CN1098922C - Liquid detergent composition - Google Patents
Liquid detergent composition Download PDFInfo
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- CN1098922C CN1098922C CN97118595A CN97118595A CN1098922C CN 1098922 C CN1098922 C CN 1098922C CN 97118595 A CN97118595 A CN 97118595A CN 97118595 A CN97118595 A CN 97118595A CN 1098922 C CN1098922 C CN 1098922C
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Abstract
To obtain the subject composition capable of providing softness imparting effects and excellent detergency while retaining the stability by blending a specific polymeric compound therein. With specific radio, the liquid detergent composition comprises components as follows, (A) surfactant other than a cationic surfactant, (B) cationic surfactant, and (C) polymeric compound prepared by grafting a monoethylenically unsaturated monomer consisting essentially of acrylic acid and/or methacrylic acid.
Description
It is good to the invention relates to storage stability, and washability is fabulous, and can pay the liquid cleaning agent of dress material flexibility.
Liquid cleaning agent is generally better than powder cleaning agent to the solvability of water, and advantage is directly to be coated with gdna contamination, otherwise, compare with the powder lotion, exist because of storage produces and separate and precipitation, and require a difficult problem such as transparence sometimes.Therefore, for liquid cleaning agent, though a lot of regulations are being arranged aspect its matching requirements, for example as the composition that reduces hardness, generally the zeolite that uses in the powder cleaning agent is owing to water insoluble, so be difficult to stably be engaged in the liquid cleaning agent.General as the reduction hardness components of in liquid cleaning agent, using, though can use the sequestrant of citric acid polyocarboxy acid types such as (salt), consider from stability, should note when cooperating in a large number.
In addition, as important component, the carboxylic acid based polymer is often arranged.The carboxylic acid based polymer can be dispersed in dirt etc. in the washings fully, plays preventing that free dirt is again attached to the effect on the fiber.Homopolymer or multipolymer that unsaturated carboxylic acids such as vinylformic acid, toxilic acid or fumaric acid are arranged as general carboxylic acid based polymer, but in liquid cleaning agent, cooperate the above-mentioned poly carboxylic acid can be very difficult again, because polymkeric substance itself is difficult to be dissolved in the liquid cleaning agent, be easy to produce and separate and muddy problem, so the extremely difficult effectively amount that cooperates.
On the other hand, cooperate the thing of cats product in cleaning agent composition, the past just knows that a flexibility that improves dress material and even outward appearance quality are as the technology of considering.For example, open the spy and to disclose a kind of cleaning agent composition that contains nonionogenic tenside and single-long-chain alkyl cats product in the clear 59-115498 communique, and special opening discloses a kind of cleaning agent composition that contains nonionogenic tenside and alkyl-glucoside and the 4th grade of ammonium salt of two long chain types in the clear 59-25896 communique.Yet, these cats products, because originally just demonstrate the tendency of adhering to again, in flexibility and even fine quality raising, the predicament of existence is so-calledly to wash clean ability and can not give full play to.For preventing to adhere to again, though consider to use above-mentioned carboxylic acid based polymer, but the carboxylic acid based polymer is in the presence of cats product, unstable especially, its problem is not only to precipitate and hang turbid equistability, and exist and to wash clean ability, the problem that flexibility is cancelled out each other may be carried out only performance hardly and be prevented the cooperation of adhesion effect again.
Therefore, the purpose of this invention is to provide a kind of liquid cleaning agent composition, in the cleaning agent that can pay flexibility, can obtain than the past better wash clean ability, the stability after in addition preserving is also very good.
Present inventors are through big quantity research, found that when cooperation can be paid the cats product of dress material flexibility, cooperate specific macromolecular compound, still keep the stability of composition, can obtain to pay the flexibility effect again and good wash clean ability, thereby finish invention to making.
That is, liquid cleaning agent composition provided by the invention contains:
(A) tensio-active agent outside 10-60 (weight) the % decationize tensio-active agent
(B) 0.1-10 (weight) % cats product and
(C) graft polymerization on the polyether compound main chain of 0.1-15 (weight) % contain the macromolecular compound that the monoene of making main body with vinylformic acid and/or methylacrylic acid (methacrylic acid) belongs to unsaturated monomer.Become component, according to the composition meter, all the other are water.
As (A) of the present invention composition (a) nonionogenic tenside and (b) anion surfactant are arranged.
Can from following (1)-(3), select use more than a kind as the nonionogenic tenside of (a) composition.
