JP2013111550A - Material selectively absorbing carbon dioxide - Google Patents

Material selectively absorbing carbon dioxide Download PDF

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JP2013111550A
JP2013111550A JP2011261700A JP2011261700A JP2013111550A JP 2013111550 A JP2013111550 A JP 2013111550A JP 2011261700 A JP2011261700 A JP 2011261700A JP 2011261700 A JP2011261700 A JP 2011261700A JP 2013111550 A JP2013111550 A JP 2013111550A
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carbon dioxide
group
absorbent
dioxide absorbent
butyl group
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JP5693435B2 (en
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Hiroaki Matsuyoshi
弘明 松好
Hiroichi Sasaki
博一 佐々木
Toshimi Fukui
俊巳 福井
Rumi Shinagawa
留美 品川
Hideki Kawasaki
秀樹 川崎
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Osaka Gas Co Ltd
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    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/20Air quality improvement or preservation, e.g. vehicle emission control or emission reduction by using catalytic converters
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02CCAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
    • Y02C20/00Capture or disposal of greenhouse gases
    • Y02C20/40Capture or disposal of greenhouse gases of CO2

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Abstract

PROBLEM TO BE SOLVED: To provide a physical absorption agent with high carbon dioxide absorption performance at a low cost, and to provide a method for separating, absorbing and storing carbon dioxide using the same.SOLUTION: The material is a carbon dioxide absorption agent that absorbs carbon dioxide from carbon dioxide or gas containing carbon dioxide and that is expressed by general formula (1): R-O-CHCHR-O-COR. In the formula, R-Rare identical or different, and Ris a hydrogen atom or an alkyl group of 1-4 carbons, and Rand Rare an alkyl group of 1-4 carbons.

Description

本発明は、火力発電所、セメント工場、鉄鋼工場、化学工場、自動車等から排出されるガス、又は空気等のガス中に含まれる二酸化炭素を選択的に吸収するための新規な材料に関する。   The present invention relates to a novel material for selectively absorbing carbon dioxide contained in a gas discharged from a thermal power plant, a cement factory, a steel factory, a chemical factory, an automobile or the like, or a gas such as air.

近年、二酸化炭素の排出に伴う地球温暖化問題を解決するために、火力発電所、セメント工場、鉄鋼工場、化学工場、自動車等の二酸化炭素の発生源から、二酸化炭素を選択的に分離・回収・貯蔵する技術が望まれている。このような技術としては、化学吸収法、物理吸収法、膜分離法、吸着法等が挙げられる。   In recent years, in order to solve global warming problems associated with carbon dioxide emissions, carbon dioxide is selectively separated and recovered from carbon dioxide sources such as thermal power plants, cement factories, steel factories, chemical factories and automobiles.・ Storage technology is desired. Such techniques include chemical absorption methods, physical absorption methods, membrane separation methods, adsorption methods and the like.

これらのなかでも、物理吸収法は、二酸化炭素を含む排気ガス等に圧力を加えて、吸収液に二酸化炭素を選択的に吸収させる手法である。一般に排気ガス中の二酸化炭素の分圧に比例して吸収量が増加し、高圧状態にするための圧縮エネルギーが必要であるが、吸収されたガスは室温で圧力操作のみで容易に二酸化炭素を分離・回収できる。そのため、アミン等のアルカリ溶液を用いる化学吸収法等と比較すると、再生エネルギーが不要で、消費エネルギーの低減が可能である。   Among these, the physical absorption method is a method in which pressure is applied to exhaust gas containing carbon dioxide and the carbon dioxide is selectively absorbed by the absorption liquid. In general, the amount of absorption increases in proportion to the partial pressure of carbon dioxide in the exhaust gas, and compression energy is required to bring it to a high pressure state. Separation and recovery are possible. Therefore, compared with a chemical absorption method using an alkali solution such as amine, regeneration energy is unnecessary, and energy consumption can be reduced.

