EP0507402B1 - Process for preparing detergent compositions - Google Patents
Process for preparing detergent compositions Download PDFInfo
- Publication number
- EP0507402B1 EP0507402B1 EP92200908A EP92200908A EP0507402B1 EP 0507402 B1 EP0507402 B1 EP 0507402B1 EP 92200908 A EP92200908 A EP 92200908A EP 92200908 A EP92200908 A EP 92200908A EP 0507402 B1 EP0507402 B1 EP 0507402B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- surfactant
- liquid
- anionic
- nonionic
- nonionic surfactant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Revoked
Links
- 239000000203 mixture Substances 0.000 title claims description 41
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 239000003599 detergent Substances 0.000 title description 10
- 239000007788 liquid Substances 0.000 claims description 36
- 239000002736 nonionic surfactant Substances 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 26
- 239000004094 surface-active agent Substances 0.000 claims description 25
- 239000003945 anionic surfactant Substances 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 239000002243 precursor Substances 0.000 claims description 11
- 230000003472 neutralizing effect Effects 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 150000004996 alkyl benzenes Chemical group 0.000 claims description 6
- 150000002191 fatty alcohols Chemical class 0.000 claims description 5
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 claims description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- 125000000129 anionic group Chemical group 0.000 description 8
- -1 alkylbenzene sulphonate Chemical class 0.000 description 5
- 238000006386 neutralization reaction Methods 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 229920001983 poloxamer Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 239000012683 anionic precursor Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 238000002144 chemical decomposition reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/06—Powder; Flakes; Free-flowing mixtures; Sheets
- C11D17/065—High-density particulate detergent compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
- C11D11/04—Special methods for preparing compositions containing mixtures of detergents by chemical means, e.g. by sulfonating in the presence of other compounding ingredients followed by neutralising
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/146—Sulfuric acid esters
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
Definitions
- the present invention relates to a process for preparing liquid detergent compositions comprising an anionic surfactant and a nonionic surfactant. More in particular, it relates to a process for the continuous preparation of a liquid detergent composition comprising an anionic and a nonionic surfactant, and having a high surfactant content.
- EP-A-265 203 discloses liquid surfactant compositions which are mobile at 20 to 80 °C and contain a sodium or potassium salt of an alkylbenzene sulphonate or alkyl sulphate in an amount not exceeding 80% by weight; an ethoxylated nonionic surfactant in an amount not exceeding 80% by weight; and water in an amount not exceeding 10% by weight.
- Such liquid surfactant composition may be used as a concentrated liquid detergent, for example as a dishwashing liquid.
- the liquid surfactant composition may be sprayed onto a solid particulate absorbent material, for instance a porous spray-dried base powder having a low bulk density and containing no or little actives, to form a detergent base powder having an increased bulk density.
- a solid particulate absorbent material for instance a porous spray-dried base powder having a low bulk density and containing no or little actives, to form a detergent base powder having an increased bulk density.
- EP-A-265 203 describes two methods for preparing such concentrated liquid surfactant compositions.
- liquid nonionic surfactant is gradually added to a neutralized alkylbenzene paste (neutralized salt) which will typically have an active matter content of about 50% by weight.
- neutralized alkylbenzene paste neutralized salt
- the resulting viscous mixture containing more than 10% water is then heated to evaporate a sufficient amount of water such that the final water content will fall below 10%.
- alkylbenzene sulphonic acid is mixed with nonionic surfactant, and the mixture is subsequently treated with a sufficient amount of concentrated aqueous sodium hydroxide or potassium hydroxide to effect partial or complete neutralization.
- JP-A-6447755 describes a method of preparing high concentration organic sulphuric acid ester salts or organic sulphonic acid salts, wherein liquid acid precursors of the anionic surfactants are neutralized in the presence of a liquid nonionic surfactant.
- the nonionic surfactant must be added to the liquid acid precursor prior to the neutralization step, optionally as a mix with the neutralizing base.
- It is therefore an object of the present invention to provide an improved process for preparing a liquid surfactant composition comprising an anionic surfactant and a nonionic surfactant and having a relatively low water content.
- the present invention provides a process for preparing a liquid surfactant composition
- a liquid surfactant composition comprising an anionic surfactant and a nonionic surfactant characterized by blending essentially equimolar amounts of a neutralizing agent and a liquid acid precursor of the anionic surfactant simultaneously with the nonionic surfactant, the liquid surfactant composition having a water content of less than 25% by weight, wherein the anionic surfactant is an alkylbenzene sulphonate.
- the process is carried out continuously, more preferably in a loop reactor.
