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Method for using ionic liquid to catalyze deoxygenation in hydrodeoxygenation process of lignin derivative

An ionic liquid, hydrodeoxygenation technology, applied in the direction of physical/chemical process catalysts, chemical instruments and methods, chemical/physical processes, etc., can solve problems such as restricting applications, overcome high pressure problems, reduce purification links, and improve economic efficiency Effect

Active Publication Date: 2019-05-03
INST OF PROCESS ENG CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, under the reported process conditions, phosphoric acid is still an essential part as a deoxidizer in the reaction process, which also seriously restricts its application in industrial production.

Method used

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  • Method for using ionic liquid to catalyze deoxygenation in hydrodeoxygenation process of lignin derivative
  • Method for using ionic liquid to catalyze deoxygenation in hydrodeoxygenation process of lignin derivative
  • Method for using ionic liquid to catalyze deoxygenation in hydrodeoxygenation process of lignin derivative

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Experimental program
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Effect test

Embodiment 1

[0026] Ionic liquid synthesis: equimolar amounts of alkanolamine (5mol) and trifluoromethanesulfonic acid (5mol) were added to a round bottom flask and a constant pressure titration funnel, respectively, and 500 mL of methanol was added to the round bottom flask as a reaction solvent. Under the condition of ice water temperature, trifluoromethanesulfonic acid was slowly added dropwise to the methanol solution of alcoholamine. After the dropwise addition was completed, the reaction system was warmed up to room temperature (25°C) and reacted for 24 hours to remove methanol to obtain the target ion liquid.

[0027] The ionic liquids used in the following cases were all synthesized by the above method.

[0028] 1mmol phenol, 0.1g Rh / C (water content 55-60%) catalyst, 2g N-methyldiethanolamine trifluoromethanesulfonate ([BHEM][OTf]) ionic liquid, 1mmol n-dodecane and Magnets are added to a stainless steel autoclave with a Teflon liner and tightly sealed. Then use high-purity hydr...

Embodiment 2

[0030] 1mmol cyclohexanol, 0.1g Pt / C (water content≤80%) catalyst, 2g N-methyldiethanolamine trifluoromethanesulfonate [BHEM][OTf] ionic liquid, 1mmol n-dodecane and magnetic Pour into a stainless steel autoclave lined with polytetrafluoroethylene, and seal it tightly. Then use high-purity hydrogen to pump and vent the reactor three times to blow out the air in the reactor, and inject 4MPa hydrogen into the reactor after the last ventilation. Put the reaction kettle into the high-pressure reaction furnace, wait until the temperature is heated to the set temperature of 120°C, turn on the magnetic stirring and set the magnetic stirring speed to 550 rpm, and start timing. After reacting for 2 hours, the reaction kettle was put into ice water for cooling. After complete cooling, slowly release the remaining high-pressure hydrogen in the reactor, and blow the hydrogen in the reactor with nitrogen, then open the reactor, and extract the reaction product with 8ml of methyl tert-buty...

Embodiment 3

[0032]1mmol phenol, 0.1g Rh / C (water content 55-60%) catalyst, 2g N,N-dimethylethanolamine trifluoromethanesulfonate ([2-HTEAF][OTf]) ionic liquid, 0.1910g Add n-dodecane and magnetons into a stainless steel autoclave with a polytetrafluoroethylene liner, and tighten the seal. Then use high-purity hydrogen to pump and vent the reactor three times to blow out the air in the reactor, and inject 4MPa hydrogen into the reactor after the last ventilation. Put the reaction kettle into the high-pressure reaction furnace, wait until the temperature is heated to the set temperature of 120°C, turn on the magnetic stirring and set the magnetic stirring speed to 550 rpm, and start timing. After reacting for 10 hours, the reaction kettle was put into ice water for cooling. After complete cooling, slowly release the remaining high-pressure hydrogen in the reactor, and blow the hydrogen in the reactor with nitrogen, then open the reactor, and extract the reaction product with 8ml of methyl ...

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Abstract

The invention discloses a method for preparing high-calorific-value alkanes by using an ionic liquid to catalyze deoxygenation in hydrodeoxygenation process of a lignin derivative aromatic compound. According to the method, a negative ion is selected as a proton type ionic liquid catalyst of trifluoromethanesulfonic acid, under the conditions that the temperature is 100-150 DEG C, the hydrogen pressure is 1-5 MPa, and the time is 2-20 hours, the high-efficiency deoxygenation process of a lignin derivative aromatic compound is catalyzed by the ionic liquid in a batch kettle, so that biomass alkane gasoline can be efficiently prepared. According to the method, the reaction conditions are mild, the energy consumption is low, the heat stability of the catalyst is good, the selectivity of product cycloparaffin is high, the conversion rate of the lignin derivative reaches 100%, and the selectivity of the product cycloparaffin is up to more than 98%. According to the method, the addition of protonic acid in a conventional catalytic system is avoided, the low pressure of the reaction system is ensured by the low vapor pressure of the ionic liquid, and the requirement for equipment is reduced. Meanwhile, the ionic liquid used in the process is easy to separate from the product, and the catalytic system is good in cycle performance and has good industrial application potential.

Description

technical field [0001] The invention relates to a method for preparing high-calorific-value biomass oil by catalytically converting lignin-derived aromatic compounds in a hydrodeoxygenation reaction under mild conditions based on ionic liquid as a catalyst, and belongs to the field of utilization of biomass resources. Background technique [0002] With the depletion of petrochemical resources and people's higher and higher environmental requirements, it is becoming increasingly important to develop new technologies to utilize renewable green resources. Due to its high reserves, wide distribution, recyclability and non-polluting characteristics, biomass resources have gradually attracted people's attention. Therefore, efficient utilization of biomass energy has become one of the best ways to solve energy problems and environmental pollution. The composition of woody biomass resources mainly includes cellulose (35-55%), hemicellulose (20-35%) and lignin (15-30%). According to...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C1/22C07C13/18B01J31/02
Inventor 张锁江周清蔡光明杨绍旗李晓前吕兴梅
Owner INST OF PROCESS ENG CHINESE ACAD OF SCI