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JP2021098160A - Hydrogen sulfide scavenger - Google Patents

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JP2021098160A
JP2021098160A JP2019230490A JP2019230490A JP2021098160A JP 2021098160 A JP2021098160 A JP 2021098160A JP 2019230490 A JP2019230490 A JP 2019230490A JP 2019230490 A JP2019230490 A JP 2019230490A JP 2021098160 A JP2021098160 A JP 2021098160A
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JP7380182B2 (en
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幸徳 須藤
Yukinori Sudo
幸徳 須藤
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Abstract

To provide an agent that scavenges hydrogen sulfide in a quick and sustained manner.SOLUTION: A hydrogen sulfide source is treated with a hydrogen sulfide scavenger containing a carboxy group-containing O-substituted monohydroxylamine or a chemically acceptable salt thereof, and a trivalent iron compound.SELECTED DRAWING: Figure 1

Description

本発明は、硫化水素の捕捉剤に関する。 The present invention relates to a hydrogen sulfide scavenger.

硫化水素は、生活環境における代表的な臭気物質であり、目、皮膚、粘膜等への刺激性も有する。硫化水素は、悪臭防止法に基づく特定悪臭物質の一つであり、大気中から除去することが求められている。 Hydrogen sulfide is a typical odorous substance in the living environment, and also has irritation to eyes, skin, mucous membranes, and the like. Hydrogen sulfide is one of the specific malodorous substances based on the Malodor Prevention Law, and is required to be removed from the atmosphere.

硫化水素を除去する方法としては、塩化第二鉄、硫酸第二鉄、若しくは酸化第二鉄等の3価の鉄化合物で硫化水素を酸化し、安定な鉄硫化物及び硫黄に化学変換して除去する方法が汎用されている(例えば、特許文献1参照)。 As a method for removing hydrogen sulfide, hydrogen sulfide is oxidized with a trivalent iron compound such as ferric chloride, ferric sulfate, or ferric oxide, and chemically converted into stable iron sulfide and sulfur. The method of removing is widely used (see, for example, Patent Document 1).

しかしながら、従来の方法では、捕捉速度が不十分であるという問題があった。 However, the conventional method has a problem that the capture speed is insufficient.

特開昭63−287548号公報JP-A-63-287548

本発明は、上記の背景技術に鑑みてなされたものであって、硫化水素を速やかに捕捉する硫化水素捕捉剤を提供することをその目的とする。 The present invention has been made in view of the above background art, and an object of the present invention is to provide a hydrogen sulfide scavenger that rapidly captures hydrogen sulfide.

本発明者らは、上記の課題を解決するため鋭意検討を重ねた結果、特定のカルボキシ基含有O−置換ヒドロキシルアミン又はこれらの化学的に許容される塩、及び3価の鉄化合物を含む硫化水素捕捉剤が、硫化水素を速やかに且つ持続的に捕捉することを見出し、本発明を完成するに至った。 As a result of diligent studies to solve the above problems, the present inventors have sulfided containing a specific carboxy group-containing O-substituted hydroxylamine or a chemically acceptable salt thereof, and a trivalent iron compound. We have found that a hydrogen scavenger captures hydrogen sulfide rapidly and continuously, and have completed the present invention.

すなわち、本発明は、以下の要旨を有するものである。 That is, the present invention has the following gist.

[1]カルボキシ基含有O−置換モノヒドロキシルアミン又はその化学的に許容される塩、及び3価の鉄化合物を含む硫化水素捕捉剤。 [1] A hydrogen sulfide scavenger containing a carboxy group-containing O-substituted monohydroxylamine or a chemically acceptable salt thereof, and a trivalent iron compound.

[2]下記一般式(1)で表されるカルボキシ基含有O−置換モノヒドロキシルアミン又はその化学的に許容される塩を1種以上含むことを特徴とする[1]に記載の硫化水素捕捉剤。 [2] The hydrogen sulfide scavenger according to [1], which contains at least one carboxy group-containing O-substituted monohydroxylamine represented by the following general formula (1) or a chemically acceptable salt thereof. Agent.

