CN102575203B - Laundry compositions - Google Patents
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- CN102575203B CN102575203B CN201080047335.9A CN201080047335A CN102575203B CN 102575203 B CN102575203 B CN 102575203B CN 201080047335 A CN201080047335 A CN 201080047335A CN 102575203 B CN102575203 B CN 102575203B
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- terephthalate
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Abstract
The present invention relates to an emulsion comprising a particle comprising a copolymer of polyethylene terephthalate and polyoxyethylene terephthalate and a silicone liquid and an aqueous continuous phase, a process to make the emulsion, to a laundry composition comprising the emulsion, and to the use of the copolymer to increase silicone deposition onto fabric.
Description
Technical field
The present invention relates to the improvement of laundry composition.More specifically, the present invention relates to emulsion and comprise the laundry composition of this emulsion.
Background technology
The known softening fabrics that can be used for of silicone oil, and be introduced in numerous laundry compositions.There is a problem in these materials, that is, they are expensive components but to deposit to efficiency on fabric low.
A kind of method that increases silicone deposition is to use for example nonionogenic tenside, as emulsifying agent, they are mixed with to emulsion form.
But the problem that sedimentation effect is low still exists.
Therefore, need to improve silicone deposition efficiency on fabric.
Summary of the invention
In first aspect, the present invention relates to a kind of emulsion, it comprises :-
(a) particle, multipolymer and silicone liquid that it comprises polyethylene terephthalate and polyoxyethylene terephthalate; With,
(b) water-based external phase.
A second aspect of the present invention relates to the method for the emulsion of preparing first aspect.The method comprises: multipolymer, the He Shui of silicone liquid, polyethylene terephthalate and polyoxyethylene terephthalate are mixed.
A third aspect of the present invention relates to laundry composition, and it comprises :-
A) tensio-active agent of 5～65 wt.%; With,
B) 0.5～30 wt.% according to the emulsion of first aspect.
Another aspect of the present invention relates to the multipolymer of polyethylene terephthalate and polyoxyethylene terephthalate in order to improve the purposes of silicone deposition level on fabric.Described multipolymer uses using independent emulsion or as the form of the emulsion of a laundry composition part ideally.
Embodiment
As used herein, term " comprise " mean " comprising ", " by ... form ", " by ... composition and/or substantially by ... composition ".
All percentage ratios of quoting are wt.%, except as otherwise noted.
Except operation and comparative example in or separately have situation about clearly stating, in this description, the numeral of all instruction quantity of material or ratio or reaction conditions, physical characteristics of materials and/or application should be understood to modify through term " approximately ".
As used herein, if 21 DEG C after 1 week formula do not demonstrate the sign that is separated, should think that this formula is physically " stable ".
Emulsion comprises :-
(a) particle, the multipolymer that comprises polyethylene terephthalate and polyoxyethylene terephthalate, and silicone liquid; With,
(b) water-based external phase.
The multipolymer of polyethylene terephthalate and polyoxyethylene terephthalate preferably has 5000～50,000 daltonian molecular weight, more preferably has 20,000～50,000 daltonian molecular weight.
In emulsion, existing particle is preferably drop form.Drop size is preferably 0.5～20 μ m.
In the particle of emulsion, existing silicone liquid preferably has the viscosity of 5,000～100,000 cP.
Particle is considered to be in the discrete entities of stable existence in its surrounding medium.For example, for the solid particulate of separating,
prepare the method for emulsion
Emulsion preparation method comprises multipolymer (PET-POET) and the water of silicone liquid, polyethylene terephthalate and polyoxyethylene terephthalate is mixed.
Preferably, first the multipolymer of polyethylene terephthalate and polyoxyethylene terephthalate was dissolved in water before adding in silicone oil.More preferably by water-soluble multipolymer to 1wt% concentration, so that emulsifier solution to be provided.
The hybrid system that is applicable to the method comprises that use high-shear mixer mixes each composition.The suitable time limit is 90 seconds.
Emulsion generally comprises 30～99.9 wt.%, the preferred water-based external phase of 40～99 wt.%.Water-based external phase can be only water, or comprises the water-based mixture of water as main ingredient.
Emulsion can further contain emulsifying agent, and for example tensio-active agent, such as nonionic, negatively charged ion, positively charged ion, zwitter-ion and amphoterics.Emulsifying agent can mix with aforesaid other emulsion composition.
