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Acidic ionic liquid catalyst, synthesis method thereof, and method for catalyzing microcrystalline cellulose hydrolysis

A technology of acidic ionic liquid and synthesis method, applied in the field of acidic ionic liquid catalyst and its preparation, to achieve the effect of high yield and reducing sugar yield

Inactive Publication Date: 2015-02-04
HUAZHONG AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] Using bis-perfluoroalkylsulfonylimide as the anion of ionic liquids has been reported in both catalytic and electrochemical applications (CN 101747243 A; Adv. Synth. Catal. 2009, 351, 1939), but there is no perfluoroalkane Report of sulfonylimide acid functional groups directly bonded to heterocycles such as imidazole or pyridine as cations in ionic liquids

Method used

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  • Acidic ionic liquid catalyst, synthesis method thereof, and method for catalyzing microcrystalline cellulose hydrolysis
  • Acidic ionic liquid catalyst, synthesis method thereof, and method for catalyzing microcrystalline cellulose hydrolysis
  • Acidic ionic liquid catalyst, synthesis method thereof, and method for catalyzing microcrystalline cellulose hydrolysis

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Embodiment 1: The preparation of 3-(1-methylimidazole) propylsulfonyl perfluorobutylsulfonimide trifluoromethanesulfonate comprises the following steps:

[0062] Synthesis of step 1 perfluorobutanesulfonamide potassium:

[0063] The synthesis reaction scheme is as follows:

[0064]

[0065] Into a 50mL single-necked flask, add 5g of C 4 f 9 SO 2 NH 2 , 12 mL of water. Acetone was added dropwise until C 4 f 9 SO 2 NH 2 completely dissolved. Add 2.8 g K in portions 2 CO 3 , a large number of bubbles are generated. Magnetic stirring at room temperature for 8h. Concentration to remove the solvent gave a bright white solid. 50 ℃ oil pump vacuum. Add 100mL of acetone and reflux at 50°C for 1h. After suction filtration, the filtrate was concentrated to obtain a white solid. Drying in vacuo at 75°C yielded 4.66 g of a white solid. The yield was 83%.

[0066] target product C 4 f 9 SO 2 NHK's characterization data are as follows:

[0067] IR (KBr, υ, cm...

Embodiment 2

[0091] Embodiment 2: The preparation of 3-(1-methylimidazole) propylsulfonyl perfluorobutylsulfonylimide phosphotungstate comprises the following steps:

[0092] Steps 1, 2, and 3 are the same as in Example 1.

[0093] Step 4 Synthesis of 3-(1-methylimidazole) propylsulfonyl perfluorobutylsulfonylimide phosphotungstate:

[0094] The synthesis reaction scheme is as follows:

[0095]

[0096] Add 0.1498g (0.309mmol) 3-(1-methylimidazolium) propylsulfonylperfluorobutylsulfonimide ylide and 2mL acetonitrile to a 10mL one-necked flask in turn, stir at 50°C for 10min, and all the solids dissolve. Take 0.2965g (0.103mmol) H 3 PW 12 o 40 Dissolve in 2mL acetonitrile and 1mL water to form a white emulsion without obvious solid. The heteropolyacid solution was added to the flask, forming a yellow solution with no apparent solids. The reaction was stirred at 50°C for 16h. After the reaction was completed, it was concentrated at 75°C to obtain a yellow solid. 80°C, 14mmHg vacuu...

Embodiment 3

[0099] Embodiment 3: The preparation of 3-(1-methylimidazole) propylsulfonyl trifluoromethylsulfonamide phosphotungstate comprises the following steps:

[0100] The preparation of step 1 potassium trifluoromethanesulfonamide:

[0101] The synthesis reaction scheme is as follows:

[0102]

[0103] Add 2.1g of CF to a 25mL one-necked flask 3 SO 2 NH 2 , 9mL of distilled water, stirred at room temperature for 5min, all the solids were dissolved, and the solution was slightly turbid. Add 2.33g K in portions 2 CO 3 , a large number of bubbles were released at the beginning. Stir at room temperature for 8h. Rotary evaporation, remove most of the water, bath temperature 55 ℃, 2 mmHg oil pump vacuum 1h, remove a small amount of water. Add 40mL acetone and stir at room temperature for 12h. After suction filtration, the filtrate was concentrated to obtain a white solid. Vacuum dry at 80°C for 10h. 1.58 g of white solid was obtained, the yield was 60%.

[0104] target prod...

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Abstract

The invention discloses an acidic ionic liquid catalyst expressed as general formula (I), wherein in the general formula (I), b=1-4; when m=1, X represents BF4, CF3SO3, CF3COO, Cl, HSO4, H2PO4 or p-MeC6H4SO3; when m=3, X represents PW12O40 or PMo12O40; and when m=4, X represents SiW12O40. Furthermore, the invention discloses synthesis of the acidic ionic liquid catalyst and a method for catalyzing microcrystalline cellulose hydrolysis. The acidic ionic liquid catalyst disclosed by the invention has a strong Br phi nsted acidity, and can be used as an efficient catalyst of an organic reaction and for preparing renewable energy sources; metal salt of the acidic ionic liquid catalyst can be applied to a Lewis acid catalysis reaction, or a conducting salt in electrolyte and the like; and according to the method for catalyzing the microcrystalline cellulose hydrolysis disclosed by the invention, comparatively high 5-hydroxymethyl furfural yield and reducing sugar yield are achieved.

Description

technical field [0001] The invention relates to an acidic ionic liquid catalyst and a preparation method thereof, and also relates to a method for catalyzing the hydrolysis of microcrystalline cellulose by the acidic ionic liquid catalyst. Background technique [0002] Functionalized ionic liquids can greatly enhance the versatility and scope of use of common ionic liquids as reaction media and reagents. Acidic ionic liquids, as a class of functionalized ionic liquids, can act as both catalysts and reaction solvents in organic reactions. Metal halide-type ionic liquids are commonly used as Lewis acids, but they are often sensitive to water (Chem. Rev. 1999, 2071; Angew. Chem., Int. Ed. 2000, 39, 3772; Chem. Commun. 2001, 2010), which limits its scope of application. Many Brönsted-type acidic ionic liquids have water resistance and stability. [0003] Brönsted-type acidic ionic liquids can be divided into two types according to the structure: one is the protonation of basi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/34C07D233/60C07D307/46C13K1/02
Inventor 马忠华马敬中杨秋红贺梦丽严新稳
Owner HUAZHONG AGRI UNIV
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