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Synthesis and Thermal Properties of Carboxyl-Terminated Hyperbranched Polyesters
Corresponding Author(s) : Ming-Tao Run
Asian Journal of Chemistry,
Vol. 27 No. 9 (2015): Vol 27 Issue 9
Abstract
A carboxyl-terminated hyperbranched polyester (HBP-COOH) was prepared by hydroxyl-terminated hyperbranched polyester (HBP-OH) and succinic anhydride and the influences of the solvents, catalysts and reaction time on the product’s structure and properties were investigated. Hydroxyl-terminated hyperbranched polyester and carboxyl-terminated hyperbranched polyester were characterized by the differential scanning calorimetry (DSC), gel permeation chromatography (GPC), Fourier transform infrared (FTIR), Nuclear magnetic resonance (1H NMR) and thermogravimetric analysis (TGA). When the molar ratio of succinic anhydride and hydroxyl groups is 3:1 and THF and sodium acetate are used as the solvent and the catalyst respectively and the reaction time is 6 h at 65 °C, the modification degree of the hydroxyl groups is about 99 % and the product yield is about 95 %. The molecular weight of the hyperbranched polyester increases with increasing modification degree. Carboxyl-terminated hyperbranched polyester has much lower glass transition temperature than that of hydroxyl-terminated hyperbranched polyester due to its long and flexible end-groups. The modified hyperbranched polyester is easier to decompose with increasing amount of carboxyl end-groups.
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- A. Sunder, R. Mulhaupt, R. Haag and H. Frey, Adv. Mater., 12, 235 (2000); doi:10.1002/(SICI)1521-4095(200002)12:3<235::AID-ADMA235>3.0.CO;2-Y.
- K.L. Wooley, J.M.J. Frechet and C.J. Hawker, Polymer, 35, 4489 (1994); doi:10.1016/0032-3861(94)90793-5.
- Y.-H. Kim and S.K. Kwon, J. Polym. Sci., Polym. Chem., 36, 949 (1998); doi:10.1002/(SICI)1099-0518(19980430)36:6<949::AID-POLA10>3.0.CO;2-L.
- M. Johansson, E. Malmström and A. Hult, J. Polym. Sci. A Polym. Chem., 31, 619 (1993); doi:10.1002/pola.1993.080310304.
- E. Malmstroem, M. Johansson and A. Hult, Macromolecules, 28, 1698 (1995); doi:10.1021/ma00109a049.
- J.L. Hedrick, C.J. Hawker, R.D. Miller, R. Twieg, S.A. Srinivasan and M. Trollsås, Macromolecules, 30, 7607 (1997); doi:10.1021/ma970797n.
- J.H. Zou, X.D. Ye and W.F. Shi, Macromol. Rapid Commun., 26, 1741 (2005); doi:1002/marc.200500519.
- L. Moens, K. Buysens and D. Maetens, Thermsetting Powder Compositions for Preparing Coating with Low Brilliance, US Patent 6660398 B1 (2003).
- X. Wang, G. Lai, Z. Jiang and Y. Zhang, Eur. Polym. J., 42, 286 (2006); doi:10.1016/j.eurpolymj.2005.08.001.
- L.M. Tang, X.L. Zhang, W. Li and D.S. Liu, Chem. Res. Chin. Univ., 21, 1950 (2000).
- Y.B. Zhao, J.H. Zou and W.F. Shi, Mater. Lett., 59, 686 (2005); doi:10.1016/j.matlet.2004.11.009.
- Q. Meng, D. Chen, L. Yue, J. Fang, H. Zhao and L. Wang, Macromol. Chem. Phys., 208, 474 (2007); doi:10.1002/macp.200600466.
References
A. Sunder, R. Mulhaupt, R. Haag and H. Frey, Adv. Mater., 12, 235 (2000); doi:10.1002/(SICI)1521-4095(200002)12:3<235::AID-ADMA235>3.0.CO;2-Y.
K.L. Wooley, J.M.J. Frechet and C.J. Hawker, Polymer, 35, 4489 (1994); doi:10.1016/0032-3861(94)90793-5.
Y.-H. Kim and S.K. Kwon, J. Polym. Sci., Polym. Chem., 36, 949 (1998); doi:10.1002/(SICI)1099-0518(19980430)36:6<949::AID-POLA10>3.0.CO;2-L.
M. Johansson, E. Malmström and A. Hult, J. Polym. Sci. A Polym. Chem., 31, 619 (1993); doi:10.1002/pola.1993.080310304.
E. Malmstroem, M. Johansson and A. Hult, Macromolecules, 28, 1698 (1995); doi:10.1021/ma00109a049.
J.L. Hedrick, C.J. Hawker, R.D. Miller, R. Twieg, S.A. Srinivasan and M. Trollsås, Macromolecules, 30, 7607 (1997); doi:10.1021/ma970797n.
J.H. Zou, X.D. Ye and W.F. Shi, Macromol. Rapid Commun., 26, 1741 (2005); doi:1002/marc.200500519.
L. Moens, K. Buysens and D. Maetens, Thermsetting Powder Compositions for Preparing Coating with Low Brilliance, US Patent 6660398 B1 (2003).
X. Wang, G. Lai, Z. Jiang and Y. Zhang, Eur. Polym. J., 42, 286 (2006); doi:10.1016/j.eurpolymj.2005.08.001.
L.M. Tang, X.L. Zhang, W. Li and D.S. Liu, Chem. Res. Chin. Univ., 21, 1950 (2000).
Y.B. Zhao, J.H. Zou and W.F. Shi, Mater. Lett., 59, 686 (2005); doi:10.1016/j.matlet.2004.11.009.
Q. Meng, D. Chen, L. Yue, J. Fang, H. Zhao and L. Wang, Macromol. Chem. Phys., 208, 474 (2007); doi:10.1002/macp.200600466.