Hydrogen-bond interactions between poly[(ethyl acrylate)-co-(acrylic acid)] and polycyanate derived from bisphenol A dicyanate

Abstract

SUMMARY: Polycyclotrimerization of aromatic dicyanate (i. e. bisphenol A dicyanate, BPADCy) produces a polycyanate network with s-triazine rings as crosslinking points. In this study, different amounts of poly-[(ethyl acrylate)-co-(acrylic acid)] (PEAc) were mixed with BPADCy, and heated to generate PEAc-modified polycyanates. In contrast to the usual two-phase thermoplastic-modified polycyanates, the PEAc-modified polycyanates are single-phase in nature (according to results of optical microscopy and scanning electron microscopy). The miscibility between linear PEAc and thermosetting polycyanate is due to hydrogen-bonding (H-bonding) between carboxylic acid groups in PEAc and s-triazine rings in polycyanate. This H-bond interactions can be verified by infrared spectroscopy using the 1OH, 1C2O, and 1C2N stretching modes in PEAC/BPADCy mixtures at different temperatures. Infrared spectroscopy on model compound mixtures (succinic acid/BPADCy) was also conducted to confirm the H-bond interactions between cyanate groups and 1COOH groups.

Photoluminescent carbon nanocapsule/polycyanate composites with hydrogen bond interactions

“…Previously, carboxylic acid H‐bonded to pyridine ring shows its CO stretching at 1750 cm −1 ;20, 21 therefore, this 1750 cm −1 band in the composites is due to the carboxylic acids H‐bonded to the s ‐triazine rings in PCn. Our previous study,15 on the cured PCn and poly[(ethylacrylate)‐ co ‐(acrylic acid)] blends, also confirms the existence of the CO stretching of the carboxylic acid bonded to s ‐triazine ring, which is located around 1730 cm −1 . These strong H‐bond interactions would promote the mutual miscibility between CNC‐COOHs and PCn resin.…”

“…The PCn resins have high thermal stability, low dielectric constant, good mechanical properties, etc. Previous study14, 15 suggests that both the cyanate (OCN) groups in the starting monomer and the oxygen and nitrogen atoms around the s ‐triazine ring in the cured PCn resins are the hydrogen bond (H‐bond) acceptors (cf. Fig.…”

Self-assembled nanoparticles of functional copolymers for photonic applications

“…It can be noticed that pure AA monomer exhibits some characteristic bands in this range. The broad band in the region 2800-3300 cm À1 can be attributed to the O-H stretching mode and the band at 2647 cm À1 corresponds to the 'satellite' band [39,40]. These satellite bands are due to overtones and to combinations of different stretching modes.…”