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Quinoline-benzimidazole IVB group mono-Cp complex, preparation method and application thereof and method for polymerization reaction of olefin

A technology of benzimidazoles and IVB family, applied to quinoline benzimidazole family IVB monocene complexes and their preparation and application, and the fields of olefin polymerization, can solve the problem of high price and inability to control the form of polymer products well , a large number of problems, etc., to achieve the effect of high catalytic reaction activity

Active Publication Date: 2014-05-07
CHINA PETROLEUM & CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, homogeneous metallocene catalysts also have some disadvantages: (1) they are not suitable for the current general gas phase and slurry polymerization processes; (2) to achieve sufficient polymerization activity, a large amount of and expensive cocatalysts are required MAO; (3) metallocene catalysts cannot control the morphology of polymerization products well
[0005] However, there are few reports on non-bridged hemicene complexes

Method used

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  • Quinoline-benzimidazole IVB group mono-Cp complex, preparation method and application thereof and method for polymerization reaction of olefin
  • Quinoline-benzimidazole IVB group mono-Cp complex, preparation method and application thereof and method for polymerization reaction of olefin
  • Quinoline-benzimidazole IVB group mono-Cp complex, preparation method and application thereof and method for polymerization reaction of olefin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0075] This example is used to illustrate the quinoline benzimidazole IVB group monocene complex and its preparation method provided by the present invention.

[0076] At -78°C, 4 ml of n-BuLi in hexane (concentration: 0.5 mol / L) was added to a solution containing 2-N-methylbenzimidazole-8-hydroxyquinoline (0.551 g, 2 mmol). Chloromethane (30mL) solution, then raised to 10°C at a rate of 5°C / min and stirred for 4 hours to generate a yellow precipitate of 2-N-methylbenzimidazole-8-hydroxyquinoline lithium salt. Filter and drain the precipitate, add 30 ml of dichloromethane and mix well, then add an equivalent amount of Cp'TiCl at -78°C 3(0.438g, 2.00mmol, Cp' is cyclopentadienyl), and then raised to 10°C at a rate of 5°C / min and stirred for 24 hours. After the solvent was drained, use CH 2 Cl 2 (5×20mL) extract the product and concentrate, and then recrystallize with n-heptane to obtain (2-N-methylbenzimidazole-8-hydroxyquinoline) cyclopentadienyl monocene titanocene complex ...

Embodiment 2

[0083] This example is used to illustrate the quinoline benzimidazole IVB group monocene complex and its preparation method provided by the present invention.

[0084] At 0°C, 4 ml of n-BuLi in hexane (concentration: 0.5 mol / L) was added to a dichloride solution containing 2-N-ethylbenzimidazole-8-hydroxyquinoline (0.579 g, 2 mmol). methane (30mL) solution, then raised to 25°C at a rate of 2°C / min and stirred for 4 hours to generate a yellow precipitate of 2-N-ethylbenzimidazole-8-hydroxyquinoline lithium salt. Filter and drain the precipitate, add 30 ml of dichloromethane and mix well, then add an equivalent amount of Cp'TiCl at 0°C 3 (0.438g, 2.00mmol, Cp' is cyclopentadienyl), and then raised to 25°C at a rate of 2°C / min and stirred for 24 hours. After the solvent was drained, use CH 2 Cl 2 (5×20mL) extract the product and concentrate, and then recrystallize with n-heptane to obtain (2-N-ethylbenzimidazole-8-hydroxyquinoline) cyclopentadienyl titanocene complex (wherein, ...

Embodiment 3

[0091] This example is used to illustrate the quinoline benzimidazole IVB group monocene complex and its preparation method provided by the present invention.

[0092] At -50°C, 4 ml of n-BuLi in hexane (concentration: 0.5 mol / L) was added to a solution containing 2-N-isopropylbenzimidazole-8-hydroxyquinoline (0.606 g, 2 mmol). Dichloromethane (30mL) solution, then raised to 15°C at a rate of 3°C / min and stirred for 4 hours to generate a yellow precipitate of 2-N-isopropylbenzimidazole-8-hydroxyquinoline lithium salt. Filter and drain the precipitate, add 30 ml of dichloromethane and mix well, then add an equivalent amount of Cp'TiCl at -50°C 3 (0.438g, 2.00mmol, Cp' is cyclopentadienyl), and then raised to 15°C at a rate of 3°C / min and stirred for 24 hours. After the solvent was drained, use CH 2 Cl 2 (5×20mL) extract the product and concentrate, and then recrystallize with n-heptane to obtain (2-N-isopropylbenzimidazole-8-hydroxyquinoline) cyclopentadienyl titanocene compl...

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Abstract

The invention provides a quinoline-benzimidazole IVB group mono-Cp complex, a preparation method and application thereof and a method for polymerization reaction of olefin. The quinoline-benzimidazole IVB group mono-Cp complex adopts the structure shown in a formula (I), wherein R<1> refers to C1-C3 alkyl; R<2>-R<5> respectively and independently refer to H, C1-C3 alkyl or halogen, R<6> refers to H or C1-C3 alkyl; Cp' refers to substituted or non-substituted cyclopentadienyl. A 2-benzimidazole-8-hydroxyquinoline mono-Cp titanocene complex provided by the invention has higher catalysis reactivity, so ethylene homopolymerisation, and ethylene and alpha-olefin copolymerization are catalyzed better. In addition, under the condition of 150 DEG C, 0.04 g of a polymer obtained through catalysis of the complex is placed in 50 mL of 1,3,5-trichlorobenzene, and the solubility of the polymer is less than 0.05wt%, so the result shows that the obtained polymer is a super-high molecular weight polymer. (The formula (1) is shown in the Specification).

Description

technical field [0001] The present invention relates to a quinoline benzimidazole IVB family monocene complex, a preparation method for quinoline benzimidazole IVB family monocene complex, and quinoline benzimidazole IVB family compound prepared by the method Monocene complexes, applications of the quinoline benzimidazole IVB group monocene complexes in olefin polymerization, and a method for olefin polymerization using the quinoline benzimidazole IVB group monocene complexes. Background technique [0002] Polymer materials have the advantages of low cost, light weight, and easy processing, making them widely used. Its importance and breadth have far surpassed metal, cement, and ceramics, and it has become one of the pillar industries of the national economy. At present, the grades of polyolefin resin materials in my country are relatively low. One of the most important reasons is that my country lacks necessary basic research and has not formed an independent research syste...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F17/00C08F4/6592C08F10/00C08F10/02
Inventor 华炜孙文华赵丽梅刘琪景政红黄伟陈青葵陶俭张文娟马海霞刘英
Owner CHINA PETROLEUM & CHEM CORP
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