WO2024204326A1 - 硫化水素検知剤 - Google Patents

硫化水素検知剤 Download PDF

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Publication number
WO2024204326A1
WO2024204326A1 PCT/JP2024/012224 JP2024012224W WO2024204326A1 WO 2024204326 A1 WO2024204326 A1 WO 2024204326A1 JP 2024012224 W JP2024012224 W JP 2024012224W WO 2024204326 A1 WO2024204326 A1 WO 2024204326A1
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Prior art keywords
color
hydrogen sulfide
parts
promoter
oil
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PCT/JP2024/012224
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English (en)
French (fr)
Japanese (ja)
Inventor
友貴 野口
大樹 小林
裕一 青柳
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Nok Corp
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Nok Corp
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Priority to JP2025511013A priority Critical patent/JPWO2024204326A1/ja
Priority to CN202480019644.7A priority patent/CN120958320A/zh
Priority to EP24780432.1A priority patent/EP4692786A1/en
Publication of WO2024204326A1 publication Critical patent/WO2024204326A1/ja
Anticipated expiration legal-status Critical
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    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
    • G01N31/22—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators
    • G01N31/223—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators for investigating presence of specific gases or aerosols
    • G01N31/224—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators for investigating presence of specific gases or aerosols for investigating presence of dangerous gases
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/0004—Gaseous mixtures, e.g. polluted air
    • G01N33/0009—General constructional details of gas analysers, e.g. portable test equipment
    • G01N33/0027—General constructional details of gas analysers, e.g. portable test equipment concerning the detector
    • G01N33/0036—General constructional details of gas analysers, e.g. portable test equipment concerning the detector specially adapted to detect a particular component
    • G01N33/0044—Sulphides, e.g. H2S

Definitions

  • This disclosure relates to technology for detecting hydrogen sulfide.
  • Hydrogen sulfide is harmful to the human body and also corrodes and deteriorates metals and resin materials. Therefore, it is important to detect hydrogen sulfide.
  • One technology for detecting hydrogen sulfide is a sensor that makes use of the fact that the electrical and thermal properties of an element change when hydrogen sulfide comes into contact with the element. However, a continuous supply of electricity is required to use the sensor.
  • Patent Document 1 proposes a gas detector in which a metal compound that changes color in reaction with hydrogen sulfide is dispersed in a polymeric substrate.
  • Patent Document 2 proposes a method that uses a membrane that allows hydrogen sulfide gas to pass through, making it possible to control the detectable hydrogen sulfide gas concentration according to the transmittance of the membrane.
  • one aspect of the present disclosure aims to detect low concentrations of hydrogen sulfide while suppressing the content of the color developer.
  • a hydrogen sulfide detector includes a polymeric material as a base material, a coloring agent that changes color upon contact with hydrogen sulfide, and a coloring promoter that promotes the coloring of the coloring agent.
  • the hydrogen sulfide detector according to one embodiment of the present disclosure uses a polymeric material as a base material and includes a coloring agent that changes color upon contact with hydrogen sulfide, and a coloring promoter that promotes the coloring of the coloring agent.
  • the hydrogen sulfide detector of this embodiment is used to determine the presence or absence of hydrogen sulfide.
  • the hydrogen sulfide detector of this embodiment is placed near the all-solid-state battery. If the solid electrolyte containing sulfide leaks from the all-solid-state battery, the leakage of sulfide can be detected by the color change of the hydrogen sulfide detector.
  • the object to be detected by the hydrogen sulfide detector of this embodiment is, for example, gaseous hydrogen sulfide.
  • the hydrogen sulfide detector of this embodiment can accurately detect whether a specific gas (air) contains hydrogen sulfide.
  • the concentration of hydrogen sulfide in a specific gas it is also possible to detect the concentration of hydrogen sulfide in a specific gas (how much hydrogen sulfide the gas contains).
  • the object to be detected by the hydrogen sulfide detector may be, for example, hydrogen sulfide dissolved in a liquid such as water.
