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Process for preparing an epoxide from an oxygenate

A technology of epoxides and compounds, applied in the reduction preparation of oxygen-containing functional groups, chemical industry, organic chemistry, etc.

Inactive Publication Date: 2014-07-30
SHELL INT RES MAATSCHAPPIJ BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Another disadvantage is that in the oxygenate-to-olefins process less benzene is formed compared to e.g. steam cracking naphtha

Method used

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  • Process for preparing an epoxide from an oxygenate
  • Process for preparing an epoxide from an oxygenate
  • Process for preparing an epoxide from an oxygenate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] according to figure 1 Model calculations are performed for the process configuration shown.

[0048] A 3359 kiloton / year (kt / a) methanol stream and a 150 kt / a tert-butanol recycle stream are provided for the oxygenate conversion zone 10 . Zone 10 contained a zeolite catalyst comprising ZSM23 and ZSM5 having a silica to alumina molar ratio of 280 in a 4:1 weight ratio. The effluent from zone 10 is provided to a water quench tower 12 . In column 12, the effluent is separated into 1889 kt / a of water and olefinic product streams. The olefinic product stream is rectified in rectification zone 16. Rectification produces 1051kt / a lower olefins, C4 hydrocarbon fraction (277kt / a) and a stream rich in C5+ hydrocarbons. The C4 hydrocarbon fraction and 9 kt / a hydrogen are fed to the hydrogenation zone 30 and a 286 kt / a saturated C4 hydrocarbon stream is obtained. The saturated C4 hydrocarbons are separated into 169kt / a n-butane and 117kt / a isobutane in the normal / iso separator...

Embodiment 2

[0050] according to figure 2 Model calculations are performed for the process configuration shown.

[0051] The amount of methanol fed to oxygenate conversion zone 10 is the same as in Example 1. In this configuration, more isobutene is fed to hydrogenation unit 30 due to the recycle of dehydrated t-butanol to unit 30 . As a result, more isobutane is formed in zone 30 . Thus, more t-butyl hydroperoxide is available in epoxidation zone 60 for conversion to propylene oxide.

[0052] In Table 1, for Example 1 and Example 2, the product streams in kilotons / year in the different pipelines are given by references to the figures.

[0053] Table 1: Product stream expressed in kt / a in Examples 1 and 2

[0054] pipeline

[0055] n.a.: not applicable

Embodiment 3

[0056] Example 3 - Tert-Butanol Co-Feed to Oxygenate to Olefin Conversion Step

[0057] This example describes the conversion of tert-butanol recycled to oxygenate conversion step a) comprising a catalyst comprising a zeolite having a 10-membered ring structure to lower olefins.

[0058] Catalyst preparation

[0059] Catalyst 1

[0060] The first catalyst (Catalyst 1) was prepared as follows. Ammonium ZSM-23 zeolite powder with SAR of 46 and ZSM-5 zeolite powder with SAR of 80 were mixed at a weight ratio of 1:1. ZSM-5 zeolite powder was treated with phosphorous prior to powder blending. Phosphorus was deposited on the ZSM-5 zeolite powder by impregnation with an acidic solution containing phosphoric acid to obtain a phosphorus concentration of 2.0 wt%. The impregnated ZSM-5 powder was calcined at 550 °C. The powder mixture is added to an aqueous solution to obtain a slurry and the slurry is ground. Kaolin and silica sol were added to the milled slurry and the resulting ...

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Abstract

The invention relates to an integrated process for preparing an epoxide from an oxygenate, wherein the oxygenate is converted into a lower olefin and the lower olefin is subsequently epoxidised, and wherein isobutane obtained after hydrogenation and subsequent normal / iso separation of C4 hydrocarbons obtained as by-product of the oxygenate conversion, is converted into a hydroperoxide that is used for the conversion of the lower olefin into the corresponding epoxide.

Description

technical field [0001] This invention relates to a process for the preparation of epoxides from oxygenates. Background technique [0002] Epoxides such as ethylene oxide and propylene oxide are important chemical intermediates. Propylene oxide is used, for example, as a raw material for the production of polyether polyols, propylene glycol and glycol ethers. Ethylene oxide is used, for example, as a raw material for the production of ethylene glycol, ethanolamine and acrylonitrile. [0003] Epoxides are produced by epoxidation of olefins. Ethylene oxide is usually produced by the direct oxidation of ethylene with oxygen. For propylene oxide, the direct oxidation of propylene with oxygen has been proposed, for example, in WO2009 / 120290. In practice, however, propylene is typically epoxidized to propylene oxide by reacting propylene with an organic hydroperoxide such as ethylbenzene hydroperoxide, tert-butyl hydroperoxide or cumyl hydroperoxide. This is eg described in US...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D301/19
CPCC07D301/19C07D303/04C07C29/132Y02P20/10C07C31/12
Inventor H·亨利P·奥尔登霍夫L·A·丘特R·拉米什J·范韦斯特伦南
Owner SHELL INT RES MAATSCHAPPIJ BV