br${\phi}$nsted acid) and butylchlorotin dihydroxide (Lewis acid) catalyst at 383 and 423 K. The initial [OH]/[COOH] molar ratio was two and the concentration of the catalysts in the reactants was 0.14 mol% based on the total reactants. The kinetics of the polyesterification was interpreted with the conversion data that was calculated from the acid values of the reactant-product mixture. The reaction rate of the polyesterification, which was catalyzed with p-TSA, exhibited the second-order dependency on AA concentration. When Butylchlorotin dihydroxide was used, the reaction rate revealed the first-order dependency on AA concentration. The activation energy of the reactions catalyzed with p-TSA and Butylchlorotin dihydroxide were calculated at 42.2 and 63.8 kJ/mol, respectively. Addition of 5 wt% Cloisite 30B to the reactant significantly diminished the activity of p-TSA, so the reaction rate decreased and the activation energy was calculated at 72.9 kJ/mol. Butylchlorotin dihydroxide catalyst maintained its activity regardless of the addition of Cloisite 30B to the reactant and the activation energy was calculated to 61.8 kJ/mol. Lewis acid catalyst, butylchlorotin dihydroxide, was more effective than Br${\phi}$nsted acid catalyst for the esterification of AA with DEG.
Keywords
esterification; kinetics; lewis acid catalyst; adipic acid; nanoclay;
Citations & Related Records
연도 인용수 순위
  • Reference
1 Technical document for Cloisite 30B (Product Bulletin), Southern Clay Products, Inc, TX, USA.
2 P. Flory, "Kinetics of Polyesterification: A study of the Effect of Molecular Weight and Viscosity of Reaction Rate", J. Am. Chem. Soc., 61, 3334, (1939).   DOI
3 S. D. Gagnon, "Encyclopedia of Polymer Science and Engineering, Volume 6", ed. by H. F. Mark, N. M. Bikales, C. G. Overberger, G. Menges, and J. I. Kroschwitz, 2nd ed. p. 273, Wiley-Interscience, New York, USA, 1986.
4 D. B. Braun, "Kirk-Othmer Encyclopedia of Chemical Technology, Volume 18", ed. by R. Kirk and D. F Othmer, 3rd ed. p. 616, John Wiley & Sons, New York, USA, 1982.
5 R. A. Newton, "Kirk-Othmer Encyclopedia of Chemical Technology, Volume 18", ed. by R. Kirk and D. F. Othmer, 3rd ed. p. 633, John Wiley & Sons, New York, USA, 1982.
6 M. Inonescu, "Chemistry and Technology of Polyols for Polyurethanes", p. 263, Rapra Technology Limited, Shropshire, UK, 2005.
7 W. D. Vilar, "Chemistry and Technology of Polyurethanes", 3rd ed. Rio de Janeiro, Brazil, 2002.
8 M. Szycher, "Szycher's Handbook of Polyurethanes", p. II-7, p. III-10, p. V-4, CRC Press, Boca Raton, FL, USA, 1999.
9 M. Inonescu, "Chemistry and Technology of Polyols for Polyurethanes", p. 5, Rapra Technology Limited, Shropshire, UK., 2005.
10 M. Inonescu, "Chemistry and Technology of Polyols for Polyurethanes", p. 55, p. 235, Rapra Technology Limited, Shropshire, UK, 2005.
11 N. Clinton and P. Matlock, "Encyclopedia of Polymer Science and Engineering, Volume 6", ed. by H. F. Mark, N. M. Bikales, C. G. Overberger, G. Menges, and J. I. Kroschwitz, 2nd ed. p. 225, Wiley-Interscience, New York, USA, 1986.
12 D. A. C. Ferreira, M. R. Meneghetti, S. M. P. Meneghetti, and C. R. Wolf , "Methanolysis of soybean oil in the presence of tin(IV) complexes", Applied Catalysis A: General, 317, 58 (2007).   DOI   ScienceOn
13 S. Saito and H. Yamamoto, "Designer Lewis acid catalysts-bulky aluminium reagents for selective organic synthesis", Chem. Commun., 1585 (1997).
14 J. Otera, N. Dan-oh, and H. Nozaki, "Novel Template Effects of Distannoxane Catalysts in Highly Efficient Transesterification and Esterification", J. Org. Chem., 56, 5307 (1991).   DOI
15 H. E. Hoydonckx, D. E. De Vos, S. A. Chavan, and P. A. Jacobs, "Esterification and transesterification of renewables chemicals", Topics in Catalysis, 27, 83 (2004).   DOI