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

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

Inactive Publication Date: 2012-09-26
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, preparation method and application thereof
  • 2-benzimidazolyl-8-methanamide quinoline chromium complexes, preparation method and application thereof
  • 2-benzimidazolyl-8-methanamide quinoline chromium complexes, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Example 1. Preparation of complex C1

[0037] 1mmol of tetrahydrofuran chromium chloride was added to the tetrahydrofuran solution containing 1.1mmol of 2-benzimidazolyl-N-(2,6-diisopropylphenyl)-8-carboxamide quinoline represented by formula II, at 25 After stirring for 6 hours at °C, the reaction is complete, the solvent is drained and then washed several times with ether. The obtained precipitate is dried in a 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 seen from the above that the compound has a correct structure and...

Embodiment 2

[0044] Example 2. Preparation of complex C2

[0045] Add 1mmol of tetrahydrofuran chromium chloride to the tetrahydrofuran solution containing 1.1mmol of 2-benzimidazolyl-N-(2,6-diethylphenyl)-8-carboxamide quinoline represented by formula II at 25°C After stirring for 6 hours, the reaction is complete, the solvent is drained and then washed several times with ether. The obtained precipitate is dried in a 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 seen from the above that the compound has a correct structure and is a compound represented by formula I. figure 1 Th...

Embodiment 3

[0052] Example 3. Preparation of complex C3

[0053] Add 1mmol of tetrahydrofuran chromium chloride to the tetrahydrofuran solution containing 1.1mmol of 2-benzimidazolyl-N-(2,6-dimethylphenyl)-8-carboxamide quinoline represented by formula II at 25°C After stirring for 6 hours, the reaction is complete, the solvent is drained and then washed several times with ether. The obtained precipitate is dried in a 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. Anal. Calcd for C 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 seen from the above that the compound has a correct structure and is a compound represented by formula I. figu...

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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 complexesand 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 its preparation method and application. 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 a chromium-based ethylene polymerization catalyst developed by Philips. . According to statistics, 1 / 3 of the global total ethylene products are produced using the chromium-based ethylene polymerization catalyst 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 availability of auxiliary materials, relatively low cost, and no corrosive element chlorine in the resin product. [0003]...

Claims

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Application Information

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Patent Type & Authority Patents(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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