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496758

Sigma-Aldrich

Bis[2-(methacryloyloxy)ethyl] phosphate

Synonym(s):

2-Hydroxyethyl methacrylate phosphate, Bis(2-methacryloyloxyethyl) acid phosphate, Bis(2-methacryloyloxyethyl) hydrogen phosphate, Bis(methacryloyloxyethyl) hydrogen phosphate, Bis(methacryloyloxyethyl) phosphate, Bis[2-(methacryloyloxy)ethyl] phosphate, Di(2-methacryloyloxyethyl) phosphate, Di-2-methacryloyloxyethyl acid phosphate

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About This Item

Linear Formula:
[H2C=C(CH3)CO2CH2CH2O]2P(O)OH
CAS Number:
Molecular Weight:
322.25
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

refractive index

n20/D 1.47 (lit.)

Quality Level

bp

221 °C (lit.)

density

1.28 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCCOP(O)(=O)OCCOC(=O)C(C)=C

InChI

1S/C12H19O8P/c1-9(2)11(13)17-5-7-19-21(15,16)20-8-6-18-12(14)10(3)4/h1,3,5-8H2,2,4H3,(H,15,16)

InChI key

NXBXJOWBDCQIHF-UHFFFAOYSA-N

General description

Bis[2-(methacryloyloxy)ethyl] phosphate (BMEP) is a hydrophilic monomer with two polymerizable methacrylate groups and a centrally placed phosphate group. In presence of an acid, it can undergo spontaneous polymerization with a high degree of conversion. It is widely used as a precursor in the synthesis of poly (BMEP), dental resins, hydrogels, and fire-retardant polymer composites.

Application

Bis[2-(methacryloyloxy)ethyl] phosphate (BMEP) can be used:
  • As a bifunctional crosslinker to synthesize superabsorbent polymers (SAPs) via free radical polymerization. These SAPs can be used for agricultural applications.
  • To prepare self-etching primer formulations for enamel and dentine. Primers with BMEP exhibit good wetting, etching, and penetration in both dentine and enamel.
  • As a precursor to synthesize fire retardant nanocomposites via suspension polymerization.

Features and Benefits

  • Presence of dimethacrylate groups enables cross-linking and improves copolymerization.
  • Hydrophilicity and short carbon chains can enhance wetting.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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.

JAN Code

496758-500ML:
496758-VAR:
496758-100ML:
496758-BULK:


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