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Sigma-Aldrich

Pentaerythritol tetraacrylate

contains 350 ppm monomethyl ether hydroquinone as inhibitor

Synonym(s):

2,2-Bis[[(1-oxo-2-propenyl)oxy]methyl]-1,3-propanediyl ester, Tetramethylolmethane tetraacrylate

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About This Item

Linear Formula:
(H2C=CHCO2CH2)4C
CAS Number:
Molecular Weight:
352.34
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

contains

350 ppm monomethyl ether hydroquinone as inhibitor

impurities

10-40% triester

refractive index

n20/D 1.487 (lit.)

density

1.19 g/mL at 25 °C (lit.)

SMILES string

C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C

InChI

1S/C17H20O8/c1-5-13(18)22-9-17(10-23-14(19)6-2,11-24-15(20)7-3)12-25-16(21)8-4/h5-8H,1-4,9-12H2

InChI key

KNSXNCFKSZZHEA-UHFFFAOYSA-N

General description

Pentaerythritol tetraacrylate (PETA) is a hydrophobic tetrafunctional monomer that is majorly used as a crosslinking agent that facilitates an improvement in the surface morphology of the polymeric material. It can be synthesized by the suspension of pentaerythritol in the solution of triethylamine and dichloromethane. PETA can be used in coatings, adhesives, sealants, surface coating, and composites. Its reactivity and ability to form densely crosslinked networks make it an essential component in the formulation of UV-curable materials. PETA is also used as a key component in the preparation of biocompatible polypeptide-based interpenetrating network (IPN) hydrogels, which find applications in tissue engineering, drug delivery systems, or biomedical devices.

Application

Pentaerythritol tetraacrylate can be used as a monomer:
  • To synthesize polymer electrolytes for the fabrication of lithium-sulfur batteries.
  • In the formulation of UV-curable epoxy acrylate coatings, to improve their mechanical properties and performance.
  • To prepare multifunctional silicone acrylate prepolymers for use in UV-curable coatings, to improve their mechanical and anti-oxygen inhibition properties.
  • In the UV-curable ink formulations.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Novel gel polymer electrolyte for high-performance lithium-sulfur batteries
Liu M, et al.
Nano Energy, 22(1), 278-289 (2016)
Wormlike morphology formation and stabilization of ?Pluronic P123? micelles by solubilization of pentaerythritol tetraacrylate
Petrov P, et al.
The Journal of Physical Chemistry B, 112(30), 8879-8883 (2008)
Emulsion stability and cross-linking of PMMA microcapsules containing phase change materials
Al-Shannaq R, et al.
Solar Energy Materials and Solar Cells, 132(30), 311-318 (2015)
Facile synthesis of polyester dendrimers as drug delivery carriers
Ma X, et al.
Macromolecules, 46(1), 37-42 (2012)
Lanbing Liu et al.
Materials (Basel, Switzerland), 12(5) (2019-03-14)
Additive manufacturing (AM), or 3D-printing, has the potential for rapid prototyping of innovative designs of magnetic components used in power electronics converters. In this study, we tailored a silver paste as the metal feedstock of an extrusion 3D printer so

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