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Alpha-diimine ligand compound, complex and preparation method of polyolefin lubricating oil base oil

A technology of ligand compounds and diimine, which is applied in the preparation of imino compounds, nickel organic compounds, chemical instruments and methods, etc., can solve the problems of inability to prepare lubricating base oil, high content of short-chain branches, etc.

Active Publication Date: 2020-07-07
LIAONING OXIRANCHEM INC +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Based on the existing research results, it is not difficult to find that the current catalyst system will produce products with high short-chain branch content and low long-chain branch content according to the chain walking mechanism, so it is impossible to prepare medium-high viscosity lubricating base oil in one step through ethylene oligomerization

Method used

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  • Alpha-diimine ligand compound, complex and preparation method of polyolefin lubricating oil base oil
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  • Alpha-diimine ligand compound, complex and preparation method of polyolefin lubricating oil base oil

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Experimental program
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Effect test

Embodiment 1

[0116] The synthesis of embodiment 1 ligand L1

[0117] Synthesis of bicyclo[2,2,2]octane-2,3-dione:

[0118]

[0119] In a pressure bottle, add 8.0 g of 1,3-cyclohexadiene (0.1 mol) and 43 g of vinylene carbonate (0.5 mol), and react at 180° C. for 24 hours. After cooling to room temperature, methanol precipitated to obtain the addition product. The above product was dissolved in tetrahydrofuran, added with 50 mg of Pd / C, and reacted at 60° C. for 12 h under hydrogen atmosphere. After filtration, the solvent was removed by rotary evaporation. The above product was dissolved in 5 g of potassium hydroxide in ethanol solution, refluxed for 8 h, washed with water and dried to obtain diol. Dissolve the above product in a mixture of 200mL of dichloromethane and 8mL of dimethyl sulfoxide, add 12mL of trifluoroacetic anhydride dropwise at -78°C, add 25mL of triethylamine dropwise after reacting for 2 hours, and continue to stir for 2 hours. Dry over sodium sulfate and recrystal...

Embodiment 2

[0121] The synthesis of embodiment 2 ligand L2

[0122]According to the synthesis method of ligand L1 in Example 1, 3-(2-thienyl)aniline was used instead of 2-(2-furyl)aniline, and other operating conditions were the same, and the yield was 80.3%. 1 H NMR (400MHz, CDCl 3 , ppm): 7.79, 7.72, 7.51, 6.94 (m, 8H, Ph-H), 7.69, 7.40, 7.17 (m, 6H, thienyl), 2.56 (m, 2H, CH), 1.71 (m, 4H, CH 2 ), 1.45 (m,4H,CH 2 ).

Embodiment 3

[0123] Synthesis of Example 3 Ligand L3

[0124] According to the synthesis method of ligand L1 in Example 1, 4-(2-pyridyl)aniline was used instead of 2-(2-furyl)aniline, and other operating conditions were the same, and the yield was 72.9%. 1 H NMR (400MHz, CDCl 3 , ppm): 8.35, 8.21, 7.76, 7.65 (m, 8H, Ph-H), 8.50, 7.51, 7.26, 7.00 (m, 8H, pyridyl), 2.48 (m, 2H, CH), 1.84 (m, 4H ,CH 2 ), 1.53 (m,4H,CH 2 ).

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Abstract

The present invention provides an alpha-diimine ligand compound having a structure represented by a formula (I), and further provides an alpha-diimine complex obtained from the ligand compound. In addition, the invention also provides a preparation method of polyolefin lubricating oil base oil taking the alpha-diimine complex as a catalyst and the prepared lubricant base oil. According to the ligand compound and the complex provided by the invention, a large steric hindrance group is introduced into a ligand skeleton, and the skeleton rigidity is increased, so that the chain walking capabilityof the complex as a catalyst is improved. The polyolefin lubricating oil base oil provided by the invention has high long-chain branch content and branching degree, can be used as medium-high viscosity lubricating oil base oil, simplifies the production process, reduces the production cost, is very suitable for industrial-scale production, and has excellent economic and social benefits.

Description

technical field [0001] The invention relates to the technical field of synthetic lubricating oil base oils, in particular to an α-diimine ligand compound, the obtained complex, a preparation method of polyolefin lubricating oil base oil using the complex, and the obtained Medium to high viscosity lubricant base oil. Background technique [0002] Lubricant base oils are mainly divided into three categories: mineral base oils, synthetic base oils and vegetable oil base oils. Compared with mineral base oils, synthetic base oils have the characteristics of good viscosity-temperature performance (high viscosity index), good low-temperature fluidity (low pour point), good oxidation stability, low high-temperature loss, less coking and no toxicity. It is widely used in base oils such as gear oil, hydraulic oil, and internal combustion engine oil. Among them, polyalphaolefin (PAO) is the fastest growing and the most used variety among synthetic base oils. Generally, it can be div...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C251/20C07C249/02C07D307/52C07D333/22C07D213/53C07F15/00C07F15/04C10M107/04C10N20/02
CPCC07C251/20C07C249/02C07D307/52C07D333/22C07D213/53C07F15/0066C07F15/045C10M107/04C07C2602/44C07C2603/86C07C2603/90C10M2205/0225
Inventor 朱建民高海洋董振鹏刘兆滨高洁石俊昇
Owner LIAONING OXIRANCHEM INC
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