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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
Linear Formula:
[H2C=C(CH3)CO2CH2CH2O]2P(O)OH
CAS Number:
Molecular Weight:
322.25
EC Number:
MDL number:
PubChem Substance ID:

refractive index

n20/D 1.47 (lit.)

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

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This Item
237825455059413550
refractive index

n20/D 1.47 (lit.)

refractive index

n20/D 1.443 (lit.)

refractive index

n20/D 1.493

refractive index

n20/D 1.545

bp

221 °C (lit.)

bp

-

bp

-

bp

-

density

1.28 g/mL at 25 °C (lit.)

density

0.965 g/mL at 25 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

density

1.146 g/mL at 25 °C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

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

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