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

Method for high selectively preparing aldehyde by using olefin

A high-selectivity, olefin technology, applied in the fields of carbon monoxide reaction preparation, chemical instruments and methods, organic compounds/hydrides/coordination complex catalysts, etc., can solve the problem that catalyst activity and stability need to be improved, supporting ionic liquid Reduce the activity of phase catalysts, complex catalyst preparation process, etc., to achieve significant stereo effect, improve regioselectivity, and good stereoselectivity.

Active Publication Date: 2018-03-13
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
View PDF7 Cites 16 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the biggest disadvantage of this process is that the preparation process of the catalyst is more complicated, and compared with the homogeneous catalyst, the activity of the prepared supported ion liquid phase catalyst is significantly lower.
[0008] In 2005, E.Monflier (Organometallics, 2005, 24, 2070) also sulfonated the diphosphine ligand Xantphos, and based on this, developed a two-phase hydroformylation catalytic process, which is suitable for high-carbon Olefin hydroformylation, but the catalyst preparation process is complicated, and the catalyst activity and stability need to be improved
[0009] In 2005, P.Wasserscheid (Angew.Chem.Int.Ed., 2005,44,815) prepared sulfonated Xantphos ligand as a supported ionic liquid catalyst, and tested the hydroformylation performance of propylene in a continuous fixed-bed reactor , achieved good results, but also faced the problems of complex operation process and poor catalyst stability

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
  • Method for high selectively preparing aldehyde by using olefin
  • Method for high selectively preparing aldehyde by using olefin
  • Method for high selectively preparing aldehyde by using olefin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] Preparation of the diphosphine ligand Vinyl Xantphos: The synthesis of the 4v-Xantphos ligand adopts a one-pot method (the route is as attached figure 1 shown). Since 9,9-dimethylxanthene (with figure 1 Compound No. 1) has heteroatom O at the 4- and 5-position β positions, so it is easier to undergo deprotonated lithiation to generate dilithium reagent 2. Compound 3 can be generated by reacting 2 with bis(diethylamino)chlorophosphine. Concentrated sulfuric acid reacts with concentrated hydrochloric acid to prepare HCl (g) into 3, which can convert compound 3 into compound 4. The Li reagent was prepared by p-bromostyrene and n-BuLi, and then the No. 4 compound prepared above was added dropwise to finally obtain the vinyl-functionalized 4v-Xantphos ligand. The total yield of the four steps is about 10%, and there is no need for any purification and separation steps in the intermediate preparation process.

[0051] Preparation of phosphine-containing organic copolymer c...

Embodiment 2

[0054] In Example 2, except taking 10.0 grams of comonomer tris (4-vinylphenyl) phosphine (L1), replacing 2.5 grams of comonomer tris (4-vinylphenyl) phosphine, the rest of the catalyst synthesis process Same as Example 1.

Embodiment 3

[0056] In Example 3, except that 0.1 gram of free radical initiator azobisisobutyronitrile was weighed instead of 1.0 gram of free radical initiator azobisisobutyronitrile, the rest of the catalyst preparation process was the same as that of Example 1.

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 method for high selectively preparing an aldehyde by using an olefin. According to the method, an organic polymer self-load type catalyst is used, an olefin hydroformylationreaction is applied to high selectively preparation of an aldehyde. According to the organic polymer self-load catalyst, one, two or three metals selected from a group consisting of Rh, Co, Pd and Irare used as active components, and a phosphine-containing organic copolymer is used as a carrier, wherein the phosphine-containing organic copolymer carrier is formed by copolymerization of a polydentate organic phosphine ligand and a monodentateorganic phosphine ligand. The organic polymer self-load catalyst provided by the invention is suitable for reactors such as fixed beds, slurry beds, bubbling beds, trickle beds and the like, and has good performance in a reaction of high selectively preparing the aldehyde through the olefin hydroformylation reaction; the aldehyde with a high normal-specific ratio can be produced, wherein the positive-specific ratio can reach 25 or above; side reactions are few; and the alkane content of an obtained product is 1% or below. The multi-phase catalyst is good in stability, and the separation of the catalyst from the reactants and products is simple and efficient.

Description

technical field [0001] The invention belongs to the field of heterogeneous catalysis and fine chemical industry, and specifically relates to a method for preparing aldehydes with high selectivity from olefins. Background technique [0002] Aldehydes are very useful chemical intermediates, which can be used to synthesize carboxylic acids and corresponding esters, and fatty amines, etc. The most important use of the product aldehyde is that it can be converted into alcohol by hydrogenation, and the alcohol itself can be used as an organic solvent, plasticizer Agents and surfactants are widely used in the field of fine chemicals. In recent years, atomic economy reactions have become one of the hotspots in green chemistry research. The hydroformylation reaction of olefins is a typical atom-economic reaction, which refers to the reaction of olefins with CO and H 2 Under the action of a catalyst, aldehydes are generated, 100% of the atoms in the raw material molecules are conver...

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
IPC IPC(8): C07C45/50C07C47/02B01J31/24
CPCB01J31/06B01J31/2409B01J2231/321B01J2531/0258B01J2531/821C07C45/50C07C47/02
Inventor 丁云杰李存耀严丽
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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