Toward Controlling the Formation, Degradation Behavior, and Properties of Hydrogels Synthesized by Aza‐Michael Reactions

Abstract

The aza-Michael reaction of amino-functionalized polymers with acrylate and acrylamide crosslinkers for the formation of hydrogels is investigated. It is studied how far the reaction conditions (pH value, chemical structures of the compounds involved) infl uence the crosslinking and degradation rate of the gels. When crosslinking the polymer poly(1-glycidylpiperazine), high pH values lead to fast crosslinking. Fast degradation of β -aminoester crosslinks is observed when acrylate crosslinkers are used due to a neighboring group effect. With acrylamide crosslinkers, hydrolytically stable gels are formed, in which the shear moduli and swelling ratio can be adjusted and in which the extracts show no toxic effect on primary human fi broblasts, making them a promising material for biotechnological applications. molecular structure that results in macroscopic properties like equilibrium degree of swelling (EDS), elastic moduli ( G ′ ), or degradation behavior. [ 2 ] In the fi eld of biomaterial science, hydrogels have found applications in a variety of A. Southan, [+] Dr.

Expanding the Range of Available Isoelectric Points of Highly Methacryloylated Gelatin

“…In case of aminolysis/hydrolysis, a complete loss of the methacryl group under regeneration of amino or hydroxyl groups on the gelatin backbone would result. In case of aza‐Michael reactions, EDA would be bound covalently to methacryl groups of GM10 via hydrolytically extremely labile β‐aminoester bonds which would lead to the same result after hydrolysis as in the direct hydrolysis case. We assume aminoylsis/hydrolysis because of the slightly acidic reaction conditions (pH 4.5) which are not suited for fast aza‐Michael reactions.…”

Extrusion-Based 3D Printing of Poly(ethylene glycol) Diacrylate Hydrogels Containing Positively and Negatively Charged Groups

“…The formulation of hydrogels for extrusion-based 3D printing has attracted increasing attention in recent publications [1,2,3]. This is, on the one hand, based on the favorable properties of hydrogels in general, namely, their viscoelastic properties [4,5], their high water content [6] and their often low toxicity [7,8,9]. On the other hand, extrusion-based 3D printing offers a relatively quick way to generate 3D structured hydrogel objects in the centimeter range without the need for molds [10,11,12], as used, e.g., in injection molding [13].…”

Imprint Molding of a Microfluidic Optical Cell on Thermoplastics with Reduced Surface Roughness for the Detection of Copper Ions

“…Vinyl and amine functionalities are also known to form a chemical bond (-CH2-CH2-NH-). [31][32][33][34] The coating performance was further verified by conducting contact angle measurements and XPS analyses. Figure 2 shows the results of water contact angle measurements of partially cured NOA 61 ( Fig.…”