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Solvent-free synthesis of a formaldehyde-free benzoxazine monomer: study of its curing acceleration effect for commercial benzoxazine
| Content Provider | Hyper Articles en Ligne (HAL) |
|---|---|
| Author | Tavernier, Romain Granado, Lérys Tillard, Monique van Renterghem, Louis Métro, Thomas-Xavier Lamaty, Frédéric Bonnaud, Leïla Raquez, Jean-Marie David, Ghislain Caillol, Sylvain |
| Abstract | Polybenzoxazines are very interesting phenolic resins that are obtained by ring-opening polymerisation (ROP) of benzoxazine monomers. However, commercially available resins such as bisphenol A-aniline benzoxazine (BA-a) have found limited industrial applications, partly due to their high ROP temperature. To tackle this limitation, we designed a 2-substituted benzoxazine monomer bearing a phenol, Ph-fa[2] PhOH, which was obtained by different methods of solvent-free and environmentally friendly synthesis, such as ball-milling and bladeless planetary mixing. The phenol functionalisation leads to a high reactivity, thanks to the hydrogen-bond activation of the oxazine ring. Ph-fa[2]PhOH showed one of the lowest ROP temperatures ever reported (ca. 160 °C) and a low activation energy (Eα) of 40–70 kJ mol−1 as determined by the Vyazovkin kinetic method. The high reactivity of this monomer was advantageously exploited for the reduction of the ROP temperature of the commercial BA-a benzoxazine. By studying the curing process by non-isothermal DSC after different polymerisation stages of a formulation containing 10 wt% of our new monomer with BA-a precursors, we were able to evaluate its acceleration effect. In addition, we showed that Ph-fa[2]PhOH was able to improve the Tα of the crosslinked network by 10 °C and the char yield by 10%, leading to a significant improvement in the properties of the commercial BA-a resin |
| Related Links | https://hal.science/hal-03819630/file/Revised%20manuscript_vf.pdf |
| ISSN | 17599954 |
| e-ISSN | 17599962 |
| DOI | 10.1039/d2py00462c |
| Journal | Polymer Chemistry |
| Issue Number | 40 |
| Volume Number | 13 |
| Language | English |
| Publisher | HAL CCSD Royal Society of Chemistry - RSC |
| Publisher Date | 2022-09-21 |
| Access Restriction | Open |
| Subject Keyword | Polymers Chemical Sciences |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Biochemistry Chemical Engineering Bioengineering Biomedical Engineering Polymers and Plastics |
