Exploring the Effect of Molecular Components on Hydrolysis-Resistance Performance and Hydrophilicity of Amphiphilic Poly(Ester-Block-Ether) Copolymers

Abstract:

In this study, four poly (ester-block-ether) copolymers were synthesized via the macromolecular transesterification method from different hydrophobic polyester segments prepared from precursors, dimethyl terephthalate (DMT), ethylene glycol (EG), dimethyl-5-hydroxyisophthalate (DHIP) and neopentyl glycol (NPG), and hydrophilic polyether, polyethylene glycol (PEG) or polyetheramine (PEA). The hydrolysis-resistance performance at alkaline condition and hydrophilicity of these four synthetic poly (ester-block-ether) copolymers were characterized by hydrolysis degree and water solubility with Nuclear Magnetic Resonance (NMR) and UV-Absorption Spectroscopy. The results showed that the hydrolysis degree and water solubility of poly (ester-block-ether) copolymers were mainly dominated by the molecular components, the molecular weights of polyester and polyether chains, and the connecting bonds between polyester and hydrophilic chains. The hydrolysis degree was listed from high to low: P(DHIP-NPG)-b-PEA, P(DMT-NPG)-b-PEA, P(DMT-EG)-b-PEA, then P(DMT-EG)-b-PEG. The P(DHIP-NPG)-b-PEA copolymer possesses the best hydrolysis-resistance performance, the hydrolysis degree of which reached only 4.1% after hydrolysis for 14 days, meanwhile, it showed excellent adsorption property on polyester fabrics and the surfaces of the treated fabrics exhibited well hydrophilicity. This study provides a light to explore novel poly (ester-block-ether) copolymers with well hydrolysis-resistance performance and high hydrophilicity through precisely constructing their molecular components, and further extend their potential applications in special auxiliaries and intermediates.

• Periodical: Materials Science Forum (Volume 848)
• Pages: 99-110
• DOI: https://doi.org/10.4028/www.scientific.net/MSF.848.99
• Online since: March 2016
• Authors: Heng Zhang, Xiao Ze Jiang, Xiao Yun Pan, Ya Du, Christopher Jones, Xiao Huan Ji, Jin Fang Wang, Yan Wu, Yuan Yuan Zhang, Bin Sun, Mei Fang Zhu
• Keywords: Amphiphilic Poly(Ester-Block-Ether) Copolymers, Hydrolysis-Resistant, Polyester, Polyether Amine

References

[1] H.C. Yan, H.T. Yuan, G. Feng, Modification of poly(ethylene terephthalate) by combination of reactive extrusion and followed solid-state polycondensation for melt foaming, Jouranl of Applied Polymer Science. 42708(2015) 1-11.

DOI: 10.1002/app.42708

[2] I. Onyshchenko, A.Y. Nikiforov, N.D. Geyter, Local analysis of PET surface functionalization by an atmospheric pressure plasma jet, Plasma Process and Polymers. 12(2015) 466-476.

DOI: 10.1002/ppap.201400166

[3] S.K. Liu, J.Q. Hu, W.P. Tu, Development in waterborne technology and product stability of waterborne polyester resins, Chemical Industrial and Engineering Progress. 28(2009) 1376-1381.

[4] D. Caron, A. Fradet, E. Marechal, Synthesis and study of water-soluble alkyd resins with high long chain fatty acid contents, Surface Coatings International. 2(1985) 40-45.

[5] N. Yasuhiko, I. Shigeru, M. Shoichi, Waterbone polyester paint: US, 5597861[P]. 1997-01-28.

[6] L.H. Lin, H.J. Liu, J.J. Hwang, Preparation and dispersion properties of water-soluble polyethylene glycol-dimethyl 5-sulfoisophthalate sodium salt polyester surfactants, Colloids and Surfaces A. 211(2002) 173-178.

DOI: 10.1016/s0927-7757(02)00275-3

[7] Q.Y. Qi, W.X. Chen, W.M. Qing, Rheological behavior of water-soluble polyester, Journal of Textile Research. 29(2008) 11-14.

[8] D.K. Gilding, A.M. Reed, Biodegradable polymers for use in surgery polyglycolic/poly(actic acid) homo- and copolymers, Polymer. 20(1979) 1459-1464.

DOI: 10.1016/0032-3861(79)90009-0

[9] A.M. Reed, D.K. Gilding, Biodegradable polymers for use in surgery, Polymer. 22(1981) 499-504.

[10] W. Dong, M.H. Wu, J.H. Chen, Synthesis and properties of new polyester polyether copolymer hydrophilic finishing agent, Journal of Textile Research. 32(2011) 73-78.

[11] M.H. Wu, H.N. Hu, H.M. Lin, et al., Influencing factors of hydrophilicity of polyesterpolyether block copolymer finishing agent, Journal of Functional Polymers. 1(2007) 69-73.

[12] L. Phong, E. Sheng, C. Han, Properties and hydrolysis of PLGA and PLLA cross-linked with electron beam radiation, Polymer Degradation and Stability. 95(2010) 771-777.

DOI: 10.1016/j.polymdegradstab.2010.02.012

[13] X. Liu, K. Xu, H. Liu, Preparation and properties of waterborne polyurethanes with natural dimer fatty acids based polyester polyol as soft segment, Progress in Organic Coatings. 07(2011) 1-9.

DOI: 10.1016/j.porgcoat.2011.07.002

[14] Y.P. Wang, Y.M. Wang, W.B. He, Hydrolysis-resistant polyethylene terephthalate (PET) fiber, Journal of Donghua University. 2(2006) 76-78.

[15] R.S. Chen, C.J. Chang, Y.H. Chang, Study on siloxane-modified polyurethane dispersions from various polydimethylsiloxanes, Journal of Polymer Science: Part A. Polymer Chemistry. 43(2005) 3482-3470.

DOI: 10.1002/pola.20805

[16] J. Li, Z.Q. Jiang, Z.B. Wang, Synthesis, crystallization and hydrolysis of aromaticealiphatic copolyester: Poly(trimethylene terephthalate)-co-poly(L-lactic acid), Polymer Degradation and Stability. 96(2011) 991-999.

DOI: 10.1016/j.polymdegradstab.2011.01.023

[17] C.G.G. Namboori, M.S. Haith, Steric effects in the basic hydrolysis of Poly(ethy1ene terephthalate), Journal of Applied Polymer Science. 12(1968) 1999-(2005).

DOI: 10.1002/app.1968.070120901

[18] D.M. LeMaster, G. Hernandez, NMR analysis of polyester urethane end groups and solid-phase hydrolysis kinetics, Macromolecules. 33(2000) 3569-3576.

DOI: 10.1021/ma992030w

[19] S. Murata, T. Nakajima, N. Tsuzaki, Synthesis and hydrolysis resistance of polyurethane derived from 2, 4-diethyl-1, 5-pentanediol, Polymer Degradation and Stability. 61(1998) 527-534.

DOI: 10.1016/s0141-3910(97)00252-8

[20] M. Elomaa, T. Asplund, P. Soininen, et al., Determination of the degree of substitution of acetylated starch by hydrolysis, 1H NMR and TGA/IR, Carbohydrate Polymers. 57(2004) 261-267.

DOI: 10.1016/j.carbpol.2004.05.003

[21] E.T. Turpin, Hydrolysis of water-dispersible resins, Journal of Paint Technology. 47(1975) 40-46.

[22] C.X. Xiao, W.G. Li, X.A. Huang, Study on compatibility of PET/PTT blend systems, Synthetic Fiber in China. 6(2003) 22-25.