5238-56-2

Usage

Uses

Used in Polymer and Hydrogel Production:
N-(2-Hydroxyethyl) methacrylamide is used as a monomer for the synthesis of biocompatible and water-soluble polymers, which are essential in the production of polymers and hydrogels. Its hydroxyl group enables the introduction of additional functionality, allowing for the incorporation of various functional groups for specific applications.
Used in Drug Delivery Systems:
N-(2-Hydroxyethyl) methacrylamide is used as a component in the development of drug delivery systems. Its biocompatibility and ability to be chemically modified make it suitable for creating systems that can effectively deliver drugs to target sites while minimizing side effects.
Used in Tissue Engineering Scaffolds:
In the field of tissue engineering, N-(2-Hydroxyethyl) methacrylamide is used as a component in the fabrication of scaffolds. Its biocompatibility and water solubility make it an ideal material for creating structures that support cell growth and tissue regeneration.
Used in Medical Devices:
N-(2-Hydroxyethyl) methacrylamide is used in the development of various medical devices due to its biocompatibility, low toxicity, and ability to be chemically modified. Its properties make it suitable for use in devices that come into contact with biological systems, such as implants, prosthetics, and diagnostic tools.
Overall, N-(2-Hydroxyethyl) methacrylamide is a versatile compound with a wide range of applications in the fields of materials science, biomedical engineering, and pharmaceuticals. Its unique properties make it an essential component in the development of innovative solutions for various industries.

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 
• 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 academic research and scientific papers

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.

Gas transport properties of poly(2-ethoxyethyl methacrylate-co-2- hydroxyethyl methacrylamide)

A series of methacrylic copolymers was prepared by radical polymerization of the monomers 2-ethoxyethyl methacrylate and 2-hydroxyethyl methacrylamide and a small quantity of a cross-linking agent ethylene glycol dimethacrylate. Water swelling of the membranes, mechanodynamical analysis, density measurements, and ATR-FTIR studies were performed on the copolymers. High vacuum pressure techniques were used to evaluate the flow of He, O2, N2, CO2, CH4, CH3CH3, and CH 2CH2 through these membranes, and solubility, diffusivity, and permeability coefficients were determined. The effect of the increase of the amount of methacrylamide in the copolymer on transport properties, glass transition, fractional free volume, cohesive energy density, and specific interactions has been studied and is reported in this work.

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.

POLYMER MATERIALS FOR DELIVERY OF SHORT-CHAIN FATTY ACIDS TO THE INTESTINE FOR APPLICATIONS IN HUMAN HEALTH AND TREATMENT OF DISEASE

Provided herein are polymer materials that find use in, for example, delivery of short-chain fatty acids. In particular, polymers are provided that form stable nanoscale structures and release their payload, for example, by cleavage of a covalent bond (e.g., via hydrolysis or enzymatic cleavage). The polymers are useful, for example, for delivery of payloads (e.g., SCFAs) to the intestine for applications in health and treatment of disease, and have broad applicability in diseases linked to changes in the human microbiota including inflammatory, autoimmune, allergic, metabolic, and central nervous system diseases, among others.

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

Provided herein is a self-etching dental adhesive that exhibits excellent adhesiveness not only to dentin untreated by phosphoric acid etching, but to dentin treated by phosphoric acid etching. The present invention relates to a dental adhesive containing a (meth)acrylamide compound (a), an asymmetric acrylamide-methacrylic acid ester compound (b), and an acid group-containing (meth)acrylic polymerizable monomer (c). The (meth)acrylamide compound (a) is at least one selected from the group consisting of compounds represented by general formula (1), and compounds represented by general formula (2). The asymmetric acrylamide-methacrylic acid ester compound (b) is a compound represented by general formula (3). (In the formulae, the meanings of the symbols are omitted.)

Method for preparing N-hydroxyethylmethacrylamide

The invention discloses a method for preparing N-hydroxyethylmethacrylamide. Methacrylic anhydride moderately reacts with aminoethanol under low temperature. A generated byproduct methacrylic acid can be separated from a product through a distillation manner, and a production process is simple and feasible. The N-hydroxyethylmethacrylamide obtained by the method disclosed by the invention has high purity and high yield.

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.

MANUFACTURING METHOD OF β-SUBSTITUTED PROPIONIC ACID AMIDE AND N-SUBSTITUTED (METH)ACRYLAMIDE

PROBLEM TO BE SOLVED: To provide a method for industrially manufacturing β-alkoxy propionic acid amide, β-amino propionic acid amide and N-substituted (meth)acryl amide using (meth)acrylic acid ester as starting material at high yield and high purity. SOLUTION: There is provided a method for obtaining N-substituted (meth)acryl amide represented by target compound formula (7) by conducting an amidation reaction with amine using β-substituted propionic acid ester represented by the formula (1) of a product of a Michael addition reaction of (meth)acrylic acid ester and alcohol or amine in presence of a metal complex as a catalyst to obtain β-substituted propionic acid amide represented by the formula (3) and conducting a thermal decomposition reaction of β-substituted propionic acid amide in presence of the metal complex as the catalyst to eliminate alcohol or amine. A-CH2-C(R1)H-C(=O)-OR2 (1), A-CH2-C(R1)H-C(=O)-N(R3)R4 (3), CH2=C(R1)-C(=O)-N(R3)R4 (7) SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

METHOD FOR PRODUCING 2-HYDROXYALKYL (METH) ACRYLAMIDE

PROBLEM TO BE SOLVED: To provide a method for producing N-(2-hydroxyalkyl)(meth) acrylamide. SOLUTION: The reaction of a ketimine compound or an aldimine compound of 2-aminoalkyl (meth) acrylate with water makes it possible to produce N-(2-hydroxyalkyl)(meth) acrylamide with high yields. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT