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Water-alcohol-soluble pyridinium salt based on small organic molecules, and preparation method and application thereof

A pyridinium salt, water-alcohol-soluble technology, applied in the field of water-alcohol-soluble materials, to achieve the effect of improving physical properties and good solubility

Active Publication Date: 2013-01-30
GUANGDONG JUHUA PRINTING DISPLAY TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Up to now, most of the water-alcohol-soluble materials used in organic photoelectric devices have a molecular skeleton of neutral fluorene, benzene, carbazole, thiophene and other units, and most of their strong polar units are located on the side chains of the alkyl chains. , but there are few reports on the introduction of such materials containing strong polar groups into the main chain (skeleton) of the molecule

Method used

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  • Water-alcohol-soluble pyridinium salt based on small organic molecules, and preparation method and application thereof
  • Water-alcohol-soluble pyridinium salt based on small organic molecules, and preparation method and application thereof
  • Water-alcohol-soluble pyridinium salt based on small organic molecules, and preparation method and application thereof

Examples

Experimental program
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Embodiment 1

[0028] Step 1: Preparation of 1,4-dibromo-2,5-dimethylbenzene

[0029]

[0030] In a 500ml three-neck flask, add xylene (54ml, 0.44mol) and iron powder (0.53g, 9.46mmol), and stir at room temperature for 0.5 hours. Liquid bromine (46ml, 0.88mol) was slowly added dropwise through a constant-pressure dropping funnel, while the generated tail gas entered a saturated sodium hydroxide (NaOH) solution through a catheter. After the dropwise addition, a large amount of solids were precipitated in the reaction solution, and 70 ml of dichloromethane (CHCl 2 ) to dissolve and react overnight. Reaction finishes, and reaction solution is deep reddish brown, pours into 250 ml 20% potassium hydroxide aqueous solution to quench reaction, stirs 0.5 hour, separates liquids with separatory funnel, obtains organic phase, and aqueous phase is extracted 3 times with dichloromethane, The organic phases were combined, washed 3 times with saturated brine, dried over anhydrous magnesium sulfate, a...

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Abstract

The invention discloses a water-alcohol-soluble pyridinium salt based on small organic molecules, and a preparation method and an application thereof. According to the material, pyridinium is adopted as a frame; and through the changes upon connection units, molecular weight, pi-conjugacy and electrophilicity of the material can be adjusted. The chemical structure of the material is shown on the right. The preparation method comprises the steps that: p-xylene is adopted as an initial reaction raw material; a series of simple reactions are carried out; and under the effect of thionyl chloride, ring-closure salt-formation is carried out, such that a target compound is obtained. The material provided by the invention has a single structure, a definite molecular weight, good dissolubility, and good film forming property. The material can be used in modification layers of cathodes or anodes of organic photoelectric devices such as polymer electroluminescent diodes, organic solar cells, and the like.

Description

technical field [0001] The invention relates to the technical field of water-alcohol-soluble materials used in organic photoelectric devices, in particular to a water-alcohol-soluble pyridinium salt based on small organic molecules and an application thereof. Background technique [0002] In order to improve the efficiency and lifespan of organic photoelectric devices, in addition to optimizing the structure of the active layer, the development of water-alcohol-soluble interfacial modification materials, and the preparation of multilayer devices using the characteristics of solvent crossover with active layer materials have received great attention and Tremendous progress has been made. So far, such water-alcohol-soluble materials usually introduce neutral or charged highly polar units on the alkyl chains as side chains, which can interact with metal cathodes to form permanent interfacial dipoles , thereby reducing the energy barrier for electron injection into the active l...

Claims

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Application Information

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IPC IPC(8): C07D471/22H01L51/54H01L51/46
CPCY02E10/549
Inventor 苏仕健叶华曹镛
Owner GUANGDONG JUHUA PRINTING DISPLAY TECH CO LTD
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