Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers

Kali A. Miller; Ephraim G. Morado; Shampa R. Samanta; Brittany A. Walker; Arif Z. Nelson; Samya Sen; Dung T. Tran; Daniel J. Whitaker; Randy H. Ewoldt; Paul V. Braun; Steven C. Zimmerman

doi:10.1021/jacs.8b07705

Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers

Kali A. Miller, Ephraim G. Morado, Shampa R. Samanta, Brittany A. Walker, Arif Z. Nelson, Samya Sen, Dung T. Tran, Daniel J. Whitaker, Randy H. Ewoldt, Paul V. Braun, Steven C. Zimmerman

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

44 Scopus citations

Abstract

We describe the 3-iodopropyl acetal moiety as a simple cleavable unit that undergoes acid catalyzed hydrolysis to liberate HI (pK_a-10) and acrolein stoichiometrically. Integrating this unit into linear and network polymers gives a class of macromolecules that undergo a new mechanism of degradation with an acid amplified, sigmoidal rate. This trigger-responsive self-amplified degradable polymer undergoes accelerated rate of degradation and agent release.

Original language	English
Pages (from-to)	2838-2842
Number of pages	5
Journal	Journal of the American Chemical Society
Volume	141
Issue number	7
DOIs	https://doi.org/10.1021/jacs.8b07705
State	Published - 20 Feb 2019
Externally published	Yes

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

Access to Document

10.1021/jacs.8b07705

Cite this

@article{70a7335744664ef6aec1d5ef155ff40c,

title = "Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers",

abstract = "We describe the 3-iodopropyl acetal moiety as a simple cleavable unit that undergoes acid catalyzed hydrolysis to liberate HI (pKa-10) and acrolein stoichiometrically. Integrating this unit into linear and network polymers gives a class of macromolecules that undergo a new mechanism of degradation with an acid amplified, sigmoidal rate. This trigger-responsive self-amplified degradable polymer undergoes accelerated rate of degradation and agent release.",

author = "Miller, {Kali A.} and Morado, {Ephraim G.} and Samanta, {Shampa R.} and Walker, {Brittany A.} and Nelson, {Arif Z.} and Samya Sen and Tran, {Dung T.} and Whitaker, {Daniel J.} and Ewoldt, {Randy H.} and Braun, {Paul V.} and Zimmerman, {Steven C.}",

note = "Publisher Copyright: {\textcopyright} 2019 American Chemical Society.",

year = "2019",

month = feb,

day = "20",

doi = "10.1021/jacs.8b07705",

language = "English",

volume = "141",

pages = "2838--2842",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers

AU - Miller, Kali A.

AU - Morado, Ephraim G.

AU - Samanta, Shampa R.

AU - Walker, Brittany A.

AU - Nelson, Arif Z.

AU - Sen, Samya

AU - Tran, Dung T.

AU - Whitaker, Daniel J.

AU - Ewoldt, Randy H.

AU - Braun, Paul V.

AU - Zimmerman, Steven C.

PY - 2019/2/20

Y1 - 2019/2/20

N2 - We describe the 3-iodopropyl acetal moiety as a simple cleavable unit that undergoes acid catalyzed hydrolysis to liberate HI (pKa-10) and acrolein stoichiometrically. Integrating this unit into linear and network polymers gives a class of macromolecules that undergo a new mechanism of degradation with an acid amplified, sigmoidal rate. This trigger-responsive self-amplified degradable polymer undergoes accelerated rate of degradation and agent release.

AB - We describe the 3-iodopropyl acetal moiety as a simple cleavable unit that undergoes acid catalyzed hydrolysis to liberate HI (pKa-10) and acrolein stoichiometrically. Integrating this unit into linear and network polymers gives a class of macromolecules that undergo a new mechanism of degradation with an acid amplified, sigmoidal rate. This trigger-responsive self-amplified degradable polymer undergoes accelerated rate of degradation and agent release.

UR - http://www.scopus.com/inward/record.url?scp=85061847053&partnerID=8YFLogxK

U2 - 10.1021/jacs.8b07705

DO - 10.1021/jacs.8b07705

M3 - Article

C2 - 30698426

AN - SCOPUS:85061847053

SN - 0002-7863

VL - 141

SP - 2838

EP - 2842

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 7

ER -

Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this