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Method for regulating and controlling performance of rhodamine B-based photochromic material by metal ions and application

A technology of photochromic materials and metal ions, applied in the direction of color-changing fluorescent materials, 2/12 group organic compounds without C-metal bonds, chemical instruments and methods, etc., to achieve excellent reversible photoresponse performance and good fatigue resistance Effect

Pending Publication Date: 2020-05-12
HENAN UNIVERSITY OF TECHNOLOGY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, to the best of our knowledge, studies on the regulation of photochromic properties by metal ions are still rarely reported.
Therefore, it is still challenging to develop multifunctional photochromic systems that can regulate photochromic properties through metal ions.

Method used

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  • Method for regulating and controlling performance of rhodamine B-based photochromic material by metal ions and application
  • Method for regulating and controlling performance of rhodamine B-based photochromic material by metal ions and application
  • Method for regulating and controlling performance of rhodamine B-based photochromic material by metal ions and application

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Experimental program
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Effect test

Embodiment 1

[0044] The preparation of embodiment 1L-Zn, L-Ni, L-Hg complex

[0045] (1) Synthesis of 2,4-dihydroxybenzaldehyde rhodamine B-acylhydrazone Schiff base (L):

[0046] Rhodamine B (8mmol) and hydrazine hydrate (40mmol) were used as raw materials and refluxed in 30mL of absolute ethanol for 6h to obtain rhodamine B hydrazide.

[0047] Rhodamine B hydrazide (4 mmol) was dissolved in 60 mL of absolute ethanol solvent. 2,4-Dihydroxybenzaldehyde (5 mmol) was added, and the mixture was stirred and refluxed at 80° C. for 2 hours. The reacted mixture was concentrated to about 15 mL under reduced pressure, and stood at 4°C for 2 hours to form a pink precipitate. After the precipitate was filtered, it was washed three times with 10 mL of absolute ethanol. Finally, it was dried under reduced pressure to obtain pink solid L (1.50 g, yield 65%).

[0048] Carry out solid L 1 HNMR and 13 C NMR analysis, the results are as follows: 1 HNMR (600MHz, DMSO-d 6 )δ(ppm):10.54(s,1H),9.02(s,1H...

Embodiment 2

[0051] The binding mode of embodiment 2L and metal ion

[0052] To understand how different metal ions bind to L, we performed UV-Vis titration experiments. Such as figure 2 As shown, Zn(II), Ni(II), Hg(II) and other metal ions can increase the absorbance of L in the visible region, and the absorption bands are concentrated around 410nm, 421nm and 558nm. The results showed that the ligand formed new ligands (L-Zn, L-Ni, L-Hg) with Zn(II), Ni(II) and Hg(II). According to the absorbance titration data of metal ions and L, the metal-ligand ratio can be obtained:

[0053]

[0054] Where A is the absorbance of the ligand to the metal ion, A 0 is the absorbance of the ligand without metal ions, A max is the absorbance of the ligand when the metal ion is excessive, K is the association constant, n is the stoichiometric number of the ligand and the metal ion complex, and [M] represents the concentration of the metal ion.

[0055] Depend on figure 2 (b), figure 2 (d), fi...

Embodiment 3

[0056] Example 3 Effects of different metal ions on the photoabsorption and fluorescence of L

[0057] The influence of metal ions on the photoresponse behavior of L was evaluated by measuring the absorption of L-M before and after ultraviolet light irradiation. Such as image 3 As shown, before UV irradiation, L-Zn and L-Ni have no absorption above 470 nm. While unirradiated L-Hg exhibited a weaker absorption band at 556 nm. Interestingly, Zn(II) and Ni(II) can induce strong absorption peaks around 556 nm after UV irradiation. At the same time, the weak absorption peak observed in unirradiated L-Hg also showed a clear enhancement (Table 1). These changes in absorbance and image 3 The observed color changes are consistent from colorless to purple. Before ultraviolet light irradiation, L-Zn is almost colorless, and L-Ni is light yellow due to the obvious absorbance below 470nm. L-Hg is pink due to its absorbance at 556nm. Under the irradiation of ultraviolet light, the ...

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Abstract

The invention relates to a method for regulating and controlling performance of rhodamine B-based photochromic material by metal ions and application, and belongs to the technical field of photochromic materials. The invention provides a photochromic system based on rhodamine B, wherein the performance of the system can be easily adjusted through metal ions Zn (II), Ni (II) and Hg (II); the metalions endow the complex with similar photochromic properties to L-Zn, L-Ni and L-Hg, but fluorescence changes are obviously different, and under ultraviolet irradiation, Zn (II), Ni (II) and Hg (II) respectively cause the three responses of off / no change / on on the fluorescence. Therefore, different logic gates are designed by simply changing the input of metal ions and ultraviolet light according to obviously different ultraviolet absorption and fluorescence characteristics induced by the metal ions to a rhodamine B-based photochromic system.

Description

technical field [0001] The invention relates to a performance control method and application of metal ions on rhodamine B-based photochromic materials, and belongs to the technical field of photochromic materials. Background technique [0002] Photochromism is the reversible change between two different states of a substance, at least one of which is caused by the radiation of light. After the photochromic material is irradiated by a certain electromagnetic wave, its absorption spectrum changes significantly, which in turn causes its body color to appear as another color, and then after being irradiated again by another wavelength of electromagnetic wave, the photochromic material changes again. Return to original body color. [0003] A photochromic material is a material that can undergo physical or chemical changes when exposed to light. Due to their light-controllable properties, photochromic materials have attracted extensive attention in the construction of molecular ...

Claims

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Application Information

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IPC IPC(8): C09K9/02C07F3/06C07F15/04C07F3/14
CPCC09K9/02C07F3/003C07F3/14C07F15/045C09K2211/187C09K2211/188
Inventor 李媛媛李恺何娟冯子宁李雅静金文慧刘慧莹
Owner HENAN UNIVERSITY OF TECHNOLOGY
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