Synthesis and characterization of a polybenzoxazine from a difunctional amine and a trifunctional phenol

Kaya, Şafak
Synthesis of a polymer with benzoxazine units in the main chain backbone by a trifunctional phenol, a difunctional amine, and paraformaldehyde was achieved. Thermal, mechanical and spectroscopic characterization and the viscosity properties of the synthesized polymer were studied. In the first step of this study, a fast and feasible method for the synthesis of the benzoxazine precursors was developed since some methods mentioned in the literature about the synthesis of the benzoxazine derivatives last long time. The second step was to polymerize the benzoxazine precursors thermally. The curing of benzoxazine precursors was done via ring opening polymerization at 150 oC and a final polymerization was observed at about 250 oC. 1H NMR, 13C NMR and FT-IR spectroscopies revealed the characteristic peaks for the formation of benzoxazine ring. Among them, 13C NMR gave important clue on the formation of the benzoxazine. The thermal characterization of the benzoxazine precursors and the polymers indicated that the ring opening polymerization of these precursors started at around 110 oC and a final polymerization was about at 230 oC. Differential Scanning Calorimetry thermograms of the polybenzoxazine indicated a secondary transition at around 270 oC. An onset decomposition of the benzoxazine oligomers started around 100 oC in Thermal Gravimetric Analysis thermograms performed under N2 atmosphere and two major maximum weight losses were observed at 273 oC and 439 oC. However, polybenzoxazine showed a starting degradation at about 260 oC and the maximum weight loss temperatures were seen at 296 oC and 465 oC. Viscosity variation of the reaction mixture was studied by Ubbelohde Viscometer at 30 oC. Viscosity results indicated that the increase in the intrinsic viscosity of the reaction mixture till 50th minute and followed by a decrease due to possible branching and the intra-crosslinking of the benzoxazine oligomers. Mechanical properties of the polymer films, prepared by compression molding at 180 0C, were investigated. Test results showed that low tensile strength whereas comparatively high elongation.


Synthesis of conducting block copolymers and their use in the immobilization of invertase and polyphenol oxidase enzyme
Kıralp, Senem; Kıralp, Senem; Department of Chemistry (2004)
A new thiophene derivative containing menthyl group (MM) was synthesized and polymerized via chemical and electrochemical methods. Polymers obtained and MM itself were used to synthesize copolymers with pyrrole under conditions of constant potential electrolysis. Cyclic Voltammetry, thermal analysis and scanning electron microscopy analyses were performed for the characterization of samples. Immobilization of invertase and polyphenol oxidase enzymes was performed in the matrices obtained via copolymerizatio...
Hydrologel from template polymerization of methacrylic acid and n-vinylpyrollidone and polyethleneoxide
Erdem, Yelda; Tinçer, Teoman; Department of Polymer Science and Technology (2005)
This theses covers the preparation and the characterization of a rigid hydrogel from N-Vinyl pyrrolidone-methacrylic acid (VP-MAA) monomers and polyethyleneoxide (PEO) polymer. Hydrogels are hydrophillic natured three dimensional networks which can swell in the presence of water. The VP-MAA-PEO hydrogel was obtained by template polymerization which can be defined as a method of polymer synthesis in which specific interactions consists of the preparation of a polymer (daughter polymer) in the presence of a m...
Preparation of a conducting flexible material from silane coupling agent and hydroxyl terminated polybutadiene rubber by hydrolysis and condensation
Karatas, Y; Toppare, Levent Kamil; Tincer, T (Informa UK Limited, 2003-01-01)
Synthesis and characterization of a flexible polymer produced from silane coupling agent (SCA) and hydroxyl terminated polybutadiene (HTPB) were performed. Mechanical properties of chemically and electrochemically prepared conducting composites synthesized from this polymer were investigated. Conductivities of the composites were also measured. Polypyrrole enhanced the mechanical properties of the chemically prepared conducting composite. Doping with iodine greatly changed the conductivity of the composite....
Synthesis and characterization of thiophene functionalized polystyrene copolymers and their electrochemical properties
Sahin, E; Camurlu, P; Toppare, Levent Kamil; Mercore, VM; Cianga, I; Yagci, Y (Wiley, 2005-12-01)
Thiophene functionalized polystyrene samples (TFPS) were synthesized by atom transfer radical polymerization (ATRP) of styrene, followed by Suzuki coupling with 3-thiophene (Th) boronic acid. Conducting graft polymer of TFPS with thiophene was achieved at 1.5 V in tetrabutylammonium tetrafluoroborate/dichloromethane (TBAFB/DM) by electrochemical methods. Spectroelectrochemical analysis of the resulting copolymers [P(TFPS-co-Th)] reflected electronic transitions at 449, 721 and 880 nm, revealing pi - pi* tra...
Syntheses of benzotriazole bearing donor acceptor type random copolymers for full visible light absorption
Öktem, Gözde; Toppare, Levent Kamil; Department of Chemistry (2011)
The synthesis and preliminary optoelectronic properties of a series of donor-acceptor (DA) type polymers differing by the acceptor units in the polymer backbone were investigated. Polymers CoP1, CoP2 and CoP3 were designed to yield alternating DA segments with randomly distributed different acceptor units along polymer backbone. The combination of neutral state red colored and neutral state green colored materials resulted in different neutral state colors with respect to their additional acceptor unit. 5,8...
Citation Formats
Ş. Kaya, “Synthesis and characterization of a polybenzoxazine from a difunctional amine and a trifunctional phenol,” M.S. - Master of Science, Middle East Technical University, 2009.