Issue 24, 2022

Synthesis of a triptycene-containing dioxazine benzoxazine monomer and a main-chain triptycene-polydimethysiloxane-benzoxazine copolymer with excellent comprehensive properties

Abstract

A novel triptycene-containing dioxazine benzoxazine monomer (TB-al) and a main-chain triptycene-containing dioxazine benzoxazine copolymer (poly(triptycene-containing dioxazine benzoxazine-co-polydimethylsiloxane), TB-al-co-PDMS) have been synthesized and fully characterized. Polymerization of the monomer, TB-al, and the copolymer, TB-al-co-PDMS, was studied by in situ FT-IR and DSC. Fire-related properties and thermal stability of the resulting thermosets were evaluated by TGA and micro-scale combustion calorimetry (MCC). The obtained thermosets, poly(TB-al) and poly(TB-al-co-PDMS), exhibit outstanding thermal stability with Td10 values of 320 and 450 °C, char yields of 44 and 72% at 800 °C, low flammability as determined by HRC, affording values of 69.6 and 31.6 J g−1 K−1, and THR values of 10.5 and 9.4 kJ g−1, respectively. Remarkably, poly(TB-al-co-PDMS) presents excellent dielectric performance with a dielectric constant of 2.37 at 1 MHz and good hydrophobicity revealed by the low water uptake value of 0.056% after 120 h of sample immersion in water at room temperature. The combined properties and advantages of these triptycene-based thermosets (poly(TB-al) and poly(TB-al-co-PDMS)) clearly indicate their great potential for applications in the field of high-performance polymers.

Graphical abstract: Synthesis of a triptycene-containing dioxazine benzoxazine monomer and a main-chain triptycene-polydimethysiloxane-benzoxazine copolymer with excellent comprehensive properties

Supplementary files

Article information

Article type
Paper
Submitted
23 Feb 2022
Accepted
29 Apr 2022
First published
30 May 2022

Polym. Chem., 2022,13, 3639-3649

Synthesis of a triptycene-containing dioxazine benzoxazine monomer and a main-chain triptycene-polydimethysiloxane-benzoxazine copolymer with excellent comprehensive properties

R. Yang, L. Xie, N. Li, P. Froimowicz and K. Zhang, Polym. Chem., 2022, 13, 3639 DOI: 10.1039/D2PY00244B

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