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Preparation and nitrile rubber hydrogenation application of tannic acid rhodium coordination catalyst

A technology of coordination catalyst and tannic acid, which is applied in the direction of organic compound/hydride/coordination complex catalyst, physical/chemical process catalyst, organic chemistry, etc., can solve the constraints of development, poor selectivity of ruthenium-based catalysts, High temperature and hydrogen pressure and other problems, to achieve the effect of convenient weighing, good air stability and high hydrogenation activity

Active Publication Date: 2013-12-11
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The price of ruthenium is one-tenth of that of rhodium. Considering the economic cost, it is a hydrogenation catalyst with great development potential. However, the selectivity of ruthenium catalysts is not good, and higher temperature and hydrogen pressure are required. There will also be gel formation in the hydrogen process, which restricts its development

Method used

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  • Preparation and nitrile rubber hydrogenation application of tannic acid rhodium coordination catalyst
  • Preparation and nitrile rubber hydrogenation application of tannic acid rhodium coordination catalyst
  • Preparation and nitrile rubber hydrogenation application of tannic acid rhodium coordination catalyst

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Experimental program
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preparation example Construction

[0022] T-PPh 3 -RhCl 3 The preparation process of the catalyst is as follows:

[0023] First mix rhodium chloride and tannic acid according to the mass ratio of 1:3, add deionized water, dissolve rhodium chloride and tannic acid, after dissolving, adjust the pH value of the solution to 2, at 40 ℃ Stir and react for 8 hours, then add the dissolved triphenylphosphine ethanol solution, wherein the mass ratio of triphenylphosphine to rhodium chloride is 4:1, under the protection of nitrogen, exhaust nitrogen 2 to 3 times, heat up Stir the reaction at 100°C for 2h, suction filter in a glove box, wash and dry to obtain T-PPh 3 -RhCl 3 catalyst.

[0024] T-PPh 3 -RhCl 3 Catalyst carries out solution method catalytic hydrogenation general steps to nitrile rubber as follows:

[0025] The nitrile rubber is formulated into different concentrations of glue, added to the high-pressure hydrogenation reactor, and then the catalyst and the phosphine ligand are added. Under the conditio...

example 1

[0027] According to the above-mentioned general steps of hydrogenation, measure 80ml of the prepared nitrile rubber chlorobenzene glue, the concentration of the glue is 6%, add it to a 0.1L autoclave, and add T-PPh 3 -RhCl 3 Catalyst (here the concentration of catalyst is converted into the mass percentage of rhodium relative to the dry rubber), under the condition of reaction temperature of 100°C and hydrogen pressure of 2.5MPa, react for 6h, cool, condense with ethanol to obtain the hydrogenated product HNBR, dry in vacuum Dry in the oven and measure the degree of hydrogenation. The results are shown in Table 1

example 2

[0033] The prepared dried T-Rh-PPh 3 The catalyst was taken out from the glove box and placed in the air at intervals of 2d, 4d, 8d and 20d. According to the above-mentioned general steps of hydrogenation, measure 80ml of the prepared nitrile rubber chlorobenzene glue with a graduated cylinder, the concentration of the glue is 6%, and add it to a 0.1L autoclave, T-PPh 3 -RhCl 3 The concentration of the catalyst is 0.208%, and the amount of triphenylphosphine is 4 times the amount of the catalyst. Under the conditions of the reaction temperature of 120 ° C and the hydrogen pressure of 2.5 MPa, the reaction is carried out for 6 hours, cooled, and condensed with ethanol to obtain the product HNBR, which is dried in vacuum Dry in the oven, and measure the degree of hydrogenation of the product HNBR. The results are shown in Table 2

[0034] Table 2. T-PPh 3 -RhCl 3 Catalyst Air Stability

[0035]

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Abstract

The invention discloses preparation and nitrile rubber hydrogenation application of a tannic acid rhodium coordination catalyst, belonging to the field of hydrogenation of unsaturated compounds containing carbon-carbon double bonds. Tannic acid can coordinate with rhodium chloride to generate a compound with a stable five-membered ring structure according to the chemical characteristics of a pyrogallol structure in the tannic acid, and an NBR (nitrile-butadiene rubber) homogeneous solution hydrogenation catalyst with high hydrogenation activity, high selectivity and good stability is prepared. The hydrogenation process conditions of NBR (nitrile-butadiene rubber) are as follows: the dosage of the catalyst accounts for 0.05-0.50% of the dry weight of the nitrile-butadiene rubber, the concentration of the solution is 2-10%, the intensity of pressure of hydrogen is 0.2-3 MPa, the reaction temperature is 60-160 DEG C, the reaction time is 2-24 hours, the dosage of triphenylphosphine accounts for 0-12 times of the dosage of the catalyst, and hydrogenated butadiene-acrylonitrile rubber (HNBR) with a hydrogenation degree of 98% can be prepared. The preparation and application of the invention are simple and safe, and the prepared catalyst is good in air stability so as to be stored for a long time. Furthermore, the catalyst is high in hydrogenation activity, good in selectivity, low in production cost and contributed to promoting the large scale production of the hydrogenated butadiene-acrylonitrile rubber.

Description

technical field [0001] The invention relates to the preparation and hydrogenation application of a nitrile rubber hydrogenation catalyst, and mainly relates to the preparation of a novel hydrogenation catalyst and the catalytic hydrogenation of carbon-carbon unsaturated double bonds in NBR molecular chains. It has high hydrogenation activity, good selectivity and good air stability. Background technique [0002] Nitrile rubber (NBR) is a synthetic rubber made by copolymerizing butadiene and acrylonitrile. Because it contains acrylonitrile in its molecular structure, it has better resistance to paraffin oil. As the content of acrylonitrile increases, its oil resistance is better, but its cold resistance decreases accordingly. It can be used for a long time in the air at 120°C or in oil at 150°C. In addition, it also has good water resistance and air tightness. Sex and excellent bonding performance, widely used in the manufacture of various oil-resistant rubber products. Ho...

Claims

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Application Information

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IPC IPC(8): C07F15/00B01J31/24C08C19/02
Inventor 岳冬梅曹朋郝英哲吴萌张立群
Owner BEIJING UNIV OF CHEM TECH
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