Catalyst for preparing cyclododecene through selective hydrogenation, preparation method and applications thereof

A kind of technology of cyclododecene and cyclododecatriene, applied in the catalyst and preparation field of selective hydrogenation to prepare cyclododecene

Pending Publication Date: 2020-02-04
CHINA TIANCHEN ENG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In Catl.Today 1995, 24(1-2), 95-101, it is reported that the conversion rate of micro-reaction evaluation is 85%, and the selectivity is only 70%

Method used

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  • Catalyst for preparing cyclododecene through selective hydrogenation, preparation method and applications thereof
  • Catalyst for preparing cyclododecene through selective hydrogenation, preparation method and applications thereof
  • Catalyst for preparing cyclododecene through selective hydrogenation, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Dissolve 1g of rhodium trichloride (rhodium content is 0.50g) in 100mL of water, heat up to 100°C, add 90g of γ-alumina (10-30 mesh) into it, impregnate and adsorb the carrier for 0.5 hours, wash with pure water for 3 times, and set the temperature at 400°C Burning under the same conditions for 3 hours. Metal helper 0.45g bismuth nitrate (0.20g bismuth content) was dissolved in 100mL water, heated to 100°C, impregnated and adsorbed for 0.5 hour, washed with pure water 3 times, then burned at 400°C for 3 hours. Under hydrogen atmosphere, the catalyst CAT-01 (0.5%Rh-0.20%Bi / γ-alumina) was prepared by reducing at 100°C for 0.5 hours.

[0033] In a 500mL autoclave, add 1.0g of catalyst CAT-01, add 200g of cyclododecene, set the temperature of the reaction kettle at 120°C, feed hydrogen to maintain the pressure to 0.5MPa, and the reaction is over for 3 hours. The conversion rate was 99.9%, and the selectivity was 99.5%.

[0034] The procedure is the same as in Example 1, a...

Embodiment 2

[0043] Select 20g of CAT-15 catalyst, press it into tablets, then crush it, and use a 20-40 mesh screen. Select 10g and add it into a fixed-bed reactor with a pipe diameter of 10mm and a pipe length of 800mm. Control the reaction temperature to 110-120° C., and the back pressure of the reaction system to 0.02 MPa. Adjust the feeding amount of 1,5,9-cyclododecatriene to 0.36ml / min, and the hydrogen rate to 120ml / min. After continuous operation for 100 hours, the reaction materials were collected, and the reaction results were tested: the conversion rate was 99.8%, and the selectivity was 99.3%.

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Abstract

The invention provides a catalyst for preparing cyclododecene through selective hydrogenation, a preparation method and applications thereof, wherein the catalyst comprises a carrier, a main metal rhodium attached to the carrier and an auxiliary metal attached to the carrier, a weight ratio of the main metal rhodium to the carrier is 0.03-5.0%, a weight ratio of the main metal to the auxiliary metal is (0.001-1):1, preferably (0.05-0.1):1, the carrier is one selected from a gamma-aluminum oxide, active carbon, silicon dioxide, calcium carbonate, an all-silicon molecular sieve, a titanium-silicon molecular sieve TS-1, a ZSM-5 molecular sieve, a beta-molecular sieve, hydrotalcite and kaolin, and the auxiliary metal is one or more than two selected from ruthenium, gold, silver, platinum, iridium, iron, bismuth, lead, tin, cerium, nickel, copper, zinc and cadmium. According to the present invention, with the catalyst, the cyclododecene preparation process route is simple, and can be completed through the one-step selective hydrogenation reaction by using 1,5,9-cyclododecyltriene as the raw material, wherein the selectivity can achieve 99.3-99.6%, and the conversion rate can achieve 99.8-100%.

Description

technical field [0001] The invention belongs to the technical field of hydrogenation catalysts, and in particular relates to a catalyst for preparing cyclododecene by selective hydrogenation, a preparation method and application thereof. Background technique [0002] Cyclododecene is the key intermediate for the preparation of cyclododecanol. Cyclododecene is the core raw material for macrocyclic muskone and long carbon chain special nylon. The specific downstream product of cyclododecene is 3-methylcyclopentadecone , racemic muskone, cyclopentadecanone, 5-cyclohexadecenone, cyclopentadecanone, 12-methyl-14-carbonylbicyclo[9,3,1]pentadecane, dodecane di acid, dodecanediamine, nylon 12, nylon 1212, nylon 612, nylon 12T and nylon 1012, etc. [0003] The first industrial route of cyclododecanol uses homogeneous catalysis of cyclododecatriene to prepare cyclododecene. The US5180870 patent report mentions the use of ruthenium complexes for selective hydrogenation. In order to i...

Claims

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Application Information

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IPC IPC(8): B01J23/46B01J23/50B01J23/52B01J23/60B01J23/62B01J23/63B01J23/644B01J23/89B01J29/03B01J29/46B01J29/74B01J29/89B01J37/02B01J37/08B01J37/18C07C5/05C07C13/275
CPCC07C5/03C07C5/05B01J23/6447B01J23/464B01J23/50B01J23/52B01J23/892B01J23/8926B01J23/626B01J23/63B01J23/60B01J29/03B01J29/46B01J29/7415B01J29/89B01J37/0201B01J37/082B01J37/18C07C2601/20B01J2229/18
Inventor 冯传密吴昊史文涛王聪刘新伟杨克俭
Owner CHINA TIANCHEN ENG
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