5238-56-2

Basic information

• Product Name: N-(2-HYDROXYETHYL) METHACRYLAMIDE
• Synonyms: N-(2-Hydroxyethyl)methacrylamide, HEMAm;N-(2-Hydroxyethyl)-2-methylprop-2-enamide, HEMAm;N-(2-Hydroxyethyl)methacrylamide 95%;N-(2-HYDROXYETHYL) METHACRYLAMIDE;N-BETA-ETHANOLMETHACRYLAMIDE;N-(2-hydroxyethyl)-2-methyl-2-Propenamide;N-(2-Hydroxyethyl)-2-methylprop-2-enamide 97+%
• CAS NO: 5238-56-2
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.16
• Product Categories: monomer
• Mol File: 5238-56-2.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 323.434°C at 760 mmHg
• Flash Point: 149.408°C
• Appearance: /
• Density: 0,95 g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.461
• Storage Temp.: 2-8°C
• PKA: 14.22±0.46(Predicted)
• CAS DataBase Reference: N-(2-HYDROXYETHYL) METHACRYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-HYDROXYETHYL) METHACRYLAMIDE(5238-56-2)
• EPA Substance Registry System: N-(2-HYDROXYETHYL) METHACRYLAMIDE(5238-56-2)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 5238-56-2(Hazardous Substances Data)

Usage

General Description

N-(2-Hydroxyethyl) methacrylamide is a chemical compound commonly used in the production of polymers and hydrogels. It is an important monomer for the synthesis of biocompatible and water-soluble polymers, and is often used in the development of drug delivery systems, tissue engineering scaffolds, and medical devices. The hydroxyl group in its structure makes it useful for the introduction of additional functionality through chemical modification, allowing for the incorporation of various functional groups for specific applications. It is also known for its biocompatibility and low toxicity, making it suitable for use in biomedical applications. Overall, N-(2-Hydroxyethyl) methacrylamide is a versatile compound with various applications in the fields of materials science, biomedical engineering, and pharmaceuticals.

InChI:InChI=1/C6H11NO2/c1-5(2)6(9)7-3-4-8/h8H,1,3-4H2,2H3,(H,7,9)

Upstream product

• 141-43-5 ethanolamine 
• 920-46-7 Methacryloyl chloride 
• 80-62-6 methacrylic acid methyl ester 
• 71938-45-9 ((2-aminoethyl)methacrylate)methyl isobutyl ketimine 
• 86219-95-6 ((2-aminoethyl)methacrylate)benzaldimine 
• 760-93-0 methacryloyl anhydride 
• 35544-46-8 β-methoxy-N-hydroxyethylisobutyramide 

Downstream Products

• 6206-58-2 2-(methacryloylamino)ethyl 2-methylacrylate 
• 10471-78-0 2-(Propen-2-yl)-4,5-dihydro-1,3-oxazole 
• 869065-99-6 2-(methacrylamido)ethyl-2-bromoisobutyrate 
• 1202868-30-1 2-propynyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside 
• 1318074-00-8 2-(methacrylamido)ethyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside 
• 1318073-98-1 3,4,6-tri-O-benzoyl-1,2-O-[(2-methacrylamidoethoxy)phenylmethylene]-β-D-mannopyranoside 
• 1443446-08-9 2-N-acetamido-2-deoxy-α-D-galactopyranosyloxyethyl methacrylamide 
• 1443446-15-8 3,4,6-tri-O-acetyl-2-N-acetamido-2-deoxy-β-D-galactopyranosyloxyethyl methacrylamide 
• 1443446-11-4 3,4,6-tri-O-acetyl-2-N-acetamido-2-deoxy-α-D-galactopyranosyloxyethyl methacrylamide 

