Method for preparing olefin by deoxidizing and dehydrating polyhydroxy compound by using alcohol as reducing agent

A polyhydroxy compound and reducing agent technology, which can be used in the preparation of organic compounds, hydrocarbon production from oxygen-containing organic compounds, chemical instruments and methods, etc. Wide range, high product selectivity, environment-friendly effect

Active Publication Date: 2020-06-09
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the above-mentioned reducing agent has reasons such as not strong universality to the substrate.

Method used

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  • Method for preparing olefin by deoxidizing and dehydrating polyhydroxy compound by using alcohol as reducing agent
  • Method for preparing olefin by deoxidizing and dehydrating polyhydroxy compound by using alcohol as reducing agent
  • Method for preparing olefin by deoxidizing and dehydrating polyhydroxy compound by using alcohol as reducing agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0078] Example 1 1-propanol as reducing agent

[0079] With 1-propanol reducing agent, put 0.25mmol substrate tartaric acid, 10mol% catalyst (relative to the substrate), 5mL 1-propanol in a 38mL pressure-resistant tube, and react in an oil bath at 200°C for 8h. After the reaction, it was placed in an ice-water bath to cool down to room temperature. A certain amount of reaction solution (1.5 ml) was taken, and an internal standard (1 ml, 0.005018 g / ml durene in acetonitrile solution) was added. GC-MS was used for qualitative analysis of the main product containing C=C, and GC (Agilent 7890A) was used for quantitative analysis. Qualitative analysis used GC-MS. Quantitative analysis showed that, depending on the catalysts (rhenium trioxide, ammonium perrhenate, molybdenum 8-hydroxyquinoline, respectively), the conversion rate of the substrate was >85%, and the yield of the product containing C=C was up to 60% -90%.

Embodiment 2

[0080] Embodiment 2 n-butanol is made reducing agent

[0081] With n-butanol reducing agent, put 0.25mmol substrate tartaric acid, 10mol% catalyst (relative to the substrate), 5mL n-butanol in a 38mL pressure-resistant tube, and react in an oil bath at 160°C for 12 hours, and the reaction is over Afterwards, it was cooled to room temperature in an ice-water bath. A certain amount of reaction solution (1.5 ml) was taken, and an internal standard (1 ml, 0.005018 g / ml durene in acetonitrile solution) was added. GC-MS was used for qualitative analysis of the main product containing C=C, and GC (Agilent 7890A) was used for quantitative analysis. Qualitative analysis used GC-MS. Quantitative analysis showed that, according to different catalysts (respectively, rhenium heptoxide, methyl rhenium trioxide, ammonium perrhenate, molybdenum 8-hydroxyquinoline), the conversion rate of the substrate was >85%, and the yield of the product containing C=C The rate reaches 60%-99%.

Embodiment 3

[0082] Example 3 1-pentanol as reducing agent

[0083] Put 0.25mmol substrate tartaric acid, 10mol% catalyst (relative to the substrate), and 5mL 1-pentanol in a 38mL pressure-resistant tube with a 1-pentanol reducing agent, and react in an oil bath at 180°C for 8 hours. When finished, cool to room temperature in an ice-water bath. A certain amount of reaction solution (1.5ml) was taken, and an internal standard (1ml, 0.005018g / ml durene in acetonitrile solution) was added. GC-MS was used for qualitative analysis of the main product containing C=C, and GC (Agilent 7890A) was used for quantitative analysis. Qualitative analysis used GC-MS. Quantitative analysis showed that, depending on the catalysts (dirhenium heptoxide, methylrhenium trioxide, ammonium perrhenate, molybdenum 8-hydroxyquinoline, respectively), the conversion of substrates was >80%, and the yield of products containing C=C The rate reaches 60%-90%.

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Abstract

The invention discloses a method for preparing olefin by deoxidizing and dehydrating a polyhydroxy compound by using an alcohol as a reducing agent. The method is characterized in that raw materials containing a polyhydroxy compound and a catalyst react in the presence of an alcohol reducing agent to obtain olefin. According to the method for deoxidizing and dehydrating a polyhydroxy compound by using primary alcohol, secondary alcohol, tertiary alcohol, benzyl alcohol and other alcohols are used as reducing agents, the alcohol reducing agent is cheap and environmentally-friendly, and has universality to the deoxidation dehydration reaction of the polyhydroxy compound.

Description

technical field [0001] The application relates to a method for preparing olefins by deoxygenation and dehydration of polyhydroxy compounds using alcohols such as primary alcohols, secondary alcohols, tertiary alcohols, and benzyl alcohols as reducing agents, and belongs to the field of catalytic preparation of olefins. Background technique [0002] The increasingly serious global energy and environmental problems have prompted the development and utilization of renewable biomass resources to become a hot spot in current research. Research on renewable biomass resources, such as starch, cellulose, hemicellulose, and lignin, especially the conversion and utilization of cellulose, which has the largest amount of resources and low utilization rate. Polyhydroxyl compounds exist in renewable biomass resources and can be obtained through traditional methods such as biomass hydrolysis, such as hydrolysis of cellulose to generate glucose, and then hydrogenation into sorbitol (hexahyd...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C1/24C07C1/20C07C15/52C07C51/377C07C57/13
CPCC07C1/20C07C1/24C07C51/377C07C15/52C07C57/13
Inventor 路芳姜慧芳卢锐司晓勤徐杰
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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