CN114105089A - Hydrogen storage material and preparation method thereof - Google Patents
Hydrogen storage material and preparation method thereof Download PDFInfo
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- CN114105089A CN114105089A CN202111406501.6A CN202111406501A CN114105089A CN 114105089 A CN114105089 A CN 114105089A CN 202111406501 A CN202111406501 A CN 202111406501A CN 114105089 A CN114105089 A CN 114105089A
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- C01B3/00—Hydrogen; Gaseous mixtures containing hydrogen; Separation of hydrogen from mixtures containing it; Purification of hydrogen
- C01B3/0005—Reversible uptake of hydrogen by an appropriate medium, i.e. based on physical or chemical sorption phenomena or on reversible chemical reactions, e.g. for hydrogen storage purposes ; Reversible gettering of hydrogen; Reversible uptake of hydrogen by electrodes
- C01B3/001—Reversible uptake of hydrogen by an appropriate medium, i.e. based on physical or chemical sorption phenomena or on reversible chemical reactions, e.g. for hydrogen storage purposes ; Reversible gettering of hydrogen; Reversible uptake of hydrogen by electrodes characterised by the uptaking medium; Treatment thereof
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- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/30—Hydrogen technology
- Y02E60/32—Hydrogen storage
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Abstract
The application discloses a hydrogen storage material and a preparation method thereof, the hydrogen storage material comprises a benzopyridine hydrogen storage carrier and a hydrogenation intermediate of the benzopyridine hydrogen storage carrier, the benzopyridine hydrogen storage carrier is at least one of benzopyridine, isobenzopyridine, x-methylbenzopyridine, y-ethylbenzopyridine, m-propylbenzopyridine, n-isopropylphenylpyridine, 2-isobutylbenzopyridine and sec-butylbenzopyridine, and the hydrogenation intermediate of the benzopyridine hydrogen storage carrier is one or more of low-hydrogen and high-hydrogen content hydrogenation intermediates of the benzopyridine hydrogen storage carrier. The liquid hydrogen storage carrier provided by the invention is liquid before and after hydrogenation and dehydrogenation reactions, has the melting point of lower than-30 ℃, has the characteristics of high boiling point and low melting point, has high hydrogen storage density, is safe and efficient to store and transport, is environment-friendly, has mature preparation method, and can be applied in large scale.
Description
Technical Field
The application relates to the technical field of hydrogen storage, in particular to a hydrogen storage material and a preparation method thereof.
Background
The hydrogen energy has the advantages of abundant hydrogen energy reserves, green and pollution-free property, renewable preparation and high energy density, thereby becoming a candidate of ideal energy. The safe and efficient storage and transportation of hydrogen is the key to the large-scale application of hydrogen energy. Currently, there are 4 main hydrogen storage technologies, including: high pressure gas hydrogen storage, low temperature liquid hydrogen storage, metal and metal compound hydrogen storage, and organic liquid hydrogen storage. These hydrogen storage technologies have certain deficiencies and do not fully meet the future hydrogen energy economy needs. Wherein, the high-pressure gaseous hydrogen storage efficiency is very low, in order to obtain the hydrogen storage amount of more than 4.5 wt.%, a pressurizing device is required to pressurize the hydrogen to more than 70MPa, and unsafe factors such as container explosion and easy hydrogen leakage exist in the transportation and use processes; the low-temperature liquid hydrogen storage technology needs to be provided with a corresponding cooling device, the temperature of the liquefied hydrogen needs to be reduced to-252 ℃ and 8 ℃, a large amount of energy needs to be consumed, and in order to maintain the low-temperature environment, energy which is equal to 30% of the mass energy of the liquid hydrogen is consumed, so that the hydrogen storage cost is very high; for metal hydride hydrogen storage, most metal hydrides have either high dehydrogenation temperature or low hydrogen storage density, and thus cannot be applied in a large scale.
One of the effective solutions to the above problem is to lower the melting point of such materials so that they are in a liquid state. Generally, the melting point of the mixture can be reduced by adding a low-melting-point solvent, however, since most of the low-melting-point solvents have low boiling points and are mostly organic small-molecule compounds, such as benzene, toluene and the like, side reactions easily occur during the hydrogenation or dehydrogenation reaction of the hydrogen storage carrier, thereby generating organic by-products and impurity gases, such as ring opening and ring breaking phenomena and CO, CH4、C2H6And the hydrogen storage carrier and the purity of hydrogen are seriously influenced, so that the fuel cell cannot normally operate due to poisoning. And the low boiling point solvent can also form steam in the reaction process to take away part of the hydrogen storage carrier, thereby causing the continuous loss of the hydrogen storage carrier. These have severely affected the use of liquid hydrogen storage carriers in the hydrogen energy field.
