EP1586630A1 - Procédé de préparation de détergents - Google Patents
Procédé de préparation de détergents Download PDFInfo
- Publication number
- EP1586630A1 EP1586630A1 EP04024858A EP04024858A EP1586630A1 EP 1586630 A1 EP1586630 A1 EP 1586630A1 EP 04024858 A EP04024858 A EP 04024858A EP 04024858 A EP04024858 A EP 04024858A EP 1586630 A1 EP1586630 A1 EP 1586630A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- surfactant
- agents
- process according
- precipitate
- salt
- 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.)
- Withdrawn
Links
- 239000003599 detergent Substances 0.000 title claims abstract description 34
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 14
- 238000000034 method Methods 0.000 claims abstract description 58
- 239000004094 surface-active agent Substances 0.000 claims abstract description 43
- 239000000203 mixture Substances 0.000 claims abstract description 38
- 150000003839 salts Chemical class 0.000 claims abstract description 35
- 239000007864 aqueous solution Substances 0.000 claims abstract description 16
- 239000002244 precipitate Substances 0.000 claims abstract description 15
- 239000000047 product Substances 0.000 claims abstract description 13
- 239000000243 solution Substances 0.000 claims abstract description 12
- 238000001035 drying Methods 0.000 claims abstract description 9
- 235000002639 sodium chloride Nutrition 0.000 claims description 45
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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 claims description 24
- 229910052708 sodium Inorganic materials 0.000 claims description 24
- 239000011734 sodium Substances 0.000 claims description 24
- 235000017858 Laurus nobilis Nutrition 0.000 claims description 23
- 244000125380 Terminalia tomentosa Species 0.000 claims description 23
- 235000005212 Terminalia tomentosa Nutrition 0.000 claims description 23
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 22
- 229910021653 sulphate ion Inorganic materials 0.000 claims description 22
- 239000000843 powder Substances 0.000 claims description 16
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 12
- 239000000654 additive Substances 0.000 claims description 12
- -1 bleaches Substances 0.000 claims description 11
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 8
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 claims description 8
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 claims description 8
- 239000011780 sodium chloride Substances 0.000 claims description 7
- 102000004190 Enzymes Human genes 0.000 claims description 6
- 108090000790 Enzymes Proteins 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 5
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 4
- 239000011230 binding agent Substances 0.000 claims description 4
- 239000000945 filler Substances 0.000 claims description 4
- 235000011056 potassium acetate Nutrition 0.000 claims description 4
- 239000001103 potassium chloride Substances 0.000 claims description 4
- 235000011164 potassium chloride Nutrition 0.000 claims description 4
- 239000004323 potassium nitrate Substances 0.000 claims description 4
- 235000010333 potassium nitrate Nutrition 0.000 claims description 4
- 239000001632 sodium acetate Substances 0.000 claims description 4
- 235000017281 sodium acetate Nutrition 0.000 claims description 4
- 239000012190 activator Substances 0.000 claims description 3
- 239000007844 bleaching agent Substances 0.000 claims description 3
- 239000002738 chelating agent Substances 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- 238000005260 corrosion Methods 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 239000012530 fluid Substances 0.000 claims description 3
- 230000002070 germicidal effect Effects 0.000 claims description 3
- 239000003002 pH adjusting agent Substances 0.000 claims description 3
- 239000002689 soil Substances 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- 239000000375 suspending agent Substances 0.000 claims description 3
- 238000004140 cleaning Methods 0.000 description 10
- 239000008187 granular material Substances 0.000 description 8
- 238000001694 spray drying Methods 0.000 description 8
- 239000002245 particle Substances 0.000 description 6
- 239000012266 salt solution Substances 0.000 description 6
- 238000000926 separation method Methods 0.000 description 6
- 238000001556 precipitation Methods 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000003945 anionic surfactant Substances 0.000 description 4
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 3
- 229910001626 barium chloride Inorganic materials 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 239000013535 sea water Substances 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000003915 air pollution Methods 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000007580 dry-mixing Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000005406 washing Methods 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/046—Salts
-
- 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
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
- C11D11/0082—Special methods for preparing compositions containing mixtures of detergents one or more of the detergent ingredients being in a liquefied state, e.g. slurry, paste or melt, and the process resulting in solid detergent particles such as granules, powders or beads
Definitions
- THE PRESENT INVENTION relates to cleaning compositions, and more particularly to processes for preparing granular detergent compositions having relatively high bulk density.
