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Dihelicene functional molecular material of X-type heterocyclic perylene aromatic hydrocarbon, as well as preparation and application thereof

A technology of functional molecules and double helicenes, which is applied in the field of optoelectronic molecular materials, can solve the problem of not having both optical performance and transmission performance, and achieve the effect of broad development space.

Active Publication Date: 2019-04-09
HUNAN UNIV
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Problems solved by technology

[0004] In order to solve the technical deficiencies such as optical quenching in existing perylene compounds, such that optical properties and transmission properties cannot be achieved at the same time, the present invention provides a bihelicene functional molecule of X-type heterocondensed perylene arene, aiming at constructing a new Multifunctional Molecular Materials

Method used

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  • Dihelicene functional molecular material of X-type heterocyclic perylene aromatic hydrocarbon, as well as preparation and application thereof
  • Dihelicene functional molecular material of X-type heterocyclic perylene aromatic hydrocarbon, as well as preparation and application thereof
  • Dihelicene functional molecular material of X-type heterocyclic perylene aromatic hydrocarbon, as well as preparation and application thereof

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Experimental program
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Effect test

Embodiment 1

[0078] Synthesis of formula 1-A-1:

[0079] Add compound Per-4Br (in formula 3-A, R1~R4 is n-butoxy group) in dioxane, add 2-methylthiophenylboronic acid (1.2 equivalents), Pd ( dppf)Cl 2 (0.02 equivalent) and the reaction solvent (a mixed solvent of dioxane and water with a volume ratio of 5:1) carried out the Suzuki reaction at 85°C (±5°C), and the reaction was monitored by thin-layer chromatography. After the reaction Purification of the residue by silica gel chromatography, or by recrystallization, affords the intermediate product of Equation 1.

[0080] Add the product obtained above, chloroform, acetic acid and propylene oxide into an eggplant-shaped bottle, slowly add iodine solution (10 equivalents) dropwise after cooling to zero degrees Celsius, and then heat the reactant to 55°C (±5°C), and react For several hours, the reaction was monitored by thin-layer chromatography. After the reaction, the reaction was quenched with sodium bicarbonate, and the post-treatment w...

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Abstract

The invention belongs to the field of photoelectric materials, and particularly discloses a dihelicene functional molecular material of X-type heterocyclic perylene aromatic hydrocarbon, as well as apreparation method and application method thereof. According to the preparation method, perylene and a conjugated system are condensed in a three-dimensional space, the dihelicene functional molecularmaterial of X-type heterocyclic perylene aromatic hydrocarbon is constructed by a heterocycle mode, the pi electron conjugated structure and physical property of a conjugated molecule are regulated,so that the dihelicene functional molecular material is a multifunctional integrated organic molecular material with solid fluorescence, charge transfer, chiral light absorption and chiral circularlypolarized luminescence. The dihelicene functional molecular material can be applied to electronic devices, chiral optical elements and the like for multifunctional materials.

Description

technical field [0001] The invention relates to the field of functional molecular materials, in particular to molecular materials with photoelectric properties Background technique [0002] Multifunctional organic materials are a class of organic small molecules, supramolecules, and polymers with unique physical and chemical properties. It includes a wide range of materials and has become the most promising artificial material. Since the 1970s, the research on optoelectronic multifunctional materials based on organic molecules has attracted much attention and has become a research hotspot in the fields of chemistry and materials science. Among them, polycyclic aromatic hydrocarbons (PAHs) can be used as organic multifunctional materials with unique photoelectric properties due to their relatively π-conjugated skeletons, rigid planar structures and strong intermolecular π-π interactions. Value. Among the numerous conjugated molecular materials, polycyclic aromatic hydrocarb...

Claims

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Application Information

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IPC IPC(8): C07D495/22C09K11/06
CPCC07D495/22C09K11/06C09K2211/1092
Inventor 曾泽兵黄婷婷李波谢胜王燕培
Owner HUNAN UNIV
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