CN106582791A - Catalyst for producing ethylbenzene from benzene and ethane - Google Patents
Catalyst for producing ethylbenzene from benzene and ethane Download PDFInfo
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- CN106582791A CN106582791A CN201510661120.0A CN201510661120A CN106582791A CN 106582791 A CN106582791 A CN 106582791A CN 201510661120 A CN201510661120 A CN 201510661120A CN 106582791 A CN106582791 A CN 106582791A
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- benzene
- ethane
- molecular sieve
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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 relates to a catalyst for producing ethylbenzene from benzene and ethane. The catalyst mainly solves the problem that a Pt-loaded molecular sieve catalyst used in a reaction for producing ethylbenzene from benzene and ethane has a low conversion rate. The catalyst for producing ethylbenzene from benzene and ethane comprises the following components: (a) Pt or oxides thereof; (b) oxide of Zn; (c) simple substances or oxides of La elements; (d)molecular sieve. The technical scheme can better solve the technical problem, and is used in the reaction for producing ethylbenzene from benzene and ethane.
Description
Technical field
The present invention relates to be used for the catalyst of benzene and ethane ethylbenzene.
Background technology
It is the whole world, whole mankind's questions of common interest in the development of the world today, the energy and resource, is also society of China
The major issue of meeting economic development.Shale gas are a kind of important unconventional gas resources of rising in recent years, its exploitation
Utilize, it has also become the important impetus of low-carbon economy strategic development opportunity and world's oil-gas geopolitics configuration structure adjustment
Catalyst.China's shale gas aboundresources, and a large amount of ethane of shale gas association, natural gas, casing-head gas and refinery gas
In also containing the low-carbon alkanes such as a large amount of ethane, low price.But due to the structure of ethane molecule it is highly stable, it is difficult to activate,
It is difficult to directly apply as the raw material of industry.At present, ethane is mainly used to by producing ethylene by cracking in chemical industry.Second
Alkane will be cracked with steam in 900 DEG C or more of high temperature, be consumed energy high.Efficient Conversion in a mild condition
The focus of catalytic field research is always using ethane.In recent years, foreign literature proposes a kind of for lower alkanes such as ethane
The new method that hydrocarbon is utilized, by ethane and benzene reaction is alkylated, and can at a lower temperature be directly synthesized ethylbenzene, and two
The alkylbenzenes such as second benzene,toluene,xylene.Wherein, ethylbenzene is the important commercialization derivative of benzene in current chemical industry,
Mainly for the production of styrene, organic synthesis and intermediate pharmaceutically are additionally operable to, also can be used as solvent.Ethylbenzene yield
Occupy sizable proportion in basic organic chemical industry, Year's consumption is huge.Styrene is the important base of petrochemical industry
Plinth raw material, mainly for the production of styrene series resin and butadiene-styrene rubber, is additionally operable to pharmacy, dyestuff, agricultural chemicals and ore dressing
Etc. industry.Cinnamic homopolymers polystyrene is one of five big general thermoplastic synthetic resins, be widely used in injection-molded item,
Extruded product and the big field of foamed product 3.And ethylbenzene is to produce cinnamic critical materials, industrial more than 90% benzene
Ethene is obtained by ethylbenzene.Therefore, the alkylbenzenes such as ethylbenzene are produced using ethane and the step alkylated reaction of benzene one, it is possible to achieve page
The direct conversion of the large petrochemicals of rock gas material downstream, with great Research Significance and using value.
It is at present, external that only less quantifier elimination reports the reaction of the alkylbenzenes such as ethane and benzene direct alkylation ethylbenzene.Text
Offer Journal of the American Chemical Society, 1975,97:6807-6810 report earliest super acidic catalyst
HF-SbF5The alkylated reaction of upper ethane and benzene, ethylbenzene selectivity 76%, but yield only 1%.Document Catalysis Letters,
2001,73:The alkylation of ethane and benzene on the ZSM-5 molecular sieve catalyst of 175-180 Pt loads for reporting 6.8wt%
Reaction, ethylbenzene yield is 8.3% up to 7.3%, the now conversion ratio of benzene when 500 DEG C, in addition with ethene and a small amount of benzene second
Alkene is generated, and document does not provide the selectivity of each product.Document Journal of Molecular Catalysis A:Chemical,
2008,279:128-132 are reported on the ZSM-5 molecular sieve catalyst of 1wt%Pt loads, and benzene alkane mol ratio is 1/9,
Mass space velocity is 3.1h-1When, ethane conversion is less than 2%, in the alkylbenzene of generation, and the selectivity of ethylbenzene is 92.6%,
The selectivity of toluene is 0.99%, and the selectivity of diethylbenzene is 2.3%.
