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US-12622871-B2 - DNA-based electrochromic hydrogel and electrochromic device comprising same

US12622871B2US 12622871 B2US12622871 B2US 12622871B2US-12622871-B2

Abstract

The present disclosure relates to DNA-based electrochromic hydrogels and a device comprising the same. An electrochromic hydrogel containing DNA and a bipyridine-based compound and an electrochromic device including the same rapidly and stably change color at a low voltage and may exhibit high electrochromic efficiency.

Inventors

  • Jong Bum Lee
  • Hyunsu Jeon
  • Yong Min Kim
  • Hong Chul MOON

Assignees

  • UNIVERSITY OF SEOUL INDUSTRY COOPERATION FOUNDATION

Dates

Publication Date
20260512
Application Date
20221206

Claims (3)

  1. 1 . An electrochromic hydrogel comprising: a DNA and bipyridine-based compounds, and wherein the bipyridine-based compound is represented by the following Chemical Formula 1: in the Chemical Formula 1, R1 and R2 are straight chain or branched chain alkyl groups of C6 to C8, respectively.
  2. 2 . The method of claim 1 , wherein the mole ratio of the DNA to the bipyridine-based compound is 1˜3:1.5˜3, and the number of moles of DNA is based on base pairs.
  3. 3 . The method of claim 1 , wherein the electrochromic hydrogel further comprises an oxidizing species.

Description

TECHNICAL FIELD The present disclosure relates to DNA-based electrochromic hydrogels and an electrochromic device comprising the same. Electrochromic hydrogels and an electrochromic device comprising the same including DNA and bipyridine-based compounds may quickly and stably discolor at low voltages and exhibit high electrochromic efficiency. BACKGROUND DNA denatures into single strands at a temperature above a certain level, and hybridization and denaturation of DNA occur reversibly depending on the temperature. DNA has excellent reversible denaturation and biocompatibility and is studied as a material such as nanoparticles and hydrogels in the fields of tissue engineering and drug delivery. The base pairs that make up DNA are relatively hydrophobic, so hydrophobic molecules that can interact with them can bind in major or minor grooves, or between base pairs. The hydrophobic molecule is called a DNA intercalator, and methods of fluorescently labeling DNA or inhibiting cancer cells using them have been studied. However, the study uses the function of the intercalator itself or the effect on cell division and has not been disclosed for electrochromic hydrogels and an electrochromic device comprising the same formed by combining DNA and intercalators. (Patent Document 1) Korean Patent Registration Publication No. 10-1599191 (Feb. 24, 2016) SUMMARY The present disclosure provides an electrochromic hydrogel containing DNA and a bipyridine-based compound and an electrochromic device including the electrochromic hydrogel as a chromic layer. One aspect provides an electrochromic hydrogel comprising DNA and bipyridine-based compounds. The average molecular weight of the DNA is not particularly limited, for example, 1000 to 2 million, 5000 to 2 million, 10,000 to 2 million, 100,000 to 2 million, 500,000 to 2 million, 1 million to 2 million, 1 million to 1.5 million, or about 1.3 million. The average base pairs of the DNA are not particularly limited, for example, 100 to 3000 bp, 500 to 3000 bp, 1000 to 3000 bp, 100 to 2500 bp, 500 to 2500 bp, 1000 to 2500 bp, or about 2000 bp. According to one embodiment, the bipyridine-based compound may be represented by the following Chemical Formula 1. In Chemical Formula 1, R1 and R2 may be straight chain or branched chain alkyl groups of C4 to C10, C5 to C9, or C6 to C8, respectively. The bipyridine-based compound is a material that changes color according to the oxidation/reduction state, for example, it may be a material that is reduced and discolored when a current flows and oxidized and depigmented when the current is blocked. The bipyridine-based compound may bind (intercalate) to DNA, and when mixed with DNA and heated above the melting temperature (Tm) of DNA, the DNA may be aggregated to form a hydrogel. The bipyridine-based compound may be N,N′-alkyl-4,4′-bipyridine-based compound or Viologen. The N,N′-alkyl-4,4′-bipyridine-based compound or viologen is, for example, dimethylviologen (N, N′-dimethyl-4,4′-bipyridinium dichloride), diethyl viologen (N,N′-diethyl-4,4′-bipyridinium dichloride), dipropyl biologen (N,N′-dipropyl-4,4′-bipyridinium dichloride), dibutyl viologen (N,N′-dibutyl-4,4′-bipyridinium dichloride), dipentyl viologen (N,N′-dipentyl-4,4′-bipyridinium dichloride), dihexyl viologen (N,N′-dihexyl-4,4′-bipyridinium dichloride), diheptyl viologen (N,N′-diheptyl-4,4′-bipyridinium dichloride, DHV), or dibenzyl viologen (N,N′-dibenzyl-4,4′-bipyridinium dichloride, DBV). According to one embodiment, the diethyl viologen (DEV) having two carbon numbers of the substituent did not agglomerate smoothly due to the short length of the alkyl group, and DDV (didodexyl viologen), which has 12 carbons atoms in the substituent, had an excessively long length of the alkyl group and low water solubility, making it difficult to react with DNA. In addition, DBV (dibenzyl viologen) caused an aggregation reaction with DNA, but the formed gel was not sufficiently aggregated. Therefore, in order to prepare the DNA hydrogel of the present disclosure, it is important to use a viologen substituted with an alkyl group that can be soluble in water and have sufficient binding force, bipyridine-based compounds substituted with straight or branched chain alkyl groups of C4 to C10, C5 to C9, C6 to C8 may be optimal as DNA aggregaters. According to one embodiment, the molar ratio of the DNA base pair and the bipyridine-based compound may be 1˜3:1.5˜3, or 1:1. According to one embodiment, the electrochromic hydrogel may further comprise an oxidizing species (oxidizing agent). The oxidizing species includes, for example, hypochlorous acid; hypochlorite such as sodium hypochlorite, potassium hypochlorite, and calcium hypochlorite, etc.; alkyl hypochlorite such as methyl hypochlorite, and t-butyl hypochlorite, etc.; ferrocyanide such as potassium ferrocyanide, sodium ferrocyanide, and calcium ferrocyanide, etc.; permanganate such as potassium permanganate, sodium permanganate, and calcium perm