Preparation method of coumarins polymer semiconductor laser material

A technology of coumarins and laser materials, applied in the structure of the active region, etc., can solve the problems that plague the development of organic lasers and the difficulty of realizing organic lasers, and achieve excellent thermal stability, low preparation costs, and simple and controllable synthesis Effect

Active Publication Date: 2018-04-20
无锡佶达德光电子技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the high laser threshold of organic lasers under electrical pumping, electrically pumped organic lasers have been difficult to achieve, which has become a bottleneck problem that has plagued the development of organic lasers.

Method used

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  • Preparation method of coumarins polymer semiconductor laser material
  • Preparation method of coumarins polymer semiconductor laser material
  • Preparation method of coumarins polymer semiconductor laser material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] The preparation of coumarin polymer semiconductor laser material comprises the following steps:

[0028] (1) Preparation of 4-phenyl-7-hydroxycoumarin: add 40.0mmol resorcinol, 60.0mmol ethyl benzoylacetate and 4.0mmol sodium bisulfate monohydrate in the round bottom flask, mix well, Place in a microwave chemical reactor, install a reflux device, and heat intermittently under the condition of a power of 400W. TLC monitors the reaction process. After heating for 8 minutes, the resorcinol disappears, and the microwave heating is stopped. After cooling, add 80 mL of ice water to the reaction flask, stir, and disperse with ultrasonic waves, a large amount of blocky solids are precipitated, and the water is removed by suction filtration, and then recrystallized with 95% ethanol to obtain 7.08 g of dark green solids, with a yield of 70.9%.

[0029] MS (m / z): 238.2 (M+, 92.1%), 210.1 (100%), 181.2 (34.2%), 152.1 (26.3%), 76.1 (9.2%). R f (0.55, ethyl acetate:petroleum ether=...

Embodiment 2

[0040] The preparation of coumarin polymer semiconductor laser material comprises the following steps:

[0041] (1) Preparation of 4-phenyl-7-hydroxycoumarin: In the presence of sodium bisulfate monohydrate, resorcinol and ethyl benzoyl acetate were refluxed to obtain 4-phenyl-7-hydroxy Coumarin; wherein, the molar ratio of sodium bisulfate monohydrate, resorcinol and ethyl benzoylacetate is 0.15:1:1.5, and the reaction time is 15min;

[0042] (2) Preparation of acrylic acid-4-phenyl-7-hydroxycoumarin ester: in the presence of hydroquinone, 10 mL of acrylic acid and dichloromethylene chloride react to obtain acryloyl chloride; in the presence of triethylamine, 4- Phenyl-7-hydroxycoumarin reacts with acryloyl chloride to obtain acrylate-4-phenyl-7-hydroxycoumarin ester; wherein, in the preparation reaction of acryloyl chloride, the amount ratio of acrylic acid and dichlorohydrin is 50mmol : 10mL, the reaction temperature is 40°C, and the reaction time is 2h; in the preparation...

Embodiment 3

[0046] The preparation of coumarin polymer semiconductor laser material comprises the following steps:

[0047] (1) Preparation of 4-phenyl-7-hydroxycoumarin: In the presence of sodium bisulfate monohydrate, resorcinol and ethyl benzoyl acetate were refluxed to obtain 4-phenyl-7-hydroxy Coumarin; wherein, the molar ratio of sodium bisulfate monohydrate, resorcinol and ethyl benzoylacetate is 0.10:1:2, and the reaction time is 20min;

[0048] (2) Preparation of acrylic acid-4-phenyl-7-hydroxycoumarin ester: in the presence of hydroquinone, 10 mL of acrylic acid and dichloromethylene chloride react to obtain acryloyl chloride; in the presence of triethylamine, 4- Phenyl-7-hydroxycoumarin reacts with acryloyl chloride to obtain acrylate-4-phenyl-7-hydroxycoumarin ester; wherein, in the preparation reaction of acryloyl chloride, the amount ratio of acrylic acid and dichloromethylene chloride is 40mmol : 10mL, the reaction temperature is 50°C, and the reaction time is 1h; in the p...

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Abstract

The invention provides a preparation method of a coumarins polymer semiconductor laser material. The preparation method comprises the steps of preparing 4-phenyl-7-hydroxycoumarin, preparing 4-phenyl-7-hydroxycoumarin acrylate, preparing a coumarins polymer and the like. The invention further provides application of the coumarins polymer semiconductor laser material to a laser device. The materialprovided by the invention has the advantages of low preparation cost, simple and controllable synthesis, high yield and good solubility and also has relatively good thermal stability. The material provided by the invention has excellent thermal stabilization performance, film forming stability and low-threshold property, and low water and oxygen sensitivity and high luminous intensity when beingapplied to an organic laser device. The material has high luminous efficiency and mobility, so that the material has potential application value in the aspects of electric pumping organic semiconductor laser, organic electroluminescence and organic field-effect transistors.

Description

technical field [0001] The invention belongs to the field of laser materials, in particular to a coumarin polymer semiconductor laser material. Background technique [0002] Traditional lasers have many problems, such as solid-state lasers, which face problems such as crystal growth difficulties, high technical requirements, and high prices; laser glass generally needs to be melted under high temperature conditions, for different matrix materials and different laser working bands It also needs to remove OH groups and gas protection, the process conditions are harsh, and the production cost is high. At present, more carbon dioxide gas lasers are used. Although the power is high, the devices are bulky and bulky, which brings a lot of inconvenience to occasions that require miniaturized lasers. In recent years, inorganic semiconductor lasers have been developed rapidly and widely used, but there are also problems of high production costs. In view of the limitations in the per...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/30C08F212/32H01S5/36
CPCH01S5/36C08F212/32C08F220/30C08F220/302Y02E10/549
Inventor 陆知纬
Owner 无锡佶达德光电子技术有限公司
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