Unlock instant, AI-driven research and patent intelligence for your innovation.

Method of preparing 1, 2-epoxyoctane through epoxidation of 1-octene

A technology of epoxy-octane and octene rings, which is applied in chemical instruments and methods, organic chemistry, chemical recovery, etc., can solve the problems of many by-products, low selectivity, and low cycle times, and achieve mild reaction conditions and high product yield. High selectivity and wide application range

Inactive Publication Date: 2016-06-29
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the yield of this method is high, there are disadvantages such as a large amount of hydrogen peroxide used in the production process, which leads to a large safety hazard in the production process, difficulty in catalyst recovery and low cycle times, and narrow application range of oxidants and solvents.
[0004] Yan Fang et al. (>, 2013,30(3):46-49.) used dehydroabietylamine phosphotungstate as a catalyst and hydrogen peroxide as an oxidant to investigate solvent-free, The reaction results in non-polar solvents and polar solvents, but the reaction results have problems such as low selectivity, many by-products, and low conversion

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 of preparing 1, 2-epoxyoctane through epoxidation of 1-octene
  • Method of preparing 1, 2-epoxyoctane through epoxidation of 1-octene
  • Method of preparing 1, 2-epoxyoctane through epoxidation of 1-octene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] 1-octene is 0.5mol, the oxidizing agent is 0.5mol of 50% hydrogen peroxide aqueous solution, and the catalyst is [π-C 5 h 5 NC 16 h 33 ] 3 (PO 4 )(W0 3 ) 4 ] was 1mmol, the solvent was ethyl acetate and toluene with a volume ratio of 1:1 mixed solvent 150ml, after the reaction materials were mixed, they were reacted for 2.5 hours at 40°C and 0.5MPa, and the reaction results were shown in Table 1. The product is obtained through H nuclear magnetic spectrum analysis: 1 HNMR (parameterneat) δ2.91(s, 1H), δ2.74(s, 2H), δ2.47(s, 3H), δ1.53(s, 4H)*1, δ1.46(s, 5H) *1, δ1.31(s, 6H), δ0.91(s, 7H), determined to be 1,2-epoxyoctane.

[0025] Table 11-Octene epoxidation reaction results

[0026]

Embodiment 2

[0028] 1-octene is 0.7mol, the oxidant tert-butyl hydroperoxide is 0.8mol, and the catalyst is [(CH) 3 C 16 h 33 N](PO 4 )(W0 3 ) 4 ] was 5mmol, solvent ethylene dichloride solvent 200ml, reacted 2 hours under 0.5MPa condition with 45 ℃ after reaction material mixed, and reaction result is as shown in table 2. The product is obtained through H nuclear magnetic spectrum analysis: 1 HNMR (parameterneat) δ2.91(s, 1H), δ2.74(s, 2H), δ2.47(s, 3H), δ1.53(s, 4H)*1, δ1.46(s, 5H) *1, δ1.31(s, 6H), δ0.91(s, 7H), determined to be 1,2-epoxyoctane.

[0029] Table 21-Octene epoxidation reaction results

[0030]

Embodiment 3

[0032] 1-octene is 0.1mol, the oxidant peracetic acid is 0.1mol, and the catalyst is [(CH) 3 C 18 h 37 N](PO 4 )(W0 3 ) 4 ] was 1 mmol, and the solvent was ethylene glycol dimethyl ether and acetonitrile with a volume ratio of 1:1 mixed solvent 100ml. After the reaction materials were mixed, they were reacted for 4 hours at 60° C. and 0.8 MPa. The reaction results were shown in Table 3. The product is obtained through H nuclear magnetic spectrum analysis: 1 HNMR (parameterneat) δ2.91(s, 1H), δ2.74(s, 2H), δ2.47(s, 3H), δ1.53(s, 4H)*1, δ1.46(s, 5H) *1, δ1.31(s, 6H), δ0.91(s, 7H), determined to be 1,2-epoxyoctane.

[0033] Table 31-Octene epoxidation reaction results

[0034]

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 of preparing 1, 2-epoxyoctane through epoxidation of 1-octene. The method is characterized by including: mixing catalyst, oxidizer, 1-octene and solvent; reacting for 1-8 h at 10-100 DEG C and 0.01-1.00 Mpa to obtain 1, 2-epoxyoctane. The method is mild in reaction condition, sufficient in reaction and high in product selectivity and has good application prospect, the catalyst is recyclable, and the solvent and the oxidizer are wide in application range.

Description

technical field [0001] The invention relates to a method for preparing 1,2-epoxyoctane by epoxidation of 1-octene, in particular to a phosphotungstic heteropolyacid quaternary ammonium salt catalyst to catalyze the synthesis of 1,2-epoxyoctane from 1-octene alkane method. Background technique [0002] 1,2-Epoxyoctane is a very important chemical raw material, which is widely used in industrial and agricultural production industries such as plasticizers, additives, and stabilizers. At present, the traditional olefin epoxidation methods are mainly chlorohydrin method, co-oxidation method and peracid method, etc., all of which have the disadvantages of serious environmental pollution, high production cost, complicated process, many by-products and difficult post-treatment, and the traditional process is applied mechanically in The epoxidation of 1-octene to prepare 1,2-epoxyoctane has many deficiencies and technical defects, so the main source of 1,2-epoxyoctane is obtained fr...

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): C07D303/04C07D301/12C07D301/19C07D301/14B01J31/18
CPCY02P20/584
Inventor 高爽张毅吕迎张恒耘赵公大
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI