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

University of Illinois at Urbana-Champaign

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

17 Scopus citations

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
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 - 1 May 2015
Externally published	Yes

Keywords

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

Access to Document

10.1002/pola.27550

Cite this

@article{71a4b5d4551843a2b32903a47c3bfffe,

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.",

keywords = "degradable materials, depolymerization, nanoparticles, photochemistry, polyester, self immolative, stimuli-sensitive polymer, triggered release",

author = "Liang Ma and Ryan Baumgartner and Yanfeng Zhang and Ziyuan Song and Kaimin Cai and Jianjun Cheng",

note = "Publisher Copyright: {\textcopyright} 2015 Wiley Periodicals, Inc.",

year = "2015",

month = may,

day = "1",

doi = "10.1002/pola.27550",

language = "英语",

volume = "53",

pages = "1161--1168",

journal = "Journal of Polymer Science, Part A: Polymer Chemistry",

issn = "0887-624X",

publisher = "John Wiley \& Sons Inc.",

number = "9",

}

TY - JOUR

T1 - UV-responsive degradable polymers derived from 1-(4-aminophenyl) ethane-1,2-diol

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

UR - https://www.scopus.com/pages/publications/85027942424

U2 - 10.1002/pola.27550

DO - 10.1002/pola.27550

M3 - 文章

AN - SCOPUS:85027942424

SN - 0887-624X

VL - 53

SP - 1161

EP - 1168

JO - Journal of Polymer Science, Part A: Polymer Chemistry

JF - Journal of Polymer Science, Part A: Polymer Chemistry

IS - 9

ER -

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

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this