Fluorine-containing compound, application, ethylene oligomerization catalyst composition, ethylene oligomerization method, ethylene trimerization method and ethylene tetramerization method

A compound and composition technology, applied in the field of fluorine-containing compounds, can solve the problems of unfavorable process economy and achieve the effects of high catalytic activity, high stability and fast initiation speed

Active Publication Date: 2020-07-21
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] In the above reaction systems, although the by-products such as cyclic olefins and cyclized products in the C6 product can be removed by means of separation and purification, it is unfavorable to the economics of the entire process

Method used

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  • Fluorine-containing compound, application, ethylene oligomerization catalyst composition, ethylene oligomerization method, ethylene trimerization method and ethylene tetramerization method
  • Fluorine-containing compound, application, ethylene oligomerization catalyst composition, ethylene oligomerization method, ethylene trimerization method and ethylene tetramerization method
  • Fluorine-containing compound, application, ethylene oligomerization catalyst composition, ethylene oligomerization method, ethylene trimerization method and ethylene tetramerization method

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0108] Preparation Example 1 is used to prepare fluorine-containing compound I 1 .

[0109]

[0110] Fluorochemical I 1 The preparation method refers to the above reaction formula, and the specific steps are as follows.

[0111] Under the protection of nitrogen, add 2-butyne (11mmol) and dry tetrahydrofuran 15mL in a 50mL reaction flask, then add n-butyllithium (11mmol) dropwise at 0°C (6.6mL n-butyllithium in hexane, n The concentration of butyllithium is 1.6M). After the dropwise addition, continue stirring at 0°C for 30 min, then add 2.2 g (10 mmol) of difluorophenylphosphine chloride dropwise, after the dropwise addition, raise the temperature to room temperature (25°C, the same below), and continue stirring for 2 h. Catalytic amounts of CuI and cesium carbonate were added, followed by 2.2 g (10 mmol) of difluorophenylphosphine chloride, the temperature was raised to 90° C. and stirred at 90° C. for 4 h. After the reaction, cool to room temperature, filter the react...

preparation example 2

[0115] Preparation example 2 is used to prepare fluorine-containing compound I 2 .

[0116] In this preparation example, the fluorine-containing compound was prepared by the same method as in preparation example 1, except that 2-butyne was replaced by 2,5-dimethyl-3-hexyne. The prepared compound is carried out nuclear magnetic resonance analysis, confirms that the prepared compound is the fluorine-containing compound shown in formula I, wherein, R 1 and R 2 for i Pr.

[0117] h 1 NMR (400MHz, CDCl 3 ): δ=7.35-7.00(m,16H), 2.70(m,2H), 1.15-1.10(m,12H).

preparation example 3

[0119] Preparation example 3 is used to prepare fluorine-containing compound I 3 .

[0120] In this preparation example, the fluorine-containing compound was prepared by the same method as in preparation example 1, except that 2-butyne was replaced by dicyclohexylacetylene. The prepared compound is carried out nuclear magnetic resonance analysis, confirms that the prepared compound is the fluorine-containing compound shown in formula I, wherein, R 1 and R 2 for Cy.

[0121] h 1 NMR (400MHz, CDCl 3 ): δ=7.35-6.99 (m, 16H), 2.15 (m, 2H), 1.30-1.60 (m, 20H).

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Abstract

The invention discloses a fluorine-containing compound shown as a formula I and application of the fluorine-containing compound serving as a ligand of an ethylene oligomerization catalyst composition.The invention also discloses the ethylene oligomerization catalyst composition containing the fluorine-containing compound, and an ethylene oligomerization method, an ethylene trimerization method and an ethylene tetramerization method adopting the catalyst composition. The fluorine-containing polymer according to the present invention is used as a ligand for an ethylene oligomerization catalyst,and can effectively improve the catalytic performance of a catalyst system; particularly, the catalyst shows obviously improved catalytic performance in ethylene oligomerization reaction; the catalyst activity can exceed 4*10<8> g.mol (Cr)<-1>.h<-1> at most, the total selectivity of 1-hexene and 1-octene exceeds 92wt%, the content of 1-hexene in a C6 product can reach about 98%, and the content of 1-octene in a C8 product can reach 98% or above. The catalyst composition provided by the invention has good industrial application prospect and economic value.

Description

technical field [0001] The present invention relates to a fluorine-containing compound, and the use of the fluorine-containing compound as a ligand for an ethylene oligomerization catalyst composition; the present invention further relates to an ethylene oligomerization catalyst composition and an ethylene catalyst composition using the ethylene Oligomerization method, ethylene trimerization method and ethylene tetramerization method. Background technique [0002] Ethylene oligomerization is one of the most important reactions in the olefin polymerization industry. Through oligomerization, cheap small molecule olefins can be converted into products with high added value, such as 1-octene and 1-hexene. As important organic raw materials and chemical intermediates, 1-octene and 1-hexene are mainly used in the production of high-quality polyethylene (PE). The linear low-density polyethylene (LLDPE) produced by the copolymerization of 1-hexene or 1-octene and ethylene can signi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/50B01J31/24C07C2/36C07C11/107C07C11/02
CPCB01J31/2409B01J2231/20B01J2531/62C07C2/36C07C2531/24C07F9/5022C07F9/5068C07C11/02C07C11/107
Inventor 吴红飞郑明芳韩春卉刘珺栗同林
Owner CHINA PETROLEUM & CHEM CORP
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