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Catalyst, its preparation method and its application in methanol and diol synthesis

A technology of catalysts and compounds, applied in chemical instruments and methods, preparation of hydroxyl compounds, preparation of organic compounds, etc., to achieve the effects of improving stability, increasing rate, and improving catalytic performance

Active Publication Date: 2018-11-06
CHNA ENERGY INVESTMENT CORP LTD +2
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The main purpose of the present invention is to provide a catalyst, its preparation method and its application in the synthesis of methanol and diols, so as to solve the existing problem that it needs to be carried out under harsh conditions when preparing methanol by carbonate

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  • Catalyst, its preparation method and its application in methanol and diol synthesis
  • Catalyst, its preparation method and its application in methanol and diol synthesis
  • Catalyst, its preparation method and its application in methanol and diol synthesis

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preparation example Construction

[0031] Another aspect of the present invention provides a method for preparing a catalyst, comprising: preparation of silver carbene complex: nitrogen heterocyclic carbene ligand, Ag 2 O and the first inert solvent are mixed, carry out the first coordination reaction under light-shielding condition, obtain silver carbene complex; The preparation of ruthenium carbene complex catalyst; Silver carbene complex, RuHCl (CO) (PPh 3 ) 3 Mix with the second inert solvent, and carry out the second coordination reaction under the condition of avoiding light to obtain the ruthenium carbene complex catalyst; wherein, the first inert solvent and the second inert solvent are the same or different.

[0032] The present invention adopts functional groups with better stability to water and oxygen as ligands, which is beneficial to improve the stability of the catalyst, thereby solving the problem that the existing catalysts can only be used under relatively severe conditions. At the same time,...

Embodiment 1

[0046] The preparation of bisbutyl silver carbene complex: under the protection of nitrogen, dibutyl imidazolium carbene ligand (0.26g, 0.50mmol), Ag 2 O (0.14g, 0.60mmol) and 30mL anhydrous CH 2 Cl 2 Mix in 100 mL in a two-necked flask, and react in the dark for 24 hours at room temperature. After the reaction, filter to remove unreacted Ag 2 0, the filtrate is spin-dried to obtain dibutylcarbene ligand (0.32g of pale yellow solid, 95% yield), and the performance parameters are as follows: 1 HNMR (400MHz, DMSO): δ=7.79(t, J=8.0Hz, 1H), 7.54(s, 2H), 7.50(s, 2H), 7.21(d, J=8.0Hz, 2H), 5.39(s , 4H), 4.06(t, J=8Hz, 4H), 1.68-1.76(m, 4H), 1.18-1.26(m, 4H), 0.86(t, J=8Hz, 6H); 13 CNMR (100 MHz, DMSO): δ = 180.16, 155.59, 138.78, 122.64, 121.59, 55.34, 50.78, 32.91, 19.07, 13.44.

[0047] Preparation of dibutyl ruthenium carbene complex: under the protection of nitrogen, take successively the above-mentioned dibutyl silver carbene complex (0.73g, 1mmol), RuHCl(CO)(PPh3) 3 (0.95...

Embodiment 2

[0050] Preparation of bisvinylimidazole silver carbene complex: under nitrogen protection, take bisvinylimidazole carbene ligand (0.23g, 0.50mmol), Ag 2 O (0.14g, 0.60mmol) and 30mL anhydrous CH 2 Cl 2 In a 100mL two-necked flask, react in the dark at room temperature for 24h. After the reaction, filter to remove unreacted Ag 2 0, the filtrate is spin-dried to obtain the bisvinylimidazole ruthenium carbene ligand (brown yellow solid 0.26g, productive rate 93%), and the performance parameters are as follows: 1 HNMR (400MHz, DMSO): δ=7.98(d, J=4.0Hz, 2H), 7.90(t, J=8.0Hz, 1H), 7.72(d, J=4.0Hz, 2H), 7.43(d, J =8.0Hz, 2H), 7.31-7.37(m, 2H), 5.72-5.76(m, 2H), 5.53(s, 4H), 5.11-5.14(m, 2H); 13 CNMR (100 MHz, DMSO): δ = 182.70, 155.48, 138.85, 133.97, 123.83, 122.16, 117.57, 103.92, 55.37.

[0051] Preparation of the bisvinylimidazole ruthenium carbene complex Preparation of the silver carbene complex: under nitrogen protection, successively take the above-prepared silver carben...

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Abstract

The invention provides a catalyst, a preparation method of the catalyst and application of the catalyst in synthesizing methyl alcohol and glycol. The catalyst is a complex with the general formula expressed by Ru(L)YY'Z, the ligand L is N-heterocyclic carbine, the ligand Y and the ligand y' are independently selected from first monodentate ligands with one negative charge respectively, the ligand Z is a second monodentate ligand, and the second monodentate ligand is electroneutral. Functional groups with good stability on water, oxygen and the like are selected as the ligands, thus the stability of the catalyst can be improved, and therefore the problem that an existing catalyst can only be used under severe conditions is solved. An isomerization product is easily formed by N-heterocyclic carbine, N-heterocyclic carbine is adopted as the ligand, and thus the activity and selectivity of the catalyst can be improved. The first monodentate ligands with one negative charge are selected, and thus the complex can be kept electroneutral. The second monodentate ligand is used for atomic coordination with central atom ruthenium to form a stable complex, and therefore the reaction rate can be increased.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a catalyst, its preparation method and its application in methanol and diol synthesis. Background technique [0002] Methanol is the simplest, safest, most easily stored and transported liquid hydrocarbon, and it is also considered to be an important platform compound to provide energy and chemicals for human beings in the post-petroleum era. At present, a variety of technologies for synthesizing "triene", "triphenyl" and oxygenates from methanol are developing rapidly. For example, Shenhua Group has successfully built a 600,000-ton / year MTO technology demonstration project. Now methanol investment is still in full swing. In the next 15 years, China's methanol production capacity will exceed 200 million tons, and the economic output value of methanol will reach about 1 trillion, accounting for about 7% of the entire petroleum and chemical industry output value. However, these pro...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/22C07C31/04C07C31/20C07C29/149
CPCY02P20/52
Inventor 武晓佩王洪学纪良正章序文高国华李克健吴剑平
Owner CHNA ENERGY INVESTMENT CORP LTD
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