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 OJOPM  Vol.5 No.4 , October 2015
Synthesis and Properties of Polyurethane Elastomers Containing Sucrose as a Cross-Linker
Abstract: Polyaddition using isocyanate and polyol forms polyurethane elastomer (PUE). However, this method has rarely been applied to the construction of PUEs containing sucrose. Hence, the introduction of sucrose (disaccharide) as a cross-linker via polyaddition remains a challenging subject in polymer chemistry. Here, we report the synthesis of PUEs using an aromatic isocyanate (4,4’-diphenylmethane diisocyanate), polyols including a polyether polyol (polytetramethylene glycol) and two polyester polyols (polycaprolactone and polycarbonate diols), and sucrose as a crosslinker by a one-shot method. The PUEs containing sucrose were successfully produced. The use of sucrose was essential to obtain the desired PUEs containing sucrose units in the main chain.
Cite this paper: Kizuka, K. and Inoue, S. (2015) Synthesis and Properties of Polyurethane Elastomers Containing Sucrose as a Cross-Linker. Open Journal of Organic Polymer Materials, 5, 103-112. doi: 10.4236/ojopm.2015.54011.
References

[1]   Szycher, M. (1999) Szycher’s Handbook of Polyurethanes, 1.1-9. CRC Press, Boca Raton.

[2]   Wirtz, H. and Schulte, K. (1973) Processing of Polyurethane Foam Systems. Kunststoffe, 63, 726-730.

[3]   Avar, G., Meier, W.U., Casselmann, H. and Achten, D. (2012) Polymer Science: A Comprehensive Reference. Polymer Science: A Comprehensive Reference, 10, 411-441.

[4]   Kuehn, A.F. (1986) Polyurethane—A Promising Prospect in Roll Coverings. PIMA, 68, 27-28.

[5]   Bez, W. and Quack, G. (1983) Polyurethane and Latex Foam Carpet Backing Today. Cellular Polymers, 2, 31-53.

[6]   Gagro, D. (2010) Polyurethanes Overview of the PUR Market. European Coatings Journal, 10, 9-11.

[7]   Hare, C.H. (2000) A Review of Polyurethanes: Formulation Variables and their Effects on Performance. Journal of Protective Coatings and Linings, 17, 34-44.

[8]   Walter, R.F. (1969) Sucrose-Ethylene Diamine Polyols and Process for Preparing Same. US Patent 3640997.

[9]   Neil, H.N. (1978) Sucrose Based Polyether Polyols. US Patent 4230824.

[10]   Hatakeyama, H., Hirose, S. and Hatakeyama, T. (1995) Biodegradable Polyurethanes from Plant Components. Journal of Macromolecular Science, Pure and Applied Chemistry, A32, 743-750.
http://dx.doi.org/10.1080/10601329508010285

[11]   Asano, Y. and Hatakeyama, H. (2003) Rigid Type Polyurethane Foams Containing Saccharide and Lignin Structures in the Molecular Chain. Memoirs of Fukui University of Technology, 33, 275-282.

[12]   Hatakeyama, H. and Hatakeyama, T. (2005) Environmentally Compatible Hybrid Type Polyurethane Foams Containing Saccharide and Lignin Components. Macromolecular Symposia, 224, 219-226.
http://dx.doi.org/10.1002/masy.200550619

[13]   Chen, Q., Li, R., Sun, K., Li, J. and Liu, C. (2011) Preparation of Bio-Degradable Polyurethane Foams from Liquefied Wheat Straw. Advanced Materials Research, 217, 1239-1244.
http://dx.doi.org/10.4028/www.scientific.net/amr.217-218.1239

[14]   Wang, G. and Zhou, A. (2011) Soy Protein Based Biodegradable Flexible Polyurethane Foam. Advanced Materials Research, 152, 1862-1865.

