Synthesis method of novel ionic liquid and application of novel ionic liquid to oil product denitrification

An ionic liquid and oil technology, applied in the petroleum industry, refined hydrocarbon oil, etc., can solve the problems of high cost of raw materials, large consumption, complicated preparation, etc. Simple and easy to use and operate

Inactive Publication Date: 2013-09-18
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Among them, the extraction method has become the focus of research because of its simple operation and high denitrification rate. The conventional extraction agent is acid or organic solvent, but this type of extraction agent has problems such as large consumption, environmental pollution, corrosion of equipment, and difficulty in recycling (road Mengmeng et al. Chemical Technology, 19(1),...

Method used

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  • Synthesis method of novel ionic liquid and application of novel ionic liquid to oil product denitrification
  • Synthesis method of novel ionic liquid and application of novel ionic liquid to oil product denitrification
  • Synthesis method of novel ionic liquid and application of novel ionic liquid to oil product denitrification

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Example 1: DMAHHSO 4 Synthesis

[0024] Synthesis steps: Add 0.2 mol of concentrated sulfuric acid dropwise to 0.22 mol of N,N-dimethylaniline under the condition of ice-water bath, the dropwise addition is completed within 30 min, under nitrogen protection, keep stirring at 50°C for 5 hours, and the product is mixed with ethyl acetate The ester and petroleum ether were washed three times successively, and the solvent was distilled off under reduced pressure.

[0025] DMAHHSO obtained by reaction 4 with V 乙醇 :V 乙酸乙酯 =5:7 mixed solution was recrystallized to obtain colorless crystals with a yield of 74.11%, and the measured melting point of the product was 89-91°C; 1 H-NMR (500MHZ, D 2 O): δ3.25(s,6H), 7.45(m,5H),7.97(s,1H)IR(KBr,ν / cm -1 ):ν3440 cm -1 ,3030cm -1 ,2921 cm -1 ,1598 cm -1 , 1496 cm -1 ,1466 cm -1 , 852 cm -1 .

Embodiment 2

[0026] Example 2: DMAHH 2 PO 4 Synthesis

[0027] The synthesis steps are the same as Example 1, only the reactant sulfuric acid is changed to phosphoric acid, and the reaction obtains DMAHH 2 PO 4 It is a colorless transparent liquid, which is a liquid with high viscosity at high temperature, and condenses into a colorless solid gel at room temperature, with a yield of 70.2%;

[0028] 1 H-NMR (500MHZ,D 2 O): δ3.24(s,6H), 7.43(m,5H),7.98(s,1H); IR(KBr,ν / cm -1 ):3453 cm -1 ,3032 cm -1 ,2970cm -1 ,1649 cm -1 ,1596 cm -1 ,1105cm -1 .

Embodiment 3

[0029] Example 3: DMAHBF 4 Synthesis

[0030] The synthesis steps are the same as in Example 1, only the reactant sulfuric acid is changed to fluoboric acid, and the obtained DMAHBF 4 It is a light green translucent liquid with good fluidity at high temperature. After cooling, a light green solid is obtained with a yield of 97%. Since the ionic liquid easily absorbs water in the air, the melting point of the solid cannot be accurately determined.

[0031] 1 H-NMR (500MHZ,D 2 O): δ3.25(s,6H), 7.44(m,5H),7.96(s,1H); IR(KBr,ν / cm -1 ):3006 cm -1 ,2921 cm -1 ,2856 cm -1 ,1599 cm -1 ,1497 cm -1 ,1084 cm -1 .

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Abstract

The invention relates to a synthesis method of novel ionic liquid and application of the novel ionic liquid to oil product denitrification. The synthesis method is characterized by comprising the following steps: with N,N-dimethylaniline as a raw material, carrying out direct acidification or acidification after alkylation and introducing anions HSO<4->, H2PO<4-> and BF<4->, thus preparing Br.nsted acidic ionic liquid. The ionic liquid is taken as an extraction agent, can efficiently remove such heterocyclic nitrides in simulated oil products as aniline, pyridine, quinoline and indole under mild conditions and has actual oil product 93# gasoline denitrification rate above 85%.

Description

technical field [0001] The invention belongs to the field of petrochemical industry, and relates to the synthesis of an ionic liquid and its application in denitrogenation of oil products, in particular to the synthesis of an N,N-xylidine ionic liquid and its application in denitrogenation of oil products application. technical background [0002] With the increasingly stringent environmental protection requirements, the quality requirements of fuel products are getting higher and higher, and the N content of allowed oil products is getting lower and lower. At the same time, the existence of trace nitrogen compounds will inhibit the deep hydrodesulfurization and hydrodearomatization of oil (Tong Fengya et al. Petroleum Refining and Chemical Industry, 42 (12), 2011). [0003] Organic nitrogen compounds in oil products can be roughly divided into two categories: one is non-heterocyclic compounds (including aliphatic amines, anilines and nitrile compounds); the other is hetero...

Claims

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Application Information

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IPC IPC(8): C10G29/20
Inventor 于世涛王辉解从霞刘福胜李露刘仕伟
Owner QINGDAO UNIV OF SCI & TECH
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