Method for synthesizing acrylic acid from acetylene carbonyl
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A technology of acetylene carbonyl and acrylic acid, applied in chemical instruments and methods, carbon monoxide reaction to prepare carboxylic acid, organic compound/hydride/coordination complex catalyst, etc., can solve the problems of blocked pipeline, easy carbon deposition, equipment corrosion, etc
Active Publication Date: 2010-01-27
CHENGDU ORGANIC CHEM CO LTD CHINESE ACAD OF SCI
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The improved catalysts are mainly halides of nickel and copper [Natural Gas Chemical Industry, 1991, 16 (6): 17-21]. This type of catalyst has good activity for the carbonylation of acetylene to acrylic acid, but it is severely corrosive to equipment, especially easy to Carbon deposits, clogged pipes
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Embodiment 1
[0012] Weigh Ni(CH 3 COO) 2 4H 2 O 0.50g, CuBr 2 0.18g, CH 3 SO 2 OH 0.21g, PPh 3 0.80g, dissolved in 97mlTHF+12ml H 2 O, put into 250ml autoclave, use 1MPa N 2 Replace the air in the kettle twice, fill with C 2 h 2 Saturated to 0.3MPa, then filled with CO to 5MPa, heated to 200°C, and reacted for 1.5 hours. The kettle liquid is light green and clear, the mass concentration of acrylic acid is 16.5%, C 2 h 2 The conversion was 85% and the selectivity to acrylic acid was 86%.
Embodiment 2
[0014] Weigh Ni(CH 3 COO) 2 4H 2 O 0.50g, CuBr 2 0.18g, CH 3 SO 2 OH 0.21g, PPh 3 0.80g, 0.19g of 2-pyridinecarboxylic acid, dissolved in 100ml acetone + 12ml H 2 O, put into 250ml autoclave, use 1MPa N 2 Replace the air in the kettle twice, fill with C 2 h 2 Saturated to 0.3MPa, then filled with CO to 5MPa, heated to 200°C, and reacted for 1.5 hours. The kettle liquid is reddish brown and clear, the mass concentration of acrylic acid is 14.5%, C 2 h 2 The conversion was 83% and the selectivity to acrylic acid was 83%.
Embodiment 3
[0016] Weigh Ni(CH 3 COO) 2 4H 2 O 0.50g, CuBr 2 0.18g, CH 3 SO 2 OH 0.21g, 2-pyridyldiphenylphosphine 0.80g, dissolved in 97ml THF+12ml H 2 O, put into 250ml autoclave, use 1MPa N 2 Replace the air in the kettle twice, fill with C 2 h 2 Saturated to 0.3MPa, then filled with CO to 5MPa, heated to 200°C, and reacted for 1.5 hours. The kettle liquid is light brown and clear, the mass concentration of acrylic acid is 12.5%, C 2 h 2 The conversion was 80% and the selectivity to acrylic acid was 86%.
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Abstract
The invention provides a novel method for synthesizing acrylic acid from acetylene carbonyl. The method comprises the steps of taking acetylene, carbon monoxide and water as raw materials, catalyzing and synthesizing acrylic acid at a reaction temperature between 150 and 250 DEG C under the pressure between 5 and 10 MPa, wherein an adopted catalyst takes nickel carboxylate and copper halide as main catalysts, and the ratio of n(Ni<2+>) to n(Cu<2+>) is between 2:1 and 5:1; methanesulfonic acid is taken as an additive, and the adding amount of the methanesulfonic acid is that the ratio of n(Ni<2+>) to n(CH3SO2OH) is between 1:1 and 3:1; and organic phosphine such as triphenyl phosphine, diphenyl alkyl phosphine, 2-pyridyl diphenyl phosphine are taken as ligands. The catalyst has the advantages of high activity, good selectivity, low corrosiveness and strong carbon deposition resistance in particular.
Description
technical field [0001] The invention belongs to the field of organic synthesis, and relates to a new method for synthesizing unsaturated acid by alkyne carbonylation reaction, especially suitable for synthesizing acrylic acid by acetylene carbonylation. Background technique [0002] Acrylic acid contains a carbon-carbon double bond and a carboxyl group in its molecule, and is widely used as a monomer for synthesizing polymer materials and synthesizing acrylates. There are three main methods for the synthesis of acrylic acid, namely hydrolysis of acrylonitrile, partial oxidation of propylene and carbonyl synthesis of acetylene. Due to the high toxicity of acrylonitrile and the high production cost, this method has long been eliminated. At present, the production of acrylic acid mainly involves the partial oxidation of propylene and the carbonyl synthesis of acetylene. The partial oxidation of propylene uses cheap propylene as a raw material, and the production cost is relat...
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Patent Type & Authority Applications(China)
IPC IPC(8): C07C57/04C07C51/10B01J31/04B01J31/24
Inventor 王公应唐聪明曾毅杨先贵王越
Owner CHENGDU ORGANIC CHEM CO LTD CHINESE ACAD OF SCI
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