- the principle of the process of the invention is to neutralize the acid corresponding to the anionic surfactant with a neutralizing agent of a strength such as to lead to the desired low level of water in the final product by adding these two materials to a fluid which comprises the nonionic surfactant and which acts as a solvent or diluent for the neutralized anionic surfactant.
- the liquid acid corresponding to the anionic surfactant or acid anionic surfactant precursor is usually a stable organic compound which is commercially available.
- An example is Dobanic 113, C 12 -C 15 alkylbenzene sulphonic acid, which can be obtained from Shell.
- the neutralizing agent can be in principle any suitable alkaline substance, preferably in a concentrated aqueous solution.
- Concentrated aqueous solutions of an alkali metal hydroxide, such as a 50% by weight solution of sodium hydroxide in water are the preferred neutralizing agents.
- concentrated alkaline silicate solutions could be used.
- the process of the invention for preparing the surfactant mixtures may be carried out batch-wise, for instance by adding equimolar amounts of the anionic precursor and the neutralizing agent to a reaction vessel containing the required amount of nonionic surfactant under continuous stirring and at a controlled temperature.
- the process is carried out continuously, by feeding the anionic surfactant precursor, the nonionic surfactant and the neutralizing agent continuously and in the required amounts into a reactor and collecting the formed liquid surfactant composition after neutralization has taken place.
- the process is carried out continuously in a loop reactor.
- loop reactors are known in the art and have, as far as we are aware, only been used for carrying out the neutralization of acid anionic surfactant precursors with aqueous sodium hydroxide.
- the liquid surfactant compositions prepared according to the present invention usually correspond to the liquid surfactant compositions described in the European patent application 265,203, but also liquid compositions having a higher water content may be prepared.
- the water content of the surfactant mixtures prepared according to the present invention is less than 25% by weight, preferably less than 15% by weight. A water content of less than 10% by weight is especially preferred.
- the prepared liquid surfactant compositions comprise 1 to 80%, preferably 15 to 80% by weight of one or more anionic surfactants, 10 to 99%, preferably 10 to 85% by weight of one or more nonionic surfactants and as little water as possible, in order to keep the composition mobile in the temperature range of 20-95 °C. Most preferred ranges for the surfactants are 30 to 70% by weight for the anionic and 30 to 70% by weight for the nonionic.
- the anionic surfactant component in the composition may be a sodium or potassium salt of a liquid acid surfactant precursor.
- Particularly suitable are sodium alkyl benzene sulphonates wherein the alkyl group possesses 10 to 18 carbon atoms. Mixtures of these anionic surfactants may also be used.
- the nonionic surfactant may be any suitable nonionic surfactant that is liquid or readily liquefiable at temperatures up to about 80°C.
- suitable types of nonionic surfactants for this purpose are the ethoxylated fatty alcohols, for example a C 12 -C 15 aliphatic alcohol ethoxylated with 2 to 10 moles of ethylene oxide per mole of alcohol.
- preferred nonionics are the C 13 -C 15 fatty alcohols condensated with 3 or 7 ethoxy groups, such as those commercially available from ICI as Synperonics A3 or A7 (Trade Marks).
- the weight ratio between the anionic surfactant and the nonionic surfactant in the obtained surfactant mixture is preferably in the range of 0.125:1 to 4:1.
- compositions having a high an anionic to nonionic ratio of more than about 1.5:1 were found to be in general more viscous and are therefore less preferred.
- the especially preferred compositions prepared according to the present process have an anionic to nonionic ratio of from 0.2:1 to 2:1.
- the liquid surfactant compositions prepared according to the process of the present invention may additionally contain free fatty acid.
- they may additionally comprise 0.5 to 20%, preferably 2 to 15%, more preferably 2 to 7% by weight of a fatty acid having 8 to 22 carbon atoms. It is preferred if the fatty acid possesses 12 to 20 carbon atoms, and more in particular 16 to 18 carbon atoms.
- liquid surfactant compositions prepared according to the process of the present invention may be favourably applied in a process for making high bulk density granular detergent compositions having a high active detergent level, as disclosed by EP-A- 367 339.
- the following mobile liquid Alkylbenzene sulphonate/Nonionic surfactant mixtures were prepared in a conventional neutralization loop reactor.
- the reactor is essentially in the form of a closed loop and comprises an in-line mixer. Down stream is a heat exchanging facility and before the mixer there are three inlets which are used for the liquid acid anionic precursor, the nonionic and the aqueous sodium hydroxide. Further up stream an outlet is provided through which the neutralized surfactant composition may be bled off, the majority of the product being recirculated into the loop.
- nonionic surfactant a blend of Synperonic A3 and Synperonic A7 in a ratio of 4 : 3.
