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
ECHA InfoCard 100.051.715 Edit this at Wikidata
EC Number
  • 256-905-8
UNII
UN number 3082
  • InChI=1S/C12H22O2/c1-5-14-11(13)9-7-6-8-10-12(2,3)4/h5H,1,6-10H2,2-4H3
    Key: TVFJAZCVMOXQRK-UHFFFAOYSA-N
  • CC(C)(C)CCCCCC(=O)OC=C
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 labelling:
GHS07: Exclamation mark
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).

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[edit]

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[edit]

References[edit]

  1. ^ a b "Neodecanoic acid vinyl ester". caslab.com.
  2. ^ a b "Vinyl neodecanoate, mixture of isomers". Sigma-Aldrich.
  3. ^ http://www.neochemical.ru/File/TDS_VeoVa_10.pdf[bare URL PDF]
  4. ^ "VeoVa™ 10 - Hexion - datasheet". coatings.specialchem.com. Retrieved 2019-04-24.
  5. ^ "VeoVa 10 vinyl ester based binders for interior silk and exterior architectural paints". www.chemarc.com. Retrieved 2019-04-24.
  6. ^ "Vinyl Acetate-Versatic Acid Vinyl Ester Copolymer for Masonry Coatings". American Coatings Association. Retrieved 2021-12-10.
  7. ^ "Branched Vinyl Ester Monomers". www.pcimag.com. Retrieved 2019-04-02.
  8. ^ Taniuchi, Mamoru; Takatsuka, Kohro; Fujiwara, Haruo; Korida, Kazuhiko (1991-03-01). "Development of vibration-damping resins for room-temperature application". Metallurgical Transactions A. 22 (3): 629–631. Bibcode:1991MTA....22..629T. doi:10.1007/BF02670284. ISSN 1543-1940.
  9. ^ Rohm and Haas (2015-04-16). "Coating composition with improved liquid stain repellency World Patent WO 2015/051514 A1" (PDF).{{cite web}}: CS1 maint: url-status (link)

External links[edit]