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Complex for catalyzing polymerization of 4-methyl-1-pentene and preparation method thereof

A complex, methyl technology, applied in the direction of palladium organic compounds, platinum group organic compounds, chemical instruments and methods, etc., can solve the problem of inability to catalyze the copolymerization of olefins and polar monomers, the expensive consumption of cocatalyst methylaluminoxane, It is difficult to control the shape and particle size of the polymer to achieve the effects of increasing instability, enhancing electrophilicity, and inhibiting rotation

Inactive Publication Date: 2020-06-12
谢天龙
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the production cost of metallocene catalysts or non-metallocene catalysts of the early transition metal system is high, and the cocatalyst methylaluminoxane (MAO) is expensive and used in large amounts, and the active center is easily deactivated by polar functional groups and cannot be catalyzed. Defects such as copolymerization of olefins and polar monomers, difficulty in controlling the shape and particle size of the polymer

Method used

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  • Complex for catalyzing polymerization of 4-methyl-1-pentene and preparation method thereof
  • Complex for catalyzing polymerization of 4-methyl-1-pentene and preparation method thereof
  • Complex for catalyzing polymerization of 4-methyl-1-pentene and preparation method thereof

Examples

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Effect test

Embodiment 1

[0038] This embodiment provides a kind of bis(pyridin-2-yl)methanol, and its synthesis method is as follows.

[0039] Synthesis of bis(pyridin-2-yl)methanol: set the temperature of the thermostatic freezer at -78°C, and when the temperature reached -78°C, add 60mL of tetrahydrofuran and 2-bromopyridine (1.9mL, 20.0mmol) into the branch Slowly add n-butyllithium (2.5M dissolved in n-hexane, 8.0mL) dropwise into the flask. The reaction was stirred at -78°C for about 15 minutes, then 2-pyridinecarbaldehyde (1.9 mL, 20.0 mmol) was added dropwise. The reaction mixture was stirred at -78 °C for 30 min, then at room temperature for 2 h, then washed with saturated NH 4 Aqueous Cl solution quenched the reaction. After diluting the reaction mixture with ethyl acetate, the organic layer was separated and extracted twice with ethyl acetate. The combined organic fractions were washed with brine, dried (MgSO4), filtered and concentrated in vacuo to give a yellow liquid in 65.7% yield. 1...

Embodiment 2

[0041] This embodiment provides a kind of 2,6-bis(bis(pyridin-2-yl)methyl)aniline, and its synthesis method is as follows.

[0042] Synthesis of 2,6-bis(bis(pyridin-2-yl)methyl)aniline: Weigh aniline (2.19g, 23.5mmol) and bis(pyridin-2-yl)methanol (8.75g, 47mmol) into 150mL In the branch bottle, install the reflux condenser, heat (about 80°C), and weigh the ZnCl 2 (3g, 23.5mmol) was dissolved with concentrated HCl, and after p-toluidine and benzhydryl were melted, ZnCl was added dropwise 2 ·The HCl mixed solution was heated up to 170°C and reacted for 4 hours. After the reaction stopped, cool to room temperature and add CH 2 Cl 2 Dissolve the solid, extract, save the organic phase, add Na 2 CO 3 Remove HCl, filter, retain the filtrate, add silica gel to the filtrate to absorb impurities, filter, spin the filtrate to obtain a solid powder, wash with ethyl acetate to obtain a white powder, and the yield is 76.2%. 1 H-NMR (400MHz, CDCl 3 ),δ(ppm):8.45(d,4H,Py),7.60(t,4H,Py...

Embodiment 3

[0044] This example provides a pyridine-imine ligand L1, the synthesis method of which is as follows.

[0045]Synthesis of pyridine-imine ligand L1: Weigh pyridine-2-carbaldehyde (0.536g, 5.0mmol), 2,6-bis(bis(pyridin-2-yl)methyl)aniline (2.15g, 5.0mmol) An appropriate amount of p-toluenesulfonic acid was dissolved in 80 mL of toluene, refluxed at 130°C overnight, and the crude product was recrystallized with ethanol to obtain yellow crystals after the solvent was spin-dried, with a yield of 80.8%. 1 H-NMR (400MHz, CDCl 3 ),δ(ppm):8.56-8.45(d,5H,Py),8.50(s,1H,CH),7.85-7.81(d,2H,Py),7.60(t,4H,Py),7.46-7.36 (t,6H,Py),7.11(t,4H,Py),5.34(s,2H,CH). 13 C-NMR (100MHz, CDCl 3 ), δ(ppm): 157.81, 151.70, 145.76, 136.89, 136.05, 131.16, 127.20, 126.36, 126.02, 125.75, 124.29, 120.50, 40.27.

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Abstract

The invention discloses a complex for catalyzing polymerization of 4-methyl-1-pentene and a preparation method thereof. According to the complex, di (pyridine-2-yl) methyl with large steric hindranceis introduced into the ortho-position of an imine nitrogen atom aromatic ring. The bis (pyridine-2-yl) methyl with large steric hindrance is introduced, a steric effect is provided, aniline aromatic ring rotation can be inhibited during catalytic polymerization, and a metal center is effectively shielded and thus the metal center is protected. Besides, an electron withdrawing effect is provided, the electrophilicity of the metal active center is enhanced, monomer insertion is facilitated during catalytic polymerization, and the catalytic activity of the catalyst is improved; the prepared pyridine-imine palladium catalyst is novel in structure and has good thermal stability and catalytic activity in catalyzing polymerization of 4-methyl-1-pentene.

Description

technical field [0001] The invention relates to a catalytic research on the polymerization of 4-methyl-1-pentene, in particular to a complex that catalyzes the polymerization of 4-methyl-1-pentene and a preparation method thereof. Background technique [0002] In industry, 4-methyl-1-pentene is mainly produced by dimerization of propylene. Using Zieglar-Natta catalyst to catalyze the polymerization of 4-methyl-1-pentene can obtain stereoisotactic poly(4-methyl-1-pentene), and its polymer microcrystals can reach 40-60%. Poly(4-methyl-1-pentene) has extremely low density, high transparency, good chemical resistance and dielectric properties, high impact strength, and can withstand harsh sterilization and disinfection conditions. These unique properties make it useful Wide range of uses. [0003] Poly(4-methyl-1-pentene) is a polyolefin material with great application potential, and its high temperature resistance, electrical properties, optical properties and mechanical prop...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C08F110/14C08F4/26
CPCC07F15/006C08F110/14C08F4/26
Inventor 谢天龙
Owner 谢天龙
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