Bis-indolinedione D-A-D type polymer electrochromic material and preparation method thereof
A technology of electrochromic materials and indoledione, which is applied in the direction of color-changing fluorescent materials, chemical instruments and methods, can solve the problems of increasing the difficulty of polymerization and limiting the development of polymers in the field of electrochromism, and achieves a wide light absorption range, Wide range of effects
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Embodiment 1
[0059] Embodiment 1: the electrochemical synthesis of P (IDOH-EDOT) polymer electrochromic material
[0060] (1) Synthesis of IDOH-EDOT active precursor
[0061]
[0062] Under the condition of nitrogen protection, add a certain proportion of 6,6'-dibromo-3,3'-dihexylindoledione, 2-tinbutyl-3,4-ethane into a three-necked flask filled with toluene solvent Dioxythiophene, in catalyst Pd(PPh 3 ) 4 Under catalysis, it was condensed and refluxed at 110°C for 12 hours; after the reaction, the product was extracted three times with chloroform, dried with a small amount of anhydrous magnesium sulfate for 24 hours, and then the solvent was distilled off under reduced pressure, separated by silica gel chromatography, and purified to obtain a purple-red solid product , the yield was 80%. 1 HNMR (CDCl 3 ): δ9.14(d,J=8.47Hz,2H),7.35–7.33(dd,J 1 =8.4Hz, J2=1.6Hz, 2H), 7.22(s, 2H), 6.39(s, 2H), 4.36–4.28(m, 8H), 3.82–3.79(m, 4H), 1.65-1.55(m, 4H), 1.43–1.24(m,12H), 0.98–0.86(m,6H). ...
Embodiment 2
[0073] Embodiment 2: the electrochemical synthesis of P (IDOD-EDOT) polymer electrochromic material
[0074] (1) Synthesis of IDOD-EDOT active precursor
[0075]
[0076] Under the condition of nitrogen protection, a certain proportion of 6,6'-dibromo-3,3'-bidocosindoledione, 2-tinbutyl-3,4 -Ethylenedioxythiophene, in catalyst Pd(PPh 3 ) 4 Under catalysis, it was condensed and refluxed at 110°C for 12 hours; after the reaction, the product was extracted three times with chloroform, dried with a small amount of anhydrous magnesium sulfate for 24 hours, and then the solvent was distilled off under reduced pressure, separated by silica gel chromatography, and purified to obtain a purple-red solid product , the yield was 88%. 1 HNMR (CDCl 3 ): δ9.01(d,J=8.47Hz,2H),7.35–7.33(dd,J 1 =8.4Hz,J 2 =1.6Hz,2H),7.22(s,2H),6.39(s,2H),4.36–4.28(m,8H),3.8–3.7(m,4H),1.65-1.55(m,4H),1.43– 1.24(m,36H),0.98–0.86(m,6H).
[0077] (2) Electrochemical polymerization of P(IDOD-EDOT) polymer...
Embodiment 3
[0086] Embodiment 3: Electrochemical synthesis of P (IDOH-Th) polymer electrochromic material
[0087] (1) Synthesis of IDOH-Th active precursor
[0088]
[0089] Under nitrogen protection conditions, a certain proportion of 6,6'-dibromo-3,3'-dihexylindoledione and 2-tinbutylthiophene were added to a three-necked flask filled with toluene solvent, and the catalyst Pd( PPh 3 ) 2 Cl 2 Under catalysis, it was condensed and refluxed at 110°C for 12 hours; after the reaction, the product was extracted three times with chloroform, dried with a small amount of anhydrous magnesium sulfate for 24 hours, and then the solvent was distilled off under reduced pressure, separated by silica gel chromatography, and purified to obtain a reddish-brown solid product , the yield was 65%. 1 H-NMR (CDCl 3 ): δ9.14(d,J=8.47Hz,2H),7.35–7.33(dd,J 1 =8.4Hz,J 2 =1.6Hz,2H),7.22(s,2H),6.39(s,2H),4.36–4.28(m,8H),3.8–3.7(m,4H),1.65-1.55(m,4H),1.43– 1.24(m,12H),0.98–0.86(m,6H).(eg Figure 9 shown...
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