- the nonionic surfactant mixture aqueous 48% by weight sodium hydroxide solution and liquid anionic acid precursor (Dobanic 113) were dosed in continuously, whereby the amount of sodium hydroxide was chosen to be just sufficient to neutralize the acid.
- the nonionic feed rate was set at three different levels. The feed rates of the starting materials and the calculated compositions of the obtained surfactant blend are given below.
- the coolant temperature was 50°C.
- Example 1 2 3 Anionic acid Feed Rate (kg/hr) 10 10 10 NaOH (48%) Feed Rate (kg/hr) 2.59 2.59 2.59 NI Feed Rate (kg/hr) 21 11.5 5.25 % Anionic detergent 30.7 44.0 54.7 % Nonionic detergent 63.6 48.3 35.7 % H 2 O 5.7 7.7 10 Ratio Anionic/Nonionic 0.5 1 2
- the surfactant compositions of Examples 1 and 2 were easily handleable in the loop and were mobile liquids at room temperature.
- the composition of Example 3 was more viscous and was therefore more difficult to handle.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB919107092A GB9107092D0 (en) | 1991-04-04 | 1991-04-04 | Process for preparing detergent compositions |
| GB9107092 | 1991-04-04 | ||
| IN111BO1992 IN173189B (ko) | 1991-04-04 | 1992-04-03 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0507402A1 EP0507402A1 (en) | 1992-10-07 |
| EP0507402B1 true EP0507402B1 (en) | 1999-02-03 |
Family
ID=26298685
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP92200908A Revoked EP0507402B1 (en) | 1991-04-04 | 1992-03-30 | Process for preparing detergent compositions |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP0507402B1 (ko) |
| JP (1) | JPH0778234B2 (ko) |
| KR (1) | KR950013226B1 (ko) |
| AU (1) | AU652812B2 (ko) |
| BR (1) | BR9201203A (ko) |
| CA (1) | CA2064655C (ko) |
| DE (1) | DE69228330T2 (ko) |
| ES (1) | ES2127202T3 (ko) |
| GB (1) | GB9107092D0 (ko) |
| IN (1) | IN173189B (ko) |
| ZA (1) | ZA922465B (ko) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7186677B2 (en) | 2001-12-21 | 2007-03-06 | Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) | Method for the production of surfactant granulates containing builders |
| US8026203B2 (en) | 2008-06-02 | 2011-09-27 | The Procter & Gamble Company | Surfactant concentrate |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9324129D0 (en) * | 1993-11-24 | 1994-01-12 | Unilever Plc | Detergent compositions and process for preparing them |
| JPH09505349A (ja) * | 1993-11-24 | 1997-05-27 | ユニリーバー・ナームローゼ・ベンノートシヤープ | 洗剤組成物 |
| TW326472B (en) * | 1994-08-12 | 1998-02-11 | Kao Corp | Method for producing nonionic detergent granules |
| DE19529232A1 (de) * | 1995-08-09 | 1997-02-13 | Henkel Kgaa | Verfahren zur Herstellung von Tensidzusammensetzungen |
| GB9618877D0 (en) * | 1996-09-10 | 1996-10-23 | Unilever Plc | Process for preparing high bulk density detergent compositions |
| GB9618875D0 (en) * | 1996-09-10 | 1996-10-23 | Unilever Plc | Process for preparing high bulk density detergent compositions |
| DE19844523A1 (de) | 1998-09-29 | 2000-03-30 | Henkel Kgaa | Granulationsverfahren |
| GB0009087D0 (en) | 2000-04-12 | 2000-05-31 | Unilever Plc | Process for preparing fluid detergent compositions |
| DE102004025859A1 (de) * | 2004-05-24 | 2005-12-22 | Henkel Kgaa | Kit aus Schwamm und Reiniger |
| JP5875226B2 (ja) * | 2010-12-28 | 2016-03-02 | 花王株式会社 | 界面活性剤組成物 |
| JP5868747B2 (ja) * | 2012-03-19 | 2016-02-24 | 花王株式会社 | 界面活性剤混合物の製造方法 |
| DE102012221360A1 (de) * | 2012-11-22 | 2014-05-22 | Henkel Ag & Co. Kgaa | Kontinuierliches Verfahren zur Herstellung von flüssigen Wasch- oder Reinigungsmitteln |
| MX2016003051A (es) * | 2013-09-09 | 2016-06-10 | Procter & Gamble | Proceso para elaborar una composicion liquida de limpieza. |