Therefore, there is a need to invent a high boiling point, low melting point hydrogen storage carrier system to solve the problems currently faced.
Disclosure of Invention
It is an object of the present application to overcome the above problems or to at least partially solve or mitigate the above problems.
According to one aspect of the present application, a high boiling point, low melting point hydrogen storage material is provided.
A hydrogen storage material comprises a benzopyridine hydrogen storage carrier and a hydrogenation intermediate of the benzopyridine hydrogen storage carrier, wherein the benzopyridine hydrogen storage carrier is at least one of benzopyridine, isobenzopyridine, x-methylbenzopyridine, y-ethylbenzopyridine, m-propylbenzopyridine, n-isopropylphenylpyridine, 2-isobutylbenzopyridine and sec-butylbenzopyridine, and the hydrogenation intermediate of the benzopyridine hydrogen storage carrier is one or more of low-hydrogen and high-hydrogen content hydrogenation intermediates of the benzopyridine hydrogen storage carrier.
Further, the volume percentage of the benzopyridine hydrogen storage carrier is 1-99%, and the rest is the hydrogenated intermediate of the benzopyridine hydrogen storage carrier.
Preferably, the volume percentage content of the benzopyridine hydrogen storage carrier is 1-80%; the rest content is the hydrogenated intermediate of the benzopyridine hydrogen storage carrier. The resulting hydrogen storage material has the highest boiling point and the lowest melting point.
When the benzopyridine hydrogen storage carrier is benzopyridine, the corresponding hydrogenated intermediate is at least one of 2H-benzopyridine, 4H-benzopyridine, 6H-benzopyridine, 8H-benzopyridine and 10H-benzopyridine;
when the hydrogen storage carrier of the benzopyridine is isobenzopyridine, the corresponding hydrogenated intermediate is at least one of 2H-isobenzopyridine, 4H-isobenzopyridine, 6H-isobenzopyridine, 8H-isobenzopyridine and 10H-isobenzopyridine.
When the benzopyridine hydrogen storage carrier is x-methylbenzpyridine, the corresponding hydrogenated intermediate is at least one of 2H-x-methylbenzpyridine, 4H-x-methylbenzpyridine, 6H-x-methylbenzpyridine, 8H-x-methylbenzpyridine and 10H-x-methylbenzpyridine, wherein: x is 1,2,3,4,5,6,7 or 8.
When the benzopyridine hydrogen storage carrier is y-ethylbenzopyridine, the corresponding hydrogenated intermediate is at least one of 2H-y-ethylbenzopyridine, 4H-y-ethylbenzopyridine, 6H-y-ethylbenzopyridine, 8H-y-ethylbenzopyridine and 10H-y-ethylbenzopyridine, wherein: y is 1,2,3,4,5,6,7 or 8.
When the benzopyridine hydrogen storage carrier is m-propyl benzopyridine, the corresponding hydrogenated intermediate is at least one of 2H-m-propyl benzopyridine, 4H-m-propyl benzopyridine, 6H-m-propyl benzopyridine, 8H-m-propyl benzopyridine and 10H-m-propyl benzopyridine, wherein: m is 1,2,3,4,5,6,7 or 8;
when the benzopyridine hydrogen storage carrier is n-isopropylpyridopyridine, the corresponding hydrogenation intermediate is at least one of 2H-n-isopropylpyridopyridine, 4H-n-isopropylpyridopyridine, 6H-n-isopropylpyridopyridine, 8H-n-isopropylpyridopyridine and 10H-n-isopropylpyridopyridine, wherein: n is 1,2,3,4,5,6,7 or 8;
when the benzopyridine hydrogen storage carrier is 2 isobutyl benzopyridine, the corresponding hydrogenated intermediate is at least one of 2H-2 isobutyl benzopyridine, 4H-2 isobutyl benzopyridine, 6H-2 isobutyl benzopyridine, 8H-2 isobutyl benzopyridine and 10H-2 isobutyl benzopyridine;
when the benzopyridine hydrogen storage carrier is sec-butylbenzopyridine, the corresponding hydrogenation intermediate is at least one of 2H-sec-butylbenzopyridine, 4H-sec-butylbenzopyridine, 6H-sec-butylbenzopyridine, 8H-sec-butylbenzopyridine and 10H-sec-butylbenzopyridine.
