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436909

Sigma-Aldrich

Diurethane dimethacrylate, mixture of isomers

contains BHT as inhibitor, ≥97%

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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:
Molecular Weight:
470.56
EC Number:
PubChem Substance ID:
NACRES:
NA.23

Assay

≥97%

form

liquid

contains

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

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This Item
335681455032906859
form

liquid

form

liquid

form

-

form

solid

contains

BHT as inhibitor

contains

90-110 ppm monomethyl ether hydroquinone as inhibitor

contains

100 ppm BHT as inhibitor, 100 ppm MEHQ as inhibitor

contains

MEHQ as inhibitor, ≤150 ppm MEHQ as inhibitor

refractive index

n20/D 1.485 (lit.)

refractive index

n20/D 1.454 (lit.)

refractive index

n20/D 1.452 (lit.)

refractive index

-

bp

200 °C (lit.)

bp

98-100 °C/5 mmHg (lit.)

bp

>200 °C/1 mmHg (lit.)

bp

>200 °C/2 mmHg (lit.)

density

1.11 g/mL at 25 °C (lit.)

density

1.051 g/mL at 25 °C (lit.)

density

1.01 g/mL at 25 °C (lit.)

density

-

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

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

212.0 °F

Flash Point(C)

> 100 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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