CN109078638A - A kind of catalyst and preparation method thereof synthesizing deuterated methanol - Google Patents
A kind of catalyst and preparation method thereof synthesizing deuterated methanol Download PDFInfo
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- CN109078638A CN109078638A CN201811007680.4A CN201811007680A CN109078638A CN 109078638 A CN109078638 A CN 109078638A CN 201811007680 A CN201811007680 A CN 201811007680A CN 109078638 A CN109078638 A CN 109078638A
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- catalyst
- deuterated methanol
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- synthesizing
- sodium carbonate
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/83—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with rare earths or actinides
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/002—Mixed oxides other than spinels, e.g. perovskite
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/15—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively
- C07C29/159—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with reducing agents other than hydrogen or hydrogen-containing gases
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2523/00—Constitutive chemical elements of heterogeneous catalysts
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/05—Isotopically modified compounds, e.g. labelled
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Abstract
The invention discloses a kind of catalyst and preparation method thereof for synthesizing deuterated methanol.It is (2-10) that each component molar ratio of the synthesis deuterated methanol catalyst, which is Cu: Zn: Ce: Al: 2: 1: 2, it is made by coprecipitation.Specifically the preparation method comprises the following steps: by Cu (NO3)2, Zn (NO3)2, Ce (NO3)4With Al (NO3)3Be (2-10) according to molar ratio: 2: 1: 2 mixed solution is added drop-wise in container with sodium carbonate liquor cocurrent, is stirred during being added dropwise and is controlled the pH value of solution between 7-8；2) it is added dropwise latter aging 1-3 hours, filters, washs, drying and to obtain catalyst precarsor；3) aforementioned catalytic agent precursor is roasted 4-6 hours at 300-400 DEG C, the catalyst of the synthesis deuterated methanol is made.The present invention prepares the catalyst for having synthesized a kind of completely new deuterated methanol, which has good catalytic performance during the reaction.In addition, enabling to catalyst performance more stable by the way that surfactant is added during the preparation process.
Description
Technical field
The present invention relates to deuterated methanol technical fields, and in particular to it is a kind of synthesize deuterated methanol catalyst and its preparation side
Method.
Background technique
Deuterated methanol is a kind of critically important advanced deuterated reagent and deuterated pharmaceutical intermediate.It is widely used in the inspection of HNMR
It surveys, the deuterated mark of clinical drug, in the materials such as intermediate and OLED of deuterated drug.
Since deuterated methanol requires deuterated degree very high, generally require 99.8% or more, the content of moisture one thousandth with
Under.Need to avoid the infiltration of extraneous moisture and non-deuterated substance in reaction system in a kind of confined condition.
Summary of the invention
The object of the present invention is to provide a kind of preparation method of catalst for synthesis of methanol, the catalyst being prepared is suitable
It is CO+D for reacting2Full deuterated methanol is synthesized, CO can not had to2Under conditions of, efficiently synthesize deuterated methanol.
Present invention technical solution used for the above purpose is as follows:
The each component molar ratio of a kind of catalyst synthesizing deuterated methanol, the synthesis deuterated methanol catalyst is Cu: Zn:
Ce: Al is (2-10): 2: 1: 2, it is made by coprecipitation.
Preferably, the catalyst also includes surfactant.
Preferably, the surfactant is Triton X-100.
Preferably, the precipitating reagent that the coprecipitation uses is aqueous sodium carbonate.
The present invention also provides a kind of preparation methods of catalyst for synthesizing deuterated methanol, method includes the following steps:
1) by Cu (NO3)2, Zn (NO3)2, Ce (NO3)4With Al (NO3)3Be (2-10) according to molar ratio: 2: 1: 2 mixing is molten
Liquid is added drop-wise in container with sodium carbonate liquor cocurrent, is stirred during being added dropwise and is controlled the pH value of solution between 7-8；
2) it is added dropwise latter aging 1-3 hours, filters, washs, drying and to obtain catalyst precarsor；
3) aforementioned catalytic agent precursor is roasted 4-6 hours at 300-400 DEG C, the catalysis of the synthesis deuterated methanol is made
Agent.
Preferably, the Cu (NO3)2, Zn (NO3)2, Ce (NO3)4With Al (NO3)3Total mol concentration be 1-3mol/L；Institute
The molar concentration for stating sodium carbonate liquor is 1-3mol/L.
