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CN102575203A - Laundry compositions - Google Patents

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Publication number
CN102575203A
CN102575203A CN2010800473359A CN201080047335A CN102575203A CN 102575203 A CN102575203 A CN 102575203A CN 2010800473359 A CN2010800473359 A CN 2010800473359A CN 201080047335 A CN201080047335 A CN 201080047335A CN 102575203 A CN102575203 A CN 102575203A
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China
Prior art keywords
emulsion
multipolymer
polyethylene terephthalate
terephthalate
water
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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.)
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CN2010800473359A
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Chinese (zh)
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CN102575203B (en
Inventor
C.C.琼斯
V.基尔哈姆斯
王进防
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Unilever IP Holdings BV
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Unilever NV
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Priority to CN201080047335.9A priority Critical patent/CN102575203B/en
Priority claimed from PCT/EP2010/064724 external-priority patent/WO2011047951A1/en
Publication of CN102575203A publication Critical patent/CN102575203A/en
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Publication of CN102575203B publication Critical patent/CN102575203B/en
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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

The improvement of laundry composition
Technical field
The present invention relates to the improvement of laundry composition.More specifically, the laundry composition that the present invention relates to emulsion and comprise 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 the efficient that deposits on the fabric is low.
A kind of method that increases silicone deposition is that for example using, nonionogenic tenside is mixed with emulsion form as emulsifying agent with them.
Yet the problem that sedimentation effect is low still exists.
Therefore, need to improve silicone deposition efficient on the fabric.
Summary of the invention
In first aspect, the present invention relates to a kind of emulsion, it comprises :-
(a) particle, it comprises the multipolymer and the silicone liquid of polyethylene terephthalate and polyoxyethylene terephthalate; With,
(b) water-based external phase.
Second aspect of the present invention relates to the method for the emulsion for preparing first aspect.This method comprises: multipolymer, the He Shui of silicone liquid, polyethylene terephthalate and polyoxyethylene terephthalate are mixed.
The third aspect of the invention relates to laundry composition, and it comprises :-
A) tensio-active agent of 5~65 wt.%; With,
B) the emulsion of 0.5~30 wt.% according to 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 the fabric.Said multipolymer uses with independent emulsion or as the form of a part of emulsion of laundry composition ideally.
Embodiment
As used herein, term " comprise " mean " comprising ", " by ... constitute ", " by ... form and/or basically by ... form ".
All percentage ratios of quoting are wt.%, except as otherwise noted.
In operation and Comparative Examples, perhaps have in addition the situation about offering some clarification on, the numeral of all indication quantity of material or ratio or reaction conditions, physical characteristics of materials and/or application should be understood that to modify through term " pact " in this description.
As used herein, if 21 ℃ through 1 week after prescription do not demonstrate the sign that is separated, should think that then this prescription is physically " stable ".
Emulsion comprises :-
(a) particle comprises the multipolymer of 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.
Existing particle is preferably the drop form in the emulsion.Drop size is preferably 0.5~20 μ m.
Existing silicone liquid preferably has the viscosity of 5,000~100,000 cP in the particle of emulsion.
Particle is considered to be in the discrete entities of stable existence in its surrounding medium.For example, for the solid particulate of separating,
The method for preparing emulsion
Multipolymer (PET-POET) and water that emulsion preparation method comprises silicone liquid, polyethylene terephthalate and polyoxyethylene terephthalate mix.
Preferably, the multipolymer of polyethylene terephthalate and polyoxyethylene terephthalate at first is dissolved in water before in adding silicone oil.More preferably that multipolymer is water-soluble to 1wt% concentration, so that emulsifier solution to be provided.
The hybrid system that is applicable to this method comprises that the use high-shear mixer mixes each composition.The suitable time limit is 90 seconds.
Emulsion generally comprises the water-based external phase of 30~99.9 wt.%, preferred 40~99 wt.%.Water-based external phase can only be water, or comprises the water-based mixture of water as main ingredient.
