CNCT ORG CHEM 6 2020
CNCT ORG CHEM 6 2020
6th Edition
ISBN: 9781266807244
Author: SMITH
Publisher: MCG
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Chapter 28.6, Problem 19P
Interpretation Introduction

(a)

Interpretation: The structure of prepolymer A formed from 1,4-dihydroxybenzene and excess epichlorohydrin is to be stated.

Concept introduction: Epoxides are strained three-membered rings. They undergo anionic polymerization to afford the ring opening, by following the SN2 pathway. The ring opening in an unsymmetrical epoxide takes place at the less substituted or the more accessible carbon atom.

Interpretation Introduction

(b)

Interpretation: The structure of cross-linked polymer B formed from the treatment of A with H2NCH2CH2CH2NH2 is to be stated.

Concept introduction: Epoxides are strained three-membered rings. They undergo anionic polymerization to afford the ring opening, by following the SN2 pathway. The ring opening in an unsymmetrical epoxide takes place at the less substituted or the more accessible carbon atom.

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(a) Hard contact lenses, which first became popular in the 1960s, were made by polymerizing methyl methacrylate [CH2 = C(CH3)CO2CH3] to form poly(methyl methacrylate) (PMMA). Draw the structure of PMMA. (b) More comfortable softer contact lenses introduced in the 1970s were made by polymerizing hydroxyethyl methacrylate [CH2 = C(CH3)CO2CH2CH2OH] to form poly(hydroxyethyl methacrylate) (poly-HEMA). Draw the structure of poly-HEMA. Since neither polymer allows oxygen from the air to pass through to the retina, newer contact lenses that are both comfortable and oxygen-permeable have now been developed.
(a) Hard contact lenses, which first became popular in the 1960s, were made by polymerizing methyl methacrylate [CH2=C(CH3)CO2CH3] to form poly(methyl methacrylate) (PMMA). Draw the structure of PMMA. (b) More-comfortable softer contact lenses introduced in the 1970s were made by polymerizing hydroxyethyl methacrylate [CH2=C(CH3)CO2CH2CH2OH] to form poly(hydroxyethyl methacrylate) (poly-HEMA). Draw the structure of poly-HEMA. Because neither polymer allows oxygen from the air to pass through to the retina, newer contact lenses that are both comfortable and oxygen-permeable have now been developed.
3. Dacron is the brand name for the polymer that is made from ethane-1,2-diol and benzene-1,4-dicarboxylic acid. (a) What type of polymer is Dacron? (b) When the two monomers combine, what type of reaction do they undergo and what molecule is eliminated? (c) What is the name for the linkages that join the monomers together?(d) Draw the monomers and the polymer of the reaction to create Dacron. (Use a condensed structural formula in your answer.) HC-C styrene H-O-C- ethane-1,2-diol I H OH НО. 206 H -C-0-H H benzene-1.4-dicarboxylic acid.
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