- the second type of process involves dry mixing the detergent components, and subsequently agglomerating the dry-mixed components in a high or medium speed mixer/densifier, typically in the presence of a liquid binder, such as water, a non-ionic or an anionic surfactant.
- a liquid binder such as water, a non-ionic or an anionic surfactant.
- spray-dried detergent compositions have been found to have relatively low bulk density.
- Spray-drying processes require expensive and complicated machinery and involve relatively high energy consumption.
- spray-drying processes typically result in the production of fine particles of the detergent composition, with the associated problems with regard to air pollution.
- Detergent compositions having medium to high bulk densities have been produced by dry-mix agglomeration processes.
- detergents produced by such dry-mix processes have been found to suffer from a number of problems, including poor dispersion properties and unsatisfactory detergent performance, as discussed in US 6,303,558. Dry-mix processes also require the use of hi-tech mixer/densifier equipment.
- granular cleaning compositions having a relatively high bulk density may be prepared by a process involving adding water-soluble salts to an aqueous solution of a surfactant compound.
- the process disclosed herein allows the preparation of a granular cleaning composition without the requirement for expensive spray-drying or mixer/densifier equipment.
- a process for the production of a high bulk density granular detergent composition or component having a bulk density of at least 500 g/l comprising the steps of;
- the surfactant is an anionic surfactant, and more preferably the surfactant is Sodium Laurel Sulphate.
- At least one water-soluble salt is chosen from the group consisting of potassium nitrate, potassium chloride, potassium acetate, sodium acetate, sodium chloride, barium chloride, or any combination thereof.
- At least one water-soluble salt is a sea salt.
- step (iii) the separation of the precipitate in step (iii) is effected with a filtration apparatus or centrifuge.
- the separation of the precipitate is effected with a filter press.
- the product may be dried in step (iv) in a fluid bed dryer, drum vacuum dryer, tray dryer, or any combination thereof.
- one or more additives may be advantageously added to the separated precipitate formed in step (iii) before drying, to form detergents or cleaning compositions having desired properties.
- one or more of the additives are chosen from the group consisting of detergency builders, fillers, acid powders, alkali powders, binders, bleaches, bleach activators, fluorescers, anti-tarnish agents, anti-corrosion agents, soil-suspending agents, soil-release agents, germicides, Ph adjusting agents, chelating agent, clays, coating agents, enzymes, enzyme stabilising agents or any combination thereof.
- Preferred additives include acid powders and alkali powders.
- the process described herein allows the preparation of relatively high bulk density granular surfactant, detergent or cleaning compositions, without the need for expensive spray-drying, or mixer/densifier equipment.
- the present invention is concerned with the preparation of a relatively high bulk density detergent composition or component by means of a precipitation process which involves the addition of a water-soluble salt to an aqueous surfactant solution.
- surfactant components may be used in the present process.
- Preferred surfactants for use in the process of the invention include anionic surfactants.
- Exemplary anionic surfactants include alkyl sulphates and alky alkoxy sulphates, particularly those of sodium.
- a preferred surfactant is Sodium Laurel Sulphate (SLS).
- SLS Sodium Laurel Sulphate
- Sodium Laurel Sulphate is widely used in the detergent industry as an active component in a wide variety of cleaning compositions, such as, for example, washing powders, soap based products and shampoos.
