Chapter 26: Q14P (page 1335)
Kodel® polyester is formed by transesterification of dimethyl terephthalate with 1,4-di(hydroxymethyl)cyclohexane. Draw the structure of Kodel.
Chapter 26: Q14P (page 1335)
Kodel® polyester is formed by transesterification of dimethyl terephthalate with 1,4-di(hydroxymethyl)cyclohexane. Draw the structure of Kodel.
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Get started for freeGive the structure of the polyurethane formed by the reaction of toluene diisocyanate
with bisphenol A.
(a) Isobutylene and isoprene coplymerize to give “butyl rubber”. Draw the structure of the repeating unit in butyl rubber, assuming that the two monomers alternate.
(b) Styrene and butadiene copolymerize to form styrene-butadiene rubber (SBR) for automobile tires. Draw the structure of the repeating unit in SBR, assuming that the two monomers alternate.
Poly (vinyl alcohol), a hydrophilic polymer used in aqueous adhesives, is made by polymerizing vinyl acetate and then hydrolyzing the ester linkages.
(a) Give the structures of poly (vinyl acetate) and poly (vinyl alcohol).
(b) Vinyl acetate is an ester. Is poly (vinyl acetate) therefore a polyester? Explain.
(c) We have seen that basic hydrolysis destroys the Dacron polymer. Poly (vinyl acetate) is converted to poly (vinyl alcohol) by a basic hydrolysis of the ester groups. Why doesn’t the hydrolysis destroy the poly (vinyl alcohol) polymer?
(d) Why is poly (vinyl alcohol) made by this circuitous route? Why not just polymerize vinyl alcohol?
. (a) Draw the structure of gutta-percha, a natural rubber with all its double bonds in the trans configuration.
(b) Suggest why gutta-percha is not very elastic, even after it is vulcanized.
The mechanism given for cationic polymerization of isobutylene (Mechanism 26-2) shows that all the monomer molecules add with the same orientation, giving a polymer with methyl groups on alternate carbon atoms of the chain. Explain why no isobutylene molecules add with the opposite orientation.
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