[15]   Garcon, R., Clerk, C., Gesson, J.-P., Bordado, J., Nunes, T., Caroco, S., Gomes, P.T., Minas da Piedade, M.E. and Rauter, A.P. (2001) Synthesis of Novel Polyurethanes from Sugars and 1,6-Hexamethylene Diisocyanate. Carbohydrate Polymers, 45, 123-127.
http://dx.doi.org/10.1016/S0144-8617(00)00323-4

[16]   Lim, H., Kim, E.Y. and Kim, B.K. (2010) Polyurethane Foams Blown with Various Types of Environmentally Friendly Blowing Agents. Plastics, Rubber and Composites, 39, 364-369.
http://dx.doi.org/10.1179/174328910X12691245469835

[17]   Ionescu, M., Mihalache, I., Zugravu, V. and Mihai, S. (1994) Inherently Flame Retardant Rigid Polyurethane Foams Based on New Triazinic Polyether Polyols. Cellular Polymers, 13, 57-68.

[18]   Guo, A., Demydov, D., Zhang, W., Zoran, W. and Petrovie, S. (2002) Polyols and Polyurethanes from Hydroformylation of Soybean Oil. Journal of Polymers and the Environment, 10, 49-52.
http://dx.doi.org/10.1023/A:1021022123733

[19]   Dhanjay, J. and Alain, D. (1997) Sucrose-Based Polymers: Polyurethanes with Sucrose in the Main Chain. European Polymer Journal, 33, 1577-1582.
http://dx.doi.org/10.1016/S0014-3057(97)00056-6

[20]   Foote, J.F., Le, B.L.R. and Marco, W. (1966) US Patent 3265641.

[21]   Mir, G., Sadeghi, M., Shamsi, R. and Sayaf, M. (2011) From Aminolysis Product of PET Waste to Novel Biodegradable Polyuretuhanes. Journal of Polymers and the Environment, 19, 522-534.
http://dx.doi.org/10.1007/s10924-011-0283-7

[22]   Kim, S.H., Lim, H. and Kim, B.K. (2008) Effects of Initiator Type in Rigid Polyurethane Foams. Polmer Engineering and Science, 48, 1518-1523.
http://dx.doi.org/10.1002/pen.21122

[23]   Kim, B.K. and Paik, S.H. (1999) UV-Curable Poly(ethylene glycol)-Based Polyurethane Acrylate Hydrogel. Journal of Polymer Science Part A, 37, 2703-2709.
http://dx.doi.org/10.1002/(SICI)1099-0518(19990801)37:15<2703::AID-POLA3>3.0.CO;2-A

[24]   Laijiu, Z., Bing, D. and Zeshou, H. (2013) Treatment of Wool Scouring Wastewater by Immobilized Chitosan Bio- Membrane. Journal of Engineered Fibers and Fabrics, 8, 1-5.

[25]   Pan, X. and Webster, D.C. (2012) New Biobased High Functionality Polyols and Their Use in Polyurethane Coatings. ChemSusChem, 5, 419-429.
http://dx.doi.org/10.1002/cssc.201100415

[26]   Deka, H. and Karak, N. (2009) Bio-Based Hyperbranched Polyurethanes for Surface Coating Applications. Progress in Organic Coatings, 66, 192-198.
http://dx.doi.org/10.1016/j.porgcoat.2009.07.005

[27]   Hasirci, N. and Aksoy, E.A. (2007) Synthesis and Modifications of Polyurethanes for Biomedical Purposes. High Performance Polymer, 19, 621-637.
http://dx.doi.org/10.1177/0954008307081203

[28]   Yeganeh, H., Jamshidi, H. and Jamshidi, S. (2007) Synthesis and Properties of Novel Biodegradable Poly(ε-caprolactone)/ Poly(ethylene glycol)-Based Polyurethane Elastomers. Polymer International, 56, 41-49.
http://dx.doi.org/10.1002/pi.2107

[29]   Szycher, M. (1999) Szycher’s Handbook of Polyurethanes, 3.4-9. CRC Press, Boca Raton.

[30]   Daniel, K., Sperling, L.H. and Utracki, L.A. (1991) Interpenetrating Polymer Networks, ACS.

 
 
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