Pentaerythritol tetraacrylate

Pentaerythritol tetraacrylate (PETA, sometimes PETTA, PETRA) is an organic compound. It is a tetrafunctional acrylate ester used as a monomer in the manufacture of polymers.[1] As it is a polymerizable acrylate monomer, it is nearly always supplied with an added polymerisation inhibitor, such as MEHQ (monomethyl ether hydroquinone).

Pentaerythritol tetraacrylate
Names
Preferred IUPAC name
2,2-Bis{[(prop-2-enoyl)oxy]methyl}propane-1,3-diyl di(prop-2-enoate)
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard100.023.313 Edit this at Wikidata
EC Number
  • 225-644-1
UNII
  • 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
    Key: KNSXNCFKSZZHEA-UHFFFAOYSA-N
  • C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C
Properties
C17H20O8
Molar mass352.339 g·mol−1
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H317, H319
P261, P264, P272, P280, P302+P352, P305+P351+P338, P321, P332+P313, P333+P313, P337+P313, P362, P363, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Uses

PETA is part of a family of acrylates used in epoxy resin chemistry and ultraviolet cure of coatings. Similar monomers used are 1,6-hexanediol diacrylate and TMPTA trimethylol propane triacrylate. It is a derivative of pentaerythritol[2]One of the key uses of the material is in polymeric synthesis where it can form micelles and block copolymers.[3][4] The molecule's acrylate group functionality enables the molecule to do the Michael reaction with amines. It is therefore sometimes used in epoxy chemistry enabling a large reduction in cure time.[5] As the molecule has 4 functional acrylate groups it confers high cross-link density. Ethoxylation maybe used to produce ethoxylated versions which find use in electron beam curing.[6] The material also has pharmaceutical uses[7]

See also

References