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Coordination bonding iron complex photocatalyst having secondary carbon hydrogen bond selective-oxidation function and its preparation method and use

A coordination bonding, iron complex technology, applied in the direction of organic compound/hydride/coordination complex catalyst, oxidation to carbonyl compound, physical/chemical process catalyst, etc. Product ketones, environmentally harmful, expensive and other problems, to achieve the effect of improving environmental friendly characteristics, high light absorption coefficient, and wide application

Active Publication Date: 2014-10-08
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] But in the heteropoly acid [(n-C 4 h 9 ) 4 N] 4 [γ-HPV 2 W 10 o 40 ] in the system, although the selectivity of 2°C-H bond / 3°C-H bond has been greatly improved, there are still two defects that need to be improved; The environment is harmful, and the second is that the catalyst generally oxidizes the C-H bond until the alcohol, and rarely realizes the oxidation of 4 electrons to the product ketone

Method used

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  • Coordination bonding iron complex photocatalyst having secondary carbon hydrogen bond selective-oxidation function and its preparation method and use
  • Coordination bonding iron complex photocatalyst having secondary carbon hydrogen bond selective-oxidation function and its preparation method and use
  • Coordination bonding iron complex photocatalyst having secondary carbon hydrogen bond selective-oxidation function and its preparation method and use

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030]

[0031] 2,2'-Bipyridyl Derivative Molecule

[0032] Add 0.01 mole of the above-mentioned 2,2'-bipyridine derivative molecule and 0.03 mole of sodium hydroxide to N,N-dimethylformamide (DMF) to dissolve and mix well, and the mixture reacts at room temperature on a mixing shaker After 4 hours, two acid molecules in the 2,2'-bipyridine derivative molecule lost their protons respectively, and then 1 gram of FeCl was added according to 0.8 mmol of 2,2'-bipyridine derivative molecule 2 The proportion of FeCl added 2 , and then reacted at room temperature on a mixing shaker for 3 hours to make the 2,2'-bipyridyl derivative molecular ligand and Fe 2+ Carry out coordination bonding; centrifuge the solution obtained after the reaction, filter to remove the solid, add CH to the obtained clear liquid 3 CN and stirred, then left to settle, poured off the supernatant, and then added CH 3 CN and stir, let stand to settle, pour out the supernatant in this way, add CH 3 CN and s...

Embodiment 2

[0038]

[0039] 2,2'-Bipyridyl Derivative Molecule

[0040] Add 0.01 mole of the above-mentioned 2,2'-bipyridine derivative molecule and 0.03 mole of sodium hydroxide to N,N-dimethylformamide (DMF) to dissolve and mix well, and the mixture reacts at room temperature on a mixing shaker In 2 hours, the two acid molecules in the 2,2'-bipyridine derivative molecule lost their protons respectively, and then 1 gram of FeCl was added according to 0.8 mmol of 2,2'-bipyridine derivative molecule 2 The proportion of FeCl added 2 , and then reacted at room temperature on a mixing shaker for 10 hours to make the 2,2'-bipyridyl derivative molecular ligand and Fe 2+ Carry out coordination bonding; centrifuge the solution obtained after the reaction, filter to remove the solid, add CH to the obtained clear liquid 3 CN and stirred, then left to settle, poured off the supernatant, and then added CH 3 CN and stir, let stand to settle, pour out the supernatant in this way, add CH 3 CN and...

Embodiment 3

[0046]

[0047] A2,2'-bipyridine derivative molecule

[0048] Add 0.01 mole of the above-mentioned 2,2'-bipyridine derivative molecule and 0.03 mole of sodium hydroxide to N,N-dimethylformamide (DMF) to dissolve and mix well, and the mixture reacts at room temperature on a mixing shaker For 1 hour, the two acid molecules in the 2,2'-bipyridine derivative molecule lost their protons respectively, and then 1 gram of FeCl was added according to 0.8 mmol of 2,2'-bipyridine derivative molecule 2 The proportion of FeCl added2 , and then reacted at room temperature on a mixing shaker for 12 hours to make the 2,2'-bipyridyl derivative molecular ligand and Fe 2+ carry out coordination bonding; the solution obtained after the reaction is centrifuged, filtered to remove the solid, and CH is added to the obtained clear liquid 3 CN and stirred, then left to settle, poured off the supernatant, and then added CH 3 CN and stir, let stand to settle, pour out the supernatant in this way, a...

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Abstract

The invention belongs to a photocatalyst which is used in a cycloparaffin carbonylation reaction and is used for selective oxidation of a C-H bond under visible light excitation and especially relates to a coordination bonding iron complex photocatalyst having a secondary carbon hydrogen bond selective-oxidation function and its preparation method and use. The iron complex photocatalyst comprises a 2,2'-dipyridyl derivative molecule ligand and Fe<2+> or Fe<3+> connected to the 2,2'-dipyridyl derivative molecule ligand in a coordination bonding way. The iron complex photocatalyst has good 2 degree C-H bond carbonylation product selectivity and has 70-90% of 2 degree C-H bond selectivity to the common cycloparaffin (containing both 2 degree C-H bond and 3 degree C-H bond). The iron complex photocatalyst can realize catalytic oxidation of cycloparaffin into ketone in the reaction system comprising cycloparaffin, oxidizing agent H2O2, acetonitrile and water.

Description

technical field [0001] The invention belongs to the photocatalyst for selectively oxidizing C-H bonds under the excitation of visible light used in the carbonylation reaction of naphthenes, in particular to a coordination bonded photocatalyst with selective oxidation of secondary carbon-hydrogen bonds (2°C-H bonds) Iron complex photocatalyst and its preparation and application. Background technique [0002] The carbonylation of cycloalkanes using transition metal catalysts is a very important chemical reaction. However, it is a difficult problem to achieve a high degree of chemical and regioselectivity by generating carbonyl groups at specific positions for cycloalkanes with different C-H bonds. In cycloalkanes with substituents, there will be 2°C-H bonds and 3°C-H bond, the so-called 2°C-H bond is the C-H bond on the methylene (secondary carbon atom replaced by two bonds), the so-called 3°C-H bond is the methine (tertiary carbon atom replaced by three bonds) atom) on the ...

Claims

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Application Information

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IPC IPC(8): B01J31/22C07C45/28C07C49/403C07C49/447
Inventor 赵进才程实马万红籍宏伟陈春城
Owner INST OF CHEM CHINESE ACAD OF SCI
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