CN1162594A - Ammonium nitriles and their use as bleach activators - Google Patents
Ammonium nitriles and their use as bleach activators Download PDFInfo
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- CN1162594A CN1162594A CN 97102166 CN97102166A CN1162594A CN 1162594 A CN1162594 A CN 1162594A CN 97102166 CN97102166 CN 97102166 CN 97102166 A CN97102166 A CN 97102166A CN 1162594 A CN1162594 A CN 1162594A
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Abstract
Disclosed is ammonium nitrile by the right formula. In the formula, R1 and R2, together with nitrogen atoms form a heterocycle; R3 is an organic substituent; R4 and R5 are hydrogen or organic substituents; the optimal selection for R3 is a lower alkyl; the optimal selection for R4 and R5 is hydrogen; X is an appropriate anion. Ammonium nitrile is used as detergent with bleaching activity, and as bleaching activator in detergent.
Description
The present invention relates to the ammonium nitrile and as the application of bleach-activating agent and relate to and contain the detergent composition of these nitriles as bleach-activating agent.
Known whitening capacity such as peroxide bleaching agents such as perborate, percarbonate, persilicate and superphosphates can be improved by the precursor that adds the bleaching activity peroxy acid that often is called bleach-activating agent, making can be under lower temperature, for example at 60 ℃ or be lower than 60 ℃, bleach.
Known many materials that can be used as bleach-activating agent in the technology formerly.They normally have the active organic compounds of acyl group or N-acyl group, and these compounds mix the corresponding peroxy acid of formation with hydrogen peroxide cource in basic solution.
The representative instance of bleach-activating agent is just like N; N; N ', N '-tetra acetyl ethylene diamine (TAED), glucose five acetic esters (GPA), wood sugar four acetic esters (TAX), 4 benzoic acid base benzene sulfonic acid sodium salt (SBOBS), tri-methyl hexanoic acid base benzene sulfonic acid sodium salt (STHOBS), tetra-acetylated glycoluril (TAGO), tetra-acetylated cyanic acid (TACA), two-N-ethanoyl dimethyl glyoxime (ADMG) and 1-phenyl-3-ethanoyl glycolylurea (PAH).Can reference, for example GB-A-836988, GB-A-907356, EP-A-0098129 and EP-A-0120591.
Because contain the cationic bleach activators of quaternary ammonium group is highly effective bleach-activating agent, so along with the progress of time, the importance of this class activator gains recognition.For example at GB-A-1382594, US-A-4751015, EP-A-0284292 and EP-A-0331229 have discussed this cationic bleach activators.
In these compounds, general formula is
The ammonium nitrile constitute a special cationoid bleach-activating agent.This compounds has been discussed in EP-A-303520, EP-A-464880, EP-A-458 396 and US-A-4883917 and it is used as the application of bleach-activating agent in SYNTHETIC OPTICAL WHITNER.In the compound of all discussion, the nitrogen-atoms of ammonium is only replaced by alkyl, alkenyl or aryl.
Crossing hydrolytic process, these compounds may generate the peroxide imidic acid, and this is a kind of SYNTHETIC OPTICAL WHITNER.
Be surprised to find that the ammonium nitrile of above-mentioned discussion is by the cyclic amine deutero-, the ammonium nitrile has shown than the better bleaching action of nitrile of technology formerly.
Therefore, the invention provides general formula is
Compound, in the formula, R
1And R
2Form the ring of 4-6 carbon atom together with its banded nitrogen-atoms, this ring can be by C
1-C
5Alkyl, C
1-C
5Alkoxyl group, C
1-C
5Alkyloyl, phenyl, amino, ammonium, cyano group, cyanogen amino, chlorine or bromine replace, and in addition, except that nitrogen-atoms and replacement carbon atom, this ring can contain one or two Sauerstoffatom or nitrogen-atoms, N-R
6Or R
3-N-R
6Group, wherein, R
6Be hydrogen, C
1-C
5Alkyl, C
2-C
5Alkenyl, C
2-C
5Alkynyl group, phenyl, C
7-C
9Aralkyl, C
5-C
7Cycloalkyl, C
1-C
5Alkyloyl, cyanogen methyl or cyano group, R
3Be C
1-C
24-, C preferably
1-C
4-alkyl, C
2-C
24C preferably
2-C
4Alkenyl, cyanogen methyl or C
1-C
4Alkoxy-C
1-C
4-alkyl, R
4And R
5Be hydrogen, C
1-C
4Alkyl, C
1-C
4Alkenyl, C
1-C
4Alkoxy-C
1-C
4-alkyl, phenyl or C
1-C
3Alkyl phenyl, preferably hydrogen, methyl or phenyl are especially at R
5R then when being not hydrogen
4Be hydrogen, X is a negatively charged ion, for example chlorine, bromine, iodine, fluorion, sulfate ion, hydrogen sulfate ion, carbanion, bicarbonate ion, phosphate anion, phosphoric acid hydrogen radical ion, dihydrogen phosphate ions, pyrophosphate ion, metaphosphate ion, nitrate ion, methylsulfuric acid radical ion, dodecyl sulphate radical ion, Witco 1298 Soft Acid radical ion, phosphonium acid ion, methyl-phosphorous acid radical ion, methane-disulfonic acid radical ion, methanesulfonate ions, ethyl sulfonic acid radical ion.
