5117-13-5

Usage

Uses

Used in Polymer Production:
N-Methacryloylmorpholine is used as a monomer in the production of polymer materials, such as resins, adhesives, and coatings, for its ability to improve adhesion, flexibility, and water resistance.
Used in UV-Curable Coatings:
N-Methacryloylmorpholine is used as a reactive diluent in the formulation of UV-curable coatings, contributing to the development of high-quality and durable coatings with improved performance.
Used in Biocompatible Polymers:
N-Methacryloylmorpholine is utilized in the synthesis of biocompatible polymers for medical and cosmetic purposes, offering a safer and more effective alternative for various applications in these industries.
Used in Industrial Processes:
Due to its low volatility and low toxicity, N-Methacryloylmorpholine is a preferred choice for various industrial processes, ensuring a safer and more environmentally friendly approach to manufacturing.

InChI:InChI=1/C8H13NO2/c1-7(2)8(10)9-3-5-11-6-4-9/h1,3-6H2,2H3

Upstream product

• 13887-51-9 2-bromo-2-methyl-1-morpholinopropan-1-one 
• 760-93-0 methacryloyl anhydride 
• 3773-84-0 β-morpholinyl-N,N-morpholinylpropionic acid amide 
• 110-91-8 morpholine 
• 920-46-7 Methacryloyl chloride 
• 30668-14-5 1-morpholinopropane-1-one 
• 50-00-0 formaldehyd 

Relevant academic research and scientific papers

Generation of stereochemically defined tetrasubstituted enolborinates by 1,4-hydroboration of α,β-unsaturated morpholine carboxamides with (diisopinocampheyl)borane

On all fours: The title reaction with (Ipc)2BH provides tetrasubstituted enolborinates which undergo aldol reactions with aldehydes to form products with all-carbon quaternary centers with exceptional diastereo- and enantioselectivity. A change to the substitution pattern of the starting amide leads to either diastereomer of the α-methyl-α-ethyl-β-hydroxy carboxamide (1 or 2). Copyright

Rhodium(III)-Catalyzed Aerobic Oxidative C-H Olefination of Unsaturated Acrylamides with Unactivated Olefins

A rhodium(III)-catalyzed aerobic oxidative cross-coupling of acrylamides with unactivated alkenes via vinylic C-H activation has been developed. The present cross-coupling reaction was examined with a variety of differently functionalized acrylamides and unactivated olefins. In these reactions, highly valuable amide-functionalized butadienes were prepared in good to excellent yields. This protocol was also compatible with Weinreb amides. A possible reaction mechanism involving the chelation-assisted vinylic C-H activation via a carboxylate-assisted deprotonation pathway is proposed.

Effect of Transition Metals on Chemodivergent Cross-Coupling of Acrylamides with Vinyl Acetate via C-H Activation

A novel chemodivergent cross-coupling of acrylamides and vinyl acetates has been realized via metal-catalyzed vinylic C-H activation. The selective olefinic C-H vinylation and alkenylation reaction was examined with a variety of differently functionalized acrylamides. The reaction efficiently generates a range of highly synthetically valuable butadienes with good functional group tolerance in good to moderate yields. A possible catalytic reaction mechanism involving the chelation-assisted olefinic C-H activation via an acetate-assisted deprotonation pathway is proposed.

Merging Halogen-Atom Transfer (XAT) and Cobalt Catalysis to Override E2-Selectivity in the Elimination of Alkyl Halides: A Mild Route towardcontra-Thermodynamic Olefins

We report here a mechanistically distinct tactic to carry E2-type eliminations on alkyl halides. This strategy exploits the interplay of α-aminoalkyl radical-mediated halogen-atom transfer (XAT) with desaturative cobalt catalysis. The methodology is high-yielding, tolerates many functionalities, and was used to access industrially relevant materials. In contrast to thermal E2 eliminations where unsymmetrical substrates give regioisomeric mixtures, this approach enables, by fine-tuning of the electronic and steric properties of the cobalt catalyst, to obtain high olefin positional selectivity. This unprecedented mechanistic feature has allowed access tocontra-thermodynamic olefins, elusive by E2 eliminations.

Preparation method of single-functionality or multi-functionality acrylamide type compounds

The present invention relates to the field of new material fine chemicals, particularly to a new mild, efficient and economical preparation process technology of a class of single-functionality or multi-functionality acrylamide type compounds, wherein the materials are important alkene-containing unsaturated compounds, and are increasingly used in radiation polymerization curing materials or medical application materials and other fields.

A acryloyoxyethylbenzy method for the synthesis of amine reactive diluent

The invention relates to a synthesis method of an acrylamide type reactive diluent and belongs to the field of organic synthesis. The synthesis method is performed according to the following steps: adding an amide type compound, a formaldehyde solution (or introducing formaldehyde gas) and a catalyst, maintaining the temperature at 80-90 DEG C under stirring conditions and reacting for 15-20h so as to obtain a crude product of the acrylamide type reactive diluent. After the end of reaction, an organic solvent is added for azeotropic dehydration, the catalyst is removed by filtering, a proper amount of polymerization inhibitor is finally added and reduced pressure distillation is performed so as to obtain a product of the acrylamide type reactive diluent. The synthesis method disclosed by the invention can overcome numerous shortcomings of the prior art and realize high yield and simple steps, wherein the yield is about 80% and the purity is more than 98%.