Chapter31 - Based on McMurry, Organic Chemistry, Chapter...

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Unformatted text preview: Based on McMurry, Organic Chemistry, Chapter 31, 6th edition, (c) 2003 1 Chapter 31. Synthetic Polymers Based on McMurrys Organic Chemistry , 6 th edition 2003 Ronald Kluger Department of Chemistry University of Toronto Based on McMurry, Organic Chemistry, Chapter 31, 6th 2 Polymers Large molecules built up by repetitive bonding together of monomers Based on McMurry, Organic Chemistry, Chapter 31, 6th 3 Drawing Polymers Indicate repeating unit in parentheses Based on McMurry, Organic Chemistry, Chapter 31, 6th 4 31.1 Chain-Growth Polymers Produced by chain-reaction polymerization Initiator (radical, acid or anion) adds to a carbon carbon double bond of an unsaturated substrate (a vinyl monomer ) to yield a reactive intermediate that reacts with a second molecule of monomer and so on Based on McMurry, Organic Chemistry, Chapter 31, 6th 5 Anionic Polymerization Vinyl monomers with electron-withdrawing substituents (EWG) can be polymerized by anionic catalysts Chain-carrying step is nucleophilic addition of an anion to the unsaturated monomer by a Michael reaction Based on McMurry, Organic Chemistry, Chapter 31, 6th 6 Examples of Anionic Polymerization Products Acrylonitrile (H 2 C=CHCN), methyl methacrylate [H 2 C=C(CH 3 )CO 2 CH 3 ], and styrene (H 2 C=CHC 6 H 5 ) react Based on McMurry, Organic Chemistry, Chapter 31, 6th 7 31.2 Stereochemistry of Polymerization: Ziegler Natta Catalysts Polymerization of a substituted vinyl monomer can...
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Chapter31 - Based on McMurry, Organic Chemistry, Chapter...

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