Abstract
Synthesis, characterization, and properties of new thermally curable polysulfone containing benzoxazine moieties in the side chain were investigated. First, chloromethylation and subsequent azidation processes were performed to form polysulfone containing pendant clickable azide groups. Independently, antagonist 3,4-dihydro-3-(prop-2-ynyl)-2H-benzoxazine was prepared by using paraformaldehyde, phenol and propargylamine. The following copper(I) catalyzed azide-alkyne cycloaddition click reaction was applied to obtain self-curable polysulfone with pendant benzoxazine units. The polymer and intermediates at various stages were characterized by 1H-NMR, 13C-NMR and FT-IR spectroscopies. The thermal properties and curing behavior of final polymer were investigated by differential scanning calorimetry and thermal gravimetric analysis. Compared to the neat polysulfone, the obtained polymers exhibited thermally more stable polymers.
Highlights
The synthesis of novel materials for high-tech applications such as electronics, medical, automotive, and aerospace has received great deal in recent years
In our previous works we studied the end chain modification of polysulfone oligomers and their usage in crosslinking network and nanocomposite formations.[5,6,7,8,9,10,11]
The overall procedure involving the synthesis of chloromethylation and azidation of polysulfone and its click reaction with 3,4-dihydro-3-(prop-2-ynyl)-2Hbenzooxazine monomer (Pg–Bz) to form self-curable polysulfone (PSU–CH2–Bz) was shown in Scheme 1
Summary
The synthesis of novel materials for high-tech applications such as electronics, medical, automotive, and aerospace has received great deal in recent years. Organic,[34,35] inorganic and hybrid materials.[36,37,38] It has been extensively utilized for synthesis or modification of thermoplastic and thermoset polymers.[39,40,41,42,43,44,45,46] Several examples related to the application of the CuAAC click reaction for the modification of polysulfones were previously studied.[13,14,24,47,48,49,50,51] there was no report on the introduction of benzoxazine units at the side-chain position of polysulfones using chemistry reactions or other efficient organic reactions. The thermal properties and curing behavior of the obtained polymer were investigated by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA)
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