CN116082132A - Method for preparing C6 aldehyde by directly hydroformylation of light gasoline - Google Patents
Method for preparing C6 aldehyde by directly hydroformylation of light gasoline Download PDFInfo
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- CN116082132A CN116082132A CN202310071414.2A CN202310071414A CN116082132A CN 116082132 A CN116082132 A CN 116082132A CN 202310071414 A CN202310071414 A CN 202310071414A CN 116082132 A CN116082132 A CN 116082132A
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- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 title claims abstract description 35
- 238000000034 method Methods 0.000 title claims abstract description 28
- 238000007037 hydroformylation reaction Methods 0.000 title claims description 21
- 238000006243 chemical reaction Methods 0.000 claims abstract description 48
- 239000002904 solvent Substances 0.000 claims abstract description 26
- 229910002091 carbon monoxide Inorganic materials 0.000 claims abstract description 21
- 239000012295 chemical reaction liquid Substances 0.000 claims abstract description 16
- 239000003446 ligand Substances 0.000 claims abstract description 15
- 229910052751 metal Inorganic materials 0.000 claims abstract description 15
- 239000003054 catalyst Substances 0.000 claims abstract description 13
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 claims description 12
- CUJRVFIICFDLGR-UHFFFAOYSA-N acetylacetonate Chemical compound CC(=O)[CH-]C(C)=O CUJRVFIICFDLGR-UHFFFAOYSA-N 0.000 claims description 12
- 239000002184 metal Substances 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 5
- FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 claims description 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- IETKMTGYQIVLRF-UHFFFAOYSA-N carbon monoxide;rhodium;triphenylphosphane Chemical compound [Rh].[O+]#[C-].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 IETKMTGYQIVLRF-UHFFFAOYSA-N 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 229910052703 rhodium Inorganic materials 0.000 claims description 2
- MHDLYQWLYLNKDL-UHFFFAOYSA-N tris(2-tert-butyl-4-methoxyphenyl) phosphite Chemical compound CC(C)(C)C1=CC(OC)=CC=C1OP(OC=1C(=CC(OC)=CC=1)C(C)(C)C)OC1=CC=C(OC)C=C1C(C)(C)C MHDLYQWLYLNKDL-UHFFFAOYSA-N 0.000 claims description 2
- SZPHBONKPMLMCA-UHFFFAOYSA-N tris(2-tert-butylphenyl) phosphite Chemical compound CC(C)(C)C1=CC=CC=C1OP(OC=1C(=CC=CC=1)C(C)(C)C)OC1=CC=CC=C1C(C)(C)C SZPHBONKPMLMCA-UHFFFAOYSA-N 0.000 claims description 2
- 150000001336 alkenes Chemical class 0.000 abstract description 18
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract description 10
- 238000005265 energy consumption Methods 0.000 abstract description 4
- 239000010948 rhodium Substances 0.000 description 16
- 238000010183 spectrum analysis Methods 0.000 description 12
- 150000001299 aldehydes Chemical class 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 4
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- FSHNFAOXXJLGJE-UHFFFAOYSA-N [Rh].[P] Chemical compound [Rh].[P] FSHNFAOXXJLGJE-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 150000008301 phosphite esters Chemical class 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
- C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
- C07C45/505—Asymmetric hydroformylation
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G45/00—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
- C10G45/02—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds to eliminate hetero atoms without changing the skeleton of the hydrocarbon involved and without cracking into lower boiling hydrocarbons; Hydrofinishing
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention provides a method for preparing C6 aldehyde by directly hydroformylating light gasoline, which comprises the following steps: mixing a solvent, a catalyst containing metal elements, a ligand and light gasoline to obtain a reaction solution, wherein the mass ratio of the solvent to the light gasoline is 0-95:5-100; introducing CO and H into the reaction liquid 2 And (3) reacting to obtain the C6 aldehyde. The method provided by the invention fully utilizes the olefin in the light gasoline to prepare the C6 aldehyde, improves the added value of the light gasoline, and has the advantages of simple technological process and low equipment investment and energy consumption.