(1) have from the alkyl of 1 yuan of alcohol of straight chain of average carbon atom number 8-20 or 2 yuan of alcohol of straight chain or from the base or the alkenyl of branched-chain alcoho, average addition the polyoxyethylene allylic alkylation or the alkenyl ether of 1-20 mole ethylene oxide (EO).
(2) have the alkyl of average carbon atom number 8-20, or an alkenyl, average addition the polyoxyalkylene alkyl or the alkenyl ether of 1-15 mole ethylene oxide and 1-5 mole propylene oxide.At this moment the ethylene oxide and the addition of propylene oxide can be random or block any one.
(3) alkyl polysaccharide surfactant of following general formula (a) expression
R
5-(OR
6)
xGy (a)
In the formula, R
5Be carbonatoms 8-18 straight or branched alkyl, alkenyl or alkane phenyl, R
6Alkylidene group, the G that is 2-4 carbon atom is that residue, the X from 5 or 6 carbon atom reducing sugars is the number of mean value 0-6, and Y is the number of mean value 1-10.
The use level of these nonionogenic tensides in composition is 10-60 (weight) %, is preferably 15-50 (weight) %.
As the anion surfactant of (b) composition can use in following (4)-(7) more than a kind.
(4) has the alkylbenzene sulfonate of an average 10-20 carbon atom alkyl.
(5) have from the alkyl of 1 yuan of alcohol of straight chain of an average 10-20 carbon atom or 2 yuan of alcohol of straight chain or from the alkyl of branched-chain alcoho, at the sulfated alkyl ether of 1 the average addition 0.5-6 of intramolecularly mole ethylene oxide.
(6) have the alkyl of an average 10-20 carbon atom or the alkyl or the alkenyl sulfate of alkenyl.
(7) average carbon atom number 8-20 soap.
Counter ion as these anion surfactants can be selected from following, that is, and and positively charged ion and their mixtures such as sodium, potassium, magnesium, calcium and thanomin.When cooperating anion surfactant, can sour form be engaged in the cleaning agent component, also can in component, add, with alkali (thanomin etc.) neutralization by other approach.The use level of these anion surfactants in composition is 0-30 weight %, is preferably 2-20 weight %.
In addition, among the present invention, the weight ratio of nonionogenic tenside (a) and anion surfactant (b), preferably (a)/(b)=2/1-15/1.
As the cats product of (B) composition, be cats product with following general formula (1) expression.
In the formula, R
1, R
2, R
3, R
4Any 1 or 2 is the alkyl or the alkenyl of the alkane atom of 12-20 carbon atom, and remaining can be identical or inequality, the alkyl of 1-5 carbon atom, hydroxyalkyl or formula-(CH
2CH
2O)
mThe base that H represents, m are the average addition mole numbers of ethylene oxide, are the number of 2-20, and X is halogen atom CH
3SO
4Or CH
3CH
2SO
4
The use level of these cats products in composition is 0.1-10 (weight) %.
(C) macromolecular compound of composition be on the main chain of polyether compound graft polymerization belong to the macromolecular compound of unsaturated monomer based on the monoene of vinylformic acid and/or methylacrylic acid, as polyether compound preferably in order to following formula (2) expression.
Y-O(CH
2CH
2O)
nH (2)
In the formula, Y is hydrogen, methyl, phenyl or benzyl, methyl or phenyl preferably, and n is average addition mole number, is the number of 2-200.
Macromolecular compound of the present invention (C) be with vinylformic acid, methylacrylic acid as necessary material, and add unsaturated carboxylic acid to them, on polyether compound, carry out graft polymerization and obtain.Except vinylformic acid and/or methylacrylic acid, as spendable unsaturated carboxylic acid, toxilic acid is arranged, fumaric acid, itaconicacid and maleic anhydride etc.As polymerization starter, can use known free-radical initiator.Macromolecular compound (C), for the main chain polyether compound, the monoene that contains vinylformic acid and/or methylacrylic acid belongs to unsaturated monomer, and the weight ratio with more than at least 1/4 obtains by reaction.As the concrete grammar of making macromolecular compound be, under nitrogen gas stream, more than 90 ℃, preferably 100-200 ℃, the polyether compound limit is stirred, and the limit drips monoene lentamente respectively and belongs to unsaturated monomer and initiator, makes acid type macromolecular compound of the present invention.When making alkalize, after the cooling,, can be easy to obtain by neutralizing with alkaline agents such as sodium hydroxide, identical with anion surfactant, directly add in the component with original acid type, in component, neutralize.Macromolecular compound (C), the use level in composition are 0.1-15 (weight) %, are preferably 0.5-10 (weight) %.
