Long-chain alkyl sulfoacid functionalized heteropolyacid salt, preparation method and application of long-chain alkyl sulfoacid functionalized heteropolyacid salt

A long-chain alkyl sulfonic acid and heteropoly acid salt technology, applied in chemical instruments and methods, organic chemistry, chemical/physical processes, etc., can solve problems such as poor catalytic conversion effect, achieve energy saving, simple synthesis process, Effect of High Selectivity and Catalyst Recyclability Performance

Inactive Publication Date: 2015-06-10
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At the same time, we also noticed that the compatibility of these catalytic materials to the reaction substrates is still limited, and the acid catalytic conversion effect on some weakly polar aromatic hydrocarbon compounds is poor, and it is impossible to replace these traditional proton strong acids in a real sense.

Method used

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  • Long-chain alkyl sulfoacid functionalized heteropolyacid salt, preparation method and application of long-chain alkyl sulfoacid functionalized heteropolyacid salt
  • Long-chain alkyl sulfoacid functionalized heteropolyacid salt, preparation method and application of long-chain alkyl sulfoacid functionalized heteropolyacid salt
  • Long-chain alkyl sulfoacid functionalized heteropolyacid salt, preparation method and application of long-chain alkyl sulfoacid functionalized heteropolyacid salt

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Embodiment 1: [C1 6 imC 3 SO 3 H] 3 [PW 12 o 40 ] (n=1, m=15, t=3, Y=PW 12 o 40 )Synthesis:

[0036] Under a nitrogen atmosphere, sodium hydride (1.44g, 60mmol) and tetrahydrofuran (100mL) were successively added to a 250mL three-necked flask, and a solution of imidazole (3.45g, 50mmol) in tetrahydrofuran (40mL) was slowly added dropwise at 40°C. After the dropwise addition, continue to stir and react for 4 hours; then increase the reaction temperature to 60°C, slowly drop hexadecane bromide (15.20g, 50mmol) for constant temperature reaction for 12h, and remove the solvent under reduced pressure after the reaction to obtain hexadecyl imidazole , the yield is 98%.

[0037] At 40°C, cetyl imidazole (10.75g, 35mmol) and acetone (60mL) were added to a 250mL three-necked flask, and then 1,3-propane sultone (4.28g , 35mmol) of acetone (60mL) solution, the dropwise addition was completed and the constant temperature reaction was continued for 12h. After the reaction w...

Embodiment 2

[0040] Embodiment 2: [C 16 imC 3 SO 3 H] 3 [PMo 12 o 40 ] (n=1, m=15, t=3, Y=PMo 12 o 4 )Synthesis:

[0041] Under a nitrogen atmosphere, sodium hydride (1.44g, 60mmol) and tetrahydrofuran (100mL) were successively added to a 250mL three-neck flask, and a solution of imidazole (3.45g, 50mmol) in tetrahydrofuran (40mL) was slowly added dropwise at 40°C. After the dropwise addition, continue to stir and react for 4 hours; then increase the reaction temperature to 60°C, slowly drop hexadecane bromide (15.20g, 50mmol) for constant temperature reaction for 12h, and remove the solvent under reduced pressure after the reaction to obtain hexadecyl imidazole , the yield is 98%.

[0042] At 40°C, cetyl imidazole (10.75g, 35mmol) and acetone (60mL) were added to a 250mL three-necked flask, and then 1,3-propane sultone (4.28g ,35mmol) of acetone (60mL) solution, the dropwise addition was completed and the constant temperature reaction was continued for 12h. After the reaction was...

Embodiment 3

[0044] Embodiment 3: [C 16 imC 3 SO 3 H] 4 [SiW 12 o 40 ] (n=1, m=15, t=3, Y=SiW 12 o 40 )Synthesis:

[0045] Add cetyl imidazole (10.75g, 35mmol) and acetone (60mL) into a 250mL three-necked flask at 40°C in 250mL, then slowly add 1,3-propane sultone (4.28 g, 35mmol) of acetone (60mL) solution, the dropwise addition was completed and the constant temperature reaction was continued for 12h. After the reaction was completed, the zwitterionic compound was obtained by filtration with a yield of 95%.

[0046] Take the above-mentioned zwitterionic compound (17.13g, 40mmol) and ethanol (100mL) into a 250mL three-necked flask, and slowly add H 4 SiW 12 o 40 (28.78g, 10mmol) of ethanol (50mL) solution, stirred and reacted for 12h after the dropwise addition, and finally removed the ethanol under reduced pressure to obtain a transparent glassy substance, which is the long-chain alkylsulfonic acid functionalized heteropolyacid salt[ C 16 imC 3 SO 3 H] 4 [SiW 12 o 40 ], ...

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PUM

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Abstract

The invention discloses long-chain alkyl sulfoacid functionalized heteropolyacid salt, a preparation method and application of the long-chain alkyl sulfoacid functionalized heteropolyacid salt. The structural formula of the heteropolyacid salt is shown in a formula (I), wherein in the formula (I), n is 1 or 2; m is 3-19; t is 3 or 4', Y is one substance selected from PW12O40, PMo12O40 and SiW12O40. The long-chain alkyl sulfoacid functionalized heteropolyacid salt is stable in water and air, high in strong acidity, and applied to alkylation reaction of aromatic hydrocarbon and phenylcarbinol to represent good catalytic performance, and has multiple advantages of high activity, easy recovery, repeated application and the like.

Description

technical field [0001] The invention belongs to the field of chemistry and chemical engineering, and in particular relates to a long-chain alkylsulfonic acid functionalized heteropolyacid salt, a preparation method and an application thereof. Background technique [0002] As we all know, the alkylation of aromatic hydrocarbons is an important chemical reaction process. The benzyltoluene produced by this process is a high-temperature synthetic heat transfer oil with good thermal stability, oxidation resistance and low freezing point. It is widely used in Baking equipment such as food, spraying and non-woven fabrics can also be used for low-temperature cooling. The traditional catalyst used in this reaction process is Lewis acid (AlCl 3 ), Acid (H 2 SO 4 ), these catalysts undoubtedly cause serious environmental pollution, equipment corrosion, and product post-processing problems; at present, the inorganic solid acid catalyst ZrO 2 / SO 4 , zeolite molecular sieves, modi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D233/60B01J31/18B01J31/16C07C2/86C07C15/16
Inventor 刘秀梅刘静高艳安
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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