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Phenoxy ester coordinated transition metal organic complex, olefin polymerization catalytic system comprising same and application of catalytic system to olefin polymerization

A technology of organic complexes and transition metals, applied in titanium organic compounds, organic chemistry, compounds of group 4/14 elements of the periodic table, etc., can solve the problem of weak ability to catalyze olefin copolymerization and achieve strong copolymerization ability , high catalytic activity and good thermal stability

Active Publication Date: 2014-02-05
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] This type of non-cene catalyst has high catalytic activity, but its ability to catalyze olefin copolymerization is not strong

Method used

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  • Phenoxy ester coordinated transition metal organic complex, olefin polymerization catalytic system comprising same and application of catalytic system to olefin polymerization
  • Phenoxy ester coordinated transition metal organic complex, olefin polymerization catalytic system comprising same and application of catalytic system to olefin polymerization
  • Phenoxy ester coordinated transition metal organic complex, olefin polymerization catalytic system comprising same and application of catalytic system to olefin polymerization

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Synthetic ligand L1: 5-methyl-3-trimethylsilyl salicylate methyl ester

[0046]

[0047] After drying high-purity N at high temperature 2 Add 2,6-dibromo-p-cresol (10mmol, 2.66g) and THF (10ml) into the replaced 50mL schlenk bottle, after cooling down to -20°C, add triethylamine (20.0mmol, 2.78ml) first, then Add trimethylchlorosilane (Me 3 SiCl, 15.0mmol, 1.9ml). After the dropwise addition was completed, the temperature rose to room temperature within 1 h, and the reaction was continued for 3 h. Concentrate under reduced pressure, add 20ml of ether, filter, and wash the filter residue with 10ml of ether. The filtrate was concentrated to obtain 3.3 g of a transparent colorless oily liquid, namely (2,6-dibromo-4-methylphenoxy)trimethylsilane, with a yield of 97.8%.

[0048] After high temperature baking N 2 Add (2,6-dibromo-4-methylphenoxy)trimethylsilane (1.5mmol, 0.507g) to a displaced 50ml schlenk bottle, and add Et 2 O (3.0ml). At -60°C and under good stir...

Embodiment 2

[0053] Synthesis of ligand L2: 5-methyl-3-triethylsilyl salicylate methyl ester

[0054]

[0055] After high temperature baking N 2 Add 2,6-dibromo-p-cresol (5 mmol, 1.33 g) and imidazole (5.0 mmol, 0.34 g) to a displaced 50 ml schlenk bottle, and add CH 2 Cl 2 (5ml), under good stirring conditions, the reaction system dropped to -78°C, triethylchlorosilane (20.0mmol, 3.36ml) was added instantly, the reaction system gradually rose to room temperature, and the reaction was continued for 6h. Dry the solvent in vacuo, add 100ml of n-hexane and 50ml of distilled water to the concentrated system, extract and separate, and wash the organic layer with hydrochloric acid solution (0.2N, 30ml), distilled water (30ml), saturated saline (30ml), and anhydrous MgSO 4 Dry and filter to obtain the crude product as a colorless oil. After separation by column chromatography, (2,6-dibromo-4-methylphenoxy)triethylsilane was obtained as a colorless transparent oily liquid with a yield of 99%...

Embodiment 3

[0060] Synthesis of ligand L3: methyl 5-methyl-3-tert-butyldiphenylsilyl salicylate

[0061]

[0062] After high temperature baking N 2 Add 2,6-dibromo-p-cresol (5 mmol, 1.33 g) and imidazole (5.0 mmol, 0.34 g) to a displaced 50 ml schlenk bottle, and add CH 2 Cl 2 (5ml), under good stirring conditions, the reaction system dropped to -50°C, tert-butyldiphenylchlorosilane (20.0mmol, 5.36ml) was added instantly, the reaction system gradually rose to room temperature, and the reaction was continued for 6h. Dry the solvent in vacuo, add 100ml of n-hexane and 50ml of distilled water to the concentrated system, extract and separate, and wash the organic layer with hydrochloric acid solution (0.2N, 30ml), distilled water (30ml), saturated saline (30ml), and anhydrous MgSO 4 Dry and filter to obtain the crude product as a colorless oil. Separation by column chromatography gave (2,6-dibromo-4-methylphenoxy)tert-butyldiphenylsilane as a colorless transparent crystalline solid with...

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Abstract

The invention discloses a novel phenoxy ester coordinated transition metal organic complex, an olefin polymerization catalytic system comprising the same and an application of the catalytic system. The catalytic system comprises (A) a transition metal organic complex with a general formula (I) and (B) main group metal organic compounds, organic aluminoxane and ionic compounds which can be ionized. The transition metal organic complex is shown in the general formula (I), wherein in the formula, M is one or more of transition metal elements in an IV, V or VIII subgroup in the periodic table of elements, m is an integer from 1 to 3, n is a number satisfying the M valence state, X is halogen, alkoxy and the like, R1 is C1-20 alkyl or C6-20 aryl or substituted aryl, and R2-R5 are the same or different and are selected from hydrogen atoms, halogen atoms, alkyl, silyl and the like. The catalytic system has the advantages of high catalytic activity, good thermal stability, strong copolymerization capability and the like, can catalyze olefin polymerization and copolymerization, and can be used in various polymerization methods.

Description

technical field [0001] The present invention relates to a novel phenoxy ester-coordinated transition metal organic complex and an olefin polymerization catalyst system in which the transition metal organic complex is the main catalyst; the present invention also relates to the application of the olefin polymerization system in olefin polymerization . Background technique [0002] Polyolefin is an important class of polymer materials. In recent years, the continuous updating of polyolefin products has brought revolutionary changes to people's lives and is widely used in industry, agriculture, national defense, transportation and people's daily life. The key to polyolefin technology lies in the catalyst, which is the key to regulating the structure and performance of polyolefin. Therefore, the effective molecular structure design of organic ligands and the improvement of catalyst performance occupy a core position in the field of catalyst research and development. The traditi...

Claims

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Application Information

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IPC IPC(8): C07F7/28C07F7/00C08F210/16C08F110/02C08F110/06C08F4/645C08F4/642
Inventor 赵芸党彦柳郑瑞娟矫庆泽黎汉生
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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