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Chapter31 - Chapter 31 Synthetic Polymers Based on McMurrys...

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Based on McMurry, Organic Chemistry, Chapter 31, 6th edition, (c) 2003 1 Chapter 31. Synthetic Polymers Based on McMurry’s Organic Chemistry , 6 th edition ©2003 Ronald Kluger Department of Chemistry University of Toronto
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Based on McMurry, Organic Chemistry, Chapter 31, 6th e 2 Polymers Large molecules built up by repetitive bonding together of monomers
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Based on McMurry, Organic Chemistry, Chapter 31, 6th e 3 Drawing Polymers Indicate repeating unit in parentheses
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Based on McMurry, Organic Chemistry, Chapter 31, 6th e 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
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Based on McMurry, Organic Chemistry, Chapter 31, 6th e 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
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Based on McMurry, Organic Chemistry, Chapter 31, 6th e 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
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Based on McMurry, Organic Chemistry, Chapter 31, 6th e 7 31.2 Stereochemistry of Polymerization: Ziegler– Natta Catalysts Polymerization of a substituted vinyl monomer can
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