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Merck

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

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About This Item

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
MDL number:
MFCD31563313
UNSPSC Code:
12162002
PubChem Substance ID:
24867310
EC Number:
276-957-5
NACRES:
NA.23

Key Documents

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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

SMILES string

CC(CCNC(=O)OCCOC(=O)C(C)=C)CC(C)(C)CNC(=O)OCCOC(=O)C(C)=C

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

Quality Level

200

Related Categories

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317,H412

Storage Class

10 - Combustible liquids

flash_point_f

>212.0 °F

flash_point_c

> 100 °C

ppe

Eyeshields, Gloves

Hazard Classifications

Aquatic Chronic 3 - Skin Sens. 1B

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

436909-100ML: + 436909-BULK: + 436909-VAR: + 436909-500ML:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ3663
MKCQ0096
MKCP7521
MKCN4905
MKCN4906

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Gaute Floer Johnsen et al.
Journal of dentistry, 56, 84-98 (2016-11-12)
This study aims at evaluating and comparing mechanical, chemical, and cytotoxicological parameters of a commercial brand name composite material against two 'own brand label' (OBL) composites. Parameters included depth of cure, flexural strength, degree of conversion, polymerization shrinkage, filler particle
Saeed Hesaraki et al.
Materials science & engineering. C, Materials for biological applications, 109, 110592-110592 (2020-04-02)
Resin-based pit-and-fissure sealants (flowable resin composites) were formulated using bisphenol-A-glycerolatedimethacrylate (Bis-GMA)-triethylene glycol dimethacrylate-(TEGDMA)-diurethanedimethacrylate (UDMA) mixed monomers and multiple fillers, including synthetic strontium fluoride (SrF2) nanoparticles as a fluoride-releasing and antibacterial agent, yttria-stabilized zirconia (YSZ) nanoparticles as an auxiliary filler, and

Articles

歯科用修復材料開発の進展

歯科用コンポジット材料の開発のための新たなモノマーの設計や新規重合反応の検討について解説していただきました。

The Progress in Development of Dental Restorative Materials

With dentists placing nearly 100 million dental fillings into patients′ teeth annually in the U.S. alone, polymeric composite restoratives account for a very large share of the biomaterials market.

Protocols

PET基板上での高屈折率フィルムの作製

Zirconium bromonorbornanelactone carboxylate triacrylate（別名：PRM30）は、ジルコニウム含有の多機能アクリラートで、高屈折率を示す透明硬化フィルムの作製に有用です。

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