Figure 2021098160
Figure 2021098160

(式中、Rは水素原子、炭素数1〜18のアルキル基、炭素数6〜14のアリール基、又は炭素数7〜15のアリールアルキル基を表す。nは1〜6の整数を表す。複数のRは同一又は相異なっていてもよい。)
[3]一般式(1)において、Rが、水素原子、メチル基、エチル基、プロピル基、イソプロピル基、ブチル基、イソブチル基、sec−ブチル基、tert−ブチル基、ベンジル基、フェニル基のいずれかであることを特徴とする[2]に記載の硫化水素捕捉剤。
(In the formula, R represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 14 carbon atoms, or an arylalkyl group having 7 to 15 carbon atoms. N represents an integer of 1 to 6. Multiple Rs may be the same or different.)
[3] In the general formula (1), R is a hydrogen atom, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a benzyl group, or a phenyl group. The hydrogen sulfide trapping agent according to [2], which is any of these.

[4]3価の鉄化合物が、塩化第二鉄及び/又は硫酸第二鉄であることを特徴とする[1]乃至[3]に記載の硫化水素捕捉剤。 [4] The hydrogen sulfide scavenger according to [1] to [3], wherein the trivalent iron compound is ferric chloride and / or ferric sulfate.

[5][1]乃至[4]に記載の硫化水素捕捉剤を使用することを特徴とする硫化水素の除去方法。 [5] A method for removing hydrogen sulfide, which comprises using the hydrogen sulfide scavenger according to [1] to [4].

本発明の硫化水素捕捉剤は、硫化水素類を速やかに且つ持続的に捕捉する。その結果、人体に有害な硫化水素を低減し、ヒトの生活環境を改善することができる。 The hydrogen sulfide scavenger of the present invention quickly and continuously captures hydrogen sulfides. As a result, hydrogen sulfide, which is harmful to the human body, can be reduced and the living environment of humans can be improved.

本発明の硫化水素捕捉剤は、カルボキシ基含有O−置換モノヒドロキシルアミン又はその化学的に許容される塩、及び3価の鉄化合物を含むことをその特徴とする。 The hydrogen sulfide scavenger of the present invention is characterized by containing a carboxy group-containing O-substituted monohydroxylamine or a chemically acceptable salt thereof, and a trivalent iron compound.

上記一般式(1)において、Rは水素原子、炭素数1〜18のアルキル基、炭素数6〜14のアリール基、又は炭素数7〜15のアリールアルキル基を表す。nは1〜6の整数を表す。複数のRは同一又は相異なっていてもよい。 In the above general formula (1), R represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 14 carbon atoms, or an arylalkyl group having 7 to 15 carbon atoms. n represents an integer of 1 to 6. The plurality of Rs may be the same or different from each other.

炭素数1〜18のアルキル基は、直鎖状、分岐状若しくは環状のアルキル基であってもよく、特に限定されないが、例えば、メチル基、エチル基、プロピル基、ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オクチル基、ノニル基、デシル基、ウンデシル基、ドデシル基、トリデシル基、テトラデシル基、ペンタデシル基、ヘキサデシル基(セチル基)、ヘプタデシル基、オクタデシル基(ステアリル基)、オレイル基、エライジル基、イソプロピル基、イソブチル基、sec−ブチル基、tert−ブチル基、3−メチルブチル基、2,2−ジメチルプロピル基、1,1−ジメチルプロピル基、2−エチルヘキシル基、シクロプロピル基、シクロブチル基、シクロペンチル基、シクロヘキシル基、シクロヘプチル基、シクロオクチル基、シクロノニル基、シクロデシル基等が挙げられる。 The alkyl group having 1 to 18 carbon atoms may be a linear, branched or cyclic alkyl group, and is not particularly limited. For example, a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, or a hexyl group. Group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group (cetyl group), heptadecyl group, octadecyl group (stearyl group), oleyl group, eleidyl Group, isopropyl group, isobutyl group, sec-butyl group, tert-butyl group, 3-methylbutyl group, 2,2-dimethylpropyl group, 1,1-dimethylpropyl group, 2-ethylhexyl group, cyclopropyl group, cyclobutyl group , Cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, cyclononyl group, cyclodecyl group and the like.

