Triggering Depolymerization: Progress and Opportunities for Self-Immolative Polymers

Polymers that depolymerize end-to-end upon cleavage of their backbones or end-caps, often termed “self-immolative” polymers (SIPs), have garnered significant interest in recent years. They can be distinguished from other degradable and stimuli-responsive polymers by their ability to provide amplifie...

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Published inMacromolecules Vol. 52; no. 17; pp. 6342 - 6360
Main Authors Yardley, Rebecca E, Kenaree, Amir Rabiee, Gillies, Elizabeth R
Format Journal Article
LanguageEnglish
Published American Chemical Society 10.09.2019
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Abstract Polymers that depolymerize end-to-end upon cleavage of their backbones or end-caps, often termed “self-immolative” polymers (SIPs), have garnered significant interest in recent years. They can be distinguished from other degradable and stimuli-responsive polymers by their ability to provide amplified responses to stimuli, as a single bond cleavage event is translated into the release of many small molecules through a cascade of reactions. Here, the synthesis and properties of the major classes of SIPs including poly­(benzyl carbamate)­s, poly­(benzyl carbonate)­s, poly­(benzyl ether)­s polyphthalaldehydes, polyglyoxylates, polyglyoxylamides, and poly­(olefin sulfone)­s are presented. In addition, their advantages and limitations as well as their recent applications in areas including sensors, drug delivery, micro- and nanopatterning, transient devices and composites, coatings, antibacterial, and recyclable plastics are described. Finally, the challenges associated with the development of new SIP backbones and their translation into commercial products are discussed.
AbstractList Polymers that depolymerize end-to-end upon cleavage of their backbones or end-caps, often termed “self-immolative” polymers (SIPs), have garnered significant interest in recent years. They can be distinguished from other degradable and stimuli-responsive polymers by their ability to provide amplified responses to stimuli, as a single bond cleavage event is translated into the release of many small molecules through a cascade of reactions. Here, the synthesis and properties of the major classes of SIPs including poly­(benzyl carbamate)­s, poly­(benzyl carbonate)­s, poly­(benzyl ether)­s polyphthalaldehydes, polyglyoxylates, polyglyoxylamides, and poly­(olefin sulfone)­s are presented. In addition, their advantages and limitations as well as their recent applications in areas including sensors, drug delivery, micro- and nanopatterning, transient devices and composites, coatings, antibacterial, and recyclable plastics are described. Finally, the challenges associated with the development of new SIP backbones and their translation into commercial products are discussed.
Author Kenaree, Amir Rabiee
Gillies, Elizabeth R
Yardley, Rebecca E
AuthorAffiliation Department of Chemical and Biochemical Engineering
Department of Chemistry and the Centre for Advanced Materials and Biomaterials Research
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  orcidid: 0000-0002-3983-2248
  surname: Gillies
  fullname: Gillies, Elizabeth R
  email: egillie@uwo.ca
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Snippet Polymers that depolymerize end-to-end upon cleavage of their backbones or end-caps, often termed “self-immolative” polymers (SIPs), have garnered significant...
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Title Triggering Depolymerization: Progress and Opportunities for Self-Immolative Polymers
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