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Self-assembled olefin polymerization catalyst

An olefin polymerization and catalyst technology, applied in the field of polyolefins, can solve the problems of low total yield and the like

Inactive Publication Date: 2011-02-09
AGENCY FOR SCI TECH & RES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although the complex [(XVI)TiCl 2 ] and [(XVII)TiCl 2 ] showed significantly improved activity, with an activity of more than 2 × 10 at 25 °C 3 kg PE mol cat -1 h -1 bar -1 (tested in toluene for 1 hour), the overall yield is rather low at 50°C due to faster catalyst decomposition

Method used

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  • Self-assembled olefin polymerization catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0208] Example 1: Preparation of bis-phenoxy-imine ligand (XVIII)

[0209]In a 150 mL dry flask, 4,4'-diaminodiphenylmethane (1.34 g, 6.76 mmol) was dissolved in 25 mL of dry methanol. After stirring for a few minutes, 3-tert-butyl-2-hydroxy-benzaldehyde (2.65 g, 14.87 mmol) was added, followed by a few drops of formic acid. The resulting mixture was stirred at room temperature for 1 hour, then refluxed under argon atmosphere for one day. After cooling to room temperature, the product was isolated by filtration, washed with 12 mL of methanol, and dried in vacuo to obtain 3.45 g of the product as a yellow powder, yield 98%. 1 H-NMR (CDCl 3 , 400MHz, δ): 1.50(s, 18H, -C(CH 3 ) 3 ), 4.04 (s, 2H, -CH 2 -), 6.87-7.42 (multiplet, 14H, aromatic-H), 8.63 (s, 2H, -CH=N-), 13.96 (s, 2H, -OH). 13 C-NMR (CDCl 3 , 400MHz, δ): 29.38, 34.93, 41.04, 118.34, 119.13, 121.37, 129.89, 130.30, 130.62, 137.67, 139.64, 146.66, 160.55, 162.90. Elemental Analysis C 35 h 38 N 2 o 2 (518.71)...

Embodiment 2

[0210] Example 2: Preparation of bis-phenoxy-imine ligand (XIX)

[0211] Bis-phenoxy-imine ligand (XIX) was synthesized using the same method as that of ligand (XVIII), using benzidine (1.06 g, 5.74 mmol) and 3-tert-butyl in 30 mL of anhydrous methanol - 2-Hydroxy-benzaldehyde (2.09 g, 11.49 mmol). 2.80 g of yellow powder was obtained with a yield of 99%. 1 H-NMR (CDCl 3 , 400MHz, δ): 1.51(s, 18H, -C(CH 3 ) 3 ), 6.90-7.71 (multiplet, 14H, aromatic-H), 8.71 (s, 2H, -CH=N-), 13.96 (s, 2H, -OH). 13 C-NMR (CDCl 3 , 400MHz, δ): 29.36, 34.94, 118.41, 119.12, 121.74, 127.87, 130.48, 130.71, 137.72, 138.80, 147.64, 160.61, 163.11. Elemental Analysis C 34 h 36 N 2 o 2 (504.68): Calculated: C 80.92%, H 7.19%, N 5.55%; Found: C 80.98%, H 7.12%, N 5.62%. HRMS (EI, m / z): calculated value 504.2777; measured value: 504.2823 (M + ). Single crystals crystallized from toluene. The X-ray molecular structure is shown in Figure 16 middle. The crystal is monoclinic, space group (sp...

Embodiment 3

[0212] Embodiment 3: Preparation of phenoxy-imine ligand (I)

[0213] In a 100 mL dry flask, aniline (1.44 g, 15.46 mmol) was dissolved in 25 mL of dry methanol with stirring. 3-tert-butyl-2-hydroxy-benzaldehyde (2.5 g, 14.03 mmol) was then added followed by a few drops of formic acid. The resulting mixture was stirred at room temperature for 1 hour, then refluxed under argon atmosphere for 8 hours. After cooling to room temperature, the methanol was removed under vacuum to give a yellow residue, which was purified by column chromatography eluting with hexane / ethyl acetate (10:1) to give 3.2 g of the product as a light yellow oil, Yield 90%. 1 H-NMR (CDCl 3 , 400MHz, δ): 1.54 (s, 9H, tert-butyl), 6.91-7.48 (m, 8H, aromatic-H), 8.66 (s, 1H, -CH=N-), 13.97 (s, 1H, -OH). 13 C-NMR (CDCl 3 , 400MHz, δ): 29.39, 34.96, 118.37, 119.10, 121.23, 126.75, 129.41, 130.39, 130.71, 137.69, 148.51, 160.58, 163.42.

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Abstract

The present invention relates to a self-assembled olefin polymerization catalyst comprising a transition metal compound according to formula (I) LqMmXnwherein M is a transition metal selected from the group consisting of Group 3-11 of the periodic table; X is independently selected from the group consisting of H, halogen, CN, optionally substituted N(Ra)2, OH, optionally substituted C1-C20 alkyl, optionally substituted C1-C20 alkoxy, wherein Ra is independently selected from the group consisting of optionally substituted C1-C20 alkyl, optionally substituted C6-C20 aryl and halogen; q is an integer of at least 2; m is an integer of at least 2; n is an integer making (I) electrically neutral; L is independently a ligand which has at least two linked coordination units, wherein each coordination unit binds to a different transition metal.- The present invention also relates to a process for the polymerization of olefins using the transition metal compound of the invention and to the polyolefins obtained from this polymerization process. Finally, the invention also relates to new ligands L present in the transition metal compound and to methods of making the ligand L.

Description

technical field [0001] The invention relates to a self-assembled olefin polymerization catalyst, a method for olefin polymerization and polyolefin obtained by the method. The present invention also relates to a compound constituting a ligand system for constructing the self-assembled olefin polymerization catalyst and a preparation method thereof. Background technique [0002] The production of polyolefins is a very important branch of industry, in 2005, about 100,000,000 tons of polyolefins were produced worldwide. Catalysts for olefin polymerization play a key role in the preparation process, leading to the development of efficient olefin polymerization catalysts. High-efficiency olefin polymerization catalysts are still a hot research field. In conventional efficient multi-site Ziegler-Natta catalysts (such as TiCl n / MgCl 2 (n=3, 4) [1] ) and single-site Group 4 metallocene catalysts have been extensively studied and applied in industrial [2] Then, over the past de...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F10/00C08F4/642C08F4/42
CPCC08F10/00C08F110/02C08F2410/03C09B11/04C09B55/005C09B55/008C08F2500/03C08F4/64048
Inventor 罗河宽
Owner AGENCY FOR SCI TECH & RES
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