The new branched multielectrochromic materials: Enhancing the electrochromic performance via longer side alkyl chain

Article abstract of DOI:10.1021/ma2013833

We describe the synthesis and structure-property relationships of two branched electroactive monomers containing carbazole core, 2,5-di(2-thienyl)-1H- pyrrole, differentiated by the length of side alkyl chains (DSNSC-1 and DSNSC-2). Structural identification of initial compounds and products were carried out by using FT-IR and ¹H and ¹³C NMR spectroscopy. The electroactive materials DSNSC-1 and DSNSC-2 were directly coated on to ITO glass surface by using electrochemical polymerization process. The results clearly indicate that the length of side alkyl chain has a major impact on optical and electrochemical properties of these polymers. Poly-DSNC-2 with longer side alkyl chain exhibits a high contrast ratio (ΔT% = 68% at 850 nm), a response time of about 0.8 s, and high coloration efficiency (352 cm² C^-1) and retained its performance by 97.1% even after 5000 cycles.

Full text of DOI:10.1021/ma2013833

Supporting Information
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FT-IR, H and C-NMR spectra of the initial compounds and products

Figure S1. FT-IR spectra of carbazole (a) 9H-dodecylcarbazole (b), 3,6-dinitro-9H-dodecylcarbazole (c) and 3,6-diamino-9H-dodecylcarbazole (d).

Figure S2. FT-IR spectra of 1,4-dithiophene-2-yl butane-1,4-dione (a) 3,6-diamino-9H-dodecylcarbazole (b) and 3,6-bis(2,5-di-2-thienyl-1H-
pyrrol-1-yl)-9-etil-9H-carbazole (DSNSC-1) (c).

Figure S3. FT-IR spectra of 3,6-bis(2,5-di-2-thienyl-1H-pyrrol-1-yl)-9-etil-9H-carbazole (DSNSC-1)
a) 3,6-bis(2,5-di-2-thienyl-1H-pyrrol-1-yl)-9-dodecyl-9H-carbazole (DSNSC-2) (b)
(

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Figure S4. H-NMR spectrum of 9H-dodecylcarbazole

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Figure S5. C-NMR spectrum of 9H-dodecylcarbazole

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Figure S6. H-NMR spectrum of 3,6-dinitro-9H-dodecylcarbazole

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Figure S7. C-NMR spectrum of 3,6-dinitro-9H-dodecylcarbazole

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Figure S8. H-NMR spectrum of 3,6-diamino-9H-ethylcarbazole

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Figure S9. H-NMR spectrum of 3,6-diamino-9H-ethylcarbazole

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Figure S10. H-NMR spectrum of 3,6-bis(2,5-di-2-thienyl-1H-pyrrol-1-yl)-9-etil-9H-carbazole (DSNSC-1)