WO2016167258A1 - Adsorbant pour substances odorantes - Google Patents

Adsorbant pour substances odorantes Download PDF

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Publication number
WO2016167258A1
WO2016167258A1 PCT/JP2016/061838 JP2016061838W WO2016167258A1 WO 2016167258 A1 WO2016167258 A1 WO 2016167258A1 JP 2016061838 W JP2016061838 W JP 2016061838W WO 2016167258 A1 WO2016167258 A1 WO 2016167258A1
Authority
WO
WIPO (PCT)
Prior art keywords
adsorbent
acid
compound
salt
group
Prior art date
Application number
PCT/JP2016/061838
Other languages
English (en)
Japanese (ja)
Inventor
透 岸田
Original Assignee
大阪ガスケミカル株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=57125777&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO2016167258(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by 大阪ガスケミカル株式会社 filed Critical 大阪ガスケミカル株式会社
Priority to JP2016533672A priority Critical patent/JP6125103B2/ja
Publication of WO2016167258A1 publication Critical patent/WO2016167258A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00—Disinfection, sterilisation or deodorisation of air
    • A61L9/01—Deodorant compositions
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C211/14—Amines containing amino groups bound to at least two aminoalkyl groups, e.g. diethylenetriamines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/14—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic the nitrogen atom of the amino group being further bound to hydrocarbon groups substituted by amino groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/08—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
    • C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
    • C07C243/26—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C243/28—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of a saturated carbon skeleton