炭素数6〜14のアリール基としては、特に限定されないが、例えば、フェニル基、ナフチル基、アントリル基、トリル基、キシリル基、クメニル基、ビニルフェニル基、ビフェニリル基、フェナントリル基等が挙げられる。 The aryl group having 6 to 14 carbon atoms is not particularly limited, and examples thereof include a phenyl group, a naphthyl group, an anthryl group, a tolyl group, a xsilyl group, a cumenyl group, a vinylphenyl group, a biphenylyl group, and a phenanthryl group.

炭素数7〜15のアリールアルキル基としては、特に限定されないが、例えば、ベンジル基、フェニルエチル基、フェニルプロピル基、ナフチルメチル基、アントリルメチル基、トリルメチル基、キシリルメチル基、クメニルメチル基、ビニルフェニルメチル基、ビフェニリルメチル基、フェナントリルメチル基等が挙げられる。 The arylalkyl group having 7 to 15 carbon atoms is not particularly limited, and for example, a benzyl group, a phenylethyl group, a phenylpropyl group, a naphthylmethyl group, an anthrylmethyl group, a trillmethyl group, a xylylmethyl group, a cumenylmethyl group, and a vinylphenyl group. Examples thereof include a methyl group, a biphenylyl methyl group and a phenylyl methyl group.

これらのうち、一般式(1)において、Rが、水素原子、メチル基、エチル基、プロピル基、イソプロピル基、ブチル基、イソブチル基、sec−ブチル基、tert−ブチル基、ベンジル基、フェニル基のいずれかであるカルボキシ基含有O−置換モノヒドロキシルアミンが特に好ましい。 Of these, in the general formula (1), R is a hydrogen atom, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a benzyl group, and a phenyl group. A carboxy group-containing O-substituted monohydroxylamine, which is one of the above, is particularly preferable.

上記のカルボキシ基含有O−置換モノヒドロキシルアミンのヒドロキシルアミノ基は、一部又は全てが無機酸又は有機酸との化学的に許容される塩となっていてもよい。塩の種類としては、特に限定されないが、例えば、塩酸塩、臭化水素酸塩、過塩素酸塩、ケイ酸塩、テトラフルオロホウ酸塩、ヘキサフルオロリン酸塩、硫酸塩、硝酸塩、リン酸塩等の無機酸塩、酢酸塩、クエン酸塩、フマル酸塩、マレイン酸塩、トリフルオロメタンスルホン酸塩、トリフルオロ酢酸塩、安息香酸塩、トシル酸塩等の有機酸塩が挙げられ、安価である点で無機酸塩が好ましく、塩酸塩がさらに好ましい。 The hydroxylamino group of the above-mentioned carboxy group-containing O-substituted monohydroxylamine may be a chemically acceptable salt in part or in whole with an inorganic acid or an organic acid. The type of salt is not particularly limited, but for example, hydrochloride, hydrobromide, perchlorate, silicate, tetrafluoroborate, hexafluorophosphate, sulfate, nitrate, phosphoric acid. Examples thereof include inorganic acid salts such as salts, acetic acid salts, citrates, fumarates, maleates, trifluoromethanesulfonates, trifluoroacetates, benzoates, and organic acid salts such as tosylates, which are inexpensive. Inorganic acid salt is preferable, and hydrochloride is more preferable.

また、上記のカルボキシ基含有O−置換モノヒドロキシルアミンのカルボキシ基は、分子内のヒドロキシルアミノ基と分子内塩を形成してもよい。さらに、当該カルボキシ基の一部がカルボン酸塩となっていてもよいが、本発明の硫化水素捕捉剤はアルカリ性になると捕捉効果が低下するため、pHが7以下となる範囲でカルボン酸塩を形成することが好ましい。カルボン酸塩の種類としては、特に限定されないが、例えば、リチウム塩、ナトリウム塩、カリウム塩、セシウム塩等のアルカリ金属塩、アンモニウム塩等が挙げられる。 Further, the carboxy group of the above-mentioned carboxy group-containing O-substituted monohydroxylamine may form an intramolecular salt with an intramolecular hydroxylamino group. Further, although a part of the carboxy group may be a carboxylic acid salt, the hydrogen sulfide trapping agent of the present invention has a reduced trapping effect when it becomes alkaline. It is preferable to form. The type of carboxylate is not particularly limited, and examples thereof include alkali metal salts such as lithium salt, sodium salt, potassium salt, and cesium salt, and ammonium salt.

