Synthesis of indolin spiropyran derivative with photochromic property and ion detection function

An indoline spiropyran derivative and ion detection technology are applied in the field of indoline spiropyran derivatives, and can solve the problems of inability to store information for a long time, poor thermophotochemical stability, short discoloration recovery time, etc., and achieve post-processing. Simple, productive, and compatible effects

Inactive Publication Date: 2018-12-11
NANJING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, the vast majority of indoline spiropyran compounds have poor thermal and photochemical stability as optical storage media, and the discoloration recovery time is short, and the recorded

Method used

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  • Synthesis of indolin spiropyran derivative with photochromic property and ion detection function
  • Synthesis of indolin spiropyran derivative with photochromic property and ion detection function
  • Synthesis of indolin spiropyran derivative with photochromic property and ion detection function

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Embodiment Construction

[0024] Preparation of 5'-bromo-1'-ethyl-3',3'-dimethyl-6-nitrospiro[benzopyran-2,2'-indoline]

[0025] The first step, the synthesis of 5-bromo-2,3,3-trimethyl-3H-indole

[0026]

[0027] 6.5g (29.5mmol) of 4-bromophenylhydrazine hydrochloride and 2.5g (29.5mmol) of 3-methyl-2-butanone were added to a 100mL three-necked flask, and under magnetic stirring, 50mL of acetic acid was added, Reflux reaction for 8h. After the reaction was completed, the acetic acid was distilled off, and the remaining liquid was treated with saturated NaHCO 3 The pH of the solution was adjusted to around 9. Partially extracted with ethyl acetate, the obtained organic phase was washed with anhydrous MgSO 4 Dry, filter off MgSO 4 And spin to dry the solvent to obtain 5-bromo-2,3,3-trimethyl-3H-indole crude product;

[0028] The second step, the synthesis of 5-bromo-1-ethyl-2,3,3-trimethyl-3H-indolium bromide

[0029]

[0030] 3.4g (14.4mmol) of 2,3,3-trimethylindole, 1.6g (14.9mmol) of ethy...

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Abstract

The invention relates to an indolin spiropyran derivative with photochromic property, ion detection function and thermal-photochemical stability. The indolin spiropyran derivative has a chemical structural formula shown in the attached figure. The indolin spiropyran derivative simultaneously has the photochromic property, ion detection function and thermal-photochemical stability. The invention discloses a preparation method of the indolin spiropyran derivative.

Description

technical field [0001] The present invention relates to an indoline spiropyran derivative with photochromic properties, ion detection function and thermal and photochemical stability at the same time. Background technique [0002] The discovery of photochromic phenomenon has a history of more than 100 years. The earliest report was Meer, who in 1876 discovered that the potassium salt of dinitromethane had a reversible change in color under the action of light. In 1899, Markward discovered that l,4-dihydro-2,3,4,4-tetrachloronaphthalene-1-one also had a reversible color change under the action of light, and called this phenomenon photochromic interconversion. . [0003] As a photochromic compound, indoline spiropyran is the most extensive and in-depth class of research. In 1952, Fisher and Hirsthberg discovered its photochromic phenomenon. In 1956, Hirstberg proposed that it can be used as a photochemical memory and a The possibility of variable-density optical shutters ha...

Claims

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Application Information

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IPC IPC(8): C07D491/107C09K9/02G01N21/33G01N21/78
CPCC07D491/107C09K9/02C09K2211/1029C09K2211/1088G01N21/33G01N21/78
Inventor 陆云严韩钟开亮
Owner NANJING UNIV
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