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Ethyl-Α-Hydroxymethylacrylate, a Novel Isomeric Analog of 2-Hydroxyethyl Methacrylate (HEMA)



Joseph M. Antonucci, J W. Stansbury, Bruce O. Fowler


Hema (2-hydroxyethyl methacrylate), a hydrophilic surface active monomer, is widely used in dental adhesive systems and in its polymeric forms in numerous biomedical applications. Poly(HEMA) was the first synthetic hydrogel intended for use as a biomaterial. Some of the traditional uses of HEMA polymers and copolymers include soft contact lenses, intraocular lenses, vascular grafts, soft tissue substitutes and as hydrogels for controlled release delivery systems. HEMA also has found use in the formulation of photocurable bioactive composites with remineralization potential. Recently a unique isomeric analog of HEMA, ethyl-1-hydroxymethylacrylate (EHMA), was synthesized. This study describes a high yield synthetic method for the preparation of EHMA and compares the bulk polymerizability of EHMA and HEMA.
Proceedings Title
The 6th World Biometerials Congress
Conference Dates
May 15-20, 2000
Conference Location
Kameula, HI
Conference Title
World Biomaterials Congress


2-hydroxyethyl methacrylate, degree of conversion, ethyl-α-hydroxyethyl methacrylate, hydrophilicity, isomers, polymerizable


Antonucci, J. , Stansbury, J. and Fowler, B. (2000), Ethyl-Α-Hydroxymethylacrylate, a Novel Isomeric Analog of 2-Hydroxyethyl Methacrylate (HEMA), The 6th World Biometerials Congress, Kameula, HI, [online], (Accessed April 15, 2024)
Created January 1, 2000, Updated February 19, 2017