UV-responsive degradable polymers derived from 1-(4-aminophenyl) ethane-1,2-diol

Liang Ma; Ryan Baumgartner; Yanfeng Zhang; Ziyuan Song; Kaimin Cai; Jianjun Cheng

doi:10.1002/pola.27550

UV-responsive degradable polymers derived from 1-(4-aminophenyl) ethane-1,2-diol

Liang Ma, Ryan Baumgartner, Yanfeng Zhang, Ziyuan Song, Kaimin Cai, Jianjun Cheng

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

Abstract

A UV-responsive polymer was prepared via condensation polymerization of 2-nitrobenzyl(4-(1,2-dihydroxyethyl)phenyl)carbamate and azalaic acid dichloride. When the polymer was irradiated with UV light, the nitrobenzyl urethane protecting group was removed and the deprotected aniline underwent spontaneous 1,6-elimination reactions, resulting in degradation of the polymer. Nanoparticles with encapsulated Nile Red were formulated with the degradable polymer and triggered burst release of Nile Red was observed when the nanoparticles were irradiated by UV light.

Original language	English (US)
Pages (from-to)	1161-1168
Number of pages	8
Journal	Journal of Polymer Science, Part A: Polymer Chemistry
Volume	53
Issue number	9
DOIs	https://doi.org/10.1002/pola.27550
State	Published - May 1 2015

Keywords

degradable materials
depolymerization
nanoparticles
photochemistry
polyester
self immolative
stimuli-sensitive polymer
triggered release

ASJC Scopus subject areas

Polymers and Plastics
Organic Chemistry
Materials Chemistry

Online availability

10.1002/pola.27550

Library availability

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title = "UV-responsive degradable polymers derived from 1-(4-aminophenyl) ethane-1,2-diol",

abstract = "A UV-responsive polymer was prepared via condensation polymerization of 2-nitrobenzyl(4-(1,2-dihydroxyethyl)phenyl)carbamate and azalaic acid dichloride. When the polymer was irradiated with UV light, the nitrobenzyl urethane protecting group was removed and the deprotected aniline underwent spontaneous 1,6-elimination reactions, resulting in degradation of the polymer. Nanoparticles with encapsulated Nile Red were formulated with the degradable polymer and triggered burst release of Nile Red was observed when the nanoparticles were irradiated by UV light.",

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AU - Ma, Liang

AU - Baumgartner, Ryan

AU - Zhang, Yanfeng

AU - Song, Ziyuan

AU - Cai, Kaimin

AU - Cheng, Jianjun

PY - 2015/5/1

Y1 - 2015/5/1

N2 - A UV-responsive polymer was prepared via condensation polymerization of 2-nitrobenzyl(4-(1,2-dihydroxyethyl)phenyl)carbamate and azalaic acid dichloride. When the polymer was irradiated with UV light, the nitrobenzyl urethane protecting group was removed and the deprotected aniline underwent spontaneous 1,6-elimination reactions, resulting in degradation of the polymer. Nanoparticles with encapsulated Nile Red were formulated with the degradable polymer and triggered burst release of Nile Red was observed when the nanoparticles were irradiated by UV light.

AB - A UV-responsive polymer was prepared via condensation polymerization of 2-nitrobenzyl(4-(1,2-dihydroxyethyl)phenyl)carbamate and azalaic acid dichloride. When the polymer was irradiated with UV light, the nitrobenzyl urethane protecting group was removed and the deprotected aniline underwent spontaneous 1,6-elimination reactions, resulting in degradation of the polymer. Nanoparticles with encapsulated Nile Red were formulated with the degradable polymer and triggered burst release of Nile Red was observed when the nanoparticles were irradiated by UV light.

KW - degradable materials

KW - depolymerization

KW - nanoparticles

KW - photochemistry

KW - polyester

KW - self immolative

KW - stimuli-sensitive polymer

KW - triggered release

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UV-responsive degradable polymers derived from 1-(4-aminophenyl) ethane-1,2-diol

Abstract

Keywords

ASJC Scopus subject areas

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