Copolymerization of o -Phthalaldehyde and ethyl glyoxylate: Cyclic macromolecules with alternating sequence and tunable thermal properties

Joshua A. Kaitz, Jeffrey S. Moore

Research output: Contribution to journalArticle

Abstract

Aldehyde polymers have gained attention in recent decades as a class of stimuli-responsive materials capable of rapid, triggered depolymerization to monomer. Exploitation of the most prominent polyaldehydes for various solid-state applications, however, is limited by poor thermal and mechanical properties of the materials. To address these limitations, we pursued the copolymerization of ethyl glyoxylate, precursor to tacky polymers, with o-phthalaldehyde, precursor to brittle materials. Using NMR spectroscopy and MALDI-TOF mass spectrometry, we have discovered the surprising tendency of these sequences to alternate, resulting in alternating cyclic copolymers in certain feed ratios. We also report the ability to tailor the thermal properties of the solid copolymers by varying copolymer composition, enabling the selective tuning of copolymer glass transition and degradation temperatures to meet application demands. We envision that this copolymer system, which blends the properties of the tacky and brittle homopolymers, will find use as depolymerizable polyaldehydes for solid-state applications.

Original languageEnglish (US)
Pages (from-to)5509-5513
Number of pages5
JournalMacromolecules
Volume47
Issue number16
DOIs
StatePublished - Jan 1 2014

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

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