Definitions

  • Item 10 An industrial product comprising the adsorbent according to any one of Items 1 to 9.
  • Compound (b) possessed by the adsorbent of the present invention includes amine compound (b1) or a salt thereof, amino alcohol (b2) or a salt thereof, amino acid (b3) or a salt thereof, sulfamic acid (b4) or a salt thereof, and imidazole. It is at least one compound (b) selected from the group consisting of compound (b5). These compounds (b) can be used alone or in combination of two or more.
  • Examples of the amino alcohol (b2) represented by the general formula (2) satisfying such conditions include methanolamine, ethanolamine, 1-amino-2-propanolaminoalcohol, and 2- (2-aminoethyl) aminoethanol. N- (2-hydroxypropyl) ethylenediamine and the like. Of these, 2- (2-aminoethyl) aminoethanol and N- (2-hydroxypropyl) ethylenediamine are preferred from the viewpoint of further improving the deodorizing performance and deodorizing speed. These amino alcohols (b2) can be used alone or in combination of two or more.
  • Acid salt butyrate, valerate, lactate, malate, citrate, oxalate, malonate, succinate, glutarate, adipate, benzoate, phthalate, isophthalate Acid salt, terephthalate, etc.
  • sulfamate and phosphite are more preferable from the viewpoint of further improving the deodorization performance and deodorization speed.
  • the content of amino alcohol (b2) or a salt thereof is not particularly limited, and deodorizing performance, deodorizing speed, heat resistance, and storage stability
  • the total amount of the hydrazine compound (a) and the compound (b) is 100% by weight, for example, 1% by weight or more, preferably 2% by weight or more, more preferably 3% by weight or more, For example, it is 80% by weight or less, preferably 70% by weight or less, more preferably 60% by weight or less.
  • the compound (b) an amino alcohol (b2) or a salt thereof, the above amine compound (b1) or a salt thereof, an amino acid (b3) or a salt thereof described later, a sulfamic acid (b4) or a salt thereof, an imidazole compound ( When using together with b5) etc., it is preferable to adjust so that the total amount of a compound (b) may become the said range.
  • the content of the amino alcohol (b2) or a salt thereof can be, for example, 1% by weight or more, particularly 5% by weight or more, with the total amount of the compound (b) being 100% by weight. It can be 99% by weight or less, particularly 95% by weight or less.
  • the amino acid (b3) or a salt amino acid (b3) thereof is not particularly limited, and various amino acids can be adopted.
  • Examples of such an amino acid (b3) include glycine, valine, leucine, isoleucine, alanine, aspartic acid, glutamic acid, lysine, arginine, histidine, serine, threonine, stain, methionine, asparagine, glutamine, proline, phenylalanine, tyrosine. , Tryptophan, cystine, cysteine and the like.
  • glycine, cystine, and cysteine are preferable from the viewpoint of further improving the deodorizing performance and the deodorizing speed.
  • These amino acids (b3) can be used alone or in combination of two or more.
  • the salt may be a transition metal salt (iron (II) salt, iron (III) salt, cobalt (II) salt, nickel (II) salt, Copper (II) salt, silver salt, indium (I) salt, indium (II) salt, indium (III) salt, cadmium (II) salt, etc.), ammonium salt and the like.
  • transition metal salt iron (II) salt, iron (III) salt, cobalt (II) salt, nickel (II) salt, Copper (II) salt, silver salt, indium (I) salt, indium (II) salt, indium (III) salt, cadmium (II) salt, etc.
  • polar organic solvent examples include dimethylformamide, dimethylacetamide, dimethyl sulfoxide, acetonitrile, N-methylpyrrolidone and the like.
  • inorganic acids include phosphoric acid, sulfuric acid, nitric acid, hydrofluoric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, boric acid, and the like, and salts thereof can also be used.
  • the adsorbent of the present invention described above can adsorb odorous substances (particularly aldehyde compounds) efficiently and quickly.
  • the odorous substance targeted by the adsorbent of the present invention is effective not only for a single odorous substance but also for a mixed mixed odorous substance in which two or more kinds of odorous substances are mixed.
  • the content of the adsorbent of the present invention is not particularly limited, and can be appropriately set depending on the industrial product and its intended use.
  • Example 18 70 mg of adipic acid dihydrazide and 70 mg of ethylamine were added to 18.45 g of water, and dissolved in an ultrasonic bath. To this, 1N hydrochloric acid was added until the pH reached 6-8 (the amount of 1N hydrochloric acid was 1.55 g), and the solvent adsorbent of Example 18 was obtained.
  • Example 19 The solvent of Example 19 was the same as Example 18 except that the amount of water was 18.82 g and 70 mg of n-propylamine was added instead of ethylamine (1N hydrochloric acid was 1.18 g). An adsorbent was obtained.
  • Example 22 The solvent of Example 22 except that the amount of water was 19.46 g, and 70 mg of n-octylamine was added instead of ethylamine (the amount of 1N hydrochloric acid was 0.54 g). An adsorbent was obtained.
  • Example 24 was carried out in the same manner as in Example 18 except that the amount of water was 18.80 g and 70 mg of 1,6-hexanediamine was added instead of ethylamine (the amount of 1N hydrochloric acid was 1.20 g). The solvent adsorbent was obtained.
  • Example 25 was carried out in the same manner as in Example 18 except that the amount of water was 19.03 g and 70 mg of 1,8-octanediamine was added instead of ethylamine (the amount of 1N hydrochloric acid was 0.97 g). The solvent adsorbent was obtained.
  • Example 27 The solvent adsorbent of Example 27 was prepared in the same manner as in Example 18 (the amount of 1N hydrochloric acid was 0.96 g) except that the amount of water was 19.04 g and 70 mg of diethylamine was added instead of ethylamine. Obtained.
  • Comparative Example 11 The solvent adsorbent of Comparative Example 11 was prepared in the same manner as in Example 18 except that the amount of water was 19.31 g and 70 mg of triethylamine was used instead of ethylamine (1N hydrochloric acid was 0.69 g). Obtained.
  • Example 39 A solvent adsorbent of Example 39 was obtained in the same manner as in Example 38 except that the amount of adipic acid dihydrazide was 112 mg and the amount of sulfamic acid was 28 mg.
  • Example 47 For 20 g of water, 28 mg of adipic acid dihydrazide, sulfamic acid and imidazole, the mass ratio of sulfamic acid and imidazole is 5: 5, and the total amount of sulfamic acid and imidazole is 112 mg
  • the solvent adsorbent of Example 47 was obtained by dissolving in an ultrasonic bath.
  • Comparative Example 20 The solvent of Comparative Example 20 was the same as Comparative Example 15 except that the amount of water was 19.24 g and 140 mg of n-dodecylamine was used instead of ethylamine (1N hydrochloric acid was 0.76 g). An adsorbent was obtained.
  • Test example 1 ml of each solvent adsorbent obtained in the above Examples and Comparative Examples was absorbed on a glass fiber filter paper (corresponding to 1/20 of the solvent adsorbent obtained in each Example and Comparative Example).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
  • Gas Separation By Absorption (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)