In the document of report disclosed above, Pt/ZSM-5 molecular sieve catalysts are adopted as single Pt elements and are supported on
On ZSM-5 molecular sieve, the conversion ratio of ethane and benzene is relatively low, and precious metals pt large usage quantity.
The content of the invention
One of the technical problem to be solved is that molecular sieve carried Pt catalyst is used in benzene and the reaction of ethane ethylbenzene
The low problem of the conversion ratio of benzene and ethane, there is provided a kind of new for benzene and the catalyst of ethane ethylbenzene, the catalyst has
There is the high conversion rate of benzene and ethane.
The two of the technical problem to be solved are to provide the preparation side of catalyst described in one of above-mentioned technical problem
Method.
The three of the technical problem to be solved are to provide using the benzene and second of one of above-mentioned technical problem catalyst
The reaction method of alkane ethylbenzene.
To solve one of above-mentioned technical problem, technical scheme is as follows：For benzene and the catalyst of ethane ethylbenzene,
Including following components：
(a) Pt or its oxide；
The oxide of (b) Zn；
The simple substance or oxide of (c) La series elements；
(d) molecular sieve.
In above-mentioned technical proposal, Zn elements and Pt elements have and cooperate with facilitation.
In above-mentioned technical proposal, in terms of parts by weight, composition (a) is preferably 0.1～4 part, more preferably 0.3～2 part.
In above-mentioned technical proposal, in terms of parts by weight, composition (b) is preferably 0.1～4 part, more preferably 0.2～2 part.
In above-mentioned technical proposal, in terms of parts by weight, composition (c) is preferably 0.1～4 part, more preferably 0.2～2 part.
In above-mentioned technical proposal, in terms of parts by weight, composition (d) is preferably 80～100 parts.
In above-mentioned technical proposal, La series elements have collaboration facilitation to Pt, Zn element.
In above-mentioned technical proposal, the La series elements preferably are selected from least one in La, Ce, Pr and Nd；The La
Series elements are preferably Ce elements.
In above-mentioned technical proposal, the molecular sieve is hydrogen type molecular sieve.
In above-mentioned technical proposal, the molecular sieve is ZSM-5, Beta molecular sieve, MCM-22, ZSM-35, HMOR
At least one in molecular sieve.The Si/Al mol ratios of molecular sieve are not particularly limited, and those skilled in the art can rationally select
Select.Such as but not limited to when using ZSM-5 molecular sieve, optional Si/Al mol ratios are 20～300.
In above-mentioned technical proposal, more preferably in parts by weight, composition includes the composition of the catalyst：
(a) 0.1～4 part of Pt or its oxide；
The oxide of (b) 0.1～4 part of Zn；
The simple substance or oxide of (c) 0.1～4 part of La series elements；
(d) 80～100 parts of molecular sieves.
To solve the two of above-mentioned technical problem, technical scheme is as follows：In stating the technical scheme of one of technical problem
The preparation method of the catalyst, comprises the steps：
(1) compound containing Pt, the compound containing Zn and the compound containing La series elements are scattered in solvent；
(2) dispersion for obtaining step (1) impregnates the molecular sieve；
(3) roasting.
In above-mentioned technical proposal, the described compound containing Pt and the compound containing Zn is not particularly limited, this area skill
Art personnel can be with reasonable selection, such as the described compound containing Pt can be but not limited to chloroplatinic acid, four ammino platinum nitrates,
The compound containing Zn but zinc nitrate, zinc chloride, zinc acetate etc. are not limited to, the compound containing La series elements,
Such as but not limited to nitrate, chloride etc..
The solvent that step (1) is adopted is not particularly limited, as long as the operation of dip loading can be realized, these solvents can
Being directly dissolving, or by adjusting pH dissolvings, or colloid can be formed or form colloid by adjusting pH
Those solvents, can be single solvent, or mixed solvent.
In above-mentioned technical proposal, one skilled in the art will appreciate that may be inserted between step (2) and step (3) dry
Dry step is improving the intensity of catalyst.Dry condition is not particularly limited, and such as baking temperature is optional 60～120 DEG C,
Drying time optional 2～24h.
In above-mentioned technical proposal, the temperature of roasting is preferably 400～600 DEG C.
In above-mentioned technical proposal, the time of roasting is preferably 1～12h, more preferably 1～5h.
In above-mentioned technical proposal, Pt can be present in the form of an oxide in the commercial form of the catalyst, and Zn elements are with ZnO
In the form of, but using front needing to be reduced to Pt metal with the oxide of reducing agent Pt；Or the commodity of the catalyst
In form Pt elements can in the form of Pt metal, Zn elements in the form of ZnO, now only in catalyst
Preparation process in after firing include reduction the step of.Those skilled in the art will know that rationally determining actual going back
Old terms, such as but not limited to：With pure hydrogen or hydrogen and inert gas mixture as reducing agent (such as but not limited to
Hydrogen-nitrogen gaseous mixture, hydrogen-helium mix gas etc.).
To solve the three of above-mentioned technical problem, technical scheme is as follows：The method that benzene reacts with ethane ethylbenzene,
In the presence of catalyst any one of technical scheme in one of above-mentioned technical problem, carried out instead as raw material with benzene and ethane
Alkylate should be obtained.
In above-mentioned technical proposal, reaction temperature is preferably 350～600 DEG C.
In above-mentioned technical proposal, reaction pressure is preferably 0～0.5MPa.
In above-mentioned technical proposal, material quality air speed is preferably 1～15h-1。
In above-mentioned technical proposal, ethane is preferably (1～20) with the mol ratio of benzene in raw material:1.
The present invention introduces La series elements in Pt-Zn/ZSM-5 catalyst, improves the conversion ratio of ethane and benzene.For example when
When adopting Pt-Zn-Ce/ZSM-5 for catalyst, up to 8.9%, benzene high conversion rate can be used the high conversion rate of ethane up to 27.5%
In the reaction of benzene and ethane ethylbenzene.
Below by embodiment, the invention will be further elaborated, but these embodiments are not that the scope of the present invention is entered
Row is limited.
Specific embodiment
【Embodiment 1】
1st, catalyst preparation
(molecular formula is H to weigh the chloroplatinic acid containing 0.5g Pt2PtCl6·6H2O zinc nitrate), equivalent to 0.7g ZnO (divides
Minor is Zn (NO3)2·6H2O) and equivalent to 0.4g CeO2Cerous nitrate (molecular formula be Ce (NO3)3·6H2O) add
To in 100mL deionized waters, stirring makes it all dissolve, and forms mixed solution；Weigh the Hydrogen ZSM-5 of 98.4g
Molecular sieve (Si/Al mol ratios are 46), in being then added to above-mentioned mixed solution, impregnates 3h, and 100 DEG C are dried 12h,
500 DEG C of roasting 2h.
Above-mentioned product compressing tablet is crushed to into 20～40 mesh, it is also to adopt hydrogen volume content for 5% hydrogen-nitrogen gaseous mixture
Former agent, reduction temperature is 350 DEG C, and the recovery time obtained catalyst for 1 hour, and catalysis composition is shown in Table 1.
2nd, evaluating catalyst
Benzene is carried out with the reaction of ethane ethylbenzene on continuous fixed bed reactor, and Catalyst packing quality is 3.0g.Instead
Ying Qian, is then adjusted to reaction temperature by temperature of reactor, is passed through feed ethan and is reacted with benzene.Reaction condition is：
490 DEG C of reaction temperature, reaction pressure is 0.08MPa, and the mass space velocity of raw material is 5.5h-1, the mol ratio of ethane and benzene
For 6.Reaction result is shown in Table 2.
