Reprocessable Polybenzoxazine Thermosets with High T<sub>g</sub>s and Mechanical Strength Retentions Using Boronic Ester Bonds as Crosslinkages
In order to obtain reprocessable polybenzoxazine thermosets with high heat resistance and mechanical strength retentions, network structures without irreversible parts were constructed via crosslinking benzoxazine oligomers using boronic ester cross-linkers. Firstly, the benzoxazine monomer containi...
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| Format: | Article |
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MDPI AG
2022-05-01
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| Series: | Polymers |
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| Online Access: | https://www.mdpi.com/2073-4360/14/11/2234 |
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| author | Xiaoxi Wang Sujuan Zhang Youjun He Wei Guo Zaijun Lu |
| author_facet | Xiaoxi Wang Sujuan Zhang Youjun He Wei Guo Zaijun Lu |
| author_sort | Xiaoxi Wang |
| collection | DOAJ |
| description | In order to obtain reprocessable polybenzoxazine thermosets with high heat resistance and mechanical strength retentions, network structures without irreversible parts were constructed via crosslinking benzoxazine oligomers using boronic ester cross-linkers. Firstly, the benzoxazine monomer containing carbon–carbon double bonds was synthesized via the Mannich reaction. After thermal ring-opening polymerization, the benzoxazine oligomer containing carbon–carbon double bonds (OBZ) was yielded. Through the thiol-ene click reaction of the OBZ and dithiol cross-linker bearing boronic ester bonds, the polybenzoxazine thermosets using boronic ester bonds as crosslinkages (OBZ-BDB) were successfully synthesized. The structures of OBZ and OBZ-BDB were characterized by SEC, <sup>1</sup>H NMR, and FT-IR measurements. Reprocessing experiments showed that OBZ-BDB has remarkable reprocessability. The retention rates of the tensile strengths through three generations of reprocessing were 98%, 95%, and 84%, respectively. Meanwhile, OBZ-BDB cross-linked by boronic ester bonds had brilliant thermal properties. The T<sub>g</sub> of the original OBZ-BDB was 224 °C. With the increase of the reprocessing generations, the T<sub>g</sub>s basically remained unchanged. |
| first_indexed | 2024-03-10T00:56:30Z |
| format | Article |
| id | doaj.art-3405bde53e324afe8a8a757bc37130ce |
| institution | Directory Open Access Journal |
| issn | 2073-4360 |
| language | English |
| last_indexed | 2024-03-10T00:56:30Z |
| publishDate | 2022-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Polymers |
| spelling | doaj.art-3405bde53e324afe8a8a757bc37130ce2023-11-23T14:41:44ZengMDPI AGPolymers2073-43602022-05-011411223410.3390/polym14112234Reprocessable Polybenzoxazine Thermosets with High T<sub>g</sub>s and Mechanical Strength Retentions Using Boronic Ester Bonds as CrosslinkagesXiaoxi Wang0Sujuan Zhang1Youjun He2Wei Guo3Zaijun Lu4Key Laboratory for Special Functional Aggregated Materials of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, ChinaKey Laboratory for Special Functional Aggregated Materials of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, ChinaKey Laboratory for Special Functional Aggregated Materials of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, ChinaKey Laboratory for Special Functional Aggregated Materials of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, ChinaKey Laboratory for Special Functional Aggregated Materials of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, ChinaIn order to obtain reprocessable polybenzoxazine thermosets with high heat resistance and mechanical strength retentions, network structures without irreversible parts were constructed via crosslinking benzoxazine oligomers using boronic ester cross-linkers. Firstly, the benzoxazine monomer containing carbon–carbon double bonds was synthesized via the Mannich reaction. After thermal ring-opening polymerization, the benzoxazine oligomer containing carbon–carbon double bonds (OBZ) was yielded. Through the thiol-ene click reaction of the OBZ and dithiol cross-linker bearing boronic ester bonds, the polybenzoxazine thermosets using boronic ester bonds as crosslinkages (OBZ-BDB) were successfully synthesized. The structures of OBZ and OBZ-BDB were characterized by SEC, <sup>1</sup>H NMR, and FT-IR measurements. Reprocessing experiments showed that OBZ-BDB has remarkable reprocessability. The retention rates of the tensile strengths through three generations of reprocessing were 98%, 95%, and 84%, respectively. Meanwhile, OBZ-BDB cross-linked by boronic ester bonds had brilliant thermal properties. The T<sub>g</sub> of the original OBZ-BDB was 224 °C. With the increase of the reprocessing generations, the T<sub>g</sub>s basically remained unchanged.https://www.mdpi.com/2073-4360/14/11/2234polybenzoxazineboronic ester bondreprocessabilityheat-resistance |
| spellingShingle | Xiaoxi Wang Sujuan Zhang Youjun He Wei Guo Zaijun Lu Reprocessable Polybenzoxazine Thermosets with High T<sub>g</sub>s and Mechanical Strength Retentions Using Boronic Ester Bonds as Crosslinkages Polymers polybenzoxazine boronic ester bond reprocessability heat-resistance |
| title | Reprocessable Polybenzoxazine Thermosets with High T<sub>g</sub>s and Mechanical Strength Retentions Using Boronic Ester Bonds as Crosslinkages |
| title_full | Reprocessable Polybenzoxazine Thermosets with High T<sub>g</sub>s and Mechanical Strength Retentions Using Boronic Ester Bonds as Crosslinkages |
| title_fullStr | Reprocessable Polybenzoxazine Thermosets with High T<sub>g</sub>s and Mechanical Strength Retentions Using Boronic Ester Bonds as Crosslinkages |
| title_full_unstemmed | Reprocessable Polybenzoxazine Thermosets with High T<sub>g</sub>s and Mechanical Strength Retentions Using Boronic Ester Bonds as Crosslinkages |
| title_short | Reprocessable Polybenzoxazine Thermosets with High T<sub>g</sub>s and Mechanical Strength Retentions Using Boronic Ester Bonds as Crosslinkages |
| title_sort | reprocessable polybenzoxazine thermosets with high t sub g sub s and mechanical strength retentions using boronic ester bonds as crosslinkages |
| topic | polybenzoxazine boronic ester bond reprocessability heat-resistance |
| url | https://www.mdpi.com/2073-4360/14/11/2234 |
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