Particularly preferably be the muriate and the vitriol (also containing aerobic and/or nitrogen on the ring) of N-(cyanogen methyl)-N-cyclic dimethylsiloxane ammonium with 5-6 ring atom as heteroatoms, particularly N-(cyano methyl)-N-methyl chlorination morpholine, N-(cyanogen methyl)-N-methyl piperidine muriate, N-(cyanogen methyl)-N-methyl N-tetramethyleneimine muriate and N, N '-(dicyano methyl)-N, N '-lupetazin muriate, all these is good peroxide activator, and high stability is arranged.
The synthetic route of positively charged ion nitrile of the present invention will be by being illustrated with reference to a common embodiment.
1, with cyclic secondary amine, sodium cyanide and formaldehyde, be preferably the formalin solution of 36% concentration, in an ethanol/water mixture, mixed.At temperature 10-30 ℃, be preferably 25 ℃ down reaction in mixture, add aqueous hydrochloric acid after 3-7 hour, with a suitable organic solvent, the water-soluble liquid phase of dichloromethane extraction for example.Go out solvent from blended organic phase stripping.The aminoacetonitriles that obtains is absorbed in the organic solvent, and at temperature 20-100 ℃, is preferably 70-80 ℃ of same methylating reagent down, as methyl chloride or methyl-sulfate reaction, generates corresponding N-(cyano methyl)-N-methyl ammonium salt.
2, cyclic secondary amine and sodium hydroxide are placed the toluene mixture, and at 5-30 ℃, be preferably under the 10-15 ℃ of temperature and dropwise add the chloro acetonitrile.React after 2-5 hour, organic phase is isolated, with the water-soluble liquid phase of an organic solvent extraction.Go out this organic solvent from blended organic phase stripping.The aminoacetonitriles that produces is absorbed in the organic solvent, and same methylating reagent, and for example methyl chloride or methyl-sulfate are preferably under 70-80 ℃ and react at 20-100 ℃, obtain corresponding N-(cyano methyl)-N-methyl ammonium salt.
3, cyclic tertiary amine and chloro acetonitrile be at an appropriate solvent, for example in acetone at 10-30 ℃, preferably under 25 ℃, reacted 3-7 hour.With the precipitation that produces, promptly corresponding N-(cyano methyl)-N-cyclic dimethylsiloxane ammonium muriate leaches.
The present invention also uses these ammonium nitriles as bleach-activating agent in bleaching activity washing composition and cleaning composition.Except superoxide and positively charged ion, also comprise nitrile bleach-activating agent, surfactant and other principal component usually in these washing composition and the cleaning composition.
Suitable peroxide bleaching agent is alkali metal peroxide, organo-peroxide such as urea peroxide, and inorganic persalt, as alkali-metal perborate, percarbonate, superphosphate, persilicate and persulphate.Also can use two or more mixture of these compounds.Particularly preferably be sodium perborate tetrahydrate and particularly Sodium peroxoborate monohydrate.Because Sodium peroxoborate monohydrate excellent storage stability and soluble in water so it is preferred, may be preferred from the environmental consideration percarbonate.
Alkyl hydroperoxide is another kind of suitable peroxide compound.The example of these materials is cumene hydroperoxide and tert-butyl hydroperoxide.
In this class washing composition and cleaning composition, new positively charged ion nitrile bleach-activating agent can be about 0.1%-20% together with the weight content of superoxide, be preferably 0.5%-10%, especially be 1%-7.5%, the part by weight of these superoxide is generally 2%-40%, be preferably 4%-30%, especially 10%-25%.
This kind washing composition and cleaning composition also can comprise the bleach-activating agent that other is suitable, as TAED except new positively charged ion nitrile bleach-activating agent.
