[NOON] tetradentate ligand fourth subgroup metal complex and application thereof

A technology of metal complexes and tetradentate ligands, which can be applied to compounds of group 4/14 elements of the periodic table, organic compounds of group 4/14 without C-metal bonds, organic chemistry, etc. The problems of poor copolymerization ability and limited industrial application can achieve the effect of long catalytic life, high catalytic activity and good thermal stability.

Active Publication Date: 2021-08-31
SHANDONG JINGBO PETROCHEM
View PDF8 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Terunori Fujita et al. reported that a type of Fujita catalyst can catalyze ethylene polymerization with high activity, but this type of catalyst has poor thermal stability and low insertion rate for catalyzing the copolymerization of ethylene and α-olefin (Organometallics., 2011, 20, 4793-4799)
Jun Okuda's subject combined a series of [ONNO]-type IV main group metal complexes that can produce linear low-density polyethylene with high activity, but its molecular weight is not high, which limits its industrial application (Organometallics.,2009,28,5159 -5165)
Mu Ying's research group reported that a series of [ONNO] tetradentate zirconium complexes can catalyze ethylene polymerization with high activity to obtain high molecular weight polyethylene, but the copolymerization ability is poor

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
  • [NOON] tetradentate ligand fourth subgroup metal complex and application thereof
  • [NOON] tetradentate ligand fourth subgroup metal complex and application thereof
  • [NOON] tetradentate ligand fourth subgroup metal complex and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0085] The present invention provides a method for preparing a polyolefin, comprising:

[0086] Ethylene homopolymerization in the presence of a catalyst, to obtain a polyolefin; said catalyst comprising a main catalyst and co-catalyst; said catalyst comprising a main aspect of any one of the above-described novel [NOON] The fourth sub-group metal tetradentate ligand complex.

[0087] or

[0088] Ethylene and α- olefin copolymer in the presence of a catalyst, to obtain a polyolefin; said catalyst comprising a main catalyst and co-catalyst; said catalyst comprising a main aspect of any one of the above-described novel [NOON] tetradentate ligand of four metal complexes.

[0089] In the new [NOON] tetradentate fourth type sub-group metal of the catalyst of the present invention as an active ingredient, activated by a suitable cocatalyst, can be used to catalyze the homopolymerization of ethylene or α- olefin and ethylene and α- olefin copolymer. The α- olefin is propylene, 1-butene, ...

Embodiment 1

[0096] Under a nitrogen atmosphere, salicylaldehyde or substituted salicylaldehyde (20mmol) was added to the hot KOH (22 mmol) in absolute ethanol (20mL) solution, the reaction 60 deg.] C 0.5h, ethanol was removed in vacuo, was added anhydrous DMF (20mL), at room temperature was added 2,2'-bis (bromomethyl) -1,1'-biphenyl or 2,2'-bis (bromomethyl) -1,1'-binaphthyl (10mmol), was heated at reflux for 5h cooled to room temperature and extracted with methylene chloride and water, the organic phase was collected, dried over anhydrous magnesium sulfate, and the solvent removed in vacuo, recrystallized from methanol, filtered and dried to give intermediate product.

[0097] Under a nitrogen atmosphere, the resultant intermediate product of the previous step (5 mmol of) and the corresponding amine (10mmol) was dissolved in 50mL anhydrous tetrahydrofuran was added two drops of formic acid and 2g 4A molecular sieves, at room temperature the reaction 8h, after the addition of lithium aluminu...

Embodiment 2

[0101] On the basis of the embodiment 1, further preparation of the complex N1 ~ N12:

[0102] The experimental data is as follows:

[0103] N1, Yield: 0.4874g, yield: 77.9%, elemental analysis: found (calculated): C: 65.27 (65.29); H: 6.11 (6.12); N: 4.45 (4.48);

[0104] N2, Yield: 0.4982g, yield: 75.8% Elemental analysis: found (calculated): C: 69.00 (69.02); H: 7.62 (7.64); N: 3.63 (3.66);

[0105] N3, Yield: 0.6247g, yield: 66.1%, elemental analysis: found (calculated): C: 68.58 (68.61); H: 7.86 (7.89); N: 2.93 (2.96);

[0106] N4, Yield: 0.6947g, yield: 54.4% Elemental analysis: found (calculated): C: 73.72 (73.75); H: 8.28 (8.31); N: 2.28 (2.26);

[0107] N5, Yield: 0.6156g, yield: 56.2% Elemental analysis: found (calculated): C: 72.35 (72.38); H: 4.77 (4.79); N: 5.09 (5.12);

[0108] N6, Yield: 0.6697g, yield: 59.9%, elemental analysis: found (calculated): C: 66.67 (66.69); 5.59H: (5.60); N: 2.50 (2.51);

[0109] The N7, Yield: 0.4519g, yield: 62.3%, elemental analysis: fo...

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

No PUM Login to view more

Abstract

The invention provides a novel [NOON] tetradentate ligand fourth subgroup metal complex, which has a structure as shown in formula (I): wherein R1 is hydrogen, halogen, alkyl of C1-C30, aryl of C6-C30 or substituted aryl of C6-C30; R2 is hydrogen, halogen, alkyl of C1 to C30, aryl of C6 to C30 or substituted aryl of C6 to C30; R3 is hydrogen, halogen, alkyl of C1 to C30, aryl of C6 to C30 or substituted aryl of C6 to C30; X is halogen, an alkyl group of C1 to C30 or an aryl group of C6 to C30; A is biphenyl or binaphthalene; and M is a fourth subgroup transition metal. The novel [NOON] tetradentate ligand fourth subgroup metal complex provided by the invention has good thermal stability. When in use, the catalyst has the characteristics of low usage amount of a cocatalyst, high catalytic activity, good thermal stability and long catalytic life, and can catalyze copolymerization of ethylene and 1-octylene at the same time.

Description

Technical field [0001] The present invention relates to olefin polymerization catalysts technical field, particularly relates to a novel [NOON] The fourth subgroup of the tetradentate ligand metal complexes and their application. Background technique [0002] Polyolefin-based products because of their raw materials, low cost, ease of production and processing, superior performance and many other advantages, thus becoming a resinous material people currently the most popular. In today's industrial production, polyolefin products account for a large proportion. Polyethylene (PE) and linear low density polyethylene (LLDPE) are important synthetic resin, having a wide range of uses. Linear low density polyethylene production process, adding 3 or more carbon atoms of the unsaturated olefin comonomer copolymerized with ethylene can reduce the density of the polymer, to improve the mechanical strength and toughness of the polymer, to improve the machinability and heat performance. The h...

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): C07F7/00C08F10/02C08F4/642
CPCC07F7/003C08F10/02C08F4/64175
Inventor 佟小波李彪刘龙飞赵永臣董全文王耀伟栾波
Owner SHANDONG JINGBO PETROCHEM
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