Original Fluorinated Non-Isocyanate Polyhydroxyurethanes

Area of Science:

• Polymer Chemistry
• Materials Science
• Organic Synthesis

Background:

• Polyhydroxyurethanes (PHUs) are versatile polymers with tunable properties.
• Fluorinated polymers often exhibit unique characteristics such as hydrophobicity and thermal stability.
• Developing novel fluorinated monomers is crucial for advancing polymer science.

Purpose of the Study:

• To synthesize novel fluorinated polyhydroxyurethanes (FPHUs) with varying molar masses.
• To investigate the synthesis and characterization of a new fluorinated bis(cyclocarbonate) monomer.
• To compare the properties of FPHUs with their hydrogenated analogues.

Main Methods:

• Synthesis of a fluorinated bis(cyclocarbonate) via carbonylation of a fluorinated diepoxide.
• Optimization of reaction conditions for the polyaddition reaction.
• Polymerization of the fluorinated bis(cyclocarbonate) with diamines to yield FPHUs.
• Characterization using NMR, GPC, DSC, and TGA.

Main Results:

• Successful synthesis of fluorinated bis(cyclocarbonate) in high yield.
• Preparation of FPHUs with primary and secondary hydroxyl groups in 61-82% yield.
• FPHUs demonstrated higher molar mass compared to non-fluorinated PHUs.
• FPHUs showed slightly increased glass transition and decomposition temperatures.

Conclusions:

• A new synthetic route for fluorinated polyhydroxyurethanes was established.
• The synthesized FPHUs possess improved thermal stability and higher molar mass.
• Fluorination offers a promising strategy for enhancing PHU properties.