Description
Technical Field
The invention belongs to the technical field of methods for preparing aldehyde from light gasoline, and particularly relates to a method for preparing C6 aldehyde by directly hydroformylating light gasoline.
Background
Hydroformylation of olefins, which means the reaction of olefins with synthesis gas (CO and H) under the catalysis of transition metal complexes 2 The mixture of (c) to produce aldehydes one carbon more than olefins, which is a typical atom economy reaction, and the hydroformylation of olefins is also an important route for the conversion of olefins to aldehydes, alcohols, acids, esters, and other chemicals.
It is known that the gasoline contains a large amount of olefins, especially the olefin content of the catalytic cracking gasoline can reach more than 40%, if the olefin is extracted and is prepared into alcohol, ether and ester chemicals by a hydroformylation technology, the added value of the gasoline can be greatly improved, and meanwhile, the conversion of the oil into the chemicals can be promoted, but the components in the gasoline are complex, the boiling points of the components are similar, and the utilization of the olefins in the gasoline is limited by factors such as difficult separation.
Disclosure of Invention
In view of the above, the invention aims to provide a method for preparing C6 aldehyde by directly hydroformylation of light gasoline, which fully utilizes olefin in the light gasoline to prepare C6 aldehyde, improves the added value of the light gasoline, and has simple process flow and low equipment investment and energy consumption.
The invention provides a method for preparing C6 aldehyde by directly hydroformylating light gasoline, which comprises the following steps:
mixing a solvent, a catalyst containing metal elements, a ligand and light gasoline to obtain a reaction solution; the mass ratio of the solvent to the light gasoline is 0-95:5-100;
introducing CO and H into the reaction liquid 2 And (3) reacting to obtain the C6 aldehyde.
The invention mixes the solvent, the catalyst containing metal element, the ligand and the light gasoline to obtain the reaction liquid. In the present invention, the solvent is selected from one or more of a C5-C12 hydrocarbon solvent, a C3-C12 aldehyde solvent and a C3-C12 alcohol solvent, preferably one or more of toluene, heptane and octane; in a specific embodiment, the solvent is 2, 4-trimethylpentane.
In the present invention, the metal element-containing catalyst is selected from one or more of a Rh-containing compound, a Co-containing compound, and an Ir-containing compound; preferably a Rh-containing compound; the Rh-containing compound is selected from Rh (CH) 3 COO) 2 、RhH(CO)(PPh 3 ) 3 、Rh(CO) 2 (acac) and RhCl 3 One or more of the following.
In the present invention, the ligand is preferably an organophosphine ligand; the organic phosphine ligand is selected from one or more of phosphite esters, triphenylphosphine oxide and tributylphosphine, more preferably one or more of triphenylphosphine, triphenylphosphine oxide, tris (2, 4-di-tert-butyl-phenyl) phosphite ester, tris (2-tert-butyl-phenyl) phosphite ester and tris (2-tert-butyl-4-methoxy-phenyl) phosphite ester.
In the present invention, the light gasoline is preferably a light gasoline having an end point of no more than 75 ℃; in some embodiments of the invention, the light gasoline is a light gasoline having a final boiling point of no greater than 65 ℃; in some embodiments, the light gasoline is a light gasoline having an endpoint of no greater than 50 ℃.
In the present invention, the light gasoline is produced from light gasoline in a catalytic cracker; or light gasoline in a coker; or light gasoline in an atmospheric and vacuum device; or light gasoline in a reformer. The content of olefin in the light gasoline can reach more than 45wt%, and the content of C5 olefin in the olefin can reach more than 95 wt%.
In the invention, the mass ratio of the solvent to the light gasoline is 0-95:5-100; in some embodiments, the mass ratio of solvent to light gasoline is 40:56 or 0:100.
In the present invention, the metal content of the metal-containing catalyst is 10 to 5000ppm, preferably 50 to 1000ppm, more preferably 100 to 300ppm, based on the reaction solution.
In the invention, the molar ratio of the ligand to the metal element in the catalyst is 1-800:100-1, preferably 1-300: 100 to 1, more preferably 1 to 100:100 to 1.