| DE102015212131A1 (de) * | 2015-06-30 | 2017-01-05 | Henkel Ag & Co. Kgaa | Verfahren zur Herstellung einer flüssigen, Tensid enthaltenden Zusammensetzung |
| CN105062705A (zh) * | 2015-08-14 | 2015-11-18 | 浙江赞宇科技股份有限公司 | 一种无水乙氧基化烷基硫酸盐浓缩物及其制备方法与装置 |
| US11352468B2 (en) | 2016-04-18 | 2022-06-07 | Monosol, Llc | Perfume microcapsules and related film and detergent compositions |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6447755A (en) * | 1987-08-18 | 1989-02-22 | Dai Ichi Kogyo Seiyaku Co Ltd | Production of organic sulfuric acid ester salt or organic sulfonic acid salt |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2232341A1 (de) * | 1972-07-01 | 1974-01-17 | Orthmann & Herbst | Vorrichtung zur kontinuierlichen neutralisation von saeure- oder laugehaltigen abwaessern |
| JPS5278828A (en) * | 1975-12-26 | 1977-07-02 | Lion Corp | Preparation of high concentration olefin sulfonate solution |
| EP0043148A1 (de) * | 1980-06-27 | 1982-01-06 | Joseph Hanssens | Wasserenteisenungsanlage |
| JPS6032676B2 (ja) * | 1980-07-11 | 1985-07-29 | ライオン株式会社 | 高濃度界面活性剤スラリ− |
| DE3305430A1 (de) * | 1983-02-17 | 1984-08-23 | Henkel KGaA, 4000 Düsseldorf | Verwendung von alkoholen und deren derivaten als viskositaetsregler fuer hochviskose technische tensid-konzentrate |
| GB8625104D0 (en) * | 1986-10-20 | 1986-11-26 | Unilever Plc | Detergent compositions |
| JPH02105900A (ja) * | 1988-10-15 | 1990-04-18 | Sunstar Inc | 容器入洗剤組成物 |
| JP2589365B2 (ja) * | 1989-02-21 | 1997-03-12 | 花王株式会社 | アルキル硫酸エステル塩の製造方法 |
-
1991
- 1991-04-04 GB GB919107092A patent/GB9107092D0/en active Pending
-
1992
- 1992-03-30 DE DE69228330T patent/DE69228330T2/de not_active Expired - Fee Related
- 1992-03-30 EP EP92200908A patent/EP0507402B1/en not_active Revoked
- 1992-03-30 ES ES92200908T patent/ES2127202T3/es not_active Expired - Lifetime
- 1992-04-01 CA CA002064655A patent/CA2064655C/en not_active Expired - Fee Related
- 1992-04-03 ZA ZA922465A patent/ZA922465B/xx unknown
- 1992-04-03 BR BR929201203A patent/BR9201203A/pt not_active IP Right Cessation
- 1992-04-03 JP JP4082499A patent/JPH0778234B2/ja not_active Expired - Lifetime
- 1992-04-03 AU AU14053/92A patent/AU652812B2/en not_active Ceased
- 1992-04-03 IN IN111BO1992 patent/IN173189B/en unknown
- 1992-04-04 KR KR92005631A patent/KR950013226B1/ko not_active IP Right Cessation
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6447755A (en) * | 1987-08-18 | 1989-02-22 | Dai Ichi Kogyo Seiyaku Co Ltd | Production of organic sulfuric acid ester salt or organic sulfonic acid salt |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7186677B2 (en) | 2001-12-21 | 2007-03-06 | Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) | Method for the production of surfactant granulates containing builders |
| US8026203B2 (en) | 2008-06-02 | 2011-09-27 | The Procter & Gamble Company | Surfactant concentrate |
| AU2009255356B2 (en) * | 2008-06-02 | 2014-05-01 | The Procter & Gamble Company | Surfactant concentrate |
Also Published As
| Publication number | Publication date |
|---|---|
| BR9201203A (pt) | 1992-12-01 |
| DE69228330T2 (de) | 1999-06-17 |
| EP0507402A1 (en) | 1992-10-07 |
| CA2064655C (en) | 1996-12-10 |
| GB9107092D0 (en) | 1991-05-22 |
| AU652812B2 (en) | 1994-09-08 |
| KR920019919A (ko) | 1992-11-20 |
| DE69228330D1 (de) | 1999-03-18 |
| ES2127202T3 (es) | 1999-04-16 |
| JPH0778234B2 (ja) | 1995-08-23 |
| ZA922465B (en) | 1993-10-04 |
| AU1405392A (en) | 1992-10-08 |
| IN173189B (ko) | 1994-02-26 |
| KR950013226B1 (en) | 1995-10-26 |
| CA2064655A1 (en) | 1992-10-05 |
| JPH05112797A (ja) | 1993-05-07 |
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