  • At least a part of hydrogen sulfide that comes into contact with the hydrogen sulfide detector of this embodiment dissolves in the color-developing accelerator contained in the hydrogen sulfide detector.
  • the inventors presume that hydrogen sulfide (H 2 S) dissolved in the color-developing accelerator is ionized and reacts with the color-developing agent after ionization.
  • the inventors believe that the hydrogen sulfide detector of this embodiment is easy to color even with a small content of color-developing agent because most of the hydrogen sulfide quickly dissolves in the color-developing accelerator.
  • “easy to color” includes the color-developing agent being highly sensitive to color development even when the concentration of hydrogen sulfide is low, or the color-developing agent being quickly colored by contact with hydrogen sulfide.
  • color promoter is not particularly limited, but examples of color promoters include various oils. Adding oil to the polymer material that constitutes the substrate promotes the dissolution or permeation of hydrogen sulfide into the substrate, resulting in a state in which hydrogen sulfide can easily come into contact with the color promoter in the substrate. Therefore, oils that are highly soluble in hydrogen sulfide are suitable as color promoters.
  • low molecular weight oils are exemplified as color promoters.
  • Low molecular weight oils are, for example, oils with a molecular weight of less than 10,000. More preferably, oils with a molecular weight of 5,000 or less (for example, 1,000 or less) are exemplified as color promoters.
  • Polar oil is an oil that has uneven distribution of electrical polarity within its molecules. Hydrogen sulfide is a polar material, and therefore dissolves more easily in polar oil than a base material formed from a non-polar polymer material. Therefore, by using polar oil as a color-changing promoter, coloring by the coloring agent can be effectively promoted.
  • oils used as color promoters include silicone oil, ester oil, and process oil. Silicone oil is a non-polar oil. Ester oil is a polar oil. Process oil is a polar oil or a non-polar oil. The inventors of the present application have found that when the color promoter contains silicone oil, ester oil, or process oil, coloring is easy even when the content of the color promoter is small. Note that multiple types of oils may be used as color promoters. For example, a mixture of two or more oils selected from silicone oil, ester oil, and process oil is used as a color promoter.
  • the amount of color promoter in the hydrogen sulfide detector can be any amount, but for example, the amount of color promoter is 0.1 parts by mass or more and 30 parts by mass or less per 100 parts by mass of polymeric material. If the amount of color promoter is too high relative to the polymeric material, it becomes difficult to knead the material during the manufacturing process. If the amount of color promoter is too low relative to the polymeric material, it becomes difficult for the color agent to develop color. According to an embodiment in which the amount of color promoter is 0.1 parts by mass or more and 30 parts by mass or less, it is possible to achieve a high level of both ease of kneading the material during the manufacturing process and ease of color development of the color agent.
  • the coloring agent contained in the hydrogen sulfide detector of this embodiment will be described.
  • the coloring agent is an element or compound that changes color upon contact with hydrogen sulfide.
  • Examples of materials for the coloring agent include chalcophilic elements, siderophilic elements, or compounds thereof.
  • Examples of copper-loving elements include copper, zinc, gallium, germanium, arsenic, selenium, silver, cadmium, lanthanum, tin, antimony, tellurium, mercury, thallium, lead, bismuth, and polonium.
  • Examples of iron-loving elements include manganese, iron, cobalt, nickel, molybdenum, ruthenium, rhodium, palladium, rhenium, osmium, iridium, platinum, and gold.
  • the coloring agent is preferably at least one selected from the group consisting of silver, silver compounds, copper, copper compounds, nickel, nickel compounds, cobalt, cobalt compounds, lead, lead compounds, iron and iron compounds, among the materials exemplified above. More preferably, the coloring agent is at least one selected from the group consisting of silver, silver compounds, lead, lead compounds, iron and iron compounds.
  • the inventors of the present application have found that hydrogen sulfide detectors using the above coloring agents are easy to color even when the content of the coloring agent is small.
  • the color developer is preferably in powder form.
  • the form of the color developer is not limited.
