Anionic synthesis and detection of fluorescence-labeled polymers with a terminal anhydride group

Bongjin Moon, Thomas R. Hoye, Christopher W. Macosko

Research output: Contribution to journalArticlepeer-review

25 Scopus citations

Abstract

To monitor polymer-polymer coupling reactions between two different monofunctional polymers in dilute polymer blends, fluorescence-labeled anhydride-functional polystyrene (PS) and poly(methyl methacrylate) (PMMA) were prepared by conventional anionic polymerization. Sequential trapping of lithiopolystyrene by 1-(2-anthryl)-1-phenylethylene (APE) and then di-t-butyl maleate (4) provided, after pyrolysis, anhydride-functional fluorescent PS. Fluorescent PMMA anhydride (8) was synthesized with sec-butyllithium/APE as an initiator for the anionic polymerization of methyl methacrylate, trapping by 4, and pyrolysis. These polymers could be reacted with amine-functional polymers by melt blending, and the reaction progress could be monitored by gel permeation chromatography coupled with fluorescence detection. This technique not only allows monitoring of the coupling reaction with high sensitivity (ca. 100 times more sensitive than refractive index detection) but also permits selective detection because unlabeled polymers are invisible to fluorescence detection. This highly sensitive and selective detection methodology was also used to monitor the coupling reaction of 8 with PS-NH2 at a thin-film interface, which was otherwise difficult to detect by conventional methods.

Original languageEnglish (US)
Pages (from-to)2177-2185
Number of pages9
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume38
Issue number12
DOIs
StatePublished - Jun 15 2000

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