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Novel alpha-aminoketone LED (light-emitting diode) initiator and a preparation method thereof

An aminoketone and initiator technology, which is applied in the field of new α-aminoketone LED initiators and their preparation, can solve the problems of poor initiation efficiency, easy sublimation of photoinitiator 907, and inability to meet the non-benzeneization of inks, and achieves satisfactory results. No benzene, high environmental efficiency, and the effect of solving volatilization and migration problems

Inactive Publication Date: 2019-06-18
孙建
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the initiators of α-aminoketone initiators commonly used in the industry, such as 907, 369, 379, 389, 307, etc., have poor initiation efficiency during LED light curing. For example, the solubility of photoinitiator 307 is low, and photoinitiator 907 exists The problem of easy sublimation cannot meet the requirement of no benzene in the ink

Method used

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  • Novel alpha-aminoketone LED (light-emitting diode) initiator and a preparation method thereof
  • Novel alpha-aminoketone LED (light-emitting diode) initiator and a preparation method thereof
  • Novel alpha-aminoketone LED (light-emitting diode) initiator and a preparation method thereof

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preparation example Construction

[0036] A preparation method of a novel α-aminoketone LED initiator, comprising the following steps:

[0037] Step (1): Friedel-Crafts reaction of the raw material and acid halide in an organic solvent under the catalysis of aluminum trichloride or zinc chloride to generate intermediate a, wherein the raw material is the general formula (Ⅲ):

[0038]

[0039] Or general formula (Ⅳ):

[0040]

[0041] Step (2): The intermediate a generated in step (1) undergoes a halogenation reaction with a halogen in an organic solvent to obtain an intermediate b, wherein the intermediate b is the general formula (Ⅴ):

[0042]

[0043] Or general formula (Ⅵ):

[0044]

[0045] Step (3): The intermediate b generated in step (2) reacts with the dehalogenating agent represented by the general formula (VII) in a solvent to obtain an α-aminoketone LED initiator, wherein the general formula (VII) is:

[0046]

[0047] Wherein general formula (III), general formula (IV) and general f...

Embodiment 1

[0051] Preparation of 2-methyl-2-methylsulfonyl-1-(4-methylthiophenyl)acetone

[0052]

[0053] Put 12.4g of sulfide anisole, 16g of anhydrous aluminum trichloride and 50ml of dichloromethane into a 100mL four-necked flask under nitrogen protection, start stirring and cool down to 0-5°C, slowly add 10.6g of isobutyryl chloride dropwise and Keep the temperature below 5°C, continue to react for 2 hours after the dropwise addition, then hydrolyze to separate the organic layer, add 20g of bromine to react for 1 hour, separate the unreacted bromine, add 17.8g of sodium p-toluenesulfinate, After stirring for 2 hours, the organic phase was separated by filtration, the solvent was evaporated and recrystallized with methanol to obtain 29.6 g of product with a purity of 98.6% and a yield of 85%.

Embodiment 2

[0055] Preparation of 2-methyl-2-methylsulfonyl-1-(4'-acetyldiphenylsulfide)acetone

[0056]

[0057] Put 22.8g of 4'-acetyl diphenyl sulfide, 16g of anhydrous aluminum trichloride and 50ml of dichloromethane into a 100mL four-necked flask under nitrogen protection, start stirring and cool down to 0-5°C, slowly add 10.6 g isobutyryl chloride and keep the temperature below 5°C, continue to react for 2 hours after the dropwise addition, then hydrolyze and separate the organic layer, add 20g of bromine and react for 1 hour, separate the unreacted bromine, add 17.8g of p-toluene Sodium sulfinate was stirred for 2 hours, and the organic phase was separated by filtration. The solvent was evaporated and recrystallized with methanol to obtain 37.1 g of product with a purity of 98.8% and a yield of 82%.

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Abstract

The invention provides a novel alpha-aminoketone LED (light-emitting diode) initiator. The novel alpha-aminoketone LED (light-emitting diode) initiator comprises the general formula (I) and the general formula (II) as shown in the figure (I) and the figure (II) in the specification, wherein R1 and R2 substituent groups are phenyl, C1-C6 linear alkyl, C1-C6 branched alkyl, C3-C6 cycloalkyl, a C4-C12 cycloalkyl alkyl, substituent-group-containing propionate groupd or substituent-group-containing phenyl. The LED (light-emitting diode) initiator initiates the photopolymerization reaction of an ethylenically unsaturated compound system under the irradiation of LED (light-emitting diode) light and has the characteristics of being energy-saving and high in environmental protection efficiency, meanwhile, the novel alpha-aminoketone LED (light-emitting diode) initiator thoroughly solves the volatilization and migration problems, in addition, benzene-containing groups generated by cracking of the initiator cannot be volatilized in a curing system, and the requirement that printing ink contains no benzene can be thoroughly met. The invention further provides a preparation method for the novelalpha-aminoketone LED (light-emitting diode) initiator.

Description

technical field [0001] The invention belongs to the technical field of organic chemistry, and in particular relates to a novel α-aminoketone LED initiator and a preparation method thereof. Background technique [0002] UV is also used as the abbreviation of radiation curing. UV is also UV ultraviolet light curing. It is cured by using medium and short waves (300-800 nanometers) in UV ultraviolet light. Stimulus changes to free radicals or cations, thereby initiating the process of polymerizing polymer materials (resins) containing active functional groups into insoluble / non-melting solid coating films. [0003] At present, the initiators of α-aminoketone initiators commonly used in the industry, such as 907, 369, 379, 389, 307, etc., have poor initiation efficiency during LED light curing. For example, the solubility of photoinitiator 307 is low, and photoinitiator 907 exists The problem of easy sublimation cannot meet the requirement of no benzene in the ink. Contents of...

Claims

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Application Information

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IPC IPC(8): C07C323/65C07C319/20C07C317/24C07C315/04C07C315/00C08F2/48
Inventor 孙建
Owner 孙建
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