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Fluorene polyfunctionality photoinitiator and preparation and applications thereof

A multifunctional, photoinitiator technology, which is applied in the preparation of carbon-based compounds, the preparation of organic compounds, and the preparation of carbonyl compounds by condensation. Excellent initiating activity, low migration, and excellent film-forming properties

Active Publication Date: 2017-06-23
CHANGZHOU TRONLY ADVANCED ELECTRONICS MATERIALS CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Traditional small molecule photoinitiators have excellent photosensitivity and solubility, but there are problems such as easy migration of photolytic fragments and high volatility in practical applications
Attempts have been made to address these deficiencies by increasing the molecular weight of the compound, but an increase in molecular weight usually reduces the photoinitiation effect

Method used

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  • Fluorene polyfunctionality photoinitiator and preparation and applications thereof
  • Fluorene polyfunctionality photoinitiator and preparation and applications thereof
  • Fluorene polyfunctionality photoinitiator and preparation and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038]

[0039] Step (1): Preparation of intermediate 1a

[0040]Add 97g of raw material 1a, 67g of aluminum trichloride, and 100mL of dichloromethane into a 500mL four-necked flask, drop the mixed solution of 54g of raw material 1b, that is, isobutyryl chloride and 50mL of dichloromethane in an ice-water bath, and control the temperature Below 10°C, drop it for about 2 hours, continue to stir for 2 hours after the drop, follow the liquid phase until the reaction is complete, then slowly pour the material into dilute hydrochloric acid made of 800g ice water and 100mL concentrated hydrochloric acid (37%), and add While stirring, pour it into a separatory funnel, separate the lower dichloromethane layer, and continue to wash the water layer with 50mL of dichloromethane, combine the dichloromethane layers, and wash the mixture with 5% aqueous sodium bicarbonate (300mL each time, 3 times) ) to clean the dichloromethane layer, then wash the dichloromethane layer with water until...

Embodiment 2

[0055]

[0056] Step (1): Preparation of Intermediate 2a

[0057] Add 106g of raw material 2a, 67g of aluminum trichloride, and 100mL of dichloromethane into a 500mL four-neck flask, drop the mixed solution of 54g of isobutyryl chloride and 50mL of dichloromethane in an ice-water bath, and control the temperature below 10°C After about 2 hours of dropwise addition, continue to stir for 2 hours after the dropwise addition, follow the liquid phase until the reaction is complete, then slowly pour the material into the dilute hydrochloric acid made of 800g of ice water and 100mL of concentrated hydrochloric acid, stir while adding, and then pour into the In the liquid funnel, separate the lower dichloromethane layer, and continue to wash the water layer with 50mL of dichloromethane, combine the dichloromethane layer, wash the dichloromethane layer with 5% aqueous sodium bicarbonate solution (300mL each time, 3 times), Then the dichloromethane layer was washed with water until t...

Embodiment 3

[0072]

[0073] Step (1): Preparation of Intermediate 3a

[0074] Add 111g of raw material 3a, 134g of aluminum trichloride, and 200mL of dichloromethane into a 1000mL four-neck flask, drop the mixed solution of 107g of isobutyryl chloride and 100mL of dichloromethane in an ice-water bath, and control the temperature below 10°C After about 2 hours of dropwise addition, continue to stir for 2 hours after the dropwise addition, and follow the liquid phase to complete the reaction, then slowly pour the material into the dilute hydrochloric acid made of 800g of ice water and 150mL of concentrated hydrochloric acid, stir while adding, and then pour into the divided In the funnel, separate the lower dichloromethane layer, and continue to wash the water layer with 100mL dichloromethane, combine the dichloromethane layers, and wash the dichloromethane layer with 5% aqueous sodium bicarbonate solution (300mL each time, 3 times). Then the dichloromethane layer was washed with water u...

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Abstract

The invention discloses a fluorene polyfunctionality photoinitiator represented by the formula (I). The compound has the advantages of simple synthesis, low cost, and good solubility. The application effect in a photo cured composition is good. Compared with a conventional micromolecular photoinitiator, the photo initiation activity is excellent, and the provided photoinitiator also has the advantages of low mobility, low odor, and yellowing resistance.

Description

technical field [0001] The invention belongs to the field of organic chemistry, and in particular relates to a fluorene-type multifunctional photoinitiator and its preparation, as well as the application of the initiator in the field of photocuring. Background technique [0002] Traditional small molecule photoinitiators have excellent photosensitivity and solubility, but there are problems such as easy migration of photolytic fragments and high volatility in practical applications. Attempts have been made to address these deficiencies by increasing the molecular weight of the compound, but an increase in molecular weight usually reduces the photoinitiation effect. [0003] Fluorene compounds have relatively large molecular weights, and their application in UV curing is well known in the art. If the advantages of fluorene compounds and traditional small molecule photoinitiators can be combined to make a multifunctional photoinitiator, it will not only reduce the migration o...

Claims

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Application Information

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IPC IPC(8): C07C49/83C07C205/45C07D295/108C07C45/64C07C201/12C08F2/48C09D4/06C09D4/02
CPCC07C45/46C07C45/63C07C45/64C07C49/83C07C201/12C07C205/45C07D295/108C08F2/48C09D4/06C07C49/792C07C49/813
Inventor 钱晓春胡春青于培培程如文
Owner CHANGZHOU TRONLY ADVANCED ELECTRONICS MATERIALS CO LTD
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