Abstract

L'invention concerne un adsorbant pour substances odorantes, l'adsorbant contenant un composé hydrazine (a) et au moins un composé (b) choisi dans le groupe constitué par les composés amines (b1) représentés par une formule générale spécifique ou des sels correspondants, des amino-alcools (b2) ou des sels correspondants, des acides aminés (b3) ou des sels correspondants, de l'acide sulfamique (b4) ou des sels correspondants, et des composés imidazole (b5), et présentant une exceptionnelle performance d'adsorption et vitesse d'adsorption (propriétés d'action rapide) pour des substances odorantes (telles que des composés d'aldéhyde).
PCT/JP2016/061838 2015-04-14 2016-04-12 Adsorbant pour substances odorantes WO2016167258A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2016533672A JP6125103B2 (ja) 2015-04-14 2016-04-12 臭気物質の吸着剤

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2015082410 2015-04-14
JP2015-082410 2015-04-14

Publications (1)

Publication Number Publication Date
WO2016167258A1 true WO2016167258A1 (fr) 2016-10-20

Family

ID=57125777

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Application Number Title Priority Date Filing Date
PCT/JP2016/061838 WO2016167258A1 (fr) 2015-04-14 2016-04-12 Adsorbant pour substances odorantes

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JP (1) JP6125103B2 (fr)
WO (1) WO2016167258A1 (fr)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018114463A (ja) * 2017-01-18 2018-07-26 大阪ガスケミカル株式会社 アルデヒド吸着剤
WO2018155494A1 (fr) * 2017-02-21 2018-08-30 大阪ガスケミカル株式会社 Support d'adsorbant de gaz et son procédé de production
WO2018203536A1 (fr) * 2017-05-01 2018-11-08 大阪ガスケミカル株式会社 Agent d'absorption de substance odorante
JP2018187336A (ja) * 2017-05-01 2018-11-29 大阪ガスケミカル株式会社 臭気物質吸着剤
CN110621390A (zh) * 2017-05-15 2019-12-27 罗地亚经营管理公司 用于清除空气中甲醛的方法
EP3599017A1 (fr) * 2018-07-27 2020-01-29 Seb S.A. Matériau sol-gel adsorbant les aldéhydes et les cétones, et son procédé de préparation
JP2020074849A (ja) * 2018-11-06 2020-05-21 大阪ガスケミカル株式会社 臭気物質吸着剤
CN112316909A (zh) * 2020-10-27 2021-02-05 广州大学 一种室温下高效捕捉甲醛的复合型材料及其制备方法和应用
WO2022092066A1 (fr) * 2020-10-30 2022-05-05 東レ株式会社 Agent adhésif, son procédé de fabrication, matériau de filtration et filtre à air

Citations (11)

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JP2000186212A (ja) * 1998-12-22 2000-07-04 Otsuka Chem Co Ltd 消臭性組成物、該組成物からなる接着剤、被膜体、及び成形体、並びに消臭剤
JP2002273145A (ja) * 2001-03-15 2002-09-24 Mariko Koizumi ホルムアルデヒド捕捉剤、木質板の処理方法及び木質板
JP2006028366A (ja) * 2004-07-16 2006-02-02 Nippon Kasei Chem Co Ltd ホルムアルデヒド捕捉剤および木質材料
WO2007066438A1 (fr) * 2005-12-08 2007-06-14 Suminoe Textile Co., Ltd. Tissu eliminant les odeurs et son procede de fabrication
JP2008075038A (ja) * 2006-09-25 2008-04-03 Miki Riken Kogyo Kk アルデヒド除去剤
JP2008132089A (ja) * 2006-11-28 2008-06-12 Suminoe Textile Co Ltd タバコ消臭フィルターとその製造方法
JP2008138300A (ja) * 2006-11-30 2008-06-19 Toray Ind Inc 繊維シートおよびその製造方法、脱臭剤ならびにエアフィルター
JP2008190179A (ja) * 2007-02-02 2008-08-21 Nichiha Corp 機能性建築板
JP2010253409A (ja) * 2009-04-27 2010-11-11 Toray Ind Inc ガス吸着剤、それを用いた濾材及びエアフィルター
JP2013215650A (ja) * 2012-04-05 2013-10-24 Espo Chemical Corp 液体消臭剤組成物
WO2015037483A1 (fr) * 2013-09-13 2015-03-19 東レ株式会社 Adsorbant de gaz, feuille d'adsorption de gaz et filtre à air

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000186212A (ja) * 1998-12-22 2000-07-04 Otsuka Chem Co Ltd 消臭性組成物、該組成物からなる接着剤、被膜体、及び成形体、並びに消臭剤
JP2002273145A (ja) * 2001-03-15 2002-09-24 Mariko Koizumi ホルムアルデヒド捕捉剤、木質板の処理方法及び木質板
JP2006028366A (ja) * 2004-07-16 2006-02-02 Nippon Kasei Chem Co Ltd ホルムアルデヒド捕捉剤および木質材料
WO2007066438A1 (fr) * 2005-12-08 2007-06-14 Suminoe Textile Co., Ltd. Tissu eliminant les odeurs et son procede de fabrication
JP2008075038A (ja) * 2006-09-25 2008-04-03 Miki Riken Kogyo Kk アルデヒド除去剤
JP2008132089A (ja) * 2006-11-28 2008-06-12 Suminoe Textile Co Ltd タバコ消臭フィルターとその製造方法
JP2008138300A (ja) * 2006-11-30 2008-06-19 Toray Ind Inc 繊維シートおよびその製造方法、脱臭剤ならびにエアフィルター
JP2008190179A (ja) * 2007-02-02 2008-08-21 Nichiha Corp 機能性建築板
JP2010253409A (ja) * 2009-04-27 2010-11-11 Toray Ind Inc ガス吸着剤、それを用いた濾材及びエアフィルター
JP2013215650A (ja) * 2012-04-05 2013-10-24 Espo Chemical Corp 液体消臭剤組成物
WO2015037483A1 (fr) * 2013-09-13 2015-03-19 東レ株式会社 Adsorbant de gaz, feuille d'adsorption de gaz et filtre à air

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018114463A (ja) * 2017-01-18 2018-07-26 大阪ガスケミカル株式会社 アルデヒド吸着剤
WO2018155494A1 (fr) * 2017-02-21 2018-08-30 大阪ガスケミカル株式会社 Support d'adsorbant de gaz et son procédé de production
WO2018203536A1 (fr) * 2017-05-01 2018-11-08 大阪ガスケミカル株式会社 Agent d'absorption de substance odorante
JP2018187336A (ja) * 2017-05-01 2018-11-29 大阪ガスケミカル株式会社 臭気物質吸着剤
CN110621390A (zh) * 2017-05-15 2019-12-27 罗地亚经营管理公司 用于清除空气中甲醛的方法
EP3599018A1 (fr) * 2018-07-27 2020-01-29 Seb S.A. Materiau sol-gel adsorbant les aldehydes et les cetones, et son procede de preparation
EP3599017A1 (fr) * 2018-07-27 2020-01-29 Seb S.A. Matériau sol-gel adsorbant les aldéhydes et les cétones, et son procédé de préparation
WO2020020639A1 (fr) * 2018-07-27 2020-01-30 Seb S.A. Materiau sol-gel adsorbant les aldehydes et les cetones, et son procede de preparation
CN112384297A (zh) * 2018-07-27 2021-02-19 Seb公司 吸附醛和酮的溶胶-凝胶材料及其制备方法
US20210178364A1 (en) * 2018-07-27 2021-06-17 Seb S.A. Sol-Gel Material Absorbing Aldehydes And Ketones, And The Process For Its Preparation
CN112384297B (zh) * 2018-07-27 2024-02-23 Seb公司 吸附醛和酮的溶胶-凝胶材料及其制备方法
JP2020074849A (ja) * 2018-11-06 2020-05-21 大阪ガスケミカル株式会社 臭気物質吸着剤
CN112316909A (zh) * 2020-10-27 2021-02-05 广州大学 一种室温下高效捕捉甲醛的复合型材料及其制备方法和应用
WO2022092066A1 (fr) * 2020-10-30 2022-05-05 東レ株式会社 Agent adhésif, son procédé de fabrication, matériau de filtration et filtre à air

Also Published As

Publication number Publication date
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