After the reaction liquid is obtained, the invention introduces CO and H into the reaction liquid 2 And (3) reacting to obtain the C6 aldehyde. In the present invention, the reaction temperature is 323K to 573K, preferably 353K to 433K; the pressure of the reaction is 1-10 MPa, preferably 1-5 MPa; the time of the reaction may be appropriately selected according to the conversion of olefins in the light gasoline. In some embodiments of the invention, the reaction temperature is 363K-403K, the reaction pressure is 2.5-3.5 MPa, and the reaction time is 4-12 h.
In the present invention, the CO and H 2 Is CO and H 2 The molar ratio of (2) is 1-5:5-1, preferably 1-3:3-1. The CO and H 2 Is continuously introduced to maintain the pressure in the reaction kettle at a constant pressure required for the reaction.
The invention provides a method for preparing C6 aldehyde by directly hydroformylating light gasoline, which comprises the following steps: mixing a solvent, a catalyst containing metal elements, a ligand and light gasoline to obtain a reaction solution; the mass ratio of the solvent to the light gasoline is 0-95:5-100; introducing CO and H into the reaction liquid 2 And (3) reacting to obtain the C6 aldehyde. The method provided by the invention fully utilizes the olefin in the light gasoline to prepare the C6 aldehyde, improves the added value of the light gasoline, and has the advantages of simple technological process and low equipment investment and energy consumption.
Drawings
FIG. 1 is a graph of the gas spectrum analysis of the light gasoline before and after hydroformylation in example 1;
FIG. 2 is a graph of the gas chromatography analysis of the light gasoline before and after hydroformylation in example 9;
FIG. 3 is a graph of the gas chromatography analysis of the light gasoline before and after hydroformylation in example 10.
Detailed Description
To further illustrate the present invention, the following describes in detail one method for preparing C6 aldehydes by direct hydroformylation of light gasoline provided by the present invention in conjunction with the examples, but they should not be construed as limiting the scope of the present invention.
Example 1
1) 40g of 2, 4-trimethylpentane, 25.8mg of Rh (CO) 2 (acac), 0.6464g of tris (2, 4-di-tert-butyl-phenyl) phosphite and 56g of light gasoline are added into a reaction kettle to prepare a reaction liquid;
2) Continuously introducing CO and H into the reaction kettle in the step 1 2 And reacted at 100℃and 3.0MPa for 8 hours.
The product is subjected to gas spectrum analysis to detect the generation condition of C6 aldehyde in the light gasoline.
Example 2
1) 40g of 2, 4-trimethylpentane, 25.8mg of Rh (CO) 2 (acac), 0.6464g of tris (2, 4-di-tert-butyl-phenyl) phosphite and 56g of light gasoline are added into a reaction kettle to prepare a reaction liquid;
2) Continuously introducing CO and H into the reaction kettle in the step 1 2 And reacted at 130℃and 3.0MPa for 8 hours.
The product is subjected to gas spectrum analysis to detect the generation condition of C6 aldehyde in the light gasoline.
Example 3
1) 40g of 2, 4-trimethylpentane, 25.8mg of Rh (CO) 2 (acac), 0.6464g of tris (2, 4-di-tert-butyl-phenyl) phosphite and 56g of light gasoline are added into a reaction kettle to prepare a reaction liquid;
2) Continuously introducing CO and H into the reaction kettle in the step 1 2 And reacted at 100℃and 3.0MPa for 12 hours.
The product is subjected to gas spectrum analysis to detect the generation condition of C6 aldehyde in the light gasoline.
Example 4
1) 40g of 2, 4-trimethylpentane, 25.8mg of Rh (CO) 2 (acac), 0.6464g of tris (2, 4-di-tert-butyl-phenyl) phosphite and 56g of light gasoline are added into a reaction kettle to prepare a reaction liquid;
2) Continuously introducing CO and H into the reaction kettle in the step 1 2 And reacted at 100℃and 3.5MPa for 8 hours.
The product is subjected to gas spectrum analysis to detect the generation condition of C6 aldehyde in the light gasoline.
Example 5
1) 40g of 2, 4-trimethylpentane, 45.8mg of Rh (CO) 2 (acac), 1.149g of tris (2, 4-di-tert-butyl-phenyl) phosphite and 56g of light gasoline were added to a reaction vessel to prepare a reaction solution;
2) Continuously introducing CO and H into the reaction kettle in the step 1 2 And reacted at 100℃and 3.0MPa for 8 hours.
The product is subjected to gas spectrum analysis to detect the generation condition of C6 aldehyde in the light gasoline.
Example 6
1) 40g of 2, 4-trimethylpentane, 61.0mg of Rh (CO) 2 (acac), 1.528g of tris (2, 4-di-tert-butyl-phenyl) phosphite and 56g of light gasoline were added to a reaction vessel to prepare a reaction solution;
2) Continuously introducing CO and H into the reaction kettle in the step 1 2 And reacted at 100℃and 3.0MPa for 8 hours.
The product is subjected to gas spectrum analysis to detect the generation condition of C6 aldehyde in the light gasoline.
Example 7
1) 40g of 2, 4-trimethylpentane, 25.8mg of Rh (CO) 2 (acac), 1.293g of tris (2, 4-di-tert-butyl-phenyl) phosphite ester and 56g of light gasoline are added into a reaction kettle to prepare a reaction liquid;
2) Continuously introducing CO and H into the reaction kettle in the step 1 2 And reacted at 100℃and 3.0MPa for 8 hours.
The product is subjected to gas spectrum analysis to detect the generation condition of C6 aldehyde in the light gasoline.
Example 8
1) 40g of 2, 4-trimethylpentane, 25.8mg of Rh (CO) 2 (acac), 0.6464g of tris (2, 4-di-tert-butyl-phenyl) phosphite, 0.5566g of triphenylphosphine oxide and 56g of light gasoline are added into a reaction kettle to prepare a reaction solution;
2) Continuously introducing CO and H into the reaction kettle in the step 1 2 And reacted at 100℃and 3.0MPa for 8 hours.
The product is subjected to gas spectrum analysis to detect the generation condition of C6 aldehyde in the light gasoline.
Example 9
1) 40g of 2-methyl-2-butanol (t-amyl alcohol), 25.8mg of Rh (CO) 2 (acac), 0.6464g of tris (2, 4-di-tert-butyl-phenyl) phosphite and 56g of light gasoline are added into a reaction kettle to prepare a reaction liquid;
2) Continuously introducing CO and H into the reaction kettle in the step 1) 2 And reacted at 100℃and 3.0MPa for 8 hours.
The product is subjected to gas spectrum analysis to detect the generation condition of C6 aldehyde in the light gasoline.
Example 10
1) 15.1mg Rh (CO) 2 (acac), 0.3783g of tris (2, 4-di-tert-butyl-phenyl) phosphite and 56g of light gasoline are added into a reaction kettle to prepare a reaction liquid;
2) Continuously introducing CO and H into the reaction kettle in the step 1) 2 And reacted at 100℃and 3.0MPa for 8 hours.
The product is subjected to gas spectrum analysis to detect the generation condition of C6 aldehyde in the light gasoline.
Table 1 Material ratios, experimental conditions and Experimental results for the examples
The experimental conditions of preparing C6 aldehyde by hydroformylation of light gasoline under different reaction temperatures, different reaction pressures, different reaction times, different phosphorus-rhodium ratios, different rhodium contents of reaction liquid, different phosphine ligands, different solvents and no solvents are respectively shown in each example, and the results are shown in table 1.