In another aspect of the present invention, there is also provided a method for preparing a hydrogen storage material, comprising the steps of:
a. placing a benzopyridine hydrogen storage carrier with the volume fraction of 1-99% in a first container, and if the benzopyridine hydrogen storage carrier is in a liquid state, not performing subsequent treatment; if the benzopyridine hydrogen storage carrier is in a solid state or a semi-solid state, heating and stirring the mixture until the mixture is molten;
b. placing the hydrogenated intermediate of the benzopyridine hydrogen storage carrier with the volume fraction of 1-99% in a second container;
c. and adding the benzopyridine hydrogen storage carrier in the first container into the second container, stirring until the benzopyridine hydrogen storage carrier is completely fused, and naturally cooling to room temperature to obtain a mixed liquid, namely the liquid hydrogen storage material at normal temperature and normal pressure.
The heating temperature is 25-70 ℃.
The liquid hydrogen storage carrier provided by the invention is a mixture of a benzopyridine hydrogen storage carrier and a hydrogenation intermediate of the benzopyridine hydrogen storage carrier. The benzopyridine hydrogen storage carrier has a high boiling point and a high hydrogen storage density, and is usually in a liquid state, a solid state or a semi-solid state, while the hydrogen-containing intermediate is usually in a liquid state and has excellent heat conductivity and a low melting point, and the benzopyridine hydrogen storage carrier and the hydrogen-containing intermediate are mixed to form a eutectic system solution with a low melting point, a high boiling point and a high hydrogen storage amount. The advantages are not only beneficial to large-scale efficient and safe storage and transportation, but also beneficial to filling and releasing of hydrogen, and no impurity gas appears in the reaction process, so that a high-purity product and hydrogen can be obtained, and the method has a large-scale application prospect. In addition, the raw materials required by the invention can be purchased from commercial sources.
Detailed Description
The present application is further illustrated by the following specific examples:
example 1
Preparing raw materials according to the following volume fractions:
50% of benzopyridine; 50% of 4H-benzopyridine;
a preparation method of a material storage hydrogen carrier comprises the following steps:
a. the method comprises the following steps of putting 50% volume fraction of benzopyridine into a first container, and heating and stirring at 50 ℃ until the benzopyridine is molten;
b. placing 50% volume fraction of 4H-benzopyridine in a second container;
c. and adding the benzopyridine in the first container into the 4H-benzopyridine in the second container, stirring until the benzopyridine is completely fused, and naturally cooling to room temperature to obtain a mixed liquid, namely the liquid hydrogen storage material at normal temperature and normal pressure.
The invention forms a novel hydrogen storage carrier material of a eutectic system by blending the benzopyridine hydrogen storage carriers with different physicochemical characteristics and high boiling point and high hydrogen storage capacity and the hydrogenated intermediate of the benzopyridine hydrogen storage carriers with low melting point, thereby improving the boiling point and the adsorption and desorption dynamic performance on the basis of keeping high hydrogen storage capacity and low melting point, solving the problems of safe and efficient storage and transportation of hydrogen on one hand and solving the problem that the traditional liquid hydrogen storage material cannot have the advantages of high hydrogen storage capacity, high melting point, low boiling point and the like on the other hand.
Example 2
Preparing raw materials according to the following volume fractions:
5% of isobenzopyridine; 15% of 3-methylbenzopyridine; 20% of 6H-isobenzopyridine; 30% of 2H-3-methylbenzopyridine; 30% of 4H-3-methylbenzopyridine;
a method of making a hydrogen storage material comprising the steps of:
a. placing 5% of isobenzopyridine and 15% of 3-methylbenzopyridine in volume fraction in a first container, and heating and stirring at 25 ℃ until the isobenzopyridine and the 3-methylbenzopyridine are molten;
b. placing 50 volume percent of 6H-isobenzopyridine, 30 volume percent of 2H-3-methylbenzopyridine and 30 volume percent of 4H-3-methylbenzopyridine in a second container;
c. adding the isobenzopyridine and the 3-methylbenzopyridine in the first container into the 6H-isobenzopyridine, the 2H-3-methylbenzopyridine and the 4H-3-methylbenzopyridine in the second container, stirring until the isobenzopyridine and the 3-methylbenzopyridine are completely fused, and naturally cooling to room temperature to obtain a mixed liquid, namely the liquid hydrogen storage material at normal temperature and normal pressure.
