Chemistry:Ethylene vinyl alcohol

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Ethylene vinyl alcohol
Ethylene-vinyl alcohol polymer.svg
Names
Other names
Ethenol, polymer with ethene
Identifiers
ChemSpider
  • None
Properties
(C2H4O-C2H4)x
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Ethylene vinyl alcohol (EVOH) is a formal copolymer of ethylene and vinyl alcohol. Because the latter monomer mainly exists as its tautomer acetaldehyde, the copolymer is prepared by polymerization of ethylene and vinyl acetate to give the ethylene vinyl acetate (EVA) copolymer followed by hydrolysis. EVOH copolymer is defined by the mole % ethylene content: lower ethylene content grades have higher barrier properties; higher ethylene content grades have lower temperatures for extrusion.

The plastic resin is commonly used as an oxygen barrier in food packaging. It is better than other plastics at keeping air out and flavors in, is highly transparent, weather resistant, oil and solvent resistant, flexible, moldable, recyclable, and printable. Its drawback is that it is difficult to make and therefore more expensive than other food packaging. Instead of making an entire package out of EVOH, manufacturers keep costs down by coextruding or laminating it as a thin layer between cardboard, foil, or other plastics.[1][2]

It is also used as a hydrocarbon barrier in plastic fuel tanks and pipes.

Industrial production

Because of the high capital cost to build an EVOH plant, and the complexity of making a food grade product, only a few companies produce EVOH:

Kuraray produces EVOH resin under the name "EVAL," with a 10,000 ton plant in Okayama, Japan; a 58,000 ton plant in the U.S. (near Houston, TX) under its subsidiary Kuraray America; and a 35,000 ton plant in Belgium under its subsidiary EVAL Europe.[3]

Nippon Gohsei produces EVOH under the trade name Soarnol. It has production sites in Mizushima, Japan; La Porte, Texas in the USA; and at Salt End, Hull, England.[4]

Chang Chun Petrochemical produces EVOH under the trade name EVASIN. It has a single site in Taipei, Taiwan.

Food packaging

Due to its strong barrier against oxygen and gas, food packaging manufacturers use EVOH in their packaging structure to extend the shelf life of food products.[5]

Medical applications

EVOH is used in a liquid embolic system in interventional radiology, e.g. in Onyx.[6] Dissolved in dimethyl sulfoxide (DMSO) and mixed with a radiopaque substance, ethylene vinyl alcohol copolymer is used to embolize blood vessels.

References

  1. Mokwena, K. Khanah; Tang, Juming (2012). "Ethylene Vinyl Alcohol: A Review of Barrier Properties for Packaging Shelf Stable Foods". Critical Reviews in Food Science and Nutrition 52 (7): 640–650. doi:10.1080/10408398.2010.504903. PMID 22530715. 
  2. Lagaron, J. M.; Catalá, R.; Gavara, R. (2004). "Structural characteristics defining high barrier properties in polymeric materials". Materials Science and Technology 20 (1): 1–7. doi:10.1179/026708304225010442. Bibcode2004MatST..20....1L. 
  3. EVAL Division
  4. Nippon Gohsei – The right strategy to get the results
  5. PremiumPack – Why EVOH?
  6. Panagiotopoulos, V.; Gizewski, E.; Asgari, S.; Regel, J.; Forsting, M.; Wanke, I. (2009). "Embolization of Intracranial Arteriovenous Malformations with Ethylene-Vinyl Alcohol Copolymer (Onyx)". American Journal of Neuroradiology 30 (1): 99–106. doi:10.3174/ajnr.a1314. PMID 18842759. PMC 7051737. http://www.ajnr.org/cgi/reprint/30/1/99.