【Embodiment 2】
1st, catalyst preparation
(molecular formula is H to weigh the chloroplatinic acid containing 0.5g Pt2PtCl6·6H2O zinc nitrate), equivalent to 0.4g ZnO (divides
Minor is Zn (NO3)2·6H2O) and equivalent to 0.7g CeO2Cerous nitrate (molecular formula be Ce (NO3)3·6H2O) add
To in 100mL deionized waters, stirring makes it all dissolve, and forms mixed solution；Weigh the Hydrogen ZSM-5 of 98.4g
Molecular sieve (Si/Al mol ratios are 46), in being then added to above-mentioned mixed solution, impregnates 3h, and 100 DEG C are dried 12h,
500 DEG C of roasting 2h.
Above-mentioned product compressing tablet is crushed to into 20～40 mesh, it is also to adopt hydrogen volume content for 5% hydrogen-nitrogen gaseous mixture
Former agent, reduction temperature is 350 DEG C, and the recovery time obtained catalyst for 1 hour, and catalysis composition is shown in Table 1.
2nd, evaluating catalyst
The catalyst ethane and benzene ethylbenzene reactivity worth are evaluated according to the same manner as in Example 1.Reaction result is shown in Table 2.
【Embodiment 3】
1st, catalyst preparation
(molecular formula is H to weigh the chloroplatinic acid containing 0.5g Pt2PtCl6·6H2O zinc nitrate), equivalent to 0.7g ZnO (divides
Minor is Zn (NO3)2·6H2O) and equivalent to 0.4g La2O3Lanthanum nitrate (molecular formula be La (NO3)3·6H2O) add
To in 100mL deionized waters, stirring makes it all dissolve, and forms mixed solution；Weigh the Hydrogen ZSM-5 of 98.4g
Molecular sieve (Si/Al mol ratios are 46), in being then added to above-mentioned mixed solution, impregnates 3h, and 100 DEG C are dried 12h,
500 DEG C of roasting 2h.
Above-mentioned product compressing tablet is crushed to into 20～40 mesh, it is also to adopt hydrogen volume content for 5% hydrogen-nitrogen gaseous mixture
Former agent, reduction temperature is 350 DEG C, and the recovery time obtained catalyst for 1 hour, and catalysis composition is shown in Table 1.
2nd, evaluating catalyst
The catalyst ethane and benzene ethylbenzene reactivity worth are evaluated according to the same manner as in Example 1.Reaction result is shown in Table 2.
【Embodiment 4】
1st, catalyst preparation
(molecular formula is H to weigh the chloroplatinic acid containing 0.5g Pt2PtCl6·6H2O zinc nitrate), equivalent to 1.5g ZnO (divides
Minor is Zn (NO3)2·6H2O) and equivalent to 0.8g CeO2Cerous nitrate (molecular formula be Ce (NO3)3·6H2O) add
To in 100mL deionized waters, stirring makes it all dissolve, and forms mixed solution；Weigh the Hydrogen ZSM-5 of 97.2g
Molecular sieve (Si/Al mol ratios are 46), in being then added to above-mentioned mixed solution, impregnates 3h, and 100 DEG C are dried 12h,
500 DEG C of roasting 2h.
Above-mentioned product compressing tablet is crushed to into 20～40 mesh, it is also to adopt hydrogen volume content for 5% hydrogen-nitrogen gaseous mixture
Former agent, reduction temperature is 350 DEG C, and the recovery time obtained catalyst for 1 hour, and catalysis composition is shown in Table 1.
2nd, evaluating catalyst
The catalyst ethane and benzene ethylbenzene reactivity worth are evaluated according to the same manner as in Example 1.Reaction result is shown in Table 2.
【Comparative example 1】
1st, catalyst preparation
Weigh containing equivalent to 1.2g ZnO zinc nitrate (molecular formula be Zn (NO3)2·6H2O)) and equivalent to 0.4g CeO2
Cerous nitrate (molecular formula be Ce (NO3)3·6H2O in) being added to 100mL deionized waters, stirring makes it all dissolve,
Form mixed solution；The Hydrogen ZSM-5 molecular sieve (Si/Al mol ratios are 46) of 98.4g is weighed, is then added to above-mentioned
In mixed solution, 3h is impregnated, 100 DEG C are dried 12h, 500 DEG C of roasting 2h.
