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A kind of quaternary phosphonium salt modified mercaptan with self-catalysis activity, preparation method and ultra-high refractive index optical resin material prepared therefrom

An optical resin, refractive index technology, applied in the fields of organic chemistry, chemical instruments and methods, compounds of Group 5/15 elements of the periodic table, etc., can solve the problems of slowness, uneven texture, etc., achieve high optical properties, control curing rate, etc. Effect

Active Publication Date: 2021-07-30
SHANDONG EFIRM BIOCHEMISTRY & ENVIRONMENTAL PROTECTION CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The use of self-catalytically active quaternary phosphonium salt-modified mercaptans avoids many problems in the prior art, and with the specific content of each component, it can achieve self-catalytic and slow and gentle curing, which greatly improves the finished product of optical materials. Its application in optical resin materials can better solve problems such as uneven texture and white turbidity, promote industrial production, and improve the development of the national economy.

Method used

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  • A kind of quaternary phosphonium salt modified mercaptan with self-catalysis activity, preparation method and ultra-high refractive index optical resin material prepared therefrom
  • A kind of quaternary phosphonium salt modified mercaptan with self-catalysis activity, preparation method and ultra-high refractive index optical resin material prepared therefrom
  • A kind of quaternary phosphonium salt modified mercaptan with self-catalysis activity, preparation method and ultra-high refractive index optical resin material prepared therefrom

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0082] A self-catalytic active quaternary phosphonium salt modified thiol: (3,6-dithio) octylthiol-triphenylphosphonium bromide The preparation method is as follows:

[0083] In a 250ml four-necked flask, 50g of vinyltriphenylphosphonium bromide, 146g of solvent water, 1.46g of potassium bicarbonate, 0.073 of tetrabutylammonium bromide phase transfer catalyst, 2,2'-thiobis( ethanethiol) 23g, control the reaction temperature at 35°C, monitor the content of mercapto compound during the reaction, when the content is below 3%, stop the reaction, the reaction time is 3 hours, cool down to 10°C, and filter to obtain white crystals Powder 56.7g, productive rate is 80%; Its infrared spectrogram is as figure 1 As shown, its structural formula is as follows:

[0084]

[0085] The method for preparing an ultra-high refractive index optical resin material using it, the specific steps are as follows:

[0086] (1) At 20°C, add 0.1g of UV absorber UV-324, 0.1g of dibutyl phosphate, 0.1g...

Embodiment 2

[0090] A kind of self-catalytic active quaternary phosphonium salt modified mercaptan: the preparation method of (3-thio) hexanethiol-tri-n-butylphosphonium bromide is as follows:

[0091] In a 250ml four-necked flask, add vinyl tri-n-butylphosphonium bromide 50g, solvent water 138g, potassium bicarbonate 1.38g, tetrabutylammonium bromide phase transfer catalyst 0.069g, propanedithiol 19g, control The reaction temperature is 30°C. During the reaction, the content of the mercapto compound is monitored. When the content is below 3%, the reaction is terminated. At this time, the reaction time is 3.5 hours, cooled to 5°C, and filtered to obtain 56g of white crystalline powder with a yield of 83 %, its infrared spectrum as figure 2 As shown, its structural formula is as follows:

[0092]

[0093] The method for preparing an ultra-high refractive index optical resin material using it, the specific steps are as follows:

[0094] (1) At 20°C, add 0.1g of UV absorber UV-324, 0.1g...

Embodiment 3

[0098] A self-catalytic active quaternary phosphonium salt modified mercaptan: [1,2-dithio (2-mercapto)-3-thio] pentane-triphenylphosphonium bromide The preparation method is as follows:

[0099] In a 250ml four-necked flask, 40g of vinyltriphenylphosphonium bromide, 100g of solvent water, 1.42g of potassium bicarbonate, 0.071g of tetrabutylammonium bromide phase transfer catalyst, 2,3-bis(2- Mercaptoethylthio)-3-propane-1-mercaptan 31.1g, control the reaction temperature 50°C, monitor the content of mercapto compound during the reaction, when the content is below 3%, stop the reaction, the reaction time is 4h now, Cool down to 5°C, filter to obtain 51.8g of white crystalline powder, the yield is 76%, and its infrared spectrum is as follows: image 3 As shown, its structural formula is as follows:

[0100]

[0101] The method for preparing an ultra-high refractive index optical resin material using it, the specific steps are as follows:

[0102] (1) At 20°C, add 0.1g UV a...

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Abstract

The invention belongs to the field of macromolecular materials, and relates to a quaternary phosphonium salt-modified mercaptan with autocatalytic activity, a preparation method and an ultra-high refractive index optical resin material prepared therefrom. The quaternary phosphonium salt-modified thiol provided is , which can realize self-catalysis and slow and gentle curing effect. It is used as a monomer, which can not only play a catalytic role, but also participate in reaction polymerization. It can not only control the curing rate, but also be environmentally friendly. The prepared ultra-high refractive index optical The material not only has high optical properties, but also solves the optical performance problems such as white turbidity and uneven texture in the existing production.

Description

technical field [0001] The invention relates to the field of polymer materials, and specifically provides a self-catalyzed quaternary phosphonium salt-modified mercaptan, a preparation method and an ultra-high refractive index optical resin material prepared therefrom. Background technique [0002] In recent years, with the development and in-depth research of polyurethane resin materials, optical resin lenses with a refractive index of 1.60-1.67 are generally popular in the market. The focus of people's attention is that the refractive index of optical resin materials cured by episulfide compounds can reach more than 1.70, which meets people's needs. [0003] However, the curing rate of episulfide compounds in this system is fast and difficult to control, causing optical problems such as uneven texture and white turbidity. The catalysts used in most systems are amines, quaternary ammonium salts, quaternary salts, tertiary sulfonium salts, and secondary iodine. Salt, phosph...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/54C08G18/38
CPCC07F9/5407C07F9/5442C08G18/3876C08G18/3891
Inventor 刘洋张建林曹飞羽曹帅丁宗旺张金国孔凡波邢莹莹侯小敏
Owner SHANDONG EFIRM BIOCHEMISTRY & ENVIRONMENTAL PROTECTION CO LTD
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