Relevant articles and documents

Biohybrid glycopolymer capable of ionotropic gelation

Ionotropic gelation is particularly appealing for the formation of hydrogels because it takes place under mild conditions, is not thermoreversible, and does not involve toxic chemicals. A well-known example is the gelation of alginate in the presence of calcium ions, which is at the base of numerous applications involving this polymer. In this study, alginate-derived oligosaccharides were converted into acrylamide- and methacrylamide-type macromonomers in two steps without resorting to protective group chemistry. They were then copolymerized with 2-hydroxyethylmethacrylamide in aqueous solution to yield high molar mass biohybrid glycopolymers containing between 25 and 52% by mass of oligosaccharide graft chains. A comparative kinetic study showed that both acrylamide- and methacrylamide-type macromonomers reacted since the early stages of the copolymerization, but that the mole fraction in the polymer was smaller than in the feed up to 50-60% conversion and increased markedly afterward. This effect was slighter for the methacrylamide-type macromonomer though. Copolymers carrying oligosaccharide chains with 16-20 repeating units were synthesized and used for a gelation experiment: When dialyzed against CaCl2 0.5 mol L-1, the polymer carrying (1→4)-α-l-guluronan residues led to a soft isotropic self-standing transparent hydrogel, while the polymer carrying (1→4)-β-d-mannuronan residues gave a loose opaque gel. This study demonstrates that alginate-extracted oligosaccharides and aqueous radical polymerization can be combined for the flexible design of biohybrid glycopolymers capable of ionotropic gelation under very mild conditions.

A new approach to mineralization of biocompatible hydrogel scaffolds: An efficient process toward 3-dimensional bonelike composites

As a first step toward the design and fabrication of biomimetic bonelike composite materials, we have developed a template-driven nucleation and mineral growth process for the high-affinity integration of hydroxyapatite with a poly(2-hydroxyethyl methacrylate) (pHEMA) hydrogel scaffold. A mineralization technique was developed that exposes carboxylate groups on the surface of cross-linked pHEMA, promoting high-affinity nucleation and growth of calcium phosphate on the surface, along with extensive calcification of the hydrogel interior. Robust surface mineral layers a few microns thick were obtained. The same mineralization technique, when applied to a hydrogel that is less prone to surface hydrolysis, led to distinctly different mineralization patterns, in terms of both the extent of mineralization and the crystallinity of the apatite grown on the hydrogel surface. This template-driven mineralization technique provides an efficient approach toward bonelike composites with high mineral-hydrogel interfacial adhesion strength.

COMPOSITIONS AND METHODS FOR INDUCING IMMUNE TOLERANCE

Several embodiments provided in the present disclosure relate to compositions that carry an antigen to which tolerance is desired, the antigen being coupled, bound, or otherwise joined to a targeting moiety, the targeting moiety configured to direct the composition to the liver of a subject. In several embodiments, the antigen in coupled to the targeting moiety by way of a polymeric linker. In several embodiments, the polymeric linker is configured to liberate the antigen in vivo. Methods of using the compositions to reduce and/or prevent unwanted immune responses against an antigen of interest are also provided.

DENTAL ADHESIVE

The present invention provides a dental adhesive exhibiting excellent initial bond strength and bond durability to both enamel and dentin. The present invention relates to a dental adhesive containing: an asymmetric acrylamide-methacrylic acid ester compound (a); an acid group-containing (meth)acrylic polymerizable monomer (b); and a water-soluble polymerizable monomer (c). The asymmetric acrylamide-methacrylic acid ester compound (a) is represented by the following general formula (1): where X is an optionally substituted, linear or branched C1 to C6 aliphatic group or an optionally substituted aromatic group, the aliphatic group is optionally interrupted by at least one linking group selected from the group consisting of —O—, —S—, —CO—, —CO—O—, —O—CO—, —NR1—, —CO—NR1—, —NR1—CO—, —CO—O—NR1—, —O—CO—NR1—, and —NR1—CO—NR1—, and R1 is a hydrogen atom or an optionally substituted, linear or branched C1 to C6 aliphatic group.