阅读说明：本技术 用于除去含硫化合物的组合物 (Composition for removing sulfur-containing compounds ) 是由 源直也 齐藤勇祐 鹤田拓大 于 2019-02-20 设计创作，主要内容包括：本发明涉及一种组合物,其是用于除去液体和气体中的至少一者所包含的含硫化合物的组合物,上述含硫化合物为选自硫化氢和含有-SH基的化合物中的至少一者,上述组合物含有醛和在水中25℃下的共轭酸的pKa值为11.3以上的胺。(The present invention relates to a composition for removing a sulfur-containing compound contained in at least one of a liquid and a gas, the sulfur-containing compound being at least one selected from the group consisting of hydrogen sulfide and a compound containing an-SH group, the composition containing an aldehyde and an amine having a pKa value of a conjugate acid in water at 25 ℃ of 11.3 or more.)

1. A composition for removing a sulfur compound contained in at least one of a liquid and a gas,

the sulfur-containing compound is at least one selected from the group consisting of hydrogen sulfide and a compound containing an-SH group,

the composition contains an aldehyde and an amine having a conjugate acid pKa value of 11.3 or more in water at 25 ℃.

2. The composition according to claim 1, wherein the amine comprises at least one of a compound represented by the following general formula (1) and a compound represented by the following general formula (2),

in the formulae (1) and (2), R¹～R¹¹Each independently represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, wherein R¹And R³、R²And R⁶、R⁷And R⁹、R⁸And R¹¹Optionally, they are mutually connected to form an alkylene group having 2 to 6 carbon atoms.

3. The composition according to claim 2, wherein the compound represented by the general formula (1) is at least one of 1, 8-diazabicyclo [5.4.0] undec-7-ene (DBU) and 1, 5-diazabicyclo [4.3.0] non-5-ene (DBN).

4. The composition according to claim 2, wherein the compound represented by the general formula (2) is at least one selected from the group consisting of guanidine, 1, 3, 3-Tetramethylguanidine (TMG), 1, 5, 7-triazabicyclo [4.4.0] dec-5-ene (TBD), and 7-methyl-1, 5, 7-triazabicyclo [4.4.0] dec-5-ene (MTBD).

5. The composition according to any one of claims 1 to 4, wherein the aldehyde is an α, β -unsaturated aldehyde.

6. The composition according to claim 5, wherein the α, β -unsaturated aldehyde is at least one selected from acrolein, isopropenal, and citral.

7. A composition according to any one of claims 1 to 6, wherein the liquid and gas are each a hydrocarbon.

8. The composition according to any one of claims 1 to 6, wherein the liquid and gas are each selected from natural gas, Liquefied Natural Gas (LNG), Liquefied Petroleum Gas (LPG), sour gas, dry gas, wet gas, oilfield gas, associated gas, tail gas, dimethyl ether, crude oil, naphtha, heavy aromatic naphtha, gasoline, kerosene, diesel oil, light oil, lubricating oil, heavy oil, A heavy oil, B heavy oil, C heavy oil, jet fuel oil, FCC slurry, asphalt, condensate, asphalt, superheavy oil, tar, gas liquefied oil (GTL), coal liquefied oil (CTL), asphaltene, aromatic hydrocarbon, alkylate, base oil, kerogen, coke, black oil, synthetic crude oil, reformed gasoline, isomerized gasoline, regenerated heavy oil, residual oil, white oil, raffinate, wax, biomass fuel, biomass liquefied oil (BTL), bio-gasoline, bio-ethanol, bio-gasoline, bio-oil, bio-gas, dry gas, wet gas, oil, at least one of bio-ETBE and bio-diesel.

9. A method for removing sulfur compounds contained in at least one of a liquid and a gas,

the sulfur-containing compound is at least one selected from the group consisting of hydrogen sulfide and a compound containing an-SH group,

the method contacting the composition of any one of claims 1-8 with at least one of the liquid and gas.

