Preparation and characterization of non-isocyanate polyurethanes based on 2-hydroxy-6-naphthalenesulfonic acid as a monomer of the rigid phase
Abstract
The present study investigates the properties and structure of condensation non-isocyanate polyurethanes (NIPURs) prepared by reacting 2-hydroxy-6-naphthalenesulfonic acid (HNSA) with phenolsulfonic acid, urea and formaldehyde. Instrumental analyses confirmed a linear and segmented structure of the obtained condensation NIPURs. It was found that NIPUR films containing 20% HNSA and an equimolar ratio of rigid to flexible segments exhibited maximum values of tensile strength and tensile strain at break. All prepared samples showed a very high water resistance. The operating temperature of NIPUR samples based on HNSA was set between -33°C and +145°C. The first temperature was attributed to the glass transition of flexible segments, while the second one was associated with rigid segments melting. The higher the transition temperature, the higher the rigid segment content and the higher the HNSA content in the NIPUR sample.
References
[1] Guan J, Song Y, Lin Y, Yin X, Zuo M, Zhao Y, Tao X, Zheng Q. Ind. Eng. Chem. Res. 2011, 50, 6517–6527.10.1021/ie101995jSearch in Google Scholar
[2] Kathalewar MS, Joshi PB, Sabnis AS, Malshe VC. RSC Adv. 2013, 3, 4110–4129.10.1039/c2ra21938gSearch in Google Scholar
[3] Rokicki G, Piotrowska A. Polymer 2002, 43, 2927–2935.10.1016/S0032-3861(02)00071-XSearch in Google Scholar
[4] Diakoumakos CD, Kotzev DL. Macromol. Symp. 2004, 216, 37–46.10.1002/masy.200451205Search in Google Scholar
[5] Ochiai B, Inoue S, Endo T. J. Polym. Sci. Part A: Polym. Chem. 2005, 43, 6613–6618.10.1002/pola.21103Search in Google Scholar
[6] Ochiai B, Utsuno T. J. Polym. Sci. Part A: Polym. Chem. 2013, 51, 525–533.10.1002/pola.26418Search in Google Scholar
[7] Figovsky O, Shapovalov L, Leykin A, Birukova O, Potashnikova R. Chem. Chem. Technol. 2013, 7, 79–87.10.23939/chcht07.01.079Search in Google Scholar
[8] Tamami B, Sohn S, Wilkes GL. J. Appl. Polym. Sci. 2004, 92, 883–891.10.1002/app.20049Search in Google Scholar
[9] Bähr M, Mülhaupt R. Green Chem. 2012, 14, 483–489.10.1039/c2gc16230jSearch in Google Scholar
[10] Javni I, Hong DP, Petrović ZS. J. Appl. Polym. Sci. 2013, 128, 566–571.10.1002/app.38215Search in Google Scholar
[11] Palaskar DV, Boyer A, Cloutet E, Alfos C, Cramail H. Biomacromolecules 2010, 11, 1202–1211.10.1021/bm100233vSearch in Google Scholar PubMed
[12] Boyer A, Cloutet E, Tassaing T, Gadenne B, Alfos C, Cramail H. Green Chem. 2010, 12, 2205–2213.10.1039/c0gc00371aSearch in Google Scholar
[13] Mahendran AR, Aust N, Wuzella G, Müller U, Kandelbauer A. J. Polym. Environ. 2012, 20, 926–931.10.1007/s10924-012-0491-9Search in Google Scholar
[14] Prot, Introduction to Polymer Chemistry with Laboratory Exercises (in Polish), Technical University of Radom, Poland, 2004.Search in Google Scholar
[15] Wirpsza Z, Białkowska A. Polimery 2002, 47, 5, 347.10.14314/polimery.2002.347Search in Google Scholar
[16] Bakar M, Białkowska A. J. Plast. Film Sheet. 2012, 28, 260–275.10.1055/s-0032-1312703Search in Google Scholar
[17] Bakar M, Białkowska A, Szymańska J. Plast. Rubber Compos. 2013, 42, 203–209.10.1179/1743289811Y.0000000054Search in Google Scholar
[18] Białkowska A, Mendrycka M. Przem. Chem. 2012, 9, 1000–1003.Search in Google Scholar
[19] Mishra A, Maiti P. J. Polym. Eng. 2011, 31, 253–259.10.1016/j.annpat.2011.04.010Search in Google Scholar
[20] Yoshihara N, Enomoto M, Doro M, Suzuki Y, Shibaya M, Ishihara H. J. Polym. Eng. 2007, 27, 291–312.10.1515/POLYENG.2007.27.4.291Search in Google Scholar
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Articles in the same Issue
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- Original articles
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Articles in the same Issue
- Frontmatter
- Review
- Aided manufacturing techniques and applications in optics and manipulation for ionic polymer-metal composites as soft sensors and actuators
- Original articles
- Synthesis and properties of high temperature resistant and salt tolerant filtrate reducer N,N-dimethylacrylamide 2-acrylamido-2-methyl-1-propyl dimethyl diallyl ammonium chloride N-vinylpyrrolidone quadripolymer
- Preparation and characterization of non-isocyanate polyurethanes based on 2-hydroxy-6-naphthalenesulfonic acid as a monomer of the rigid phase
- Preparation of poly(aspartic acid) superabsorbent hydrogels by solvent-free processes
- Effect of carbon fiber surface modification on the flexural mechanical properties of carbon fiber reinforced polyetheretherketone biocomposites
- Analysis of the tensile properties of natural fiber and particulate reinforced polymer composites using a statistical approach
- Study on the deformation behavior of polyamide under the backward extrusion process
- High photoelectric PPV/PVA/Ag composite nanofibers by co-electrospinning
- Enhanced delivery of diclofenac diethylamine loaded Eudragit RL 100® transdermal system against inflammation
- Fabrication of hollow fiber microfiltration membrane from PVDF/DBP/DBS system via thermally induced phase separation process