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Polyether-functionalized vanadium-doped heteropolyacid polyionic liquid, its synthesis method and its application in the preparation of cyclocaprolactone

A technology of polyionic liquid and heteropolyacid anion, applied in chemical instruments and methods, catalytic reaction, organic compound/hydride/coordination complex catalyst, etc., can solve the problems of safety problems and high cost of organic peroxyacids , to avoid further oxidation and achieve the effect of excellent surface amphiphilic activity

Active Publication Date: 2022-06-07
MINJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage is that a stoichiometric amount of by-product organic carboxylic acid is produced, the cost of organic peroxyacid is high, and there are safety problems, etc.

Method used

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  • Polyether-functionalized vanadium-doped heteropolyacid polyionic liquid, its synthesis method and its application in the preparation of cyclocaprolactone
  • Polyether-functionalized vanadium-doped heteropolyacid polyionic liquid, its synthesis method and its application in the preparation of cyclocaprolactone
  • Polyether-functionalized vanadium-doped heteropolyacid polyionic liquid, its synthesis method and its application in the preparation of cyclocaprolactone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Example 1: Synthesis of hydroxyl terminated polyether (PE-1)

[0038] Step S101: In a reaction flask equipped with magnetic stirring, sequentially add 15 mL of 1.2-dichloroethane, 0.35 mL of ethylene glycol, and 1.5 mL of boron trifluoride-diethyl ether, cool to 0-5°C, and dropwise add 25 mL of epoxy Chloropropane, the control temperature does not exceed 5 ℃, and the reaction is kept for 6h after the addition. Add 15-30 mL of distilled water to terminate the reaction, stir for 10 min, and add ammonia water to adjust the organic phase to be neutral. The liquids were separated and rotary evaporated to obtain a colorless viscous product with a yield of 87.6%.

[0039] FT-IR (KBr), ν / cm －1 : 3425, 2875, 1431, 1351, 1116, 747.

Embodiment 2

[0040] Example 2: Synthesis of hydroxyl terminated polyethers (PE-2 and PE-3)

[0041] In Example 1, ethylene glycol was replaced with 1,2-propanediol, and the addition amount was 0.62 mL, and the others were the same as in Example 1. The yield of the target product PE-2 was 91.7%.

[0042] FT-IR (KBr), ν / cm －1 : 3435, 2955, 2862, 1630, 1431, 1115, 750.

[0043] In Example 1, ethylene glycol was replaced with 1,3 propylene glycol), the addition amount was 0.62 mL, and the others were the same as in Example 1. The yield of the target product PE-3 was 91.7%.

[0044] FT-IR (KBr), ν / cm －1 : 3446, 2969, 2878, 1633, 1429, 1112, 748.

Embodiment 3

[0045] Example 3: Synthesis of hydroxyl terminated polyether (PE-4)

[0046] In Example 1, ethylene glycol was replaced with 1,4-butanediol, and the addition amount was 0.86 mL, and the others were the same as in Example 1. The target product yield was 93%.

[0047] FT-IR (KBr), ν / cm －1 : 3477, 2958, 2875, 1433, 1346, 1124, 747.

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Abstract

The invention relates to a polyether functionalized vanadium-doped heteropolyacid polyionic liquid, a synthesis method and its application in preparing cyclocaprolactone. The polyether functionalized vanadium-doped heteropolyacid polyionic liquid structure of the present invention has: polyether functionalized quaternary ammonium organic cation, Keggin configuration heteropolyacid anion [PMo 11 VO 40 ] ‑4 or [PMo 10 V 2 o 40 ] ‑5 or [P 2 Mo 9 V 3 o 40 ] ‑6 or Dawson configuration vanadium-doped heteropolyacid anion [P 2 m O17 VO 62 ‑7 ] or [P 2 m O16 V 2 o 62 ‑8 ] or [P 2 m O16 V 3 o 62 ‑9 ]; and the polyionic liquid is used as a catalyst to synthesize cyclocaprolactone and cyclopentalactone through the relay oxidation of cyclohexene and cyclopentene. , good selectivity, and the catalytic system is easy to recycle and so on.

Description

technical field [0001] The invention belongs to the technical field of chemical products and their preparation, in particular to the design and synthesis of a series of polyether-functionalized vanadium-doped heteropolyacid polyionic liquids; The invention discloses a method for preparing cyclohexanolactone and cyclovalerolactone by relay oxidation of cyclohexene and cyclopentene in a phase catalytic system, using industrial grade hydrogen peroxide as an oxidant. Background technique [0002] With the development of the petrochemical industry, cycloolefins represented by cyclohexene and cyclopentene have achieved commercial supply. Oxidation can build a series of high value-added oxygen-containing compounds. For example, starting from cyclohexene, double bonds can be epoxidized to prepare epoxidized cyclohexane and oxidative hydroxylation to synthesize cyclohexanediol; α-hydrogen site oxidation can Synthesis of cyclohexenone, cyclohexenol, and a series of fine chemical synt...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/34B01J27/188B01J35/10C08G65/333C08G65/28C07D309/30C07D313/04
CPCB01J31/34B01J27/188B01J31/0279C08G65/33306C08G65/2609C07D309/30C07D313/04B01J2231/72B01J35/60
Inventor 李心忠刘春杰林棋
Owner MINJIANG UNIV
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