Synthesis and characterization of novel ferrocenyl glycidyl ether polymer, ferrocenyl poly (epichlorohydrin) and ferrocenyl poly (glycidyl azide)

Abstract

Poly (ferrocenyl glycidyl ether) was synthesized by polymerization of 2‐[(4‐ferrocenylbutoxy)methyl]oxirane (FcEpo) using toluene solution of methylaluminoxane as the catalyst. Copolymerization of 2‐[(4‐ferrocenylbutoxy)methyl]oxirane with epichlorohydrin was used for the synthesis of another ferrocenyl based poly (epichlorohydrin). Ferrocenyl based poly (glycidyl azide), GAP, was synthesized by treatment of sodium azide with this copolymer in DMF as solvent at room temperature. The synthesized ferrocenyl based polymers were characterized by FT‐IR, 1HNMR, UV–Vis, TGA, DSC and GPC analysis. The UV–Vis spectra of synthesized polymers show the absorption band of ferrocene moiety at about 450 nm. The TGA and DSC analysis show that poly (ferrocenyl glycidyl ether) has good thermal stability. The TGA analysis shows that the copolymerization of 2‐[(4‐ferrocenylbutoxy)methyl]oxirane with epichlorohydrin improved the thermal stability of the copolymer. The GPC analysis of poly (ferrocenyl glycidyl ether), ferrocenyl based poly (epichlorohydrin) and Ferrocenyl based poly (glycidyl azide) show the PDI between 1.14–1.17. The electrochemical behavior of synthesized polymers was investigated by cyclic voltammetry (CV) measurements. The CV curves of synthesized polymers show good electrochemical performance and there is one redox system with the single‐electron reversible reaction that associated with ferrocene moiety in polymers structure. The anodic and cathodic peak currents increased with scan rate confirmed redox reactions in the system are kinetically fast diffusion‐controlled reactions.

Building N‐Heterocyclic Carbene into Triazine‐Linked Polymer for Multiple CO2 Utilization

“…It was found that the NHC−CO 2 could directly react with ClPO to produce ClPC without additional CO 2 (Figure 4a, Condition A), and stoichiometric reaction between the NHC−CO 2 and ClPO also gave almost 100 % conversion into ClPC (Scheme S1), suggesting the efficient reactivity of NHC−CO 2 with epoxide to produce cyclic carbonate. On the contrary, no ClPC product was observed upon treating the preheated mixture of NHC and ClPO with CO 2 for 60 min, and the formation of polyepichlorohydrin evidenced by the NMR peaks at 3.66–3.71 ppm indicates that free NHC can catalyze the ring‐opening polymerization of ClPO rather than the cycloaddition of epoxide with CO 2 (Figure 4a, Condition B) [57–59] . All these results under conditions A and B indicate that present cycloaddition possibly proceeds via initial activation of CO 2 by NHC and then ring‐opening of epoxide by the resultant NHC−CO 2 before ring cyclization to give cyclic carbonate, and the NHC can slowly catalyze the ring‐opening of epoxide followed by homo‐polymerization rather than the cross‐coupling with CO 2 .…”

Star‐Shaped Ferrocene‐Based 1,4‐Disubstituted‐1,2,3‐Triazole Derivatives: Synthesis, Characterization, and Investigation of Linear Optical and Electrochemical Properties

“…In the present study, in continuation of our previous work on ferrocene‐based compounds, [ 24–30 ] we prepared the novel star‐shaped ferrocene‐based 1,4‐disubstituted‐1,2,3‐triazole compounds using click reaction of ethynyl ferrocene and azide derivatives of ferrocene. The optical and electrochemical properties of the final dendrimer‐like ferrocenyl derivatives were evaluated using UV–vis and CV techniques, respectively.…”