10. The method of claim 9, wherein the composition is contacted with the sulfur-containing compound in the range of-30 ℃ to 150 ℃.

11. Use of the composition of any one of claims 1 to 8 for removing a sulfur-containing compound contained in at least one of a liquid and a gas, wherein the sulfur-containing compound is at least one selected from the group consisting of hydrogen sulfide and a compound containing an-SH group.

Technical Field

The present invention relates to a composition for removing sulfur compounds contained in at least one of a liquid and a gas.

Background

Hydrocarbons such as natural gas, liquefied natural gas, acid gas, crude oil, naphtha, heavy aromatic naphtha, gasoline, kerosene, diesel oil, light oil, heavy oil, FCC slurry, asphalt, fossil fuels such as oil field concentrates, refined petroleum products, and the like often contain sulfur compounds such as hydrogen sulfide, various compounds containing — SH groups (typically, various thiols), and the like.

Among them, the toxicity of hydrogen sulfide is well known, and considerable cost and effort are spent in the industries for operating fossil fuels and refining petroleum products to reduce the content of hydrogen sulfide to a safe level. For example, as a general limit value, it is required that the content of hydrogen sulfide does not exceed 4 mass ppm for pipeline fuel gas.

Further, hydrogen sulfide and various compounds containing an-SH group tend to leak into the atmosphere because of their volatility. Thus, the malodors of the compounds become a problem in hydrocarbon storage sites, their surroundings, pipelines and delivery systems. In addition, hydrogen sulfide and various compounds containing an-SH group are also present in water such as sewage, and malodor from these is often a problem.

In order to solve the above-mentioned problems derived from sulfur-containing compounds, for example, patent documents 1 and 2 propose a method for removing hydrogen sulfide using acrolein or the like. However, even in these methods, the efficiency of removing sulfur compounds such as hydrogen sulfide is still insufficient, and there is room for improvement.

Disclosure of Invention

Problems to be solved by the invention

Accordingly, an object of the present invention is to provide a composition having excellent removal efficiency of a sulfur-containing compound (at least one selected from the group consisting of hydrogen sulfide and a compound containing an — SH group, the same applies hereinafter) contained in at least one of a liquid and a gas.

Means for solving the problems

As a result of intensive studies, the present inventors have found that, by using an amine having a pKa value of 11.3 or more of a conjugate acid in water at 25 ℃, in combination with an aldehyde, the efficiency of removing a sulfur-containing compound contained in at least one of a liquid and a gas is improved as compared with the case of using an aldehyde alone, and have completed the present invention.

That is, the main configuration of the present invention is as follows.

[1] A composition for removing a sulfur compound contained in at least one of a liquid and a gas,

the sulfur-containing compound is at least one selected from the group consisting of hydrogen sulfide and a compound having an-SH group,

the composition contains an aldehyde and an amine having a conjugate acid pKa value of 11.3 or more in water at 25 ℃.

[2] The composition according to the above [1], wherein the amine contains at least one of compounds represented by the following general formula (1) and compounds represented by the following general formula (2).

(in the above formulae (1) and (2), R¹～R¹¹Each independently represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, wherein R¹And R³、R²And R⁶、R⁷And R⁹、R⁸And R¹¹Optionally, they are mutually connected to form an alkylene group having 2 to 6 carbon atoms. )

[3] The composition according to the above [2], wherein the compound represented by the above general formula (1) is at least one of 1, 8-diazabicyclo [5.4.0] undec-7-ene (DBU) and 1, 5-diazabicyclo [4.3.0] non-5-ene (DBN).

[4] The composition according to the above [2], wherein the compound represented by the above general formula (2) is at least one selected from the group consisting of guanidine, 1, 3, 3-Tetramethylguanidine (TMG), 1, 5, 7-triazabicyclo [4.4.0] dec-5-ene (TBD) and 7-methyl-1, 5, 7-triazabicyclo [4.4.0] dec-5-ene (MTBD).

[5] The composition according to any one of the above [1] to [4], wherein the aldehyde is an α, β -unsaturated aldehyde.

[6] The composition according to [5], wherein the α, β -unsaturated aldehyde is at least one selected from the group consisting of acrolein, isopropenal and citral.

[7] The composition according to any one of the above [1] to [6], wherein the liquid and the gas are each a hydrocarbon.

[8] The composition according to any one of the above [1] to [6], wherein the liquid and the gas are each selected from natural gas, Liquefied Natural Gas (LNG), Liquefied Petroleum Gas (LPG), sour gas, dry gas, wet gas, oilfield gas, associated gas, tail gas, dimethyl ether, crude oil, naphtha, heavy aromatic naphtha, gasoline, kerosene, diesel oil, light oil, lubricating oil, heavy oil A, heavy oil B, heavy oil C, jet fuel oil, FCC slurry, asphalt, condensate, tar, extra heavy oil, tar, gas liquefied oil (GTL), coal liquefied oil (CTL), asphaltene, aromatic hydrocarbon, alkylate, base oil, kerogen, coke, black oil, synthetic crude oil, reformed gasoline, isomerized gasoline, regenerated heavy oil, residual oil, white oil, extract, wax, biomass fuel, biomass liquefied oil (BTL), and mixtures thereof, At least one of bio-gasoline, bio-ethanol, bio-ETBE, and bio-diesel.

[9] A method for removing sulfur compounds contained in at least one of a liquid and a gas,

the sulfur-containing compound is at least one selected from the group consisting of hydrogen sulfide and a compound having an-SH group,

the method comprising bringing the composition according to any one of [1] to [8] into contact with at least one of the liquid and the gas.

[10] The method according to the above [9], wherein the composition is contacted with the sulfur-containing compound at a temperature in the range of-30 ℃ to 150 ℃.

[11] Use of the composition according to any one of the above [1] to [8] for removing a sulfur-containing compound contained in at least one of a liquid and a gas, wherein the sulfur-containing compound is at least one selected from the group consisting of hydrogen sulfide and a compound containing an-SH group.

Effects of the invention

According to the present invention, a composition having excellent removal efficiency of a sulfur compound contained in at least one of a liquid and a gas can be provided.

Detailed Description

The composition of the present invention is a composition for removing a sulfur-containing compound contained in at least one of a liquid and a gas, and is characterized by containing an aldehyde and an amine having a pKa value of 11.3 or more.

Here, the "sulfur-containing compound" means at least one selected from the group consisting of hydrogen sulfide and a compound containing an — SH group. The "pKa value" of an amine is a value of an acid dissociation constant (pKa) of a conjugate acid in water at 25 ℃. Unless otherwise specified, the same shall apply hereinafter.

Since the composition of the present invention contains an aldehyde and an amine having a pKa value of 11.3 or more as active ingredients, the composition of the present invention has excellent removal efficiency of a sulfur-containing compound contained in at least one of a liquid and a gas (hereinafter, may be simply referred to as "removal rate").

In the present invention, the term "composition" refers to a state in which an aldehyde and an amine having a pKa value of 11.3 or more coexist in the same system. Here, "a state in which an aldehyde and an amine having a pKa value of 11.3 or more coexist in the same system" means a state in which an aldehyde and an amine having a pKa value of 11.3 or more are mixed in the same system, and it is sufficient that an aldehyde and an amine having a pKa value of 11.3 or more are mixed at least at a point of time when they come into contact with at least one of a liquid and a gas containing a sulfur-containing compound which is an object to be used for the composition of the present invention. That is, the aldehyde and the amine having a pKa value of 11.3 or more may be present as separate components at a time before the liquid or the like is contacted, and for example, the aldehyde and the amine having a pKa value of 11.3 or more may be added separately to the liquid and mixed in the liquid to form a composition. The composition may be prepared by mixing an aldehyde with an amine having a pKa value of 11.3 or more before the liquid or the like is brought into contact with the aldehyde.

