JPH01288336A - Adsorbent for aldehydes - Google Patents

Adsorbent for aldehydes

Info

Publication number
JPH01288336A
JPH01288336A JP63116301A JP11630188A JPH01288336A JP H01288336 A JPH01288336 A JP H01288336A JP 63116301 A JP63116301 A JP 63116301A JP 11630188 A JP11630188 A JP 11630188A JP H01288336 A JPH01288336 A JP H01288336A
Authority
JP
Japan
Prior art keywords
impregnated
activated carbon
adsorbent
toluidine
aldehydes
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
JP63116301A
Other languages
Japanese (ja)
Other versions
JP2721509B2 (en
Inventor
Masao Matsukura
松倉 正雄
Akiko Matsumoto
明子 松本
Teru Sasamoto
笹本 輝
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Daicel Corp
Japan Tobacco Inc
Original Assignee
Japan Tobacco Inc
Daicel Chemical Industries Ltd
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
Application filed by Japan Tobacco Inc, Daicel Chemical Industries Ltd filed Critical Japan Tobacco Inc
Priority to JP63116301A priority Critical patent/JP2721509B2/en
Publication of JPH01288336A publication Critical patent/JPH01288336A/en
Application granted granted Critical
Publication of JP2721509B2 publication Critical patent/JP2721509B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Abstract

PURPOSE:To exhibit an excellent adsorption property for aldehydes in a gas phase by using an activated charcoal impregnated with toluidine and/or phenylenediamine in a specified proportion as an adsorbent. CONSTITUTION:An activated charcoal is impregnated with 1-50wt% (of the activated charcoal) o-, m- or p-toluidine and/or o-, m- or p-phenylenediamine as an adsorbent for aldehydes. The impregnated charcoal thus obtained is very excellent in adsorption property for aldehydes and this impregnated charcoal itself is almost odorless. Furthermore, it has such a good performance even for a low concentration aldehyde that it is usable for a household air-cleaning agent.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、気相中のアルデヒド類に対して優れた吸着性
能を有する吸着剤に関する。
DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an adsorbent having excellent adsorption performance for aldehydes in a gas phase.

〔従来の技術と発明が解決しようとする課題〕ホルムア
ルデヒドやアセトアルデヒド等の低級脂肪族アルデヒド
類は、生活口りにおける代表的な悪臭ガスである。例え
ばホルムアルデヒドについては食器棚、衣装ダンス等の
家具、合成樹脂シートを用いた新建材等から発生する。
[Prior art and problems to be solved by the invention] Lower aliphatic aldehydes such as formaldehyde and acetaldehyde are typical malodorous gases in daily life. For example, formaldehyde is generated from furniture such as cupboards and wardrobes, and new construction materials using synthetic resin sheets.

またアセトアルデヒドについては日常生活においてはタ
バコ煙中に極めて多く、その他、鶏糞乾燥、印刷インキ
製造、コークス製造時などに発生する。
In addition, acetaldehyde is extremely abundant in cigarette smoke in daily life, and is also generated during drying of chicken manure, manufacturing of printing ink, and manufacturing of coke.

これら低級脂肪族アルデヒド類の脱臭には従来、湿式と
乾式による方法が知られている。湿式方法は、水や薬液
によって気体を洗浄する方法であるが、この方法では水
や薬液の飛散が避けられず、室内での使用が困難であっ
たり、排水の処理が問題となる。また、乾式方法では活
性炭による吸着除去方法があるが、従来の活性炭ではア
ルデヒド保存率が低く、かつ家庭環境内に於いてはアル
デヒド類を使用する工場内等に比較するとアルデヒド濃
度が遥かに低いため総アルデヒド量から見れば吸着効率
は必ずしも良好ではない。また、特殊活性炭としてアン
モニウム塩や亜硫酸塩、酸性亜硫酸塩を添着したものや
(特開昭53−29292号)、アニリンを添着したも
の(特開昭60−54095号)も考案されているが、
その効果は充分満足できるものではない。
Conventionally, wet and dry methods are known for deodorizing these lower aliphatic aldehydes. The wet method is a method in which gas is cleaned with water or a chemical solution, but this method inevitably causes the water or chemical solution to scatter, making it difficult to use indoors and posing problems in the treatment of wastewater. In addition, the dry method uses activated carbon to remove adsorption, but conventional activated carbon has a low aldehyde storage rate, and the aldehyde concentration in a home environment is much lower than in a factory where aldehydes are used. Adsorption efficiency is not necessarily good in terms of total aldehyde amount. In addition, special activated carbon impregnated with ammonium salt, sulfite, or acid sulfite (Japanese Unexamined Patent Publication No. 53-29292), and one impregnated with aniline (Japanese Unexamined Patent Publication No. 60-54095) have been devised.
The effect is not completely satisfactory.

