Issue 4, 2012

Flexible polybenzoxazine thermosets with high glass transition temperatures and low surface free energies

Abstract

Four main-chain type polybenzoxazine precursors were synthesized from the Mannich-type polycondensation of biphenol A, paraformaldehyde, and four typical aromatic diamines: 1,4-phenylenediamine, 4,4′-diaminodiphenyl methane, 4,4′-diaminodiphenyl ether, and 2,2-bis[4-(4-aminophenoxy)phenyl]propane. The solvent effect on the polycondensation was examined. We found that polybenzoxazine precursors prepared in toluene/ethanol exhibit higher purity, higher molecular weight, and lead to better thermal properties after curing than those prepared in chloroform, as recommended by Takeichi's group (T. Takeichi et al., Polymer, 2005, 46, 12172). The cured polybenzoxazine films prepared by these polybenzoxazine precursors display unusual flexibility, extremely high Tg, and low surface energy. They show Tg values as high as 272–353 °C (DMA data), coefficients of thermal expansion as low as 39–49 ppm/°C, contact angles as high as 100–102°, and surface energy as low as 17.7–24.5 mJ m−2.

Graphical abstract: Flexible polybenzoxazine thermosets with high glass transition temperatures and low surface free energies

Supplementary files

Article information

Article type
Paper
Submitted
30 Sep 2011
Accepted
25 Dec 2011
First published
30 Jan 2012

Polym. Chem., 2012,3, 935-945

Flexible polybenzoxazine thermosets with high glass transition temperatures and low surface free energies

C. H. Lin, S. L. Chang, T. Y. Shen, Y. S. Shih, H. T. Lin and C. F. Wang, Polym. Chem., 2012, 3, 935 DOI: 10.1039/C2PY00449F

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