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Copolymerization method of ethane/alpha-alkene

A technology of copolymerization and olefin, applied in the field of catalysts, can solve the problems of long preparation route and low product yield, and achieve the effects of high product yield, short synthesis route and high insertion rate

Active Publication Date: 2013-02-20
PETROCHINA CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The preparation method of this type of compound adopts step-by-step synthesis; the preparation route is long and the product yield is low

Method used

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  • Copolymerization method of ethane/alpha-alkene
  • Copolymerization method of ethane/alpha-alkene
  • Copolymerization method of ethane/alpha-alkene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Contains [t-BuNC(Me) 2 (η 5 -C 5 h 4 )] (ZrCl 2 ) of the mixture of

[0038] Take 20mmol (1.46g) of tert-butylamine, add it to 30mL of THF, stir at -10°C, add 12mL (20mmol) of 1.67M n-BuLi n-hexane solution, and react for 40 hours to obtain a white turbid suspension. After adding 20mmol (2.14g) of 6,6-dimethylfulvene, the solution immediately became clear. After 50 hours of reaction, 12mL (20mmol) of 1.67M n-BuLi in n-hexane was added and reacted for 40 hours to obtain a white turbid suspension. solution, and then 17mmol (3.957g) of ZrCl was added at 0°C 4 , continue to stir and react for 72 hours, the upper layer of the solution becomes clear, the solvent is removed under reduced pressure, and after washing with dichloromethane, it is sucked dry to obtain 5.6 g of a yellow solid with a yield of 84%; 1 H NMR, elemental analysis, and mass spectrometry prove that the product contains [t-BuNC(Me) 2 (η 5 -C 5 h 4 )] (ZrCl 2 ), [t-BuNC(Me) 2 (η 5 -C 5 h 4 )] (...

Embodiment 2

[0040] Contains [t-BuNC(Me) 2 (η 5 -C 5 h 4 )] (TiCl 2 ) of the mixture of

[0041] Take 20mmol (1.46g) of tert-butylamine, add it to 55mL of THF, stir at -10°C, slowly add 12mL of 1.67M n-BuLi n-hexane solution, stir for 30 hours to obtain a white turbid suspension, add 20mmol of 6,6-dimethylfulvene solution immediately became clear, continued to stir and react for 50 hours, then added 12mL of 1.67M n-BuLi n-hexane solution, stirred and reacted for 50 hours to obtain a white suspension, then added 15.5mmol TiCl 4 ·2THF, continue stirring for 50 hours, the solution turns olive green. The solvent was removed under reduced pressure, n-hexane was added to extract excess n-BuLi, and the remaining solid was sucked dry to obtain 5.09 g of olive green solids, with a yield of 80%. through 1 H NMR, elemental analysis, and mass spectrometry prove that the product contains [t-BuNC(Me) 2 (η 5 -C 5 h 4 )] (TiCl 2 ), [t-BuNC(Me) 2 (η 5 -C 5 h 4 )] (TiCl 2 ) molar content i...

Embodiment 3

[0043] Contains [t-BuNC(CH 2 ) 5 (η 5 -C 5 h 4 )] (ZrCl 2 ) of the mixture of

[0044] Take 20mmol (1.46g) of tert-butylamine, add it to 30mL of THF, stir at -10°C, add 12mL (20mmol) of 1.67M n-BuLi n-hexane solution, and stir for 40 hours to obtain a white turbid suspension. Add 20mmol (2.48g) of 6,6-pentamethylenefulvene, the solution becomes clear, stir and react for 48 hours, then add 12mL of 1.67M n-BuLi n-hexane solution, stir and react for 50 hours to obtain a white turbid suspension solution, and then add 18.8mmol of ZrCl 4 , stirred and reacted for 72 hours; after standing still, the white LiCl was removed by filtration, the filtrate was decompressed to remove the solvent, washed with dichloromethane and then sucked dry to obtain 5.5 g of a light yellow solid product. [t-BuNC(CH 2 ) 5 (η 5 -C 5 h 4 )] (ZrCl 2 ) molar content is 84.5%, namely [t-BuNC(CH 2 ) 5 (η 5 -C 5 h 4 )] (ZrCl 2 ) to the rest of the mixture in a molar ratio of 5.45:1; the meltin...

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Abstract

The invention relates to a copolymerization method of ethane / alpha-alkene, which is characterized in that: a mixture of constrained geometry carbon-bridged single metallocene is used as catalyst to catalyze ethane / alpha-alkene copolymerization; constrained geometry carbon-bridged single metallocene catalyst comprises a constrained geometry carbon-bridged single metallocene compound which is represented by the following structural general formula (I): R represents H or tertiary butyl or allyl containing 1-10 carbon atoms; R1, R2 respectively represents H or alkyl or aromatic base containing 1-10 carbon atoms; M represents Ti or Zr; Cp represents cyclopentadienyl, substituted cyclopentadienyl, indenyl or substituted indenyl; the molo ratio of the constrained geometry carbon-bridged single metallocene compound to the other compounds is 5-7:1; fulvene and amido are subject to a lithium reaction and then followed by a complexation with metal, thereby that the mixture of constrained geometry carbon-bridged single metallocene containing different substituents is obtained. The method disclosed in the invention can be used in the copolymerization of ethane / 1-hexane, ethane / 1-octene and ethane / 1-decene, and the insertion rate of long-chain alpha-alkene is high.

Description

technical field [0001] The present invention relates to a method for catalyzing the copolymerization of ethylene / α-olefins such as ethylene / 1-hexene, ethylene / 1-octene and ethylene / 1-decene by using a configuration-limited carbon-bridged monometallocene mixture as a catalyst . Background technique [0002] Metallocene catalysts can not only catalyze the polymerization of ethylene, but also catalyze the stereoregular polymerization of α-olefins, as well as the copolymerization of ethylene and α-olefins, showing great vitality in the field of synthesis of new materials. Among them, the ethylene octene copolymerized elastomer EOC has good mechanical properties and processing properties. Chemical crosslinking with peroxide, etc., or rubber processing methods to make elastomeric materials. Therefore, the research on mEOC catalysts is progressing very rapidly. [0003] The metallocene catalyst composed of titanocene compound, boron compound and organoaluminum compound has the c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F210/16C08F4/6592
Inventor 米普科王斯晗许胜钱锦华陈谦郭翔黄付玲阎修维杨俊凤江玲屈良端
Owner PETROCHINA CO LTD
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