Abstract
High performance thermosets via amide-imide functional benzoxazine resins as precursors have been synthesized. The structures of synthesized monomers have been confirmed by 1H NMR and FT-IR. Among these two benzoxazine monomers, the ortho-amide-imide functional benzoxazine resin shows powerful features both in the synthesis of benzoxazine monomers and the properties of the corresponding thermosets. For the cross-linked poly(amide-co-imide) based on ortho-amide-imide functional benzoxazine, a smart route is adopted to develop a more thermally stable cross-linked poly(benzoxazole-co-imide). Besides, the poly(benzoxazole-co-imide) can also undergo a further thermal treatment to form polybenzoxazole. Furthermore, a main-chain type ortho-functional polybenzoxazine with amide-co-imide and benzoxazine groups as repeating units has also been prepared. Both the ortho-amide-imide functional benzoxazine and main-chain type polybenzoxazine resins show the possibility to form high performance thermosets with low cost and easy processability .
Highlights
Polybenzoxazoles (PBOs) are a class of heterocyclic highperformance polymers possessing high mechanical strength, excellent thermal stability, and interesting photophysical properties (Jaffe et al, 1992; Meador, 1998)
Fourier transform infrared (FTIR) spectra were obtained using a Bomem Michelson MB100 FTIR spectrometer, which was equipped with a deuterated triglycine sulfate (DTGS) detector and a dry air purge unit
We chose trimellitic anhydride chloride to prepare amide– imide functional phenols as the first step, and pAI and oAI reacted with aniline and paraformaldehyde to prepare amide–imide difunctional benzoxazine monomers
Summary
Polybenzoxazoles (PBOs) are a class of heterocyclic highperformance polymers possessing high mechanical strength, excellent thermal stability, and interesting photophysical properties (Jaffe et al, 1992; Meador, 1998). The very high rigidity of PBOs brings the difficulties in synthesis and fabrication. The traditional approach to prepare the PBOs is the use of the strong acid, such as poly(phosphoric acid) (PPA), which can dissolve PBOs (Feng et al, 2004). The use of such strong acid is environmentally unfriendly. The acid residues can catalyze the hydrolysis reaction of the oxazole rings at moderately elevated temperature under humid environment. The recent approach is to develop a PBOs precursor that is soluble in organic solvent (Fukumaru et al, 2012, 2014), or fusible at low temperature
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