When equal molar amounts of phthalic anhydride and 1,2,3-propanetriol are heated, they form an amorphous polyester. Under these conditions, polymerization is regio- selective for the primary hydroxyl groups of the triol. OH heat + HO. LOH a polyester Phthalic anhydride 1,2,3-Propanetriol (Glycerol)

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
Problem 29.19P
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The polyester   can be mixed with additional phthalic anhydride
(0.5 mole of phthalic anhydride for each mole of 1,2,3-propanetriol in the original
polyester) to form a liquid resin. When this resin is heated, it forms a hard, insoluble thermosetting polyester called glyptal.

Q.) Propose a structure for the repeat unit in glyptal.

When equal molar amounts of phthalic anhydride and 1,2,3-propanetriol are heated,
they form an amorphous polyester. Under these conditions, polymerization is regio-
selective for the primary hydroxyl groups of the triol.
OH
heat
+ HO.
LOH a polyester
Phthalic anhydride 1,2,3-Propanetriol
(Glycerol)
Transcribed Image Text:When equal molar amounts of phthalic anhydride and 1,2,3-propanetriol are heated, they form an amorphous polyester. Under these conditions, polymerization is regio- selective for the primary hydroxyl groups of the triol. OH heat + HO. LOH a polyester Phthalic anhydride 1,2,3-Propanetriol (Glycerol)
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