High sensitivity color-changing acetophenone substituent viologen compound and synthesis method thereof

Abstract

The invention discloses a high sensitivity color-changing acetophenone substituent viologen compound, which has a structural formula shown as the specification, wherein the molecular formula is C28H20N2O2Cl2. The synthesis steps include: (1) firstly taking a certain amount of 1, 2-bis(4-pyridine)ethylene and a certain amount of alpha-chloroacetophenone and mixing the two according to a molar ratio of 1:2.5 in a reaction bottle, and carrying out refluxing reaction at 90-120DEG C for 18-24h to obtain light yellow precipitate; (2) cooling the reacted light yellow precipitate to room temperature, performing centrifugation, and washing the precipitate with N, N-dimethylformamide (DMF), high purity water and acetone 4-6 times respectively, then conducting centrifugal separation, and carrying out vacuum drying for 6-9h, thus obtaining the acetophenone substituent viologen compound. The viologen compound provided by the invention has stable cations, and can further improve the sensitivity of electronic induction. The synthesis reaction adopted by the method provided by the invention has the characteristics of cheap raw materials, few side reaction, low solvent toxicity, simple operation, and high yield up to 60-70%, thus being suitable for mass production.

Description

technical field [0001] The invention relates to a high-sensitivity discoloration viologen compound with acetophenone substituent and a synthesis method thereof. Background technique [0002] In 1932, people discovered 1,1'-dimethyl-4,4'-bipyridine (DMP), which can display purple in its reduced state, and named it "viologen". Since then, N,N'-disubstituted-4,4'bipyridyl cation salts are collectively referred to as viologens. Viologen compounds have three forms of existence, that is, dications (V 2+ ), cationic radicals (V ·+ ) and electrically neutral molecules (V 0 ), among them, cationic radical (V ·+ ) show the same color as the dication (V 2+ ) displayed by the color or electrically neutral molecules (V 0 ) shows the color compared to the cationic radical (V ·+ ) has a significant color difference, due to cationic radicals (V ·+ ) has significant absorption in the visible region, and its color is generally dark purple, while its dications and neutral molecules sho...

AI Technical Summary

Problems solved by technology

In the field of organic color-changing materials, the color contrast is large and easy to modify, but the free diffusion or migration of cations in viologen compounds will cause the color displayed by the material to be unstable and not durable, and most viologen compounds can only change color. It occurs in a non-aqueous solution and an oxygen-free environment, which limits its application in a wider range of fields

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