Catalyst ligand for direct synthesis of lubricant base oil by ethylene, complex of catalyst ligand as well as preparation method and application

A technology for synthesizing lubricating oil and base oil, which is applied to the preparation of organic compounds, lubricating compositions, iron-organic compounds, etc. It can solve the problems of high purity of 1-decene, high bromine value of oily polyethylene, and difficult control, and achieve Good catalytic activity, high catalytic efficiency and easy control

Inactive Publication Date: 2015-07-29
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The ligand needs to be synthesized in two steps, and it is not easy to control. The price of nickel salt and palladium salt is relatively high, and the bromine value of the synthesized oily polyethylene is relatively high.
Shanghai Taiqiang Adhesives Co., Ltd. published a patent (Patent No.: CN 103305263 A) disclosing a preparation method of high viscosity index poly-α-olefin base oil, in order to solve the 1-decene purity required for the preparation of high-quality PAO High, expensive problems, choose ethylene, isobutylene and C 6 ~C 12 The α-olefin mixture is used as raw material, undergoes oligomerization reaction, and hydrogenates the product to obtain PAO base oil
In the embodiment of this invention, α-olefins are still used in large quantities, and there is no complete performance characterization data for the obtained PAO base oil

Method used

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  • Catalyst ligand for direct synthesis of lubricant base oil by ethylene, complex of catalyst ligand as well as preparation method and application
  • Catalyst ligand for direct synthesis of lubricant base oil by ethylene, complex of catalyst ligand as well as preparation method and application
  • Catalyst ligand for direct synthesis of lubricant base oil by ethylene, complex of catalyst ligand as well as preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Synthesis of ligand IA

[0046] Add 0.73g acenaphthenquinone (2mmol), 0.68g zinc chloride, and 10ml acetic acid to a 100ml round bottom flask, and heat to 60℃; add 2.01g (10mmol) of 2-aminodiphenyl sulfide, heat up to reaction temperature of 120℃, and react under reflux After 0.5h, filter while hot, and wash the filter residue with hot acetic acid, and then repeatedly wash with ether to remove acetic acid. A red solid powder is obtained, which is pure compound IA after being drained. The yield was 92%. 1 HNMR(400MHZ,CDCl 3 ): δ=7.19-8.32 (24H, m); Anal.Calcd.For C 36 H 24 N 2 S 2 : C, 78.80; H, 4.41. Found: C, 79.01; H, 4.39.

Embodiment 2

[0048] Synthesis of ligand IB

[0049] Add 0.73g acenaphthoquinone (2mmol), 0.68g zinc chloride and 12ml acetic acid to a 100ml round bottom flask, and heat to 60℃; add 2.33g (10mmol) of 2-aminodiphenylsulfone, heat up to reaction temperature of 120℃, reflux reaction 0.5 After h, filter while hot, and wash the filter residue with hot acetic acid, and then repeatedly wash with ether to remove acetic acid. A red solid powder is obtained, which is pure compound IB after being sucked dry. The yield was 81%. 1 HNMR(400MHZ,CDCl 3 ): δ=7.40-8.22 (24H, m); Anal.Calcd.For C 36 H 24 N 2 O 4 S 2 : C, 70.57; H, 3.95. Found: C, 71.01; H, 3.68.

Embodiment 3

[0051] Synthesis of Ligand IC

[0052] Add 0.09g (1mmol) diacetyl, 1.01g (5mmol) 2-aminodiphenyl sulfide and 86ml methanol to a 100ml round bottom flask. After stirring, add 0.15ml of formic acid and raise the temperature to 40℃. TLC monitors the reaction, 12h Then stop the reaction. After filtering, washing with methanol, the filtrate was spin-dried to obtain a yellow viscous substance, and methanol was added to ultrasound to obtain a pale yellow solid product with a yield of 58%. 1 HNMR(400MHZ,CDCl 3 ): δ=7.28-7.56 (18H, m), 2.15 (6H, s); Anal.Calcd.For C 28 H 24 N 2 S 2 : C, 74.30; H, 5.34. Found: C, 74.00; H, 4.98.

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Abstract

The invention belongs to the field of preparation of lubricating oil and provides a catalyst ligand for direct synthesis of lubricant base oil by ethylene. The ligand is a ligand which adopts a symmetrical structure and is shown in the following formula I (shown in the description), wherein R1 and R2 are hydrogen atoms or C1-C4 alkyl groups, or R1, R2 and adjacent carbon atoms form one of the following substituted or non-substituted groups: acenaphthenyl, phenanthryl and C5-C8 naphthenic base, and R1 and R2 are the same; R3 and R4 are sulphur atoms, carbonyl, sulfuryl, carbon atoms or CHOH, and R3 and R4 are the same; R5-R8 are H, C1-C4 alkyl groups and halogen, R5(R6)=R7(R8); R9 and R10 are H, C1-C4 alkyl groups and halogen and the R9 and R10 are the same. The ligand provided by the invention has the symmetrical structure, and is synthesized through one step, easy to control and high in yield. Since a metal complex is adopted, catalytic efficiency is high, catalytic activity is high and the bromine number of oily polyethylene obtained through preparation is lower.

Description

Technical field [0001] The invention belongs to the field of lubricating oil preparation, and particularly relates to a method for directly synthesizing lubricating oil base oil using ethylene as a raw material. Background technique [0002] With the rapid development of modern industry and the increasingly prominent environmental problems, high-performance, environment-friendly lubricants have received extensive attention and applications. Synthetic lubricant base oils are generally accepted by users due to their longer service life and excellent performance. Poly-α-olefin (PAO) is a widely used synthetic lubricant base oil, which is based on monomer or mixed α-olefin (C 8 ~C 12 ) Is used as the raw material to polymerize under acid catalysis to produce relatively regular long-chain alkane oligomers (mainly trimers, tetramers, pentamers) with relatively low molecular weight, and then carry out hydrogenation saturation purification to obtain the long-chain Regular alkanes. The ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C319/20C07C323/37C07C315/04C07C317/36C07C251/08C07F15/04C07F15/03C08F110/02C08F4/70C10M107/04
Inventor 陈昶乐李为民那银娜李万元季品俊
Owner CHANGZHOU UNIV
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