(C) composition is to the ratio of (B) composition, and weight ratio is preferably (C)/(B)=1/10-10/1.Desirable especially between (C)/(B)=1/2-2/1, liquid cleaning agent composition of the present invention demonstrates advantages of excellent stability.
The rest part of the present composition is a water, the principal component that cooperates in cleaning agent before can cooperating as any composition.As this any composition, polymkeric substance such as polyoxyethylene glycol, carboxymethyl cellulose are for example arranged; Anti-coloring agent migration agent such as Polyvinylpyrolidone (PVP); Citric acid, two grape acid, phosphoric acid or its metal trapping agent such as salt; Basic carbonate, alkalimetal silicate or alkanol alkaline agents (as the pH regulator agent) such as (list, two, trolamines); Enzymes such as proteolytic enzyme, cellulase, lipase, amylase; Defoamers such as calcium chloride, formic acid, boric acid enzyme stabilizers such as (boron compounds), silicone/silicon-dioxide; Lower alcohols such as ethanol; Low alkyl group benzene sulfonates such as benzene sulfonate, P-toluenesulphonic acids; Soluble reagents such as glycolss such as propylene glycol, polypropylene glycol, ethylene glycol, polyoxyethylene glycol, benzoate (is resultful as sanitas), urea; Anti-oxygen reagent such as butyl carboxyl toluene, toluylene cresols, S-WAT, sodium bisulfite; Other fluorescent dye, upward blue agent, spices, antibiotic antiseptic etc.
The present invention is described by the following examples, but the present invention is not limited in these embodiment.
Synthesizing of synthesis example 1＜macromolecular compound (1) 〉
In the glass reactor that has thermometer, stirrer, nitrogen ingress pipe, reflux cooler, the 100 weight part molecular-weight average of packing into are 1500 phenoxy group polyoxyethylene glycol, 5 weight part toxilic acids, and under nitrogen gas stream, heating for dissolving is warmed up to 150 ℃ under stirring.Then, the limit remains on 150-151 ℃ with temperature, and the limit dripped 30 parts by weight of acrylic acid, 4.5 weight parts, two-tert-butyl peroxide respectively continuously in 1 hour, afterwards, continue to stir 40 minutes.After the cooling, add 135 parts by weight of purified water, sub-compound (1) secures satisfactory grades.
Synthesizing of synthesis example 2＜macromolecular compound (2) 〉
In the glass reactor that has thermometer, stirrer, nitrogen ingress pipe, reflux cooler, the 100 weight part molecular-weight average of packing into are 2000 phenoxy group polyoxyethylene glycol, 10 weight part toxilic acids, under nitrogen gas stream, heating for dissolving is warmed up to 145 ℃ under stirring.Then, the limit remains on 145-147 ℃ with temperature, and the limit is continuous Dropwise 50 parts by weight of acrylic acid of difference, 2.5 weight parts, two-tert-butyl peroxide in 1 hour, afterwards, continue to stir 80 minutes, after the cooling, add 150 parts by weight of purified water, sub-compound (2) secures satisfactory grades.
Synthesizing of synthesis example 3＜macromolecular compound (3) 〉
In the glass reactor that has thermometer, stirrer, nitrogen ingress pipe, return channel water cooler, the 100 weight part molecular-weight average of packing into are 1500 mono methoxy polyethylene glycol, 10 weight part toxilic acids, under nitrogen gas stream, be warmed up to 145 ℃ under heating for dissolving, the stirring.Then, it is 145-147 ℃ that the limit keeps temperature, and the limit dripped 15 parts by weight of acrylic acid, 1.0 weight parts, two-tert-butyl peroxide respectively continuously in 1 hour, continue afterwards to stir 100 minutes.After the cooling, add 125 parts by weight of purified water, sub-compound (3) secures satisfactory grades.
Synthesizing of synthesis example 4＜macromolecular compound (4) 〉
In the glass reactor that has thermometer, stirrer, nitrogen ingress pipe, reflux cooler, the 100 weight part molecular-weight average of packing into are 2000 mono methoxy polyethylene glycol, 10 weight part toxilic acids, under nitrogen gas stream, heating for dissolving is warmed up to 145 ℃ under stirring.Then, the limit keeps 145-147 ℃ of temperature, and the limit is continuous Dropwise 50 parts by weight of acrylic acid of difference, 2.5 weight parts, two-tert-butyl peroxide in 1 hour, afterwards, continues to stir 60 minutes.After the cooling, add 150 parts by weight of purified water, sub-compound (4) secures satisfactory grades.