Fig. 1 is a graph showing the gas spectra of the reaction raw material (light gasoline solubilizer) and the product after hydroformylation of light gasoline in example 1, fig. 2 is a graph showing the gas spectra of the reaction raw material (light gasoline solubilizer) and the product after hydroformylation of light gasoline in example 9, and fig. 3 is a graph showing the gas spectra of the light gasoline raw material and the product after hydroformylation of light gasoline in example 10; as can be seen from the gas spectrum analysis graphs of figures 1, 2 and 3, after the light gasoline is subjected to hydroformylation, the C5 olefin contained in the light gasoline is obviously reduced, and C6 aldehyde is obviously generated in the product, which indicates that the light gasoline can be prepared into C6 aldehyde after the light gasoline is subjected to hydroformylation. In addition, the gas spectrogram also shows: compared with light gasoline, the peak position of the product aldehyde is obviously close, which shows that the C6 aldehyde prepared by the light gasoline through hydroformylation has high boiling point, and is favorable for separating and purifying the product C6 aldehyde.
TABLE 2 peak positions for various substances in the gas patterns of light gasoline raw material and light gasoline hydroformylation product
From the above examples, the present invention provides a method for preparing C6 aldehyde by directly hydroformylation of light gasoline, comprising the following steps: mixing a solvent, a catalyst containing metal elements, a ligand and light gasoline to obtain a reaction solution; the mass ratio of the solvent to the light gasoline is 0-95:5-100; introducing CO and H into the reaction liquid 2 And (3) reacting to obtain the C6 aldehyde. The method provided by the invention fully utilizes the olefin in the light gasoline to prepare the C6 aldehyde, improves the added value of the light gasoline, and simultaneously provides a new thought for converting oil products into chemical products. In addition, the high boiling point C6 aldehyde is prepared by directly hydroformylation of the light gasoline, so that the separation difficulty is greatly reduced; the method has simple process flow and low equipment investment and energy consumption.
The foregoing is merely a preferred embodiment of the present invention and it should be noted that modifications and adaptations to those skilled in the art may be made without departing from the principles of the present invention, which are intended to be comprehended within the scope of the present invention.
Claims (10)
1. A method for preparing C6 aldehyde by directly hydroformylation of light gasoline comprises the following steps:
mixing a solvent, a catalyst containing metal elements, a ligand and light gasoline to obtain a reaction solution; the mass ratio of the solvent to the light gasoline is 0-95:5-100;
introducing CO and H into the reaction liquid 2 And (3) reacting to obtain the C6 aldehyde.
2. The method of claim 1, wherein the solvent is selected from one or more of a C5-C12 hydrocarbon solvent, a C3-C12 aldehyde solvent, and a C3-C12 alcohol solvent.
3. The method according to claim 1, wherein the metal element-containing catalyst is selected from one or more of Rh-containing compounds, co-containing compounds, and Ir-containing compounds.
4. The method according to claim 1, wherein the metal element-containing catalyst is selected from the group consisting of Rh (CH 3 COO) 2 、RhH(CO)(PPh 3 ) 3 、Rh(CO) 2 (acac) and RhCl 3 One or more of the following.
5. The method according to claim 1, wherein the ligand is selected from organophosphine ligands.
6. The process of claim 1, wherein the ligand is selected from one or more of triphenylphosphine, triphenylphosphine oxide, tris (2, 4-di-tert-butyl-phenyl) phosphite, tris (2-tert-butyl-phenyl) phosphite, and tris (2-tert-butyl-4-methoxy-phenyl) phosphite.
7. The method of claim 1, wherein the light gasoline is a light gasoline having a final boiling point of no greater than 75 ℃.
8. The method according to claim 1, wherein the metal in the metal-containing catalyst is 10 to 5000ppm of the reaction solution;
the molar ratio of the ligand to the metal element in the catalyst is 1-800:100-1.
9. The method according to claim 1, wherein the temperature of the reaction is 323K to 573K;
the pressure of the reaction is 1-10 MPa.
10. The method of claim 1, wherein the CO and H 2 The molar ratio of (1-5) to (5-1).
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|---|---|---|---|---|
| CN112169843A (en) * | 2019-07-03 | 2021-01-05 | 中国石油天然气股份有限公司 | FCC light gasoline hydroformylation catalyst and preparation method and application thereof |
| CN114057558A (en) * | 2021-12-01 | 2022-02-18 | 上海簇睿低碳能源技术有限公司 | Synthetic method, catalytic system and application of 3,5, 5-trimethylhexanal |
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