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Heterogeneous catalyst based on deep-eutectic solvent and application thereof

A technology of heterogeneous catalysts and deep eutectic solvents, applied in physical/chemical process catalysts, organic compounds/hydrides/coordination complex catalysts, organic chemistry, etc., can solve problems such as by-product formation and achieve low production costs , The equipment is less corrosive, and the effect of improving product quality

Active Publication Date: 2022-02-08
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Aiming at the problems such as the serious generation of by-products existing in the existing lily of the valley pyran synthesis technology, the present invention provides a method for preparing lily of the valley pyran based on a heterogeneous catalyst in a deep eutectic solvent

Method used

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  • Heterogeneous catalyst based on deep-eutectic solvent and application thereof

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Experimental program
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Effect test

Embodiment 1

[0028] Preparation of Heterogeneous Catalysts Based on Deep Eutectic Solvents:

[0029] Preparation of hydrophilic DES: Weigh 117.15g (1mol) of betaine and 74.12g (1mol) of isobutanol respectively, vacuum-dry the two at 70°C for 12h, then mix them at 70°C and add 13.34 g AlCl 3 (0.1mol) was stirred to a clear transparent liquid, and the obtained betaine base DES catalyst was put into a silica gel drying box for subsequent use.

[0030] Preparation of hydrophobic DES: Weigh 154.25g (1mol) of terpineol and 172.26g (1mol) of capric acid, respectively, vacuum-dry them at 70°C for 12h, then mix and stir them at 75°C until clear and transparent liquid, the resulting terpineol-based DES catalyst was put into a silica gel drying oven for subsequent use.

[0031] Mix the hydrophilic DES and the hydrophobic DES uniformly according to the volume ratio of 1:1 to obtain the heterogeneous DES catalyst.

[0032] Synthesis of lily of the valley pyrans catalyzed by heterogeneous catalysts b...

Embodiment 2

[0035] Preparation of Heterogeneous Catalysts Based on Deep Eutectic Solvents:

[0036] Preparation of hydrophilic DES: Weigh 117.15g (1mol) of betaine and 148.24g (2mol) of isobutanol respectively, vacuum-dry the two at 80°C for 8h, then mix them at 70°C and add 12.94 g CoCl 2 (0.1mol) was stirred to a clear transparent liquid, and the obtained betaine base DES catalyst was put into a silica gel drying box for subsequent use.

[0037] Preparation of hydrophobic DES: Weigh 154.25g (1mol) terpineol and 344.52g (2mol) capric acid, respectively, vacuum-dry the two at 70°C for 8h, then mix and stir them at 80°C until clear and transparent liquid, the resulting terpineol-based DES catalyst was put into a silica gel drying oven for subsequent use.

[0038] Mix the hydrophilic DES and the hydrophobic DES uniformly according to the volume ratio of 1:2 to obtain the heterogeneous DES catalyst.

[0039] Synthesis of lily of the valley pyrans catalyzed by heterogeneous catalysts based...

Embodiment 3

[0042] Preparation of Heterogeneous Catalysts Based on Deep Eutectic Solvents:

[0043]Preparation of hydrophilic DES: Weigh 117.15g (1mol) of betaine and 74.12g (1mol) of isobutanol respectively, vacuum-dry them at 70°C for 10h, then mix them at 80°C and add 6.25 g MnCl 2 (0.05mol) was stirred to a clear transparent liquid, and the obtained betaine base DES catalyst was put into a silica gel drying box for subsequent use.

[0044] Preparation of hydrophobic DES: Weigh 154.25g (1mol) of terpineol and 200.32g (1mol) of lauric acid respectively, vacuum-dry the two at 90°C for 10h, then mix and stir them at 80°C until clear and transparent liquid, the resulting terpineol-based DES catalyst was put into a silica gel drying oven for subsequent use.

[0045] Mix the hydrophilic DES and the hydrophobic DES uniformly according to the volume ratio of 1:2 to obtain the heterogeneous DES catalyst.

[0046] Synthesis of lily of the valley pyrans catalyzed by heterogeneous catalysts bas...

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Abstract

The invention provides a heterogeneous catalyst based on a deep-eutectic solvent. The heterogeneous catalyst comprises a hydrophilic phase and a hydrophobic phase, wherein the hydrophilic phase is a deep-eutectic solvent composed of betaine and isobutanol and is modified by loading metal chloride, and the hydrophobic phase is a deep-eutectic solvent composed of terpilenol and long-chain fatty acid. The heterogeneous catalyst is used for synthesizing florol, and is prepared from isovaleraldehyde and isopentenol as raw materials. According to the invention, the heterogeneous catalyst based on a deep-eutectic solvent has high catalytic activity, can easily inhibit the generation of by-products, and can achieve the enrichment and separation of the product florol, and the production process has advantages of high yield, good product odor, environmental-friendliness, and recycling of the catalyst system, and is suitable for industrial scale production.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to the preparation of a heterogeneous catalyst based on a deep eutectic solvent and its application in the synthesis of lily of the valley pyran. Background technique [0002] Lily of the valley pyran (Florol), also known as lily of the valley ether, the chemical name is 2-(2-methylpropyl)-4-hydroxy-4-methyltetrahydropyran, a lily of the valley floral fragrance with frankincense aroma, flowers The fragrance is natural, fresh and soft, well integrated and enhanced with the floral characteristics of rose and lily-of-the-valley, and has a long lasting fragrance, widely used in fabric care, household items, and personal care products. Lily of the valley pyran can bring an elegant and transparent floral fragrance to various formulations without changing the aroma characteristics of the formulation itself. Due to its very stable chemical properties, it can be used in essence f...

Claims

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Application Information

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IPC IPC(8): B01J31/02B01J31/04B01J31/26B01J31/30B01J31/32C07D309/10
CPCB01J31/26B01J31/04B01J31/0202B01J31/30B01J31/32C07D309/10Y02P20/584
Inventor 韩鑫沈稳张森刘泽超黄文学谢硕
Owner WANHUA CHEM GRP CO LTD