2-Hydroxy-3-(4-oxy(2,2,6,6-tetramethylpiperidin-1-oxyl)butoxy)benzaldehyde

Anatoliy A Vereshchagin,Julia V Novoselova,Daniil A Lukyanov,Arseniy Y Kalnin

doi:10.3390/m1245

Abstract

Salen-type complexes with transition metals and corresponding polymers attract great scientific interest due to their high electrochemical properties and potential for use as part of next generation organic energy storage devices. Because of their good conductivity but relatively low capacity, energy-intensive additives such as quinones or TEMPO fragments can significantly enhance the capacitive characteristics of the electrode materials. Herein, we report a preparation of precursor for a modified Salen-type complex, the substituted 2,3-Dihydroxybenzaldehyde by butoxy linkers with TEMPO fragment using alkylation reaction. The resulting product was characterized by the 1H and 13C, COSY, HMBC, HSQC nuclear magnetic resonance (NMR), ESI–high resolution mass spectrometry (ESI–HRMS), and Fourier-transform infrared spectroscopy (FTIR). The reported approach opens the way for easy modification of Salen-type complexes in order to increase their specific characteristics.

Highlights

Polymeric metal complexes with Salen-type Schiff base ligands, poly[M(Schiff)] might be promising candidates for the creation of highly conducting polymer-based electrodes for energy storage devices [1,2,3,4,5,6]
The desired product was obtained by alkylation of 2,3-dihydroxybenzaldehyde with
Substituted salicylaldehyde is a typical precursor to Salen-type materials, whichwhich is Substituted salicylaldehyde is a typical precursor to Salen-type materials, is widely used in energy storage devices and electrocatalysis systems

Summary

Introduction

Polymeric metal complexes with Salen-type Schiff base ligands, poly[M(Schiff)] might be promising candidates for the creation of highly conducting polymer-based electrodes for energy storage devices [1,2,3,4,5,6]. The availability of modification for poly[M(Schiff)] precursors by changing the chemical structure of substitutes opens the path to the targeting adjustment of material performance. Usage of different substitutes significantly changes the properties of obtained polymers [7,8,9], even if the differences in the substituent structures are minimal [10]. Considering the relatively low capacity of poly[M(Schiff)] material, they can be combined with an energy bearing group such as TEMPO or quinone compound and used as a conductive polymer framework [11]. The direct modification of Salen complex precursors allow the monocomponent product to be obtained, which combines the advantages of several classes [12]. Usage of different linkers allows the properties of the materials to be regulated [13,14]

Methods

Results

Conclusion