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A method for synthesizing p-tert-butyltoluene with caprolactam ionic liquid as catalyst

A technology of p-tert-butyltoluene and ionic liquids, applied in catalysts, carbon compound catalysts, chemical instruments and methods, etc., can solve the problems of high synthesis cost of ionic liquids, difficulty in industrial production, toxicity of synthetic raw materials, etc., and achieve easy industrialization. Implementation, high product yield, the effect of omitting the alkaline washing process

Active Publication Date: 2017-12-19
CHINA UNIV OF PETROLEUM (EAST CHINA)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of the traditional acidic ionic liquids use imidazoles, pyridines, pyrazoles, etc. as cations. The raw materials for the synthesis of these ionic liquids are highly toxic and expensive, resulting in high synthesis costs for ionic liquids, making it difficult to achieve industrialization. Production

Method used

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  • A method for synthesizing p-tert-butyltoluene with caprolactam ionic liquid as catalyst
  • A method for synthesizing p-tert-butyltoluene with caprolactam ionic liquid as catalyst
  • A method for synthesizing p-tert-butyltoluene with caprolactam ionic liquid as catalyst

Examples

Experimental program
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Effect test

Embodiment 1

[0029] In a 100L reactor, vacuumize and fill with nitrogen, add 50kg of toluene, 7.5kg of isobutylene and 7.5kg of [CP]HSO 4 The ionic liquid catalyst was stirred and reacted at 45° C. for 1 hour, and the mixture was allowed to stand and separate after the reaction. After the supernatant was rectified, 19.2kg of p-tert-butyltoluene was obtained. The ionic liquid catalyst in the lower layer can be recycled after being centrifuged, washed with toluene and vacuum-dried, and the recovery rate can reach 99.6%. After repeated use for 10 times, the yield of tert-butyltoluene has no obvious decrease.

[0030] [CP]HSO ​​in this embodiment 4 (caprolactam hydrogen sulfate) the chemical structural formula of ionic liquid catalyst is:

[0031]

Embodiment 2

[0033] In a 100L reactor, vacuumize and fill with nitrogen protection, add 50kg of toluene, 8kg of isobutylene and 8kg of [CP]pTSA ionic liquid catalyst, stir and react at 35°C for 2.5 hours, after the reaction, let stand and separate. After the supernatant was rectified, 18.8kg of p-tert-butyltoluene was obtained. The ionic liquid catalyst in the lower layer can be recycled after being washed with toluene and vacuum-dried, and the recovery rate can reach 99.8%. After repeated use for 10 times, the yield of tert-butyl toluene has no obvious decrease.

[0034] The chemical structural formula of [CP]pTSA (caprolactam p-toluenesulfonate) ionic liquid catalyst in the present embodiment is:

[0035]

Embodiment 3

[0037] In a 100L reactor, evacuated and filled with nitrogen, add 50kg of toluene, 7.5kg of isobutylene and 8.5kg of [CP]MSA ionic liquid catalyst, stir and react at 40°C for 2 hours, and let stand to separate after the reaction. After the supernatant was rectified, 18.0 kg of p-tert-butyltoluene was obtained. The ionic liquid catalyst in the lower layer can be recycled after being washed with toluene and vacuum-dried, and the recovery rate can reach 99.8%. After repeated use for 10 times, the yield of tert-butyl toluene has no obvious decrease.

[0038] The chemical structural formula of [CP]MSA (caprolactam mesylate) ionic liquid catalyst in the present embodiment is:

[0039]

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Abstract

The invention discloses a method for synthesizing p-tert-butyltoluene by using caprolactam ionic liquid as a catalyst, comprising the following preparation steps: (1) firstly adding toluene into a reaction kettle, then adding caprolactam ionic liquid, and finally adding isobutylene or t-butyltoluene Butanol; (2) regulate and control temperature of reaction and time; (3) leave standstill stratification, separate supernatant, rectification obtains product p-tert-butyl toluene; (4) lower floor liquid in step (3) is used toluene Washing, drying in vacuo to remove toluene, the recyclable caprolactam ionic liquid can be obtained. The caprolactam-based ionic liquid used in the present invention is cheap and has mild synthesis conditions, and is suitable for large-scale industrial production; the separation and post-treatment process of the product is very simple, and the alkali washing process in the traditional process can be omitted, thereby simplifying the process and improving production. High efficiency, and no waste water is generated; the caprolactam-based ionic liquid can be used for the next reaction after simple treatment, which can effectively reduce the production cost.

Description

technical field [0001] The invention belongs to the field of synthesis of chemical raw materials, in particular to a method for synthesizing p-tert-butyltoluene by using caprolactam ionic liquid as a catalyst. Background technique [0002] p-tert-butyltoluene (PTBT) is an important chemical raw material, an intermediate for the production of p-tert-butylbenzoic acid, p-tert-butylphenylacetaldehyde, and p-tert-butylanisole, and is also used in spices, plastics, and resins. An important intermediate in industry. According to the difference of raw materials, the method of producing p-tert-butyltoluene can be divided into three routes: (1) Alkylation method of toluene and isobutylene, this method generally uses concentrated sulfuric acid as a catalyst, and the reaction yield is above 95%, which is suitable for raw materials Produced by enterprises where isobutene is easy to get; (2) Alkylation of toluene and tert-butanol. In industry, this method generally uses urea / sulfuric ac...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C2/66C07C2/86C07C15/02B01J31/02
CPCB01J31/0282B01J31/0285B01J2231/32B01J2231/4205C07C2/66C07C2/864C07C2531/02C07C2531/025C07C15/02
Inventor 罗辉吴亚军王睿范维玉南国枝
Owner CHINA UNIV OF PETROLEUM (EAST CHINA)
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