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Preparation method for polymercaptan compound containing 1,3,5-trithian structure and application thereof

A technology of polythiol compound and trithiane, which is applied in the field of optical materials, can solve the problems that catalysts cannot be reused, does not meet environmental protection requirements, and has a large output of waste acid, and achieves good heat resistance, high refractive index, and no three wastes. The effect of emissions

Active Publication Date: 2019-03-22
SHANDONG EFIRM BIOCHEMISTRY & ENVIRONMENTAL PROTECTION CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The existing preparation methods of such substances have problems such as large output of waste acid, and catalysts cannot be reused, which do not meet the current environmental protection requirements

Method used

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  • Preparation method for polymercaptan compound containing 1,3,5-trithian structure and application thereof
  • Preparation method for polymercaptan compound containing 1,3,5-trithian structure and application thereof
  • Preparation method for polymercaptan compound containing 1,3,5-trithian structure and application thereof

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preparation example Construction

[0026] The invention provides a method for preparing a polythiol compound containing a 1,3,5-trithiane structure, comprising the following steps:

[0027] Under the phase transfer catalyst, react 2,4,6-trichloroalkyl-1,3,5-trithiane with the structure of formula II with sodium hydrosulfide to obtain the 1,3,5-containing compound with the structure of formula I -polythiol compound of trithiane structure;

[0028]

[0029] Wherein, the value of n is 1 or 2.

[0030] In this method, only by reacting 2,4,6-trichloroalkyl-1,3,5-trithiane with sodium hydrosulfide, a 1,3,5-trithiane-containing structure having the structure of formula I can be obtained. The polythiol compound, the method is simple, no three wastes are discharged, it meets the requirements of environmental protection, and the reaction conversion rate is high. In addition, it also has high selectivity, high economic utilization rate of atoms, and the prepared products have high refractive index and high Abbe value...

Embodiment 1

[0060] The strong acid type catalyst Nafion-H was prepared with reference to the preparation method recorded in the Chinese patent whose application number is CN2014102780510A.

[0061]The prepared mesoporous material supported strong acid catalyst Nafion-H was installed in a tubular reactor, and the ClCH with a mass fraction of 35% was accurately measured 2 CHO aqueous solution 200g and H 2 S gas is passed into the reactor at the same time for reaction, and the temperature is controlled at 50-52°C throughout the process. After the reaction is completed, stop the flow of H 2 S gas, after filtering the reaction liquid, 49.35 g of 2,4,6-trichloromethyl-1,3,5-trithiane solid can be obtained.

[0062] Weigh 42.53g of 2,4,6-trichloromethyl-1,3,5-trithiane solid and dissolve it in methanol solution to obtain 2,4,6-trichloromethyl-1,4,6-trichloromethyl- 1,3,5-trithiane solution, pour it into the autoclave, add 0.013g of tetrabutylammonium bromide catalyst and 131.48g of NaHS soluti...

Embodiment 2

[0065] The strong acid type catalyst Nafion-H was prepared with reference to the preparation method recorded in the Chinese patent whose application number is CN2014102780510A.

[0066] The prepared mesoporous material supported strong acid catalyst Nafion-H was installed in the tubular reactor, and the ClCH with a mass fraction of 32% was accurately measured 2 CHO aqueous solution 200g and H 2 S gas is passed into the reactor at the same time for reaction, and the temperature is controlled at 50-52°C throughout the process. After the reaction is completed, stop the flow of H 2 S gas, after filtering the reaction liquid, 55.37 g of 2,4,6-trichloromethyl-1,3,5-trithiane solid can be obtained.

[0067] Weigh 42.53g of 2,4,6-trichloromethyl-1,3,5-trithiane solid and dissolve it in methanol solution to obtain 2,4,6-trichloromethyl-1,4,6-trichloromethyl- 1,3,5-trithiane solution, pour it into the autoclave, add 0.013g of tetrabutylammonium bromide catalyst and 100.08g of NaHS sol...

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Abstract

The invention provides a preparation method for a polymercaptan compound containing a 1,3,5-trithian structure and an application thereof. The preparation method comprises the step of triggering 2,4,6-trichlorine alkyl-1,3,5-trithian with a structure shown as formula II and sodium bisulfide to react under the existence of phase transfer catalyst, thereby acquiring the polymercaptan compound containing the 1,3,5-trithian structure shown as formula I. The method is simple, is free from three-waste emission, meets environment-friendly requirement and is higher in reaction conversion rate. Besides, the method has higher selectivity and higher economic use ratio of atoms; the prepared product has higher refractive index and higher abbe value; a polymer compound formed by curing the polymercaptan compound containing the 1,3,5-trithian structure shown as formula I and diisocyanate has higher refractive indexm, higher abbe value and higher heat resistance.

Description

technical field [0001] The invention belongs to the technical field of optical materials, in particular to a preparation method and application of a polythiol compound containing a 1,3,5-trithiane structure. Background technique [0002] The optical resin currently used to make lenses is light in weight, not easy to break and easy to color compared with glass, but the refractive index of similar CR-39 and PMMA materials is less than 1.50, so they are used as lens materials to process products with large thickness and The quality is heavy. [0003] In order to obtain thin and light plastic lenses, the refractive index of the material should be increased. At present, the optical materials with this performance mainly include the polythiourethane (patent: CN201380029878) obtained by the reaction of polythiol and polyisocyanate introduced by Mitsui Corporation of Japan. The refractive index of this material can reach 1.67. Widely sold in the market. However, for lenses with h...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D341/00C08G18/38G02B1/04
CPCC07D341/00C08G18/3874G02B1/041
Inventor 梁万根费潇瑶崔卫华孙志利张宁王树建孙作龙尹超靖培培
Owner SHANDONG EFIRM BIOCHEMISTRY & ENVIRONMENTAL PROTECTION CO LTD
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