  • the amount of colorant contained in the hydrogen sulfide detector is arbitrary, but for example, the amount of colorant is 10 parts by mass or more and 500 parts by mass or less per 100 parts by mass of polymeric material. If the amount of colorant promoter contained in the polymeric material is too high, it becomes difficult to knead the material during the manufacturing process. If the amount of colorant promoter contained in the polymeric material is too low, it becomes difficult for the colorant to develop color. According to an embodiment in which the amount of colorant contained in the polymeric material is 10 parts by mass or more and 500 parts by mass or less, it is possible to achieve a high level of both ease of kneading during the manufacturing process and ease of color development of the colorant.
  • the type of polymeric material is not particularly limited, and any known polymeric material may be used.
  • rubber materials such as diene rubber and its hydrogenated products, olefin rubber, halogen-containing rubber, silicone rubber, sulfur-containing rubber, and fluororubber are exemplified as polymeric materials for the hydrogen sulfide detector.
  • diene rubber and its hydrogenated products examples include natural rubber (NR), isoprene rubber (IR), epoxidized natural rubber, styrene butadiene rubber (SBR), butadiene rubber (BR) (high cis BR and low cis BR), acrylonitrile butadiene rubber (NBR), hydrogenated NBR, hydrogenated SBR, etc.
  • NR natural rubber
  • IR isoprene rubber
  • SBR styrene butadiene rubber
  • BR butadiene rubber
  • NBR acrylonitrile butadiene rubber
  • hydrogenated NBR hydrogenated SBR, etc.
  • olefin-based rubbers examples include ethylene propylene rubber (EPM), ethylene propylene diene rubber (EPDM), maleic acid modified ethylene propylene rubber (M-EPM), maleic anhydride modified ethylene- ⁇ -olefin copolymer, ethylene-glycidyl methacrylate copolymer, maleic anhydride modified ethylene-ethyl acrylate copolymer (modified EEA), butyl rubber (IIR), copolymer of isobutylene and aromatic vinyl or diene monomer, acrylic rubber (ACM), and ionomer.
  • EPM ethylene propylene rubber
  • EPDM ethylene propylene diene rubber
  • M-EPM maleic acid modified ethylene propylene rubber
  • M-EPM maleic anhydride modified ethylene- ⁇ -olefin copolymer
  • EEA maleic anhydride modified ethylene- ⁇ -olefin copolymer
  • EEA maleic anhydride modified
  • halogen-containing rubbers include halogenated butyl rubbers such as brominated butyl rubber (Br-IIR) and chlorinated butyl rubber (Cl-IIR), halogenated isomonoolefin-p-alkylstyrene copolymers (e.g., brominated isobutylene-p-methylstyrene copolymer (BIMS)), halogenated isobutylene-isoprene copolymer rubber, chloroprene rubber (CR), hydrin rubber (CHR), chlorosulfonated polyethylene (CSM), chlorinated polyethylene (CM), and maleic acid-modified chlorinated polyethylene (M-CM).
  • halogenated butyl rubbers such as brominated butyl rubber (Br-IIR) and chlorinated butyl rubber (Cl-IIR)
  • halogenated isomonoolefin-p-alkylstyrene copolymers
  • silicone rubber examples include methylvinylsilicone rubber (VMQ), dimethylsilicone rubber, and methylphenylvinylsilicone rubber.
  • sulfur-containing rubber examples include polysulfide rubber.
  • fluororubbers include vinylidene fluoride-based rubber, fluorine-containing vinyl ether-based rubber, tetrafluoroethylene-propylene-based rubber, fluorine-containing silicone rubber, and fluorine-containing phosphazene-based rubber.
  • the polymer material is preferably at least one selected from the group consisting of ethylene propylene diene rubber (EPDM), silicone rubber, acrylic rubber, and fluororubber.
  • EPDM ethylene propylene diene rubber
  • silicone rubber silicone rubber
  • acrylic rubber acrylic rubber
  • fluororubber fluororubber
  • the hydrogen sulfide detector of this embodiment includes the polymeric material, coloring agent, and color promoter exemplified above, but may also include other components.
  • the content of other components is preferably 30% by mass or less, more preferably 15% by mass or less, even more preferably 5% by mass or less, and even more preferably 1% by mass or less.