物理吸収法による吸収剤としては、例えば、ポリエチレングリコール、イオン液体(特許文献1)等が知られている。   As an absorbent by the physical absorption method, for example, polyethylene glycol, ionic liquid (Patent Document 1) and the like are known.

特開2008−296211号公報JP 2008-296211 A

従来の物理吸収による二酸化炭素吸収剤であるメタノールやポリエチレングリコールは、二酸化炭素の吸収量が充分ではない。また、特許文献1の実施例において使用されているイオン液体である1−ブチル−3−メチルイミダゾリウム・トリフルオロメタンスルホニルイミドは、試薬ベースでも25mlで3万円程度と著しく高価である。 また、このイオン液体は、ポリエチレングリコールと比較すると二酸化炭素吸収量が若干高いが、その吸収量は充分ではなく、コストに見合うだけの吸収能力があるとは言い難い。   Methanol and polyethylene glycol, which are carbon dioxide absorbents based on conventional physical absorption, do not have sufficient carbon dioxide absorption. Further, 1-butyl-3-methylimidazolium trifluoromethanesulfonylimide, which is an ionic liquid used in the examples of Patent Document 1, is remarkably expensive at about 30,000 yen in 25 ml even in a reagent base. In addition, this ionic liquid has a slightly higher carbon dioxide absorption than polyethylene glycol, but the absorption is not sufficient and it is difficult to say that it has an absorption capacity commensurate with the cost.

これらの理由から、安価で、且つ、充分な二酸化炭素吸収能力を有する物理吸収剤を提供すること、また、それを用いた二酸化炭素の分離・吸収・貯蔵方法を提供することを本発明の目的とする。   For these reasons, it is an object of the present invention to provide a physical absorbent that is inexpensive and has sufficient carbon dioxide absorption capability, and to provide a method for separating, absorbing, and storing carbon dioxide using the physical absorbent. And