The reason why the composition of the present invention is superior in the efficiency of removing a sulfur-containing compound to a conventional sulfur-containing compound removing agent containing an aldehyde is not clear, but it is considered that one of the main reasons is that when an aldehyde is reacted with a sulfur-containing compound, deprotonation of the sulfur-containing compound is promoted by the presence of an amine having a pKa value of 11.3 or more, and the reaction rate is increased.

The composition of the present invention is a composition for removing a sulfur compound contained in at least one of a liquid and a gas.

In the present invention, an operation of reducing the content of the sulfur compound in the liquid or the gas from the initial amount by converting the sulfur compound contained in at least one of the liquid and the gas into another compound or the like is also included in the "removal". The converted product after conversion to another compound may be present in the system as it is or may be separated out of the system.

Typical removal methods include: for example, as described later, by bringing the composition of the present invention into contact with at least one of a liquid and a gas containing a sulfur compound, and thereafter separating the composition after the contact from the liquid and the gas after the contact, the content of the sulfur compound in the liquid or the gas is reduced from the initial amount.

The liquid and gas to be treated with the composition of the present invention are not particularly limited, and examples thereof include water and hydrocarbons, with hydrocarbons being preferred. Specific examples of the liquid and gas include natural gas, Liquefied Natural Gas (LNG), Liquefied Petroleum Gas (LPG), acid gas, dry gas, wet gas, oilfield gas, associated gas, tail gas, dimethyl ether, crude oil, naphtha, heavy aromatic naphtha, gasoline, kerosene, diesel oil, light oil, lubricating oil, heavy oil, a heavy oil, B heavy oil, C heavy oil, jet fuel oil, FCC slurry, asphalt, condensate, asphalt, extra heavy oil, tar, gas liquefied oil (GTL), coal liquefied oil (CTL), asphaltene, aromatic hydrocarbon, alkylate, base oil, kerogen, coke, black oil, synthetic crude oil, reformed gasoline, isomerized gasoline, regenerated heavy oil, residual oil, white oil, raffinate, wax, biomass fuel, biomass liquefied oil (BTL), biogasoline, bioethanol, bioebe, Biodiesel, etc. The number of the liquid and the gas may be only 1, or may be 2 or more.

In the present invention, the sulfur-containing compound to be removed is at least one selected from the group consisting of hydrogen sulfide and a compound containing an-SH group. That is, the object to be removed may be only hydrogen sulfide, only a compound containing an-SH group, or a mixture thereof. The compound containing an-SH group is not particularly limited, and examples thereof include sulfur-containing compounds classified into thiols represented by the chemical formula "R-SH". Examples of the thiol represented by the chemical formula "R — SH" include alkyl thiols each having R as an alkyl group, such as methyl thiol, ethyl thiol, n-propyl thiol, isopropyl thiol, n-butyl thiol, isobutyl thiol, sec-butyl thiol, tert-butyl thiol, and n-pentyl thiol; mercaptans in which R is an aryl group such as phenylmercaptan; and a mercaptan in which R is an aralkyl group such as benzylmercaptan. The number of compounds containing-SH groups to be removed may be only 1, or may be 2 or more.

