Chemistry:Vinyl neodecanoate

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Vinyl neodecanoate
Vinyl neodecanoate.svg
Names
Preferred IUPAC name
Ethenyl 7,7-dimethyloctanoate
Other names
Neodecanoic acid vinyl ester; VeoVa 10
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 256-905-8
UNII
UN number 3082
Properties
C12H22O2
Molar mass 198.306 g·mol−1
Appearance Colorless liquid[1]
Density 0.882 g/mL[2]
Boiling point 60–216 °C (140–421 °F; 333–489 K)[2]
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H410
P273, P391, P501
Flash point 83 °C; 182 °F; 356 K[1]
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):

Vinyl neodecanoate (trade name VeoVa 10) is a vinylic monomer that is virtually always used in combination with other monomers to create lattices or emulsion polymers.[3] The trade name is an acronym of Vinyl ester of Versatic Acid with the number 10 meaning 10 carbons in the molecule. It has a medium to low glass transition temperature of -3 °C. Chemically, it is a mixture of isomeric vinyl esters of neodecanoic acid.

Uses

Vinyl neodecanoate is mainly used as a modifying monomer in conjunction with other monomers and particularly the manufacture of vinyl acetate based polymer emulsions by the process of emulsion polymerization.[4] Vinyl neodecanoate-containing polymers are used in decorative emulsion paints, plasters and renders especially in Europe.[5] Vinyl neodecanoate, like most vinyl ester monomers, is very hydrophobic and the structure is highly branched with a tertiary substituted α-carbon. It is used as a hydrophobic co-monomer. This structure renders the polymers produced from it, very resistant to alkali degradation as there is no hydrogen (thus proton producing species) on the α-carbon.[6] They have good resistance to degradation from ultraviolet light.[7] The monomer has even been used to produce vibration dampening resins.[8] It is claimed to produce coatings with high liquid stain repellency.[9]

See also

References

  1. 1.0 1.1 "Neodecanoic acid vinyl ester". caslab.com. http://www.caslab.com/Neodecanoic_acid_vinyl_ester_CAS_51000-52-3. 
  2. 2.0 2.1 "Vinyl neodecanoate, mixture of isomers". Sigma-Aldrich. https://www.sigmaaldrich.com/catalog/product/aldrich/134481. 
  3. "Technical Data Sheet - VeoVa™ 10 Monomer". http://www.neochemical.ru/File/TDS_VeoVa_10.pdf. 
  4. "VeoVa™ 10 - Hexion - datasheet" (in en). https://coatings.specialchem.com/product/m-hexion-veova-10. 
  5. "VeoVa 10 vinyl ester based binders for interior silk and exterior architectural paints" (in en). https://www.chemarc.com/content/veova-10-vinyl-ester-based-binders-for-interior-silk-and-exterior-architectural-paints/59019a0784583c4676851992. 
  6. "Vinyl Acetate-Versatic Acid Vinyl Ester Copolymer for Masonry Coatings" (in en-US). https://www.paint.org/ct-archives/vinyl-acetate-versatic-acid-vinyl-ester-copolymer-for-masonry-coatings/. 
  7. "Branched Vinyl Ester Monomers" (in en). https://www.pcimag.com/articles/98417-branched-vinyl-ester-monomers. 
  8. Taniuchi, Mamoru; Takatsuka, Kohro; Fujiwara, Haruo; Korida, Kazuhiko (1991-03-01). "Development of vibration-damping resins for room-temperature application" (in en). Metallurgical Transactions A 22 (3): 629–631. doi:10.1007/BF02670284. ISSN 1543-1940. Bibcode1991MTA....22..629T. 
  9. Rohm and Haas (2015-04-16). "Coating composition with improved liquid stain repellency World Patent WO 2015/051514 A1". https://patentimages.storage.googleapis.com/8c/f8/e9/5ba88fce04ba2c/WO2015051514A1.pdf. 

External links