Synthesis method for di-tert-butyl terminated chain polythiaether

A technology of di-tert-butyl sealing and synthesizing method is applied in the field of preparation of organic sulfides, and can solve the problems of low isobutene conversion rate and product yield, low alumina activity, and difficult recycling of catalysts.

Inactive Publication Date: 2015-04-22
LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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  • Abstract
  • Description
  • Claims
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AI Technical Summary

Problems solved by technology

[0004] Lubrizol Company of the United States uses n-propylamine or triethylamine as a catalyst to catalyze the reaction of sulfur, isobutylene and hydrogen sulfide to prepare chain di-tert-butyl polysulfide (US4119549, US4119550, US4191659, US4344854), and the catalyst is difficult to recycle.
Ethyl Company of the United States uses alumina as a catalyst to catalyze the reaction of sulfur, isobutylene and hydrogen sulfide to prepare chain di-tert-butyl polysulfide (EP0554011, US5250737). The disadvantage is that the activity of alumina is low, and the conversion rate of isobutene and product yield are low.

Method used

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  • Synthesis method for di-tert-butyl terminated chain polythiaether
  • Synthesis method for di-tert-butyl terminated chain polythiaether
  • Synthesis method for di-tert-butyl terminated chain polythiaether

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Add 367.0 g (11.44mol) sulfur into a 2.5-liter reactor, and add 0.734 g NH 2 -MIL-53 (Al) catalyst (0.2% by mass based on sulfur), then reinforced and sealed. Purge 3 times with 2.0 MPa high purity nitrogen, and finally release to normal pressure. Pass H into the above reaction kettle 2 S (129.8 g, 3.81 mol), heat up and control the temperature to 140 oC, and start stirring (about 320rpm). Start the metering pump and inject isobutene (427.6 g, 7.62mol). Adjust the flow rate of the metering pump so that the injection time of isobutene is 1h. After the injection of isobutene, the reaction will continue for 1h. At this time, the pressure of the reactor drops to 0.3MPa, and the temperature is lowered to 100℃. Constant at this temperature, release the pressure in the kettle and purge it with nitrogen for 0.5h. The tail gas is cooled with a primary condenser (ice water bath) and a secondary condenser (dry ice acetone bath) to recover by-product tert-butyl mercaptan and di-tert...

Embodiment 2

[0032] Add 555.84g (17.37 mol) of sulfur into a 2.5-liter reactor, and add 0.556 g of NH 2 -MIL-101 (Al) Catalysis

[0033]

[0034] When the molar ratio of hydrogen sulfide, sulfur and isobutylene is 1:3:2, the average chain length of the product is 4, and the product is mainly tetrasulfide. When the molar ratio of hydrogen sulfide, sulfur and isobutylene is 1:2: At 2 o'clock, the average chain length of the product is 3, and the product is mainly trisulfide.

[0035] Although isobutylene can be converted 100%, the by-products tert-butyl mercaptan and di-tert-butyl monosulfide are inevitably formed. Nitrogen stripping is carried out at 100°C, and the exhaust gas is passed through a primary condenser (ice water bath) and secondary The condenser (dry ice acetone bath) cools and recovers the by-products tert-butyl mercaptan and di-tert-butyl monosulfide, which can continue to react with sulfur to produce chain di-tert-butyl polysulfide, the reaction formula is as follows:

[0036]

[...

Embodiment 3

[0039] Add 243.8 g (7.62 mol) of sulfur into a 2.5-liter reactor and add 0.975 g of NH 2 -MIL-101 (Al) catalyst (0.4% based on the mass percentage of sulfur), and then reinforced and sealed. Purge 3 times with 2.0 MPa high purity nitrogen, and finally release to normal pressure. Pass H into the above reaction kettle 2 S (129.8 g, 3.81 mol), heat up and control the temperature to 150 oC, start stirring (about 320rpm). Start the metering pump and inject isobutene (427.6 g, 7.62mol). Adjust the flow rate of the metering pump so that the injection time of isobutene is 1h. After the injection of isobutene, the reaction will continue for 1h. At this time, the pressure of the reactor drops to 0.3MPa, and the temperature is lowered to 100℃. Constant at this temperature, release the pressure in the kettle and purge it with nitrogen for 0.5h. The tail gas is cooled with a primary condenser (ice water bath) and a secondary condenser (dry ice acetone bath) to recover by-product tert-butyl ...

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Abstract

The invention provides a synthesis method for di-tert-butyl terminated chain polythiaether. The method is characterized by comprising the steps of: putting elemental sulfur and a catalyst (amino based metal-organic framework microporous material) into a reaction kettle, replacing the air in the reaction kettle with nitrogen, then injecting hydrogen sulfide, conducting stirring heating to 120-160DEG C, slowly injecting isobutene into the reaction kettle, then carrying out reaction at a pressure of 4-7MPa for 2-6 h, then cooling the reaction product to 100DEG C, performing purging with nitrogen, condensing the low-boiling point by-product tert-butyl mercaptan and di-tert-butyl sulfide, then performing recovery for reuse as a raw material, conducting filtering when the product is cooled to room temperature to obtain a di-tert-butyl terminated chain polythiaether product, and using the catalyst obtained by filtering repeatedly. The synthesis method provided by the invention has the characteristics of high yield, reusable catalyst, and reaction atom economy near 100%, realizes zero pollution and zero emission, and belongs to an environment-friendly synthesis method.

Description

technical field [0001] The present invention belongs to the preparation method of organic sulfide, specifically, the present invention is a kind of synthetic method of preparing di-tert-butyl terminated chain polysulfide. Background technique [0002] Di-tert-butyl-terminated chain polysulfides have a wide range of uses, and their chemical composition is a mixture. When the average sulfur chain length is 3, it can be used as an extreme pressure and antiwear agent for lubricating oil. It is characterized by high sulfur content (46 wt%), strong extreme pressure and antiwear properties, good oil solubility, and corrosion resistance to non-ferrous metal copper Small, widely used in the preparation of vehicle gear oil, industrial gear oil, anti-wear hydraulic oil, extreme pressure grease. When the chain length of flat sulfur is 4, it can be used as a vulcanizing agent for pre-sulfurization of hydrogenation catalysts. It is characterized by high flash point (closed at 100 °C), lo...

Claims

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Application Information

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IPC IPC(8): C07C321/14C07C319/24B01J31/22
Inventor 姜恒刘鹏宇李飞赵杉林李萍宫红张凤华
Owner LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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