If use emulsifying agent, its nonionogenic tenside preferably.Or PET-POET multipolymer itself can be used as emulsifying agent, and does not need to use extra emulsifying agent.
The suitable ionic surfactant pack as emulsifying agent is drawn together (many) alkoxylates analogue of saturated or unsaturated fatty alcohol, and it for example on average has 8～22, preferably 9～18 in hydrocarbon chain, more preferably 10～15 carbon atoms and have preferably average 3～11, more preferably 4～9 alkene oxygen base groups.Most preferably, alkene oxygen base group is independently selected from vinyloxy group, propenyloxy group and butenyloxy, especially vinyloxy group and propenyloxy group, or vinyloxy group group only, and the disclosed alkylpolyglucoside of EP 0 495 176.
invention form
Emulsion can be introduced in the laundry product of various ways.Laundry product can be the form of fabric laundry treatment agent, and in this case, it can be laundry composition, comprises:
A) tensio-active agent of 5～65 wt.%; With,
B) 0.5～30 wt.% according to the emulsion of first aspect present invention.
Preferably, the emulsion content existing in laundry composition is for based on total composition meter 0.5～20 wt.%, more preferably 1～10 wt.%.
Laundry composition can be main cleaning composition, rinse composition or prewashing or washes post-treatment composition, and all these compositions can be dilutable or not dilutable.Preferred main cleaning composition.
The present composition can be any profile, and for example solid is such as powder or granule, sheet, solid bar, cream, gel or liquid, especially water fluid.Described composition is particularly useful in laundry composition, especially liquid, gel, powder or sheet type laundry composition.
If laundry composition is main cleaning composition, the pH scope of composition is pH 7～12, preferably pH 8.5～9.5.Preferably, at composition target pH, buffer preparation.
Another aspect of the present invention relates to the multipolymer of polyethylene terephthalate and polyoxyethylene terephthalate in order to improve the purposes of silicone deposition level on fabric.
The form of the emulsion that multipolymer is introduced using independent emulsion or as a laundry composition part is ideally used.
The present invention also relates to emulsion thus in order to improve the purposes of silicone deposition level on fabric, described emulsion comprises particle, the multipolymer that this particle comprises polyethylene terephthalate and polyoxyethylene terephthalate and the silicone liquid in water-based external phase.Preferably, emulsion is introduced as a part for laundry product as described herein.
Component
tensio-active agent
Laundry composition comprises tensio-active agent, preferred stain release tensio-active agent.Suitable tensio-active agent comprises nonionogenic tenside and anion surfactant.
Their optional tensio-active agents described in Publication about Document freely: " Surface Active Agents " Vol. 1, Schwartz & Perry, Interscience 1949, Vol. 2, Schwartz, Perry & Berch, Interscience 1958, latest edition " McCutcheon's Emulsifiers and Detergents ", published by Manufacturing Confectioners Company, or " Tenside-Taschenbuch ", H. Stache, the 2nd edition, Carl Hauser Verlag, 1981.The tensio-active agent using is preferably saturated.
Available suitable nonionic detergent compounds is particularly including the reaction product of compound and oxirane with hydrophobic group and active hydrogen atom, the described compound with hydrophobic group and active hydrogen atom is for example fatty alcohol, acid, acid amides or alkylphenol, and oxirane is especially independent or together with the oxyethane of propylene oxide.Concrete nonionic detergent compounds is C
6-C
22alkylphenol-ethylene oxide condensate, is generally 5～25 EO, is also 5～25 unit ethylene oxide per molecules, and aliphatic C
8-C
18the condensation product of straight or branched uncle or secondary alcohol and oxyethane, is generally 5～40 EO.