本発明者らは、鋭意研究を重ねた結果、吸収剤として、安価に入手可能な特定の化合物を用いれば、二酸化炭素をより効率的に吸収することができることを見出した。本発明は、このような知見に基づき、さらに研究を重ね、完成したものである。すなわち、本発明は、以下の構成を包含する。
項1.二酸化炭素、又は二酸化炭素を含有するガスから二酸化炭素を吸収する材料であって、
一般式(1):
−O−CHCHR−O−COR
[式中、R〜Rは同じか又は異なり、Rは水素原子又は炭素数1〜4のアルキル基;R及びRは炭素数1〜4のアルキル基である]
で示される、二酸化炭素吸収剤。
項2.前記一般式(1)において、Rは、水素原子、メチル基、エチル基、n−プロピル基、i−プロピル基、n−ブチル基、i−ブチル基又はt−ブチル基である、項1に記載の二酸化炭素吸収剤。
項3.前記一般式(1)において、Rは、メチル基、エチル基、n−プロピル基、i−プロピル基、n−ブチル基、i−ブチル基又はt−ブチル基である、項1又は2に記載の二酸化炭素吸収剤。
項4.前記一般式(1)において、Rは、メチル基、エチル基、n−プロピル基、i−プロピル基、n−ブチル基、i−ブチル基又はt−ブチル基である、項1〜3のいずれかに記載の二酸化炭素吸収剤。
項5.プロピレングリコールモノメチルエーテルアセテートである、項1〜4のいずれかに記載の二酸化炭素吸収剤。
項6.項1〜5のいずれかに記載の二酸化炭素吸収剤を含有する、二酸化炭素吸収液。
項7.項1〜5のいずれかに記載の二酸化炭素吸収剤、又は項6に記載の二酸化炭素吸収液を用いる、二酸化炭素の分離・回収・貯蔵方法。
項8.二酸化炭素、又は二酸化炭素を含有するガスと、前記二酸化炭素吸収剤とを接触させる工程を備える、項7に記載の方法。
項9.前記接触工程における圧力が、大気圧以上の加圧条件である、項8に記載の方法。
項10.前記接触工程における温度が、0〜100℃である、項8又は9に記載の方法。
項11.前記接触工程を繰り返す、項8〜10のいずれかに記載の方法。
As a result of intensive studies, the present inventors have found that carbon dioxide can be absorbed more efficiently if a specific compound available at a low cost is used as the absorbent. The present invention has been completed by further research based on such knowledge. That is, the present invention includes the following configurations.
Item 1. A material that absorbs carbon dioxide from carbon dioxide or a gas containing carbon dioxide,
General formula (1):
R 1 —O—CH 2 CHR 2 —O—COR 3
[Wherein R 1 to R 3 are the same or different, R 1 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R 2 and R 3 are alkyl groups having 1 to 4 carbon atoms]
A carbon dioxide absorbent indicated by
Item 2. In the general formula (1), R 1 is a hydrogen atom, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, or a t-butyl group. Carbon dioxide absorbent as described in 1.
Item 3. In the general formula (1), R 2 is a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, or a t-butyl group. The carbon dioxide absorbent as described.
Item 4. In the general formula (1), R 3 is a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, or a t-butyl group, The carbon dioxide absorbent according to any one of the above.
Item 5. Item 5. The carbon dioxide absorbent according to any one of Items 1 to 4, which is propylene glycol monomethyl ether acetate.
Item 6. Item 6. A carbon dioxide absorbent containing the carbon dioxide absorbent according to any one of Items 1 to 5.
Item 7. Item 7. A method for separating, collecting, and storing carbon dioxide using the carbon dioxide absorbent according to any one of Items 1 to 5 or the carbon dioxide absorbent according to Item 6.
Item 8. Item 8. The method according to Item 7, comprising a step of bringing carbon dioxide or a gas containing carbon dioxide into contact with the carbon dioxide absorbent.
Item 9. Item 9. The method according to Item 8, wherein the pressure in the contacting step is a pressurizing condition of atmospheric pressure or higher.
Item 10. Item 10. The method according to Item 8 or 9, wherein the temperature in the contacting step is 0 to 100 ° C.
Item 11. Item 11. The method according to any one of Items 8 to 10, wherein the contact step is repeated.

本発明の吸収剤を二酸化炭素の物理吸収に用いれば、低コストでかつ、効率的に二酸化炭素を分離・回収・貯蔵することができる。   If the absorbent of the present invention is used for physical absorption of carbon dioxide, carbon dioxide can be efficiently separated, recovered and stored at low cost.

1.二酸化炭素吸収剤
本発明の二酸化炭素吸収剤は、一般式(1):
−O−CHCHR−O−COR
[式中、R〜Rは同じか又は異なり、Rは水素原子又は炭素数1〜4のアルキル基;R及びRは炭素数1〜4のアルキル基である]
で示されるものである。
1. Carbon dioxide absorbent The carbon dioxide absorbent of the present invention has the general formula (1):
R 1 —O—CH 2 CHR 2 —O—COR 3
[Wherein R 1 to R 3 are the same or different, R 1 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R 2 and R 3 are alkyl groups having 1 to 4 carbon atoms]
It is shown by.

一般式(1)において、Rは、水素原子又は炭素数1〜4のアルキル基、好ましくは炭素数1〜4のアルキル基である。具体的には、水素原子、メチル基、エチル基、n−プロピル基、i−プロピル基、n−ブチル基、i−ブチル基、t−ブチル基等が好ましく、メチル基又はエチル基がより好ましい。 In the general formula (1), R 1 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, preferably an alkyl group having 1 to 4 carbon atoms. Specifically, a hydrogen atom, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, a t-butyl group, and the like are preferable, and a methyl group or an ethyl group is more preferable. .

一般式(1)において、R及びRは、メチル基、エチル基、n−プロピル基、i−プロピル基、n−ブチル基、i−ブチル基、t−ブチル基等が好ましく、メチル基、エチル基がより好ましい。 In the general formula (1), R 2 and R 3 are preferably a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, a t-butyl group, or the like. An ethyl group is more preferable.

