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Polyvinyl acetate

From Wikipedia, the free encyclopedia
(Redirected fromPoly(vinyl acetate))
Adhesive used for porous materials
Not to be confused withPolyvinyl alcohol.
Polyvinyl acetate
Polyvinyl acetate
Polyvinyl acetate
Names
IUPAC name
Poly[1-(acetyloxy)ethylene]
Other names
PVAc, PVA, Poly(ethenyl ethanoate), Poly(ethenyl acetate)
Identifiers
3D model (JSmol)
ChemSpider
  • none
ECHA InfoCard100.108.147Edit this at Wikidata
KEGG
UNII
  • O([C@@H](C*)*)C(C)=O
Properties
(C4H6O2)n
Molar mass86.09 g/mol per unit
Density1.19 g/cm3 (25 °C)
Boiling point112 °C (234 °F; 385 K)
Hazards
Safety data sheet (SDS)MSDS
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound

Polyvinyl acetate (PVA,PVAc,poly(ethenyl ethanoate)), commonly known aswood glue (a term that may also refer toother types of glues),PVA glue,white glue,carpenter's glue,school glue, orElmer's Glue in the US, is a widely available adhesive used for porous materials like wood, paper, and cloth. Analiphaticrubberysynthetic polymer with the formula (C4H6O2)n, it belongs to thepolyvinyl ester family, with the general formula −[RCOOCHCH2]−. It is a type ofthermoplastic.[1]

Properties

[edit]

Thedegree of polymerization of polyvinyl acetate is typically 100 to 5000, while itsester groups are sensitive tobase hydrolysis and slowly convert PVAc intopolyvinyl alcohol andacetic acid.

Theglass transition temperature of polyvinyl acetate is between 30 and 45 °C depending on the molecular weight.

PVAc dispersions such asElmer's Glue-All contain polyvinyl alcohol as aprotective colloid. In alkaline conditions,boron compounds such asboric acid orborax cause the polyvinyl alcohol tocross-link, forming tackifying precipitates or toys, such asSlime andFlubber.

A number of microorganisms can degrade polyvinyl acetate. Most commonly, damage is caused by filamentousfungi; however,algae,yeasts,lichens, andbacteria can also degrade polyvinyl acetate.[2]

Discovery

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Polyvinyl acetate was discovered inGermany in 1912 byFritz Klatte.[3]

The monomer,vinyl acetate, was first produced on an industrial scale by the addition ofacetic acid toacetylene in the presence of a mercury(I) salt acting as acatalyst,[4] but it is now primarily made bypalladium-catalyzed oxidative addition ofacetic acid toethylene.

Preparation

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PVA is avinyl polymer. Polyvinyl acetate is prepared by thepolymerization ofvinyl acetate monomer (free-radical vinyl polymerization of themonomer vinyl acetate).

Applications

[edit]

As adispersion in water (usually an emulsion), PVAc preparations are used asadhesives forporous materials, particularly forwood,paper, andcloth, and as a consolidant for porous building stone, in particularsandstone.[5] PVAc is considered a food-safe material,[6] and is thus used often in such applications (e.g., in food packaging material).

Uses:

The stiffhomopolymer PVAc, but mostly the softercopolymer, a combination of vinyl acetate and ethylene,vinyl acetate ethylene (VAE), is also used inpaper coatings,paint and other industrial coatings, as a binder innonwovens inglass fibers,sanitary napkins,filter paper and intextile finishing.

Polyvinyl acetate is also the raw material to make other polymers like:

See also

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References

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  1. ^Murray, G. T. (1997),Handbook of materials selection for engineering applications, CRC Press, p. 242,ISBN 978-0-8247-9910-6.
  2. ^Francesca Cappitelli; Claudia Sorlini (2008)."Microorganisms Attack Synthetic Polymers in Items Representing Our Cultural Heritage".Applied and Environmental Microbiology.74 (3):564–569.Bibcode:2008ApEnM..74..564C.doi:10.1128/AEM.01768-07.PMC 2227722.PMID 18065627.
  3. ^See:
    • Deutsches Reichspatent no. 281687 (4 July 1913),Journal of the Society of Chemical Industry (London), vol. 34, p. 623 (1915);
    • Deutsches Reichspatent no. 281688 (2 April 1914);
    • British patent no. 15271 (25 June 1914.);
    • Fritz Klatte and Adolf Rollett,"Plastic composition and process of producing it"Archived 2017-05-10 at theWayback Machine, U.S. Patent 1,241,738 (filed: July 3, 1914; issued: Oct. 2, 1917), an abstract of which appears in theJournal of the Society of Chemical Industry (London), vol. 36, p. 1185 (1917).
  4. ^Rutherford John Gettens and George Leslie Stout,Painting Materials: A Short Encyclopaedia (Princeton, New Jersey: D. Van Nostrand, 1942),page 74.
  5. ^Young, M. E.; Murray, M.; Cordiner, P. (1999)."Stone consolidants and chemical treatments in Scotland".Robert Gordon University, Building Research Establishment and Historic Scotland. Archived fromthe original on 2016-11-17. Retrieved2009-07-30.
  6. ^"CFR - Code of Federal Regulations Title 21".www.accessdata.fda.gov. DEPARTMENT OF HEALTH AND HUMAN SERVICES. Mar 22, 2024. RetrievedSep 25, 2024.[dead link]
  7. ^"The Conservation of the Archimedes Palimpsest".The Walters Art Museum. 2011. RetrievedFebruary 22, 2018.
  8. ^Amann, Manfred; Minge, Oliver (2012)."Biodegradability of Poly(vinyl acetate) and Related Polymers".Advances in Polymer Science.245:137–172.doi:10.1007/12_2011_153.ISBN 978-3-642-27153-3.
  9. ^Coggins, Christopher R. E.; Jerome, Ann M.; Lilly, Patrick D.; McKinney, Willie J.; Oldham, Michael J. (2013). "A comprehensive toxicological evaluation of three adhesives using experimental cigarettes".Inhalation Toxicology. 25 Suppl 2:6–18.Bibcode:2013InhTx..25S...6C.doi:10.3109/08958378.2013.854430.ISSN 1091-7691.PMID 24341843.S2CID 6414435.
  10. ^Van den Berg, G. (2002-01-01),"Dutch-Type Cheeses", in Roginski, Hubert (ed.),Encyclopedia of Dairy Sciences, Oxford: Elsevier, pp. 371–378,ISBN 978-0-12-227235-6, retrieved2021-12-10
  11. ^H. Staudinger, K. Frey, W. Stark, Ber. Deut. Chem. Ges. 1927, 60, 1782.
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