Available suitable anionic detergent is the water-soluble alkali metal salts of organo-sulfate and sulphonate normally, and described organo-sulfate and sulphonate have the alkyl containing approximately 8～approximately 22 carbon atoms, and term alkyl is used for including the moieties of more senior acyl group.Suitable synthetic anionic detergent compound example is sodium alkyl sulfate and potassium, especially available from the senior C being generated by for example Tallow, beef or Oleum Cocois
8-C
18alcohol Sulfated those, alkyl C
9-C
20benzene sulfonic acid sodium salt and potassium, particularly linear secondary alkyl C
10-C
15benzene sulfonic acid sodium salt; With alkyl glycerol base ether sodium sulfate, especially derive from the higher alcohols of Tallow, beef or Oleum Cocois and derive from those ethers of synthol of oil.Preferred anionic detergent immunomodulator compounds is C
11-C
15sodium alkyl benzene sulfonate and C
12-C
18sodium alkyl sulfate.Further anion surfactant comprises containing C
8-C
26the lipid acid basis soap of individual carbon atom.Also can use such as EP-A-328 177(Unilever) described in demonstration salt tolerant those tensio-active agents of analysing, the alkylpolyglycosides tensio-active agent described in EP-A-070 074, and alkyl list glycosides.
In liquid composition, existing tensio-active agent total amount is 5～65 wt.%.Preferably, tensio-active agent total amount is 10～65 wt.%, preferably 15～50 wt.%.
Except aforementioned nonionic and anion surfactant, also can there is other tensio-active agent such as both sexes, zwitter-ion and cats product.
optional member
Laundry composition can additionally comprise one or more following optional member.
washing assistant or complexing agent
Laundry composition optionally comprises the washing assistant of 1～50 wt.%.Washing assistant content is preferably 1～40 wt.%.
Washing assistant material can be selected from: 1) calcium sequestrant material, 2) deposited material, 3) calcium ion-exchange material and 4) its mixture.
Preferably, when using insoluble inorganic builders for example when zeolite, size the scope of 0.1～10 micron (as utilized laser diffraction (to come from Malvern by Mastersizer 2000 particle-size analyzers
tM) measure).
The example of calcium sequestrant washing assistant material comprises that alkali metal polyphosphates is such as Tri sodium Phosphate, and organic sequestering agent is such as ethylenediamine tetraacetic acid (EDTA).
The example of precipitation washing assistant material comprises sodium orthophosphate and sodium carbonate.
The example of calcium ion-exchanged washing assistant material comprises various water-insoluble crystallizations or amorphous aluminosilicate, its mesolite is foremost representative, for example Wessalith CS, zeolite B(have another name called zeolite P), zeolite C, X zeolite, zeolite Y and as EP-A-0, the zeolite P type described in 384,070.
Said composition also can be containing washing assistant or the complexing agent of 0～50 wt.%, such as ethylenediamine tetraacetic acid (EDTA), DTPA, alkyl or alkenyl succsinic acid, nitrilotriacetic acid(NTA) or other following washing assistant.Rely on the ability of complexation of metal ions, many washing assistants or bleaching stibilizer.
Zeolite and carbonate (carbonate is including supercarbonate and sesquicarbonate) are preferred washing assistants.
Said composition can contain crystalline aluminosilicate, preferred as alkali aluminosilicate, more preferably sodium aluminium silicate is as washing assistant.Its content is generally less than 15 wt.%.Aluminosilicate is the material with following general formula:
Wherein M is monovalent cation, preferably sodium.These materials in conjunction with water, must have the calcium ion-exchanged capacity of at least 50 mg CaO/g containing some.Preferred sodium aluminium silicate contains 1.5～3.5 SiO in above formula
2unit.They can be by making as reacted easily between the water glass of fully describing in document and sodium aluminate.The ratio of tensio-active agent and aluminosilicate (while existence) is preferably greater than 5:2, more preferably greater than 3:1.
Except aluminosilicate washing assistant, alternately or additionally use phosphate builders.In this field, term ' phosphoric acid salt ' comprises diphosphate, triphosphate and phosphonates.Other forms of washing assistant comprises silicate, for example, such as soluble silicate, metasilicate, layered silicate (SKS-6, from Hoechst).
Cloth-washing detergent preparation preferably nonphosphate helps the cloth-washing detergent preparation of washing, also, and containing the phosphoric acid salt lower than 1wt%.
coloured light is adjusted (shading) agent
Laundry composition preferably comprises indigo plant or the purple light adjusting agent of 0.0001～0.01 wt.%.Coloured light adjusting agent alleviates the impaired impression of many coloured clothes, and improves the whiteness of white clothes.Coloured light adjusting agent is preferably selected from solvent dye, dispersed dye, basic dyestuff, substantive dyestuff and the matching stain of Lan Hezi, and it lists in " color index " (Colour Index) (Society of Dyers and Colourists and American Association of Textile Chemists and Colorists 2002).
