Used in everything from model planes to passenger planes, superglue is one of the best-known modern glues. The curing process that facilitates its remarkable (convert from liquid to solid) in the presence of adhesive properties is a chain polymerization reaction. The ingredient that gives superglue its adhesive ability is methyl cyanoacrylate. This compound is just one member of a larger family of cyanoacrylates with the following structure. Contrary to popular understanding, superglue does not"air dry."In fact, cyanoacrylates cure weak nucleophiles such as water. Under normal circumstances, a thin layer of water is present on almost all surfaces. The curing process, therefore, involves the reaction shown here. C=N C=N C=N C=N H,C=C H,O:+ H,C=C? H,O-CH,-C: + H,C= C=0 C=0 ČO,R C=0 R a cyanoacrylate R C=N C=N C=N - Hö-CH,- -C+H etc. HO-CH,-C-CH,-C: +H CO,R COOR ČOOR

Used in everything from model planes to passenger planes, superglue is one of the best-known modern glues. The curing process that facilitates its remarkable (convert from liquid to solid) in the presence of adhesive properties is a chain polymerization reaction. The ingredient that gives superglue its adhesive ability is methyl cyanoacrylate. This compound is just one member of a larger family of cyanoacrylates with the following structure. Contrary to popular understanding, superglue does not"air dry."In fact, cyanoacrylates cure weak nucleophiles such as water. Under normal circumstances, a thin layer of water is present on almost all surfaces. The curing process, therefore, involves the reaction shown here. C=N C=N C=N C=N H,C=C H,O:+ H,C=C? H,O-CH,-C: + H,C= C=0 C=0 ČO,R C=0 R a cyanoacrylate R C=N C=N C=N - Hö-CH,- -C+H etc. HO-CH,-C-CH,-C: +H CO,R COOR ČOOR

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 29.23P

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