- the aqueous surfactant solution according to the process of the present invention preferably has a concentration of 5 to 40% (w/v),preferably 10 to 35% (w/v) and more preferably 20 to 30% (w/v).
- the aqueous surfactant solution for use in the present process may be prepared by any suitable method. Suitable methods for the preparation of the aqueous surfactant solution will be evident to the person skilled in the art, with respect to the particular surfactant selected.
- the aqueous surfactant solution may conveniently, be prepared by a sulphonation process. Suitable conditions for carrying out such a sulphonation process will be known to the person skilled in the art.
- the sulphonation process may be either a continuous or batch type processes. Continuous sulphonation processes will typically produce aqueous solution of Sodium Laurel Sulphate with a concentration of around 70% (w/v). Batch processes will typically produce an aqueous solutions with a lower concentration of Sodium Laurel Sulphate, typically around 30% to 60% (w/v). Concentrated aqueous solution of Sodium Laurel Sulphate produced in this way can then be diluted to the desired concentration for use in the present process.
- the concentrated aqueous solution of Sodium Laurel Sulphate may be prepared in-situ, or is readily available from manufacturers. Alternative methods for the production of aqueous solution of Sodium Laurel Sulphate will be evident to the person skilled in the art.
- salts contemplated for use in this step include organic and inorganic salts.
- the amount of salt to be added to the aqueous solution of surfactant must be an amount sufficient to effect precipitation of the surfactant from solution.
- the amount of salt required to effect precipitation in any given case can be easily determined be the person skilled in the art using standard procedures.
- the surfactant Sodium Laurel Sulphate is highly soluble in water, but only poorly soluble in aqueous salt solution. It has been found that increasing the concentration of salt in the aqueous solution results in decrease in the solubility of the surfactant compound. With respect to the surfactant Sodium Laurel Sulphate, it has been observed that Sodium Laurel Sulphate is slightly soluble in an aqueous salt solution having a salt concentration of up to about 3% (w/v), and is progressively more insoluble on increase of the salt concentration. It has been observed that Sodium Laurel Sulphate is almost completely insoluble in an aqueous salt solution having a salt concentration of 5% (w/v). Where the surfactant Sodium Laurel Sulphate is used, the amount of salt added may usefully be an amount to provide aqueous solution having a salt concentration of 5% (w/v) or more, preferably 10% (w/v) or more.
- the salt may conveniently be added to the aqueous solution of surfactant at room temperature.
- the aqueous solution is mixed or agitated on addition of the salt.
- Preferred salts for use in the process include potassium nitrate, potassium chloride, barium chloride, sodium chloride, sodium acetate, potassium acetate or combinations thereof. It has been found that variation of the salt added to the aqueous solution of a particular surfactant, for example Sodium Laurel Sulphate, results in variations in the physical characteristics, e.g. density, particle size, shape and form of the resultant granular product.
- a particular surfactant for example Sodium Laurel Sulphate
- One or more salts may be used to obtain desired particle size, density, shape and form.
- Particularly preferred salts for use in the process include salts from natural sea water.
- Sea salts contain a mixture of natural salts, the major component being sodium chloride. It has been found that granular product having a bulk density of over 500 g/l can be achieved using sea salts. Sea salts have the advantages of being cheap and readily available by evaporation of sea water.
- the particular method used for separating the surfactant precipitate is not important. Any simple separation method may conveniently be used, for example, filtration methods e.g. filter press, vacuum filtration, or with a centrifuge.
- filtration methods e.g. filter press, vacuum filtration, or with a centrifuge.
- the use of a filter press is particularly suitable for producing a separated precipitate having a low moisture content.
- the separated precipitate preferably has a moisture content of 5% to 35% (w/w).
- the aqueous salt solution can be concentrated and the salts recovered by known methods.
- simple solar evaporation methods can be conveniently be used for recovery of many salts, particularly where sea salts are used. In this way the salt solution by-product can be recycled, with the associated economic and environmental advantages.
