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Functionalization and Linking Chemistry of Poly(styryl)lithium with 1,3-Butadiene Diepoxide

✍ Scribed by Roderic P. Quirk; Asfiya Contractor; Michael J. Polce; Chrys Wesdemiotis

Book ID
102490647
Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
179 KB
Volume
207
Category
Article
ISSN
1022-1352

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✦ Synopsis

Abstract

Summary: The reaction of excess poly(styryl)lithium ($\overline M _{\rm n}$ = 1 400 g · mol^−1^) with 1,3‐butene diepoxide proceeds efficiently to produce a coupled product with two in‐chain hydroxyl groups. The pure coupled, functionalization product was isolated in quantitative yield by silica gel column chromatography. This product was characterized by ^1^H and ^13^C NMR spectroscopic analyses, as well as MALDI‐TOF mass spectrometry. The DEPT ^13^C NMR spectrum showed that a disecondary 1,2‐diol unit was present, consistent with attack of PSLi on the least‐substituted, methylene carbons of 1,3‐butadiene diepoxide. The MALDI‐TOF mass spectrum of the purified product exhibited only one distribution with monoisotopic peaks corresponding to the coupled, dihydroxy‐functionalized polystyrene.

MALDI‐TOF mass spectrum of the purified, in‐chain, hydroxyl‐functionalized polystyrene and the reaction of PSLi with 1,3‐butadiene diepoxide.

magnified imageMALDI‐TOF mass spectrum of the purified, in‐chain, hydroxyl‐functionalized polystyrene and the reaction of PSLi with 1,3‐butadiene diepoxide.

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