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

Preparation method and application of ruthenium and rhodium transition metal complex functional ionic liquid

A technology of ionic liquids and rhodium complexes, which is applied in the preparation of organic compounds, hydroxyl compounds, organic compound/hydride/coordination complex catalysts, etc., which can solve the cumbersome operation of product separation and purification, and limit the use of products , poor catalyst stability and other problems, to achieve the effect of good chemical stability

Inactive Publication Date: 2011-04-13
EAST CHINA NORMAL UNIV
View PDF0 Cites 10 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the use of ruthenium and rhodium transition metal complexes as catalysts in the process of preparing chemicals by homogeneous catalysis has the following problems: 1. The catalyst has poor stability, and the fresh catalyst is severely deactivated after being used once; 2. The use of volatile Organic solvents not only pollute the environment, but also make the separation and purification of subsequent products cumbersome; ③ Difficult to separate the catalyst from the product, resulting in catalyst residues in the product, which limits the use of the product in the pharmaceutical and food fields

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
  • Preparation method and application of ruthenium and rhodium transition metal complex functional ionic liquid
  • Preparation method and application of ruthenium and rhodium transition metal complex functional ionic liquid
  • Preparation method and application of ruthenium and rhodium transition metal complex functional ionic liquid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] In a nitrogen atmosphere, dissolve 0.5g of ruthenium trichloride hydrate in 20mL of acetone, then add 3.4g of 1-butyl-2-diphenylphosphino-3-methylimidazolium hexafluorophosphate, and stir under reflux for 16h. The reaction solution was cooled to room temperature, and an orange solid was precipitated. The solid was collected, washed with methanol and diethyl ether, and finally vacuum-dried to obtain ruthenium complex functionalized ionic liquid 1 with a yield of 55%. The characterization results of 1 are as follows. FT-IR (Nicolet NEXUS 670, KBr tablet): 3737(w), 3447(w), 2960(s), 1620(w), 1395(m), 1260(m), 841(PF 6 - , s). 1 H NMR (Bruker Avance 500, DMSO): δ0.70(t, 3H, CH 2 CH 2 CH 2 CH 3 ), 1.03 (m, 2H, CH 2 CH 2 CH 2 CH 3 , 1.42(m, 2H, CH 2 CH 2 CH 2 CH 3 ), 3.53 (s, 3H, NCH 3 ), 4.20(t, 2H, CH 2 CH 2 CH 2 CH 3 ), 7.43 (m, 4H, CH 3 NCP (Ph 2 )N + ), 7.56 (m, 6H, CH 3 NCP (Ph 2 )N + ), 8.03(s, 1H, NC(H)C(H)N + ), 8.12(s, 1H, NC(H)C(H)N + )....

Embodiment 2

[0030] In a nitrogen atmosphere, dissolve 0.5g of ruthenium trichloride hydrate in 20mL of acetone, then add 3.0g of 1-butyl-2-diphenylphosphino-3-methylimidazolium tetrafluoroborate, and stir for 6h under reflux, The reaction solution was cooled to room temperature, and an orange solid was precipitated. The solid was collected, washed with methanol and ether, and finally vacuum-dried to obtain ruthenium complex functionalized ionic liquid 2 with a yield of 40%. FT-IR (Nicolet NEXUS 670, KBr tablet): 3729(w), 3440(w), 2969(s), 1628(w), 1387(m), 1253(m), 1046(BF 4 - , s). 1 H NMR (Bruker Avance 500, DMSO): δ0.72 (t, 3H, CH 2 CH 2 CH 2 CH 3 ), 1.03 (m, 2H, CH 2 CH 2 CH 2 CH 3 , 1.42(m, 2H, CH 2 CH 2 CH 2 CH 3 ), 3.53 (s, 3H, NCH 3 ), 4.20(t, 2H, CH 2 CH 2 CH 2 CH 3 ), 7.40 (m, 4H, CH 3 NCP (Ph 2 )N + ), 7.53 (m, 6H, CH 3 NCP (Ph 2 )N + ), 8.03(s, 1H, NC(H)C(H)N + ), 8.12(s, 1H, NC(H)C(H)N + ). 31 P NMR (δ, ppm): -29.0 (s, PPh 2 ), CHN elemental analy...