Preferably there is directly purple or direct blue dyestuff.Dyestuff is disazo dyes, trisazo dye or triphenol dioxazine (triphendioxazine) dyestuff preferably.Not preferred carcinogenic p-diaminodiphenyl (benzidene) radical dye.
fluorescent agent
Laundry composition preferably comprises fluorescent agent (white dyes).Fluorescent agent is well-known, and many these type of fluorescent agents are commercially available.Conventionally, these fluorescent agents are with form supply and the use of for example sodium salt of its an alkali metal salt.The fluorescent agent total amount using in composition is generally 0.005～2 wt.%, more preferably 0.01～0.1 wt.%.Preferred white dyes classification is: distyryl biphenyl compound, for example Tinopal
tMcBS-X, diamines stilbene disulfonic acid compound, for example Tinopal DMS pure Xtra and Blankophor
tMhRH, and pyrazoline compounds, for example Blankophor SN.Preferred white dyes is: 2-(4-styryl-3-sulfophenyl)-2H-naphtho-[1,2-d] 1-Sodium-1,2,4-Triazole, 4, two { [(4-anilino-the 6-(N-methyl-N-2-hydroxyethyl) amino 1 of 4'-, 3,5-triazine-2-yl)] amino } stilbene-2-2' disulfonic acid disodium, 4, two { [(4-anilino-6-morpholino-1 of 4'-, 3,5-triazine-2-yl)] amino } stilbene-2-2' disulfonic acid disodium and two (2-sulphophenyl vinyl) the biphenyl disodiums of 4,4'-.
spices
Laundry composition preferably comprises spices.Amount of flavorants is preferably 0.001～3 wt.%, most preferably 0.1～1 wt.%.Many suitable spices examples are recorded in CTFA (Cosmetic, Toiletry and Fragrance Association) 1992 International Buyers Guide, published by CFTA Publications, with OPD 1993 Chemicals Buyers Directory 80 anniversary versions, published by Schnell Publishing Co..
In preparation, often there is multiple perfume composition.In the present composition, imagination can existence 4 or more, preferably 5 or more, more preferably 6 or more or even 7 or more kinds of different perfume composition.
In spice mixt, preferably 15～25 wt.% are that head is fragrant.Head is fragrant defines (Journal of the Society of Cosmetic Chemists 6 (2): 80 [1955]) by Poucher.Preferred perfume (or spice) is selected from citrus oil, linalool, Linalyl acetate, lavender, dihydromyrcenol, rose oxide compound and cis 3-alcohol.
Spices and a perfume (or spice) can be used to point out fabric nursing gain of the present invention.
Preferably, laundry treatment compositions is not for example, containing peroxygen bleach, SPC-D, Sodium peroxoborate and peracid.
polymkeric substance
Laundry composition can comprise one or more polymkeric substance.Example is carboxymethyl cellulose, PEG, poly-(vinyl alcohol), polycarboxylate such as polyacrylic ester, toxilic acid/acrylic copolymer, lauryl methacrylate(LMA)/acrylic copolymer and cationic polysaccharide based polyalcohol.
hydrotropic solvent
Liquid detergent composition optionally comprises hydrotropic solvent, and it can stop Formation of liquid crystals.Therefore contribute to the adding of hydrotropic solvent composition clarification/transparent.Suitable hydrotropic solvent includes but not limited to propylene glycol, ethanol, urea, benzene sulfonate, tosylate, xylenesulfonate or cumene sulfonate.Suitable salt includes but not limited to sodium, potassium, ammonium, monoethanolamine, triethanolamine salt.Preferably, hydrotropic solvent is selected from propylene glycol, xylenesulfonate, ethanol and urea, so that optimum performance to be provided.Hydrotropic solvent amount is generally 0～30%, and preferably 0.5～30%, more preferably 0.5～30%, most preferably 1～15%.
Embodiment
Embodiment 1 is as the fabric-softening of the raising of the result of the polymer emulsified aminosiloxane oil of use PET-POET
Synthesizing of polyethylene terephthalate-copolymerization-polyoxyethylene terephthalic acid ester copolymer (PET-POET).
