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448273

Sigma-Aldrich

4-Acryloylmorpholine

97%, contains 1,000 ppm monomethyl ether hydroquinone as inhibitor

Synonyme(s) :

1-(Morpholin-4-yl)propenone, 1-Morpholinoprop-2-en-1-one, 4-(1-Oxo-2-propenyl)morpholine, 4-Acryloylmorpholine, Acryloylmorpholine

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About This Item

Formule empirique (notation de Hill):
C7H11NO2
Numéro CAS:
5117-12-4
Poids moléculaire :
141.17
Numéro CE :
418-140-1
Numéro MDL:
MFCD00047413
Code UNSPSC :
12162002
ID de substance PubChem :
24868398
Nomenclature NACRES :
NA.23

Niveau de qualité

100

Pureté

97%

Contient

1,000 ppm monomethyl ether hydroquinone as inhibitor

Indice de réfraction

n20/D 1.512 (lit.)

Pf

−35 °C (lit.)

Densité

1.122 g/mL at 25 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

C=CC(=O)N1CCOCC1

InChI

1S/C7H11NO2/c1-2-7(9)8-3-5-10-6-4-8/h2H,1,3-6H2

Clé InChI

XLPJNCYCZORXHG-UHFFFAOYSA-N

Catégories apparentées

Description générale

4-Acryloylmorpholine(ACMO) is an acrylate monomer widely used as a crosslinking agent in the polymer industry. It is used to form three-dimensional polymer networks to enhance the mechanical strength, stability, and durability of materials. The morpholine moiety in acryloylmorpholine imparts hydrophilicity to the molecule facilitating its applications in the field of adhesives, biocompatible coatings, and drug delivery systems. It is also used as a reactive monomer to synthesize hydrogels for drug delivery, photocurable materials for 3D bioprinting and display devices.

Application

4-Acryloylmorpholine can be used as a monomer:
  • To synthesize multiblock copolymers via RAFT polymerization. These functional block copolymers find application in the fields of medicine, energy, and nanotechnology.
  • To prepare organogel electrode frame via photopolymerization and cross-linking. This can be used to fabricate triboelectric nanogenerators with excellent transparency, stretchability, and interface adhesion.
  • For printing thermoplastic 3D tissue scaffolds. ACMO′s water solubility,and remarkably low viscosity, combined with surface oxygen inhibition, promoteswift liquid flow during high-speed open-air printing.

Pictogrammes

Health hazardCorrosionExclamation mark
GHS08,GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H302,H317,H318,H373

Classification des risques

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1 - STOT RE 2 Oral

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

259.7 °F - closed cup

Point d'éclair (°C)

126.5 °C - closed cup

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Organ gel electrode enables highly transparent and stretchable triboelectric nanogenerators of high power density for robust and reliable energy harvesting
Titao Jing, et al.
Nano Energy, 78, 105373-105373 (2020)
Ultrafast RAFT polymerization: multiblock copolymers within minutes
Guillaume Gody, et al.
Polymer Chemistry: Introduction to an Indispensable Science, 6, 1502-1511 (2015)
Rapid open-air digital light 3D printing of thermoplastic polymer
Shihong Deng, et al.
Advanced Materials, 31, 1903970-1903970 (2019)
Hafiz Awais Nawaz et al.
Journal of materials chemistry. B, 9(9), 2295-2307 (2021-02-23)
Injectable gelatine-based hydrogels are valuable tools for drug and cell delivery due to their extracellular matrix-like properties that can be adjusted by the degree of cross-linking. We have established anhydride-containing oligomers for the cross-linking of gelatine via anhydride-amine-conjugation. So far
Kalyan Ramesh et al.
Materials (Basel, Switzerland), 13(17) (2020-08-28)
Owing to their unique topology and physical properties, micelles based on miktoarm amphiphilic star block copolymers play an important role in the biomedical field for drug delivery. Herein, we developed a series of AB2-type poly(D,L-lactide-co-glycolide)-b-poly(N-acryloyl morpholine) (PLGA-b-PNAM2) miktoarm star block
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