なお、R〜Rは、それぞれ同じであってもよいし、異なっていてもよい。 R 1 to R 3 may be the same or different from each other.

このような二酸化炭素吸収剤としては、具体的には、プロピレングリコールモノメチルエーテルアセテート、プロピレングリコールモノエチルエーテルアセテート、プロピレングリコールモノメチルエーテルプロピオネート、プロピレングリコールモノエチルエーテルプロピオネート等が挙げられる。   Specific examples of such a carbon dioxide absorbent include propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monomethyl ether propionate, propylene glycol monoethyl ether propionate, and the like.

これらの二酸化炭素吸収剤は、安価であり、二酸化炭素吸収能が高い。特に、R、R及びRが全てメチル基であるプロピレングリコールモノメチルエーテルアセテート(PGMEA)は、特に二酸化炭素吸収能が高い。また、例えば、プロピレングリコールモノメチルエーテルアセテート(PGMEA)は試薬ベースでは500mlで2500円程度、ドラム缶190kgでの価格は220円/kg程度と大変安価である。前述したイオン液体である、1−ブチル−3−メチルイミダゾリウム・トリフルオロメタンスルホニルイミドは試薬ベースでは25mlで3万円程度であるので、試薬ベースで比較すると、実に240分の1の低価格である。また、プロピレングリコールモノメチルエーテルアセテート(PGMEA)は低揮発性、低毒性といった利点も有している。 These carbon dioxide absorbents are inexpensive and have a high carbon dioxide absorption capacity. In particular, propylene glycol monomethyl ether acetate (PGMEA) in which R 1 , R 2, and R 3 are all methyl groups has particularly high carbon dioxide absorption ability. In addition, for example, propylene glycol monomethyl ether acetate (PGMEA) is very inexpensive at a reagent base of about 2500 yen for 500 ml and a price of about 220 yen / kg for a drum can of 190 kg. 1-Butyl-3-methylimidazolium trifluoromethanesulfonylimide, which is the ionic liquid described above, is about 30,000 yen in 25 ml of reagent base. is there. Propylene glycol monomethyl ether acetate (PGMEA) also has advantages such as low volatility and low toxicity.

2.二酸化炭素吸収液
本発明の二酸化炭素吸収液は、上記の二酸化炭素吸収剤を含有するものである。なお、本発明の二酸化炭素吸収液は、上記の二酸化炭素吸収剤のうち、1種のみを含んでいてもよいし、2種以上を含んでいてもよい。
2. Carbon dioxide absorbent The carbon dioxide absorbent of the present invention contains the carbon dioxide absorbent described above. In addition, the carbon dioxide absorption liquid of this invention may contain only 1 type among said carbon dioxide absorbent, and may contain 2 or more types.

また、本発明の二酸化炭素吸収剤以外の二酸化炭素吸収剤、例えば、メタノール、ポリエチレングリコール等を含んでいてもよい。   Further, a carbon dioxide absorbent other than the carbon dioxide absorbent of the present invention, for example, methanol, polyethylene glycol and the like may be contained.

他にも、本発明の二酸化炭素吸収液には、水分を除去するための乾燥剤(硫酸マグネシウム、モレキュラーシーブス等)を含ませてもよい。   In addition, the carbon dioxide absorbing liquid of the present invention may contain a desiccant (magnesium sulfate, molecular sieves, etc.) for removing moisture.

ただし、二酸化炭素吸収能力を考慮すると、本発明の二酸化炭素吸収液中の本発明の二酸化炭素吸収剤の含有量は、吸収液全体の80重量%以上が好ましい。   However, considering the carbon dioxide absorption capacity, the content of the carbon dioxide absorbent of the present invention in the carbon dioxide absorbent of the present invention is preferably 80% by weight or more of the entire absorbent.

