Norbornene base organic group dialkoxy silane compound, preparation method and application thereof

A technology of alkenyl organo dialkoxy silane and alkenyl isobutyl dimethoxy silane is applied in the application field of olefin polymerization catalyst components to achieve the effects of high activity, good comprehensive performance and guaranteed market supply

Inactive Publication Date: 2019-03-12
SINOPEC YANGZI PETROCHEM +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Although the commonly used silane-based external electron donors have been widely used in the production of polypropylene, their comprehensive performance needs to be further improved.

Method used

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  • Norbornene base organic group dialkoxy silane compound, preparation method and application thereof
  • Norbornene base organic group dialkoxy silane compound, preparation method and application thereof
  • Norbornene base organic group dialkoxy silane compound, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Preparation of norbornenyltrimethoxysilane

[0046] In a 1L stainless steel autoclave equipped with a mechanical stirrer, a thermometer, a nitrogen inlet, a feeding port, and a liquid sampling port, add 153.8 g (1.017 mol) of vinyltrimethoxysilane, 80 g (0.593 mol) of dicyclopentene, and methanol 300g, under stirring, the reaction material was heated up to 180°C, and kept for 5 hours. Samples were taken for gas chromatographic analysis to monitor the extent of the reaction. After the reaction is completed, the solvent, unreacted raw materials such as cyclopentadiene, dicyclopentadiene, vinyltrimethoxysilane, etc. are distilled off at normal pressure, and then collected by distillation at -0.098MPa under reduced pressure at 135-156°C The distillate product is 230 grams, and the yield is 75% (based on vinyltrimethoxysilane). The reaction process is:

[0047]

Embodiment 2

[0049] Preparation of norbornenylcyclopentyldimethoxysilane

[0050] Replace the air with nitrogen in a 500ml dry four-necked flask equipped with an electric stirrer, a thermometer, a reflux condenser, and a constant pressure dropping funnel, and drop 12.1g (purity 99%, 0.5mol) particle size into the reaction flask under a nitrogen atmosphere. Magnesium powder less than 100 meshes, 2.7g (purity 99%, 0.026mol) chlorocyclopentane, 20ml methyl tert-butyl ether. A mixture of 51.2 g (0.49 mol) of chlorocyclopentane and 200 ml of methyl tert-butyl ether was added to the constant pressure dropping funnel. Add 0.05 g of initiator iodine to the contents of the reaction vial. After the reaction is initiated, stir. When the exothermic reaction is stable, add the mixture in the dropping funnel dropwise to the reaction flask within 30-60 minutes, and control the reaction temperature so that the solvent is in a reflux state; the mixture of chlorocyclopentane and methyl tert-butyl ether A...

Embodiment 3

[0056] Preparation of norbornenylisobutyldimethoxysilane

[0057] According to the conditions of Example 2, the chlorocyclopentane was replaced by an equimolar chloroisobutane; after the reaction was completed, the solvent was recovered by filtration, washing, normal pressure and the previous fraction was evaporated, and finally the vacuum distillation collected 118-120 ° C / -0.098MPa fraction. 80 g of norbornenyl isobutyldimethoxysilane was obtained with a purity of 98% and a yield of 72% (based on norbornenyl trimethoxysilane). The reaction process is:

[0058]

[0059] The hydrogen spectrum result of norbornenyl isobutyl dimethoxysilane compound is:

[0060] 1 H NMR (600MHz, CDCl 3 )δ6.28–5.84(m,2H),3.68–3.42(m,6H),3.13–2.80(m,2H),2.31–1.07(m,6H),0.99(ddd,J=18.1,7.8,3.2 Hz,6H),0.72–0.52(m,2H).

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Abstract

The invention discloses a norbornene base organic group dialkoxy silane compound and a preparation method thereof. A general formula of the norbornene base organic group dialkoxy silane compound is asshown in the description, wherein R1 is an alkyl of 1-5 carbon atoms; and R2 is a branched alkyl with 3-10 carbon atoms on an Alpha or Beta secondary carbon atom connected with a silicon atom. An external electron donor in a new structure is used for a propylene polymerization catalyst system, and better comprehensive performance is expressed as the external electron donor. Compared with an existing external electron donor, the external electron donor is capable of maintaining high activity of a catalyst, and improving hydrogen sensibility of the catalyst.

Description

technical field [0001] The invention relates to a norbornene-based organodialkoxysilane compound, a preparation method of the compound and an application of the compound as an olefin polymerization catalyst component. In the application of olefin polymerization or copolymerization reaction, especially in the application of propylene polymerization reaction, the catalyst system containing this compound as an external electron donor component has good catalytic activity and hydrogen sensitivity, and can obtain high stereoregularity polymer. Background technique [0002] At present, the catalysts used in the industrial production of polypropylene are mainly MgCl2-supported Ziegler-Natta catalysts containing diester internal electron donors. Ziegler-Natta catalyst is equipped with cocatalyst aluminum alkyl and external electron donor during the polymerization of propylene. Usually, the compounds used as external electron donors are mainly diorganodialkoxysilanes, among which t...

Claims

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Application Information

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IPC IPC(8): C07F7/18C08F110/06C08F4/646C08F4/656
CPCC07F7/1876C07F7/1892C08F110/06C08F4/6465C08F4/6567C08F2500/15C08F2500/12
Inventor 高以龙杨爱武易玉明孙海龙
Owner SINOPEC YANGZI PETROCHEM
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