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Nitroalcohol induced hydrogel formation in amine‐functionalized polymers
Author(s) -
Solomon Marissa R.,
O'Connor Naphtali A.,
Paik David C.,
Turro Nicholas J.
Publication year - 2010
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.31944
Subject(s) - formaldehyde , polymer , hydroxymethyl , self healing hydrogels , polymer chemistry , swelling , amine gas treating , materials science , chemical engineering , smart polymer , nitro , fourier transform infrared spectroscopy , chemistry , organic chemistry , composite material , alkyl , engineering
Certain β‐nitroalcohols degrade under basic conditions or upon heating to form formaldehyde. This reaction provides an elegant approach to generate formaldehyde within a system at a desired time using the stimulus of pH or temperature. Using β‐nitroalcohols as a delivery agent for formaldehyde, polymer crosslinking can be induced via stimulus. Such an approach is akin to those used to prepare “self‐healing” polymers, which have received much attention recently. Herein, we describe the use of certain β‐nitroalcohols as a masked formaldehyde delivery system and demonstrate its use as a crosslinking agent of amine functionalized polymers to form hydrogels. We examine the temperature and pH dependence of 2‐nitro‐1,3‐propanediol and 2‐(hydroxymethyl)‐2‐nitro‐1,2‐propanediol on the rate and extent of gelation and characterize the resulting gel by swelling and FTIR experiments. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010