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A kind of spin cross-fluorescence bifunctional complex, preparation method and application thereof

A technology of spin crossing and complexes, which is applied to iron group organic compounds without C-metal bonds, iron organic compounds, organic chemical methods, etc., can solve the problem that the single crystal structure of spin crossing units is not determined and cannot be well formed. Determine the relationship between structure and performance, etc., to achieve non-contact detection, to facilitate the study of the relationship between structure and performance, and to clarify the relationship between structure and performance

Active Publication Date: 2019-11-26
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Similarly, since the single crystal structure of the selected spin crossing unit has not been determined, the relationship between its structure and properties cannot be well determined

Method used

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  • A kind of spin cross-fluorescence bifunctional complex, preparation method and application thereof
  • A kind of spin cross-fluorescence bifunctional complex, preparation method and application thereof
  • A kind of spin cross-fluorescence bifunctional complex, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] (1) Preparation of L1:

[0038] Add 1.20 mmol of triphenylamine monoformaldehyde and 1.00 mmol of 3,5-dipyridine-4-amino-1,2,4-triazole into a 100 ml three-necked round-bottomed flask containing 20 ml of methanol. Under magnetic stirring, slowly heat to 85°C, and when all raw materials are completely dissolved, slowly add 3 drops of glacial acetic acid dropwise. After stirring at 85°C for 6h, the reaction was stopped. The resulting reaction solution was cooled to room temperature, and a bright yellow precipitate precipitated out, filtered, washed with methanol three times, and dried to obtain L1 with a yield of 65%. MS (ES-API) C 31 h 23 N 7 m / z:494.2[M+H] +. 1 H NMR (400MHz, CD 3 CN) δ8.58(d, J=4.8Hz, 2H), 8.56(s, 1H), 8.11(d, J=7.9Hz, 2H), 7.92(td, J=7.8, 1.8Hz, 2H), 7.58 (d, J = 8.8Hz, 2H), 7.44–7.36 (m, 6H), 7.22–7.17 (m, 6H), 6.93 (d, J = 8.8Hz, 2H).

[0039]

[0040] (2) Fe(SO 4 ) 2 4H 2 An aqueous solution of O (0.10 mmol) was added to a methanol s...

Embodiment 2

[0043] (1) Compound L1 was prepared according to the method of Example 1;

[0044] (2) Fe(SO 4 ) 2 4H 2 An aqueous solution of O (0.10 mmol) was added to a methanol solution of KSeCN (0.20 mmol) in the presence of ascorbic acid, and Fe(NCSe) was obtained by filtration. 2 solution, the prepared Fe(NCSe) 2 The solution was slowly added to the DMF solution of L1 (0.20 mmol), stirred at room temperature for 2 h, and the reaction was completed to obtain a clear reaction solution;

[0045] (3) The obtained clear reaction liquid was placed in diethyl ether vapor, after 17 days, red blocky crystals were precipitated, filtered and dried to obtain complex 2 with a yield of about 55%.

Embodiment 3

[0047] (1) Preparation of L2:

[0048] Add 1.20 mmol of 9-anthracenecarbaldehyde and 1.00 mmol of 3,5-dipyridine-4-amino-1,2,4-triazole into a 100 ml three-necked round bottom flask containing 20 ml of methanol. Under magnetic stirring, slowly heat to 85°C, and when all raw materials are completely dissolved, slowly add 3 drops of glacial acetic acid dropwise. After stirring at 85°C for 6h, the reaction was stopped. The resulting reaction solution was cooled to room temperature, and a yellow precipitate precipitated out. It was filtered, washed with methanol three times, and dried to obtain L2 with a yield of 54%. MS (ES-API) C 27 h 18 N 6 m / z:427.2[M+H] + .

[0049]

[0050] (2) Fe(SO 4 ) 2 4H 2 An aqueous solution of O (0.10 mmol) was added to a methanol solution of KSCN (0.20 mmol) in the presence of ascorbic acid, and filtered to obtain Fe(NCS) 2 solution, the prepared Fe(NCS) 2 The solution was slowly added to the DMF solution of L2 (0.20 mmol), stirred at r...

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Abstract

The invention discloses a spin crossover-fluorescent difunctional complex as well as a preparation method and application thereof. The spin crossover-fluorescent difunctional complex has a structural formula (I): FeL2(NCX) 2 (I), in the formula (I), NCX is selected from NCS or NCSe; L is selected from one of L1, L2, L3 or L4. The spin crossover-fluorescent difunctional complex has a specific single crystal structure, high thermal stability, relatively intense fluorescent emission and spin crossover behavior of heat and light induction; by virtue of a synergistic effect of spin crossover and fluorescence, the intensity of a fluorescent signal can be controlled by means of heat or light radiation, and infinite possibilities can be provided for later application of fluorescence thermometers and light switches. The complex disclosed by the invention is prepared by using coordinate bonds with the combination of spin crossover centers and fluorescent ligand, and by using a diethyl ether diffusion method. The preparation method is simple and easy to operate, the yield is high, the crystal purity is high, the chemical property of functional materials is stable, and the large-scale popularization and application can be easy.

Description

technical field [0001] The invention relates to a spin cross-fluorescence bifunctional complex, a preparation method and application thereof. Background technique [0002] Molecular magnets are a new class of materials constructed by the directional assembly of metal ions and organic ligands through coordination bonds. Compared with traditional oxide or alloy magnets, molecular magnets have the advantages of orderly and controllable structure, clear magnetic structure-activity relationship, and easy compound regulation. Applications such as information storage and magnetic sensors provide huge opportunities and space. [0003] As a kind of molecular magnets, spin crossed materials have attracted great attention of researchers because they can exhibit spin bistability at room temperature. Depending on the ligand field strength of the ligand and the intermolecular interaction, the spin-crossing bistability can exist in a certain temperature range. The bistability of spin cr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/02C09K11/06G02F1/00G02F1/01G01K11/00
CPCC07B2200/13C07F15/025C09K11/06C09K2211/1029C09K2211/1059C09K2211/187G01K11/00G02F1/009G02F1/0147
Inventor 刘涛王俊丽刘强吕小进
Owner DALIAN UNIV OF TECH
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