GB2204321A - Biodegradable liquid detergent - Google Patents

Biodegradable liquid detergent Download PDF

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Publication number
GB2204321A
GB2204321A GB08810508A GB8810508A GB2204321A GB 2204321 A GB2204321 A GB 2204321A GB 08810508 A GB08810508 A GB 08810508A GB 8810508 A GB8810508 A GB 8810508A GB 2204321 A GB2204321 A GB 2204321A
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United Kingdom
Prior art keywords
composition according
weight
detergent composition
component
water
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Granted
Application number
GB08810508A
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GB2204321B (en
GB8810508D0 (en
Inventor
Jean-Pierre Chavannes
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Sandoz AG
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Sandoz AG
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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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/825—Mixtures of compounds all of which are non-ionic
    • C11D1/8255—Mixtures of compounds all of which are non-ionic containing a combination of compounds differently alcoxylised or with differently alkylated chains
    • 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
    • C11D1/8305—Mixtures of non-ionic with anionic compounds containing a combination of non-ionic compounds differently alcoxylised or with different alkylated chains
    • 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
    • C11D1/04—Carboxylic acids or salts thereof
    • 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
    • C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • 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
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • 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
    • 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
    • C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups

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  • 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)

Description

Case 150-5167 220432, IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS
This invention relates to detergent compositions.
Detergent compositions comprising mixtures of non-ionic surfac- tants, alkanolamines and complexing agents (sequestering agents) are known, and often contain polyalkylene oxides as the non-ionic surfac tant. These give excellent cleaning properties without excessive foaming, but have the disadvantage of low biodegradability.
The present invention provides a biodegradable detergent comprising an aqueous solution containing (A) 2 - 35% by weight of a C8-22 fatty alcohol polyethylene glycol ether having 5-25 alkylene oxide residues (B) 5 - 35% by weight of an alkanolamine (C) 0.5 - 6% by weight of a sequestering agent and (D) 0.5 - 5% by weight of a biodegradable, low-foaming non-ionic surfactant of formula I R- 0 __(_ CH2CH2O CH2 CHO H I R in which R is C8_22alkyl, R, is methyl or ethyl, preferably methyl x is a number from I to 12 and y is a number from 1 to 5, such that the ratio x:y is from 3:1 to 1:3.
The detergent composition according to the invention may further contain any one or more of the following components (E)-(J) (E) up to 5% of a C6-12 alkyl sulphosuccinate (F) up to 20% of a dodecylbenzene sulphonic acid, paraffin sulphonic acid or lauryl ether sulphate (G) up to 10% of a C2-4alkyl ester of a sulphated, at least partially unsaturated C16_18 carboxylic acid (H) up to 10% of a higher (C8-14) alcohol or a mixture of such alcohols (I) up to 2% of a water soluble silicone oil (J) up to 5% of a hydrotrope as well as minor amounts of the following components (K)-(N) (K) a lower (Cl-4) alcohol or mixture of such alcohols (L) a C2-6 glycol (M) soap, particularly soft soap (N) a water-insoluble organic solvent and up to 25% of (0) an additional dispersing agent.
All of the above percentages are by weight based on the entire composition including water. Preferably the total amount of active ingredients (A)-(N) lies between 15% and 30% by weight of the total composition.
Component (A) preferably consists of a mixture of glycol ethers, preferably glycol ethers of C8_18, more preferably C12-16 fatty alcohols, having preferably on average 5-12 alkylene oxide residues, more preferably 6-10. The alkylene oxide is preferably ethylene oxide.
3 Case 150-5167 Compound (B) is preferably mono-, di- or triethanolamine, particularly the second and last of these, or mixtures thereof.
Sequestering agents (C) are preferably nitrilocarboxylic acids, particularly nitrilotriacetic acid; polycarboxylic acids, particularly citric acid; polyacrylic acids and their salts, particularly their sodium salts; and gluconates and heptonates, particularly the sodium salts. The quantity of component (C) to be used will depend upon the hardness and heavy metal ion content of the water.
Component (D) is preferably a lauryl polyglycol ether with on average 5 ethylene oxide and 4 propylene oxide residues.
The additional components (E) to (N) may together constitute up to 20% by weight of the composition (including water).
Component (E) is preferably the isooetyl (i.e. 2-ethylhexyl) ester of sulphosuccinic acid.
Component (F) is preferably dodecylbenzenesulphonic acid or lauryl ether sulphate. Component (G) is preferably a sulphated oleic acid ester. Component (H) is preferably a commercial grade of tetramethylnonanol and component (I) is any commercially available soluble silicone oil. Components (H) and (I) are preferably used when it is desired to reduce foam formation as much as possible. Compound (J) is preferably cumene sulphonate.