3価の鉄化合物としては、特に限定されないが、例えば、塩化第二鉄や硫酸第二鉄が挙げられる。 The trivalent iron compound is not particularly limited, and examples thereof include ferric chloride and ferric sulfate.

本発明の硫化水素捕捉剤は、目的、用途に応じて任意の形態で使用することができる。例えば、カルボキシ基含有O−置換モノヒドロキシルアミン又はその化学的に許容される塩及び3価の鉄化合物(以下、「カルボキシ基含有O−置換モノヒドロキシルアミン類及び3価鉄化合物」という。)を任意の溶媒に溶解させて液状硫化水素捕捉剤として使用したり、カルボキシ基含有O−置換モノヒドロキシルアミン類及び3価鉄化合物又は前記の液状硫化水素捕捉剤を任意の担体に担持し、固体状硫化水素捕捉剤として使用することができる。 The hydrogen sulfide scavenger of the present invention can be used in any form depending on the purpose and application. For example, a carboxy group-containing O-substituted monohydroxylamine or a chemically acceptable salt thereof and a trivalent iron compound (hereinafter referred to as "carboxy group-containing O-substituted monohydroxylamine and a trivalent iron compound"). It can be dissolved in an arbitrary solvent and used as a liquid hydrogen sulfide trapping agent, or a carboxy group-containing O-substituted monohydroxylamine and a trivalent iron compound or the above liquid hydrogen sulfide trapping agent can be carried on an arbitrary carrier to form a solid state. It can be used as a hydrogen sulfide trapping agent.

本発明の液状硫化水素捕捉剤を調製する際の溶媒へのカルボキシ基含有O−置換モノヒドロキシルアミン類及び3価鉄化合物の溶解量は、目的に応じて任意に調節可能であり、特に限定するものではないが、本発明の液状硫化水素捕捉剤に対して各々0.1〜30重量%の範囲が好ましく、1〜20重量%の範囲がさらに好ましい。 The amount of the carboxy group-containing O-substituted monohydroxylamines and the trivalent iron compound dissolved in the solvent when preparing the liquid hydrogen sulfide scavenger of the present invention can be arbitrarily adjusted according to the intended purpose and is particularly limited. Although not, the range of 0.1 to 30% by weight is preferable, and the range of 1 to 20% by weight is more preferable with respect to the liquid hydrogen sulfide scavenger of the present invention.

本発明の固体状硫化水素捕捉剤を調製する際にカルボキシ基含有O−置換モノヒドロキシルアミン類及び3価鉄化合物を担持する担体としては、水に不溶性のものであれば特に制限なく用いることができる。例えば、高分子担体として、ポリスチレン、架橋ポリスチレン等のスチレン系ポリマー、ポリエチレン、ポリプロピレン等のポリオレフィン、ポリ塩化ビニル、ポリテトラフルオロエチレン等のポリ(ハロゲン化オレフィン)、ポリアクリロニトリル等のニトリル系ポリマー、ポリメタクリル酸メチル、ポリアクリル酸エチル等の(メタ)アクリル系ポリマー、セルロース、アガロース、デキストラン等の高分子量多糖類等が挙げられ、無機担体として、活性炭、シリカゲル、珪藻土、ヒドロキシアパタイト、アルミナ、酸化チタン、マグネシア、ポリシロキサン等が挙げられる。 When preparing the solid hydrogen sulfide scavenger of the present invention, the carrier carrying the carboxy group-containing O-substituted monohydroxylamines and the trivalent iron compound may be used without particular limitation as long as it is insoluble in water. it can. For example, as the polymer carrier, a styrene polymer such as polystyrene or crosslinked polystyrene, a polyolefin such as polyethylene or polypropylene, a poly (halogenated olefin) such as polyvinyl chloride or polytetrafluoroethylene, a nitrile polymer such as polyacrylonitrile, or poly Examples thereof include (meth) acrylic polymers such as methyl methacrylate and ethyl polyacrylate, and high molecular weight polysaccharides such as cellulose, agarose, and dextran, and examples of the inorganic carrier include activated carbon, silica gel, diatomaceous soil, hydroxyapatite, alumina, and titanium oxide. , Magnesia, polysiloxane and the like.

