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Triggered Depolymerization of Poly(Phenylcarbamate)-based Materials in Response to Orthogonal Stimuli

Published online by Cambridge University Press:  31 May 2017

Ahmed-Rufai Ibrahim  and
Valerie Sheares Ashby
Ahmed-Rufai Ibrahim*
Affiliation:
University of North Carolina at Chapel Hill, Department of Chemistry, Chapel Hill, NC, 27599
Valerie Sheares Ashby
Affiliation:
University of North Carolina at Chapel Hill, Department of Chemistry, Chapel Hill, NC, 27599 Duke University, Department of Chemistry, Durham, NC, 27703
*
*(Email: [email protected])
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Abstract

The synthesis of a polyacetal-block-polyurethane copolymer was achieved which possesses the ability to depolymerize both selectively and in response to orthogonal stimuli, heat and pH. To utilize heat as a stimulus, poly(phthalaldehyde) (PPA) was used as a block of the copolymer, while poly(benzyl-4-hydroxymethylphenylcarbamate) (PPC) end-capped with a tert-butoxycarbonyl protecting group (Boc group) were explored for viability as a pH-responsive block. The stimulus-induced depolymerization was studied using nuclear magnetic resonance (NMR), gel permeation chromatography (GPC), and attenuated total reflectance infrared spectroscopy (ATR-IR). These techniques confirmed that the depolymerization event did not affect the nature of the neighboring polymeric block. Depolymerization kinetics were measured for various chain lengths of each block. The results are presented and discussed to explore the ability of these materials to depolymerize in a controlled manner depending on the magnitude of the stimulus, as well as the ability for the blocks to remain unaffected by the orthogonal stimulus. This work shows promise for the development of advanced coatings systems and drug delivery applications.

Keywords

chemical synthesispolymerizationkinetics
Type
Articles
Information
MRS Advances , Volume 2 , Issue 47: Soft Materials and Biomaterials , 2017 , pp. 2513 - 2519
Copyright
Copyright © Materials Research Society 2017 

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