  • Test A A color test (hereinafter referred to as "Test A") was carried out on a number of samples (Examples A1 and A2, Comparative Examples A1 and A2) prepared with the following compositions. Specifically, the raw materials were thoroughly mixed and then solidified into a disk shape to prepare a sample.
  • Example A1 Polymer material: EPDM polymer (Mitsui Chemicals, Inc. / EPT4045) ... 100 parts by weight Crosslinking agent: Peroxide crosslinking agent (NOF Corporation / Percumyl D) ... 3 parts by weight Coloring agent: Silver powder (DOWA Electronics Co., Ltd. / Silver powder FA-2-3) ... 130 parts by weight Coloring accelerator: Silicone oil (Shin-Etsu Chemical Co., Ltd. / TA-5) ... 1 part by weight
  • Comparative Example A1 is a sample that shares materials with Example A1 except for the color promoter (silicone oil), but does not contain the color promoter of Example A1.
  • Example A2 Polymer material: Silicone rubber (SIR Co., Ltd. / QP1-25 BASE JPN) ... 100 parts by weight
  • Crosslinking agent Peroxide crosslinking agent (Momentive Performance Materials Japan LLC / TC-8) ... 2 parts by weight
  • Coloring agent Silver powder (DOWA Electronics Co., Ltd. / Silver powder FA-2-3) ... 130 parts by weight
  • Coloring accelerator Silicone oil (Shin-Etsu Chemical Co., Ltd. / TA-5) ... 1 part by weight
  • Comparative Example A2 is a sample that shares materials with Example A2 except for the color promoter (silicone oil), but does not contain the color promoter of Example A2.
  • Example A1 and Example A2 containing silicone oil showed a greater degree of discoloration than Comparative Example A1 and Comparative Example A2 not containing silicone oil. That is, Example A1 and Example A2 corresponding to the hydrogen sulfide detector of this embodiment contain silicone oil, so it is considered that the degree of coloration is increased compared to Comparative Example A1 and Comparative Example A2 not containing silicone oil.
  • Test B A coloration test (hereinafter referred to as "Test B") was carried out on a number of samples (Examples B1 to B8, Comparative Examples B1 to B2) shown in Figure 2. As in Test A, the blended raw materials were thoroughly kneaded and then solidified into a disk shape to prepare a sample.
  • Example B1 Polymer material: EPDM polymer (Mitsui Chemicals, Inc. / EPT4045) ... 100 parts by weight Crosslinking agent: Peroxide crosslinking agent (NOF Corporation / Percumyl D) ... 3 parts by weight Coloring agent: Silver powder (DOWA Electronics Co., Ltd. / Silver powder FA-2-3) ... 136 parts by weight Coloring accelerator: Silicone oil (Shin-Etsu Chemical Co., Ltd. / TA-5) ... 1 part by weight
  • Example B2 Polymer material: EPDM polymer (Mitsui Chemicals, Inc./EPT4045)...100 parts by weight
  • Crosslinking agent Peroxide crosslinking agent (NOF Corporation/Percumyl D).
  • Coloring agent Silver powder (DOWA Electronics Co., Ltd./Silver powder FA-2-3)...64 parts by weight
  • Coloring accelerator Silicone oil (Shin-Etsu Chemical Co., Ltd./TA-5)...1 part by weight
  • Example B2 is a sample in which the content of color developer is reduced compared to Example B1.
  • Example B3 Polymer material: EPDM polymer (Mitsui Chemicals, Inc. / EPT4045) ... 100 parts by weight Crosslinking agent: Peroxide crosslinking agent (NOF Corporation / Percumyl D) ... 3 parts by weight Coloring agent: Silver powder (DOWA Electronics Co., Ltd. / Silver powder FA-2-3) ... 136 parts by weight Coloring accelerator: Silicone oil (Shin-Etsu Chemical Co., Ltd. / TA-5) ... 2 parts by weight
  • Example B3 is a sample in which the content of the color promoter is increased compared to Example B1.
