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Poly(allyl glycidyl ether)-A versatile and functional polyether platform.

Bongjae F Lee¹, Matthew J Kade, Jerred A Chute

¹Materials Research Laboratory, University of California, Santa Barbara, CA, 93106.

Journal of Polymer Science. Part A, Polymer Chemistry

|October 4, 2011

Summary

Controlled polymerization of allyl glycidyl ether yields polymers with predictable molar masses and low polydispersity. Lowering polymerization temperatures effectively minimizes side reactions, ensuring high-quality polymer synthesis.

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Published on: October 10, 2016

Area of Science:

Polymer Chemistry
Organic Synthesis

Background:

Allyl glycidyl ether (AGE) polymerization is crucial for synthesizing functional polymers.
Controlling polymerization processes is key to achieving desired polymer properties.

Purpose of the Study:

To investigate the controlled polymerization of AGE using potassium alkoxide/naphthalenide initiators.
To understand and mitigate side reactions, specifically isomerization, during AGE polymerization.

Main Methods:

Polymerization of AGE under neat and solution conditions.
Characterization of polymer molar mass and polydispersity.
Analysis of allyl side chain isomerization using varying temperatures.

Main Results:

Highly controlled polymerization of AGE was achieved, with molar masses dictated by stoichiometry (10-100 kg/mol).
Low polydispersity indices (1.05-1.33) were obtained.
Isomerization of allyl to cis-prop-1-enyl ether groups (0-10% mol) was temperature-dependent, not correlated with molar mass or polydispersity.

Conclusions:

Polymerization temperature is the critical factor controlling isomerization.
Temperatures below 40 °C effectively reduce isomerization to near zero in both melt and solution conditions.
This study provides a method for highly controlled AGE polymerization with minimal side reactions.