JPH06121822A - Deodorant - Google Patents
DeodorantInfo
- Publication number
- JPH06121822A JPH06121822A JP4271795A JP27179592A JPH06121822A JP H06121822 A JPH06121822 A JP H06121822A JP 4271795 A JP4271795 A JP 4271795A JP 27179592 A JP27179592 A JP 27179592A JP H06121822 A JPH06121822 A JP H06121822A
- Authority
- JP
- Japan
- Prior art keywords
- group
- deodorant
- ester
- pyruvic acid
- efficiently
- 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
Links
Landscapes
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
Abstract
Description
【0001】[0001]
【産業上の利用分野】本発明は、アミン類及びメルカプ
タン類等の臭気を有効に除去しうる消臭剤に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a deodorant capable of effectively removing odors such as amines and mercaptans.
【0002】[0002]
【従来の技術】従来、アミン類及びメルカプタン類の臭
気を除去する目的で使用される油溶性の消臭剤として
は、メタアクリル酸のエステル類、あるいはアルデヒド
類が挙げられる。2. Description of the Related Art Conventionally, examples of oil-soluble deodorants used for the purpose of removing the odor of amines and mercaptans include methacrylic acid esters and aldehydes.
【0003】しかしながら、メタアクリル酸エステルと
して一般に用いられているラウリルメタアクリレートで
は、アミン類及びメルカプタン類の臭気に対しては消臭
効果が悪く、またアルデヒド類として知られているシン
ナミックアルデヒド、ベンズアルデヒド、シトラール、
シトロネラール等は比較的効率良くアミン類の臭気を消
臭することができるが、メルカプタン類の臭気に対して
は消臭効果が十分でなく、用途が限定されてしまうとい
う欠点を有している。However, lauryl methacrylate, which is generally used as a methacrylic acid ester, has a poor deodorizing effect on the odors of amines and mercaptans, and cinnamic aldehyde and benzaldehyde known as aldehydes. , Citral,
Citronellal and the like can deodorize the odors of amines relatively efficiently, but have the drawback that the deodorizing effect is not sufficient for the odors of mercaptans and that their use is limited.
【0004】[0004]
【発明が解決しようとする課題】本発明の目的は、安全
性が高く、かつ効率良くアミン類及びメルカプタン類等
の臭気を除去することができる消臭剤を提供することに
ある。An object of the present invention is to provide a deodorant having high safety and capable of efficiently removing odors of amines and mercaptans.
【0005】[0005]
【課題を解決するための手段】本発明によれば、ピルビ
ン酸エステルを有効成分として含む消臭剤が提供され
る。According to the present invention, there is provided a deodorant containing pyruvate as an active ingredient.
【0006】以下、本発明を詳細に説明する。The present invention will be described in detail below.
【0007】ピルビン酸は、生体内物質代謝経路におけ
る重要な中間体で、解糖およびアルコール発酵に関与す
るエムデン・マイヤーホーフ、パルナスの経路で嫌気的
に生成し、更にクエン酸サイクルを経て好気的に完全酸
化される、人体に対して毒性のない物質として知られて
いる。[0007] Pyruvate is an important intermediate in the metabolic pathway of substances in the body, and is anaerobically produced by the pathways of Emden-Meyerhof and Parnas, which are involved in glycolysis and alcohol fermentation, and aerobically after the citric acid cycle. It is known to be a substance that is completely oxidized and is not toxic to the human body.
【0008】本発明において有効成分として用いるピル
ビン酸エステルは、下記化学式化1で示されるケト、エ
ノール互変異性体である。The pyruvic acid ester used as an active ingredient in the present invention is a keto or enol tautomer represented by the following chemical formula 1.
【0009】[0009]
【化1】 [Chemical 1]
【0010】前記化1で示されるピルビン酸エステルと
しては、例えばRが、アルコール類、炭素数1〜18の
直鎖、環状又は分岐アルキル基、アルケニル基、フェニ
ル基、アルキルフェニル基、ベンジル基又はアルキルベ
ンジル基等である化合物を挙げることができ、更に具体
的には、Rが、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、アミル基、イソ
アミル基、ヘキシル基、シクロヘキシル基、ヘプチル
基、オクチル基、ノニル基、デシル基、ベンジル基、フ
ェニルエチル基、フェニルプロピル基、メチルベンジル
基、ジメチルベンジル基、トリメチルベンジル基、p−
イソプロピルベンジル基、p−エチルベンジル基、シト
ロネリル基、ゲラニル基等を挙げることができ、使用に
際しては単独若しくは混合物として用いることができ
る。The pyruvic acid ester represented by the above chemical formula 1 is, for example, R is alcohol, linear or cyclic alkyl group having 1 to 18 carbon atoms, alkenyl group, phenyl group, alkylphenyl group, benzyl group or Examples thereof include compounds having an alkylbenzyl group, and more specifically, R is a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, an amyl group, an isoamyl group, a hexyl group, or cyclohexyl. Group, heptyl group, octyl group, nonyl group, decyl group, benzyl group, phenylethyl group, phenylpropyl group, methylbenzyl group, dimethylbenzyl group, trimethylbenzyl group, p-
Examples thereof include an isopropylbenzyl group, a p-ethylbenzyl group, a citronellyl group, and a geranyl group, which may be used alone or as a mixture when used.
【0011】前記ピルビン酸エステルを調製するには、
ピルビン酸を公知の方法でエステル化する方法又は乳酸
エステルを酸化する方法等により得ることができる。To prepare the pyruvic acid ester,
It can be obtained by a method of esterifying pyruvic acid by a known method or a method of oxidizing a lactate ester.
【0012】本発明の消臭剤において、有効成分として
用いる前記ピルビン酸エステルの含有割合は、消臭する
アミン類及びメルカプタン類の濃度によって異なるが、
消臭剤全体に対して0.001重量%以上含有されてお
れば良く、好ましくは0.01〜50.0重量%の範囲
である。In the deodorant of the present invention, the content ratio of the pyruvate ester used as an active ingredient varies depending on the concentrations of amines and mercaptans to be deodorized.
The deodorant may be contained in an amount of 0.001% by weight or more, preferably 0.01 to 50.0% by weight, based on the entire deodorant.
【0013】本発明の消臭剤は、ピルビン酸エステルを
含有しておれば良いが、他の消臭剤と組合せて用いるこ
ともでき、更に酸化防止剤、pH調整剤、防腐剤、香
料、界面活性剤、色素、紫外線吸収剤等の通常の添加剤
を加えることもできる。更に消臭剤として用いる場合の
形態は、使用に応じて液状、粉状、ゲル状、粒状等とす
ることができる。The deodorant of the present invention may contain pyruvic acid ester, but it can be used in combination with other deodorants, and further, an antioxidant, a pH adjusting agent, a preservative, a fragrance, Ordinary additives such as surfactants, dyes and ultraviolet absorbers may be added. Furthermore, when used as a deodorant, the form can be liquid, powder, gel, granular or the like depending on the use.
【0014】またその使用は、例えばメチルメルカプタ
ンが主な原因である口臭の除去方法として、マウスウオ
ッシュ、ガム、キャンディー、歯磨き等に用いる香料中
に配合する方法等によって効率良く、口臭を除去するこ
とができる。また台所回りに発生する生ゴミ臭、トイレ
の悪臭に対しては、種々の芳香剤中に香料と混合する方
法又はエアゾール製品中に配合する方法等により使用す
ることができる。Further, its use is to remove halitosis efficiently by, for example, a method of removing bad breath, which is mainly caused by methyl mercaptan, by adding it to a fragrance used for mouthwash, gum, candy, toothpaste, etc. You can Further, for the garbage odor generated around the kitchen and the bad smell of the toilet, it can be used by a method of mixing with various fragrances with a fragrance, a method of blending it into an aerosol product, or the like.
【0015】更に本発明の消臭剤は、冷蔵庫内の悪臭、
下水処理場の悪臭、塵芥処理場の悪臭、家畜舎の悪臭等
の消臭に利用することができる。Further, the deodorant of the present invention has a bad odor in a refrigerator,
It can be used for deodorizing offensive odors from sewage treatment plants, garbage sewage treatment plants, livestock houses, etc.
【0016】[0016]
【発明の効果】本発明の消臭剤は、生体内物質代謝経路
における重要な中間体であるピルビン酸のエステル類を
有効成分として含有するので、安全性が高く、従来の油
性消臭剤に比して、優れた消臭効果を示す。EFFECT OF THE INVENTION Since the deodorant of the present invention contains the esters of pyruvic acid, which is an important intermediate in the metabolic pathway in the body, as the active ingredient, it is highly safe and can be used as a conventional oil deodorant. In comparison, it exhibits an excellent deodorizing effect.
【0017】[0017]
【実施例】以下本発明を実施例及び比較例により更に詳
細に説明するが、本発明はこれらに限定されるものでは
ない。EXAMPLES The present invention will be described in more detail with reference to Examples and Comparative Examples, but the present invention is not limited thereto.
【0018】[0018]
【実施例1】ピルビン酸エステルのアンモニア臭に対する消臭効果 ポリエチレン繊維0.5gに、試料として、ピルビン酸
エチル、ピルビン酸イソアミル、ピルビン酸ベンジル、
ピルビン酸フェニルエチル又はピルビン酸シトロネリル
の10%ジエチレングリコールモノエチルエーテル溶液
0.5gを均一に付着させたものを700ml広口容器
に入れ、次にマイクロシリンジにて、アンモニア水1.
2μlをポリエチレン繊維に直接触れないように容器内
壁に付着するよう注入し、コック付ガラス管を付したシ
リコン栓で密封した。次いで、10分後、30分後、6
0分後に容器中のアンモニア濃度を北川式ガス検知管に
て測定し、下記に示す式により消臭率を求めた。結果を
表1に示す。尚、アンモニアの初期濃度は280ppm
であった。[Example 1] Deodorizing effect of pyruvate ester on ammonia odor 0.5 g of polyethylene fiber was used as a sample, and ethyl pyruvate, isoamyl pyruvate, benzyl pyruvate,
What was uniformly adhered with 0.5 g of a 10% diethylene glycol monoethyl ether solution of phenylethyl pyruvate or citronellyl pyruvate was placed in a 700 ml wide-mouthed container, and then with a microsyringe, ammonia water 1.
2 μl was poured so as to be attached to the inner wall of the container without directly touching the polyethylene fiber, and the container was sealed with a silicone stopper equipped with a glass tube with a cock. 10 minutes later, 30 minutes later, 6
After 0 minutes, the ammonia concentration in the container was measured with a Kitagawa gas detector tube, and the deodorizing rate was calculated by the following formula. The results are shown in Table 1. The initial concentration of ammonia is 280 ppm
Met.
【0019】消臭率の測定法 消臭率(%)=[(C−S)/C]×100 S;試料、容器中の臭気ガス濃度 ppm C;コントロール、容器中の臭気ガス濃度 ppm コントロールとしては、10%DEP(ジエチルフタレ
ート)、ジエチレングリコールモノエチルエーテル溶液
を用いた。Deodorizing rate measuring method Deodorizing rate (%) = [(C−S) / C] × 100 S; odor gas concentration in sample and container ppm C; control, odor gas concentration in container ppm control As the solution, 10% DEP (diethyl phthalate) and diethylene glycol monoethyl ether solution were used.
【0020】[0020]
【比較例1】ラウリルメタクリレートのアンモニア臭に対する消臭効
果 試料として、ラウリルメタクリレートを用いた以外は実
施例1と同様にアンモニア臭に対する消臭効果を測定し
た。結果を表1に示す。[Comparative Example 1] Deodorizing effect of lauryl methacrylate on ammonia odor
The deodorizing effect on the smell of ammonia was measured in the same manner as in Example 1 except that lauryl methacrylate was used as the fruit sample. The results are shown in Table 1.
【0021】[0021]
【表1】 [Table 1]
【0022】[0022]
【実施例2】ピルビン酸エステルのメチルメルカプタン臭に対する消
臭効果 アンモニアの代わりにメチルメルカプタンを用いた以外
は実施例1と同様にメチルメルカプタンに対する消臭効
果を測定した。尚、メチルメルカプタンの初期濃度は、
7〜10ppmになるように調製した。結果を表2に示
す。[Example 2] Deodorization of pyruvate ester against methyl mercaptan odor
Odor effect The deodorizing effect on methyl mercaptan was measured in the same manner as in Example 1 except that methyl mercaptan was used instead of ammonia. The initial concentration of methyl mercaptan is
It was adjusted to 7 to 10 ppm. The results are shown in Table 2.
【0023】[0023]
【比較例2】ラウリルメタクリレートのメチルメルカプタン臭に対す
る消臭効果 試料として、ラウリルメタクリレートを用いた以外は実
施例2と同様にメチルメルカプタンに対する消臭効果を
測定した。結果を表2に示す。[Comparative Example 2] The smell of lauryl methacrylate against methyl mercaptan
The deodorizing effect on methyl mercaptan was measured in the same manner as in Example 2 except that lauryl methacrylate was used as the sample. The results are shown in Table 2.
【0024】[0024]
【表2】 [Table 2]
【0025】[0025]
【実施例3】 Example 3
【0026】[0026]
【実施例4】 Example 4
Claims (1)
臭剤。1. A deodorant containing pyruvate as an active ingredient.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP27179592A JP3527753B2 (en) | 1992-10-09 | 1992-10-09 | Deodorants |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP27179592A JP3527753B2 (en) | 1992-10-09 | 1992-10-09 | Deodorants |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH06121822A true JPH06121822A (en) | 1994-05-06 |
JP3527753B2 JP3527753B2 (en) | 2004-05-17 |
Family
ID=17504963
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP27179592A Expired - Lifetime JP3527753B2 (en) | 1992-10-09 | 1992-10-09 | Deodorants |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP3527753B2 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999060990A3 (en) * | 1998-05-28 | 2000-01-27 | Firmenich & Cie | SLOW RELEASE OF FRAGRANT COMPOUNDS IN PERFUMERY USING 2-BENZOYL BENZOATES, 2-ALKANOYL BENZOATES OR α-KETO ESTERS |
JP2006176433A (en) * | 2004-12-22 | 2006-07-06 | Kao Corp | Pyruvic acid amide |
WO2009108017A2 (en) * | 2008-02-29 | 2009-09-03 | S.H. Pharma., Ltd | New pyruvate derivatives with neuroprotective effect, process for preparing the same and pharmaceutical composition comprising the same |
-
1992
- 1992-10-09 JP JP27179592A patent/JP3527753B2/en not_active Expired - Lifetime
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999060990A3 (en) * | 1998-05-28 | 2000-01-27 | Firmenich & Cie | SLOW RELEASE OF FRAGRANT COMPOUNDS IN PERFUMERY USING 2-BENZOYL BENZOATES, 2-ALKANOYL BENZOATES OR α-KETO ESTERS |
US6133228A (en) * | 1998-05-28 | 2000-10-17 | Firmenich Sa | Slow release of fragrant compounds in perfumery using 2-benzoyl benzoates, 2-alkanoyl benzoates or α-keto esters |
US6218355B1 (en) * | 1998-05-28 | 2001-04-17 | Firmenich Sa | Slow release of fragrant compounds in perfumery using a keto esters |
US6369026B1 (en) | 1998-05-28 | 2002-04-09 | Firmenich Sa | Slow release of fragrant compounds in perfumery using 2-benzoyl benzoates, 2-alkanoyl benzoates or alpha-keto esters |
US6492323B2 (en) | 1998-05-28 | 2002-12-10 | Firmenich Sa | Slow release of fragrant compounds in perfumery using α-keto esters |
JP4878078B2 (en) * | 1998-05-28 | 2012-02-15 | フイルメニツヒ ソシエテ アノニム | Sustained release of aromatic compounds in perfume using 2-benzoylbenzoate, 2-alkanoylbenzoate or α-ketoester |
JP2006176433A (en) * | 2004-12-22 | 2006-07-06 | Kao Corp | Pyruvic acid amide |
JP4541126B2 (en) * | 2004-12-22 | 2010-09-08 | 花王株式会社 | Pyruvate amides |
WO2009108017A2 (en) * | 2008-02-29 | 2009-09-03 | S.H. Pharma., Ltd | New pyruvate derivatives with neuroprotective effect, process for preparing the same and pharmaceutical composition comprising the same |
WO2009108017A3 (en) * | 2008-02-29 | 2009-12-03 | S.H. Pharma., Ltd | New pyruvate derivatives with neuroprotective effect, process for preparing the same and pharmaceutical composition comprising the same |
Also Published As
Publication number | Publication date |
---|---|
JP3527753B2 (en) | 2004-05-17 |
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