PET-18000 is from the polyethylene terephthalate of Shanghai Lianji synthon company (Mn=18,000); Polyoxyethylene glycol 20,000(Mn=20,000) buy from Fluka; Weisspiessglanz (Sb
2o
3), calcium acetate and 2,6--di-tert-butyl-4-methy phenol (DBMP) supply from Sinopharm Chemical Reagent Co., Ltd.All reagent is all to receive that state uses, and does not further purify.This PET-POET sample uses provides mechanical stirring, good thermal control and the stainless steel cauldron preparation of condition of high vacuum degree.This reactor is provided by Weihai Auto-control Reaction Kettle Ltd..
The PEG that is 20,000 by 80g molecular weight and the PET-18000 of 5g are for ester interchange polymerization.Sb
2o
3(20mg) and calcium acetate (20mg) as catalyzer, and 2,6--di-tert-butyl-4-methy phenol (80mg) is as antioxidant.Before this reaction mixture of heating, this still is applied to vacuum, again fill up with nitrogen subsequently.This process in triplicate; Then under the vacuum lower than 0mmHg and under the mechanical stirring of 50rpm, temperature is elevated to gradually to the temperature of reaction of about 260 DEG C, and maintains 5 hours.Transesterification reaction cause discharging ethylene glycol.At approximately 150 DEG C, when product or when heat, it is taken out from still with spatula.The polymkeric substance of viscosity is cooled to Mn=30,000 hard solid.
With PET-POET emulsification aminosiloxane
Aminosiloxane oil (the Hansa ASR 7020 of 0.1 g, come from CHT) add 14ml capacity crouching formula (squat form) Glass tubing together with 9.9g emulsifier solution (1%PET-POET is in the solution in deionized water), and mix 90 seconds by high-shear mixer (with the VWR VDI12 micro-homogenizer of S12N-12S utensil, arrange ' 5').
Comparative example A
Use program preparation contrast (contrast) sample same as described above, emulsifier solution except 1% uses nonionogenic tenside blend, and (weight ratio is respectively the Neodol 25-7(primary alcohol ethoxylate of 85:15, come from Shell Chemicals) and Synperonic A20(POE primary alconol, come from Croda)) preparation.
Pattern washing assessment
A) preparing washing liquid:
By with local medium/soft water (general 6～18oFH(France the water hardness)) dilution Persil Small and Mighty(concentrated liquid detergent) reach 2.5g/l concentration, make washings.50ml washings is added to each 500ml Linitest tank.
B) simulation washing (the laboratory scale washing machine of Linitest, comes from Heraeus)
1% aminosiloxane emulsion (comparative example A) of the use PET-POET of 0.313g or nonionogenic tenside blend is added in the Linitest tank containing washings, slightly stir to guarantee to mix.
The Woven polyester sample that is of a size of 21cm × 21 cm is dropped in each Linitest tank containing washings and aminosiloxane emulsion, potting is closed.Linitest tank is invested on Linitester bracket, within 45 minutes, wash to simulate master 40 DEG C of rotations.
When main mold cleaning is intended finishing, from the emptying washings of each Linitest tank.To the water that adds 85ml equal portions in each tank, tank is again sealed and put back to Linitester and rotate again 10 minutes with simulation rinsing.Rinsing is to carry out with main washing at identical temperature.Repeat once again, so that twice simulation rinsing of each fabric experience.
After rinsing, produce press fabrics, to remove too much liquid, is then hung dry at ambient temperature.
To each sample, wash parallel carrying out four times, result is taken the mean.
the mechanical test of fabric test sample
A) preparation of fabric sample
The sample that has carried out pattern washing assessment is trimmed to and is of a size of 20cmx20cm, then, before mechanical test, in the room with the temperature and humidity of control (20 DEG C, 65%RH), place 24 hours.
B) assessment to the fabric mechanical properties relevant with tactile properties
What siloxanes material deposited in fabric substrate improve the standard can be indicated by the change of the lubricated fabric mechanical properties causing of fibre and yarn due to the existence of siloxanes by assessment.
Exist several by the fabric mechanical properties method relevant to fabric feeling (fabric handle).A kind of method of international endorsement is Kawabata Evaluation System (KES).Particularly, found that with the fabric parameter of for example softness of tactile property and elastic relevance be textile cutting hysteresis (fabric shear hysteresis).In this embodiment, use the auto-plant based on KES to determine that textile cutting lags behind.Fabric is orientated to its line (course) vertical with jaw (clamping jaw).
