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Alpha-nickel diimine compound olefin polymerization catalyst and preparation method thereof, and method for preparing branched polyethylene

A technology for olefin polymerization and diimine nickel is applied in the field of α-diimine nickel olefin polymerization catalyst and its preparation, and in the field of catalyzing ethylene polymerization to prepare branched polyethylene, which can solve the problems of decomposition and deactivation, poor thermal stability and the like, and achieves the The effect of prolonging catalytic life, low cost, good thermal stability

Inactive Publication Date: 2009-09-16
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the thermal stability of these diimine catalysts is poor, when R 1 For the above substituents, even if there are bulky substituents in the ortho or para position of aniline, the molecular weight of polyethylene prepared by these α-diimine nickel catalysts will decrease rapidly with the increase of polymerization temperature, generally above 60°C The catalyst rapidly decomposes and deactivates

Method used

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  • Alpha-nickel diimine compound olefin polymerization catalyst and preparation method thereof, and method for preparing branched polyethylene
  • Alpha-nickel diimine compound olefin polymerization catalyst and preparation method thereof, and method for preparing branched polyethylene
  • Alpha-nickel diimine compound olefin polymerization catalyst and preparation method thereof, and method for preparing branched polyethylene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Synthesis of Ligand L1a

[0044] Under nitrogen atmosphere and room temperature, 20ml of toluene, 1.45g (1.5ml, 12mmol) of 2,6-dimethylaniline, and 12ml of trimethylaluminum (1.0M, 12mmol) were successively added into a 100ml branch bottle. React at 110° C. for 2 hours, lower the reaction temperature to room temperature, and then add 1.05 g (5 mmol) of dibenzoyl. At this time, the reaction system changed from colorless to deep red, and released a lot of heat. The reaction was continued at 110° C. for 6 hours, and then the temperature was lowered to 0° C., and the reaction system was terminated with 5% sodium hydroxide ice solution. The organic phase was extracted with ethyl acetate, followed by anhydrous MgSO 4After drying, the solvent was spin-dried to obtain an orange oil. The product was separated through a silica gel column, eluent (petroleum ether / ethyl acetate=15:1). Recrystallization in ethanol gave orange crystals, yield: 69.2%. NMR test shows that the liga...

Embodiment 2

[0046] Synthesis of Ligand L2a

[0047] According to the synthesis method of ligand L1a in Example 1, 4,4'-dimethyldibenzoyl was used instead of dibenzoyl, and other operating conditions were the same. An orange oil was obtained, yield: 74.1%. NMR test shows that the ligand has isomers in the solution state, and the isomer ratio is 2.5:1. 1 H NMR (300MHz, CDCl 3 ), δ (ppm): Isomer 1: 8.12-6.82 (m, 14H, Ar-H), 2.46 (s, 12H, CH 3 at aniline phenyl), 1.79(s, 6H, CH 3 at benzil backbone). Isomer 2: 8.12-6.82(m, 14H, Ar-H), 2.22(s, 12H, CH 3 at aniline phenyl), 1.59(s, 6H, CH 3 at benzilbackbone). 13 C NMR (75MHz, CDCl 3 ), δ (ppm): Isomer 1: 164.49 (C=N), 147.60 (C-N), 140.91 (CC=N), 131.77 (C Ar -Me), 128.49, 127.30, 126.32125.25, 122.80, 21.46, 18.67. Isomer 2: 165.00 (C=N), 147.33 (C-N), 139.88 (CC=N), 132.59 (C Ar -Me), 129.12, 127.50, 126.78, 124.91, 122.93, 21.31, 18.50. Elemental analysis result C 32 h 32 N 2 : Theoretical value: C, 86.44; H, 7.25; N, 6.3...

Embodiment 3

[0049] Synthesis of Ligand L2b

[0050] According to the synthetic method of ligand L1a in Example 1, replace 2,6-dimethylaniline with 2,6-diisopropylaniline and replace dibenzoyl with 4,4'-dimethyldibenzoyl, and others operating conditions are the same. Orange crystals were obtained, yield: 48.6%.

[0051] The NMR test showed that the ligand has isomers in the solution state, and the isomer ratio is 1.9:1. 1 H NMR (300MHz, CDCl 3 ), δ (ppm): Isomer 1: 7.87-6.86 (m, 14H, Ar-H), 2.98 (m, 4H, CH (CH 3 ) 2 ), 2.29 (s, 6H, CH 3 ), 1.12(m, 24H, CH(CH 3 ) 2 ). Isomer 2: 7.87-6.86 (m, 14H, Ar-H), 3.13 (m, 4H, CH (CH 3 ) 2 ), 2.39 (s, 6H, CH 3 ), 0.96(m, 24H, CH(CH 3 ) 2 ). 13 C NMR (75MHz, CDCl 3 ), δ (ppm): Isomer 1: 166.29 (C=N), 145.74 (C-N), 140.34 (CC=N), 134.97 (C Ar -Me), 129.07, 128.59, 123.43, 122.97, 28.55, 23.65, 21.44. Isomer 2: 166.19 (C=N), 142.56 (C-N), 139.97 (CC=N), 134.76 (C Ar -Me), 129.07, 128.59, 123.43, 122.97, 27.89, 24.48, 22.63. Elemental anal...

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Abstract

The invention discloses an alpha-nickel diimine compound olefin polymerization catalyst and a preparation method thereof, and a method for preparing branched polyethylene. Structural formulas of the alpha-nickel diimine compound olefin polymerization catalyst are shown as a formula (I) and a formula (II), and the preparation method of the alpha-nickel diimine compound olefin polymerization catalyst is simple and low in cost, and can catalyze ethylene polymerization with high activity at a temperature of more than or equal to 80 DEG C to obtain high molecular weight polyethylene. The polyethylene prepared by catalyzing of the alpha-nickel diimine compound olefin polymerization catalyst has high molecular weight, and can prepare molecular weight which reaches more than 10<2>*kg / mol in the temperature range of between 0 and 80 DEG C.

Description

technical field [0001] The invention relates to the field of catalytic polymerization of olefins, in particular to a type of α-diimine nickel olefin polymerization catalyst and its preparation technology and a method for preparing branched polyethylene by catalyzing ethylene polymerization. Background technique [0002] Polyolefin is one of the most widely used resins. Due to its excellent processing and use properties and low price, it has become the largest output and consumption of synthetic resins in the world. It is widely used in people's production and consumption fields. Among them, the development of catalysts is the core technology for the development of the polyolefin industry and the key factor for controlling the structure and performance of polyolefins. [0003] On the basis of traditional Ziegler-Natta catalysts, metallocene catalysts with a single active center and single metallocene catalysts have been developed successively. Catalytic olefin polymerization ...

Claims

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Application Information

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IPC IPC(8): C08F4/80C08F110/02
Inventor 伍青刘丰收高海洋张玲祝方明
Owner SUN YAT SEN UNIV
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