Above-mentioned product compressing tablet is crushed to into 20～40 mesh, it is also to adopt hydrogen volume content for 5% hydrogen-nitrogen gaseous mixture
Former agent, reduction temperature is 350 DEG C, and the recovery time obtained catalyst for 1 hour, and catalysis composition is shown in Table 1.
2nd, evaluating catalyst
The catalyst ethane and benzene ethylbenzene reactivity worth are evaluated according to the same manner as in Example 1.Reaction result is shown in Table 2.
【Comparative example 2】
1st, catalyst preparation
(molecular formula is H to weigh the chloroplatinic acid containing 1.2g Pt2PtCl6·6H2O) and equivalent to 0.4g CeO2Cerous nitrate (point
Minor is Ce (NO3)3·6H2O in) being added to 100mL deionized waters, stirring makes it all dissolve, and forms mixed solution；
Weigh the Hydrogen ZSM-5 molecular sieve (Si/Al mol ratios are 46) of 98.4g, in being then added to above-mentioned mixed solution, leaching
Stain 3h, 100 DEG C are dried 12h, 500 DEG C of roasting 2h.
Above-mentioned product compressing tablet is crushed to into 20～40 mesh, it is also to adopt hydrogen volume content for 5% hydrogen-nitrogen gaseous mixture
Former agent, reduction temperature is 350 DEG C, and the recovery time obtained catalyst for 1 hour, and catalysis composition is shown in Table 1.
2nd, evaluating catalyst
The catalyst ethane and benzene ethylbenzene reactivity worth are evaluated according to the same manner as in Example 1.Reaction result is shown in Table 2.
【Comparative example 3】
1st, catalyst preparation
Weigh equivalent to 1.6g CeO2Cerous nitrate (molecular formula be Ce (NO3)3·6H2O 100mL deionizations) are added to
In water, stirring makes it all dissolve, and forms mixed solution；(Si/Al rubs to weigh the Hydrogen ZSM-5 molecular sieve of 98.4g
You are than 46), in being then added to above-mentioned mixed solution, to impregnate 3h, 100 DEG C are dried 12h, 500 DEG C of roasting 2h.
Above-mentioned product compressing tablet is crushed to into 20～40 mesh, it is also to adopt hydrogen volume content for 5% hydrogen-nitrogen gaseous mixture
Former agent, reduction temperature is 350 DEG C, and the recovery time obtained catalyst for 1 hour, and catalysis composition is shown in Table 1.
2nd, evaluating catalyst
The catalyst ethane and benzene ethylbenzene reactivity worth are evaluated according to the same manner as in Example 1.Reaction result is shown in Table 2.
【Comparative example 4】
1st, catalyst preparation
(molecular formula is H to weigh the chloroplatinic acid containing 0.7g Pt2PtCl6·6H2O the zinc nitrate) and equivalent to 0.9g ZnO (divides
Minor is Zn (NO3)2·6H2O in) being added to 100mL deionized waters, stirring makes it all dissolve, and forms mixed solution；
Weigh the Hydrogen ZSM-5 molecular sieve (Si/Al mol ratios are 46) of 98.4g, in being then added to above-mentioned mixed solution, leaching
Stain 3h, 100 DEG C are dried 12h, 500 DEG C of roasting 2h.
Above-mentioned product compressing tablet is crushed to into 20～40 mesh, it is also to adopt hydrogen volume content for 5% hydrogen-nitrogen gaseous mixture
Former agent, reduction temperature is 350 DEG C, and the recovery time obtained catalyst for 1 hour, and catalysis composition is shown in Table 1.
2nd, evaluating catalyst
The catalyst ethane and benzene ethylbenzene reactivity worth are evaluated according to the same manner as in Example 1.Reaction result is shown in Table 2.