The lower value (2HG3 parameter) of shear lag is lubricated/softening corresponding to the raising causing due to the silicone deposition improving.
table 1: textile cutting hysteresis result:
| Fabric treating | Shear lag (2HG3) |
| Only liquid washing agent (reactive siloxane emulsion) | 2.47 |
| Comparative example A | 2.47 |
| The aminosiloxane oil of PET-POET emulsification | 1.59 |
Due to the emulsification to aminosiloxane oil with PET-POET polymkeric substance, observe the softening of reduction-this raising causing corresponding to the deposition of the siloxanes owing to improving that textile cutting lags behind.Compared with utilizing the known emulsification method of nonionogenic tenside, this result is a kind of improvement.
Claims (9)
1. an emulsion, comprises:
(a) drop particle, multipolymer and silicone liquid that this particle comprises polyethylene terephthalate and polyoxyethylene terephthalate, the multipolymer of wherein said polyethylene terephthalate and polyoxyethylene terephthalate has 5000～50,000 daltonian molecular weight; With,
(b) water-based external phase.
2. according to the emulsion of claim 1, the multipolymer of wherein said polyethylene terephthalate and polyoxyethylene terephthalate has 20,000～50,000 daltonian molecular weight.
3. according to the emulsion of claim 2, wherein drop size is 0.5～20 μ m.
4. according to the emulsion of claim 1-3 any one, the water-based external phase that it comprises 30～99.9 wt.%.
5. according to the emulsion of claim 1-3 any one, wherein silicone liquid has 5,000～100, the viscosity of 000 cP.
6. prepare a method for the emulsion of any one in claim 1-5, comprise multipolymer, the He Shui of silicone liquid, polyethylene terephthalate and polyoxyethylene terephthalate are mixed.
7. according to the method for claim 6, first the multipolymer of wherein said polyethylene terephthalate and polyoxyethylene terephthalate was dissolved in water before adding in silicone oil.
8. a laundry composition, it comprises:
(a) tensio-active agent of 5～65 wt.%; With,
(b) 0.5～30wt.% according to the emulsion of any one in claim 1-5.
9. the multipolymer of polyethylene terephthalate and polyoxyethylene terephthalate is in order to improve the purposes of silicone deposition level on fabric.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201080047335.9A CN102575203B (en) | 2009-10-20 | 2010-10-04 | Laundry compositions |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009001160 | 2009-10-20 | ||
| CNPCT/CN2009/001160 | 2009-10-20 | ||
| PCT/EP2010/064724 WO2011047951A1 (en) | 2009-10-20 | 2010-10-04 | Laundry compositions |
| CN201080047335.9A CN102575203B (en) | 2009-10-20 | 2010-10-04 | Laundry compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102575203A CN102575203A (en) | 2012-07-11 |
| CN102575203B true CN102575203B (en) | 2014-08-13 |
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ID=46417483
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| CN201080047335.9A Expired - Fee Related CN102575203B (en) | 2009-10-20 | 2010-10-04 | Laundry compositions |
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| US11814607B2 (en) | 2018-03-02 | 2023-11-14 | Conopco, Inc. | Laundry additive composition comprising a soil release polymer/silicone mixture |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0396457A2 (en) * | 1989-05-02 | 1990-11-07 | Colgate-Palmolive Company | Antistatic detergent compositions |
| US5545350A (en) * | 1992-05-12 | 1996-08-13 | The Procter & Gamble Company | Concentrated fabric softener compositions containing biodegradable fabric softeners |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007507625A (en) * | 2003-10-31 | 2007-03-29 | ザ プロクター アンド ギャンブル カンパニー | Fabric care compositions comprising aminosilicones |
-
2010
- 2010-10-04 CN CN201080047335.9A patent/CN102575203B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0396457A2 (en) * | 1989-05-02 | 1990-11-07 | Colgate-Palmolive Company | Antistatic detergent compositions |
| US5545350A (en) * | 1992-05-12 | 1996-08-13 | The Procter & Gamble Company | Concentrated fabric softener compositions containing biodegradable fabric softeners |
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| CN102575203A (en) | 2012-07-11 |
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Effective date of registration: 20210831 Address after: Rotterdam Patentee after: Unilever Intellectual Property Holdings Ltd. Address before: Rotterdam Patentee before: Unilever Nederland B.V. |
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