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A kind of ethylene bridging bisindene zirconium compound and its preparation method and application

A zirconium compound and compound technology, applied in the field of ethylene bridged bisindene zirconium compound, can solve the problems of corrosion, mineral oil can not meet the requirements of the field, complex process, etc.

Active Publication Date: 2018-07-31
上海纳克润滑技术有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] After the 1970s, with the development of science and technology, environmental protection and energy-saving regulations became increasingly stringent, the quality and performance requirements of modern lubricating oils became higher and higher, and traditional mineral oils gradually failed to meet the requirements of related fields.
[0007] (3) High viscosity index;
This two-step process for synthesizing 1-decene 3-mer and 4-mer is too complicated, and the Lewis acid catalyst used in the second-step catalytic polymerization process is corrosive
[0021] This shows that a lot of research has been carried out in this area, but there is no use of ethylene bridged bisindene zirconium metal complexes as catalysts to catalyze C 6 -C 12 Oligomerization of α-olefins, especially 1-decene, to prepare lubricating base oils mainly containing trimers, tetramers, and pentamers

Method used

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  • A kind of ethylene bridging bisindene zirconium compound and its preparation method and application
  • A kind of ethylene bridging bisindene zirconium compound and its preparation method and application
  • A kind of ethylene bridging bisindene zirconium compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Synthesis of zirconium complex C1

[0070] (1) Synthesis of substituted indene I1

[0071]

[0072] Add 5.24g of 4,7-dimethylindene into the reaction flask, add 50mL of tetrahydrofuran to dissolve, then add 16.3mL (2.23mol / L) of n-butyllithium solution dropwise, after the dropwise addition, stir for 24h, the solution turns brown yellow. Add 6.21 g of benzyl bromide dropwise under ice-bath conditions. After the dropwise addition, stir for 15 hours, then add 40 mL of saturated ammonium chloride aqueous solution to stop the reaction, remove the solvent, and then extract with 100 mL of ethyl acetate. The obtained yellow liquid is washed with anhydrous sulfuric acid Magnesium dry. After filtering and passing through the column, 16.8 g of light yellow liquid I was obtained, and the yield was 79.8%. Its NMR characterization results are as follows, proving that the desired target compound was prepared.

[0073] Main isomer: 1 H NMR (400MHz, 298K, CDCl 3 ):δ7.34-7.24(m,...

Embodiment 2

[0086] Synthesis of zirconium complex C2

[0087] (1) Synthesis of substituted indene I2

[0088]

[0089] Add 5.18g of 4,7-dimethylindene into the reaction flask, add 50mL of tetrahydrofuran to dissolve, add 16.1mL (2.23mol / L) of n-butyllithium solution dropwise, after the dropwise addition, stir for 24h, the solution turns brown yellow. Add 4.42 g of 2-bromopropane dropwise. After the dropwise addition, the solution turns light soot gray. After stirring for 15 hours, add 40 mL of saturated ammonium chloride aqueous solution to stop the reaction, remove the solvent, and extract with 100 mL of ethyl acetate. dried over magnesium sulfate. Filtrate, evaporate the solvent, and distill under reduced pressure at a temperature of 90-92° C. under a pressure of 4 mmHg to obtain 3.2 g of the product with a yield of 47.8%. Its NMR characterization is as follows.

[0090] 1 H NMR (400MHz, 298K, CDCl 3 ): δ7.00 (pseudo-t, 2H), 6.91 (d, J = 7.6Hz, 1H), 6.55 (d, J = 7.6Hz, 1H), 3.5...

Embodiment 3

[0103] Synthesis of zirconium complex C3

[0104] (1) Synthesis of substituted indene I3

[0105]

[0106] Add 4.99g of 4,7-dimethylindene into the reaction flask, add 50mL of tetrahydrofuran to dissolve, then add 14.48mL (2.39mol / L) of n-butyllithium solution dropwise, after the dropwise addition, stir for 24h, the solution turns brown yellow. Add 4.74 g of n-bromobutane dropwise. After the dropwise addition, stir for 24 hours and then add 40 mL of saturated ammonium chloride aqueous solution to stop the reaction, remove the solvent, and extract with 100 mL of ethyl acetate. The obtained yellow liquid is dried over anhydrous magnesium sulfate. After filtering, evaporating the solvent, and distilling under reduced pressure, 4mmHg / 96-102°C, 34.6g of the product I was obtained, with a yield of 66.3%. Its NMR characterization is as follows.

[0107] 1 H NMR (400MHz, 298K, CDCl 3 ):δ7.00(d,J=7.6Hz,1H),6.91-6.90(m,2H),6.58(dd,J=5.6Hz,1.6Hz,1H),3.58-3.56(m,1H),2.42 (s, 6H),...

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Abstract

The invention provides an ethylene bridging bisindene zirconium compound, a preparation method and application thereof. Specifically, the present invention discloses an ethylene bridged bisindene zirconium compound represented by formula (I), its preparation method and the application of the compound as a catalyst for C6-C12α-olefin polymerization.

Description

technical field [0001] The present invention relates to a class of ethylene bridging bis-indene zirconium compounds, and this type of compound in catalytic C 6 -C 12 The application in α-olefin oligomerization, the poly α-decene synthesized by using the bridging phenocene-fluorene zirconium compound as a catalyst can be used for lubricating oil base oil. Background technique [0002] After the 1970s, with the development of science and technology, environmental protection and energy-saving regulations became increasingly stringent, and the requirements for the quality and performance of modern lubricating oils became higher and higher, and traditional mineral oils gradually failed to meet the requirements of related fields. In the 1980s, a large number of synthetic oil industries emerged, and the market demand increased significantly. Synthetic lubricating oil ushered in its full-scale development period. [0003] Among them, polyalphaolefin (PAO), which is produced by ca...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/00B01J31/22C07C2/22C07C9/22
Inventor 马海燕周海燕刘中文洪显忠李鹏飞
Owner 上海纳克润滑技术有限公司
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