  • Example B4 Polymer material: EPDM polymer (Mitsui Chemicals, Inc. / EPT4045) ... 100 parts by weight Crosslinking agent: Peroxide crosslinking agent (NOF Corporation / Percumyl D) ... 3 parts by weight Coloring agent: Silver powder (DOWA Electronics Co., Ltd. / Silver powder FA-2-3) ... 136 parts by weight Coloring accelerator: Process oil (Idemitsu Kosan Co., Ltd. / PW-380) ... 1 part by weight
  • Example B4 is a sample in which the type of color promoter was changed from that of Example B1.
  • Example B5 Polymer material: EPDM polymer (Mitsui Chemicals, Inc. / EPT4045) ... 100 parts by weight Crosslinking agent: Peroxide crosslinking agent (NOF Corporation / Percumyl D) ... 3 parts by weight Coloring agent: Silver powder (DOWA Electronics Co., Ltd. / Silver powder FA-2-3) ... 136 parts by weight Coloring accelerator: Process oil (Idemitsu Kosan Co., Ltd. / PW-380) ... 2 parts by weight
  • Example B5 is a sample in which the content of the color promoter is increased compared to Example B4.
  • Example B6 Polymer material: EPDM polymer (Mitsui Chemicals, Inc. / EPT4045) ... 100 parts by weight Crosslinking agent: Peroxide crosslinking agent (NOF Corporation / Percumyl D) ... 3 parts by weight Coloring agent: Silver powder (DOWA Electronics Co., Ltd. / Silver powder FA-2-3) ... 136 parts by weight Coloring accelerator: Ester oil (ADEKA Corporation / TS-735) ... 1 part by weight
  • Example B6 is a sample in which the type of color promoter used was changed from that used in Example B1.
  • the molecular weight of the ester oil in Example B6 is approximately 850.
  • Example B7 Polymer material: EPDM polymer (Mitsui Chemicals, Inc. / EPT4045) ... 100 parts by weight
  • Crosslinking agent Peroxide crosslinking agent (NOF Corporation / Percumyl D) ... 3 parts by weight
  • Coloring accelerator Ester oil (ADEKA Corporation / TS-735) ... 2 parts by weight
  • Example B7 is a sample in which the content of the color promoter is increased compared to Example B4.
  • Example B8 Polymer material: Silicone rubber (SIR Co., Ltd. / QP1-25 BASE JPN) ... 100 parts by weight
  • Crosslinking agent Peroxide crosslinking agent (Momentive Performance Materials Japan LLC / TC-8) ... 2 parts by weight
  • Coloring agent Silver powder (DOWA Electronics Co., Ltd. / Silver powder FA-2-3) ... 122 parts by weight
  • Coloring accelerator Silicone oil (Shin-Etsu Chemical Co., Ltd. / TA-5) ... 1 part by weight
  • Example B8 is a sample in which the types of polymer material and crosslinking agent and the content of color developer were changed from those in Example B1.
  • Polymer material EPDM polymer (EPT4045 manufactured by Mitsui Chemicals, Inc.)... 100 parts by weight
  • Crosslinking agent Peroxide crosslinking agent (Percumyl D manufactured by NOF Corporation).... 3 parts by weight
  • Coloring agent Silver powder (Silver powder FA-2-3 manufactured by DOWA Electronics Co., Ltd.)... 136 parts by weight
  • Comparative Example B1 is a sample in which the color promoter is omitted from Example B1.
  • Comparative Example B1 is a sample in which the color promoter is omitted from Example B1.
  • the color difference ⁇ E * ab is the distance between the chromaticity coordinates (L1 * , a1 * , b1 * ) of the sample before contact with hydrogen sulfide gas and the chromaticity coordinates (L2 * , a2 * , b2 * ) of the sample after contact with hydrogen sulfide gas.
  • Example B2 The color difference ⁇ E * ab in Example B2 was the same as the color difference ⁇ E * ab in Comparative Example B1. However, the content of the color developer in Example B2 was half that of the color developer in Comparative Example B1. From the above results, it was confirmed that the same color development can be maintained by adding a color development promoter even when the color developer is reduced (e.g., halved).