Emulsion can further contain emulsifying agent, and tensio-active agent for example is 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, then its nonionogenic tenside preferably.Perhaps, the PET-POET multipolymer itself can be used as emulsifying agent, and need not use extra emulsifying agent.
Suitable draw together (many) alkoxylates analogue of saturated or unsaturated fatty alcohol as the ionic surfactant pack of emulsifying agent, it for example on average has 8~22 in hydrocarbon chain, preferred 9~18, 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 independently is selected from vinyloxy group, propenyloxy group and butenyloxy, especially vinyloxy group and propenyloxy group, or only vinyloxy group group and EP 0 495 176 disclosed alkylpolyglucosides.
The invention form
Emulsion can be introduced in the laundry product of various ways.Laundry product can be the form of fabric with the laundry treatment agent, and in this case, it can be laundry composition, comprises:
A) tensio-active agent of 5~65 wt.%; With,
B) the emulsion of 0.5~30 wt.% according to first aspect present invention.
Preferably, the emulsion content that exists in the 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 compsns can be and dilutablely maybe can not dilute.Preferred main cleaning composition.
The present composition can be any profile, for example solid such as powder or granule, sheet, solid bar, cream, gel or liquid, especially water fluid.Said compsn is particularly useful in the laundry composition, especially liquid, gel, powder or sheet type laundry composition.
If laundry composition is main cleaning composition, then the pH scope of compsn is pH 7~12, preferred pH 8.5~9.5.Desirable is, at compsn 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 the fabric.
Multipolymer uses with independent emulsion or as the form of a part of emulsion of introducing of laundry composition ideally.
The present invention also relates to emulsion thus in order to improve the purposes of silicone deposition level on the fabric; Said emulsion comprises particle, and this particle comprises the multipolymer and the silicone liquid in water-based external phase of polyethylene terephthalate and polyoxyethylene terephthalate.Preferably, emulsion is introduced as the part of laundry product as described herein.
Component
Tensio-active agent
Laundry composition comprises tensio-active agent, the preferred stain release tensio-active agent.Suitable tensio-active agent comprises nonionogenic tenside and AS.
They are optional plays the tensio-active agent described in the document freely: " Surface Active Agents " Vol. 1, and Schwartz Perry, Interscience 1949; Vol. 2, Schwartz, Perry & Berch; Interscience 1958, and latest edition " McCutcheon's Emulsifiers and Detergents " is published by Manufacturing Confectioners Company; Perhaps " Tenside-Taschenbuch ", H. Stache, the 2nd edition; Carl Hauser Verlag, 1981.The tensio-active agent that uses is preferably saturated.
The suitable nonionic detergent compounds of available is particularly including the reaction product of compound with hydrophobic group and active hydrogen atom and oxirane; Said compound with hydrophobic group and active hydrogen atom for example is fatty alcohol, acid, acid amides or alkylphenol, and oxirane especially is 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, also is 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.
The suitable anionic detergent of available is the water-soluble alkali metal salts of organo-sulfate and sulphonate normally, and said organo-sulfate and sulphonate have the alkyl that contains about 8~about 22 carbon atoms, and term alkyl is used for comprising 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 that is generated by for example Tallow, beef or Oleum Cocois 8-C 18Alcohol Sulfated those, alkyl C 9-C 20Supragil GN and potassium, particularly linear secondary alkyl C 10-C 15Supragil GN; With alkyl glycerol base ether sodium sulfate, especially derive from the higher alcohols and those ethers that derive from the synthol of oil of Tallow, beef or Oleum Cocois.The preferred anionic surfactants detergent compound is C 11-C 15Sodium alkyl benzene sulfonate and C 12-C 18Sodium alkyl sulfate.Further AS comprises and contains C 8-C 26The lipid acid basis soap of individual carbon atom.Those tensio-active agents that also can use the demonstration salt tolerant described in EP-A-328 177 (Unilever) to analyse, the alkylpolyglycosides tensio-active agent described in the EP-A-070 074 and alkyl list glycosides.
Existing tensio-active agent total amount is 5~65 wt.% in the liquid compsn.Preferably, the tensio-active agent total amount is 10~65 wt.%, preferred 15~50 wt.%.
Except that aforementioned nonionic and AS, also can there be other tensio-active agent such as both sexes, zwitter-ion and cats product.
Optional member
Laundry composition can extraly comprise one or more following optional member.
Washing assistant or complexing agent