3.二酸化炭素の分離・回収・貯蔵方法
本発明の二酸化炭素の分離・回収・貯蔵方法においては、本発明の二酸化炭素吸収剤を用いて、二酸化炭素の分離・回収・貯蔵を行う。
3. Carbon dioxide separation, recovery and storage method In the carbon dioxide separation, recovery and storage method of the present invention, carbon dioxide is separated, recovered and stored using the carbon dioxide absorbent of the present invention.

具体的には、
二酸化炭素、又は二酸化炭素を含有するガスと、本発明の二酸化炭素吸収剤又は二酸化炭素吸収液とを接触させる工程(接触工程)
を備える方法を用いて、二酸化炭素の分離・回収・貯蔵を行う。
In particular,
A step of contacting carbon dioxide or a gas containing carbon dioxide with the carbon dioxide absorbent or carbon dioxide absorbing liquid of the present invention (contact step)
Carbon dioxide is separated, recovered and stored using a method comprising:

二酸化炭素、又は二酸化炭素を含有するガスと、本発明の二酸化炭素吸収剤又は二酸化炭素吸収液とを接触させる際には、より効率的に二酸化炭素を吸収させる観点から、圧力は、大気圧以上の加圧条件、特に1〜20MPaとすることが好ましい。   When carbon dioxide or a gas containing carbon dioxide is brought into contact with the carbon dioxide absorbent or carbon dioxide absorbent of the present invention, the pressure is higher than atmospheric pressure from the viewpoint of more efficiently absorbing carbon dioxide. It is preferable that the pressure condition is 1 to 20 MPa.

また、二酸化炭素、又は二酸化炭素を含有するガスと、本発明の二酸化炭素吸収剤又は二酸化炭素吸収液とを接触させる際には、温度は、0〜100℃、特に10〜40℃とすることが好ましい。   Moreover, when making carbon dioxide or the gas containing carbon dioxide and the carbon dioxide absorbent or carbon dioxide absorption liquid of this invention contact, temperature shall be 0-100 degreeC, especially 10-40 degreeC. Is preferred.

接触させる二酸化炭素、又は二酸化炭素を含有するガスとしては、二酸化炭素を含有していれば特に制限されない。ただし、二酸化炭素吸収能を考慮し、二酸化炭素を、容量比で5%以上、特に10%以上含むものが好ましい。上限値は特に制限はなく、二酸化炭素含有量が容量比で100%でもよい。   The carbon dioxide to be contacted or the gas containing carbon dioxide is not particularly limited as long as it contains carbon dioxide. However, in consideration of carbon dioxide absorption ability, carbon dioxide is preferably contained in a volume ratio of 5% or more, particularly 10% or more. The upper limit is not particularly limited, and the carbon dioxide content may be 100% by volume.

なお、二酸化炭素を含有するガスとしては、二酸化炭素以外に、窒素、酸素、硫黄酸化物(SOx)、窒素酸化物(NOx)等を含むものが好ましく使用できる。   As the gas containing carbon dioxide, in addition to carbon dioxide, a gas containing nitrogen, oxygen, sulfur oxide (SOx), nitrogen oxide (NOx), or the like can be preferably used.

二酸化炭素、又は二酸化炭素を含有するガスと、本発明の二酸化炭素吸収剤又は二酸化炭素吸収液とを接触させて二酸化炭素を吸収させる方法は、詳細には、例えば、二酸化炭素、又は二酸化炭素を含有するガス(排気ガス等)を、本発明の二酸化炭素吸収剤又は二酸化炭素吸収液を投入した容器に導入して接触させ、二酸化炭素を本発明の二酸化炭素吸収剤又は二酸化炭素吸収液に吸収させる。これにより、二酸化炭素を選択的に二酸化炭素吸収剤又は二酸化炭素吸収液中に吸収させ、二酸化炭素以外のガスを排出すればよい。   The method of bringing carbon dioxide or a gas containing carbon dioxide into contact with the carbon dioxide absorbent or the carbon dioxide absorbing liquid of the present invention to absorb carbon dioxide is specifically described in, for example, carbon dioxide or carbon dioxide. The contained gas (exhaust gas, etc.) is introduced into and contacted with the container filled with the carbon dioxide absorbent or carbon dioxide absorbent of the present invention, and carbon dioxide is absorbed into the carbon dioxide absorbent or carbon dioxide absorbent of the present invention. Let Thereby, carbon dioxide may be selectively absorbed into the carbon dioxide absorbent or the carbon dioxide absorbent, and gases other than carbon dioxide may be discharged.

