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Non-generic β-ketimine type tridentate bimetallic titanium complex, preparation method and application
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A titanium complex and ketimine-type technology, applied in the direction of titanium organic compounds, can solve problems such as bimetallic structure asymmetry, molecular weight distribution broadening, polymer molecular weight increase, etc., to achieve good stability, high polymerization activity, The effect of mild reaction conditions
Inactive Publication Date: 2017-06-20
SOUTH CENTRAL UNIVERSITY FOR NATIONALITIES
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2. The molecular weight of the resulting polymer will generally increase; and due to the possible structural asymmetry of the bimetal, two different active centers will be generated, resulting in a broadening of the molecular weight distribution
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Embodiment 1
[0035] Synthesis of ligand L1
[0036]
[0037] Add 3.44g benzene ring bridged 1,3-bis-β-diketone D1, 2.44g 2-propylthioethylamine, 2 drops of glacial acetic acid, 30ml toluene as solvent in a three-necked flask, and reflux the water separator under the protection of nitrogen 48 Hours, TLC monitored the reaction. Stop the reaction and spin dry the solvent. Recrystallize with a mixed solvent of ethanol and water to obtain a red-black viscous product. Repeated washing with methanol several times to obtain a red viscous product L2. Yield: 38.5%. 1 HNMR(400MHz, CDCl 3 ): δ11.349 (2H, s, NH), 7.821-7.838 (4H, m, Ph-H), 7.313-7.478 (10H, m, Ph-H), 5.734 (1H, s, enol), 3.366 ( 2H,m,CH 2 ), 2.574 (2H, m, CH 2 enol),2.358(2H,m,CH 2 ); 1.481(2H,m,CH 2 ),0.878(3H,t,CH 3 ); Elemental analysis: theoretical value (%): C, 71.29; H, 7.04; N, 4.89; test value (%): C, 71.45; H, 7.21; N, 4.63.
Embodiment 2
[0039] Synthesis of ligand L2
[0040]
[0041] In a three-necked flask, add 0.01mol of bis-β-diketone bridged by benzene ring, 0.01mol of o-aminophenol and 50ml of toluene solvent, 0.02g of p-toluenesulfonic acid as a catalyst, and reflux for 12 hours at the temperature, and then add one (o-aminophenyl) ) 0.01 mol of diphenylphosphine and reflux for another 12 hours. After stopping the reaction, the product is separated by silica gelcolumn chromatography to obtain ligand L2 with a yield of 21%. 1 HNMR(400MHz, CDCl 3 ):δ11.58(H,s,NH),δ11.31(H,s,NH),7.78-6.9(22H,m,Ph-H), 5.68(1H,s,=CH),5.52(1H ,s,=CH),5.35(1H,s,OH),1.25(9H,s,CH 3 ); Elemental analysis: theoretical value (%): C, 71.38; H, 5.42; N, 3.96; test value (%): C, 71.05; H, 5.68; N, 3.71.
Embodiment 3
[0043] Synthesis of ligand L3
[0044]
[0045] The synthesis method is as shown in Example 2 to obtain ligand L3 with a yield of 16%. 1 HNMR(400MHz, CDCl 3 ): δ11.86(H,s,NH),δ11.57(H,s,NH), 7.37-6.80(3H,m,Ph-H), 5.38(1H,s,OH), 5.29(1H, s,=CH), 3.26(3H,s,N-CH 3 ), 2.27(3H,s,CH 3 ), 2.19-1.11 (27H, m, CH); elemental analysis: theoretical value (%): C, 61.64; H, 8.16; N, 8.29; test value (%): C, 61.96; H, 8.23; N, 8.51.
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Abstract
The invention discloses a non-metallocene beta-ketoimine type tridentate bimetallic titanium complex, a preparation method and application of the bimetallic titanium complex to catalyze polymerization of ethylene with alpha-alkene, cycloolefins or dialkene. The non-metallocene beta-ketoimine type tridentate bimetallic titanium complex prepared by using the method has the advantages of being novel in design, simple in preparation method, mild in reaction condition, low in catalysis cost and high in ethylenepolymerization activity, and the catalysis activity on ethylenepolymerization is higher than 10<6> g / molTi*h. Compared with a mononuclear catalyst, the non-metallocene beta-ketoimine type tridentate bimetallic titanium complex has the advantages of good stability, long service life, less usage amount of a co-catalyst, wide molecular weight distribution of obtained polymers, and the like.
Description
Technical field [0001] The invention relates to a non-clocene β-ketimine type tridentate bimetallic titanium complex, a preparation method and an application, and belongs to the technical field of metalorganic chemistry and also to the technical field of polymer materials. Background technique [0002] Polymer materials are one of the pillar industries of the national economy, of which polyolefin has always been the most important product. Polyolefin is an important polymer material with many advantages such as abundant raw materials, low price, easy processing and forming, and in terms of product performance, it has low relative density, chemical resistance, and good water resistance; good mechanical strength, Features such as electrical insulation. It can be used to manufacture films, pipes, plates, various molded products, wires and cables, etc. It has a wide range of uses in agriculture, packaging, electronics, electrical, automobiles, machinery, and daily sundries. [0003...
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