Laundry composition randomly comprises the washing assistant of 1~50 wt.%.Washing assistant content is preferably 1~40 wt.%.
The washing assistant material can be selected from: its mixture deposited material, 3 1) calcium sequestrant material, 2)) calcium ion-exchange material and 4).
Preferably, when using insoluble inorganic builders for example during zeolite, size ((comes from Malvern as utilizing laser diffraction by Mastersizer 2000 particle-size analyzers 0.1~10 micron scope TM) measure).
The example of calcium sequestrant washing assistant material comprises that alkali metal polyphosphates such as Tri sodium Phosphate and organic sequestering agent are such as YD 30.
The example of deposition washing assistant material comprises sodium orthophosphate and yellow soda ash.
The example of calcium ion-exchanged washing assistant material comprises various water-insoluble crystallizations or amorphous aluminosilicate; Its mesolite is foremost representative; For example zeolite A, zeolite B (having another name called zeolite P), zeolite C, X zeolite, zeolite Y and like EP-A-0,384,070 described zeolite P types.
Said composition also can contain washing assistant or the complexing agent of 0~50 wt.%, such as YD 30, NSC 446-pentaacetic acid, alkyl or alkenyl succsinic acid, nitrilotriacetic acid(NTA) or other following washing assistant.The ability that relies on complexation of metal ions, many washing assistants or bleaching stibilizer.
Zeolite and carbonate (carbonate comprises 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 a monovalent cation, preferred sodium.These materials contain some combination water, must have the calcium ion-exchanged capacity of at least 50 mg CaO/g.Preferred sodium aluminium silicate contains 1.5~3.5 SiO in following formula 2The unit.They can be through easily making as reacting between abundant water glass of describing and sodium aluminate in the document.The ratio of tensio-active agent and aluminosilicate (when existing) is preferably greater than 5:2, more preferably greater than 3:1.
Except that the 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, such as soluble silicate, metasilicate, layered silicate (for example SKS-6, from Hoechst).
Cloth-washing detergent preparation preferably nonphosphate helps the cloth-washing detergent preparation of washing, and also promptly, contains the phosphoric acid salt that is lower than 1wt%.
Coloured light adjustment (shading) agent
Laundry composition preferably comprises indigo plant or the purple light adjustment agent of 0.0001~0.01 wt.%.Coloured light adjustment agent alleviates the impaired impression of many coloured clothes, and improves the whiteness of white clothes.Coloured light adjustment 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 are direct purple or sun 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.Usually, these fluorescent agents are with the for example supplied and the use of sodium salt of its an alkali metal salt.The fluorescent agent total amount of using in the compsn 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] triazole sodium, 4, and 4'-is two, and { [(4-anilino-6-(N-methyl-N-2-hydroxyethyl) amino 1; 3; 5-triazine-2-yl)] amino } stilbene-2-2' disulfonic acid disodium, 4, two { [(the 4-anilinos-6-morpholino-1,3 of 4'-; 5-triazine-2-yl)] amino } stilbene-2-2' disulfonic acid disodium and 4, two (2-sulfo group styryl) the biphenyl disodiums of 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; Publish by CFTA Publications; With OPD 1993 Chemicals Buyers Directory 80 anniversary versions, publish by Schnell Publishing Co..
Often there is multiple perfume composition in the preparation.In the present composition, imagination can exist 4 more many, preferred 5 or more, more preferably 6 or more, perhaps even 7 or more kinds of different perfume composition.
Preferred 15~25 wt.% are that head is fragrant in the spice mixt.Head is fragrant by Poucher definition (Journal of the Society of Cosmetic Chemists 6 (2): 80 [1955]).Preferred perfume (or spice) is selected from citrus oil, linalool, Linalyl acetate, true lavender, dihydromyrcenol, rose oxide compound and cis 3-alcohol.
A spices and a perfume (or spice) can be used to point out fabric nursing gain of the present invention.
Preferably, laundry treatment compositions does not contain peroxygen bleach, for example SPC-D, Sodium peroxoborate and peracid.
Polymkeric substance
Laundry composition can comprise one or more polymkeric substance.Example is CMC 99.5, gather (terepthaloyl moietie), gather (vinyl alcohol), polycarboxylate such as polyacrylic ester, toxilic acid/PEMULEN TR2, lauryl methacrylate(LMA)/PEMULEN TR2 and cationic polysaccharide based polyalcohol.
Hydrotropic solvent
Liquid detergent composition can randomly comprise hydrotropic solvent, and it can stop liquid crystal to form.Therefore the adding of hydrotropic solvent helps compsn clarification/transparent.Suitable hydrotropic solvent includes but not limited to Ucar 35, 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 Ucar 35, xylenesulfonate, ethanol and urea, so that optimum performance to be provided.The hydrotropic solvent amount is generally 0~30%, and is preferred 0.5~30%, and more preferably 0.5~30%, most preferably 1~15%.
