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Ionic liquid supported transition metal catalyst and preparation thereof, and application of ionic liquid supported transition metal catalyst to olefin oligomerization

A transition metal, ionic liquid technology, used in catalytic reactions, physical/chemical process catalysts, organic compound/hydride/coordination complex catalysts, etc. , the catalyst cannot be reused, etc., to achieve the effect of long-term operation, good stability and good thermal stability

Active Publication Date: 2019-09-13
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Solid phosphoric acid catalysts are prone to acid shedding, short service life, and severe corrosion. Molecular sieve catalysts are prone to carbon deposition, resulting in catalyst deactivation. Acidic resin catalysts have poor temperature resistance and require high hot spot control in the reaction system. Impurities are very sensitive, raw materials need deep purification, and catalysts cannot be reused, traditional Lewis acid catalysts produce a large amount of three wastes, and equipment is seriously corroded

Method used

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  • Ionic liquid supported transition metal catalyst and preparation thereof, and application of ionic liquid supported transition metal catalyst to olefin oligomerization
  • Ionic liquid supported transition metal catalyst and preparation thereof, and application of ionic liquid supported transition metal catalyst to olefin oligomerization
  • Ionic liquid supported transition metal catalyst and preparation thereof, and application of ionic liquid supported transition metal catalyst to olefin oligomerization

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] (1) Catalyst preparation

[0041] Use pentaerythritol bromide as the raw material to react with imidazole, the molar ratio of the feed is 1:10, add sodium hydroxide as the acid coating agent, the molar ratio of the amount added to imidazole is 1:1, use DMSO as the solvent, and the amount of solvent added as the raw material 50% of the total mass, reaction temperature -20 ° C, reaction time 1h, after the reaction, remove the solvent, wash with water to obtain the intermediate product I, the yield is 90%, the reaction equation is as follows:

[0042]

[0043]Qualitative Analysis: NMR: 1 H NMR (500MHz, D 2 O, TMS), δ (ppm): 3.65, (8H, s), 6.78, (4H, m), 7.22 (4H, m), 7.92 (4H, m)

[0044] 13 C NMR (150MHz, D 2 O, TMS), δ (ppm): 137.8, 128, 120.6, 43.9, 29.3.

[0045] Mass spectrum: 336.2, 337.2, 338.2

[0046] Elemental analysis: C, 60.70; H, 5.99; N, 33.31

[0047] Intermediate I reacts with 1,3-propane sultone, the molar ratio is 1:10, toluene is used as the so...

Embodiment 2

[0078] (1) Catalyst preparation

[0079] Adopting pentaerythroxychloride as raw material to react with imidazole, the molar ratio of feeding and feeding is 1:4, adding potassium hydroxide as acid coating agent, the molar ratio of the addition amount to imidazole is 1:2, using hexane as solvent, the solvent addition amount is 200% of the total mass of raw materials, 80°C of reaction temperature, 4h of reaction time, after the reaction finishes, remove solvent, wash with water to obtain intermediate product I, yield 86%, reaction equation is as follows:

[0080]

[0081] Qualitative Analysis: NMR: 1 H NMR (500MHz, D2O, TMS), δ (ppm): 3.65, (8H, s), 6.78, (4H, m), 7.22 (4H, m), 7.92 (4H, m)

[0082] 13 C NMR (150MHz, D2O, TMS), δ (ppm): 137.8, 128, 120.6, 43.9, 29.3.

[0083] Mass spectrum: 336.2, 337.2, 338.2

[0084] Elemental analysis: C, 60.70; H, 5.99; N, 33.31

[0085] Intermediate I reacts with 1,4-butane sultone, the molar ratio is 1:4, hexane is used as the solve...

Embodiment 3

[0114] (1) Catalyst preparation

[0115] Use pentaerythroxytetraiodide as raw material to react with imidazole, the molar ratio of feed is 1:5, cesium hydroxide is added as an acid agent, the molar ratio of the amount added to imidazole is 1:1.5, and toluene is used as solvent, and the amount of toluene is the total amount of raw materials. 100% of the mass, the reaction temperature is 50°C, the reaction time is 2h, after the reaction is finished, the solvent is removed, and the intermediate product I is obtained by washing with water, the yield is 95%, and the reaction is as follows:

[0116]

[0117] Qualitative Analysis: NMR: 1 H NMR (500MHz, D2O, TMS), δ (ppm): 3.65, (8H, s), 6.78, (4H, m), 7.22 (4H, m), 7.92 (4H, m)

[0118] 13 C NMR (150MHz, D2O, TMS), δ (ppm): 137.8, 128, 120.6, 43.9, 29.3.

[0119] Mass spectrum: 336.2, 337.2, 338.2

[0120] Elemental analysis: C, 60.70; H, 5.99; N, 33.31

[0121] Intermediate I reacts with 1,3-propane sultone, the molar ratio ...

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Abstract

The invention relates to the preparation of a novel ionic liquid supported transition metal catalyst and application of the catalyst in the field of olefin oligomerization. According to the invention,a sulfonic acid functionalized tetranuclear ionic liquid supported transition metal is used as a catalyst, and propylene, butene-1, butene-2, isobutylene, 1-pentene and the like are used as raw materials to synthesize olefin oligomers under certain temperature and pressure conditions. The method uses the novel ionic liquid supported transition metal as the catalyst to prepare olefin oligomers, and the catalyst has low corrosivity, good temperature resistance, stable activity, and no reduction in activity after being used indiscriminately a plurality of times.

Description

technical field [0001] The invention relates to an ionic liquid-supported transition metal catalyst and a preparation method thereof, and also relates to its application in olefin oligomerization. [0002] technical background [0003] Low-carbon olefin oligomerization products are widely used in plasticizers, surfactants, lubricants, polyolefin production and processing, cosmetics and personal care, and have a broad market. [0004] At present, the catalysts used for the oligomerization of propylene, 1-butene, 2-butene, isobutene and pentene mainly include solid phosphoric acid catalysts, molecular sieve catalysts, acid resin catalysts, Ziegler catalysts and traditional Lewis acid catalysts. CN99113997, CN01112659 use solid phosphoric acid to catalyze propylene oligomerization, US4197185, US4244806 use silica-alumina molecular sieve as catalyst, and use C4 with isobutylene content higher than 90% as raw material for oligomerization, EP0091232A2, US4225743, US5220088, US54141...

Claims

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Application Information

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IPC IPC(8): B01J31/02C07C11/02C07C2/26
CPCB01J31/0285C07C2/26B01J2231/20C07C11/02Y02P20/584
Inventor 黄少峰姜庆梅袁帅黎源任亚鹏许振成
Owner WANHUA CHEM GRP CO LTD
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