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Merck
CN

496758

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:
32435-46-4
Molecular Weight:
322.25
NACRES:
NA.23
PubChem Substance ID:
24873081
UNSPSC Code:
12162002
EC Number:
251-040-2
MDL number:
MFCD00128922

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InChI key

NXBXJOWBDCQIHF-UHFFFAOYSA-N

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)

SMILES string

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

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

Quality Level

200

Related Categories

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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKDB0224
MKCZ1479
MKCX9773
MKCX9848
MKCX5500

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U Pinaeva et al.
Scientific reports, 10(1), 5776-5776 (2020-04-03)
Sorption mechanism of uranyl by poly(bis[2-(methacryloyloxy)ethyl] phosphate) (PB2MP) functionalised polyvinylidene fluoride (PVDF) track-etched membranes, PB2MP-g-PVDF, was investigated. It was found that uranyl sorption obeyed Langmuir isotherm model giving a maximum U(VI) membrane uptake of 6.73 μmol g-1 and an affinity
Ismail Anil et al.
Nanomaterials (Basel, Switzerland), 10(1) (2020-01-16)
The development of adsorbents with high adsorption capacity and fast separation is of utmost importance for the environmental management of dye-bearing wastewaters. Within this scope, crosslinked hydrogels including poly(vinylphosphonic acid) (PVPA) and bis[2-(methacryloyloxy)ethyl] phosphate (BMEP) were designed with varying mole

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