Compared with comparative example 1 and 2 by embodiment 1, Pt and Zn elements in terms of ethane and benzene conversion ratio is improved
Show to cooperate with facilitation.By embodiment 1 and comparative example 3 and 4, in terms of ethane and benzene conversion ratio is improved
La series elements show to cooperate with facilitation to Pt, Zn element.
The catalyst of table 1 constitutes (representing with weight percentage)
| Pt | ZnO | CeO2 | La2O3 | ZSM-5 | |
| Embodiment 1 | 0.5 | 0.7 | 0.4 | - | 98.4 |
| Embodiment 2 | 0.5 | 0.4 | 0.7 | - | 98.4 |
| Embodiment 3 | 0.5 | 0.7 | - | 0.4 | 98.4 |
| Embodiment 4 | 0.5 | 1.5 | 0.8 | - | 97.2 |
| Comparative example 1 | - | 1.2 | 0.4 | - | 98.4 |
| Comparative example 2 | 1.2 | - | 0.4 | - | 98.4 |
| Comparative example 3 | - | - | 1.6 | - | 98.4 |
| Comparative example 4 | 0.7 | 0.9 | - | - | 98.4 |
The evaluating catalyst result of table 2
Claims (10)
1. the catalyst of benzene and the reaction of ethane ethylbenzene, including following components are used for：
(a) Pt or its oxide；
The oxide of (b) Zn；
The simple substance or oxide of (c) La series elements；
(d) molecular sieve.
2. catalyst according to claim 1, is characterized in that, in terms of parts by weight, composition (a) is 0.1～4
Part.
3. catalyst according to claim 1, is characterized in that, in terms of parts by weight, composition (b) is 0.1～4
Part.
4. catalyst according to claim 1, is characterized in that, in terms of parts by weight, composition (c) is 0.1～4
Part.
5. catalyst according to claim 1, is characterized in that, in terms of parts by weight, composition (d) is 80～100
Part.
6. catalyst according to claim 1, is characterized in that, the La series elements selected from La, Ce, Pr and
At least one in Nd.
7. catalyst according to claim 1, is characterized in that：The molecular sieve is hydrogen type molecular sieve.
8. catalyst according to claim 1, is characterized in that：The molecular sieve be ZSM-5, Beta molecular sieve,
At least one in MCM-22, ZSM-35, HMOR molecular sieve.
9. the preparation method of catalyst described in claim 1, comprises the steps：
(1) compound containing Pt, the compound containing Zn and the compound containing the La series elements are scattered in solvent；
(2) dispersion for obtaining step (1) impregnates the molecular sieve；
(3) roasting.
10. the synthetic method of ethylbenzene, with ethane and benzene as raw material, deposits in catalyst any one of claim 1～8
Ethylbenzene is obtained in lower reaction.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107282090A (en) * | 2016-04-12 | 2017-10-24 | 中国石油化工股份有限公司 | The catalyst that ethane reacts with benzene |
| CN107282100A (en) * | 2016-04-12 | 2017-10-24 | 中国石油化工股份有限公司 | The catalyst of ethane alkylated reaction |
| CN107282098A (en) * | 2016-04-12 | 2017-10-24 | 中国石油化工股份有限公司 | The catalyst reacted for ethane and benzene |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107282090A (en) * | 2016-04-12 | 2017-10-24 | 中国石油化工股份有限公司 | The catalyst that ethane reacts with benzene |
| CN107282100A (en) * | 2016-04-12 | 2017-10-24 | 中国石油化工股份有限公司 | The catalyst of ethane alkylated reaction |
| CN107282098A (en) * | 2016-04-12 | 2017-10-24 | 中国石油化工股份有限公司 | The catalyst reacted for ethane and benzene |
| CN107282098B (en) * | 2016-04-12 | 2019-01-25 | 中国石油化工股份有限公司 | The catalyst reacted for ethane with benzene |
| CN107282090B (en) * | 2016-04-12 | 2019-04-12 | 中国石油化工股份有限公司 | The catalyst that ethane is reacted with benzene |
| CN107282100B (en) * | 2016-04-12 | 2019-07-09 | 中国石油化工股份有限公司 | The catalyst of ethane alkylated reaction |
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| CN106582791B (en) | 2019-04-12 |
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