  • the color difference ⁇ E * ab in Examples B1 to B5 was equal to or greater than the color difference E * ab in Comparative Example B1. From the above results, it was confirmed that the degree of coloration was increased by adding silicone oil or process oil as a coloration promoter. Furthermore, the color difference ⁇ E * ab in Examples B6 and B7, which contained ester oil, a polar oil, as a coloration promoter, was greater than the color difference ⁇ E * ab in Examples B1 to B5. From the above results, it was confirmed that the degree of coloration was more effectively increased by using polar oil as a coloration promoter.
  • Example B7 The color difference ⁇ E * ab in Example B7 was greater than the color difference ⁇ E * ab in Example B6, in which the content of the color promoter was reduced compared to Example B7. From the above results, it was confirmed that the degree of coloration can be more effectively increased by increasing the content of the color promoter (particularly the polar oil).
  • the color difference ⁇ E * ab in Example B8 was a value greater than the color difference E * ab in Comparative Example B2. Therefore, it was confirmed that the degree of coloration was increased by adding a coloration promoter even when a different type of polymer material (silicone rubber) from that in Examples B1 to B7 was used as the base material.
  • the hydrogen sulfide detector according to one aspect (aspect 1) of the present disclosure includes a polymeric material as a base material, a coloring agent that changes color upon contact with hydrogen sulfide, and a color promoter that promotes the coloring of the coloring agent.
  • hydrogen sulfide can be detected with high accuracy. For example, low concentrations of hydrogen sulfide can be detected while suppressing the content of the coloring agent.
  • the color developer is at least one selected from the group consisting of silver, silver compounds, copper, copper compounds, nickel, nickel compounds, cobalt, cobalt compounds, lead, lead compounds, iron, and iron compounds.
  • the color promoter is an oil.
  • the color promoter is an oil having a molecular weight of 5000 or less.
  • the color promoter is a polar oil. According to Aspects 3 to 5, coloring by the color promoter can be effectively promoted.
  • any of Aspects 1 to 5 include an aspect in which the color promoter contains silicone oil (Aspect 6), an aspect in which the color promoter contains ester oil (Aspect 7), or an aspect in which the color promoter contains process oil (Aspect 8).
  • the color promoter may be composed of a mixture of multiple types of materials (e.g., oils).
  • the content of the color developer is 10 parts by mass or more and 500 parts by mass or less per 100 parts by mass of the polymer material.
  • the content of the color developer is 0.1 parts by mass or more and 30 parts by mass or less per 100 parts by mass of the polymer material.
  • any of Aspects 1 to 8 a form in which the content of the colorant is 10 parts by mass or more, or a form in which the content of the color promoter is 0.1 parts by mass or more is also envisaged. According to the above forms, the ease of coloring of the colorant can be maintained compared to forms in which the amount of the colorant or color promoter is small. Also, in any of Aspects 1 to 8, a form in which the content of the colorant is 500 parts by mass or less, or a form in which the content of the color promoter is 30 parts by mass or less is also envisaged. According to the above forms, the kneading of the materials in the manufacturing process can be made easier compared to forms in which the amount of the colorant or color promoter is large.

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PCT/JP2024/012224 2023-03-31 2024-03-27 硫化水素検知剤 Ceased WO2024204326A1 (ja)

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CN202480019644.7A CN120958320A (zh) 2023-03-31 2024-03-27 硫化氢检测剂
EP24780432.1A EP4692786A1 (en) 2023-03-31 2024-03-27 Hydrogen sulfide detecting agent

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WO2025258495A1 (ja) * 2024-06-14 2025-12-18 Nok株式会社 硫化水素検知部材、硫化水素検知着用品および硫化水素検知方法

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JP2020508434A (ja) 2017-02-17 2020-03-19 日東電工株式会社 ガス検知エレメント
JP2021160975A (ja) * 2020-03-31 2021-10-11 東洋製罐グループホールディングス株式会社 インジケータ材料、および、使用方法
WO2021256087A1 (ja) * 2020-06-19 2021-12-23 三菱電機株式会社 環境因子検知剤
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