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Supported multifunctional compound, as well as preparation and application thereof

A compound and multifunctional technology, applied in the fields of immobilized multifunctional compounds and their preparation and application, can solve problems such as pollution

Active Publication Date: 2019-02-12
河北精中生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the addition of alkali will pollute the environment

Method used

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  • Supported multifunctional compound, as well as preparation and application thereof
  • Supported multifunctional compound, as well as preparation and application thereof
  • Supported multifunctional compound, as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Preparation of diimine compound (Ⅱ) supported by ammonia microspheres

[0021] In a 100mL three-necked flask, add 236mg (1mmol) 1,10-phenanthroline-2,9-dialdehyde and 5mLTHF, then add 156mg (1mmol) 4-amino-2,2,6,6-tetramethylpiper Pyridine, reacted at room temperature for 12h, then added 0.71g (1mmol, 1.4mmol / g) of ammonia microspheres swollen with 10mLTHF, reacted for 12h, filtered, washed repeatedly with THF, and dried in vacuum to obtain diimine immobilized on ammonia microspheres Compound (II).

Embodiment 2

[0023] Preparation of Amine Compound (Ⅲ) Immobilized on Ammonia Microspheres

[0024] Add 0.97g (1mmol) ammonia microsphere immobilized diimine compound (II) to 15mL THF to swell, cool to 0°C, add 83.6mg (2.2mmol) NaBH in batches 4 , reacted for 12h, slowly drop into 10mL saturated NH 4 Cl solution until no bubbles are generated, filtered, washed with THF and methanol to obtain the amine compound (Ⅲ) immobilized on ammonia microspheres.

Embodiment 3

[0026] Preparation of immobilized multifunctional compound formula I

[0027] Add 0.9g of amine compound (Ⅲ) supported by ammonia microspheres into 15mL of methanol, then add 2mg of Mg(OH) 2 , under reflux, slowly drop 0.25mL of 30% H 2 o 2 , keep the reaction for 6h, cool to room temperature, filter, wash with methanol and n-hexane, and dry in vacuum to obtain Formula I.

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Abstract

The invention discloses a supported multifunctional compound, as well as preparation and application thereof. The preparation method comprises the steps of adopting 1,10-phenanthroline-2,9-dialdehydeas a raw material, condensing with 4-amino-2,2,6,6-tetramethylpiperidide and an ammonia microballoon, reducing, and oxidizing to prepare the supported multifunctional compound (formula I). The compound provided by the invention has the functions of a ligand, alkali and a pro-oxygenic agent; the compound and Cu salt form a high-selectivity reaction system for preparing aldehyde / ketone by using molecular oxygen for oxidizing various alcohol. The formula I and the reaction system are easy to separate, and the supported multifunctional compound can be recycled.

Description

technical field [0001] The invention relates to the field of organic chemical synthesis, in particular to an immobilized multifunctional compound and its preparation and application. Background technique [0002] Efficient and selective oxidation of alcohols to prepare aldehydes and ketones is an important class of functional group transformation reactions with wide applications. Traditional alcohol oxidation methods often use chromium (VI) salts, manganates, hypervalent iodine compounds, ruthenium (Ⅷ) oxides, and dimethyl sulfoxide as oxidants. These oxidants are present in large amounts and produce a large number of by-products And other shortcomings, are greatly limited in industrial production. [0003] In recent years, the composite catalytic system of homogeneous metal complexes and TEMPO can efficiently selectively catalyze the oxidation of alcohols by molecular oxygen under very mild conditions, and the product yield is close to quantitative, which has attracted the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04B01J31/18C07C47/02C07C45/38C07C47/54C07D307/48C07C49/78C07C45/39
CPCB01J31/1835B01J2231/70B01J2531/0241B01J2531/16C07B2200/11C07C45/38C07C45/39C07D307/48C07D471/04C07C47/02C07C47/54C07C49/78
Inventor 史兰香张宝华
Owner 河北精中生物科技有限公司