Preparation, characterization, and properties of novel bisphenol-A type novolac epoxy-polyurethane polymer with high thermal stability

In this study a series of modified bisphenol-A type novolac epoxy resins (MNEPs) were synthesized from bisphenol-A type novolac epoxy resin (NEP) and propionic acid (PA) by a one-step ring-opening reaction process in the presence of tetramethylammonium bromide as catalyst. Fourier transform infrared and 1 H-NMR were employed to confirm the chemical structures of the MNEPs. The spectra results indicated that MNEPs with different hydroxyl contents were obtained successfully by different ring-opening rates of NEP. In addition, Intercross-linked epoxy-polyurethane composites (MNEP-PUs) were also obtained by curing reaction among MNEP, cross linker polyisocyanate IL1351 and phthalic anhydride(PHA). The thermal stability of MNEP-PUs and the conventional polyol PU A450/IL1351 were determined and compared. The thermal analysis demonstrated that the obtained MNEP-PUs exhibited much better thermal stability than the conventional polyurethane system A450/IL1351, and the thermal stability of MNEP-PUs was correlated to the content of MNEP. Moreover, physico-chemical properties of MNEP-PUs such as pencil hardness, adhesive attraction, solvent resistance were reported. It demonstrated that incorporating MNEP into MNEP-PUs as inherent hardness of MNEP-PUs could greatly improve pencil hardness, adhesive attraction, water, acid and alkali resistance of MNEP-PUs.

[1]  M. M. C. Forte,et al.  Rigid polyurethane foam based on modified vegetable oil , 2011 .

[2]  J. Takahashi,et al.  Composites of rigid polyurethane foam and cellulose fiber residue , 2010 .

[3]  Jinping Xiong,et al.  EIS study on failure process of two polyurethane composite coatings , 2010 .

[4]  Z. Czech,et al.  Thermal decomposition of polyurethane pressure-sensitive adhesives dispersions , 2010 .

[5]  D. K. Chattopadhyay,et al.  Thermal stability and flame retardancy of polyurethanes , 2009 .

[6]  Jincheng Wang,et al.  Preparation, Properties, and Mechanism of Novel Polyurethane Adhesive/Organic Montmorillonite Nanocomposites , 2009 .

[7]  M. Abdou,et al.  New bisphenol novolac epoxy resins for marine primer steel coating applications , 2008 .

[8]  M. El-Molla Synthesis of polyurethane acrylate oligomers as aqueous UV-curable binder for inks of ink jet in textile printing and pigment dyeing , 2007 .

[9]  Chen Zhang,et al.  Thermal Degradation of Bisphenol A Type Novolac Epoxy Resin Cured with 4,4′-Diaminodiphenyl Sulfone , 2006 .

[10]  H. Yeganeh,et al.  Synthesis, Characterization and Properties of Novel Poly(urethane-imide) Networks as Electrical Insulators with Improved Thermal Stability , 2006 .

[11]  A. Issam,et al.  Improvement of thermal stability of new heteroaromatic poly(azomethine urethane)s , 2006 .

[12]  Chen Zhang,et al.  Preparation and curing kinetics of bisphenol A type novolac epoxy resins , 2006 .

[13]  Á. Aznar,et al.  Glossy topcoat exterior paint formulations using water-based polyurethane/acrylic hybrid binders , 2006 .

[14]  Edward D. Weil,et al.  Thermal decomposition, combustion and fire‐retardancy of polyurethanes—a review of the recent literature , 2004 .

[15]  H. Yeganeh,et al.  Poly(urethane-imide-imide), a new generation of thermoplastic polyurethane elastomers with enhanced thermal stability , 2004 .

[16]  M. Kakimoto,et al.  Synthesis and properties of polyurethane elastomers crosslinked with amine-terminated AB2-type hyperbranched polyamides , 2003 .

[17]  H. Siesler,et al.  In-Situ Studies of Structure Development during Deformation of a Segmented Poly(urethane−urea) Elastomer , 2003 .

[18]  Animesh Kumar Rakshit,et al.  Castor oil based polyurethane adhesives for wood-to-wood bonding , 2003 .

[19]  Paul E. Schoen,et al.  Effects of crosslinking on thermal and mechanical properties of polyurethanes , 2002 .

[20]  J. Pichtel,et al.  Thermal degradation of urethane modified polyisocyanurate foams based on aliphatic and aromatic polyester polyol , 2002 .

[21]  S. Turri,et al.  New developments in perfluoropolyether resins technology: high solid and durable polyurethanes for heavy duty and clear OEM coatings , 2001 .

[22]  E. G. Bajsić,et al.  Thermal stability of polyurethane elastomers before and after UV irradiation , 2001 .

[23]  V. Sendijarevic,et al.  Novel Heat-Resistant Isocyanate- Based Polymers , 1991 .

[24]  K. Frisch,et al.  Thermal stability of isocyanate-based polymers. 2. Kinetics of the thermal dissociation of model urethane, oxazolidone, and isocyanurate block copolymers , 1987 .

[25]  J. Kresta,et al.  Thermal stability of isocyanate-based polymers. 1. Kinetics of the thermal dissociation of urethane, oxazolidone, and isocyanurate groups , 1981 .

[26]  Παναγιωτησ Κορδωμενοσ THERMAL STABILITY OF ISOCYANATE BASED POLYMERS , 1978 .