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#-shaped grid spiro compounds and synthetic method thereof

A well-shaped and lattice snail technology, which is applied in the field of new-type well-shaped lattice snails and its synthesis, can solve the problems of inability to realize two-dimensional and three-dimensional extensions, and achieve the effect of regular structure

Inactive Publication Date: 2018-07-13
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] So far, the reported organic nanolattices such as the mouth grid, the Japanese grid, the windmill grid, and the diamond grid have only four active substitution sites, and can only achieve four-arm expansion, and because the active sites of these nanolattices Only in the horizontal direction, so only one-dimensional extension mode can be realized to form one-dimensional nanopolymers (Q.-Y.Feng, Y.-L.Han, M.-N.Yu, B.Li, Y.Wei, L.-H Xie and W.Huang, Chin.J.Polym.Sci, 2017, 35, 87-97), unable to achieve two-dimensional and three-dimensional extension

Method used

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  • #-shaped grid spiro compounds and synthetic method thereof
  • #-shaped grid spiro compounds and synthetic method thereof
  • #-shaped grid spiro compounds and synthetic method thereof

Examples

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example 1

[0068] Example 1: Preparation of well-shaped lattice snail I

[0069]

[0070] Set up a dry and anhydrous reaction device completely protected from light, and sequentially mix bipyridine (0.6g, 3.84mmol), Ni(COD) 2 (1g, 3.64mmol) into a dry two-necked flask, after sealing, add COD (0.5mL, 3.82mmol) and DMF solvent (12mL) with a syringe in sequence, and place the reaction device in a 70°C oil bath for half an hour under reflux ; Take synthon 1 (0.5g, 1.05mmol) and place it in a dry eggplant-shaped bottle and protect it with nitrogen, inject 120mL of toluene into the eggplant-shaped bottle with a syringe to dissolve 1, and pipette the solution to the reaction bottle after ultrasonically accelerated dissolution. The bath was heated up to 85°C, sealed and then refluxed and stirred for 3 days. After the reaction is completed, add water to quench, remove the Ni catalyst by suction filtration, extract with dichloromethane organic solvent, combine the dichloromethane extracts of t...

example 2

[0072] Example 2: Preparation of well-shaped lattice snail II

[0073]

[0074] Set up a dry and anhydrous reaction device completely protected from light, and sequentially mix bipyridine (0.20g, 1.28mmol), Ni(COD) 2 (0.4g, 1.45mmol) was added to a dry two-necked flask, and after sealing, COD (0.2mL, 1.53mmol) and DMF solvent (10mL) were added with a syringe in sequence, and the reaction device was placed in a 70°C oil bath and heated under reflux for half a day. hour; take synthon 2 (0.18g, 0.18mmol) and place it in a dry eggplant-shaped bottle and protect it with nitrogen, inject 50mL of toluene into the eggplant-shaped bottle with a syringe to dissolve 1, and pipette the solution into the reaction bottle after ultrasonically accelerated dissolution. The temperature of the oil bath was raised to 85° C., sealed and then refluxed and stirred for 3 days. After the reaction is completed, add water to quench, remove the Ni catalyst by suction filtration, extract with dichloro...

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Abstract

The invention discloses #-shaped grid spiro compounds and a synthetic method thereof, relates to two #-shaped grid spiro compounds, and belongs to the technical fields of preparation of organic photoelectric materials and nano materials. According to the two #-shaped grid spiro compounds, two different spirocyclic aromatic hydrocarbons are used as units to build modules, the modules are introducedinto organic nano-grids, and the closed-loop structure has the distinct characteristics of sharp edges and eight extended arms. Structural general formula (I) and (II) of the #-shaped grid spiro compounds are separately shown in the description. The #-shaped grid spiro compounds provided by the invention can be used as nodes for building grids or as units for building complex structures, the multi-dimensional extendibility provides a novel ideal for design of one-dimensional, two-dimensional and three-dimensional covalent nano-polymers, and the excellent optoelectronic properties have broad application prospects in the field of organic photoelectrons.

Description

technical field [0001] The invention relates to a new type of well-shaped lattice snail and a synthesis method thereof, specifically comprising two types of well-shaped lattice snails, and belongs to the field of organic photoelectric material preparation and nanotechnology. Background technique [0002] Organic closed cyclic compounds are a class of organic materials constructed of closed units, with special cavities and π-electron conjugated structures, which can self-assemble into highly ordered structures. It occupies an important position in the research fields of chemistry, organic electroluminescent devices and organic electronics, and has been highly concerned by chemists in recent years. At present, there are many problems in molecular design and synthesis of macrocyclic compounds. It is still challenging to construct soluble three-dimensional organic photoelectric frameworks through bottom-up synthesis. Macrocyclic molecules themselves have fewer electronic skeleto...

Claims

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Application Information

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IPC IPC(8): C07C1/28C07C13/72C07D493/22C09K11/06H01L51/54
CPCC09K11/06C07C13/72C07D493/22C09K2211/1088C09K2211/1011H10K85/625H10K85/6574
Inventor 解令海汪秀丽魏颖汤紫婧黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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