Search

DIGITAL LIBRARY: CAMX 2023 | ATLANTA, GA | OCTOBER 30-NOVEMBER 2

Get This Paper

Influence of Isomerism on Thermal and Mechanical Properties of Aromatic Diamine Based Polybenzoxazines

Description

Title: Influence of Isomerism on Thermal and Mechanical Properties of Aromatic Diamine Based Polybenzoxazines

Authors: Charles M. Davis, Trey J. Schneider, Isaac Fisher, Jeffrey S. Wiggins

DOI: 10.33599/nasampe/c.23.0150

Abstract: Polybenzoxazines are a class of thermoset network polymers that have gained significant interest as a matrix material for polymer matrix composites. Specifically, diamine based benzoxazines have shown promise as high temperature matrices for next generation composites. Despite the increasing number of papers reporting novel benzoxazine monomers and polymer properties, few have manufactured enough material to investigate their mechanical properties. Additionally, very little is known about the influence of polymer network architecture and isomerism on the tensile properties. Design of next generation polybenzoxazines requires a strong understanding of how molecular structure and isomerism influence both thermal and mechanical properties. This research aimed to determine the influence of isomerism on thermal and tensile properties of diamine based benzoxazines. Three isomeric benzoxazine monomers were synthesized and purified to ensure acurate characterization of monomer and polymer properties. Polymerization kinetics were characterized by DSCusing Flynn-Wall-Ozawa method. The Purified monomers were then cast into DMA and tensile coupons, and tested according to a modified ASTM D638. Results show that meta-substitution of amines leads to a 46 °C increase in glass transition temperature and 45 MPa decrease in tensile strength when compared to para-substituted isomer, likely due to meta-substitution leading to increased crosslink density of the network.

References: [1] L. Han, M. L. Salum, K. Zhang, P. Froimowicz, and H. Ishida, “Intrinsic self-initiating thermal ring-opening polymerization of 1,3-benzoxazines without the influence of impurities using very high purity crystals,” J. Polym. Sci. Part Polym. Chem., vol. 55, no. 20, pp. 3434–3445, Oct. 2017, doi: 10.1002/pola.28723. [2] C. H. Lin, S. L. Chang, C. W. Hsieh, and H. H. Lee, “Aromatic diamine-based benzoxazines and their high performance thermosets,” Polymer, vol. 49, no. 5, pp. 1220–1229, Mar. 2008, doi: 10.1016/j.polymer.2007.12.042. [3] S. L. Chang and C. H. Lin, “Facile, one-pot synthesis of aromatic diamine-based benzoxazines and their advantages over diamines as epoxy hardeners,” J. Polym. Sci. Part Polym. Chem., vol. 48, no. 11, pp. 2430–2437, 2010, doi: 10.1002/pola.24013. [4] C. Shaer, L. Oppenheimer, A. Lin, and H. Ishida, “Advanced Carbon Materials Derived from Polybenzoxazines: A Review,” Polymers, vol. 13, no. 21, p. 3775, Oct. 2021, doi: 10.3390/polym13213775. [5] I. A. Sarychev et al., “Benzoxazine monomers based on aromatic diamines and investigation of their polymerization by rheological and thermal methods,” J. Appl. Polym. Sci., vol. 138, no. 10, p. 49974, Mar. 2021, doi: 10.1002/app.49974. [6] H. Ishida and D. P. Sanders, “Improved thermal and mechanical properties of polybenzoxazines based on alkyl-substituted aromatic amines,” J. Polym. Sci. Part B Polym. Phys., vol. 38, no. 24, pp. 3289–3301, 2000, doi: 10.1002/1099-0488(20001215)38:24<3289::AID-POLB110>3.0.CO;2-X. [7] J. Liu and H. Ishida, “Anomalous Isomeric Effect on the Properties of Bisphenol F-based Benzoxazines: Toward the Molecular Design for Higher Performance,” Macromolecules, vol. 47, no. 16, pp. 5682–5690, Aug. 2014, doi: 10.1021/ma501294y. [8] J. H. Flynn and L. A. Wall, “A quick, direct method for the determination of activation energy from thermogravimetric data,” J. Polym. Sci. [B], vol. 4, no. 5, pp. 323–328, 1966, doi: 10.1002/pol.1966.110040504. [9] Y. Liu, Z. Li, J. Zhang, H. Zhang, H. Fan, and M. Run, “Polymerization behavior and thermal properties of benzoxazine based on 4,4′-diaminodiphenyl ether,” J. Therm. Anal. Calorim., vol. 111, no. 2, pp. 1523–1530, Feb. 2013, doi: 10.1007/s10973-012-2480-6. [10] T. Ozawa, “A New Method of Analyzing Thermogravimetric Data,” Bull. Chem. Soc. Jpn., vol. 38, no. 11, pp. 1881–1886, Nov. 1965, doi: 10.1246/bcsj.38.1881. [11] P. Wang et al., “CHCl3/triethanolamine: a new mixed solvent for preparing high-molecular-weight main-chain benzoxazines through Mannich-type polycondensation,” Polym. J., Jun. 2022, doi: 10.1038/s41428-022-00664-6. [12] 信之古川, 祐生城野, 章仁大塚, 智美福永, and 力竹市, “芳香族ジアミン類から誘導される新規二官能性ベンゾオキサジンの合成と特性,” 日本接着学会誌, vol. 44, no. 8, pp. 299–306, Aug. 2008, doi: 10.11618/adhesion.44.299. [13] Q. Ran, Q. Tian, C. Li, and Y. Gu, “Investigation of processing, thermal, and mechanical properties of a new composite matrix-benzoxazine containing aldehyde group,” Polym. Adv. Technol., vol. 21, no. 3, pp. 170–176, 2010, doi: 10.1002/pat.1412.

Conference: CAMX 2023

Publication Date: 2023/10/30

SKU: TP23-0000000150

Pages: 8

Price: $16.00

Get This Paper