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Catalyst for producing 1,3-propanediol through hydrogenation of methyl 3-hydroxypropionate, and preparation method of catalyst

A technology of methyl hydroxypropionate and propylene glycol, which is applied in the catalyst and preparation field of hydrogenation of methyl 3-hydroxypropionate to produce 1,3-propylene glycol, and can solve the problems of unspecified hydrogenation conditions, low repeatability, etc. , to achieve the effect of good activity and selectivity, high selectivity and yield, and high conversion rate

Inactive Publication Date: 2016-12-07
山东玉皇盛世化工股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In summary, the methods for preparing 1,3-propanediol from methyl 3-hydroxypropionate have been reported, but the hydrogenation conditions have not been clearly stated, and the reproducibility is not high.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Dissolve 36.447g of copper nitrate, 6.97g of zirconium nitrate, 1.462g of zinc nitrate in 350mL of deionized water, dissolve 18.67g of silica sol in 150ml of deionized water, and stir with 300ml of 0.517mol / L sodium bicarbonate solution at 30°C and 200rpm Co-precipitate under high temperature, after the pH of the precipitate is 12.0, age at 66°C for 1h, wash three times, vacuum dry at 100°C for 24 hours, bake at 500°C for 5 hours, sieve into 40~80 mesh and fill, at 400°C, 8MPa Under the conditions, the hydrogenation reaction was carried out after reduction with hydrogen gas volume concentration 5vol.% mixed gas of hydrogen and nitrogen for 2 hours, and the liquid after taking out the reaction was analyzed and determined by GC-7890A gas chromatography, and the conversion rate of methyl 3-hydroxypropionate was 55.68%, 1 , The selectivity of 3-propanediol was 50.72%, the selectivity of n-propanol was 13.98%, and the selectivity of methyl propionate was 15.69%.

Embodiment 2

[0029] Dissolve 39.48g of copper nitrate, 4.88g of zirconium nitrate, 2.19g of zinc nitrate in 400mL of deionized water, dissolve 20.0g of silica sol in 100ml of deionized water, and 420ml of 0.893mol / L sodium carbonate solution at 36°C and 650rpm under stirring Co-precipitation, after the pH of the precipitate is 8.2, age at 66°C for 2h, wash twice, vacuum dry at 60°C for 20 hours, bake at 750°C for 6 hours, sieve into 20~40 mesh and fill, at 200°C, 5MPa Under the condition of 20 vol.% hydrogen volume concentration hydrogen-nitrogen mixed gas reduction for 20 hours, hydrogenation reaction was carried out, and the liquid after taking out the reaction was analyzed and determined by GC-7890A gas chromatograph, and the conversion rate of methyl 3-hydroxypropionate was 87.99%, 1 , The selectivity of 3-propanediol was 62.66%, the selectivity of n-propanol was 10.77%, and the selectivity of methyl propionate was 18.35%.

Embodiment 3

[0031] Dissolve 24.298g of copper nitrate, 13.937g of zirconium nitrate, 0.731g of zinc nitrate in 350mL of deionized water, dissolve 26.0g of silica sol in 150ml of deionized water, and stir with 200ml of 1.489mol / L sodium hydroxide solution at 85°C and 1000rpm Co-precipitate under high temperature, after the pH of the precipitate is 6.0, age at 40°C for 10h, wash once, dry in vacuum at 120°C for 4 hours, bake at 300°C for 10 hours, sieve into 60~80 mesh and fill, at 260°C, 2MPa The hydrogenation reaction was carried out after 48 hours of reduction with a hydrogen gas volume concentration of 15vol.% mixed gas of hydrogen and nitrogen. The liquid after the reaction was taken out and analyzed by a GC-7890A gas chromatograph. The conversion rate of methyl 3-hydroxypropionate was 85.45%, 1, The selectivity to 3-propanediol was 25.52%, the selectivity to n-propanol was 12.06%, and the selectivity to methyl propionate was 39.11%.

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Abstract

The invention relates to the technical field of plastic preparation, and particularly relates to a catalyst for producing 1,3-propanediol through hydrogenation of methyl 3-hydroxypropionate, and preparation method of the catalyst. The catalyst is prepared from the following components in percentage by weight: 40-70% of CuO, 1-20% of ZrO2, 0.5-5% of ZnO, and 18-40% of SiO2. The preparation method comprises the following steps: firstly, according to proportion, dissolving precursors of Cu, Zr and Zn elements into deionized water and evenly mixing, separately dissolving Si precursor into deionized water, then coprecipitating alkaline precipitator under stirring condition at special rate, aging, washing and drying, then baking, tableting and forming and crushing, sieving with certain meshes to obtain the catalyst. The reaction conditions of the catalyst are mild, the preparation process is simple, the conversion rate and yield for preparing 1,3-propanediol through hydrogenation of methyl 3-hydroxypropionate are high, and the repeatability is good.

Description

(1) Technical field [0001] The invention relates to the technical field of plastic preparation, in particular to a catalyst for hydrogenating 3-hydroxypropionate methyl ester to 1,3-propanediol and a preparation method thereof. (2) Background technology [0002] 1,3-Propanediol (1,3-PDO) is an important organic fine chemical. It can be used as a raw material for the production of antifreeze, plasticizer, preservative and emulsifier, and is also widely used in food, cosmetic and pharmaceutical industries. At present, the most important use of 1,3-PDO is as a monomer raw material for the synthesis of a new polyester fiber material - polytrimethylene terephthalate (PTT). Because the 1,3-PDO molecule has a suitable carbon chain length and symmetrical molecular configuration, PTT not only has the excellent characteristics of polyethylene terephthalate, but also has good resilience, anti-ultraviolet and anti-aging properties. pollution performance. The excellent performance of ...

Claims

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Application Information

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IPC IPC(8): B01J23/80C07C29/149C07C31/20
CPCB01J23/002B01J23/80B01J37/03B01J2523/00C07C29/149B01J2523/17B01J2523/27B01J2523/41B01J2523/48C07C31/205
Inventor 刘长城冯靓婧张勇帅侯红霞王玉强王瑛陈双喜王胜伟
Owner 山东玉皇盛世化工股份有限公司
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