Surfactant can be obtained by natural product (as soap), perhaps uses synthetic compound.These synthetic compounds have negatively charged ion, nonionic, amphoterics, zwitter-ion and cationic surface active substances or their mixture.Many suitable materials can be buied in market and discuss to some extent in the literature, for example by Schwartz, " tensio-active agent and the washing composition " that Perry and Berch showed (" Surface Active Agents and Deter-gents ") Vol.1 and 2.The overall proportion of surface active cpd can be preferably 1%-40% weight up to 50% weight, especially 4%-25% weight.
The synthetic anionic surfactant is generally water-soluble organosulfur acid alkali metal salt and the organic sulfonic acid an alkali metal salt with about 8-22 carbon atom alkyl." alkyl " speech comprises the alkyl substituent of senior aryl.
The example of suitable anionic washing composition is sodium alkyl sulfate and alkylsurfuric acid ammonium, particularly by senior (C
8-C
18) vitriol that pure sulfation obtains, have C
9-C
20The sodium alkyl benzene sulfonate of alkyl and alkyl benzene sulphonate (ABS) ammonium particularly have C
10-C
15The linear secondary alkyl benzene sulfonic acid sodium salt of alkyl; The alkyl glycerol ether sodium sulfate is particularly by the ester of fatty oil and Oleum Cocois deutero-higher alcohols; The sodium sulfate and the sodium sulfonate of coconut fatty acid list glyceride; Senior (C
9-C
18) sodium and the ammonium salt of sulfuric ester of oxyalkylated Fatty Alcohol(C12-C14 and C12-C18), particularly use oxyalkylated those compounds of oxyethane; Lipid acid is used sodium hydroxide neutral reaction product with the isethionic acid esterification thereupon; The sodium of the fatty amide of N-methyltaurine and ammonium salt; The alkyl monosulfonate.As alpha-olefin (C
8-C
20) with sodium bisulfite reaction product and the same SO of paraffin
2And CL
2Reaction product is carried out basic hydrolysis thereupon and is obtained different sulfonate mixtures; Has C
7-C
12The dialkyl sodium sulfosuccinate of alkyl and sour ammonium; Alkene sulfonate, this is an alkene, particularly C
10-C
20The same SO of alpha-olefin
3Reaction is carried out reaction product water thereupon and is separated the product that obtains.The preferred anionic surfactants washing composition is to have C
15-C
18The sodium alkyl benzene sulfonate of alkyl and have a C
16-C
18The sodium alkylether sulphate of alkyl.
The example of suitable non-ionic surface active compound (preferably using with anionic surfactant compound) is the same alkylphenol (C of alkylene oxide (being generally oxyethane) particularly
5-C
22Alkyl) reaction product, this product molecule generally contains 5-25 oxyethane (EO) unit; Aliphatic series (the C of straight or branched
8-C
18) uncle or secondary alcohol with the reaction product of oxyethane, generally contain 6-30 EO unit; And propylene oxide and reacting ethylenediamine product are with the affixture of oxyethane.Other non-ionic surface active compound is alkyl polyglycoside, long chain tertiary amine oxide compound, long chain tertiary phosphine oxide and dialkyl sulphoxide.
Both sexes or zwitter-ion surface active cpd also can similarly be used for new composition, but owing to cost an arm and a leg, generally not too commonly used.If use both sexes or zwitterionic compound, generally be to be used for composition on a small quantity, mainly contain negatively charged ion and nonionogenic tenside in the composition.
Soap also can be used in the novel composition, and preferred proportion is to be lower than 25% weight.They are suitable especially together with nonionic or mix synthetic anionic and nonionogenic tenside is used for binary (soap/anion surfactant) or tertiary mixture on a small quantity.That used soap preferably uses is saturated or unsaturated C
10-C
24The sodium salt of lipid acid or its mixture, not too preferably sylvite.The ratio of these soaps is 0.5% weight-25% weight; Less amount 0.5% weight-5% weight generally is enough to control foam.The soap ratio is about 2%-20%, and particularly about 5-10% has positive effect.Particularly under the situation of hard water, at this moment this soap also plays the washing assistant effect.
Washing composition and cleaning composition generally also comprise washing assistant, suitable washing assistant be in conjunction with calcium material, precipitation agent, exchange the ion-exchanger of calcium and their mixture specially.Example in conjunction with the material of calcium comprises alkali metal polyphosphates, as tripoly phosphate sodium STPP; Triglycollamic acid and water-soluble salt thereof; An alkali metal salt of carboxy methoxy-succinic acid, ethylenediamine tetraacetic acid (EDTA), oxygen connection succsinic acid, mellitic acid, benzene polycarboxylic acid and citric acid; And many acetal carboxylic acids salt, as in U.S.Pat.4144 226 and 4,146 495, discussing.
