Abstract

A series of conjugated, symmetrical, and ferrocene-containing main-chain monomers was prepared following a gentle coupling reaction. Ferrocene-containing oligomers with all-trans-configured vinylene bonds could be synthesized via acyclic diene metathesis (ADMET) polymerization. These oligomers had a larger Stokes shift (2400 to 2600 cm−1) and both exhibited stable and reversible electrochemistry. Meanwhile, the copolymerization of 1,1’-bis[1-methyl-2-(4-vinylphenyl)ethenyl]ferrocene with 2,7-divinyl-9,9-dioctylfluorene was achieved. The structurally regular copolymers proved their optical and electrochemical properties. The fluorescence intensity of the copolymer gradually enhanced with the increasing number of fluorene units. At the same time, it was also found that the color of the copolymers had a significant change from yellow-green to red.

Highlights

  • Ferrocene is the most stable metallocene with a steady 18-electron structure and the highest average dissociation energy, which is the trait of being impervious to air and humidity [1]

  • Ferrocene-containing conjugated oligomers synthesized by acyclic diene metathesis

  • Monomer A, monomer B, and monomer C could be synthesized by the route outlined in

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Summary

Introduction

Ferrocene is the most stable metallocene with a steady 18-electron structure and the highest average dissociation energy, which is the trait of being impervious to air and humidity [1]. Since the first example of polyferrocenes was reported in 1955, the study of ferrocene-containing polymers has intrigued chemists and blossomed into a mature field [2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18]. These polymers are sought due to their useful properties, which range from catalysis to magnetism and electrochemical characteristics [19,20,21].

General
Materials and Methods
Synthesis of Monomer A
Synthesis of Monomer B
Synthesis of Monomer C
Synthesis of Oligomer A
Synthesis of Copolymer 1
Acyclic
B Da andand
Microstructure via NMR and FT-IR
Optical Property
Thermal
Electrochemical Properties
Copolymerization
SEM and TEM Studies
The size microstructure and1 after particle size of copolymer

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