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End-functionalized chains via anionic polymerization : can the problems with using diphenylethylene derivatives be solved by using bisphenol F?

Pagliarulo, Antonella and Hutchings, Lian R. (2018) 'End-functionalized chains via anionic polymerization : can the problems with using diphenylethylene derivatives be solved by using bisphenol F?', Macromolecular chemistry and physics., 219 (1). p. 1700386.


The controlled functionalization of polymers via anionic polymerization draws great attention not only because of the importance of introducing functionality into otherwise unfunctionalized polymers, but also because of the possibility to use the resulting macromonomers to make a variety of complex architectures. The versatile family of 1,1-diphenylethylene (DPE) derivatives is widely used to produce many different functionalized (co)polymers. DPE can be added either as an end-capping agent or be activated by butyllithium to initiate the polymerization. However, each approach faces potential problems in gaining precise control over the number of DPE moieties per chain. In this work, for the first time, the effectiveness of each approach is compared by the characterization of 1,1-bis(4-tert-butyldimethylsiloxyphenyl)ethylene functionalized polystyrene, synthesized via both the procedures. A combination of NMR, size exclusion chromatography, matrix-assisted laser desorption ionization-time of flight (MALDI-ToF) mass spectrometry, and interaction chromatography is used. To overcome the limitations of DPE derivatives, the use of a novel (protected) bisphenol F potassium initiator is proposed.

Item Type:Article
Full text:(AM) Accepted Manuscript
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Publisher statement:This is the peer reviewed version of the following article: Pagliarulo, Antonella & Hutchings, Lian R. (2018). End-Functionalized Chains via Anionic Polymerization: Can the Problems with Using Diphenylethylene Derivatives be Solved by using Bisphenol F? Macromolecular Chemistry and Physics 219(1): 1700386, which has been published in final form at This article may be used for non-commercial purposes in accordance With Wiley-VCH Terms and Conditions for self-archiving.
Date accepted:27 September 2017
Date deposited:03 January 2018
Date of first online publication:08 December 2017
Date first made open access:08 December 2018

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