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Application of dithienyl ethylene-high-order naphthalene embedded benzene molecule in lossless reading

A dithienylethylene, non-destructive readout technology, applied in optical recording/reproduction, including reflection/absorption/color change reproduction, instruments, etc., can solve strong bistable fluorescence and low fluorescence On-off ratio, low fluorescence quantum yield, limited application, etc., to achieve high fluorescence on/off ratio, strong near-infrared fluorescence, and good reversibility

Active Publication Date: 2019-08-16
HUAZHONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But they all have certain disadvantages, such as low fluorescence quantum yield, low photostability, strong bistable fluorescence and low fluorescence switch ratio, dependence on polar solvents, etc., which will greatly limit their application in optical storage.

Method used

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  • Application of dithienyl ethylene-high-order naphthalene embedded benzene molecule in lossless reading
  • Application of dithienyl ethylene-high-order naphthalene embedded benzene molecule in lossless reading
  • Application of dithienyl ethylene-high-order naphthalene embedded benzene molecule in lossless reading

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0083] (1) Synthesis of compound TDI-4DTE

[0084] A near-infrared fluorescent molecular switch shown in formula (eight), wherein the substituent R 1 for R 2 is a hydrogen atom; R 3 for

[0085]

[0086] The preparation method of this molecule comprises the steps:

[0087] (1) 1-(5-bromo-2-methylthiophen-3-yl)-2-[5-(4-hexyloxyphenyl)-2-methylthiophen-3-yl]perfluorocyclopentane Synthesis of alkenes (compound A, structural formula shown in formula (A)).

[0088] Add 1,2-bis(5-bromo-2-methylthiophen-3-yl)perfluorocyclopentene (3.16g, 6mmol), 4-hexyloxyphenylboronic acid (1.23 g, 6mmol), anhydrous sodium carbonate (3.18g, 30mmol), water (12ml) and ethylene glycol dimethyl ether (DME, 48ml) were stirred with a magnetic force, nitrogen gas was blown into the mixture for 20min to fully remove the solvent and the reaction system of oxygen. Then add the zero-valent palladium catalyst Pd(PPh 3 ) 4 (0.34g, 0.30mmol), immediately use a double-row tube to carefully evacuate...

Embodiment 2

[0118] The near-infrared fluorescent molecular switch shown in formula (eight) was synthesized according to the steps of the preparation method in Example 1, wherein the substituent R 1 for R 3 for

[0119]

[0120] The molecule was made into a thin film and used for lossless readout, and it was found that the molecule can be used as a near-infrared fluorescent molecular switch for lossless readout.

Embodiment 3

[0122] for molecules

[0123]

[0124] where R1 is R 3 for

[0125] The molecule was made into a thin film and used for lossless readout, and it was found that the molecule can be used as a near-infrared fluorescent molecular switch for lossless readout.

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Abstract

The invention belongs to the technical field of new materials, and particularly relates to an application of dithienyl ethylene-high-order naphthalene embedded benzene molecule in lossless reading. The dithienyl ethylene-high-order naphthalene embedded benzene molecule comprises a high-order naphthalene embedded phenyl group and a dithienyl vinyl group which are in non-conjugate connection, the number of the high-order naphthalene embedded benzene is one, and the number of the dithienyl vinyl group is one or more, wherein the high-order naphthalene embedded phenyl group is a fluorophore, and the dithienyl vinyl group is a photochromic unit and is used for controlling the luminescence and quenching of the fluorophore. The near-infrared fluorescent molecular switch has extremely strong near-infrared fluorescence, a relatively high fluorescence on / off ratio and good reversibility and fatigue resistance, and a PET mechanism proves that the fluorescence quenching of TDI-4DTE is complete.

Description

technical field [0001] The invention belongs to the technical field of new materials, and more specifically relates to the application of dithienylethylene-higher-order rylene molecules in non-destructive readout. Background technique [0002] In recent years, photochromic molecules have attracted extensive attention due to their potential applications in optical memory, molecular switches, and super-resolution imaging. Among various photochromic molecules, diarylethene (DTE)-based photochromic derivatives have been extensively studied for their thermal bistability and anti-fatigue properties. Lossless readout capability is an indispensable performance of optical memory. To achieve lossless readout, several methods have been proposed, such as infrared absorption readout, optical rotation readout, supramolecular conformational change readout, etc. While some of them can achieve lossless readout, their inherent sensitivity, stability, and efficiency limitations hinder their ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G11B7/005G11B7/245G11B7/246C07D471/06C09K11/06
CPCC07D471/06C09K11/06C09K2211/1007C09K2211/1029C09K2211/1092G11B7/0052G11B7/245G11B7/246G11B2007/24624
Inventor 李冲熊凯朱明强谢诺华
Owner HUAZHONG UNIV OF SCI & TECH
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