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Cyclic compound, preparation method and applications thereof

A kind of technology of heterocyclic group and dioxone ring, which is applied in the field of cyclic compound and its preparation and application, and can solve the problems such as low overall effect of catalyst

Active Publication Date: 2020-04-03
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In recent years, many new internal electron donor compounds containing nitrogen atom structure have emerged, such as maleamide internal electron donor compound (CN102268109) and hydrazide structure electron donor compound (CN103539874), diamide internal electron donor compound Electron donor compound (US2017 / 0240667), urethane electron donor compound (WO2014 / 048861) and amide ester electron donor compound (US2012322962) of Dow Global Technologies Co., Ltd., but the overall effect of the catalyst not outstanding

Method used

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  • Cyclic compound, preparation method and applications thereof
  • Cyclic compound, preparation method and applications thereof
  • Cyclic compound, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] Example 1 Synthesis of compound 2,4-dimethyl-1,5-dioxonane-6,9-dione

[0072] In a 250 ml three-necked flask, add 2.08 g of 2,4-pentanediol, 100 ml of acetonitrile, 2.15 ml of triethylamine, and 0.35 g of anhydrous K after blowing with nitrogen. 2 CO 3 , Add 3.48 g of diethyl succinate dropwise at room temperature and stir evenly. The reaction was stirred for 2 hours and then heated and refluxed for 8 hours. After concentration under reduced pressure, the product was separated by column chromatography to obtain 1.71 g of a colorless liquid product (yield 46%). 1 H-NMR(δ, ppm, TMS, CDCl 3 ): 4.15~4.13(2H,m,OCH), 2.67~2.65(2H,m,CH 2 ),2.58~2.58(2H,m,CH 2 ),1.88~1.87(1H,m,CH 2 ),1.65~1.64(1H,m,CH 2 ),1.44~1.42(6H,m,CH 3 ); Mass spec, GD-Mass:186.

Embodiment 2

[0073] Example 2 Synthesis of compound 2,3,4-trimethyl-1,5-dioxonane-6,9-dione

[0074] In a 250 ml three-necked flask, add 2.36 g of 3-methyl-2,4-pentanediol, 100 ml of acetonitrile, 2.15 ml of triethylamine and 0.20 g of anhydrous potassium chloride after blowing with nitrogen at room temperature Add 3.06 g of succinyl chloride dropwise and stir evenly. The reaction was stirred for 4 hours and then heated and refluxed for 8 hours. After concentration under reduced pressure, the product was separated by column chromatography to obtain 1.60 g of a colorless liquid product (yield 40%). 1 H-NMR(δ, ppm, TMS, CDCl 3 ): 4.16~4.14(2H,m,OCH), 2.67~2.65(2H,m,CH 2 ),2.60~2.59(2H,m,CH 2 ), 2.84~2.83(1H,m,CH),1.44~1.42(6H,m,CH 3 ),1.05~1.03(3H,d,CH 3 ); mass spectrum, GD-mass spectrum: 200.

Embodiment 3

[0075] Example 3 Synthesis of compound 2,4-diethyl-1,5-dioxonane-6,9-dione

[0076] In a 250 ml three-necked flask, after nitrogen blowing, add 2.64 g of 3,5-heptanediol, 120 ml of acetonitrile, 2.15 ml of triethylamine and 0.20 g of anhydrous potassium chloride, and add 3.06 g of butyl at room temperature. Diacid chloride, stir well. The reaction was stirred for 2 hours and then heated and refluxed for 10 hours. After concentration under reduced pressure, the product was separated by column chromatography to obtain 1.50 g of a colorless liquid product (yield 35%). 1 H-NMR(δ, ppm, TMS, CDCl 3 ): 3.95~3.94(2H,m,OCH),2.66~2.64(2H,m,CH 2 ),2.61~2.59(2H,m,CH 2 ),1.90~1.89(1H,m,CH),1.64~1.63(1H,m,CH 2 ),1.57~1.53(4H,m,CH 2 ),0.97~0.95(6H,m,CH 3 ); Mass spec, GD-Mass: 214.

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Abstract

The invention relates to a cyclic compound represented by a formula I, a preparation method and applications thereof. According to the invention, by using the cyclic compound as an internal electron donor compound, an olefin polymerization catalyst with excellent comprehensive performance can be obtained; and particularly with the application of the cyclic compound in propylene polymerization, thehydrogen regulation sensitivity of the catalyst is good, the isotactic index of the obtained polymer is adjustable, and the molecular weight distribution of the obtained polypropylene resin is wide.

Description

Technical field [0001] The invention relates to a cyclic compound and its preparation method and application. Background technique [0002] Olefin polymerization catalysts can be divided into three categories, namely traditional Ziegler-Natta catalysts, metallocene catalysts and non-metallocene catalysts. For traditional Ziegler-Natta catalysts, with the development of electron donor compounds in the catalyst, polyolefin catalysts are constantly updated. The development of the catalyst started from the first generation of TiCl 3 AlCl 3 / AlEt 2 Cl system and second generation TiCl 3 / AlEt 2 Cl system, to the third generation of TiCl with magnesium chloride as the carrier, monoester or aromatic dibasic acid ester as the internal electron donor, and silane as the external electron donor 4 ·ED·MgCl 2 / AlR 3 ·The ED system, the catalytic polymerization activity of the catalyst and the high isotacticity of the obtained polypropylene have been greatly improved. In the prior art, most o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D321/00C07D321/12C08F110/06C08F4/649
CPCC07D321/00C07D321/12C08F110/06C08F4/6494
Inventor 王军高明智刘海涛马晶何世雄刘文蕊马吉星蔡晓霞李昌秀胡建军
Owner CHINA PETROLEUM & CHEM CORP
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