Embodiment 3

[0033] In a nitrogen atmosphere, 0.2 g of ruthenium complex functionalized ionic liquid 1 was dissolved in 30 mL of acetone, an excess of phosphotungstic acid was added, and stirred at room temperature for 24 h, an orange solid was precipitated. The solid was collected, washed with acetone and diethyl ether, and finally vacuum-dried to obtain ruthenium complex functionalized ionic liquid 3 with a yield of 81%. FT-IR (Nicolet NEXUS 670, KBr tablet): 3440(w), 2932(s), 1638(w), 1084(P-O a ), 982 (terminal W-O d ), 896 (W-O between octahedra b -W), 808 (W-O in octahedron c -W)cm -1 . 1 H NMR (Bruker Avance 500, DMSO): δ0.70(t, 3H, CH 2 CH 2 CH 2 CH 3 ), 1.05 (m, 2H, CH 2 CH 2 CH 2 CH 3 , 1.43(m, 2H, CH 2 CH 2 CH 2 CH 3 ), 3.53 (s, 3H, NCH 3 ), 4.21(t, 2H, CH 2 CH 2 CH 2 CH 3 ), 7.44 (m, 4H, CH 3 NCP (Ph 2 )N + ), 7.56 (m, 6H, CH 3 NCP (Ph 2 )N + ), 8.02(s, 1H, NC(H)C(H)N + ), 8.11(s, 1H, NC(H)C(H)N + ). 31 P NMR (δ, ppm): -14.4(s), -28.2(s, PPh 2 ), ...

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 preparation method and application of ruthenium and rhodium transition metal complex functional ionic liquid. In the method, phosphine ligand functional ionic liquid and chloride hydrate of ruthenium or rhodium are taken as raw materials to be synthesized into corresponding ruthenium or rhodium complex functional ionic liquid. The prepared ruthenium or rhodium complex functional ionic liquid is an ionic compound and comprises two parts, namely a cation part and an anion part; ruthenium or rhodium central coordination atoms are positioned in a cation area; the anion can be replaced by other types of anions through an ionic liquid exchange reaction according to the need, while the structure of the cation is kept invariable; and the prepared ruthenium or rhodium complex functional ionic liquid is high in stability and insensitive to air and moisture. The prepared ruthenium or rhodium complex functional ionic liquid serves as a catalyst to be applied to homogeneous-phase hydrogenation reaction of simple olefins, aromatic hydrocarbons, aryl-substituted olefins, acrylate, aldehydes, ketones, unsaturated aldehydes, unsaturated ketones or ketones or aldehydes with different substituents so as to prepare corresponding high-value-added chemicals.

Description

technical field [0001] The invention relates to the field of new materials and catalysis, in particular to a preparation method of a ruthenium and rhodium transition metal complex functionalized ionic liquid and the application of the ionic liquid as a catalyst in hydrogenation reaction. Background technique [0002] Ruthenium and rhodium transition metal complexes are important catalysts in homogeneous catalytic processes, and are widely used in reaction processes such as hydrogenation, hydrogen transfer, and oxidation. It has become one of the effective means to prepare many fine chemicals and pharmaceutical intermediates, and can be applied to the production of drugs, pesticides, dyes, daily chemicals and polymers. However, the use of ruthenium and rhodium transition metal complexes as catalysts in the process of preparing chemicals by homogeneous catalysis has the following problems: 1. The catalyst has poor stability, and the fresh catalyst is severely deactivated after...

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): C07F19/00C07F15/00B01J31/24C07B35/02C07B41/02C07C33/22C07C29/141C07C29/143C07C33/46C07C33/20C07C43/23C07C41/26C07C31/125C07C33/32C07C35/08C07C5/03C07C9/15C07C13/26C07D307/44C07D333/16
Inventor 刘晔周成亮张静王洒洒
Owner EAST CHINA NORMAL UNIV
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