Synthesis and Structure of 2-Hydroxypropyl Methacrylate-Capped Isophorone Diisocyanate and Poly(Propylene Glycol) Urethane Mixtures and the Properties of their UV-Cured Co-Networks with Isobornyl Methacrylate

Abstract

Polyurethane acrylate prepolymers with different contents of HIPIH and HIH were synthesized via reacting excessive isophorone diisocyanate (IPDI) with poly(propylene glycol) (PPG) and then end-capping with 2-hydroxypropyl methacrylate (HPMA) in isobornyl methacrylate (IBOMA). After the addition of the photoinitiator PI 1173, the resulting prepolymer resins were irradiated by UV light to form cured materials. The structures of the prepolymers were confirmed by 1H NMR, FT-IR, and GPC. SEM analyses proved that no obvious phase separation was observed within the cured sample. As the content of HIH increased, the viscosity of the prepolymers increased slightly. In addition, the gel content, solvent resistance, Shore hardness, Young’s modulus, and the tensile strength of the cured films increased, whereas the elongation at break decreased gradually. The volume shrinkage of the cured samples ranged between 4.5% and 4.8%. DMA analyses showed that the Tgs of the cured samples increased as more HIH structures existed. TGA analyses revealed that the cured samples had high thermal stability. This solvent-free fabrication process was simple, convenient, and controllable. By simply regulating the contents of HIPIH and HIH in the prepolymers, the performances of the cured materials could be adjusted to a wide range.

A highly efficient and sustainable catalyst system for terminal epoxy-carboxylic acid ring opening reactions

“…The formation of β -hydroxyesters derived from the nucleophilic ring opening of epoxides by carboxylic acids is a reaction of high value. Apart from its relevance for accessing drug precursors 1,2 and its occurrence in biologically relevant processes, 3 the transformation is industrially important for the synthesis of monomers for photocurable resins and adhesives 4 as well as for crosslinking reactions. 5,6 Due to this industrial significance for large scale applications, the reaction demands exhaustive optimization towards sustainability.…”