CO₂‐responsive swelling behavior and metal‐ion adsorption properties in novel histamine‐conjugated polyaspartamide hydrogel

Abstract

Novel polyaspartamide copolymers containing histamine pendants (PHEA‐HIS) were prepared from polysuccinimide, which is the thermal polycondensation product of aspartic acid, via a successive ring‐opening reaction using histamine (HIS) and ethanolamine (EA). The prepared water‐soluble copolymer was then crosslinked by reacting it with hexamethylene diisocyanate in order to provide a hydrogel with both good gel strength and reversible CO2 absorption characteristics. PHEA‐HIS gel is also pH‐sensitive and eligible to coordinate to metal ions such as Pb2+, Cu2+, and Ni2+ due to the imidazole units in its structure. The CO2‐responsive swelling behavior, metal‐ion adsorption, and morphology of the crosslinked gels were investigated. The approach described here results is a promising hydrogel with potential for a variety of industrial and biomedical applications including CO2 capture, CO2‐responsive and switchable sensors, and smart drug delivery systems. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016, 133, 43305.

Poly(aspartic acid) Electrospun Nanofiber Hydrogel Membrane-Based Reusable Colorimetric Sensor for Cu(II) and Fe(III) Detection

“…Fe 3+ can be detected by the PASP−ENHM-based colorimetric sensor too, although PASP−ENHM adsorbs less Fe 3+ ions from Fe 3+ aqueous solution as shown in our previous study. 27 PASP−ENHM deswells in Fe 3+ solution 28,29 and Fe 3+ tends to form Fe(OH) 3 micelles with a large diameter, which prevent Fe 3+ ions from diffusing into PASP−ENHM. When the filtrating method is adopted as demonstrated in this study, Fe 3+ solution is forced to pass through the PASP−ENHM and thus Fe 3+ ions are captured by the PASP−ENHM.…”

Stimuli-Responsive Poly(aspartamide) Derivatives and Their Applications as Drug Carriers

“…In addition, pH-responsiveness also can be obtained by substituting the benzyl groups of PBLA with API [47]. Another way for introducing imidazole groups to synthesize pH-responsive PASPAm derivatives is to directly react the succinimide rings of PSI with API [48][49][50][51][52][53] or histamine [54] through aminolysis reaction. Besides imidazole, tertiary amine [34,[55][56][57][58] and other groups [30,59] are also intensively adopted for endowing pH responsiveness to PASPAm derivatives.…”

“…It is reported that polymers containing dialkylamine [87,88], amidine [89] or guanidine [90] moieties can exhibit reversible CO 2 -responsive behavior because CO 2 can be bonded onto these polymers in the presence of water. For example, Kim's group prepared three CO 2 -responsive PASPAm derivatives, PHEA-HIS [54], PHEA-Larg and PolyAspAm(OA/Larg) [91]. The swelling degree of cross-linked PHEA-HIS hydrogel decreased to about 18 when CO 2 was bubbled into the solution containing PHEA-HIS hydrogel samples, and returned to about 50 after bubbling N 2 gas.…”

Graft Architecture Guided Simultaneous Control of Degradation and Mechanical Properties of In Situ Forming and Fast Dissolving Polyaspartamide Hydrogels

“…Polysuccinimide (PSI), commonly synthesized by one-step polycondensation of aspartic acid, has been shown to be a good precursor system for conjugating various functional groups. − Specifically, amine-based nucleophiles react with succinimidyl groups of PSI via ring-opening addition, resulting in polyaspartamide. Previous studies have demonstrated that polyaspartamide can be utilized as a gel-forming polymer and cross-linker by presenting reactive functional groups such as amine, thiol, and methacrylate. ,− Furthermore, convenient control of the degree of substitution allows the control of cross-linking density in addition to changing the concentration.…”