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O-phenyl phenol preparation catalyst by cyclohexanone dimer dehydrogenation and preparation method thereof

A technology of cyclohexanone dimer and o-phenylphenol is applied in the field of catalyst and preparation field for preparing o-phenylphenol by dehydrogenation of cyclohexanone dimer, and can solve the problem of low conversion rate and selectivity, low catalyst The problems of poor stability and high catalyst cost can achieve the effect of simple activation and regeneration procedure, improved structural stability, high yield and selectivity

Inactive Publication Date: 2009-06-17
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This catalyst has poor stability, low conversion rate and selectivity, and many reaction by-products
[0009] Chinese patent CN200610097298 discloses a preparation method of Cu-Mg catalyst for the preparation of o-phenylphenol. Co-precipitation method is adopted, and the conversion rate and selectivity are also high, but the stability is not good and the service life is not long
[0010] Chinese patent CN200710022479 discloses a preparation process of ortho-phenylphenol. The dehydrogenation reaction is carried out in a fixed-bed reactor, and the obtained product is then subjected to vacuum distillation and cooling slices to obtain the ortho-phenylphenol product. The focus of the article is on ortho-phenylphenol Although it is mentioned that the catalyst components are rare earth elements, alkali metals and noble metals, it fails to clearly mention the components loaded on the catalyst carrier and the preparation method of the catalyst.
[0011] Chinese patent CN200710103661 discloses a method for synthesizing o-phenylphenol with aniline compounds. Aniline compounds are diazotized and coupled to generate biphenyl compounds, and then hydrolyzed to obtain o-phenylphenol, but the yield is very low and the lifespan is very short. Short, and there are many risk factors in the drying process of diazonium salt, which is not conducive to popularization and application
In the initial stage of the reaction, the dehydrogenation product o-cyclohexylcyclohexanone is generated. As the reaction time increases, o-cyclohexylphenol and OPP gradually increase, but OPP will continue to cyclize to form dibenzofuran, and the selectivity of OPP is not good. high
[0018] Although the above-mentioned patented technologies and documents have their own characteristics, they also have their own shortcomings. The outstanding problems are that the selectivity of o-phenylphenol is low, the process is not conducive to industrial production, the catalyst has poor stability, many reaction by-products, and the surface of the catalyst is easily Coking, catalyst life is not long, catalyst cost is high, and individual dehydrogenation products need to undergo alkali dissolution and pickling treatment to obtain qualified products, etc.

Method used

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  • O-phenyl phenol preparation catalyst by cyclohexanone dimer dehydrogenation and preparation method thereof
  • O-phenyl phenol preparation catalyst by cyclohexanone dimer dehydrogenation and preparation method thereof
  • O-phenyl phenol preparation catalyst by cyclohexanone dimer dehydrogenation and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Take by weighing 1300 grams of pseudo-boehmite and 1000 grams of water and mix and stir to make pseudo-boehmite slurry, after stirring, add 82 grams of lanthanum nitrate hexahydrate (La(NO) dissolved in 600 milliliters of deionized water while stirring. 3 ) 3 ·6H 2 O) Aqueous solution, stirred to fully dissolve, after uniform dispersion, nitric acid solution was added dropwise, degummed until the pseudo-boehmite slurry became a sol state, the sol was dried at 100-120°C, and then dried at 500°C Calcined for 6 hours, and after cooling down, it was developed into 20-40 mesh particles to obtain lanthanum oxide-modified alumina (La 2 o 3 / γ-Al 2 o 3 ).

Embodiment 2

[0038] Weigh 0.148 grams of potassium sulfate and dissolve it in 6 ml of deionized water, get 8 grams of catalyst carrier in Example 1 and soak for 4 hours, then dry at a constant temperature at 100 to 120° C. for 10 hours, and roast at 500° C. for 6 hours; measure 0.02 grams / ml of chloroplatinic acid (H 2 PtCl 6 ·6H 2 O) 3.19ml of solution was added with deionized water to make 6ml of solution, and the previously calcined catalyst was impregnated therein for 4 hours, then dried at a constant temperature at 100-120°C for 10 hours, and calcined at 500°C for 6 hours. Finally, the catalyst was activated with hydrogen diluted with nitrogen, the flow rate of nitrogen gas was 60 ml / min, and the flow rate of hydrogen gas was 6 ml / min. Under the pressure of 0.1MPa, the reduction activation was carried out in the fixed bed reactor at 380°C for 6 hours until there was no water vapor at the outlet of the reactor, and it was cooled for later use.

[0039] The composition of catalyzer ...

Embodiment 3

[0043] Except that the amount of potassium sulfate is changed to 0.296 grams, and the chloroplatinic acid solution is changed to 4.26 ml. Catalyst preparation conditions are the same as in Example 2.

[0044] The composition of catalyzer is as follows: (accounting for carrier percent weight by active component)

[0045] Catalyst composition (weight%)

[0046]

[0047] The catalyst performance evaluation results are shown in Table 1.

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PUM

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Abstract

The invention discloses an o-phenylphenol catalyst prepared by dehydrogenating cyclohexanone dimer, and a preparation method thereof. A carrier of the catalyst is alumina modified with rare earth oxide, and the catalyst consists of alkali oxide and precious metal which are loaded on the carrier. The invention has the most remarkable characteristic of using the alumina modified with rare earth oxide as the carrier, and another remarkable characteristic of the invention is the preparation method of the catalyst, and the method adopts an isopyknic fractional-step impregnation process, avoids competitive adsorption among components, increases the bonding strength between the components and the carrier, and the like. The catalyst has the advantages of high selectivity to o-phenylphenol, few byproducts, simple preparation process, good stability and capability of simple activation and regeneration after coking deactivation, and is an excellent high-selectivity catalyst with industrial practical value.

Description

technical field [0001] The invention relates to a catalyst for preparing ortho-phenylphenol by dehydrogenation of cyclohexanone dimer and a preparation method thereof. Specifically, the carrier of the catalyst is aluminum oxide modified by rare earth oxide lanthanum oxide (La 2 o 3 / Y-Al 2 o 3 ), alkali metal oxide potassium oxide (K 2 O) and the noble metal platinum (Pt). The performance of the catalyst prepared by this method is obviously better than that of the co-impregnation method. Finally, hydrogen diluted with nitrogen is used to reduce and activate the catalyst in a fixed-bed reactor, and the regenerated catalyst can be reused after deactivation by carbon deposition. Background technique [0002] Ortho-phenylphenol (OPP for short) is an important and widely used fine organic chemical product. It can be used as a dye intermediate, a heat stabilizer for plastics and a flame retardant for polymers. It can also be used for the fluorescence determination of trisac...

Claims

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Application Information

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IPC IPC(8): B01J23/63C07C39/15C07C37/07B01J37/02
Inventor 郭杨龙董艳娥王筠松刘继红卢冠忠郭耘王艳芹
Owner EAST CHINA UNIV OF SCI & TECH
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