〔課題を解決するための手段〕[Means to solve the problem]

そこで、本発明者等は一層強力な吸着剤を求めて種々研
究を行った結果、トルイジンあるいは/およびフェニレ
ンジアミンを活性炭に添着して得られる吸着剤が気相中
のホルムアルデヒド、アセトアルデヒドの如き、アルデ
ヒド類に対して極めて有効な吸着剤となることを見出し
、本発明に到達した。
Therefore, the present inventors conducted various studies in search of an even stronger adsorbent, and found that an adsorbent obtained by impregnating toluidine and/or phenylenediamine on activated carbon can absorb aldehydes such as formaldehyde and acetaldehyde in the gas phase. The present invention has been achieved based on the discovery that this is an extremely effective adsorbent for these species.

即ち、本発明はオルト−、メタ−、パラ−トルイジン及
びオルト−、メタ−、パラ−フェニレンジアミンからな
る群より選ばれる1種もしくは2種以上が活性炭に1〜
50重量%(対活性炭)添着されてなることを特徴とす
るアルデヒド類の吸着剤を提供するものである。
That is, the present invention provides activated carbon with one or more selected from the group consisting of ortho-, meta-, and para-toluidine and ortho-, meta-, and para-phenylenediamine.
The present invention provides an adsorbent for aldehydes, characterized in that it is impregnated with 50% by weight (based on activated carbon).

トルイジン、フェニレンジアミンはアルデヒド基に対し
、アニリンと同様の性質を示すことからアルデヒド類吸
着性能はアニリンに劣らない。しかも活性炭は一般に分
子のより大きなもの程、吸着し易い性質がある事から、
活性炭に試薬を添着させる場合、トルイジンやフェニレ
ンジアミンはアニリンよりも吸着し易い。
Toluidine and phenylenediamine exhibit similar properties to aniline toward aldehyde groups, so their adsorption performance for aldehydes is not inferior to aniline. Moreover, activated carbon generally has a property that the larger the molecule, the easier it is to adsorb.
When impregnating a reagent with activated carbon, toluidine and phenylenediamine are more easily adsorbed than aniline.

本発明に従ってトルイジン又はフェニレンジアミンを添
着させた場合、従来のアニリン添着の場合より吸着効果
に於いて優れた効果を示す。
When toluidine or phenylenediamine is impregnated according to the present invention, the adsorption effect is superior to that of conventional aniline impregnation.

その理由として、トルイジンの場合は、アニリンより分
子量が大きく活性炭にトルイジンが吸着されやすい事の
他、電子供与基であるメチル基が芳香環に結合しており
、その事によってアミン基窒素の電子密度が高まり、悪
臭ガスのアルデヒド基と縮合し易くなる(シッフ塩基形
成)と考えられる。またフェニレンジアミンの場合も同
様にアニリンより分子量が大きく活性炭に吸着され易い
。その他、悪臭ガスのアルデヒド基と縮合してシッフ塩
基を形成しうる官能基が、アニリンの場合1分子中1個
であるのに対し、フェニレンジアミンは1分子中2個存
在し、その事によりフェニレンジアミン添着炭が、アニ
リン添着炭より優れた効果を示すものと考えられる。
The reason for this is that toluidine has a larger molecular weight than aniline and is easily adsorbed on activated carbon, and the methyl group, which is an electron donating group, is bonded to the aromatic ring, which increases the electron density of the amine group nitrogen. It is thought that this increases the probability of condensation with the aldehyde group of the malodorous gas (formation of a Schiff base). Similarly, phenylenediamine has a larger molecular weight than aniline and is easily adsorbed on activated carbon. In addition, while aniline has one functional group in one molecule that can condense with the aldehyde group of malodorous gas to form a Schiff base, phenylenediamine has two functional groups in one molecule. It is believed that diamine-impregnated carbon exhibits superior effects than aniline-impregnated carbon.

さらにトルイジンやフェニレンジアミンはオルト−、メ
タ−、パラ−のいずれもアニリンより臭気がはるかに低
い。中でもパラ−トルイジンとオルト−、メタ−、パラ
−フェニレンジアミンは室温で固体であり、はとんど臭
気がないため取り扱い易さ、応用範囲も広く、活性炭へ
の添着には最も適している。
Furthermore, toluidine and phenylenediamine have much lower odor than aniline, whether ortho-, meta-, or para-. Among them, para-toluidine and ortho-, meta-, and para-phenylenediamine are solid at room temperature and have almost no odor, making them easy to handle and having a wide range of applications, making them the most suitable for impregnating activated carbon.

トルイジンもしくはフェニレンジアミンが添着された活
性炭が、吸着剤として充分な性能を発揮するための試薬
添着量は、添着試薬の種類にもよるが、試薬添着量が1
〜50重量%(対活性炭)の範囲にあることが望ましい
。1重量%未満では吸着剤としての効果の持続時間が短
くなるので好ましくなく、逆に50重量%を越えると試
薬の臭気が°若干したり、また、メタ−トルイジン、オ
ルト−トルイジンの様な液体試薬添着炭の場合、少しべ
とついたりして吸着剤としての実用性が無くなる。
The amount of reagent impregnated for activated carbon impregnated with toluidine or phenylenediamine to exhibit sufficient performance as an adsorbent depends on the type of impregnated reagent, but the amount of reagent impregnated is 1.
The content is preferably in the range of 50% by weight (based on activated carbon). If it is less than 1% by weight, the duration of the adsorbent's effect will be shortened, which is undesirable.On the other hand, if it exceeds 50% by weight, the reagent will have a slight odor, and liquids such as meta-toluidine and ortho-toluidine may be used. In the case of reagent-impregnated charcoal, it becomes a little sticky, making it impractical as an adsorbent.

本発明の吸着剤を得るために用いられる活性炭としては
、特に制限はなく、市販されている種々の粒径のやし殻
活性炭、石炭系活性炭、骨炭等が用いられる。活性炭の
粒径は吸着剤の用途、使用方法等に応じて適宜選択され
る。
The activated carbon used to obtain the adsorbent of the present invention is not particularly limited, and commercially available coconut shell activated carbon, coal-based activated carbon, bone charcoal, etc. of various particle sizes can be used. The particle size of the activated carbon is appropriately selected depending on the purpose of the adsorbent, how it is used, etc.

活性炭に上記試薬を添着する方法としては、上述の活性
炭を試薬溶液に浸漬して活性炭に試薬を吸着させ、その
後、濾別、乾燥する方法が挙げられる。この場合、試薬
を溶解させる溶媒としてはなるべく極性溶媒の方が良く
、たとえば水、メタノールあるいはこの両溶媒の混合溶
媒等がよい。無極性溶媒を用いると溶媒の方が活性炭へ
吸着し易くなり、試薬の活性炭への吸着が妨げられる可
能性がある。これ以外の方法としては、(i)試薬を含
むキャリヤーガスを活性炭に接触させる気相吸着法、(
ii)試薬を活性炭に直接散布するふりかけ法、(ii
i )試薬と活性炭を密閉容器に入れ、高温加熱して吸
着させる平衡吸着法等が挙げられる。
Examples of the method for impregnating activated carbon with the above-mentioned reagent include a method in which the above-mentioned activated carbon is immersed in a reagent solution to allow the activated carbon to adsorb the reagent, followed by filtering and drying. In this case, the solvent for dissolving the reagent is preferably a polar solvent, such as water, methanol, or a mixed solvent of both solvents. If a non-polar solvent is used, the solvent will be more easily adsorbed onto the activated carbon, which may hinder the adsorption of the reagent onto the activated carbon. Other methods include (i) a gas phase adsorption method in which a carrier gas containing a reagent is brought into contact with activated carbon;
ii) a sprinkle method in which the reagent is directly sprinkled onto the activated carbon, (ii)
i) Equilibrium adsorption method, in which a reagent and activated carbon are placed in a sealed container and heated at high temperature to cause adsorption, can be mentioned.

本発明の吸着剤はガスと接触可能な方法であればいかな
る方法でも使用可能である。例えば固定床、移動床又は
流動床にガスを通気してガスを吸着する方法において、
あるいは静置法でガスと接触させてガスを吸着する方法
において本発明の吸着剤を使用することが可能である。
The adsorbent of the present invention can be used in any method that allows contact with gas. For example, in a method of adsorbing gas by aerating gas into a fixed bed, moving bed or fluidized bed,
Alternatively, the adsorbent of the present invention can be used in a method of adsorbing gas by contacting it with a gas by a stationary method.

以上の様に、本発明の吸着剤は気相中のアルデヒド類の
吸着剤として非常に優れたものである。
As described above, the adsorbent of the present invention is extremely excellent as an adsorbent for aldehydes in the gas phase.

〔実施例〕〔Example〕

以下、実施例を挙げて本発明をさらに具体的に説明する
が、もちろん本発明はこれに限定されるものではない。
EXAMPLES Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is of course not limited thereto.

実施例1 市販のやし殻活性炭(粒径42〜80メツシユ)を13
0℃、3時間乾燥し、10重量%バラ−トルイジン、メ
タノール溶液に2時間浸漬した。その後、活性炭をろ取
し、風乾して活性炭に吸着された余分のメタノールを除
去した。この様にして得られたバラートルイジン添を炭
は、バラ−トルイジンが16.0重量%添着されていた
Example 1 Commercially available coconut shell activated carbon (particle size 42-80 mesh) was
It was dried at 0°C for 3 hours and immersed in a 10% by weight bara-toluidine methanol solution for 2 hours. Thereafter, the activated carbon was collected by filtration and air-dried to remove excess methanol adsorbed on the activated carbon. The baratoluidine-added charcoal thus obtained had 16.0% by weight of baratoluidine impregnated therein.

アセトアルデヒド濃度50ppmの6.5 βデシケー
タ−中に上記の方法で得たバラ−トルイジン添着炭10
0mgを入れ、デシケータ−中のアセトアルデヒド濃度
をFID付ガスクロマトグラフィーにより経時的に測定
した。対照としてパラ−トルイジンを添着していない活
性炭100mgを同様に操作した。(30分後のデシケ
ータ−中のアセトアルデヒド濃度)/(アセトアルデヒ
ド初期濃度)を求めたところパラ−トルイジン添着炭の
場合0.07、対照無添着炭の場合0.55であった。
Bara-toluidine-impregnated carbon 10 obtained by the above method was placed in a 6.5 β desiccator with an acetaldehyde concentration of 50 ppm.
0 mg was added, and the acetaldehyde concentration in the desiccator was measured over time by gas chromatography with FID. As a control, 100 mg of activated carbon not impregnated with para-toluidine was operated in the same manner. (Concentration of acetaldehyde in the desiccator after 30 minutes)/(initial concentration of acetaldehyde) was determined to be 0.07 for the para-toluidine-impregnated charcoal and 0.55 for the control unimpregnated charcoal.

実施例2 実施例1における10重量%パラ−トルイジンメタノー
ル溶液の代わりに、10重量%メタ−フェニレンジアミ
ンメタノール溶液を用いてその他は実施例1の場合と同
様に操作した。その結果、メタ−フェニレンジアミンが
13.8重量%添着した添着炭が得られた。
Example 2 The same procedure as in Example 1 was repeated except that a 10% by weight methanol solution of meta-phenylenediamine was used instead of the 10% by weight para-toluidine methanol solution in Example 1. As a result, impregnated carbon with 13.8% by weight of meta-phenylenediamine impregnated was obtained.

実施例1の場合と同様にして、ガスクロマトグラフィー
分析した結果、メタ−フェニレンジアミン添着炭のく3
0分後のデシケータ−中のアセトアルデヒド濃度)/(
アセトアルデヒド初期濃度)は0.12であった。
As a result of gas chromatography analysis in the same manner as in Example 1, meta-phenylenediamine-impregnated carbon 3
Acetaldehyde concentration in the desiccator after 0 minutes)/(
The initial concentration of acetaldehyde) was 0.12.

〔発明の効果〕〔Effect of the invention〕

上記実施例で示した如く、本発明の添着炭はアルデヒド
吸着性能に極めて優れている。しかもそれら添着炭自体
はほとんど無臭である。さらにアルデヒド低濃度に於い
ても吸着脱臭性能が良く、一般家庭用の空気清浄剤とし
ても使用可能である。
As shown in the above examples, the impregnated carbon of the present invention has extremely excellent aldehyde adsorption performance. Moreover, these impregnated carbons themselves are almost odorless. Furthermore, it has good adsorption and deodorizing performance even at low aldehyde concentrations, and can be used as a general household air cleaner.

Claims (1)

【特許請求の範囲】[Claims] オルト−、メタ−、パラ−トルイジン及びオルト−、メ
タ−、パラ−フェニレンジアミンからなる群より選ばれ
る1種もしくは2種以上が活性炭に1〜50重量%(対
活性炭)添着されてなることを特徴とするアルデヒド類
の吸着剤。
Activated carbon is impregnated with 1 to 50% by weight (based on activated carbon) of one or more selected from the group consisting of ortho-, meta-, para-toluidine and ortho-, meta-, para-phenylenediamine. Characteristic adsorbent for aldehydes.
JP63116301A 1988-05-13 1988-05-13 Adsorbent for aldehydes Expired - Fee Related JP2721509B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP63116301A JP2721509B2 (en) 1988-05-13 1988-05-13 Adsorbent for aldehydes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP63116301A JP2721509B2 (en) 1988-05-13 1988-05-13 Adsorbent for aldehydes

Publications (2)

Publication Number Publication Date
JPH01288336A true JPH01288336A (en) 1989-11-20
JP2721509B2 JP2721509B2 (en) 1998-03-04

Family

ID=14683627

Family Applications (1)

Application Number Title Priority Date Filing Date
JP63116301A Expired - Fee Related JP2721509B2 (en) 1988-05-13 1988-05-13 Adsorbent for aldehydes

Country Status (1)

Country Link
JP (1) JP2721509B2 (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH06225927A (en) * 1992-12-08 1994-08-16 Toyota Central Res & Dev Lab Inc Removing agent for malodorous material
JPH0780292A (en) * 1993-06-23 1995-03-28 Nippondenso Co Ltd Deodorant and production thereof
JPH07136502A (en) * 1993-09-03 1995-05-30 Osaka Gas Co Ltd Adsorbent for ammonia and aldehyde and air purifying filter unit
JP2019198543A (en) * 2018-05-18 2019-11-21 ユニチカ株式会社 Deodorization material and deodorization sheet
JP2020515403A (en) * 2017-05-17 2020-05-28 インテグリス・インコーポレーテッド Fluidized granule absorption bed filter

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5080969A (en) * 1973-11-21 1975-07-01

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5080969A (en) * 1973-11-21 1975-07-01

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH06225927A (en) * 1992-12-08 1994-08-16 Toyota Central Res & Dev Lab Inc Removing agent for malodorous material
JPH0780292A (en) * 1993-06-23 1995-03-28 Nippondenso Co Ltd Deodorant and production thereof
JPH07136502A (en) * 1993-09-03 1995-05-30 Osaka Gas Co Ltd Adsorbent for ammonia and aldehyde and air purifying filter unit
JP2020515403A (en) * 2017-05-17 2020-05-28 インテグリス・インコーポレーテッド Fluidized granule absorption bed filter
US11123681B2 (en) 2017-05-17 2021-09-21 Entegris, Inc. Fluidized granular absorbent bed filter
JP2019198543A (en) * 2018-05-18 2019-11-21 ユニチカ株式会社 Deodorization material and deodorization sheet

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JP2721509B2 (en) 1998-03-04

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