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dc.contributor.authorMohamed, Mohamed Gamalen_US
dc.contributor.authorHsiao, Chi-Huien_US
dc.contributor.authorHsu, Kuo-Chihen_US
dc.contributor.authorLu, Fang-Hsienen_US
dc.contributor.authorShih, His-Kangen_US
dc.contributor.authorKuo, Shiao-Weien_US
dc.date.accessioned2019-04-03T06:41:35Z-
dc.date.available2019-04-03T06:41:35Z-
dc.date.issued2015-01-01en_US
dc.identifier.issn2046-2069en_US
dc.identifier.urihttp://dx.doi.org/10.1039/c4ra15107ken_US
dc.identifier.urihttp://hdl.handle.net/11536/124416-
dc.description.abstractIn this study we synthesized Azo-COOH BZ, a new benzoxazine derivative containing both azobenzene and carboxylic acid units, through the reaction of 4-(4-hydroxphenylazo) benzoic acid (Azo-COOH, itself prepared through a diazonium reaction of 4-aminobenzoic acid with phenol in the presence sodium nitrite and NaOH) with paraformaldehyde and aniline in 1,4-dioxane. Fourier transform infrared (FTIR) spectroscopy and H-1 and C-13 nuclear magnetic resonance spectroscopy confirmed the chemical structure of Azo-COOH BZ. We used differential scanning calorimetry (DSC), thermogravimetric analysis, and FTIR spectroscopy to investigate the curing behavior of this new benzoxazine monomer. DSC revealed that the exothermic peak representing the ring opening polymerization of the benzoxazine unit appeared at low temperature relative to those of typical benzoxazines, indicating the presence of the carboxylic acid and azobenzene units of this monomer catalyzing the benzoxazine ring opening reaction. In addition, blending with various molar ratios of a benzoxazine monomer presenting a pyridyl unit (Azopy BZ) led to strong intermolecular hydrogen bonding between the CO2H group of Azo-COOH BZ and the pyridyl group of Azopy BZ. These supramolecular complex systems also featured significantly lower curing temperatures (down from ca. 200 degrees C of Azo-COOH BZ to 150 degrees C of supramolecular complex), with their products retaining the high water contact angles required for low-surface-energy applications.en_US
dc.language.isoen_USen_US
dc.titleSupramolecular functionalized polybenzoxazines from azobenzene carboxylic acid/azobenzene pyridine complexes: synthesis, surface properties, and specific interactionsen_US
dc.typeArticleen_US
dc.identifier.doi10.1039/c4ra15107ken_US
dc.identifier.journalRSC ADVANCESen_US
dc.citation.volume5en_US
dc.citation.issue17en_US
dc.citation.spage12763en_US
dc.citation.epage12772en_US
dc.contributor.department應用化學系zh_TW
dc.contributor.departmentDepartment of Applied Chemistryen_US
dc.identifier.wosnumberWOS:000348987700035en_US
dc.citation.woscount12en_US
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