- one or more additives may be added to the separated surfactant precipitate before drying.
- high density powders, liquid additives or fillers which can be added to produce detergent compositions having a higher bulk density than dried granules of surfactant composition alone, for instance to obtain granules with a high bulk density of over 700g/l, and/or to provide variation in the particle size, form or shape of the resultant granular detergent product.
- acidic powders such as Picrik acid, para toluene sulphonic acid and/or alkaline powders, such as sodium carbonate, or sodium bicarbonate, can be added to enhance the dissolution and foaming properties of the detergent composition. It has been found that, where a mixture of alkaline and acidic powders are added, as additives, the product detergent composition liberates carbon dioxide gas in aqueous media, improving the solubility and dispersion properties of the detergent composition.
- any standard detergent additives can be added to provide granular detergent composition having desired properties.
- Preferred additives include fillers, detergency, builders, acid powders, alkali powders, binders, bleaches, bleach activators, fluorescer anti-tarnish agents, anti-corrosion agents, soil-suspending agents, soil-release agents, germicides, Ph adjusting agents, chelating agents, clays, coating agents, enzymes, enzyme stabilising agents or any combination thereof.
- Other suitable additives will be well known to the person skilled in the art.
- Drying of the product in step (iv) can be carried out in any simple dryer.
- suitable simple dryers include fluid bed dryers, tray dryers or drum vacuum dryers.
- Other suitable dryers will be known to the skilled person. It has been found that granular product having a moisture content in the range of 0.5%-2% (w/w) can be achieved using a vacuum dryer.
- Drying the wet-cake of surfactant in this manner requires a considerable lower energy consumption than that used in many conventional processes for the drying of surfactant slurry or aqueous solution (e.g spray-dry methods).
- the process according to the present invention allows the production of high bulk density granular free-flowing detergent component or composition having a bulk density of at least 500 g/l.
- the process of the invention provides an economic and efficient method for the preparation of high bulk density, free-flowing granular detergent compositions.
- the process allows the production of granular products having a range of desired bulk densities, particle sizes, shapes and forms, which can be used in a variety of detergent and cleaning composition applications.
- the process of the invention can be used to provide granules of surfactant, in particular Sodium Laurel Sulphate having a bulk density in the range of between 500 to 710 g/l.
- the process of the present invention avoids the need for complicated and expensive equipment, and provides an economical and energy-efficient process for the manufacture of low dosage volume, compact granular surfactant and detergent compositions. Additionally the aqueous salt solution by-product produced in the process of the present invention as described can be recycled, recovering the corresponding salts.
- Example 2 The process was carried out as in Example 1 with the addition of the different salts as shown in Table 1 below to 100ml of 20% (w/v) solution of Sodium Laurel Sulphate: Salt (10g) Bulk density of granules (g/l) Potassium nitrate 700 Potassium chloride 680 Potassium acetate 620 Sodium acetate 590 Sodium chloride 550