ここで、架橋ポリスチレンとは、スチレン、ビニルトルエン、ビニルキシレン、ビニルナフタレン等のモノビニル芳香族化合物とジビニルベンゼン、ジビニルトルエン、ジビニルキシレン、ジビニルナフタレン、トリビニルベンゼン、ビスビニルジフェニル、ビスビニルフェニルエタン等のポリビニル芳香族化合物との架橋共重合体を主体とするものであり、これらの共重合体にグリセロールメタクリレート、エチレングリコールジメタクリレート等のメタクリル酸エステルが共重合されていてもよい。 Here, the crosslinked polystyrene includes monovinyl aromatic compounds such as styrene, vinyltoluene, vinylxylene, and vinylnaphthalene, and divinylbenzene, divinyltoluene, divinylxylene, divinylnaphthalene, trivinylbenzene, bisvinyldiphenyl, bisvinylphenyl ethane, and the like. It is mainly composed of a crosslinked copolymer with the polyvinyl aromatic compound of the above, and a methacrylic acid ester such as glycerol methacrylate or ethylene glycol dimethacrylate may be copolymerized with these copolymers.

本発明の固体状硫化水素捕捉剤の調製において用いられる担体の形状としては、特に限定されるものではないが、例えば、球状(例えば、球状粒子など)、粒状、繊維状、顆粒状、モノリスカラム、中空糸、膜状(例えば、平膜など)等の一般的に分離基材として使用される形状が利用可能であり、これらのうち、球状、膜状、粒状、顆粒状、又は繊維状のものが好ましい。球状、粒状、又は顆粒状担体は、カラム法やバッチ法で使用する際、その使用体積を自由に設定できることから、特に好ましく用いられる。球状、粒状、又は顆粒状担体の粒子サイズとしては、通常、平均粒径1μm〜10mmの範囲のものを用いることができるが、2μm〜1mmの範囲が好ましい。 The shape of the carrier used in the preparation of the solid hydrogen sulfide scavenger of the present invention is not particularly limited, but is, for example, spherical (for example, spherical particles, etc.), granular, fibrous, granular, monolith column. , Hollow fiber, membranous (eg, flat membrane, etc.) and other shapes commonly used as separation substrates are available, of which spherical, membranous, granular, granular, or fibrous. Those are preferable. Spherical, granular, or granular carriers are particularly preferably used because the volume used can be freely set when used in a column method or a batch method. As the particle size of the spherical, granular, or granular carrier, those having an average particle size in the range of 1 μm to 10 mm can be usually used, but a particle size in the range of 2 μm to 1 mm is preferable.

本発明の固体状硫化水素捕捉剤の調製において用いられる担体は多孔質でもよいし、無孔質でもよい。多孔質担体の平均細孔径としては、通常、1nm〜1μmのものを用いることができるが、硫化水素捕捉速度の点で1nm〜300nmの範囲が好ましい。 The carrier used in the preparation of the solid hydrogen sulfide scavenger of the present invention may be porous or non-porous. As the average pore diameter of the porous carrier, one having an average pore diameter of 1 nm to 1 μm can be usually used, but a range of 1 nm to 300 nm is preferable in terms of the hydrogen sulfide trapping rate.

本発明の固体状硫化水素捕捉剤を調製する方法としては、特に限定するものではないが、例えば、本発明の液状硫化水素捕捉剤又はカルボキシ基含有O−置換モノヒドロキシルアミン類及び3価鉄化合物を担体に物理的に吸着させて固定化する方法が挙げられる。 The method for preparing the solid hydrogen sulfide scavenger of the present invention is not particularly limited, but for example, the liquid hydrogen sulfide scavenger of the present invention or a carboxy group-containing O-substituted monohydroxylamine and a trivalent iron compound. There is a method of physically adsorbing the hydrogen sulfide to the carrier to immobilize the hydrogen sulfide.

