Abstract
Polybenzoxazines that can be obtained by the thermally induced ring-opening polymerization of cyclic benzoxazine monomers are expected as a novel type of phenolic resins. Various benzoxazine monomers are easily synthesized from mono- or diamines, mono- or bisphenols, and formaldehyde. Polybenzoxazines have not only the advantageous properties of the traditional phenolic resins such as the high thermal properties, but also other properties that are not found in the traditional phenolic resins such as the molecular design flexibility, and excellent dimensional stability. The disadvantages of the typical polybenzoxazines are high temperature needed for the cure and brittleness of the cured materials. Further enhancement of thermal properties is also expected for the applications in harsh conditions. Herein, we report on our various approaches for performance enhancement of the polybenzoxazine, including the designs of novel monomers, high molecular weight polymeric precursors, polymer alloys, and hybrids with inorganics.
Similar content being viewed by others
Article PDF
References
G. Reiss, G. Schwob, M. Guth, M. Roche, and B. Laud, in “Advances in Polymer Synthesis,” B. M. Culbertson, and J. E. McGrath, Ed., Plenum, New York, 1985, p 27.
X. Ning and H. Ishida, J. Polym. Sci., Part A: Polym. Chem., 32, 1121 (1994).
H. Ishida and D. J. Allen, J. Polym. Sci., Part B: Polym. Phys., 34, 1019 (1996).
T. Takeichi, I. Komiya, and Y. Takayama, Kyoka-Purasutikkus, 43, 109 (1997).
T. Takeichi, Kobunshi-Kako, 50, 10 (2001).
T. Takeichi, J. Network Polym., Jpn., 23, 33 (2002).
T. Takeichi and T. Agag, High Perform. Polym., 18, 777 (2006).
T. Takeichi, J. Network Polym., Jpn., 27, 48 (2006).
N. N. Ghosh, B. Kiskan, and Y. Yagci, Prog. Polym. Sci., 32, 1344 (2007).
H. Y. Low and H. Ishida, Polymer, 40, 4365 (1999).
H. J. Kim, Z. Brunovska, and H. Ishida, Polymer, 40, 1815 (1999).
H. J. Kim, Z. Brunovska, and H. Ishida, Polymer, 40, 6565 (1999).
H. J. Kim, Z. Brunovska, and H. Ishida, J. Appl. Polym. Sci., 73, 857 (1999).
Z. Brunovska and H. Ishida, J. Appl. Polym. Sci., 73, 2937 (1999).
T. Agag and T. Takeichi, Macromolecules, 34, 7257 (2001).
T. Agag and T. Takeichi, Macromolecules, 36, 6010 (2003).
T. Takeichi, K. Nakamura, and T. Agag, Des. Monomers Polym., 7, 727 (2004).
T. Agag and T. Takeichi, J. Polym. Sci., Part A: Polym. Chem., 44, 1424 (2006).
H. Ishida, U.S.Patent, 5,543,516 (1996).
T. Takeichi, T. Kano, and T. Agag, Polymer, 46, 12172 (2005).
T. Agag and T. Takeichi, J. Polym. Sci., Part A: Polym. Chem., 45, 1878 (2007).
H. Ishida and D. J. Allen, Polymer, 37, 4487 (1996).
H. Kimura, A. Matsumoto, K. Hasegawa, K. Ohtsuka, and A. Fukuda, J. Appl. Polym. Sci., 68, 1903 (1998).
S. Rimdusit and H. Ishida, Polymer, 41, 7941 (2000).
J. Jang and D. Seo, J. Appl. Polym. Sci., 67, 1 (1998).
T. Agag and T. Takeichi, High Perform. Polym., 13, s327 (2001).
M. Zuo and T. Takeichi, J. Polym. Sci., Part A: Polym. Chem., 35, 3745 (1997).
M. Zuo, Q. Xiang, and T. Takeichi, Polymer, 39, 6883 (1998).
M. Zuo and T. Takeichi, Polymer, 40, 5153 (1999).
T. Takeichi, Y. Guo, and T. Agag, J. Polym. Sci., Part A: Polym. Chem., 38, 4165 (2000).
T. Takeichi and Y. Guo, Polym. J., 33, 437 (2001).
T. Takeichi and Y. Kusakabe, J. Network Polymer, Jpn., 23, 195 (2002).
T. Takeichi, T. Agag, and R. Zeidam, J. Polym. Sci., Part A: Polym. Chem., 39, 2633 (2001).
T. Takeichi, Y. Guo, and S. Rimdusit, Polymer, 46, 4909 (2005).
T. Takeichi, Y. Saito, T. Agag, H. Muto, and T. Kawauchi, Polymer, 49, 1173 (2008).
K. Yano, A. Usuki, A. Okada, T. Kurauchi, and O. Kamigaito, J. Polym. Sci., Part A: Polym. Chem., 31, 2493 (1993).
A. Usuki, M. Kawasumi, Y. Kojima, A. Okada, T. Kurauchi, and O. Kamigaito, J. Mater. Res., 8, 1174 (1993).
T. Agag and T. Takeichi, Polymer, 41, 7083 (2000).
T. Takeichi, R. Zeidam, and T. Agag, Polymer, 43, 45 (2002).
T. Agag, T. Takeichi, H. Toda, and T. Kobayashi, Int. J. Mater. Prod. Tech., 2, 706 (2001).
T. Agag and T. Takeichi, High Perform. Polym., 14, 115 (2002).
T. Takeichi and Y. Guo, J. Appl. Polym. Sci., 90, 4075 (2003).
T. Agag, V. Taepaisitphongse, and T. Takeichi, Polym. Compos., 28, 680 (2007).
T. Agag and T. Takeichi, Mater. Sci. Forum, 449–452, 1157 (2004).
T. Agag, H. Tsuchiya, and T. Takeichi, Polymer, 45, 7903 (2004).
Y. Tomiyasu, S. Katsuta, H. Ardhyananta, T. Kawauchi, and T. Takeichi, Polym. Prepr., Jpn., 56, 1890 (2007).
H. Ardhyananta, M. H. Wahid, T. Kawauchi, and T. Takeichi, Polym. Prepr., Jpn., 56, 4932 (2007).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Takeichi, T., Kawauchi, T. & Agag, T. High Performance Polybenzoxazines as a Novel Type of Phenolic Resin. Polym J 40, 1121–1131 (2008). https://doi.org/10.1295/polymj.PJ2008072
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1295/polymj.PJ2008072
Keywords
This article is cited by
-
Synthesis of thermosets from maleimidobenzoxazines and tetrafunctional thiols and their thermal and mechanical properties
Polymer Journal (2024)
-
Synthesis, characterization and protective efficiency of novel polybenzoxazine precursor as an anticorrosive coating for mild steel
Scientific Reports (2023)
-
Synthesis of benzoxazine from eugenol and its co-polymerization with a gallic acid-based epoxy resin for flame retardant application
Polymer Bulletin (2023)
-
Main-chain type benzoxazine polymers consisting of polypropylene glycol and phenyleneethynylene units: spacer effect on curing behavior and thermomechanical properties
Polymer Journal (2022)
-
CHCl3/triethanolamine: a new mixed solvent for preparing high-molecular-weight main-chain benzoxazines through Mannich-type polycondensation
Polymer Journal (2022)