The aldehyde used in the present invention is not particularly limited, and examples thereof include monoaldehydes such as formaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, valeraldehyde, caproaldehyde, heptaldehyde, caprylic aldehyde, nonanal, decanal, and benzaldehyde; α, β -unsaturated aldehydes such as acrolein, isopropenal, citral and the like; glyoxal, malonaldehyde, succinaldehyde, glutaraldehyde, 3-methylglutaraldehyde, 1, 6-hexanedial, ethylglutaraldehyde, 1, 7-heptanedial, methylhexanedial, 1, 8-octanedial, methylheptanedialdehyde, dimethylhexanedial, ethylhexanedial, 1, 9-nonanedial, 2-methyl-1, 8-octanedial, ethylheptanedial, 1, 10-decanedial, dimethyloctanedial, ethyloctanedial, dodecanedialdehyde, hexadecanedialdehyde, 1, 2-cyclohexanedicarbaldehyde, 1, 3-cyclohexanedicarbaldehyde, 1, 4-cyclohexanedicarbaldehyde, 1, 2-cyclooctanedicarbaldehyde, 1, 3-cyclooctanedicarbaldehyde, 1, 4-cyclooctanedicarbaldehyde, 1, 5-cyclooctanedicarbaldehyde and the like. The above aldehydes may be used alone in 1 kind, or 2 or more kinds may be used in combination.

Among them, from the viewpoint of the removal efficiency of the sulfur-containing compound, α, β -unsaturated aldehydes are preferable, and at least 1 compound selected from the group consisting of acrolein, isopropenal, and citral is more preferable. In addition, from the viewpoint of low toxicity, biodegradability, safety of handling, heat resistance, low metal corrosiveness and the like, at least 1 compound selected from the group consisting of isopentenal and citral is further preferable.

The sulfur compounds are removed from the liquid or gas by reacting the above aldehydes with the sulfur compounds. The reaction mode is not particularly limited, and for example, in the case where the aldehyde is an α, β -unsaturated aldehyde, the sulfur-containing compound may undergo an addition reaction to a carbon-carbon double bond. In the case of other aldehydes, the sulfur-containing compound may undergo an addition reaction to the formyl group.

The pKa value of the amine used in the present invention is 11.3 or more, preferably 11.4 or more, and more preferably 11.5 or more. By using an amine having a pKa as described above, the removal efficiency of the sulfur-containing compound is improved. On the other hand, when an amine having a pKa of less than 11.3 is used, the removal efficiency of the sulfur-containing compound cannot be sufficiently obtained.

The pKa value (the value of the acid dissociation constant (pKa) of the conjugate acid at 25 ℃ in water) can be measured using any suitable device, and can be found in the literature such as "CRC HANDBOOK of CHEMISTRY and PHYSICS". Specific examples of the measurement method include a method of measuring the hydrogen ion concentration using a pH meter and calculating the concentration of the substance and the hydrogen ion concentration.

The amine having a pKa value of 11.3 or more used in the present invention is not particularly limited, and for example, an amine having an amidine skeleton or a guanidine skeleton is preferable, and specifically, a compound represented by the following general formula (1) or the following general formula (2) is exemplified, and a compound represented by the general formula (1) is preferable.

[ chemical formula 2]

In the above general formulae (1) and (2), R¹～R¹¹Each independently represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. Wherein R is¹And R³、R²And R⁶、R⁷And R⁹、R⁸And R¹¹Optionally interconnected with each otherAnd an alkylene group having 2 to 6 carbon atoms.

Examples of the compound represented by the above general formula (1) include 1, 8-diazabicyclo [5.4.0] undec-7-ene (DBU), 1, 5-diazabicyclo [4.3.0] non-5-ene (DBN), and the like.

Examples of the compound represented by the above general formula (2) include guanidine, 1, 3, 3-Tetramethylguanidine (TMG), 1, 5, 7-triazabicyclo [4.4.0] dec-5-ene (TBD), 7-methyl-1, 5, 7-triazabicyclo [4.4.0] dec-5-ene (MTBD), and the like.

The amine can be used alone in 1 kind, also can be combined with more than 2 kinds.

The amine may be a commercially available amine or may be produced by a known method. As a known method, for example, DBU can be manufactured as follows: cyanoethylating caprolactam, hydrogenating the N- (2-cyanoethyl) caprolactam obtained and subjecting the N- (3-aminopropyl) caprolactam thus obtained to a further dehydrative cyclization reaction. In addition, TMG can be produced by S-methylation and amination from tetramethylthiourea.