The example of precipitation agent comprises former sodium phosphate, yellow soda ash and longer chain fatty acid soap.
The example that is specifically designed to the ion-exchanger of exchange calcium comprises various water-fast crystallizations or unbodied pure aluminium silicate, and wherein, zeolite is foremost representative.
The ratio of these washing assistants can be 5% weight-80% weight, is preferably 10% weight-60% weight.
Except the composition of having mentioned, washing composition and cleaning composition also can contain the additive of any routine, and consumption is to arrive seen in these compositions usually.The example of these additives is that foam generates agent, as alkanolamide, and the single ethanol amide of palm kernel oil lipid acid and coconut fatty acid particularly; Anti-foam material is as alkyl phosphate and alkylsiloxane; Auxiliary agent is as the alkyl cellulose ether of Xylo-Mucine and alkyl or replacement; Stablizer is as ethylenediamine tetraacetic acid (EDTA); Fabric softener; Inorganic salt are as sodium sulfate; And general a spot of fluorescent substance, spices, enzyme, as proteolytic enzyme, cellulase, lipase and amylase; Sterilizing agent and tinting material.Bleach-activating agent of the present invention can be used in the large-tonnage product.These products comprise textile washing agent, weaving SYNTHETIC OPTICAL WHITNER, surface cleaning agent, bathroom clean-out system, dishwasher washing composition and tooth clean-out system, and washing composition can be solid or liquid.
Handle in order to stablize and to be easy to, preferably utilize the bleach-activating agent of particle form.Wherein, except bleach-activating agent, also contain washing assistant.The method of various these particles of manufacturing is discussed in patent documentation to some extent, for example at Canadian Pat.No.1102966, GB-1561333, US-4087369, EP-A-0240057, EP-A-0241962, EP-A-0101634 and EP-A-0062523.Any one all can be used for new bleach-activating agent in these methods.
The particle that contains new bleach-activating agent generally is to be added in the detergent composition together with other composition of doing such as enzyme, inorganic peroxide SYNTHETIC OPTICAL WHITNER.The detergent composition that the activator particle adds can pass through the whole bag of tricks, and, extruding mixed as doing or spraying drying obtain.
In another embodiment, new bleach-activating agent as Sodium peroxoborate, is specially adapted to the non-aqueous solution washing composition together with the bleaching activity superoxide, can obtain the washing composition that is used for fabric and textiles of high washability.This class non-aqueous solution liquid washing agent that comprises pasty state and gel detergent composition is known in prior art and discussed, for example at US2864770, US2940938, US4772412, US3368977, GB-A-1205711, GB-A-1370377, GB-A-1270040, GB-A-1292352, GB-A-2194536, DE-A-2233771, EP-A-0028849.
These compositions are a kind of solid phase and are scattered in the interior form of non-aqueous solution liquid medium.The non-aqueous solution liquid medium can be a kind of liquid surface activity material, is preferably the non-ionic surface active material; A kind of non-polar liquid body medium is as whiteruss; A kind of polar solvent, for example polyvalent alcohol as glycerine, sorbyl alcohol or ethylene glycol, cooperates separately or with lower molecular weight monohydroxy-alcohol (as ethanol or Virahol), or their mixture.
Solid phase can comprise builder material, alkali, abrasion material, polymkeric substance, ion, other solid ion surfactant, SYNTHETIC OPTICAL WHITNER, fluorescent substance and other solids component commonly used.
