Ethylene vinyl alcohol: Difference between revisions
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'''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]]. |
'''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]]. |
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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. |
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.<ref>{{cite journal|doi=10.1080/10408398.2010.504903|pmid=22530715|title=Ethylene Vinyl Alcohol: A Review of Barrier Properties for Packaging Shelf Stable Foods|journal=Critical Reviews in Food Science and Nutrition|volume=52|issue=7|pages=640–650|year=2012|last1=Mokwena|first1=K. Khanah|last2=Tang|first2=Juming|s2cid=28396532}}</ref><ref>{{cite journal|doi=10.1179/026708304225010442|title=Structural characteristics defining high barrier properties in polymeric materials|journal=Materials Science and Technology|volume=20|pages=1–7|year=2004|last1=Lagaron|first1=J. M.|last2=Catalá|first2=R.|last3=Gavara|first3=R.|issue=1 |bibcode=2004MatST..20....1L |s2cid=135567487}}</ref> |
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It is also used as a hydrocarbon barrier in plastic fuel tanks and pipes. |
It is also used as a hydrocarbon barrier in plastic fuel tanks and pipes. |
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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: |
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: |
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[[Kuraray]] produces EVOH resin under the name "EVAL," with 10,000 ton plant in Okayama, Japan; a |
[[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.<ref>[http://www.eval.eu/en/company/introducing-eval%E2%84%A2.aspx EVAL Division] </ref> |
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Nippon Gohsei produces EVOH under the trade name Soarnol. It has production sites in |
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]], [[Kingston upon Hull|Hull]], England.<ref>[http://www.nippon-gohsei.com/ Nippon Gohsei – The right strategy to get the results]</ref> |
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Chang Chun Petrochemical produces EVOH under the trade name EVASIN. It has a single site in Taipei, Taiwan. |
Chang Chun Petrochemical produces EVOH under the trade name EVASIN. It has a single site in Taipei, Taiwan. |
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== Food packaging == |
== Food packaging == |
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Due to its strong barrier against oxygen and gas, food packaging manufacturers |
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.<ref>[http://premiumpack.at/technology/why-evoh PremiumPack – Why EVOH?]</ref> |
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== Medical applications == |
== Medical applications == |
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EVOH is used in a liquid embolic system in interventional radiology, e.g. in [[Onyx_(Interventional_radiology)|Onyx]].<ref>{{Cite journal | url = http://www.ajnr.org/cgi/reprint/30/1/99 | title = Embolization of Intracranial Arteriovenous Malformations with Ethylene-Vinyl Alcohol Copolymer (Onyx) | journal = American Journal of Neuroradiology | volume = 30 | pages = 99–106 | date =2009 | doi=10.3174/ajnr.a1314}}</ref> Dissolved in [[dimethyl sulfoxide]] (DMSO) and mixed with a radiopaque substance, ethylene vinyl alcohol copolymer is used to [[Embolization|embolize]] [[blood vessel]]s. |
EVOH is used in a liquid embolic system in [[interventional radiology]], e.g. in [[Onyx_(Interventional_radiology)|Onyx]].<ref>{{Cite journal | url = http://www.ajnr.org/cgi/reprint/30/1/99 | title = Embolization of Intracranial Arteriovenous Malformations with Ethylene-Vinyl Alcohol Copolymer (Onyx) | journal = American Journal of Neuroradiology | volume = 30 | pages = 99–106 | date =2009 | doi=10.3174/ajnr.a1314| doi-access = free | last1 = Panagiotopoulos | first1 = V. | last2 = Gizewski | first2 = E. | last3 = Asgari | first3 = S. | last4 = Regel | first4 = J. | last5 = Forsting | first5 = M. | last6 = Wanke | first6 = I. | issue = 1 | pmid = 18842759 | pmc = 7051737 }}</ref> Dissolved in [[dimethyl sulfoxide]] (DMSO) and mixed with a radiopaque substance, ethylene vinyl alcohol copolymer is used to [[Embolization|embolize]] [[blood vessel]]s. |
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== References == |
== References == |
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{{reflist}} |
{{reflist}} |
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[[Category:Interventional radiology]] |
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[[Category:Plastics]] |
[[Category:Plastics]] |
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[[Category:Packaging materials]] |
[[Category:Packaging materials]] |
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Latest revision as of 19:13, 8 October 2024
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| Names | |
|---|---|
| Other names
Ethenol, polymer with ethene
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| Identifiers | |
| ChemSpider |
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CompTox Dashboard (EPA)
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| Properties | |
| (C2H4O-C2H4)x | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
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
[edit]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
[edit]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
[edit]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
[edit]- ^ 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. S2CID 28396532.
- ^ 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. Bibcode:2004MatST..20....1L. doi:10.1179/026708304225010442. S2CID 135567487.
- ^ EVAL Division
- ^ Nippon Gohsei – The right strategy to get the results
- ^ PremiumPack – Why EVOH?
- ^ 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. PMC 7051737. PMID 18842759.