The total content of the aldehyde and the amine having a pKa value of 11.3 or more in the composition of the present invention can be appropriately set according to the use mode. The total content may be 0.1% by mass or more, 10% by mass or more, 30% by mass or more, 50% by mass or more, 80% by mass or more, or 100% by mass. The total content may be 90 mass% or less, 60 mass% or less, 30 mass% or less, or 5 mass% or less.

In the content ratio of the aldehyde to the amine having a pKa value of 11.3 or more in the composition of the present invention, when the aldehyde is a (parts by mass) and the amine having a pKa value of 11.3 or more is B (parts by mass), the ratio of a to B is usually 0.1: 99.9 to 99.9: 0.1, and from the viewpoint of cost performance, the ratio of a to B is preferably 20: 80 to 99.5: 0.5, more preferably 40: 60 to 99: 1, and still more preferably 41: 59 to 85: 15.

The composition of the present invention may further contain any component other than the aldehyde and the amine having a pKa value of 11.3 or more, such as a surfactant, an anticorrosive, a deoxidizer, an iron component control agent, a crosslinking agent, a demulsifier, a coagulant, a temperature stabilizer, a pH adjuster, a dehydration regulator, an anti-swelling agent, a scale inhibitor, a biocide, a friction reducer, an antifoaming agent, a slurry leakage inhibitor, a lubricant, a clay dispersant, a weighting agent, a gelling agent, a nitrogen-containing compound other than the amine having a pKa value of 11.3 or more, as long as the effects of the present invention are not impaired.

The composition of the present invention may contain the following suitable solvents as optional components: monohydric alcohols such as methanol, ethanol, n-propanol, 2-propanol, n-butanol, isobutanol, t-butanol, 1-pentanol, isopentanol, sec-pentanol, 3-pentanol, t-pentanol, 3-methyl-3-methoxy-1-butanol, 3-methyl-3-buten-1-ol, isopentenol, n-hexanol, methylpentanol, 2-ethylbutanol, n-heptanol, 2-heptanol, 3-heptanol, n-octanol, 2-ethylhexanol, 3, 5, 5-trimethylhexanol, nonanol, n-decanol, undecanol, n-decanol, trimethylnonanol, tetradecanol, heptadecanol, cyclohexanol, 2-methylcyclohexanol; polyhydric alcohols such as ethylene glycol, diethylene glycol, 3-methyl-1, 3-butanediol, triethylene glycol, dipropylene glycol, 1, 3-propanediol, 1, 3-butanediol, 1, 5-pentanediol, 3-methyl-1, 5-pentanediol, hexanediol, and octanediol; hydrocarbons such as hexane, isohexane, heptane, octane, nonane, decane, cyclohexane, methylcyclohexane, ethylcyclohexane, toluene, xylene, kerosene, solvent naphtha, and the like; butyl formate, isobutyl formate, isoamyl formate, propyl acetate, butyl acetate, isopropyl acetate, isobutyl acetate, isoamyl acetate, methyl propionate, ethyl propionate, propyl propionate, isobutyl propionate, isoamyl propionate, methyl butyrate, ethyl butyrate, propyl butyrate, methyl isobutyrate, ethyl isobutyrate, propyl isobutyrate, methyl valerate, ethyl valerate, propyl valerate, methyl isovalerate, ethyl isovalerate, propyl isovalerate, methyl pivalate, ethyl pivalate, propyl trimethylacetate, methyl hexanoate, ethyl hexanoate, propyl hexanoate, methyl octanoate, ethyl octanoate, propyl octanoate, methyl laurate, ethyl laurate, butyl laurate, methyl myristate, isopropyl myristate, ethyl palmitate, isopropyl palmitate, 2-ethylhexyl stearate, ethyl hexyl acetate, isopropyl propionate, methyl isobutyrate, methyl valerate, ethyl valerate, Ester compounds such as isocetyl stearate, methyl oleate, ethyl oleate, butyl oleate, etc.; glycol ethers such as methyl isopropyl ether, ethyl propyl ether, ethyl butyl ether, isopropyl ether, butyl ether, hexyl ether, 2-ethylhexyl ether, ethylene glycol monohexyl ether, ethylene glycol mono-2-ethyl butyl ether, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, triethylene glycol monobutyl ether, tetraethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, propylene glycol tertiary butyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monobutyl ether, tripropylene glycol monomethyl ether, tripropylene glycol monobutyl ether, tetrapropylene glycol monobutyl ether; glycol diethers such as ethylene glycol dimethyl ether, diethylene glycol methyl butyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol methyl isopropyl ether, triethylene glycol dimethyl ether, triethylene glycol methyl butyl ether, tetraethylene glycol dimethyl ether, polyethylene glycol dimethyl ether, propylene glycol dimethyl ether, dipropylene glycol dimethyl ether, and tripropylene glycol dimethyl ether; heavy aromatic naphtha, petroleum fractions, water, and the like.

