Acrylic nails are made by combining polymer particulates with a monomeric solution that reacts in a chain-growth polymerization reaction. When initiated, the monomers link together in a network that surrounds the polymer particles. The ratio of monomer to existing polymer particles will affect the properties of the final material. The poly- mer particulate component of acrylic nails is poly(methyl methacrylate). One of sev- eral different chemicals is used in the current nail industry as the monomer solution: isobutyl methacrylate, hydroxyethyl methacrylate, or ethyl methacrylate. (a) Draw the polymer chain that results for each of these monomers. (b) Azoisobutyronitrile (AIBN) is added into the reaction and is activated by ap- plied heat. Draw a mechanism for the reaction of hydroxyethyl methacrylate using AIBN. Show the steps of initiation, two propagation steps, and a ter- mination step where two radical polymeric chains combine. What role does AIRN serve?

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter29: Organic Polymer Chemistry
Section: Chapter Questions
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26.33 Acrylic nails are made by combining polymer particulates with a monomeric solution
that reacts in a chain-growth polymerization reaction. When initiated, the monomers
link together in a network that surrounds the polymer particles. The ratio of monomer
to existing polymer particles will affect the properties of the final material. The poly-
mer particulate component of acrylic nails is poly(methyl methacrylate). One of sev-
eral different chemicals is used in the current nail industry as the monomer solution:
isobutyl methacrylate, hydroxyethyl methacrylate, or ethyl methacrylate.
(a) Draw the polymer chain that results for each of these monomers.
(b) Azoisobutyronitrile (AIBN) is added into the reaction and is activated by ap-
plied heat. Draw a mechanism for the reaction of hydroxyethyl methacrylate
using AIBN. Show the steps of initiation, two propagation steps, and a ter-
mination step where two radical polymeric chains combine. What role does
AIBN serve?
Transcribed Image Text:26.33 Acrylic nails are made by combining polymer particulates with a monomeric solution that reacts in a chain-growth polymerization reaction. When initiated, the monomers link together in a network that surrounds the polymer particles. The ratio of monomer to existing polymer particles will affect the properties of the final material. The poly- mer particulate component of acrylic nails is poly(methyl methacrylate). One of sev- eral different chemicals is used in the current nail industry as the monomer solution: isobutyl methacrylate, hydroxyethyl methacrylate, or ethyl methacrylate. (a) Draw the polymer chain that results for each of these monomers. (b) Azoisobutyronitrile (AIBN) is added into the reaction and is activated by ap- plied heat. Draw a mechanism for the reaction of hydroxyethyl methacrylate using AIBN. Show the steps of initiation, two propagation steps, and a ter- mination step where two radical polymeric chains combine. What role does AIBN serve?
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