Poly(ethylene glycol) dimethacrylate

Product Information

Molecular Formula:
(C4H5O).(C2H4O)n.(C4H5O2)
Molecular Weight:
198.22
Description
Ethylene glycol dimethacrylate is the enoate ester that is the 1,2-bis(methacryloyl) derivative of ethylene glycol. It has a role as a cross-linking reagent, a polymerisation monomer and an allergen. It is functionally related to an ethylene glycol and a methacrylic acid.
Synonyms
POLY(ETHYLENE GLYCOL) DIMETHACRYLATE; POLYETHYLENE GLYCOL 600 DIMETHACRYLATE; POLY(ETHYLENE GLYCOL) (N) DIMETHACRYLATE; POLY(ETHYLENE GLYCOL) (1000) DIMETHACRYLATE; POLYETHYLENE GLYCOL 4000 DIMETHACRYLATE; POLYETHYLENE GLYCOL 400 DIMETHACRYLATE; POLYETHYLENE G
IUPAC Name
2-(2-methylprop-2-enoyloxy)ethyl 2-methylprop-2-enoate
Canonical SMILES
CC(=C)C(=O)OCCOC(=O)C(=C)C
InChI
InChI=1S/C10H14O4/c1-7(2)9(11)13-5-6-14-10(12)8(3)4/h1,3,5-6H2,2,4H3
InChI Key
STVZJERGLQHEKB-UHFFFAOYSA-N
Boiling Point
260 °C
Melting Point
-40 °C
Flash Point
101 °C c.c.
Density
1.041g/cm3
Solubility
> 10% in benzene
Application
In polymers for dental restorative resins; in synthetic wound dressings; as rate-controlling barrier in slow release capsules; in acrylic nail preparation; as curing agent for acrylics and rubbers.
Storage
Store at room temperature
Refractive Index
1.4532 at 25 °C
LogP
2.4
Vapor Pressure
3.6 [mmHg]
Decomposition
When heated to decomp it emits acrid smoke and irritating fumes.

Safety Information

Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Precautionary Statement
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:
IF ON SKIN:
Wash with plenty of soap and water.
P332+P313:
If skin irritation occurs:
Get medical advice/attention.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P362+P364:
Take off contaminated clothing. [As modified by IV ATP].
And wash it before reuse. [Added by IV ATP].
Molecular WeightDescription
Mw of PEG Block= 200 PEG-based cross-linked polymeric materials (hydrogels) are suitable carriers for drug delivery and various other biomedical applications. PEG 200 dimethacrylate (PEG200DMA) is a long-chain hydrophilic, crosslinking monomer. Refractive index is n20/D 1.460
Mw of PEG Block= 1000 PEG-based cross-linked polymeric materials (hydrogels) are suitable carriers for drug delivery and various other biomedical applications. PEG 1000 dimethacrylate (PEG1000DMA) is a long-chain hydrophilic. crosslinking monomer. Refractive index is n20/D 1.460
Mw of PEG Block= 400 PEG-based cross-linked polymeric materials (hydrogels) are suitable carriers for drug delivery and various other biomedical applications. PEG 400 dimethacrylate (PEG400DMA) is a long-chain hydrophilic. crosslinking monomer. Refractive index is n20/D 1.465
Mw of PEG Block= 600 PEG-based cross-linked polymeric materials (hydrogels) are suitable carriers for drug delivery and various other biomedical applications. PEG 600 dimethacrylate (PEG600DMA) is a long-chain hydrophilic. crosslinking monomer. Refractive index is n20/D 1.465

Computed Properties

XLogP3
1.9
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
7
Exact Mass
198.08920892 g/mol
Monoisotopic Mass
198.08920892 g/mol
Topological Polar Surface Area
52.6Ų
Heavy Atom Count
14
Formal Charge
0
Complexity
237
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
US-2021139764-A1 High temperature-resistant and high oil-absorption resin particle plugging agent suitable for oil-based drilling fluid and its preparation method 2020-03-06
EP-3842501-A1 An omniphobic and biocide sol-gel coating composition 2019-12-23
EP-3842798-A1 Colorimetric drug test strip using porous support material 2019-12-23
US-2021187903-A1 Thermal insulation components and methods of manufacturing thermal insulation components 2019-12-23
US-2021190697-A1 Colorimetric drug test strip using porous support material 2019-12-23
US-2021186822-A1 Dental material containing nanosized fillers and preparation methods thereof 2019-12-20
WO-2021123061-A1 Process for preparing a composition for dyeing the hair starting from a composition in powder form and an aqueous composition 2019-12-20
WO-2021124348-A1 Multiple-compartment device comprising at least one internal frangible seal containing a keratin fibers dyeing composition 2019-12-20
EP-3838936-A1 Curable compositions comprising multistage polymers 2019-12-19
US-2021187922-A1 Free radical polymerizable adhesion-promoting interlayer compositions and methods of use 2019-12-19

Literatures

PMID Publication Date Title Journal
31734321 2020-01-01 CXCL14 downregulation in human keratinocytes is a potential biomarker for a novel in vitro skin sensitization test Toxicology and applied pharmacology
29107684 2018-03-01 Ethylene glycol dimethacrylate and diethylene glycol dimethacrylate exhibits cytotoxic and genotoxic effect on human gingival fibroblasts via induction of reactive oxygen species Toxicology in vitro : an international journal published in association with BIBRA
27965148 2017-04-01 An in vitro skin sensitization assay termed EpiSensA for broad sets of chemicals including lipophilic chemicals and pre/pro-haptens Toxicology in vitro : an international journal published in association with BIBRA
26795242 2016-04-01 SENS-IS, a 3D reconstituted epidermis based model for quantifying chemical sensitization potency: Reproducibility and predictivity results from an inter-laboratory study Toxicology in vitro : an international journal published in association with BIBRA
26244607 2015-11-01 Dual regulation of skin sensitizer-induced HMOX1 expression by Bach1 and Nrf2: Comparison to regulation of the AKR1C2-ARE element in the KeratinoSens cell line Toxicology and applied pharmacology
23178550 2013-01-10 Differentiation of skin sensitizers from irritant chemicals by interleukin-1α and macrophage inflammatory protein-2 in murine keratinocytes Toxicology letters
22940188 2012-11-01 Correlation of the degree of conversion with the amount of elutable substances in nano-hybrid dental composites Dental materials : official publication of the Academy of Dental Materials
22949294 2012-11-01 Integrated electrokinetic sample fractionation and solid-phase extraction in microfluidic devices Electrophoresis
22795041 2012-10-15 Polysaccharides as a source of advanced materials: cellulose hollow microspheres for drug delivery in cancer therapy Journal of colloid and interface science
22975183 2012-10-09 Novel sample preparation technique with needle-type micro-extraction device for volatile organic compounds in indoor air samples Analytica chimica acta
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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