When the composition of the present invention contains a solvent, the solvent is preferably a hydrocarbon such as octane, nonane, decane, methylcyclohexane, ethylcyclohexane, toluene, xylene, kerosene, solvent naphtha, or the like, from the viewpoint of being liquid at room temperature, having a high boiling point, and being low in reactivity with aldehydes and amines; ester compounds such as methyl octanoate, ethyl octanoate, propyl octanoate, methyl laurate, ethyl laurate, butyl laurate, methyl myristate, isopropyl myristate, ethyl palmitate, isopropyl palmitate, 2-ethylhexyl stearate, isocetyl stearate, methyl oleate, ethyl oleate, and butyl oleate; glycol diethers such as diethylene glycol dimethyl ether, diethylene glycol methyl butyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol methyl isopropyl ether, triethylene glycol dimethyl ether, triethylene glycol methyl butyl ether, tetraethylene glycol dimethyl ether, polyethylene glycol dimethyl ether, propylene glycol dimethyl ether, dipropylene glycol dimethyl ether, and tripropylene glycol dimethyl ether are more preferable from the viewpoint of solubility, kerosene, solvent naphtha, methyl laurate, and diethylene glycol dimethyl ether are still more preferable, and diethylene glycol dimethyl ether is still more preferable. The composition of the present invention contains a solvent, and thus has excellent removal efficiency of sulfur-containing compounds while being able to stably store aldehydes.

From the viewpoint of the removal efficiency of the sulfur-containing compound, the total content of the aldehyde and the amine having a pKa value of 11.3 or more of the conjugate acid in water at 25 ℃ is preferably 30 to 100% by mass, more preferably 60 to 100% by mass, even more preferably 80 to 100% by mass, and even more preferably 90 to 100% by mass in the active ingredient of the composition of the present invention.

Here, the effective component means a component other than the solvent.

In addition, when the composition of the present invention contains a solvent, the content of the solvent in the composition is preferably 10 to 95% by mass, more preferably 30 to 95% by mass, and even more preferably 40 to 95% by mass, from the viewpoint of maintaining the removal efficiency of the sulfur-containing compound and stably storing the aldehyde in the composition.

The method for producing the composition of the present invention is not particularly limited, and the composition can be produced, for example, by the following method: (I) a method of adding an aldehyde, an amine having a pKa value of 11.3 or more, and further, as necessary, any of the above components individually to a liquid to be treated with the composition of the present invention, and mixing them in the liquid; (I1) a method of adding an amine having a pKa value of 11.3 or more to an aldehyde in advance before contacting with the liquid or the like, and further adding an optional component such as the solvent as necessary to mix; (III) a method of mixing an aldehyde, an amine having a pKa value of 11.3 or more, and further optionally the above-mentioned optional components in advance before contacting with the above-mentioned liquid or the like.

