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Solid acid catalyst and application thereof to synthesis of reproducible diesel oil or aviation kerosene

A solid acid catalyst, catalyst technology, applied in physical/chemical process catalysts, organic compound/hydride/coordination complex catalysts, preparation of liquid hydrocarbon mixtures, etc. The effect of high substrate universality, cheap and easy-to-obtain raw materials, and simple synthesis method

Active Publication Date: 2015-10-14
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

But Nafion-212 catalyst is expensive

Method used

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  • Solid acid catalyst and application thereof to synthesis of reproducible diesel oil or aviation kerosene
  • Solid acid catalyst and application thereof to synthesis of reproducible diesel oil or aviation kerosene
  • Solid acid catalyst and application thereof to synthesis of reproducible diesel oil or aviation kerosene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1～84

[0018] Resin precursor made by condensation reaction

[0019] Sodium lignosulfonate is dissolved in water, and its mass concentration is controlled to be 10-40%. Then add the crosslinking agent dropwise in the sodium lignosulfonate solution and control the amount ratio of the crosslinking agent and sodium lignosulfonate to be 5-30mmol 交联剂 / g 木质素磺酸钠 . The carbonyl compound used as the crosslinking agent is one or two or more of formaldehyde, formic acid, acetaldehyde, butyraldehyde, furfural, glucose and levulinic acid. After the two are mixed uniformly, the acid solution is added dropwise to the mixture, and the hydrogen ion concentration in the final mixture is controlled to be 1-5 mol / L. Inorganic acid is one or more of sulfuric acid, hydrochloric acid, nitric acid, perchloric acid, phosphoric acid, phosphotungstic acid, phosphomolybdic acid; organic acid is trifluoromethanesulfonic acid, trifluoroacetic acid, methanesulfonic acid, p-toluene One or more of sulfonic acid,...

Embodiment 85-102

[0064] Evaluation of Reactivity of 2-Methylfuran and Formaldehyde

[0065] The catalyst evaluation of the present invention is carried out in a round bottom flask equipped with a condensing reflux device, and the temperature is controlled by a constant temperature water bath. The experimental process is as follows: add a certain mass of acidic resin catalyst, 3.28 grams of 2-methylfuran (40 mmol), and 0.6 grams of formaldehyde (20 mmol) into a 50 mL round bottom flask, and react at a certain temperature for a certain period of time. The reaction products were quantitatively analyzed by high performance liquid chromatography (HPLC).

[0066] In each embodiment, the synthesis condition of acidic resin catalyst used is: a certain quality of sodium lignosulfonate is dissolved in water of a certain quality, the mass concentration of control sodium lignosulfonate is 35%, then to lignosulfonate Add a certain amount of formaldehyde cross-linking agent in sodium acid sodium solution, ...

Embodiment 103～120

[0086] 1) Activity comparison at different reaction temperatures, activity evaluation results are shown in Table 14.

[0087] Table 14. Effect of different reaction temperatures on catalytic activity

[0088]

[0089] Note: In the example, the amount of catalyst used is 0.15 g, the amount of reactants used is 3.28 g of 2-methylfuran (40 mmol), 0.92 g of formic acid (20 mmol), and the reaction time is 2 hours.

[0090] The experimental results in Table 14 show that as the reaction temperature increases, the activity of the catalyst increases gradually, but there are many side reactions in this reaction, and the selectivity of monopolymerization, dimerization, and trimerization of alkylated products is not high.

[0091] 2) Effect of catalyst dosage on catalytic activity, the reaction results are shown in Table 15.

[0092] Table 15. Effect of catalyst dosage on catalytic activity

[0093]

[0094]

[0095] Note: The amount of reactants in the example is 3.28 g of 2-m...

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Abstract

The invention relates to preparation of a solid acid catalyst and application of the solid acid catalyst to an alkylation reaction between lignocellulose-based platform compounds. The preparation method of a sodium lignin sulfonate derived phenolic aldehyde resin solid acid catalyst, provided by the invention is commonly divided into two steps: (1) adding a carbonyl compound into a sodium lignin sulfonate water solution to be used as a cross-linking agent; adding a phenol functional group in acid catalyzed sodium lignin sulfonate and carbonyl compound into the mixture to be subjected to a phenolic aldehyde condensation reaction to obtain a high-molecular polymer difficultly dissolved in water; and (2) carrying out ion exchange on a condensation product generated by the step 1 to obtain an acidic resin material containing sulfonate groups. According to the catalyst, the raw materials are cheap and easily obtained and the preparation process is simple; and the catalyst has very high catalytic activity and selectivity on the alkylation reaction between a lignocellulose-based furan compound and the carbonyl compound without solvents. An alkylated product obtained by the reaction is hydrogenated and deoxygenized to obtain the diesel oil or the aviation kerosene. The cheap and efficient solid acid catalyst, which is used for synthesizing a diesel oil or aviation kerosene precursor, by the lignocellulose-based platform compounds is provided by the invention.

Description

technical field [0001] The invention relates to a preparation method of an acidic resin solid acid catalyst derived from sodium lignosulfonate and its application in the alkylation reaction between lignocellulose-based furan compounds and carbonyl compounds. Specifically, it includes two steps: 1) adding a carbonyl compound to the sodium lignosulfonate aqueous solution as a crosslinking agent, and then adding an acid solution to the mixture to catalyze the phenolic condensation reaction; 2) performing ion exchange on the condensation product generated in step 1 An acidic resinous material containing sulfonate groups is obtained. Compared with the solid acid catalysts that have been reported so far, the catalyst raw materials of the present invention are cheap and easy to obtain, the catalyst preparation process is simple, and the alkylation reaction between lignocellulose-based furan compounds and carbonyl compounds has higher activity and selectivity. The alkylated product ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/10C08H7/00C07D307/36C07D307/42C07D307/54C10G3/00
CPCY02P30/20
Inventor 李宁李姗姗张涛王爱琴王晓东丛昱
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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