この接触工程を複数回繰り返すことにより、より確実に二酸化炭素を分離することができる。   By repeating this contact step a plurality of times, carbon dioxide can be more reliably separated.

なお、本発明の二酸化炭素吸収剤を使用する場合は、この二酸化炭素吸収剤としては、液体のものを使用することが好ましい。   In addition, when using the carbon dioxide absorbent of this invention, it is preferable to use a liquid thing as this carbon dioxide absorbent.

また、二酸化炭素を吸収させた本発明の二酸化炭素吸収剤又は二酸化炭素吸収液は、圧力操作により、二酸化炭素のみを回収し、別の容器等に貯蔵することが可能である。この圧力操作により二酸化炭素を排出した二酸化炭素吸収剤又は二酸化炭素吸収液は再利用することも可能である。   The carbon dioxide absorbent or carbon dioxide absorbent of the present invention that has absorbed carbon dioxide can recover only carbon dioxide by pressure operation and store it in another container or the like. The carbon dioxide absorbent or carbon dioxide absorbent that has discharged carbon dioxide by this pressure operation can be reused.

実施例に基づいて、本発明を具体的に説明するが、本発明は、これらのみに限定されるものではない。   The present invention will be specifically described based on examples, but the present invention is not limited to these examples.

[加圧下での二酸化炭素吸収量の測定]
二酸化炭素吸収剤(二酸化炭素吸収液)として、1−ブチル−3−メチルイミダゾリウム・トリフルオロメタンスルホニルイミドを使用した場合(比較例)は、大気中で10mlサンプル管に吸収剤4gを秤量し、デシケータに入れ、100℃で1時間の減圧乾燥を行い、水分及び溶存ガスを除り除いた後、室温まで自然冷却した。
[Measurement of carbon dioxide absorption under pressure]
When 1-butyl-3-methylimidazolium trifluoromethanesulfonylimide is used as a carbon dioxide absorbent (carbon dioxide absorbent) (comparative example), 4 g of absorbent is weighed into a 10 ml sample tube in the atmosphere, It put into the desiccator, and it dried under reduced pressure at 100 degreeC for 1 hour, removed the water | moisture content and dissolved gas, and naturally cooled to room temperature.

また、本発明の二酸化炭素吸収剤として、プロピレングリコールモノメチルエーテルアセテート(PGMEA)を使用した場合(実施例)は、あらかじめ乾燥剤を入れて乾燥させた吸収剤4gを、大気中で10mlサンプル管に秤量した。   Further, when propylene glycol monomethyl ether acetate (PGMEA) is used as the carbon dioxide absorbent of the present invention (Example), 4 g of the absorbent that has been dried by adding a desiccant in advance to a 10 ml sample tube in the atmosphere. Weighed.

上記の方法で、二酸化炭素吸収剤を入れたサンプル管内に磁気撹拌子を入れ、当該サンプル管を圧力容器に設置し、混合ガス(二酸化炭素:窒素=15:85(容量比))を所定の圧力まで封入し、所定の温度で30分間磁気撹拌を行った。ガスを採取してガスクロマトグラフ(Agilent製Micro GC 3000A;TCD検出器)により、二酸化炭素、窒素及び酸素の分析を行った。   In the above method, a magnetic stirrer is placed in a sample tube containing a carbon dioxide absorbent, the sample tube is placed in a pressure vessel, and a mixed gas (carbon dioxide: nitrogen = 15: 85 (volume ratio)) is given in a predetermined manner. It was sealed up to a pressure and magnetic stirring was performed at a predetermined temperature for 30 minutes. The gas was collected and analyzed for carbon dioxide, nitrogen, and oxygen using a gas chromatograph (Agilent's Micro GC 3000A; TCD detector).

