Comprehensive Study on Chain-End Transformation of Polymer-Iodides with Amines for Synthesizing Various Chain-End Functionalized Polymers

Chen Chen; Longqiang Xiao; Atsushi Goto

doi:10.1021/acs.macromol.6b02291

Comprehensive Study on Chain-End Transformation of Polymer-Iodides with Amines for Synthesizing Various Chain-End Functionalized Polymers

Chen Chen, Longqiang Xiao, Atsushi Goto^*

^*Corresponding author for this work

Nanyang Technological University

Research output: Contribution to journal › Article › peer-review

33 Citations (Scopus)

Abstract

Chain-end functionalized polymers (polymer-NHR) were successfully synthesized through the reaction of a polymer-iodide (polymer-I) with a primary amine (NH₂R), where the R moiety contains a functional group. This reaction was comprehensively studied for three different polymers, i.e., poly(butyl acrylate), polystyrene, and poly(methyl methacrylate), and six different functional amines with phenyl, alkyl, triethoxysilyl, SH, OH, and NH₂ functionalities, and the detailed reaction mechanisms were probed by using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS). This chain-end transformation reaction is easy to perform, amenable to various polymers and functional amines, and also quantitative and selective in many cases. This synthetic technique may serve as a useful platform method for synthesizing various chain-end functionalized polymers.

Original language	English
Pages (from-to)	9425-9440
Number of pages	16
Journal	Macromolecules
Volume	49
Issue number	24
DOIs	https://doi.org/10.1021/acs.macromol.6b02291
Publication status	Published - Dec 27 2016
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2016 American Chemical Society.

ASJC Scopus Subject Areas

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

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10.1021/acs.macromol.6b02291

Cite this

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abstract = "Chain-end functionalized polymers (polymer-NHR) were successfully synthesized through the reaction of a polymer-iodide (polymer-I) with a primary amine (NH2R), where the R moiety contains a functional group. This reaction was comprehensively studied for three different polymers, i.e., poly(butyl acrylate), polystyrene, and poly(methyl methacrylate), and six different functional amines with phenyl, alkyl, triethoxysilyl, SH, OH, and NH2 functionalities, and the detailed reaction mechanisms were probed by using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS). This chain-end transformation reaction is easy to perform, amenable to various polymers and functional amines, and also quantitative and selective in many cases. This synthetic technique may serve as a useful platform method for synthesizing various chain-end functionalized polymers.",

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N2 - Chain-end functionalized polymers (polymer-NHR) were successfully synthesized through the reaction of a polymer-iodide (polymer-I) with a primary amine (NH2R), where the R moiety contains a functional group. This reaction was comprehensively studied for three different polymers, i.e., poly(butyl acrylate), polystyrene, and poly(methyl methacrylate), and six different functional amines with phenyl, alkyl, triethoxysilyl, SH, OH, and NH2 functionalities, and the detailed reaction mechanisms were probed by using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS). This chain-end transformation reaction is easy to perform, amenable to various polymers and functional amines, and also quantitative and selective in many cases. This synthetic technique may serve as a useful platform method for synthesizing various chain-end functionalized polymers.

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Comprehensive Study on Chain-End Transformation of Polymer-Iodides with Amines for Synthesizing Various Chain-End Functionalized Polymers

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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