Following non-limiting examples is to be used to summarize specific embodiments of the present invention.Embodiment 1: piperidines acetonitrile synthetic
Under 25 ℃, pack at first 42.6 the gram piperidines.With ice-cooled 36% the formalin solution that dropwise adds down 40.6 grams.With 50 ml waters and 50 milliliters of these thickness reaction mixtures of alcohol dilution, add the sodium cyanide of 24.4 grams then.At room temperature reaction mixture is stirred 2-3 hour, under cooling, add 31% hydrochloric acid of 56.5 grams then.With the water-soluble liquid phase of dichloromethane extraction, organic phase is merged, remove under the vacuum and desolvate, obtain the piperidines acetonitrile of 59.4 grams, productive rate is 96%.Embodiment 2: piperidines acetonitrile synthetic
Add 50 ml waters and 50 milliliters of toluene down earlier at 10-15 ℃.Cooling adds 21 gram sodium hydroxide down.After being chilled to 10-15 ℃, add 43.4 gram piperidines, then, dropwise add 37.8 gram chloromethyl cyanides under cooling and in 1.5 hours.Sticking reaction mixture sat is spent the night, shaking the water-soluble liquid phase of extraction down with toluene then.Stripping goes out solvent from the organic phase that merges, and gets the piperidines acetonitriles of 53.6 grams, is equivalent to productive rate 86%.Embodiment 3: hexamethylene imine acetonitrile synthetic
At 15 ℃ of 50 ml waters of packing into earlier, 50 milliliters of methylene dichloride and 21 gram sodium hydroxide.Then, add 49.6 gram hexamethylene imines at 10-15 ℃, thereupon with the chloromethyl cyanide that dropwise added 37.8 grams in 1.5 hours.Reaction mixture was stirred 5 hours, shaking the water-soluble liquid phase of extraction down with methylene dichloride.From the organic phase that merges, remove and desolvate, obtain the hexamethylene imine base acetonitrile of 64.9 grams, quite productive rate 94%.Synthesizing of embodiment 4:N-(cyano methyl)-N-methyl piperidinium chloride
The chloromethyl cyanide that at room temperature adds 50 gram acetone and 38.8 grams earlier is then with dropping in 1 hour 49.6 gram 1-methyl piperidines.White precipitate owing to generation after about 1.5 hours makes reaction mixture become very sticking, so necessary with 100 milliliters of acetone diluted.After reaction finished, suction strainer leached product, uses washing with acetone, obtained N-(the cyano methyl)-N-methyl piperidinium chloride of 80.3 grams, was equivalent to productive rate 92%.Synthesizing of embodiment 5:N-(cyano methyl)-N-methyl chlorination tetramethyleneimine.
Pack into earlier 50 milliliters of acetone and 38.8 the gram chloromethyl cyanides.Be lower than in cooling and in 1.5 hours, dropwise add 43.9 gram N-crassitudes under 25 ℃.Reaction mixture becomes muddiness and thickness, and after stirring 5 hours, suction strainer leaches product, obtains 76 N-(the cyano methyl)-N-methyl chlorination tetramethyleneimine that restrain with washing with acetone, is equivalent to productive rate 95%.Synthesizing of embodiment 6:N-(cyano methyl)-N-methyl piperidinium chloride.
124 gram piperidines acetonitriles are dissolved in the Virahol of 160 grams, and this solution is packed in the autoclave.Pressure with the 4-5 crust under 70-80 ℃ injects methylene dichloride, and the reaction times is 24 hours.When reaction finishes, obtain a viscous solution, decompression steams solvent down, obtains the product of quantitative yield.Embodiment 7:
5 grams per liters that mix 200 milliliters are with reference to washing composition (WMP) (the WFK-Testgewebe GmbH by Krefeld obtains), 150 milligrams Sodium peroxoborate monohydrate (PB
*1) and 50 milligrams of activators obtain bleaching composition.Add 4 with black tea (the BC-1 tea on the cotton, 1.25 grams, the WFK) fabric of Zhan Wuing, the temperature laundering that waits that carried out on Linitest equipment 30 minutes is tested.After predetermined washing time, water rinse fabric, dry then and flatiron.Use ELREPHO 2000 (Datacolor) to measure bleaching action at last by the difference of measuring the reflectance before and after bleaching.
(20 ℃, 40 ℃) repeat this experiment with different dirt (for example grass, curry) under differing temps.In bleaching composition, add 50 milligrams of tetra acetyl ethylene diamines (TAED) and compare experiment.In addition, repeat this experiment with 0.2 mmole activator at every turn.
The bleaching composition of listing at table 1 is prepared by organic peracid precursor 1-4 and contrast activator 5.Measure their effect by the reflectance that compares the bleaching process front and back.These results shown in the table 1.Δ Δ R value is pointed out the improvement of the bleaching action that the bleaching action of novel composition is compared with PB*1 and TAED.