Example 3
Preparing raw materials according to the following volume fractions:
10% of 5-isopropylpyridopyridine; 20% of 2-isobutyl benzopyridine; sec-butylbenzopyridine 10%; 10% of 10H-5-isopropylpyridopyridine; 30% of 2H-2 isobutyl benzopyridine; 20% of 6H-sec-butylbenzopyridine;
a method of making a hydrogen storage material comprising the steps of:
a. placing 5-isopropylbenzopyridine with volume fraction of 50%, 2-isobutylbenzopyridine with volume fraction of 10% and sec-butylbenzopyridine into a first container, and heating and stirring at 70 ℃ until the mixture is molten;
b. placing 10% by volume of 10H-5-isopropylphenylpyridine, 30% by volume of 2H-2 isobutylbenzopyridine and 20% by volume of 6H-sec-butylbenzopyridine in a second container;
c. adding 5-isopropylphenylpyridine, 2-isobutylbenzopyridine and sec-butylbenzopyridine in a first container into 10H-5-isopropylphenylpyridine, 2H-2-isobutylbenzopyridine and 6H-sec-butylbenzopyridine in a second container, stirring until the two are completely fused, and naturally cooling to room temperature to obtain a mixed liquid, namely the liquid hydrogen storage material at normal temperature and normal pressure.
Examples 4 to 8
Preparing raw materials according to the volume fractions in table 1;
the preparation method is the same as example 1.
TABLE 1 batch composition of Hydrogen storage Material for each example
The liquid hydrogen storage material provided by the invention is liquid before and after hydrogenation and dehydrogenation reactions, has the melting point of lower than-30 ℃, has the characteristics of high boiling point and low melting point, has high hydrogen storage density, is safe and efficient to store and transport, is environment-friendly, has mature preparation method, and can be applied in large scale.
The invention can obtain the high-efficiency liquid hydrogen storage carrier material with low melting point and high boiling point by reasonably selecting the benzopyridine hydrogen storage carrier, the hydrogenated intermediate of the benzopyridine hydrogen storage carrier and the proportion of the two parts. A eutectic system formed between different benzopyridine hydrogen storage carriers and hydrogenation intermediates of the benzopyridine hydrogen storage carriers can bring a series of excellent physical and chemical characteristics, such as high hydrogen storage density, low melting point and high boiling point, and has no side reaction in the hydrogenation or dehydrogenation reaction process, so that the obtained hydrogen has high purity.
It is to be noted that, unless otherwise specified, technical or scientific terms used herein shall have the ordinary meaning as understood by those skilled in the art to which this application belongs.
The above description is only for the preferred embodiment of the present application, but the scope of the present application is not limited thereto, and any changes or substitutions that can be easily conceived by those skilled in the art within the technical scope of the present application should be covered within the scope of the present application. Therefore, the protection scope of the present application shall be subject to the protection scope of the claims.
Claims (10)
1. A hydrogen storage material, characterized by: the hydrogenation intermediate of the benzopyridine hydrogen storage carrier is one or more of low-hydrogen and high-hydrogen content hydrogenation intermediates of the benzopyridine hydrogen storage carrier.
2. A hydrogen storage material as claimed in claim 1, wherein: according to the volume percentage, the volume percentage of the benzopyridine hydrogen storage carrier is 1-99%, and the rest is the hydrogenated intermediate of the benzopyridine hydrogen storage carrier.
3. A hydrogen storage material according to claim 1 or 2, characterized in that:
the volume percentage content of the benzopyridine hydrogen storage carrier is 1-80%; when the benzopyridine hydrogen storage carrier is benzopyridine, the corresponding hydrogenated intermediate is at least one of 2H-benzopyridine, 4H-benzopyridine, 6H-benzopyridine, 8H-benzopyridine and 10H-benzopyridine.
4. A hydrogen storage material according to claim 3, characterized in that:
when the hydrogen storage carrier of the benzopyridine is isobenzopyridine, the corresponding hydrogenated intermediate is at least one of 2H-isobenzopyridine, 4H-isobenzopyridine, 6H-isobenzopyridine, 8H-isobenzopyridine and 10H-isobenzopyridine.
5. A hydrogen storage material according to claim 4, characterized in that:
when the benzopyridine hydrogen storage carrier is x-methylbenzpyridine, the corresponding hydrogenated intermediate is at least one of 2H-x-methylbenzpyridine, 4H-x-methylbenzpyridine, 6H-x-methylbenzpyridine, 8H-x-methylbenzpyridine and 10H-x-methylbenzpyridine, wherein: x is 1,2,3,4,5,6,7 or 8.
