Electrochromic copolymer containing dioxythiophene and 9, 9-spirobifluorene structure, preparation method of electrochromic copolymer and polymer film

A technology of polymer film and dioxythiophene, which is applied in the fields of instruments, optics, nonlinear optics, etc., can solve the problems that have not been reported on polymers

Active Publication Date: 2022-08-05
上海戎科特种装备有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, there are no reports of related polymers

Method used

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  • Electrochromic copolymer containing dioxythiophene and 9, 9-spirobifluorene structure, preparation method of electrochromic copolymer and polymer film
  • Electrochromic copolymer containing dioxythiophene and 9, 9-spirobifluorene structure, preparation method of electrochromic copolymer and polymer film
  • Electrochromic copolymer containing dioxythiophene and 9, 9-spirobifluorene structure, preparation method of electrochromic copolymer and polymer film

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] The preparation method of the electrochromic copolymer containing dioxythiophene and 9,9'-spirobifluorene structure is:

[0032] (1) Synthesis of 3,4-ethylenedithiothiophene

[0033] Dissolve 0.1 mol of 3,4-dimethoxythiophene, 0.15 mol of 1,2-ethanedithiol and 0.001 mol of p-toluenesulfonic acid-hydrate in 200 mL of toluene, place it in a 500 mL single-neck flask, and connect the tape Soxhlet extractor and condenser tube with molecular sieve. The reaction was stirred at reflux for 24 hours, then cooled to room temperature, poured into water, and the organic phase was collected by separation. The aqueous phase was extracted twice with 20 mL of dichloromethane. Pass through a silica gel column, the eluent is dichloromethane / n-hexane (1:1), and a white solid is obtained with a yield of 76%; 3 , δ, ppm): 3.24 (s, 4H), 6.99 (s, 2H).

[0034] (2) Synthesis of 2,5-dibromo-3,4-ethylenedithiothiophene

[0035] Dissolve 0.1 mmol of 3,4-ethylenedithiothiophene in 20 mL of chlo...

Embodiment 2

[0041] The polymer prepared in Example 1 was tested by solution spectrum and electrochemical performance. Dissolve the polymer in dichloromethane to prepare a concentration of 2*10 -4 mg / mL solution, the solution absorption curve is as follows figure 2 As shown, the polymer P(PRODOT-C20-4PH-EDTT) and P(PRODOT-C20-4PH-EDOT) solutions appear orange-yellow and orange-red, respectively. Through the test of UV-Vis spectrophotometer, the corresponding absorption peaks of the solution are at 434nm and 488nm, respectively.

[0042] Preparation of polymer film: Dissolve the polymer in chloroform to prepare a solution of 2 mg / ml, filter out the insoluble matter through a filter, then place it in a spray gun, control the air pressure to 2 MPa, and spray it on conductive glass. The absorbance of the film is about 0.8 , After spraying, put it in a vacuum drying box for drying at 40 degrees vacuum for use. A three-electrode system with a polymer membrane as the working electrode, a plat...

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Abstract

The invention provides an electrochromic copolymer containing dioxythiophene and a 9, 9 '-spirobifluorene structure, the molecular formula of the electrochromic copolymer comprises the following structure: A represents sulfur or oxygen, and m and n both represent the degree of polymerization and are integers between 8 and 100. The preparation method comprises the following steps: (1) adding 3, 4-dioxo-1, 3, 4-thiadiazole and The preparation method comprises the following steps: adding 2, 2 ', 7, 7'-tetrabromo-9, 9 '-spirobifluorene, 3, 4-dibromo ethylene dioxythiophene or 3, 4-dibromo ethylene dithio thiophene, N, N-dimethylacetamide, potassium carbonate, palladium acetate and pivalic acid into a single-mouth flask, carrying out air suction and exchange on the single-mouth flask by using nitrogen or argon, keeping an air exchange atmosphere, sequentially heating and reacting the mixture, cooling to room temperature, dropwise adding into methanol, and carrying out a reaction under the protection of nitrogen or argon so as to obtain a target product, namely the 2, 2', 7, 7 '-tetrabromo-9, 9'-spirobifluorene. Filtering and collecting orange red precipitates; and 2) placing the orange red precipitate in a fat extractor, sequentially dissolving and washing with methanol, n-hexane and chloroform, concentrating a chloroform washing solution, finally dropwise adding into methanol, filtering and collecting the precipitate, thereby obtaining the target product.

Description

[0001] The present invention generally relates to the technical field of electrochromism, and particularly relates to an electrochromic copolymer containing dioxythiophene and 9,9'-spirobifluorene structure, a preparation method thereof, and a polymer film. Background technique [0002] Electrochromic materials refer to materials whose optical properties change due to reversible redox reactions under the action of an external electric field. They have broad application prospects in the fields of smart windows, anti-glare rearview mirrors, and military smart camouflage. Generally, electrochromic materials include transition metal oxides, viologen small molecules, conductive polymers, etc. Among them, conductive polymers can be designed because of their structure, rich color transformation, high contrast, fast response rate, high coloring efficiency and good stability. It has become a research and application hotspot in the current electrochromic field. For a long time, the deve...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12G02F1/1516
CPCC08G61/126G02F1/15165C08G2261/124C08G2261/3243C08G2261/3242C08G2261/514C08G2261/54
Inventor 陶益杰张朝阳王义周建伟况国强张振东刘煜
Owner 上海戎科特种装备有限公司
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