Metal hematoporphyrin diether/diester compound, catalyst as well as preparation method thereof and cyclohexane catalytic oxidation method

A porphyrin diether, catalytic oxidation technology, applied in the direction of carbon-based compound preparation, organic compound preparation, organic compound/hydride/coordination complex catalyst, etc., can solve the problem of high catalytic cost, low catalytic efficiency, and catalyst consumption Large and other problems, to achieve high catalytic efficiency, small dosage, and improve selectivity

Active Publication Date: 2019-04-05
东营睿港管道工程有限责任公司
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  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

[0005] Based on this, it is necessary to provide a kind of metalloporphyrin diether diester compound and derivative Material, its preparation method and cyclohexane catalytic oxidation method

Method used

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  • Metal hematoporphyrin diether/diester compound, catalyst as well as preparation method thereof and cyclohexane catalytic oxidation method
  • Metal hematoporphyrin diether/diester compound, catalyst as well as preparation method thereof and cyclohexane catalytic oxidation method
  • Metal hematoporphyrin diether/diester compound, catalyst as well as preparation method thereof and cyclohexane catalytic oxidation method

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preparation example Construction

[0044] The third aspect of the present invention provides a kind of preparation method of above-mentioned catalyst, comprises the following steps:

[0045] After hemin and saturated hydrogen bromide glacial acetic acid solution are mixed and reacted for a predetermined period of time, an alcohol with 6 to 21 carbon atoms, preferably a straight chain or branched chain fatty alcohol, is added and reacted under ultrasonic vibration conditions to obtain the structural formula: Compound shown in formula II. The reaction temperature is preferably normal temperature, such as 20°C to 30°C, and the predetermined time is preferably 12 hours to 24 hours.

[0046]

[0047] Reacting Fe salt, Co salt and / or Ni salt with the compound represented by formula II in a solvent at a temperature of 130° C. to 150° C. to obtain the metallohaematoporphyrin diether diester compound. The reaction time may preferably be 3 to 5 hours, and the solvent may be, for example, dimethylformamide (DMF). The...

Embodiment 1

[0067] 300g of cyclohexane was added to the reactor, and then the metallohaematoporphyrin diether diester compound a (see Table 1) with a mass concentration of 1.0ppm was added, and the reactor was sealed. Feed nitrogen to replace, and when the oxygen content in the tail gas is lower than 0.5%, close the tail gas valve, continue to feed nitrogen, make the pressure in the still reach 0.2MPa, and seal the reaction kettle. Turn on the heating system and stir, heat the reaction system to 110°C, then feed air, open the tail gas valve, make the reaction system pressure reach 0.65MPa, and start timing. After reaction advances 50min, stop feeding air, cooling down, reaction system is analyzed, catalytic oxidation analysis result is as shown in table 2.

Embodiment 2-9

[0069] The difference of embodiment 2-9 and the hexanaphthene catalytic oxidation method of embodiment 1 is that the central metal atom M and alkyl R of the catalyst b-i adopted in embodiment 2-9 are different from the catalyst (a ). The catalytic oxidation analysis results of Examples 2-9 are shown in Table 2.

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Abstract

The invention provides a metal hematoporphyrin diether / diester compound and a preparation method thereof. A central metal M of the metal hematoporphyrin diether / diester compound is Fe, Co or Ni. The invention also provides a catalyst for preparing cyclohexane in a catalytic oxidation method and a method for preparing cyclohexane in a catalytic oxidation method by using the catalyst.

Description

technical field [0001] The present invention relates to cyclohexane catalytic oxidation method, particularly relate to a kind of metal hematoporphyrin diether diester compound and catalyst, the preparation method of catalyst and cyclohexane catalytic oxidation method. Background technique [0002] Cyclohexanone is the main intermediate for the preparation of caprolactam and adipic acid, as well as the main raw material for the preparation of various vinyl paints, and is widely used as a solvent for high molecular polymers. all play an extremely important role. Along with the rapid development of polyamide industry, as the cyclohexanone of preparing nylon 6 and nylon 66 intermediate, the annual total demand of the whole world is more than 2,000,000 tons at present. [0003] At present, the industrial production of cyclohexanone in the world mainly includes phenol hydrogenation method, cyclohexane liquid phase oxidation method, and cyclohexene hydration method, but more than ...

Claims

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Application Information

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IPC IPC(8): C07D487/22C07F15/02B01J31/22C07C45/33C07C49/403
CPCB01J31/183B01J2231/70B01J2531/025B01J2531/842B01J2531/845B01J2531/847C07C45/33C07C2601/14C07D487/22C07F15/025C07C49/403
Inventor 向德轩陈迪钊胡扬剑欧阳跃军李元祥汤艳林红卫蒋霞张莉吴峰
Owner 东营睿港管道工程有限责任公司
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