Embodiment 1
Composition shown in the macromolecular compound that use is obtained by above-mentioned synthesis example (1)-(4) and the table 1 is modulated various cleaning agent compositions, by measure storage stability and anti-mud adhesion property again with following method.It the results are shown in table 1.
1) storage stability test
The sealing of each composition is packed in the 100ml vial, with the preservation 10 days in the thermostatic bath of 50 ℃ and 5 ℃ of these samples.To preserving the sample after finishing, with the naked eye judge by following standard.
Zero: do not have separation, precipitation or gonorrhoea
△: gonorrhoea is arranged slightly
*: produce separation, precipitation or gonorrhoea
2) prevent mud adhesion property test method(s) again
The continuous calico of wood (golden towel 2003 cloth) is cut into 10cm * 10cm, get 5 as one group.At 1 liter of evaluation adding gardening deer natural pond laterite in the cleaning agent water, on -go ト survey meter, test by following condition.
＜experiment condition 〉
Clean 10 minutes time
Cleaning agent concentration 0.08%
4 ° of water hardness
20 ℃ of water temps
Wash in 20 ℃ of tap water and washed 5 minutes
Anti-recontaminate ability is writing down on the color meter (Shimadzu Seisakusho Ltd.'s system) automatically, and former cloth (calico) and the reflectivity of test after stain cloth under 460nm were obtained recontaminate by following formula and prevented rate before mensuration was cleaned.
Recontaminate prevents rate (%)=(reflectivity of the reflectivity after the test/former cloth) * 100
Table 1
| Gradation composition (weight %) | The present invention's product | Product relatively | ||||||||||||
| 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | ||||
| (A) | The a composition | Nonionogenic tenside (1) | 40.0 | 40.0 | 40.0 | 30.0 | 40.0 | 40.0 | ||||||
| Nonionogenic tenside (2) | 40.0 | 30.0 | 12.0 | |||||||||||
| Nonionogenic tenside (3) | 40.0 | |||||||||||||
| Nonionogenic tenside (4) | 40.0 | |||||||||||||
| Alkyl glycoside | 10.0 | 10.0 | ||||||||||||
| The b composition | LAS-Na | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 | ||||
| ES-Na | 4.0 | 12.0 | ||||||||||||
| Lipid acid | 2.0 | 2.0 | 2.0 | 2.0 | 2.0 | |||||||||
| (B) | Cats product | 4.0 | 4.0 | 4.0 | 4.0 | 4.0 | 4.0 | 4.0 | 4.0 | 4.0 | 4.0 | 3.0 | ||
| (C) | Macromolecular compound (1) | 3.0 | 3.0 | 3.0 | 3.0 | |||||||||
| Macromolecular compound (2) | 3.0 | |||||||||||||
| Macromolecular compound (3) | 3.0 | |||||||||||||
| Macromolecular compound (4) | 1.5 | 1.5 | ||||||||||||
| Polyacrylic acid Na (molecular-weight average 5,000) | 2.0 | 2.0 | ||||||||||||
| Monoethanolamine | 3.0 | 3.0 | 3.0 | 3.0 | 3.0 | 3.0 | 3.0 | 3.0 | 3.0 | 3.0 | 3.0 | |||
| Ethanol | 4.0 | 4.0 | 4.0 | 4.0 | 2.0 | 2.0 | 2.0 | 2.0 | 2.0 | 2.0 | 2.0 | |||
| Propylene glycol | 2.0 | 2.0 | 5.0 | 5.0 | 3.0 | |||||||||
| デュラザィム16.0L | 0.2 | 0.2 | ||||||||||||
| リポデ-ゼ | 0.2 | 0.2 | 0.2 | |||||||||||
| チノパルCBS | 0.2 | 0.2 | 0.2 | 0.2 | ||||||||||
| S-WAT | 0.1 | 0.1 | 0.1 | 0.1 | 0.1 | 0.1 | 0.1 | 0.1 | 0.1 | 0.1 | 0.1 | |||
| Spices | Trace | Trace | Trace | Trace | Trace | Trace | Trace | Trace | Trace | Trace | Trace | |||
| Water | Surplus | Surplus | Surplus | Surplus | Surplus | Surplus | Surplus | Surplus | Surplus | Surplus | Surplus | |||
| Storage stability | 50℃ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | × | × | ||
