Large-steric-hindrance flexible diimine ligand, diimine nickel and palladium complexes based on large-steric-hindrance flexible diimine ligand and catalytic application of diimine nickel and palladium complexes

A technology of diimine ligand and diimine palladium, which is applied in the preparation of imino compounds, palladium organic compounds, nickel organic compounds, etc., can solve the problems of increasing the activation energy of ethylene monomer, disadvantages, etc., and achieve good catalytic activity, Excellent elastic recovery performance, the effect of good recovery performance

Active Publication Date: 2019-10-11
ANHUI UNIVERSITY
View PDF11 Cites 15 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Basically, these catalysts not only exhibit good thermal stability but are also capable of producing polyolefins with higher molecular weights, tunable branching densities, and efficient incorporation of polar comonomers, but their rigid sterically hindered substituents It will prevent the insertion of ethylene monomer or significantly increase the activation energy of ethylene monomer insertion, which is not conducive to the progress of polymerization
The use of α-diimine ligands with flexible steric hindrance for nickel and palladium catalyzed olefin polymerization may solve the above problems, but there are no related reports so far.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Large-steric-hindrance flexible diimine ligand, diimine nickel and palladium complexes based on large-steric-hindrance flexible diimine ligand and catalytic application of diimine nickel and palladium complexes
  • Large-steric-hindrance flexible diimine ligand, diimine nickel and palladium complexes based on large-steric-hindrance flexible diimine ligand and catalytic application of diimine nickel and palladium complexes
  • Large-steric-hindrance flexible diimine ligand, diimine nickel and palladium complexes based on large-steric-hindrance flexible diimine ligand and catalytic application of diimine nickel and palladium complexes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] In this example, the large steric hindrance flexible diimine ligand L1 is prepared, and its structure is as follows:

[0042]

[0043]The synthesis process is as follows: under a nitrogen atmosphere, acenaphthoquinone (0.55g, 3mmol, 1.0eq) and 2,6-di(pent-3-yl)aniline (1.54g, 6.6mmol, 2.2eq) were suspended in acetonitrile (40mL ) and acetic acid (16 mL), then mixed. The mixture was vigorously stirred at 90 °C for 12 hours, turning into a reddish-brown solution. Subsequently, the solution was cooled to room temperature, and a yellow precipitate was collected by filtration. The solid was washed with acetonitrile and dried under vacuum to obtain L1 as a yellow powder with a yield of 74% (1.36 g). 1 H NMR (500MHz, CDCl 3 )δ7.84(d, J=8.2Hz, 2H, Ar-H), 7.32(t, J=7.7Hz, 2H, Ar-H), 7.19(m, 6H, Ar-H), 6.68(d, J=7.1Hz,2H,Ar-H),2.62(m,4H,CH),1.66(m,4H,CH 2 ),1.57(m,4H,CH 2 ),1.48(m,4H,CH 2 ),1.40(m,4H,CH 2 ),0.83(s,12H,CH 3 ),0.52(s,12H,CH 3 ). 13 C NMR (126MHz, CDCl...

Embodiment 2

[0045] This example prepares the large steric hindrance flexible diimine ligand L2, its structure is as follows:

[0046]

[0047] The same method was used for the synthesis of L1, except that 2,6-bis(hept-4-yl)aniline (1.91 g, 6.6 mmol, 2.2 equiv) was used. L2 was obtained as a yellow powder in a yield of 71% (1.54 g). 1 H NMR (500MHz, CDCl 3 )δ7.82(d,J=8.2Hz,2H,Ar-H),7.33–7.29(m,2H,Ar-H),7.19–7.14(m,6H,Ar-H),6.66(d,J =7.2Hz,2H,Ar-H),2.79–2.73(m,4H,CH),1.54(ddd,J=16.2,9.3,5.6Hz,4H,CH 2 ), 1.49–1.38 (m, 8H, CH 2 ), 1.39–1.30 (m, 4H, CH 2 ),1.30–1.15(m,8H,CH 2 ), 0.91 (tdd, J=13.9, 11.2, 6.6Hz, 8H, CH 2 ),0.80(t,J=7.3Hz,12H,CH 3 ),0.34(t,J=7.3Hz,12H,CH 3 ). 13 C NMR (126MHz, CDCl 3 ( z): Calculate C 52 h 73 N 2 :725.5774,actually measured,725.5754,[M+H] + .

Embodiment 3

[0049] In this example, the large steric hindrance flexible diimine ligand L3 is prepared, and its structure is as follows:

[0050]

[0051] The same method was used for the synthesis of L1, except that 2,6-bis(non-5-yl)aniline (2.28 g, 6.6 mmol, 2.2 eq.) was used. The obtained L3 was a yellow powder with a yield of 96.0% (2.41 g). 1 H NMR (500MHz, CDCl3): δ7.81(d, J=8.2Hz, 2H, Ar-H), 7.30(t, J=7.7Hz, 2H, Ar-H), 7.20–7.14(m, 6H Ar -H),6.67(m,2H,Ar-H),2.76–2.69(m,4H,CH),1.62–1.55(m,4H,CH 2 ),1.44(m,8H,CH 2 ), 1.39–1.32 (m, 4H, CH 2 ),1.27–1.20(m,8H,CH 2 ),1.18–1.12(m,6H,CH 2 ),0.91–0.71(m,30H,CH 2 ,CH 3 ),0.35(t,J=6.6Hz,12H,CH 3 ). 13 C NMR (126MHz, CDCl 3 ): δ160.70 (C=N), 150.25, 140.96, 133.67, 131.20, 130.15, 128.73, 127.64, 124.92, 124.34, 123.78, 39.94, 36.69, 34.92, 30.40, 29.82, 13.44, ES, 343.94 -MS(m / z): Calculate C 60 h 89 N 2 :837.7026,actually measured,837.7012,[M+H] +

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

PropertyMeasurementUnit
melting pointaaaaaaaaaa
Login to view more

Abstract

The invention discloses a large-steric-hindrance flexible diimine ligand, diimine nickel and palladium complexes based on the large-steric-hindrance flexible diimine ligand and catalytic application of the diimine nickel and palladium complexes. Flexible substituent groups of different structures are introduced to the diimine ligand, and a series of diimine nickel and palladium catalysts with thespace steric-hinerance effect are obtained. The obtained catalysts have high thermostability and high activity for olefinic polymerization catalysis and can regulate and control the molecular weight and branching density of polyolefin by adjusting the length of chains of the substituent groups.

Description

technical field [0001] The invention belongs to the technical field of polyolefin preparation, and in particular relates to a catalyst for α-olefin polymerization reaction. Background technique [0002] Polyolefin materials are indispensable in people's production, life and industrial applications, and are widely used. Since its inception, the exploration of catalysts for olefin polymerization has been a frontier issue in the field of polymer science. The quality and performance of polyolefin materials are closely related to catalysts. Every discovery and improvement of new catalysts has played a major role in promoting the olefin polymerization industry. Throughout the history of the olefin polymerization industry, technological progress has been closely related to the discovery of new catalysts and the successful development of technologies. During the polymerization of olefins, the catalyst often determines the polymerization behavior, particle morphology, topology and ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Applications(China)
IPC IPC(8): C07C251/20C07C249/02C07F15/04C07F15/00C08F10/00C08F10/02C08F4/70
CPCC07C251/20C07F15/045C07F15/006C08F10/00C08F10/02C07C2603/20C08F4/7006Y02P20/584
Inventor 代胜瑜李帅康
Owner ANHUI UNIVERSITY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap