JPS6031879B2 - Activator for per-compounds - Google Patents

Activator for per-compounds

Info

Publication number
JPS6031879B2
JPS6031879B2 JP52101184A JP10118477A JPS6031879B2 JP S6031879 B2 JPS6031879 B2 JP S6031879B2 JP 52101184 A JP52101184 A JP 52101184A JP 10118477 A JP10118477 A JP 10118477A JP S6031879 B2 JPS6031879 B2 JP S6031879B2
Authority
JP
Japan
Prior art keywords
activator
compounds
bleaching
per
percompound
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.)
Expired
Application number
JP52101184A
Other languages
Japanese (ja)
Other versions
JPS5330485A (en
Inventor
ジヤン・ピエ−ル・シルマン
ベルナ−ル・デユブロ−
ミシエル・ベケ
セルジユ・イボン・ドラバレンヌ
マリ−・クリスチ−ヌ・ド−デ・ラグラブ
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.)
PEE SEE UU KAA PURODEYUI SHIMIIKU YUJIINU KUURUMAN
Original Assignee
PEE SEE UU KAA PURODEYUI SHIMIIKU YUJIINU KUURUMAN
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 PEE SEE UU KAA PURODEYUI SHIMIIKU YUJIINU KUURUMAN filed Critical PEE SEE UU KAA PURODEYUI SHIMIIKU YUJIINU KUURUMAN
Publication of JPS5330485A publication Critical patent/JPS5330485A/en
Publication of JPS6031879B2 publication Critical patent/JPS6031879B2/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/02Preparations for care of the skin for chemically bleaching or whitening the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/08Preparations for bleaching the hair
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3902Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905Bleach activators or bleach catalysts
    • C11D3/3907Organic compounds
    • C11D3/3917Nitrogen-containing compounds

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Description

【発明の詳細な説明】 本発明は無機および有機過化合物用の活性剤特に過酸化
水素、尿素およびジシク。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to activators for inorganic and organic peroxides, particularly hydrogen peroxide, urea and dihydrogen.

へキシルアミンの如き有機化合物と過酸化水素との附加
物、および過棚酸塩、過炭酸塩および過リン酸塩の如き
無機過酸塩用の活性剤としてのQ−アシロキシーN,N
′−ポリアシルマロソアミドに関する。酸化剤および漂
白剤としての過化合物(perc‐ompound)の
水溶液の作用は7000以上好ましくは80〜10ぴ0
の温度においてのみ有効となる。
Q-acyloxy N,N as an adduct of hydrogen peroxide with organic compounds such as hexylamine, and as an activator for inorganic persalts such as persylates, percarbonates and perphosphates.
'-Polyacylmalosamide. The action of an aqueous solution of perc-pound as an oxidizing agent and a bleaching agent is 7000 or more, preferably 80 to 10 pp0.
Valid only at temperatures of

従来技術では過化合物の活性剤としての作用を示す数種
の化合物が開示されている。
The prior art discloses several compounds that act as percompound activators.

すなわちその作用とは通常見られるものよりも急速な酸
化或はより漂白作用を得られること或は又これらが無い
場合に使用に必要な温度よりもより温和な温度で上記の
酸化又は漂白作用を発揮できることであり、これらの化
合物はすべてそれらが一つ或はそれ以上の過加水分解性
(perhydrol$able)の官能基を有するこ
とを特徴としている。漂白の分野では数種の活性剤化合
物が商業的に開発され始めた。
That is, its action is to obtain a more rapid oxidizing or bleaching action than is normally seen, or to achieve said oxidizing or bleaching action at a milder temperature than would otherwise be required for use. All these compounds are characterized in that they have one or more perhydrolable functional groups. Several activator compounds have begun to be commercially developed in the bleaching field.

この件に関する文献にはポリ−Nアセチル化複素環型の
ヒダントイン類、グリコールゥリル類(すなわちアセチ
レン尿素類)、ベンズイミダゾール類およびジケトピベ
ラジン類が記載されている。しかしこの開発は、これら
の化合物が周囲湿分に対して不安定であり、自然に加水
分解しかくして急速にその活性剤的性質を消失してしま
うという重大な欠点があるので続行されなかった。更に
、これらの化合物は貯蔵、取扱、またはたとえば洗剤粉
末の慣用の組成物に使用する成分の如き他の成分に添加
する場合に特別の配慮を必要とする。この欠点を克服す
るためにたとえば外装、分離式包装、乾燥剤の添加等の
各種の解決策が提唱されたが、満足な成果が得られなか
った。それは実際上の実施に当って工業上の問題が存在
するか或は又活性物質の価格が相当高額になるかの何れ
かによるためである。したがって過化合物を通常の貯蔵
および包装条件下で長期間安定な固体状態で使用できる
活性剤を工業的に得る必要がある。
The literature on this subject describes poly-N-acetylated heterocyclic hydantoins, glycolurils (ie acetylenureas), benzimidazoles and diketopiverazines. However, this development was not continued due to the serious drawback that these compounds are unstable to ambient moisture and spontaneously hydrolyze and thus rapidly lose their active agent properties. Furthermore, these compounds require special care when stored, handled, or added to other ingredients, such as those used in conventional compositions of detergent powders. Various solutions have been proposed to overcome this drawback, such as outer packaging, separate packaging, addition of desiccants, etc., but without satisfactory results. This is because either there are industrial problems in practical implementation or the cost of the active substance is quite high. There is therefore a need in industry to obtain active agents which can be used in a solid state which is stable for long periods of time under normal storage and packaging conditions.

本発明は次の一般式 〔式中R1,R2,R3,R4,R5およびR6は同じ
でも異っていてもよくかつそれぞれ炭素数1〜3個のア
ルキル基を表わす〕を有するQ−アシロキシーN,N′
−ポリアシルマロンアミドからなる過化合物用活性剤を
提供する。
The present invention provides Q-acyloxy ,N'
- A percompound activator comprising polyacylmalonamide is provided.

本発明の過化合物に用いる活性剤を構成するQーアシロ
キシ−N,N′ーポリアシルマロンアミドの例としては
Q−アセトキシーQーメチルーN,N′ージアセチルマ
ロンアミド、Q−プロピオンオキシ−QーエチルーN,
N′−ジプロピオニルマロンアミド、Qーアセトキシー
Q−メチル−N,N′−ジプロピオニルマロンアミドが
挙げられる。
Examples of Q-acyloxy-N,N'-polyacylmalonamide constituting the activator used in the percompound of the present invention include Q-acetoxyQ-methyl-N,N'-diacetylmalonamide, Q-propionoxy-Q-ethyl-N ,
Examples include N'-dipropionylmalonamide and Q-acetoxyQ-methyl-N,N'-dipropionylmalonamide.

本発明による活性剤を使用する特に有利な方法は活性化
されるべき過化合物1モルにつき約0.33モルの割合
で過化合物に添加することである。
A particularly advantageous method of using the activator according to the invention is to add it to the percompound in a proportion of about 0.33 mol per mole of percompound to be activated.

しかし、要求に応じて活性剤対過化合物のモル比が好適
には0.1〜10の範囲内で不足又は過剰の量の活性剤
を用いて操作することができる。本発明による活性剤は
、過化合物が酸化作用すなわち漂白作用例えば織物繊維
、油脂、グリースおよびワックス、毛髪および皮膚の漂
白、美容術における処理、金属表面の不働態化、精製、
消毒、或は殺菌技術等を得るのに使用されるすべての場
合に使用できる。
However, if desired, it is possible to operate with an insufficient or excess amount of activator, with the molar ratio of activator to percompound preferably within the range from 0.1 to 10. The activators according to the invention are useful because the percompounds have oxidizing or bleaching effects, such as bleaching of textile fibers, oils, greases and waxes, hair and skin, treatments in cosmetology, passivation of metal surfaces, refining,
It can be used in all cases where disinfection or sterilization techniques are used.

過化合物に、又は一つ或はそれ以上の過化合物を含有す
る組成物たとえば洗剤粉末に加えた場合の本発明の活性
剤は所与の温度において急速な漂白又は酸化効果を得る
ことができ、それらは又低温で操作する場合にも同じ漂
白効果を得ることができる。
The activators of the invention when added to percompounds or to compositions containing one or more percompounds, such as detergent powders, are capable of obtaining a rapid bleaching or oxidizing effect at a given temperature; They can also obtain the same bleaching effect when operated at low temperatures.

たとえば洗剤粉末煤質中に過棚酸ナトリウムが存在する
とき、本発明の活性剤は30〜50℃の温度においてす
ら、8び0程度の高温における活性剤が無い場合に得ら
れる漂白作用とほぼ同種度の漂白作用を得ることができ
る。
For example, when sodium pershelate is present in detergent powder soot, the activator of the present invention has a bleaching effect that is almost as good as that obtained in the absence of the activator even at temperatures of 30 to 50°C, at temperatures as high as 80°C. The same degree of bleaching action can be obtained.

以下実施例を示して本発明を説明するが、これらにのみ
限定されない。
The present invention will be explained below with reference to Examples, but is not limited thereto.

実施例 1〜3 40午0の温度に加溢したAHIBA式水浴の隔室の一
つに次の組成を有する洗剤粉末を1そ当り5夕と過棚酸
ナトリウム・4水和物を1そ当り1.7夕の量で含有す
る水溶液250の‘を導入した。
Examples 1 to 3 In one of the compartments of an AHIBA water bath flooded to a temperature of 40:00, five doses of detergent powder having the following composition and one dose of sodium pershelate tetrahydrate were added per bath. 250 ml of aqueous solution was introduced in an amount of 1.7 m/cm.

洗剤粉末組成:成分 重量(
%)Na2Si03
5.34Na2S04
7.25Na2C03
2.65Na2HP04
0.96Na4P
207 3.99
NもP30,。
Detergent powder composition: Ingredients Weight (
%)Na2Si03
5.34Na2S04
7.25Na2C03
2.65Na2HP04
0.96Na4P
207 3.99
N is also P30.

30.41NaP0
3 11.92Q
O 18.9表面活
性剤 14青色素全体を1
0の重量%とするに必要な量
100他の隔室に、同じ溶液に試験しようとする活
性剤を1〆当り1夕の濃度で添加して、装入した。
30.41NaP0
3 11.92Q
O 18.9 Surfactant 14 Total blue pigment 1
Amount required to make 0% by weight
100 other compartments were charged to the same solution with the active agent to be tested added at a concentration of 1/2.

次に各隔室に、スイス国のSaint−Gall研究所
製の標準ワイン着色の“EMPA’綿布の1片をそれぞ
れ入れた。15分間洗浄後、綿布を冷流水で洗濯し、次
に室温で乾燥した。
Each compartment was then filled with a piece of standard wine-colored "EMPA" cotton fabric from Saint-Gall Laboratories, Switzerland. After washing for 15 minutes, the cotton fabric was laundered under cold running water and then left at room temperature. Dry.

洗浄前後の白度指数(カール・ッアィス社製の.・EL
REPHq型分光光度計M.6フィルターによって測定
)の差を、当初の白度指数を最高の100から差引し、
た数で除した百分率で供謎物の漂白力を定義した。
Whiteness index before and after washing (manufactured by Karl Ice Co., Ltd., EL
REPHq type spectrophotometer M. 6 filters) is subtracted from the highest initial whiteness index of 100,
The bleaching power of the mystery product was defined as the percentage divided by the number of samples.

白度指数の差 漂白力(%)=100−最初の白度指数×100試験の
結果を次表に示す。
Whiteness Index Difference Bleaching Power (%) = 100 - Initial Whiteness Index x 100 The results of the test are shown in the following table.

実施例 4〜6 前記の実施例と同じ条件を採用したが但し40qCの代
りに2ぴ0の洗浄温度で試験を行った。
Examples 4-6 The same conditions as in the previous examples were employed, except that instead of 40 qC, the tests were carried out at a wash temperature of 2 qC.

Claims (1)

【特許請求の範囲】 1 次の一般式 ▲数式、化学式、表等があります▼ 〔式中R^1,R^2,R^3,R^4,R^5およ
びR^6は同じでも異つていてもよくかつそれぞれ炭素
数1〜3個のアルキル基を表わす〕を有するα−アシロ
キシ−N,N′−ポリアシルマロンアミドからなる過化
合物用活性剤。 2 過酸化水素及びその附加化合物用に使用する特許請
求の範囲第1項記載の活性剤。
[Claims] 1 The following general formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [In the formula, R^1, R^2, R^3, R^4, R^5 and R^6 may be the same which may be different and each represents an alkyl group having 1 to 3 carbon atoms. 2. The activator according to claim 1, which is used for hydrogen peroxide and its adjunct compounds.
JP52101184A 1976-09-01 1977-08-25 Activator for per-compounds Expired JPS6031879B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR7626325 1976-09-01
FR7626325A FR2363629A1 (en) 1976-09-01 1976-09-01 ACTIVATORS FOR PERCOMPOSES

Publications (2)

Publication Number Publication Date
JPS5330485A JPS5330485A (en) 1978-03-22
JPS6031879B2 true JPS6031879B2 (en) 1985-07-24

Family

ID=9177298

Family Applications (1)

Application Number Title Priority Date Filing Date
JP52101184A Expired JPS6031879B2 (en) 1976-09-01 1977-08-25 Activator for per-compounds

Country Status (16)

Country Link
JP (1) JPS6031879B2 (en)
BE (1) BE858048A (en)
BR (1) BR7705823A (en)
CA (1) CA1088954A (en)
CH (1) CH626398A5 (en)
DE (1) DE2738976C3 (en)
DK (1) DK145829C (en)
ES (1) ES462018A1 (en)
FR (1) FR2363629A1 (en)
GB (1) GB1563635A (en)
IE (1) IE45372B1 (en)
IT (1) IT1083604B (en)
LU (1) LU78047A1 (en)
NL (1) NL7709591A (en)
NO (1) NO146983C (en)
SE (1) SE434960B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2831899A1 (en) * 1978-07-20 1980-02-07 Basf Ag USE OF ACYLATED PHOSPHORIC OR SULFURIC ACID AS A CLEAR BLEACH ACTIVATOR FOR DETERGENT-RELEASING COMPONENTS CONTAINING ACTIVE OXYGEN
US4199466A (en) * 1978-08-21 1980-04-22 Shell Oil Company Activated bleaching process and compositions therefor

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AR204021A1 (en) * 1973-12-04 1975-11-12 Hoechst Ag WASHING AND WHITENING OXIDIZING AGENTS CONTAINING INORGANIC PERCOMPOSES AND TEXTILE WHITENING PROCEDURE
JPS5313355B2 (en) * 1974-03-18 1978-05-09
FR2363541A1 (en) * 1976-09-01 1978-03-31 Ugine Kuhlmann ACYLOXY-N, N 'DIACYLMALONAMIDES AND THEIR METHOD OF PREPARATION

Also Published As

Publication number Publication date
SE434960B (en) 1984-08-27
BR7705823A (en) 1978-06-27
DK145829B (en) 1983-03-14
LU78047A1 (en) 1979-05-23
DE2738976A1 (en) 1978-03-02
IT1083604B (en) 1985-05-21
CH626398A5 (en) 1981-11-13
ES462018A1 (en) 1978-12-16
FR2363629B1 (en) 1980-05-30
DE2738976C3 (en) 1980-02-07
IE45372L (en) 1978-03-01
NL7709591A (en) 1978-03-03
NO146983B (en) 1982-10-04
NO773006L (en) 1978-03-02
NO146983C (en) 1983-01-26
GB1563635A (en) 1980-03-26
BE858048A (en) 1978-02-24
FR2363629A1 (en) 1978-03-31
JPS5330485A (en) 1978-03-22
DE2738976B2 (en) 1979-06-07
DK383677A (en) 1978-03-02
SE7709694L (en) 1978-03-02
DK145829C (en) 1983-09-05
IE45372B1 (en) 1982-08-11
CA1088954A (en) 1980-11-04

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