2-benzimidazolyl-8-methanamide quinoline chromium complexes, its preparation method and application

A technology for complexes and polymerization reactions, applied in the field of 2-benzimidazolyl-8-carboxamide quinoline chromium complexes, can solve the problems that limit the development of ethylene oligomerization and polymerization industry, and achieve low price and high catalytic activity high effect

Inactive Publication Date: 2011-09-28
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, most of the above-mentioned catalysts are protected or covered by foreign patents, which seriously limits the development of my country's ethylene oligomerization and polymerization industry. It is imminent to research and develop ethylene oligomerization and polymerization catalysts with independent intellectual property rights.

Method used

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  • 2-benzimidazolyl-8-methanamide quinoline chromium complexes, its preparation method and application
  • 2-benzimidazolyl-8-methanamide quinoline chromium complexes, its preparation method and application
  • 2-benzimidazolyl-8-methanamide quinoline chromium complexes, its preparation method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Embodiment 1, the preparation of complex C1

[0037] 1mmol tetrahydrofuran chromium chloride is added to the tetrahydrofuran solution containing 2-benzimidazolyl-N-(2,6-diisopropylphenyl)-8-carboxamide quinoline shown in 1.1mmol formula II, at 25 After stirring at ℃ for 6 hours, the reaction was completed, the solvent was sucked dry and washed several times with diethyl ether. The obtained precipitate was dried in vacuum to obtain a green solid powder, which is the complex represented by formula I provided by the present invention. Yield: 95.0%.

[0038]

[0039] (Formula I)

[0040] In the formula I, R 1 = i Pr, R 2 = H;

[0041] Theoretical value of elemental analysis: C 29 h 28 Cl 3 CrN 4 O: C, 57.39; H, 4.65; N, 9.23.; Found: C, 57.13; H, 4.55; N, 9.11. IR(KBr:cm -1 ): 3436m, 3210w, 3065m, 2966m, 2868w, 1623s, 1604s, 1570s, 1540m, 1442m, 1363w, 1339m, 1232w, 1146m, 1013w, 997m, 856w, 765m.

[0042] It can be known from the above that the compound has...

Embodiment 2

[0044] Embodiment 2, the preparation of complex C2

[0045] Add 1mmol tetrahydrofuran chromium chloride to tetrahydrofuran solution containing 1.1mmol formula II 2-benzimidazolyl-N-(2,6-diethylphenyl)-8-carboxamide quinoline, at 25°C After stirring for 6 hours, the reaction was completed, and the solvent was sucked dry and then washed several times with ether. The obtained precipitate was dried in vacuum to obtain a green solid powder, which is the complex represented by formula I provided by the present invention. Yield: 94.5%.

[0046]

[0047] (Formula I)

[0048] In the formula I, R 1 =Et,R 2 = H;

[0049] FT-IR (KBr, cm -1 ): 3416m, 3198m, 3065w, 2970m, 1623s, 1600s, 1565s, 1532m, 1501m, 1457w, 1340w, 1233w, 1141m, 1012m, 860m, ​​760m.Anal.Calcd for C 27 h 24 Cl 3 CrN 4 O: C, 56.02; H, 4.18; N, 9.68. Found: C, 55.98; H, 4.09; N, 9.65.

[0050] It can be known from the above that the compound has a correct structure and is a compound shown in formula I. figu...

Embodiment 3

[0052] Embodiment 3, the preparation of complex C3

[0053] Add 1mmol tetrahydrofuran chromium chloride to tetrahydrofuran solution containing 1.1mmol formula II 2-benzimidazolyl-N-(2,6-dimethylphenyl)-8-carboxamide quinoline, at 25°C After stirring for 6 hours, the reaction was completed, and the solvent was sucked dry and then washed several times with ether. The obtained precipitate was dried in vacuum to obtain a green solid powder, which is the complex represented by formula I provided by the present invention. Yield: 97.0%.

[0054]

[0055] (Formula I)

[0056] In the formula I, R 1 Me, R 2 = H;

[0057] FT-IR (KBr, cm -1 ): 3428m, 3185m, 3064w, 2925m, 1624s, 1601s, 1566s, 1538m, 1474w, 1440w, 1341w, 1303w, 1228w, 1150m, 1092m, 857m, 761m. 25 h 20 Cl 3 CrN 4 O: C, 54.51; H, 3.66; N, 10.17. Found: C, 54.50; H, 3.33; N, 10.10.

[0058] It can be known from the above that the compound has a correct structure and is a compound shown in formula I. figure 2 Pr...

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Abstract

The invention discloses 2-benzimidazolyl-8-methanamide quinoline chromium complexes, its preparation method and an application. The structure general formula of the complexes is disclosed as a formula (I). The complexes of the invention are obtained through a reaction by mixing 2-benzimidazolyl-8-methanamide quinoline ligand with tetrahydrofuran chromium chloride. The combination of the complexes and a cocatalyst can be used as a catalyst of ethylene polymerization. The complexes provided by the present invention has the advantages of simple raw materials with low price, easy realization of all the steps and high yield as well as large space for modifying a ligand, and the effects of different ligand environment on catalytic activities can be conveniently researched. The catalyst composition has high catalytic activity to ethylene, and has important application value.

Description

technical field [0001] The invention relates to a 2-benzimidazolyl-8-carboxamide quinoline chromium complex and a preparation method and application thereof. Background technique [0002] As we all know, there are currently two industrialized ethylene polymerization catalyst systems, one is the Ziegler-Natta catalyst, which is a binary system composed of transition metal salts and alkyl metal compounds, and the other is the chromium-based ethylene polymerization catalyst developed by Philips. . According to statistics, 1 / 3 of the world's total ethylene products are produced using chromium-based ethylene polymerization catalysts developed by Philips. Chromium-based catalysts have become the main catalyst system for the preparation of HDPE and LLDPE. Chromium-based catalysts have attracted more and more attention because of their high activity, simple synthesis, easy access to additive raw materials, relatively low cost, and no corrosive element chlorine in resin products. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F11/00C08F10/02C08F4/69
CPCY02P20/52
Inventor 张文娟孙文华
Owner INST OF CHEM CHINESE ACAD OF SCI
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