| 5℃ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | × | × | ||||
| Anti-mud recontaminate | 92 | 91 | 92 | 92 | 92 | 89 | 90 | 89 | 75 | 93 | 79 | |||
● nonionogenic tenside (1): farm chemical emulgent 120 (trade(brand)name of Kao Corp, lauryl alcohol EO11.7 mole affixture)
● nonionogenic tenside (2): Suo Futa Nore (ソ Off ノ-Le) 70 (trade(brand)name of Nippon Catalyst K. K., Sec-C12, C13 alcohol EO7.0 mole affixture)
● nonionogenic tenside (3): Nuo Diketuo (ノ ニ テ Star ト) R-9 (commodity of シ エ Le ジ ヤ パ Application Co., Ltd., De バ ノ-Le 25 (C
12-C
15Alcohol, C
12=21.7%, C
13=28.2%, C
14=32.7%.C
15=17.4%) EO9.0 mole affixture)
● nonionogenic tenside (4): 12 carbon atoms, average EO addition mole number 8, the polyoxyethylene polyoxy-propylene of mean P O addition mole number 2
● alkyl glycoside: in general expression (a), R
5The alkyl of=8-16 carbon atom, X=0, Y=1.3, G=glucosyl residue
● the linear alkylbenzene sodium sulfate of LAS-Na:10-14 carbon atom
● ES-Na: Voranol EP 2001 sodium sulfate (alkyl of 10-12 carbon atom, average EO addition mole number 2.5)
● lipid acid: Lu Nake (Le Na ッ Network) L-55 (merchant's name of Kao Corp, mixed fatty acid, its composition C
10=1%, C
12=57%.C
14=22%, C
16=10%, C
18=3%, C
18:1=16%, C
18:2=1%) (C
18:nN represent the number of unsaturated link(age)))
● cats product: gram one his quick (コ ミ Application) 86W (trade(brand)name of Kao Corp, dialkyl group (C
10=40%, C
18=60%) alkyl dimethyl ammonium chloride)
● Du is pulled in clothing nurse (デ ユ ラ ザ ィ system) 16.0L: proteolytic enzyme (trade(brand)name of ノ ボ ノ Le デ ィ ィ ス Network バ ィ オ ィ Application ダ ス ト リ-Co., Ltd.)
● the lipase (100L of リ Port デ-ゼ): lipase (trade(brand)name of ノ ボ ノ Le デ ィ ス Network バ ィ オ ィ Application ダ ス ト リ-Co., Ltd.)
● Tinopal CbsX (チ ノ パ-Le) CBS-X: the trade(brand)name of Japanese チ バ ガ ィ ギ-Co., Ltd., fluorescent dye
● surplus: for will totally being taken as 100 the water yield.
Claims (3)
1. liquid cleaning agent composition, described composition contains:
(A) tensio-active agent beyond the cats product of 10-60 weight %,
(B) 0.1-10 weight % cats product and
(C) 0.1-15 weight % macromolecular compound, it be on the dried chain of polyether compound graft polymerization contain the macromolecular compound that belongs to unsaturated monomer based on the monoene of vinylformic acid and/or methylacrylic acid,
Wherein, component (A) is (a) nonionogenic tenside, (b) anion surfactant or their mixture;
The described cats product of component (B) is the cats product with formula (1) expression
In the formula, R
1, R
2, R
3, R
4, any 1 or 2 is the alkyl or the alkenyl of 12-20 carbon atom, surplus person can be identical or different, the alkyl of 1-5 carbon atom, hydroxyalkyl or formula-(CH
2CH
2O)
mThe base that H represents, m are the average addition mole number of ethylene oxide, are the number of 2-20, and X represents halogen atom, CH
3SO
4Or CH
3CH
2SO
4
The dried chain of the described macromolecular compound of component (C) is a polyether compound, and it is the compound with formula (2) expression
Y-O(CH
2CH
2O)nH (2)
In the formula, Y is hydrogen, methyl, phenyl or benzyl, and n is average addition mole number, is the number of 2-200;
All the other are other usual component that cooperated in water and the described liquid cleaning agent.
2. composition according to claim 1, wherein, component (C) represents with weight ratio the ratio of component (B), (C)/(B)=1/10-10/1.
