Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 28, Problem 61P
Interpretation Introduction

Interpretation: A structure for the highly cross-linked polymer, obtained from the reaction of urea [(NH2)C=O] with formaldehyde (CH2=O) is to be drawn.

Concept introduction: A thermosetting polymer has complex networks of covalent bonds, due to which it cannot be re-melted to bring in liquid phase. The chemical reaction for the formation of a thermosetting polymer is carried out in the presence of Lewis acid catalyst, which departs small molecules, like H2O as the by-product.

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1.Consider the polymerization of the following monomers: H2N- -NH2 (a) Draw the repeat unit of the resulting polymer. (b) Identify the two structural units comprising the repeat unit. Aramids are produced using the reaction of a benzene-1,4-diamine and a terephthaloyl dichloride. (c) Plot the Mn of the polymer vs. the extent of reaction, where the extent of reaction increases from 0 to 0.95 in intervals of 0.05, and extend the plot include data points for an extent of reaction = 0.96, 0.97, 0.98, 0.99, and 0.995. (d) What is the extent of reaction when the molecular weight reaches 30 000 g/mol? (e) State two conditions that must be ensured for a step growth polymerization to reach high conversion.
The reaction of urea [(NH2)2C = O] and formaldehyde (CH2 = O) forms a highly cross-linked polymer used in foams. Suggest a structure for this polymer. [Hint: Examine the structures of Bakelite (Figure 30.7) and Melmac (Problem 30.58).]Figure 30.7: The synthesis of Bakelite from phenol and formaldehyde
EVI41 c) Discuss the main purpose of vulcanization of natural rubber AN(4 d) What is a biodegradable polymer? Give an example of a biodegradable aliphatic polyester.
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