Embodiment
Embodiment 1 is as the fabric-softening of the result's who uses the polymer emulsified aminosiloxane oil of PET-POET raising
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) is bought from Fluka; Weisspiessglanz (Sb 2O 3), calcium acetate and 2,6--di-tert-butyl-4-methy phenol (DBMP) is supplied from Sinopharm Chemical Reagent Co., Ltd.All reagent all is 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 reaction kettle is provided by Weihai Auto-control Reaction Kettle Ltd..
With the 80g molecular weight is that 20,000 PEG and the PET-18000 of 5g are used 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 inhibitor.Before this reaction mixture of heating, this still is applied vacuum, fill up again with nitrogen subsequently.This process triplicate; Under the mechanical stirring that is lower than under the vacuum of 0mmHg with 50rpm, temperature is elevated to about 260 ℃ temperature of reaction gradually, and kept 5 hours then.Transesterification reaction cause discharging terepthaloyl moietie.At about 150 ℃, when product is still warm, 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 with 9.9g emulsifier solution (solution of 1%PET-POET in deionized water); And mixed 90 seconds with high-shear mixer (the VWR VDI12 micro-homogenizer of band S12N-12S utensil, be provided with ' 5').
The comparative example A
Use program preparation contrast (contrast) sample same as described above; Emulsifier solution except 1% uses the 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 (the POE primary alconol comes from Croda)) preparation.
Pattern washing assessment
A) preparing washing liquid:
Through with local medium/soft water (general 6~18oFH (the French water hardness)) dilution Persil Small and Mighty (concentrated liquid detergent) reaches 2.5g/l concentration, makes washings.The 50ml washings is added each 500ml Linitest jar.
B) simulation washing (the laboratory scale washing machine of Linitest comes from Heraeus)
The use PET-POET of 0.313g or 1% aminosiloxane emulsion (comparative example A) adding of nonionogenic tenside blend are contained in the Linitest jar of washings, stir slightly to guarantee mixing.
To be of a size of 21cm * 21 cm Woven polyester sample input each contain in the Linitest jar of washings and aminosiloxane emulsion, potting is closed.The Linitest jar is invested on the Linitester carriage, rotate 45 minutes to simulate main washing at 40 ℃.
Main mold cleaning is intended when finishing, from each Linitest jar emptying washings.The water that in each jar, adds the 85ml equal portions seals and puts back to Linitester once more with jar and rotates 10 minutes again with the simulation rinsing.Rinsing is to carry out with main washing under the identical temperature.Repeat once again, so that twice simulation of each fabric experience rinsing.
After the rinsing, produce press fabrics is hung at ambient temperature then and is done to remove too much liquid.
To each sample, wash parallel carrying out four times, the result takes the mean.
The mechanical test of fabric test sample
A) preparation of fabric sample
The sample that will carry out pattern washing assessment is trimmed to and is of a size of 20cmx20cm, before mechanical test, has the temperature and humidity of control (20 ℃ were placed 24 hours in room 65%RH) then.
B) to the assessment of the weave machine performance relevant with tactile properties
The siloxanes material on fabric substrate sedimentary improve the standard can be through assessment because the existence of siloxanes and indicating by the change of the lubricated weave machine performance that causes of fiber and yarn.
There are several kinds with weave machine performance and the relevant method of fabric feeling (fabric handle).A kind of method of international endorsement is Kawabata Evaluation System (KES).Particularly, found that with the tactile property fabric parameter that for example softness is relevant with elasticity be textile cutting hysteresis (fabric shear hysteresis).In this embodiment, use confirms that based on the auto-plant of KES textile cutting lags behind.It is vertical with jaw (clamping jaw) that fabric is orientated its line (course).
Shear lag than low value (2HG3 parameter) corresponding to since the raising that the silicone deposition that improves causes lubricated/softening.
Table 1: textile cutting hysteresis result:
Fabric treating Shear lag (2HG3)
Liquid washing agent (reactive siloxane emulsion) only 2.47
The comparative example A 2.47
PET-POET emulsive aminosiloxane oil 1.59
Because with of the emulsification of PET-POET polymkeric substance, observe that the reduction that textile cutting lags behind-this is corresponding to because the softening of the raising that the deposition of the siloxanes of raising causes to aminosiloxane oil.Compare with the known emulsification method that utilizes nonionogenic tenside, this result is a kind of improvement.

