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Carboxyl functionalized porous heteropoly acid polyionic liquid and use thereof

A polyionic liquid, carboxyl functionalization technology, applied in organic chemistry, chemical instruments and methods, chemical/physical processes, etc., can solve problems such as thermal instability of catalysts

Active Publication Date: 2019-02-01
MINJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Ishihara group (M. Uyanik, D. Nakashima, K. Ishihara, "Baeyer-Villiger oxidation and oxidative cascade reaction with aqueous hydrogen peroxide catalyzed by lipophilic LiB(C6F5)4 and Ca[B(C 6 f 5 ) 4 ]2”, Angew. Chem.Int. Ed., 2012, 51, 9093-9096.) developed a novel fat-soluble organic boron Lewis acid catalyst system, which facilitates the recycling of the catalyst, but the catalyst is thermally unstable, and the reaction requires between two phases

Method used

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  • Carboxyl functionalized porous heteropoly acid polyionic liquid and use thereof
  • Carboxyl functionalized porous heteropoly acid polyionic liquid and use thereof
  • Carboxyl functionalized porous heteropoly acid polyionic liquid and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] Example 1: N, N- Dimethyl- N -Carboxymethyl- N- Synthesis of Ethyl Methacrylate Quaternary Ammonium Salt (L1)

[0051] Under the protection of nitrogen, add 6mL dimethylaminoethyl methacrylate and 25 mL acetone in turn to the reaction flask, stir well and then raise the temperature to 50°C, add 3.5g chloroacetic acid in three times, and keep it warm for 24h after the addition; After cooling to room temperature, the solvent acetone was removed by rotary evaporation, and then vacuum-dried to constant weight to obtain N, N- Dimethyl- N -Carboxymethyl- N- Ethyl methacrylate quaternary ammonium salt, its productive rate is 97.3%.

[0052] FT-IR(KBr), ν / cm －1 : 3567, 2972, 1716, 1622, 1381.

Embodiment 2

[0053] Example 2: N, N- Dimethyl- N -Carboxyethyl- N- Synthesis of Ethyl Methacrylate Quaternary Ammonium Salt (L2)

[0054] 3.5g chloroacetic acid was replaced by 4.0g 3-bromopropionic acid, others were the same as in Example 1, and the target product yield was 95.4%.

[0055] FT-IR(KBr), ν / cm －1 : 3420, 2960, 1728, 1631, 1390.

Embodiment 3

[0056] Example 3: N, N- Dimethyl- N -(4-carboxy)benzyl- N- Synthesis of Ethyl Methacrylate Quaternary Ammonium Salt (L3)

[0057] 3.5g chloroacetic acid was replaced by 6.1g 4-bromomethylbenzoic acid, and others were the same as in Example 1, and the target product yield was 96.5%.

[0058] FT-IR(KBr), ν / cm －1 : 3475, 3014, 2972, 1716, 1622, 1595, 1498, 1381.

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Abstract

The invention discloses a carboxyl functionalized porous heteropoly acid polyionic liquid and a use thereof. A carboxyl functionalized polyquaternary ammonium salt with a long chain linear structure and a heteropoly acid as building units are self-assembled into a three-dimensional network porous structure under electrostatic interaction so that the polyionic liquid is obtained, or a carboxyl functionalized polyquaternary ammonium with a long chain cross-linked structure and a Dawson-type vanadium-doped heteropoly acid as building units are self-assembled into a three-dimensional network porous structure under electrostatic interaction. The carboxyl functionalized porous heteropoly acid polyionic liquid can be used as a heterogeneous catalyst. Industrial grade hydrogen peroxide is used asan oxidant. A cyclic ketone compound undergoes Baeyer-Villiger oxidation to produce a corresponding cyclic lactone under the solventless condition. The catalytic system has a novel structure, is usedfor a Baeyer-Villiger oxidation reaction, and has the characteristics of good selectivity, mild reaction condition, large operation flexibility and convenient recycling of the catalytic system.

Description

technical field [0001] The invention belongs to the field of preparation of catalytic materials and chemical products, in particular to a carboxyl functionalized porous heteropolyacid polyionic liquid and its application in Baeyer-Villiger oxidation of cyclic ketones. Background technique [0002] Baeyer-Villiger oxidation is an organic chemical reaction discovered by German chemists Adolf von Baeyer and Victor Villiger in the study of menthone, carvone and camphor oxidation in 1889. It provides a direct insertion of an oxygen into the open-chain or cyclic ketone structure. atom, the easiest route to convert a ketone to the corresponding ester or lactone. BV oxidation has many advantages such as stereospecificity, regioselectivity, wide substrate range, no substituent effect, and wide range of oxidants. developed directly to industrial grade H 2 o 2 A new efficient, clean and controllable chemical Baeyer-Villiger oxidation method for green oxidants has become one of the i...

Claims

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Application Information

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IPC IPC(8): B01J31/02B01J31/06B01J27/199B01J23/30B01J27/188C07D307/33C07D309/30C07D313/04
CPCB01J23/002B01J23/30B01J27/188B01J27/199B01J31/0279B01J31/06C07D307/33C07D309/30C07D313/04
Inventor 李心忠沈小雄
Owner MINJIANG UNIV
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