Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Tetra-aryloxy IVB group binuclear metal complex and preparation method and application of tetra-aryloxy IVB group binuclear metal complex

A group IVB, binuclear metal technology, applied to 4/14 group organic compounds without C-metal bonds, compounds of group 4/14 elements of the periodic table, titanium organic compounds, etc., can solve the problem of low molecular weight of polymerization products, etc.

Active Publication Date: 2021-02-12
WANHUA CHEM GRP CO LTD
View PDF7 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Patent CN101484475B discloses a zirconium complex of aryloxy ether skeleton, which has excellent copolymerization performance and thermal stability (as shown in the following formula, CN101484475B), but the molecular weight of the polymerized product is still low

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
  • Tetra-aryloxy IVB group binuclear metal complex and preparation method and application of tetra-aryloxy IVB group binuclear metal complex
  • Tetra-aryloxy IVB group binuclear metal complex and preparation method and application of tetra-aryloxy IVB group binuclear metal complex
  • Tetra-aryloxy IVB group binuclear metal complex and preparation method and application of tetra-aryloxy IVB group binuclear metal complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0128] Embodiment 1, the preparation of compound 1-1

[0129] Dissolve 51.02g 4,4'-dichloro-(1,1'-biphenyl)-3,3'-diol (0.2mol) in 500mL acetone, add 40.38g 1,3-dibromopropane (0.2mol , 1.0eq.), and then added 65.16g cesium carbonate (0.2mol, 1.0eq.), heated to 50 ℃ reflux reaction for 12h. The solid was removed by filtration, extracted with ethyl acetate, washed with saturated brine, the organic phases were combined, and dried over anhydrous sodium sulfate. The filtrate was concentrated and purified by silica gel column chromatography (petroleum ether: ethyl acetate = 200:1 (v / v)) to obtain 48.17 g of a colorless solid with a yield of 81.6%.

[0130] The NMR structure of compound 1-1: 1 H NMR (CDCl 3 ,400MHz,TMS):δ7.22-7.19(t,J=8.0Hz,4H),7.13-7.11(d,J=8.0Hz,2H),7.02(s,4H),4.48(t,J=8.0 Hz,8H),2.07(m,4H). 13 C NMR (CDCl 3 ,100MHz,TMS):δ154.05,143.28,128.78,127.78,123.80,114.40,68.43,30.86.

Embodiment 2

[0131] Embodiment 2, the preparation of compound 1-2

[0132] Under a nitrogen atmosphere, 47.22g (0.08mol) of compound 1-1 was dissolved in 300mL of ultra-dry tetrahydrofuran, the temperature of the system was lowered to -78°C, and 200mL of n-butyllithium (0.32mol, 4.0eq., 1.6M) was slowly added dropwise. Hexane solution, react at -78°C for 3h, then slowly add 60.19g of triisopropyl borate (0.32mol, 4.0eq) dropwise, react for another 3h, add 30.0mL of water to quench, concentrate the reaction solution, and extract with ethyl acetate , washed with saturated brine, combined the organic phases, dried over anhydrous sodium sulfate, concentrated the filtrate, added n-hexane to recrystallize and washed, and obtained 37.57 g of white solid with a yield of 74.8%.

[0133] NMR structure of compound 1-2: 1 H NMR (CDCl 3 ,400MHz,TMS):δ8.02(d,J=8.0Hz,4H),7.86(s,4H),7.84(s,4H),7.41(d,J=8.0Hz,4H),6.60(s, 8H), 4.36(t, J=8.0Hz, 8H), 1.93(m, 4H). 13 C NMR (CDCl 3 ,100MHz,TMS):δ159.81,143...

Embodiment 3

[0134] Embodiment 3, the preparation of compound 1-3

[0135] Under a nitrogen atmosphere, 45.82g (0.2mol) of 2-bromo-4-(tert-butyl)phenol was dissolved in 500mL of ultra-dry dichloromethane, then 25.236g of dihydropyran (0.3mol, 1.5eq.) was added and 5.03g of pyridinium p-toluenesulfonate (0.02mol, 0.1eq.) was reacted at 30°C for 6h. Extract with dichloromethane, wash with saturated brine, then combine the organic phases and dry over anhydrous sodium sulfate. The filtrate was concentrated and purified by silica gel column chromatography (petroleum ether: ethyl acetate = 300:1 (v / v)) to obtain 55.50 g of white solid with a yield of 88.6%.

[0136] NMR structures of compounds 1-3: 1 H NMR (CDCl 3 ,400MHz,TMS):δ7.58(d,J=8.0Hz,1H),7.22-7.20(dd,J=8.0Hz,1H),7.04(dt,J=8.0Hz,1H),5.42(m, 1H),3.88–3.84(m,1H),3.55-3.51(m,1H),2.14-2.10(m,1H),2.05-2.03(m,2H),2.02-2.01(m,1H),1.45– 1.40(m,2H),1.22(s,9H). 13 C NMR (CDCl 3 ,100MHz,TMS):δ152.74,144.83,130.36,125.16,114.62,96.23,61.40,34...

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 discloses a tetra-aryloxy IVB group binuclear metal complex and a preparation method and application thereof. The structure of the tetra-aryloxy IVB group binuclear metal complex is shown as a formula I or a formula I'. The tetra-aryloxy IVB group binuclear metal complex disclosed by the invention has the advantages of cheap and easily available raw materials and simple synthesis. Ethylene / alpha-olefin copolymerization can be catalyzed with the activation of the a co-catalyst aluminum alkyl, aluminum alkoxide, or organoboride, such as 1-octene, the catalytic activity can reach 108 g.mol <-1>(M).h<-1> or above, the molecular weight of a polymerization product is 10,000-500,000 g / mol, and the comonomer insertion capacity is 45 wt% or above. The complex has the characteristics of high temperature resistance, high activity and strong co-monomer insertion capability, and has a good industrial application prospect.

Description

technical field [0001] The invention relates to the technical field of olefin polymerization catalysts, in particular to a tetraaryloxy group IVB dinuclear metal complex and its preparation and application. Background technique [0002] Polyolefin products have become the most popular resin materials because of their abundant raw materials, low price, convenient production and processing, and superior performance. However, with the improvement of people's living standards and the new demands of some special fields, the demand for high-performance polyolefins, especially polyolefin elastomers, is increasing. Polyolefin elastomers are generally polyolefin materials produced by copolymerization of ethylene and propylene or other α-olefins (1-butene, 1-hexene, 1-octene, etc.) under certain conditions. Compared with general-purpose polyolefin resins, polyolefin elastomers have high comonomer content in molecular chains, low density, plasticity of plastics and high elasticity of ...

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): C07F7/28C07F7/00C08F210/16C08F210/14C08F4/64
CPCC07F7/28C07F7/003C07F7/00C08F210/16C08F4/64193C08F210/14Y02P20/55
Inventor 王金强焦栋冯猛郭华张彦雨陈海波黄传兵林小杰黄玲燕
Owner WANHUA CHEM GRP CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com