Claims (10)

1. emulsion comprises :-
(a) particle, this particle comprise the multipolymer and the silicone liquid of polyethylene terephthalate and polyoxyethylene terephthalate; 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 5000~50, and 000 daltonian molecular weight preferably has 20,000~50,000 daltonian molecular weight.
3. according to the emulsion of claim 1 or 2, wherein said particle is a drop.
4. according to the emulsion of claim 3, wherein drop size is 0.5~20 μ m.
5. according to each emulsion in the aforementioned claim, it comprises the water-based external phase of 30~99.9 wt.%, preferred 40~99 wt.%.
6. according to each emulsion in the aforementioned claim, wherein silicone liquid has 5,000~100, the viscosity of 000 cP.
7. method for preparing each emulsion among the claim 1-6, the multipolymer, the He Shui that comprise silicone liquid, polyethylene terephthalate and polyoxyethylene terephthalate mix.
8. according to the method for claim 7, the multipolymer of wherein said polyethylene terephthalate and polyoxyethylene terephthalate at first is dissolved in water before in adding silicone oil.
9. laundry composition, it comprises :-
(a) tensio-active agent of 5~65 wt.%; With,
(b) 0.5~30wt.%'s according to each emulsion among the claim 1-6.
10. the multipolymer of polyethylene terephthalate and polyoxyethylene terephthalate is in order to improve the purposes of silicone deposition level on the fabric.
CN201080047335.9A 2009-10-20 2010-10-04 Improvements in Laundry Compositions Expired - Fee Related CN102575203B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201080047335.9A CN102575203B (en) 2009-10-20 2010-10-04 Improvements in Laundry Compositions

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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 Improvements in Laundry Compositions

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111971377A (en) * 2018-03-02 2020-11-20 荷兰联合利华有限公司 Laundry method

Citations (3)

* Cited by examiner, † Cited by third party
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
US20050170994A1 (en) * 2003-10-31 2005-08-04 Casado-Dominguez Arturo L. Fabric care compositions comprising aminosilicone

Patent Citations (3)

* Cited by examiner, † Cited by third party
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
US20050170994A1 (en) * 2003-10-31 2005-08-04 Casado-Dominguez Arturo L. Fabric care compositions comprising aminosilicone

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111971377A (en) * 2018-03-02 2020-11-20 荷兰联合利华有限公司 Laundry method
US11814607B2 (en) 2018-03-02 2023-11-14 Conopco, Inc. Laundry additive composition comprising a soil release polymer/silicone mixture

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