ΔΔRQUAT-PB
*1＝ΔR(QUAT)-ΔR(PB
*1)
ΔΔRQUAT-TAED＝ΔR(QUAT+TAED)-ΔR(TAED)
Compound 1-5 is:
Table 1
| Activator number | ???ΔR ??(Quat) | ???ΔR ??(Quat+ ???TAED) | ??ΔΔR ??(Quat- ???PB *1) | ??ΔΔR ??(Quat+ ??TAED) | ??ΔΔR ??(Quat- ??PB *1) | ???ΔΔ ???(Quat- ???TAED) |
| ??PB *1 | ???11.3 | |||||
| ??TAED | ????14.55 | |||||
| ???1 | ???23.5 | ????26.2 | ????12.2 | ????11.8 | ????16.4 | ????14.7 |
| ???2 | ???22.5 | ????27.1 | ????11.2 | ????12.6 | ????13.3 | ????14.9 |
| ???3 | ???20.2 | ????22.5 | ????8.9 | ????8.0 | ????12.1 | ????9.9 |
| ???4 | ???21.0 | ????24.1 | ????9.7 | ????9.6 | ????12.6 | ????12.4 |
| ???5 | ???20.8 | ????21.6 | ????9.5 | ????7.1 | ????10.3 | ????7.6 |
50 milligrams activator is represented to add in preceding 4 hurdles of table 1, and last two hurdles are the activators that add 0.2 mmole.
Present maximum bleaching action at PH9.5-10.The comparative descriptions of the Δ R value of new positively charged ion nitrile, best scale removal occurs in any PH between the PH7-12.
The useful performance of positively charged ion nitrile also has low and harmless to fiber to the infringement of color.With coloured fibre (Remazol
Red gran.133 and Remazol
Black B) experiment shows that 1 pair of color infringement of activator is minimum.
Claims (4)
1, the compound of general formula (1)
In the formula, R
1And R
2Together with the ring of their banded nitrogen-atoms formation 4-6 carbon atom, can be on the ring by C
1-C
5-alkyl, C
1-C
5-alkoxyl group, C
1-C
5Alkyloyl, phenyl, amino, ammonium, cyano group, cyano group amino or chlorine replace, and except nitrogen-atoms and carbon atom position, this ring can contain one or two oxygen or nitrogen-atoms, N-R
6Or R
3-N-R
6Group, R in the formula
6Be hydrogen, C
1-C
5-alkyl, C
2-C
5-alkenyl, C
2-C
5-alkynyl group, phenyl, C
7-C
9-aralkyl, C
5-C
7-cycloalkyl, C
1-C
5-alkanoyl, cyano methyl or cyano group, R
3Be C
1-C
24-, preferred C
1-C
4-alkyl, C
2-C
24-, C preferably
2-C
4-alkenyl, cyano methyl or C
1-C
4-alkoxy-C
1-C
4-alkyl, R
4And R
5Be hydrogen, C
1-C
4-alkyl, C
1-C
4-alkenyl, C
1-C
4-alkoxy-C
1-C
4-alkyl, phenyl or C
1-C
3-alkyl phenyl, be preferably hydrogen, methyl or phenyl, and particularly, if R
5Not hydrogen, R
4Be that hydrogen and X are negatively charged ion.
2, the compound of the described general formula 1 of claim 1, wherein, R
1And R
2Be formed with the ring of 5 or 6 carbon atoms together with their banded nitrogen-atoms, carbon atom can be by a Sauerstoffatom or N-R
6Displacement, R herein
6Be cyano methyl, R
3Be C
1-C
4-alkyl, R
4And R
5Be hydrogen, X is a negatively charged ion.
3, the compound of the described general formula 1 of claim 1, wherein R
1And R
2Form a tetramethyleneimine, morpholine, piperidines or N '-cyano methyl-N '-methylpiperazine ring, R together with their banded nitrogen-atoms
3Be C
1-C
2Alkyl, R
4And R
5Be hydrogen, X is a negatively charged ion.
4, a kind of washing composition or cleaning composition that contains the compound of peroxide compound and the described general formula of claim 1 (1).
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 97102166 CN1162594A (en) | 1996-02-15 | 1997-02-05 | Ammonium nitriles and their use as bleach activators |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19605526.1 | 1996-02-15 | ||
| CN 97102166 CN1162594A (en) | 1996-02-15 | 1997-02-05 | Ammonium nitriles and their use as bleach activators |
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| Publication Number | Publication Date |
|---|---|
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ID=5166184
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105002012A (en) * | 2015-07-10 | 2015-10-28 | 王劼 | Dirt removal agent for wall of pool in sewage treatment plant and preparation and use methods for dirt removal agent |
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1997
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105002012A (en) * | 2015-07-10 | 2015-10-28 | 王劼 | Dirt removal agent for wall of pool in sewage treatment plant and preparation and use methods for dirt removal agent |
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