The composition of the present invention may be mixed with the aldehyde and the amine at a point of time when the composition of the present invention is brought into contact with at least one of a liquid and a gas containing a sulfur compound to be used, but from the viewpoint of ease of handling and the like, it is preferable to form the composition in advance before adding the composition to a liquid or the like to be used as the composition of the present invention, as in the methods (II) and (III) described above.

The composition of the present invention is preferably in a liquid state, but may be supported on an appropriate carrier or the like and made into a solid state such as a powder or a fluid, depending on the use mode for removing the sulfur compound contained in at least one of the liquid and the gas.

When the composition of the present invention is used for removing a sulfur compound contained in at least one of a liquid and a gas, the composition of the present invention may be contacted with at least one of a liquid and a gas. Examples of preferred embodiments of the method for removing the sulfur-containing compound include: (i) a method of adding a sufficient amount of the composition of the present invention for the removal of sulfur compounds to at least one of a liquid and a gas containing sulfur compounds; (ii) a method of circulating a gas (e.g., hydrocarbon) containing a sulfur compound to a container filled with the composition of the present invention; (iii) a method of spraying the composition of the present invention into a mist form onto a gas containing a sulfur-containing compound, and the like.

When the sulfur compound contained in at least one of the liquid and the gas is removed by using the composition of the present invention, the composition of the present invention may be contacted with at least one of the liquid and the gas so that the amount of the aldehyde contained in the composition of the present invention is preferably 0.1 to 5000 parts by mass, more preferably 2 to 1000 parts by mass, based on 1 part by mass of the sulfur compound contained in the liquid or the gas. For example, in the method (ii) in which a gas containing a sulfur compound is circulated through a container filled with the composition of the present invention as described above, the amount of the composition of the present invention to be used may be adjusted so that the amount of the aldehyde to be used is within the above range with respect to 1 part by mass of the sulfur compound in the total amount of the gas to be circulated. In addition, when removing the sulfur compounds contained in both the gas and the liquid, the amount of the composition of the present invention to be used may be adjusted so that the amount of the aldehyde used is within the above range, with respect to the total amount of the sulfur compounds contained in both the gas and the liquid being 1 part by mass.

The temperature at which the composition of the present invention is brought into contact with at least one of a liquid and a gas is not particularly limited, but is preferably in the range of-30 ℃ to 150 ℃, and more preferably in the range of 0 ℃ to 130 ℃.

After the composition of the present invention is contacted with at least one of a liquid and a gas, the contacted composition may be separated from the contacted liquid and gas as necessary. In particular, such a method can be employed in the case where the composition after contact and the gas after contact can be easily separated, such as the method (ii) for circulating a gas (for example, hydrocarbon) containing a sulfur compound into a container filled with the composition of the present invention, or in the case where the composition after contact and the liquid after contact can be phase-separated although the sulfur compound in the liquid is removed. By doing so, the content of the sulfur compound in the liquid or gas can be reduced from the initial amount, and the quality of the liquid or gas can be improved.

As a more specific embodiment when the sulfur compound contained in at least one of the liquid and the gas is removed by using the composition of the present invention, the following embodiment can be exemplified. That is, when the composition of the present invention is used to remove sulfur compounds in water, for example, a means such as injecting the composition of the present invention into a water storage tank in a sewage treatment plant or the like can be employed.

When sulfur compounds in hydrocarbons are removed by using the composition of the present invention, the hydrocarbons may be added by a known means such as injection into a storage tank, a pipeline for transportation, a distillation column for refining, or the like, when the hydrocarbons are liquid. When the hydrocarbon is a gas, the composition of the present invention may be placed in contact with the gas as described above, or the gas may be passed through an absorption column filled with the composition of the present invention.

While the embodiments of the present invention have been described above, the present invention is not limited to the above embodiments, and various modifications can be made within the scope of the present invention including any embodiments included in the concept of the present invention and claims.