Preferably, surfactant is added in the sodium carbonate liquor.
Preferably, the surfactant is Triton X-100.
Compared with prior art, beneficial effects of the present invention are as follows:
The special-purpose catalyst of country's deuterated methanol is considerably less at present, and present invention preparation has synthesized a kind of completely new deuterated methanol
Catalyst, which has good catalytic performance during the reaction.In addition, by the way that surface is added during the preparation process
Activating agent enables to catalyst performance more stable.
Specific embodiment
Illustrate technical solution of the present invention below by way of specific embodiment.The equal city of raw materials and reagents used in the present invention
Selling can obtain.
Embodiment 1
The preparation of catalyst:
Total concentration is the Cu (NO of 2.0mol/L3)2, Ce (NO3)4, Al (NO3)3With Zn (NO3)2Mixed liquor (wherein Cu: Zn:
Ce: Al molar ratio is 6: 2: 1: 2), being placed in separatory funnel, then the sodium carbonate liquor of 2.0mol/L is taken to be placed in another liquid separation leakage
It in bucket, is separately added into beaker and stirs, after the two drips off, aging 2 hours, control pH was about neutral (pH value during being added dropwise
Between 7-8).Then by washing of precipitate, drying, in 350 DEG C of roasting 5h.
Embodiment 2
The preparation of catalyst:
Total concentration is the Cu (NO of 2.0mol/L3)2, Ce (NO3)4, Al (NO3)3With Zn (NO3)2Mixed liquor (wherein Cu: Zn:
Ce: Al molar ratio is 6: 2: 1: 2), being placed in separatory funnel, then take the sodium carbonate liquor of 2.0mol/L (in sodium carbonate liquor
The Triton X-100 that mass percent is 2% is added) it is placed in another separatory funnel, it is separately added into beaker and stirs
It mixes, after the two drips off, aging 2 hours, control pH was about neutral (pH value is between 7-8) during being added dropwise.It then will precipitating
Washing, drying, in 350 DEG C of roasting 5h.
Embodiment 3
The preparation of catalyst:
Total concentration is the Cu (NO of 2.0mol/L3)2, Ce (NO3)4, Al (NO3)3With Zn (NO3)2Mixed liquor (wherein Cu: Zn:
Ce: Al molar ratio is 2: 2: 1: 2), being placed in separatory funnel, then the sodium carbonate liquor of 2.0mol/L is taken to be placed in another liquid separation leakage
It in bucket, is separately added into beaker and stirs, after the two drips off, aging 2 hours, control pH was about neutral (pH value during being added dropwise
Between 7-8).Then by washing of precipitate, drying, in 350 DEG C of roasting 5h.
Embodiment 4
The preparation of catalyst:
Total concentration is the Cu (NO of 2.0mol/L3)2, Ce (NO3)4, Al (NO3)3With Zn (NO3)2Mixed liquor (wherein Cu: Zn:
Ce: Al molar ratio is 10: 2: 1: 2), being placed in separatory funnel, then the sodium carbonate liquor of 2.0mol/L is taken to be placed in another liquid separation
It in funnel, is separately added into beaker and stirs, after the two drips off, aging 2 hours, control pH was about neutrality (pH during being added dropwise
Value is between 7-8).Then by washing of precipitate, drying, in 350 DEG C of roasting 5h.
Embodiment 5
The activation of catalyst
The catalyst of 200ml embodiment 1-4 preparation is loaded on to the flat-temperature zone of reactor respectively, uses D2/N2=1/4 (volume
Than) mixed gas according to certain temperature program, by room temperature through 150 DEG C, 180 DEG C, 210 DEG C to 240 DEG C are restored.Reduction is empty
Speed is 3000h-1, restore for about 8 hours.
Embodiment 6
Catalyst performance test
The valve of deuterium and carbon monoxide is opened, control volume ratio is first premixed (deuterium and carbon monoxide difference for 2: 1
For 2kg and 14kg, total 16kg).Under 3.5MPa pressure, air speed 12000h-1, pass through embodiment 1-4 at 200 DEG C~250 DEG C
The catalyst bed of preparation.It is anti-that the evaluation of catalyst obtains full deuterated methanol after continuous circular response 24 hours, in separator
Liquid is answered, by gained reaction solution, full deuterated methanol is prepared by rectifying.The catalyst performance data of embodiment 1-4 such as 1 institute of table
Show.
