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Pentaerythritol tetraacrylate

Chemical compound From Wikipedia, the free encyclopedia

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).

Quick facts Names, Identifiers ...
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 InfoCard 100.023.313 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 mass 352.339 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).
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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 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]

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