294381

N,N′-(1,2-Dihydroxyethylene)bisacrylamide

97%

• Synonyme(s) : N,N′-Bisacryloyl-1,2-dihydroxy-1,2-ethylenediamine, DHEBA
• Formule linéaire : [H₂C=CHCONHCH(OH)-]₂
• CAS Number: 868-63-3
• Poids moléculaire : 200.19
• Beilstein: 1941875
• Numéro CE : 212-780-1
• Numéro MDL: MFCD00008624
• Code UNSPSC : 12162002
• ID de substance PubChem : 24857712
• Nomenclature NACRES : NA.23

Propriétés

• Essai: 97%
• Forme: solid
• Pf: 156 °C (dec.) (lit.)
• Chaîne SMILES: OC(NC(=O)C=C)C(O)NC(=O)C=C
• InChI: 1S/C8H12N2O4/c1-3-5(11)9-7(13)8(14)10-6(12)4-2/h3-4,7-8,13-14H,1-2H2,(H,9,11)(H,10,12)
• Clé InChI: ZMLXKXHICXTSDM-UHFFFAOYSA-N

Description

Description générale

N,N′-(1,2-Dihydroxyethylene)bisacrylamide, commonly referred to as DHEBA or bis-acrylamide. It is used as a crosslinking agent in various biomedical applications. Its structure includes two acrylamide groups linked by a dihydroxyethylene bridge, which enhances its reactivity and ability to form hydrogels. In the biomedical field, DHEBA is primarily utilized in the synthesis of hydrogels that can be used for drug delivery systems, tissue engineering scaffolds, and biosensors. The hydrophilic nature of the compound allows for the formation of hydrogels that can retain water and biological molecules, making them suitable for applications that require biocompatibility and bioactivity.

Application

N,N′-(1,2-Dihydroxyethylene)bisacrylamide can be used as:

• A crosslinker in the synthesis of hydrogel microparticles with a porous hydrogel structure. This porosity is essential for enhancing biomolecule accessibility and mass transport, which are critical for the performance of biosensing applications.
• A cross-linking agent in the preparation of molecularly imprinted polymers, that can selectively bind to oxidized low-density lipoprotein (oxLDL). The cross-linking enhances the mechanical stability and structural integrity of the polymer matrix.
• A cross-linking agent in the preparation of hydrogels or polymer matrices that support biological imaging applications.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302 + H312 + H332,H315,H319,H335
• Conseils de prudence: P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• Classification des risques: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves