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Polymers 2018, 10(9), 936; https://doi.org/10.3390/polym10090936

A Facile Synthetic Route to Amphiphilic Poly(Meta-Phenylene Ethynylene) and Poly(Meta-Phenylene Ethynylene)-Block-Polyisocyanide Using a Single Catalyst

1,2
,
1
,
1
and
1,*
1
Department of Polymer Science and Engineering, School of Chemistry and Chemical Engineering, and Anhui Key Laboratory of Advanced Functional Materials and Devices, Hefei University of Technology, Hefei 230009, China
2
School of Chemistry and Chemical Engineering, North Minzu University, Yinchuan 750021, China
*
Author to whom correspondence should be addressed.
Received: 21 June 2018 / Revised: 9 August 2018 / Accepted: 19 August 2018 / Published: 23 August 2018
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Abstract

An optically active, amphiphilic meta-phenylene ethynylene (m-PE) bearing a chiral amide pendant was designed and synthesized. Living polymerization of m-PE using alkyne-Pd(II) as the initiator afforded well-defined poly(meta-phenylene ethynylene) (m-PPE). These m-PPEs were found to have a stable helical conformation in THF, 1,4-dioxane, and CH3CN and showed split Cotton effects over the range of 245–400 nm. The positive first Cotton effect was observed at a wavelength of approximately 308 nm, and the negative second Cotton effect was observed at a wavelength of approximately 289 nm. The m-PPEs exhibited helical conformational changes in different mixed solvents and showed effective solvent-dependent helix inversion in CHCl3/THF solutions. The sign of the Cotton effect of m-PPE was inverted at 25 °C by varying the mixing ratio of THF and CHCl3. Finally, amphiphilic poly(meta-phenylene ethynylene)-block-polyisocyanide containing hydrophilic PPE and hydrophobic PPI segments were facilely prepared using Pd(II)-terminated m-PPE as the macroinitiator. This block copolymer can self-assemble into well-defined spherical nanostructures in a selective THF/CH3OH solution. This efficient polymerization will open up enormous opportunities for the preparation of functional amphiphilic block copolymers in a wide variety of fields. View Full-Text
Keywords: helical polymers; helix inversion; poly(meta-phenylene ethynylene); poly(meta-phenylene ethynylene)-block-polyisocyanide helical polymers; helix inversion; poly(meta-phenylene ethynylene); poly(meta-phenylene ethynylene)-block-polyisocyanide
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Li, C.; Xu, X.; Xu, L.; Liu, N. A Facile Synthetic Route to Amphiphilic Poly(Meta-Phenylene Ethynylene) and Poly(Meta-Phenylene Ethynylene)-Block-Polyisocyanide Using a Single Catalyst. Polymers 2018, 10, 936.

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