6. A hydrogen storage material according to claim 5, characterized in that:
when the benzopyridine hydrogen storage carrier is y-ethylbenzopyridine, the corresponding hydrogenated intermediate is at least one of 2H-y-ethylbenzopyridine, 4H-y-ethylbenzopyridine, 6H-y-ethylbenzopyridine, 8H-y-ethylbenzopyridine and 10H-y-ethylbenzopyridine, wherein: y is 1,2,3,4,5,6,7 or 8.
7. A hydrogen storage material according to claim 6, characterized in that:
when the benzopyridine hydrogen storage carrier is m-propyl benzopyridine, the corresponding hydrogenated intermediate is at least one of 2H-m-propyl benzopyridine, 4H-m-propyl benzopyridine, 6H-m-propyl benzopyridine, 8H-m-propyl benzopyridine and 10H-m-propyl benzopyridine, wherein: m is 1,2,3,4,5,6,7 or 8.
8. A hydrogen storage material according to claim 7, characterized in that:
when the benzopyridine hydrogen storage carrier is n-isopropylpyridopyridine, the corresponding hydrogenation intermediate is at least one of 2H-n-isopropylpyridopyridine, 4H-n-isopropylpyridopyridine, 6H-n-isopropylpyridopyridine, 8H-n-isopropylpyridopyridine and 10H-n-isopropylpyridopyridine, wherein: n is 1,2,3,4,5,6,7 or 8;
when the benzopyridine hydrogen storage carrier is 2 isobutyl benzopyridine, the corresponding hydrogenated intermediate is at least one of 2H-2 isobutyl benzopyridine, 4H-2 isobutyl benzopyridine, 6H-2 isobutyl benzopyridine, 8H-2 isobutyl benzopyridine and 10H-2 isobutyl benzopyridine;
when the benzopyridine hydrogen storage carrier is sec-butylbenzopyridine, the corresponding hydrogenation intermediate is at least one of 2H-sec-butylbenzopyridine, 4H-sec-butylbenzopyridine, 6H-sec-butylbenzopyridine, 8H-sec-butylbenzopyridine and 10H-sec-butylbenzopyridine.
9. A method of producing a hydrogen storage material according to any one of claims 1 to 8, comprising the steps of:
a. placing a benzopyridine hydrogen storage carrier with the volume fraction of 1-99% in a first container, and if the benzopyridine hydrogen storage carrier is in a liquid state, not performing subsequent treatment; if the benzopyridine hydrogen storage carrier is in a solid state or a semi-solid state, heating and stirring the mixture until the mixture is molten;
b. placing the hydrogenated intermediate of the benzopyridine hydrogen storage carrier with the volume fraction of 1-99% in a second container;
c. and adding the benzopyridine hydrogen storage carrier in the first container into the second container, stirring until the benzopyridine hydrogen storage carrier is completely fused, and naturally cooling to room temperature to obtain a mixed liquid, namely the liquid hydrogen storage material at normal temperature and normal pressure.
10. The method according to claim 9, wherein the heating temperature is 25 to 70 ℃.
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Citations (4)
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|---|---|---|---|---|
| CN108440406A (en) * | 2018-02-27 | 2018-08-24 | 中国地质大学（武汉） | A kind of preparation of perhydrogenating hydrogen storage molecule and method of dehydrogenating |
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| CN113200515A (en) * | 2021-04-19 | 2021-08-03 | 有研工程技术研究院有限公司 | Hydrogen slurry material for storing and transporting hydrogen at normal temperature and normal pressure and hydrogen storage method |
| CN113336189A (en) * | 2021-07-16 | 2021-09-03 | 西安海望能源科技有限公司 | Liquid hydrogen storage material and preparation method thereof |
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- 2021-11-24 CN CN202111406501.6A patent/CN114105089A/en active Pending
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| CN108440406A (en) * | 2018-02-27 | 2018-08-24 | 中国地质大学（武汉） | A kind of preparation of perhydrogenating hydrogen storage molecule and method of dehydrogenating |
| CN111943134A (en) * | 2019-05-17 | 2020-11-17 | 中国科学院理化技术研究所 | Room-temperature dehydrogenation reaction system of photocatalytic organic liquid hydrogen storage material and preparation method and application thereof |
| CN113200515A (en) * | 2021-04-19 | 2021-08-03 | 有研工程技术研究院有限公司 | Hydrogen slurry material for storing and transporting hydrogen at normal temperature and normal pressure and hydrogen storage method |
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