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Ethylene oligomerization catalyst system and application thereof

An ethylene oligomerization and catalyst technology, applied in catalytic reaction, physical/chemical process catalyst, organic compound/hydride/coordination complex catalyst, etc., can solve the problem of low selectivity and achieve high economic added value, The effect of reducing production costs

Active Publication Date: 2020-10-16
WANHUA CHEMICAL (NINGBO) CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] From the published literature and patents, the overall selectivity of 1-hexene and 1-octene in the existing ethylene tetramerization catalyst products is not very high , basically below 85%

Method used

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  • Ethylene oligomerization catalyst system and application thereof
  • Ethylene oligomerization catalyst system and application thereof
  • Ethylene oligomerization catalyst system and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Preparation of phosphine-nitrogen-silicon ligands: Molecular sieves were soaked to remove water before using related solvents.

[0059] Under anhydrous and oxygen-free conditions, dissolve 3 mol of imidazole in 200 ml of dichloromethane to obtain reaction solution 1; at -5°C, add 3.3 mol of triethylamine to reaction solution 1 under stirring conditions, and then slowly add 3.3 mol of diphenyl Phosphine chloride, after the dropwise addition, slowly rise to room temperature, stir and react for 12 hours, purify the reaction solution by column chromatography (tetrahydrofuran elution, aspect ratio is 3, residence time 2min), and then carry out heavy reaction at 78°C Crystallization (solvent molar ratio ethanol: ethyl acetate = 6:1) was processed to obtain 2.6 mol of the product-(1-(diphenylphosphino)yl-1H-imidazole) as shown in the structure of formula II.

[0060] Under anhydrous and oxygen-free conditions, dissolve 2 mol of product 1 in 180 ml of dichloromethane to obtain ...

Embodiment 2

[0068] Preparation of phosphine-nitrogen-silicon ligand: The preparation method of phosphine-nitrogen-silicon ligand L2 is as in Example 1, the difference is that the compound shown in structure III added is isopropylmethyldichlorosilane, phosphine-nitrogen- The structure of the silicon ligand L2 is shown below:

[0069]

[0070] The NMR data of the above ligand (L2) are as follows: 1H NMR (400MHz, CDCl3): 7.38~7.45(m, 20H), 7.02~7.26(m, 4H), 1.78(s, 1H), 0.92(s, 6H) ,0.14(s,3H)

[0071] Vinyl oligomerization:

[0072] Under a nitrogen atmosphere, take 6 μmol of phosphine-nitrogen-silicon ligand L2 and 5 μmol of nickel acetylacetonate in 10 ml of methylcyclohexane refined by dehydration and deoxygenation, stir for 1 hour and set aside.

[0073] Before the reaction, the 500ml reactor was heated to 150°C, vacuumed for 2 hours, and replaced with nitrogen three times. After the temperature is cooled to room temperature, ethylene is replaced twice, and 200 ml of dehydration a...

Embodiment 3

[0076] Preparation of phosphine-nitrogen-silicon ligand: The preparation method of phosphine-nitrogen-silicon ligand L3 is as in Example 1, the difference is that the compound shown in structure III added is tert-butylmethyldichlorosilane, and the phosphine-nitrogen-silicon ligand The structure of body L3 is as follows:

[0077]

[0078] The NMR data of the above ligand (L3) are as follows: 1H NMR (400MHz, CDCl3): 7.38~7.45(m, 20H), 7.02~7.26(m, 4H), 0.98(s, 9H), 0.14(s, 3H)

[0079] Vinyl oligomerization:

[0080] Under a nitrogen atmosphere, take 4.2 μmol of phosphine-nitrogen-silicon ligand L3 and 3.5 μmol of nickel chloride in 7 ml of toluene after dehydration and deoxygenation, and stir for 0.5 h before use.

[0081] Before the reaction, the 500ml reactor was heated to 120°C, vacuumed for 2 hours, and replaced with nitrogen three times. After the temperature is cooled to room temperature, ethylene is replaced twice, first add 200ml of dehydration and deoxygenation so...

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Abstract

The invention provides an ethylene oligomerization catalyst system and an application thereof. The catalyst system comprises a phosphine-nitrogen-silicon ligand shown as a formula I structure, a transition metal compound and an aluminum alkyl cocatalyst, wherein the molar ratio of the transition metal compound to the phosphine-nitrogen-silicon ligand is 1: (0.8-5), and the molar ratio of the aluminum alkyl cocatalyst to the transition metal compound is (50-2000): 1. The activity of the ethylene oligomerization catalyst system can reach 600 kg / gNi.h, the selectivity of a target product is high,and the sum of the selectivity of 1-hexene and the selectivity of 1-octene can reach 83% or above.

Description

technical field [0001] The invention belongs to the technical field of ethylene oligomerization, and specifically relates to an ethylene oligomerization catalyst system and its application. Background technique [0002] Linear α-olefins refer to linear olefins with C=C double bonds at the end of the molecular chain (that is, the α position), and can be used in many fields such as ethylene comonomers, plasticizers, fatty acids, and lubricating oil additives. With the development of downstream applications, the demand for linear α-olefins is increasing. Among them, comonomer is the field with the most prominent growth trend, and the market of polyalphaolefin and other special chemicals will also have great development. Polyethylene comonomers (mainly 1-butene, 1-hexene, and 1-octene) are the largest consumer market for linear alpha-olefins, mainly used in the production of high-density polyethylene (HDPE) and linear low-density polyethylene (LLDPE). Compared with 1-butene, ...

Claims

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Application Information

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IPC IPC(8): B01J31/24C07F9/6506C07C2/36C07C11/02C07C11/107
CPCB01J31/2409C07F9/6506C07C2/36B01J2231/20B01J2531/847C07C11/02C07C11/107Y02P20/52
Inventor 古亮亮刘帮明张红
Owner WANHUA CHEMICAL (NINGBO) CO LTD
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