436909

Diurethane dimethacrylate, mixture of isomers

contains 225 ppm±25 ppm BHT as inhibitor, ≥97%

• Synonym(s): Di-HEMA trimethylhexyl dicarbamate, Diurethane dimethacrylate, Urethane dimethacrylate, methacrylate adduct
• Linear Formula: R'CH₂[C(CH₃)(R)CH₂]₂CH₂R', R=H or CH₃, R'=NHCO₂CH₂CH₂O₂CC(CH₃)=CH₂
• CAS Number: 72869-86-4
• Molecular Weight: 470.56
• EC Number: 276-957-5
• UNSPSC Code: 12162002
• PubChem Substance ID: 24867310
• NACRES: NA.23

Properties

• assay: ≥97%
• form: liquid
• contains: 225 ppm±25 ppm BHT as inhibitor
• refractive index: n20/D 1.485 (lit.)
• bp: 200 °C (lit.)
• density: 1.11 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CC(CCNC(=O)OCCOC(=O)C(C)=C)CC(C)(C)CNC(=O)OCCOC(=O)C(C)=C
• InChI: 1S/C23H38N2O8/c1-16(2)19(26)30-10-12-32-21(28)24-9-8-18(5)14-23(6,7)15-25-22(29)33-13-11-31-20(27)17(3)4/h18H,1,3,8-15H2,2,4-7H3,(H,24,28)(H,25,29)
• InChI key: UEKHZPDUBLCUHN-UHFFFAOYSA-N

Description

General description

Diurethane dimethacrylate (DUDA) is a mixture of isomers that belongs to the class of methacrylate monomers. It is a bifunctional monomer, which contains two methacrylate groups and two urethane linkages. It is commonly used in the field of polymer chemistry as a crosslinking agent or a reactive diluent in adhesive materials, coatings, and composites. It has good mechanical and adhesive properties, which makes it suitable for various polymer applications.

Application

The Progress in Development of Dental Restorative Materials

Diurethane dimethacrylate can be used as:

• A monomer in the synthesis of the shape memory polymer that is used as the matrix material for the preparation of high-strength and stiffness composites. These composites show excellent shape memory behavior and mechanical strength, making them suitable for bone fixation devices.
• A crosslinking agent to prepare the denture biomaterials, which contain antifungal drugs incorporated into the polymer matrix for controlling drug delivery.
• A crosslinking agent in the synthesis of anion exchange membranes (AEMs) for use in electrochemical devices.

Diurethane dimethacrylate has been used as a precursor to fabricate the multifunctional polymer nanocomposite with enhanced luminescence activity. It can also be used in digital light processing (DLP) mediated 3D printing.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H317,H412
• pcodes: P261 - P272 - P273 - P280 - P302 + P352 - P333 + P313
• Hazard Classifications: Aquatic Chronic 3 - Skin Sens. 1
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 1
• flash_point_f: >212.0 °F
• flash_point_c: > 100 °C
• ppe: Eyeshields, Gloves