Application of rare-earth complexes chelated by tridentate carbazolyl in conjugated diene and polar monomer copolymerization catalyst system

A technology of tridentate carbazolyl and rare earth complexes, applied to compounds of elements of group 4/14 of the periodic table, compounds of group 5/15 elements of the periodic table, compounds containing elements of group 3/13 of the periodic table, etc. direction, which can solve the problems of catalyst loss of activity, less research on conjugated dienes and polar monomers, etc.

Inactive Publication Date: 2010-04-14
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the difficulty is that the polar monomer is easy to coordinate with the metal ion with stronger Lewis acidity in the catalyst to form a stronger chelate and make the catalyst inactive. For example, the trivalent rare earth ion is easy to bind with the metal ion in the polar monomer Oxygen atom coordination
Therefore, although the Japanes

Method used

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  • Application of rare-earth complexes chelated by tridentate carbazolyl in conjugated diene and polar monomer copolymerization catalyst system
  • Application of rare-earth complexes chelated by tridentate carbazolyl in conjugated diene and polar monomer copolymerization catalyst system
  • Application of rare-earth complexes chelated by tridentate carbazolyl in conjugated diene and polar monomer copolymerization catalyst system

Examples

Experimental program
Comparison scheme
Effect test

preparation Embodiment 1

[0068] Complex Preparation Example 1 Preparation of Complex 1

[0069]

[0070] Under the protection of nitrogen, under the condition of -78°C, a hexane solution (0.34 mL, 0.50 mmol) of butyllithium with a concentration of 1.50 mol / L was added dropwise to 3,6-dimethyl-1,8-dibis In the 20mL tetrahydrofuran solution of tert-butyl sulfoyl carbazole (0.24g, 0.50mmol), continue to react for 1h after adding butyllithium, add ScCl 3 (0.075g, 0.5mmol) as a solid, after naturally warming to room temperature overnight. The tetrahydrofuran was removed by concentration, and the residue was extracted with toluene. After the toluene solution was concentrated, 0.15 g of complex 1 was obtained as a pale yellow solid, with a yield of 51.0%. Its molecular formula is C 32 h 46 Cl 2 NP 2 Sc, elemental analysis results (%): C, 60.05; H, 7.65; N, 2.24.

preparation Embodiment 2

[0071] Complex Preparation Example 2 Preparation of Complex 2

[0072]

[0073] At room temperature and under the protection of nitrogen, Dy(CH 2 SiMe 3 ) 3 (THF) 2 (0.28g, 0.50mmol) in 5ml tetrahydrofuran solution was added in 5 minutes in 3,6-dimethyl-1,8-bis-diphenylzanylcarbazole (0.28g, 0.50mmol) in 20mL tetrahydrofuran solution, After reacting at room temperature for 2 h, the residue was concentrated to 1 ml, and then 1-2 ml of n-hexane was added to obtain yellow solid complex 2, 0.26 g, with a yield of 57.8%. Its molecular formula is C 46 h 52 NP 2 Si 2 Dy, elemental analysis results (%): C, 61.33; H, 5.78; N, 1.49.

preparation Embodiment 3

[0074] Complex Preparation Example 3 Preparation of Complex 9

[0075]

[0076] At room temperature and under the protection of nitrogen, Y(CH 2 C 6 h 4 -o-N(CH 3 ) 2 ) 3 (0.25g, 0.50mmol) in 5ml tetrahydrofuran solution was added within 5 minutes to 3,6-di-tert-butyl-1,8-bisdiphenylsanylcarbazole (0.32g, 0.50mmol) in 20mL tetrahydrofuran solution , then reacted at 70°C for 2h and concentrated to 1ml, then added 1-2ml of n-hexane to obtain yellow solid complex 9, 0.34g, yield 68.0%. Its molecular formula is C 62 h 66 N 3 P 2 Y, elemental analysis results (%): C, 74.08; H, 6.57; N, 4.11.

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Abstract

The invention relates to application of rare-earth complexes chelated by tridentate carbazolyl in a conjugated diene and polar monomer copolymerization catalyst system. The catalyst system comprises the rare-earth complexes chelated by the tridentate carbazolyl, organic boron salt and an alkylation agent by the molar ratio ranging from 1:1:0 to 1:1:100. The catalyst system catalyzes copolymerization between conjugated diene and polar monomer; chain segment compositions and molecular weight of obtained copolymers can be regulated and controlled by changing molar ratio between two monomers and the catalyst system and the molar ratio between the two monomers; the molar ratio between a conjugated diene monomer and the catalyst system is 500-10000:1; and the molar ratio between the polar monomer and the catalyst system is 100-10000:1.The content of segmental cis 1,4 of poly-conjugated-diene of the obtained copolymers ranges from 97% to 99.9%, number-average molecular weight is within the range from 5 to 2 million, and molecular weight distribution is smaller than 3.0.

Description

technical field [0001] The invention relates to the application of a tridentate carbazole chelated rare earth complex in a catalytic system for the copolymerization of a conjugated diene and a polar monomer. Background technique [0002] Compared with the research on the high-selective polymerization of conjugated dienes to prepare rubbers with different properties, there are relatively few studies on the copolymerization of conjugated dienes with other monomers, especially polar monomers. The introduction of polar groups into the conjugated diene non-polar polymer chain can improve surface wettability, coloring, adhesion, antistatic, solvent resistance and other properties, and more importantly, polar groups The introduction of can improve the compatibility of conjugated diene polymers with other polymer materials and the vulcanization properties of rubber. Copolymerization of conjugated dienes and polar monomers is usually carried out by functionalizing the side chains or...

Claims

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Application Information

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IPC IPC(8): C08F236/06C08F236/08C08F4/54C08F297/06C07F9/572C07F7/10C07F5/00
Inventor 崔冬梅王玲芳吕奎刘新立杨溢张志超李丹凤
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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