Sequential thiol-epoxy and esterification reactions: A facile route to bifunctional homopolymer sequences

Mihaiela C. Stuparu; Anzar Khan

doi:10.1007/12_2014_299

Sequential thiol-epoxy and esterification reactions: A facile route to bifunctional homopolymer sequences

Mihaiela C. Stuparu, Anzar Khan

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

In this chapter, a post-polymerization double-modification strategy involving sequential thiol-epoxy and esterification reactions is discussed for the preparation of bifunctionalized homopolymer sequences. For this, initially, the synthesis and stability of poly(glycidyl methacrylate), the primary reactive scaffold, are considered. Double modification of the glycidyl units through consecutive thiol-epoxy and esterification reactions is then examined along with its potential to give rise to functionalized molecular bottlebrushes. Finally, application of this strategy for the preparation of amphipathic homopolymer sequences and their application in the arena of siRNA delivery are discussed.

Original language	English
Pages (from-to)	87-104
Number of pages	18
Journal	Advances in Polymer Science
Volume	269
DOIs	https://doi.org/10.1007/12_2014_299
Publication status	Published - 2015
Externally published	Yes

Bibliographical note

Funding Information:
M.C.S. gratefully acknowledges Nanyang Technological University (Singapore) for financial support. A.K. thanks A. D. Schlüter (ETH-Z) for support.

Publisher Copyright:
© Springer International Publishing Switzerland

Keywords

Amphipathic polymers
Bifunctionalized homopolymers
Dual-functional polymers Poly(glycidyl methacrylate) Post-polymerization modification Sequential reactions siRNA delivery Thiol-epoxy reaction

ASJC Scopus subject areas

Chemical Engineering(all)
Organic Chemistry
Polymers and Plastics

Access to Document

10.1007/12_2014_299

Cite this

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title = "Sequential thiol-epoxy and esterification reactions: A facile route to bifunctional homopolymer sequences",

abstract = "In this chapter, a post-polymerization double-modification strategy involving sequential thiol-epoxy and esterification reactions is discussed for the preparation of bifunctionalized homopolymer sequences. For this, initially, the synthesis and stability of poly(glycidyl methacrylate), the primary reactive scaffold, are considered. Double modification of the glycidyl units through consecutive thiol-epoxy and esterification reactions is then examined along with its potential to give rise to functionalized molecular bottlebrushes. Finally, application of this strategy for the preparation of amphipathic homopolymer sequences and their application in the arena of siRNA delivery are discussed.",

keywords = "Amphipathic polymers, Bifunctionalized homopolymers, Dual-functional polymers Poly(glycidyl methacrylate) Post-polymerization modification Sequential reactions siRNA delivery Thiol-epoxy reaction",

author = "Stuparu, {Mihaiela C.} and Anzar Khan",

note = "Funding Information: M.C.S. gratefully acknowledges Nanyang Technological University (Singapore) for financial support. A.K. thanks A. D. Schl{\"u}ter (ETH-Z) for support. Publisher Copyright: {\textcopyright} Springer International Publishing Switzerland",

year = "2015",

doi = "10.1007/12_2014_299",

language = "English",

volume = "269",

pages = "87--104",

journal = "Advances in Polymer Science",

issn = "0065-3195",

publisher = "Springer New York",

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T1 - Sequential thiol-epoxy and esterification reactions

T2 - A facile route to bifunctional homopolymer sequences

AU - Stuparu, Mihaiela C.

AU - Khan, Anzar

N1 - Funding Information: M.C.S. gratefully acknowledges Nanyang Technological University (Singapore) for financial support. A.K. thanks A. D. Schlüter (ETH-Z) for support. Publisher Copyright: © Springer International Publishing Switzerland

PY - 2015

Y1 - 2015

N2 - In this chapter, a post-polymerization double-modification strategy involving sequential thiol-epoxy and esterification reactions is discussed for the preparation of bifunctionalized homopolymer sequences. For this, initially, the synthesis and stability of poly(glycidyl methacrylate), the primary reactive scaffold, are considered. Double modification of the glycidyl units through consecutive thiol-epoxy and esterification reactions is then examined along with its potential to give rise to functionalized molecular bottlebrushes. Finally, application of this strategy for the preparation of amphipathic homopolymer sequences and their application in the arena of siRNA delivery are discussed.

AB - In this chapter, a post-polymerization double-modification strategy involving sequential thiol-epoxy and esterification reactions is discussed for the preparation of bifunctionalized homopolymer sequences. For this, initially, the synthesis and stability of poly(glycidyl methacrylate), the primary reactive scaffold, are considered. Double modification of the glycidyl units through consecutive thiol-epoxy and esterification reactions is then examined along with its potential to give rise to functionalized molecular bottlebrushes. Finally, application of this strategy for the preparation of amphipathic homopolymer sequences and their application in the arena of siRNA delivery are discussed.

KW - Amphipathic polymers

KW - Bifunctionalized homopolymers

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DO - 10.1007/12_2014_299

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VL - 269

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JO - Advances in Polymer Science

JF - Advances in Polymer Science

ER -

Sequential thiol-epoxy and esterification reactions: A facile route to bifunctional homopolymer sequences

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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