実施例1
二酸化炭素吸収剤として、プロピレングリコールモノメチルエーテルアセテート(PGMEA)を使用し、混合ガス(二酸化炭素:窒素=15:85(容量比))の封入圧力2MPa、温度25℃にて二酸化炭素の吸収量測定を行った。吸収剤1gあたりの二酸化炭素の吸収量は8.08mlであった。
Example 1
Using propylene glycol monomethyl ether acetate (PGMEA) as a carbon dioxide absorbent, measuring the amount of carbon dioxide absorbed at a sealed gas pressure of 2 MPa and a temperature of 25 ° C. in a mixed gas (carbon dioxide: nitrogen = 15: 85 (volume ratio)) Went. The amount of carbon dioxide absorbed per gram of absorbent was 8.08 ml.

実施例2
二酸化炭素吸収剤として、プロピレングリコールモノメチルエーテルアセテート(PGMEA)を使用し、混合ガス(二酸化炭素:窒素=15:85(容量比))の封入圧力6MPa、温度25℃にて二酸化炭素の吸収量測定を行った。吸収剤1gあたりの二酸化炭素の吸収量は26.42mlであった。
Example 2
Using propylene glycol monomethyl ether acetate (PGMEA) as a carbon dioxide absorbent, measuring the amount of carbon dioxide absorbed at a sealed gas pressure of 6 MPa and a temperature of 25 ° C. in a mixed gas (carbon dioxide: nitrogen = 15: 85 (volume ratio)) Went. The amount of carbon dioxide absorbed per gram of absorbent was 26.42 ml.

比較例1
二酸化炭素吸収剤として、1−ブチル−3−メチルイミダゾリウム・トリフルオロメタンスルホニルイミドを使用し、混合ガス(二酸化炭素:窒素=15:85(容量比))の封入圧力2MPa、温度25℃にて二酸化炭素の吸収量測定を行った。吸収剤1gあたりの二酸化炭素の吸収量は5.04mlであった。
Comparative Example 1
As a carbon dioxide absorbent, 1-butyl-3-methylimidazolium trifluoromethanesulfonylimide is used, and a mixed gas (carbon dioxide: nitrogen = 15: 85 (volume ratio)) is filled at a pressure of 2 MPa and a temperature of 25 ° C. The amount of carbon dioxide absorbed was measured. The amount of carbon dioxide absorbed per gram of absorbent was 5.04 ml.

比較例2
二酸化炭素吸収剤として、1−ブチル−3−メチルイミダゾリウム・トリフルオロメタンスルホニルイミドを使用し、混合ガス(二酸化炭素:窒素=15:85(容量比))の封入圧力6MPa、温度25℃にて二酸化炭素の吸収量測定を行った。吸収剤1gあたりの二酸化炭素の吸収量は19.35mlであった。
Comparative Example 2
As a carbon dioxide absorbent, 1-butyl-3-methylimidazolium trifluoromethanesulfonylimide is used, and a mixed gas (carbon dioxide: nitrogen = 15: 85 (capacity ratio)) at a sealed pressure of 6 MPa and a temperature of 25 ° C. The amount of carbon dioxide absorbed was measured. The amount of carbon dioxide absorbed per gram of absorbent was 19.35 ml.