Table 1, catalyst performance data
| Full deuterated methanol yield | GC purity | Deuterated degree | |
| Embodiment 1 | 92.5% | 99.8% | 99.9% |
| Embodiment 2 | 93% | 99.8% | 99.9% |
| Embodiment 3 | 92% | 99.8% | 99.9% |
| Embodiment 4 | 91.5% | 99.8% | 99.9% |
It above are only part preferred embodiment of the invention, the present invention is not limited in the content of embodiment.For ability
For technical staff in domain, can there are various change and change in the conception range of technical solution of the present invention, made
What changes and change, within that scope of the present invention.
Claims (8)
1. a kind of catalyst for synthesizing deuterated methanol, which is characterized in that each component mole of the synthesis deuterated methanol catalyst
Than being (2-10) for Cu: Zn: Ce: Al: 2: 1: 2, it is made by coprecipitation.
2. a kind of catalyst for synthesizing deuterated methanol as described in claim 1, it is characterised in that: the catalyst also includes
Surfactant.
3. a kind of catalyst for synthesizing deuterated methanol as claimed in claim 2, it is characterised in that: the surfactant is poly-
Ethylene glycol octyl phenyl ether.
4. a kind of catalyst for synthesizing deuterated methanol as described in claim 1, it is characterised in that: what the coprecipitation used
Precipitating reagent is aqueous sodium carbonate.
5. a kind of preparation method of catalyst for synthesizing deuterated methanol described in claim 1, method includes the following steps:
1) by Cu (NO3)2, Zn (NO3)2, Ce (NO3)4With Al (NO3)3It is (2-10): 2: 1: 2 mixed solution according to molar ratio,
It is added drop-wise in container with sodium carbonate liquor cocurrent, stirs during being added dropwise and control the pH value of solution between 7-8；
2) it is added dropwise latter aging 1-3 hours, filters, washs, drying and to obtain catalyst precarsor；
3) aforementioned catalytic agent precursor is roasted 4-6 hours at 300-400 DEG C, the catalyst of the synthesis deuterated methanol is made.
6. a kind of preparation method of catalyst for synthesizing deuterated methanol as claimed in claim 5, it is characterised in that: the Cu
(NO3)2, Zn (NO3)2, Ce (NO3)4With Al (NO3)3Total mol concentration be 1-3mol/L；The sodium carbonate liquor it is mole dense
Degree is 1-3mol/L.
7. a kind of preparation method of catalyst for synthesizing deuterated methanol as claimed in claim 5, it is characterised in that: the carbonic acid
Surfactant is added in sodium solution.
8. a kind of preparation method of catalyst for synthesizing deuterated methanol as claimed in claim 7, it is characterised in that: the surface
Activating agent is Triton X-100.
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| CN201811007680.4A CN109078638A (en) | 2018-08-30 | 2018-08-30 | A kind of catalyst and preparation method thereof synthesizing deuterated methanol |
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| CN201811007680.4A CN109078638A (en) | 2018-08-30 | 2018-08-30 | A kind of catalyst and preparation method thereof synthesizing deuterated methanol |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111116313A (en) * | 2019-12-31 | 2020-05-08 | 中国船舶重工集团公司第七一八研究所 | Preparation method of deuterated methanol |
| CN112321388A (en) * | 2020-11-16 | 2021-02-05 | 徐州亚兴医疗科技有限公司 | Preparation method of deuterated methanol with high conversion rate |
| CN116082121A (en) * | 2023-02-23 | 2023-05-09 | 安徽泽升科技有限公司 | Preparation method of deuterated methanol |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111116313A (en) * | 2019-12-31 | 2020-05-08 | 中国船舶重工集团公司第七一八研究所 | Preparation method of deuterated methanol |
| CN111116313B (en) * | 2019-12-31 | 2023-04-14 | 中国船舶重工集团公司第七一八研究所 | Preparation method of deuterated methanol |
| CN112321388A (en) * | 2020-11-16 | 2021-02-05 | 徐州亚兴医疗科技有限公司 | Preparation method of deuterated methanol with high conversion rate |
| CN116082121A (en) * | 2023-02-23 | 2023-05-09 | 安徽泽升科技有限公司 | Preparation method of deuterated methanol |
| CN116082121B (en) * | 2023-02-23 | 2023-08-15 | 安徽泽升科技有限公司 | Preparation method of deuterated methanol |
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