3. composition according to claim 1 and 2, wherein, component (C) macromolecular compound is by with respect to the polyether compound as dried chain, makes monoene belong to unsaturated monomer and reacts by the part by weight more than at least 1/4 and obtain.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP222527/96 | 1996-08-23 | ||
| JP222527/1996 | 1996-08-23 | ||
| JP22252796A JP3398286B2 (en) | 1996-08-23 | 1996-08-23 | Liquid detergent composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1178827A CN1178827A (en) | 1998-04-15 |
| CN1098922C true CN1098922C (en) | 2003-01-15 |
Family
ID=16783839
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN97118595A Expired - Fee Related CN1098922C (en) | 1996-08-23 | 1997-08-23 | Liquid detergent composition |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JP3398286B2 (en) |
| CN (1) | CN1098922C (en) |
| TW (1) | TW438884B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107001993A (en) * | 2014-12-12 | 2017-08-01 | 狮王株式会社 | Clothing detergent |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004018837A (en) * | 2002-06-20 | 2004-01-22 | Nippon Shokubai Co Ltd | Graft polymer composition and its application |
| ES2292863T3 (en) * | 2003-01-22 | 2008-03-16 | Cognis Ip Management Gmbh | USE OF SOLIBILIZERS FOR WATER DETERGENT COMPOSITIONS CONTAINING A PERFUME. |
| JP5412040B2 (en) | 2008-02-08 | 2014-02-12 | 花王株式会社 | Liquid bleach composition |
| JP4494516B1 (en) | 2008-11-21 | 2010-06-30 | 花王株式会社 | Liquid detergent composition |
| JP2010168429A (en) * | 2009-01-20 | 2010-08-05 | Kao Corp | Liquid detergent composition for hard surface |
| JP5281420B2 (en) * | 2009-01-20 | 2013-09-04 | 花王株式会社 | Liquid detergent composition for hard surfaces |
| JP5548390B2 (en) | 2009-05-29 | 2014-07-16 | 花王株式会社 | Liquid detergent composition |
| JP5628537B2 (en) * | 2010-03-18 | 2014-11-19 | 花王株式会社 | Cleaning composition for clothing |
| JP5580166B2 (en) * | 2010-10-20 | 2014-08-27 | 花王株式会社 | Liquid detergent composition |
| JP4897933B1 (en) | 2011-04-22 | 2012-03-14 | 花王株式会社 | Liquid detergent composition |
| WO2014104044A1 (en) | 2012-12-28 | 2014-07-03 | 花王株式会社 | Liquid detergent composition for clothing |
| WO2016093337A1 (en) * | 2014-12-12 | 2016-06-16 | ライオン株式会社 | Clothing detergent |
| EP3101104B1 (en) * | 2015-06-05 | 2019-04-24 | The Procter and Gamble Company | Compacted liquid laundry detergent composition |
| JP7170300B2 (en) * | 2017-12-11 | 2022-11-14 | 株式会社ニイタカ | liquid detergent composition |
| CN112680293B (en) * | 2019-10-18 | 2022-07-08 | 中国石油化工股份有限公司 | Emulsifier, preparation method and application thereof, and method for emulsifying butter in alkaline washing tower |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5925896A (en) * | 1982-05-10 | 1984-02-09 | ザ・プロクタ−・エンド・ギヤンブル・カンパニ− | Low phosphate laundry detergent composition |
| EP0639592A1 (en) * | 1993-08-18 | 1995-02-22 | Nippon Shokubai Co., Ltd. | Water-soluble graft polymers and production process thereof |
-
1996
- 1996-08-23 JP JP22252796A patent/JP3398286B2/en not_active Expired - Fee Related
-
1997
- 1997-08-09 TW TW86111430A patent/TW438884B/en not_active IP Right Cessation
- 1997-08-23 CN CN97118595A patent/CN1098922C/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5925896A (en) * | 1982-05-10 | 1984-02-09 | ザ・プロクタ−・エンド・ギヤンブル・カンパニ− | Low phosphate laundry detergent composition |
| EP0639592A1 (en) * | 1993-08-18 | 1995-02-22 | Nippon Shokubai Co., Ltd. | Water-soluble graft polymers and production process thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107001993A (en) * | 2014-12-12 | 2017-08-01 | 狮王株式会社 | Clothing detergent |
| CN107001993B (en) * | 2014-12-12 | 2020-09-01 | 狮王株式会社 | Detergent for clothes |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3398286B2 (en) | 2003-04-21 |
| CN1178827A (en) | 1998-04-15 |
| TW438884B (en) | 2001-06-07 |
| JPH1060476A (en) | 1998-03-03 |
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