Claims (11)

二酸化炭素、又は二酸化炭素を含有するガスから二酸化炭素を吸収する材料であって、
一般式(1):
−O−CHCHR−O−COR
[式中、R〜Rは同じか又は異なり、Rは水素原子又は炭素数1〜4のアルキル基;R及びRは炭素数1〜4のアルキル基である]
で示される、二酸化炭素吸収剤。
A material that absorbs carbon dioxide from carbon dioxide or a gas containing carbon dioxide,
General formula (1):
R 1 —O—CH 2 CHR 2 —O—COR 3
[Wherein R 1 to R 3 are the same or different, R 1 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R 2 and R 3 are alkyl groups having 1 to 4 carbon atoms]
A carbon dioxide absorbent indicated by
前記一般式(1)において、Rは、水素原子、メチル基、エチル基、n−プロピル基、i−プロピル基、n−ブチル基、i−ブチル基又はt−ブチル基である、請求項1に記載の二酸化炭素吸収剤。 In the general formula (1), R 1 is a hydrogen atom, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, or a t-butyl group. 2. The carbon dioxide absorbent according to 1. 前記一般式(1)において、Rは、メチル基、エチル基、n−プロピル基、i−プロピル基、n−ブチル基、i−ブチル基又はt−ブチル基である、請求項1又は2に記載の二酸化炭素吸収剤。 In the general formula (1), R 2 is a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, or a t-butyl group. Carbon dioxide absorbent as described in 1. 前記一般式(1)において、Rは、メチル基、エチル基、n−プロピル基、i−プロピル基、n−ブチル基、i−ブチル基又はt−ブチル基である、請求項1〜3のいずれかに記載の二酸化炭素吸収剤。 In the general formula (1), R 3 is a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, or a t-butyl group. The carbon dioxide absorbent according to any one of the above. プロピレングリコールモノメチルエーテルアセテートである、請求項1〜4のいずれかに記載の二酸化炭素吸収剤。 The carbon dioxide absorbent according to any one of claims 1 to 4, which is propylene glycol monomethyl ether acetate. 請求項1〜5のいずれかに記載の二酸化炭素吸収剤を含有する、二酸化炭素吸収液。 The carbon dioxide absorption liquid containing the carbon dioxide absorbent in any one of Claims 1-5. 請求項1〜5のいずれかに記載の二酸化炭素吸収剤、又は請求項6に記載の二酸化炭素吸収液を用いる、二酸化炭素の分離・回収・貯蔵方法。 A method for separating, collecting and storing carbon dioxide using the carbon dioxide absorbent according to any one of claims 1 to 5 or the carbon dioxide absorbent according to claim 6. 二酸化炭素、又は二酸化炭素を含有するガスと、前記二酸化炭素吸収剤又は前記二酸化炭素吸収液とを接触させる工程
を備える、請求項7に記載の方法。
The method of Claim 7 provided with the process which the carbon dioxide or the gas containing a carbon dioxide, and the said carbon dioxide absorbent or the said carbon dioxide absorption liquid are made to contact.
前記接触工程における圧力が、大気圧以上の加圧条件である、請求項8に記載の方法。 The method according to claim 8, wherein the pressure in the contacting step is a pressurizing condition of atmospheric pressure or higher. 前記接触工程における温度が、0〜100℃である、請求項8又は9に記載の方法。 The method of Claim 8 or 9 whose temperature in the said contact process is 0-100 degreeC. 前記接触工程を繰り返す、請求項8〜10のいずれかに記載の方法。 The method in any one of Claims 8-10 which repeats the said contact process.
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WO2020153005A1 (en) * 2019-01-24 2020-07-30 三菱重工エンジニアリング株式会社 Composite amine absorption solution, and device and method both for removing co2 or h2s or both of them
WO2024142625A1 (en) * 2022-12-27 2024-07-04 Agc株式会社 Acidic gas removal agent, acidic gas removal method, acidic gas absorption device, and cleaning device

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020153005A1 (en) * 2019-01-24 2020-07-30 三菱重工エンジニアリング株式会社 Composite amine absorption solution, and device and method both for removing co2 or h2s or both of them
WO2024142625A1 (en) * 2022-12-27 2024-07-04 Agc株式会社 Acidic gas removal agent, acidic gas removal method, acidic gas absorption device, and cleaning device

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