Article

Synthesis and characterization of polyfunctional naphthoxazines and related polymers

Shyan Bob Shen

National Science Foundation Center for Molecular and Microstructure of Composites (CMMC), Department of Macromolecular Science, Case Western Reserve University, Cleveland, OH 44106

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Hatsuo Ishida,

Hatsuo Ishida

National Science Foundation Center for Molecular and Microstructure of Composites (CMMC), Department of Macromolecular Science, Case Western Reserve University, Cleveland, OH 44106

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Shyan Bob Shen,

Shyan Bob Shen

National Science Foundation Center for Molecular and Microstructure of Composites (CMMC), Department of Macromolecular Science, Case Western Reserve University, Cleveland, OH 44106

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Hatsuo Ishida,

Hatsuo Ishida

National Science Foundation Center for Molecular and Microstructure of Composites (CMMC), Department of Macromolecular Science, Case Western Reserve University, Cleveland, OH 44106

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First published: 29 August 1996

https://doi.org/10.1002/(SICI)1097-4628(19960829)61:9<1595::AID-APP19>3.0.CO;2-P

Citations: 153

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Abstract

In pursuing the new polymers that could provide high mechanical properties and good thermal stabilities, a series of naphthoxazines are synthesized from different hydroxynaphthalenes with aniline and formaldehyde. The molecular structures are confirmed by NMR spectroscopy. After being polymerized in an autoclave, the naphthoxazine derived from 1,5-dihydroxynaphthalene is successfully cured to form the void-free resin. The density and tensile properties of these polynaphthoxazines are measured. Dynamic mechanical tests are performed to determine the T_g, crosslink density, and the activation enthalpy of the glass transition process for the polynaphthoxazines postcured in air at different temperatures. The effect of postcure temperature on the T_gs of the polynaphthzoxazines is investigated and discussed in terms of crosslink density. The polynaphthoxazine shows a T_g higher than the cure temperature. Fourier transform IR spectroscopy is applied for the molecular characterization of the curing systems. Thermal properties of these polynaphthzoxazines are studied in terms of the weight loss after isothermal aging in static air, the decomposition temperature from thermogravimetric analysis, and the change of dynamic storage moduli at high temperatures. © 1996 John Wiley & Sons, Inc.

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Volume61, Issue9

29 August 1996

Pages 1595-1605

Synthesis and characterization of polyfunctional naphthoxazines and related polymers

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Synthesis and characterization of polyfunctional naphthoxazines and related polymers

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