Metal Complexes of the Porphyrin-Functionalized Polybenzoxazine
Journal
Polymers
Journal Volume
14
Journal Issue
3
Date Issued
2022-02-01
Author(s)
Zhang, Guohu
El-Mahdy, Ahmed F.M.
Ahmed, Lamiaa Reda
Matsagar, Babasaheb M.
Al-Saeedi, Sameerah
Kuo, Shiao Wei
Abstract
New porphyrin-functionalized benzoxazine (Por-BZ) in high purity and yield was synthesized in this study based on1 H and13 C NMR and FTIR spectroscopic analyses through the reduction of Schiff base formed from tetrakis(4-aminophenyl)porphyrin (TAPP) and salicylaldehyde and the subsequent reaction with CH2 O. Thermal properties of the product formed through ring-opening polymerization (ROP) of Por-BZ were measured using DSC, TGA and FTIR spectroscopy. Because of the rigid structure of the porphyrin moiety appended to the benzoxazine unit, the temperature required for ROP (314◦ C) was higher than the typical Pa-type benzoxazine monomer (ca. 260◦ C); furthermore, poly(Por-BZ) possessed a high thermal decomposition temperature (Td10 = 478◦ C) and char yield (66 wt%) after thermal polymerization at 240◦ C. An investigation of the thermal and luminescence properties of metal–porphyrin complexes revealed that the insertion of Ni and Zn ions decreased the thermal ROP temperatures of the Por-BZ/Ni and Por-BZ/Zn complexes significantly, to 241 and 231◦ C, respectively. The metal ions acted as the effective promoter and catalyst for the thermal polymerization of the Por-BZ monomer, and also improved the thermal stabilities after thermal polymerization.
Subjects
Metal complex | Polybenzoxazine | Porphyrin | Ring-opening polymerization | Thermal stability
Type
journal article