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)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP04024858A EP1586630A1 (fr) | 2003-09-01 | 2003-09-01 | Procédé de préparation de détergents |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP04024858A EP1586630A1 (fr) | 2003-09-01 | 2003-09-01 | Procédé de préparation de détergents |
EP03019852A EP1491619B1 (fr) | 2003-09-01 | 2003-09-01 | Procédé de préparation de détergents |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP03019852A Division EP1491619B1 (fr) | 2003-09-01 | 2003-09-01 | Procédé de préparation de détergents |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1586630A1 true EP1586630A1 (fr) | 2005-10-19 |
Family
ID=33395901
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP04024858A Withdrawn EP1586630A1 (fr) | 2003-09-01 | 2003-09-01 | Procédé de préparation de détergents |
EP03019852A Expired - Lifetime EP1491619B1 (fr) | 2003-09-01 | 2003-09-01 | Procédé de préparation de détergents |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP03019852A Expired - Lifetime EP1491619B1 (fr) | 2003-09-01 | 2003-09-01 | Procédé de préparation de détergents |
Country Status (7)
Country | Link |
---|---|
EP (2) | EP1586630A1 (fr) |
AT (1) | ATE286531T1 (fr) |
DE (1) | DE60300259T2 (fr) |
DK (1) | DK1491619T3 (fr) |
ES (1) | ES2238657T3 (fr) |
PT (1) | PT1491619E (fr) |
SI (1) | SI1491619T1 (fr) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008525562A (ja) | 2004-12-23 | 2008-07-17 | ジェイピー ラボラトリーズ ピーヴイティ.エルティーディー. | 洗剤の製造方法 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2337552A (en) * | 1940-08-15 | 1943-12-28 | Du Pont | Purification of saturated hydrocarbon sulphonic acids |
DE1131662B (de) * | 1960-12-23 | 1962-06-20 | Leuna Iawalter Ulbrichtia Veb | Verfahren zur Gewinnung fremdsalzarmer, oberflaechenwirksamer Alkylbenzolsulfonate |
JPS62220597A (ja) * | 1986-03-24 | 1987-09-28 | 花王株式会社 | α−スルホ脂肪酸エステル塩の高濃度中和物の製造方法 |
JP2000109895A (ja) * | 1998-10-01 | 2000-04-18 | Futaba Kagaku:Kk | 洗浄剤組成物 |
-
2003
- 2003-09-01 EP EP04024858A patent/EP1586630A1/fr not_active Withdrawn
- 2003-09-01 AT AT03019852T patent/ATE286531T1/de active
- 2003-09-01 ES ES03019852T patent/ES2238657T3/es not_active Expired - Lifetime
- 2003-09-01 DE DE60300259T patent/DE60300259T2/de not_active Expired - Lifetime
- 2003-09-01 DK DK03019852T patent/DK1491619T3/da active
- 2003-09-01 EP EP03019852A patent/EP1491619B1/fr not_active Expired - Lifetime
- 2003-09-01 PT PT03019852T patent/PT1491619E/pt unknown
- 2003-09-01 SI SI200330025T patent/SI1491619T1/xx unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2337552A (en) * | 1940-08-15 | 1943-12-28 | Du Pont | Purification of saturated hydrocarbon sulphonic acids |
DE1131662B (de) * | 1960-12-23 | 1962-06-20 | Leuna Iawalter Ulbrichtia Veb | Verfahren zur Gewinnung fremdsalzarmer, oberflaechenwirksamer Alkylbenzolsulfonate |
JPS62220597A (ja) * | 1986-03-24 | 1987-09-28 | 花王株式会社 | α−スルホ脂肪酸エステル塩の高濃度中和物の製造方法 |
JP2000109895A (ja) * | 1998-10-01 | 2000-04-18 | Futaba Kagaku:Kk | 洗浄剤組成物 |
Non-Patent Citations (3)
Title |
---|
DATABASE WPI Week 0031, Derwent World Patents Index; AN 2000-353662, XP002267728 * |
DATABASE WPI Week 8744, Derwent World Patents Index; AN 1987-311160, XP002267727 * |
DATABASE WPI Week 9638, Derwent World Patents Index; AN 1996-382429, XP002267726 * |
Also Published As
Publication number | Publication date |
---|---|
DE60300259T2 (de) | 2005-12-15 |
DE60300259D1 (de) | 2005-02-10 |
DK1491619T3 (da) | 2005-05-17 |
PT1491619E (pt) | 2005-05-31 |
ATE286531T1 (de) | 2005-01-15 |
EP1491619B1 (fr) | 2005-01-05 |
ES2238657T3 (es) | 2005-09-01 |
EP1491619A1 (fr) | 2004-12-29 |
SI1491619T1 (en) | 2005-06-30 |
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