カルボキシ基含有O−置換モノヒドロキシルアミン類及び3価鉄化合物を物理的に吸着させて固定化する方法としては、特に限定されないが、例えば、カルボキシ基含有O−置換モノヒドロキシルアミン類及び3価鉄化合物を水等の溶媒に溶解させ、次いで上記した担体を加え、カルボキシ基含有O−置換モノヒドロキシルアミン類及び3価鉄化合物を当該担体に含浸させて、さらに溶媒を留去する方法が挙げられる。 The method for physically adsorbing and immobilizing the carboxy group-containing O-substituted monohydroxylamines and the trivalent iron compound is not particularly limited, but for example, the carboxy group-containing O-substituted monohydroxylamines and the trivalent iron are not particularly limited. Examples thereof include a method in which the compound is dissolved in a solvent such as water, then the above-mentioned carrier is added, the carrier is impregnated with carboxy group-containing O-substituted monohydroxylamines and a trivalent iron compound, and the solvent is further distilled off. ..

担体へのカルボキシ基含有O−置換モノヒドロキシルアミン類及び3価鉄化合物の担持量は、目的に応じて任意に調節可能であり、特に限定するものではないが、本発明に用いる担体に対して各々0.1〜30重量%の範囲が好ましく、1〜20重量%の範囲がさらに好ましい。 The amount of the carboxy group-containing O-substituted monohydroxylamines and the trivalent iron compound supported on the carrier can be arbitrarily adjusted according to the intended purpose, and is not particularly limited, but with respect to the carrier used in the present invention. Each is preferably in the range of 0.1 to 30% by weight, more preferably in the range of 1 to 20% by weight.

実施例1及び比較例1〜3における硫化水素濃度の経時変化を示す図である。It is a figure which shows the time-dependent change of the hydrogen sulfide concentration in Example 1 and Comparative Examples 1-3.

以下、本発明を具体的に説明するが、本発明はこれらの実施例に限定して解釈されるものではない。 Hereinafter, the present invention will be specifically described, but the present invention is not construed as being limited to these examples.

実施例1
アミノオキシ酢酸と塩化第二鉄を各々3重量%含有する捕捉剤の水溶液を、円状ろ紙(直径125mm、アドバンテック製)に10g/mの割合で塗布し、室温で24時間乾燥させた。このろ紙をテドラーバッグに封入して真空脱気し、20ppmの硫化水素ガスを1L注入後、25℃で放置した。1時間後、2時間後、及び3時間後のテドラーバッグ中の硫化水素濃度を検知管(ガステック製)で定量した。
Example 1
An aqueous solution of a scavenger containing 3% by weight each of aminooxyacetic acid and ferric chloride was applied to a circular filter paper (diameter 125 mm, manufactured by Advantech) at a ratio of 10 g / m 2 , and dried at room temperature for 24 hours. This filter paper was sealed in a Tedlar bag, degassed in vacuum, injected with 1 L of 20 ppm hydrogen sulfide gas, and then left at 25 ° C. The hydrogen sulfide concentration in the Tedlar bag after 1 hour, 2 hours, and 3 hours was quantified with a detector tube (manufactured by Gastec).

比較例1
捕捉剤を用いないこと以外は実施例1と同様に実施した。
Comparative Example 1
The procedure was the same as in Example 1 except that no scavenger was used.

比較例2
捕捉剤としてアミノオキシ酢酸のみを3重量%含有する水溶液を用いたこと以外は実施例1と同様に実施した。
Comparative Example 2
The same procedure as in Example 1 was carried out except that an aqueous solution containing only 3% by weight of aminooxyacetic acid was used as a scavenger.

比較例3
捕捉剤として塩化第二鉄のみを3重量%含有する水溶液を用いたこと以外は実施例1と同様に実施した。
Comparative Example 3
The same procedure as in Example 1 was carried out except that an aqueous solution containing only ferric chloride in an amount of 3% by weight was used as a scavenger.

実施例1及び比較例1〜3の結果を表1及び図1に示した。表1、図1より明らかなように、本発明の硫化水素捕捉剤は既存の硫化水素捕捉剤と比較して高い硫化水素捕捉性能を示した。 The results of Example 1 and Comparative Examples 1 to 3 are shown in Table 1 and FIG. As is clear from Table 1 and FIG. 1, the hydrogen sulfide scavenger of the present invention showed high hydrogen sulfide scavenging performance as compared with the existing hydrogen sulfide scavenger.

Figure 2021098160
Figure 2021098160

実施例2
捕捉時間を24時間としたこと以外は実施例1と同様に実施した結果、24時間経過後も硫化水素濃度は0.1ppm未満であり、本発明の硫化水素捕捉剤は長時間経過後も高い硫化水素捕捉性能を維持した。
Example 2
As a result of carrying out in the same manner as in Example 1 except that the capture time was set to 24 hours, the hydrogen sulfide concentration was less than 0.1 ppm even after the lapse of 24 hours, and the hydrogen sulfide capture agent of the present invention was high even after the lapse of a long time. Maintained hydrogen sulfide capture performance.

本発明の硫化水素捕捉剤は、硫化水素を速やかに且つ持続的に捕捉する。その結果、人体に有害な硫化水素を低減し、ヒトの生活環境を改善することができる。 The hydrogen sulfide scavenger of the present invention captures hydrogen sulfide rapidly and continuously. As a result, hydrogen sulfide, which is harmful to the human body, can be reduced and the living environment of humans can be improved.

Claims (5)

カルボキシ基含有O−置換モノヒドロキシルアミン又はその化学的に許容される塩、及び3価の鉄化合物を含む硫化水素捕捉剤。 A hydrogen sulfide scavenger containing a carboxy group-containing O-substituted monohydroxylamine or a chemically acceptable salt thereof, and a trivalent iron compound. 下記一般式(1)で表されるカルボキシ基含有O−置換モノヒドロキシルアミン又はその化学的に許容される塩を1種以上含むことを特徴とする請求項1に記載の硫化水素捕捉剤。
Figure 2021098160
(式中、Rは水素原子、炭素数1〜18のアルキル基、炭素数6〜14のアリール基、又は炭素数7〜15のアリールアルキル基を表す。nは1〜6の整数を表す。複数のRは同一又は相異なっていてもよい。)
The hydrogen sulfide scavenger according to claim 1, which contains at least one carboxy group-containing O-substituted monohydroxylamine represented by the following general formula (1) or a chemically acceptable salt thereof.
Figure 2021098160
(In the formula, R represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 14 carbon atoms, or an arylalkyl group having 7 to 15 carbon atoms. N represents an integer of 1 to 6. Multiple Rs may be the same or different.)
一般式(1)において、Rが、水素原子、メチル基、エチル基、プロピル基、イソプロピル基、ブチル基、イソブチル基、sec−ブチル基、tert−ブチル基、ベンジル基、フェニル基のいずれかであることを特徴とする請求項2に記載の硫化水素捕捉剤。 In the general formula (1), R is any one of hydrogen atom, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, sec-butyl group, tert-butyl group, benzyl group and phenyl group. The hydrogen sulfide trapping agent according to claim 2, wherein the agent is present. 3価の鉄化合物が、塩化第二鉄及び/又は硫酸第二鉄であることを特徴とする請求項1乃至3に記載の硫化水素捕捉剤。 The hydrogen sulfide scavenger according to claims 1 to 3, wherein the trivalent iron compound is ferric chloride and / or ferric sulfate. 請求項1乃至4に記載の硫化水素捕捉剤を使用することを特徴とする硫化水素の除去方法。 A method for removing hydrogen sulfide, which comprises using the hydrogen sulfide scavenger according to claims 1 to 4.
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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62193631A (en) * 1986-02-20 1987-08-25 Nitto Electric Ind Co Ltd Nitrogen oxide removing agent and nitrogen oxide removing body using said agent
JPH04346831A (en) * 1991-05-24 1992-12-02 Nippon Steel Corp Production of composition having air purifying performance
JP2018108578A (en) * 2016-12-28 2018-07-12 東ソー株式会社 Aldehyde scavenger

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62193631A (en) * 1986-02-20 1987-08-25 Nitto Electric Ind Co Ltd Nitrogen oxide removing agent and nitrogen oxide removing body using said agent
JPH04346831A (en) * 1991-05-24 1992-12-02 Nippon Steel Corp Production of composition having air purifying performance
JP2018108578A (en) * 2016-12-28 2018-07-12 東ソー株式会社 Aldehyde scavenger

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