Component (N), if present, is preferably white spirit or a chlorinated hydrocarbon. If the presence of an additional detergent (0) is required (particularly for use in ultrasonic cleaning), the preferred substance is a salt, particularly the sodium salt, of dinaphthylmethanedisulphonic acid, which may be used in quantities of up to 25% by weight.
Calculated on the.basis of the percent by weight of active ingredients (without water), the preferred quantities of components 4 Case 150-5167 A-J are as follows:
preferred more preferred A 15 - 70 % 15 - 30 % B 15 - 60 % 20 - 35 % c 0.5- 30 % 3 - 25 D 0.1_ 10 % 2 - 5 E 0 - 25 % 3 - 10 F 0 - 35 % 0 - 10 % G 0 - 35 % 0 - 10 H 0 - 15 % 0 - 10 1 0 5 % 0 2 J 0 10 % 2 6 The compositions according to the invention may be prepared by simple mixing, adding the components to demineralized water and stirring until the product is homogeneous. The pH value of the product is preferably 11-12.5, more preferably 11.5-12.5, and may be adjusted to this range by addition of alkali if required.
The detergent composition according to the invention is particularly useful for laundering of heavily-soiled textiles in industrial and hospital laundries, in ultrasonic cleaning processes, or generally for the cleaning of heavily-soiled objects or equipment.
The detergent composition according to the invention has a powerful cleaning action. It may be used for example for the cleaning and degreasing of metal, plastics, synthetic materials, glass and ceramics in all branches of industry, including the foodstuff, animal feed, pharmaceutical, automotive, photography and nuclear energy sectors, e.g. machinery, machine parts, kettles, tanks, autoclaves, moulds, instruments, tools, filter press components and filter cloths.
It may be used to remove deposits of mineral oil, grease, graphite, blood, albumen, starch derivatives, dust, carbon, dyestuffs etc. It may also be employed for cleaning surfaces, e.g. table tops; floors and walls of hospitals, smoke chambers, slaughterhouses and butcher - Case 150-5167 shops; and roads and tunnels. When used for cleaning steel and chrome nickel steel, the detergent composition exhibits an additional, highly advantageous anticorrosive effect.
The detergent composition of the invention is also indicated as a detergent for the washing (pre-, main- and/or after-washing) of dyed or undyed natural and regenerated cellulose fibres, e.g. cotton, linen, viscose staple fibres, and polyester/cellulosic fibre blends; it may be used for domestic purposes or in industrial laundries for the cleaning of e.g. hospital and institutional linens, workwear, aprons and overalls. It can be used in the normal industrial laundry equipment e.g. discontinuous washing machines such as wash centrifuges and continuous machines such as washing tunnels.
The detergent composition of the invention may also be used for ultrasonic cleaning. Mechanical parts such as ball bearings, gear wheels, watches, valves, nozzles, jewellery, crystals, quarz, medical instruments, glass laboratory equipments and electronic circuits may be cleaned with the detergent composition in the presence of an ultrasonic generator. The detergent composition containing additionally a dispersing agent such as specified is particularly indicated for ultrasonic cleaning.
For cleaning contaminated objects in a wash bath, the aqueous detergent composition (15-30% of active components) is suitably used in a concentration of I to 10% by weight in water, according to the nature of the contamination to be removed. For cleaning by spraying or wiping on, the aqueous detergent composition is preferably used in a concentration of 5 to 30% by weight in water. As an additive in sand or steam-blasting, the aqueous detergent composition may be used undiluted or in a concentration of 5 to 10% by weight in water. As a washing detergent, the composition is used in an amount depending on the nature and the degree of the contamination to be removed; preferably, the aqueous detergent composition is used in a concentration of I to 5% by weight (of the 15-30% active composition).
6 - Case 150-5167 The following Examples, in which all parts and percentages are by weight, illustrate the invention. The temperatures are indicated in degrees Centigrade.
7 - Case 150-5167 Example I
To 60 parts demineralized water in an open vessel at room temperature are added 4 parts of cumene sulphonate (as 40% aqueous solution) and 1 part of dodecylbenzene sulphonic acid, and the mixture is stirred until clear. The following components are then added in order, with continued stirring, waiting until one component is completely dissolved before adding the next:
12 parts triethanolamine parts of a 40% aqeuous solution of sodium nitrilotriaceate 12 parts of the reaction product of 7 moles of ethylene oxide with 1 mole of a mixture of C12-15 alcohols (obtainable under the trademark Sandoxylate A 25-7 from Sandoz Ltd., Basle, Switzerland) 1 part lauryl alcohol polyglycol ether containing 5 ethylene oxide and 4 propylene oxide units per mole (obtainable from Sandoz Ltd. under the trademark Sandoxylate LFW).
After stirring for 10-60 minutes (according to the size of the batch) a composition is obtained containing:
Component A 12 % by weight B 12 % by weight C 4 % by weight D 1 % by weight F 1 t by weight 1 1.6 X by weight water 68.4 % by weight, which may be used as such in the following Examples 2 and 3.
Example 2
Laboratory glassware which has been left to stand contaminated with dried blood, brain substance and albumin is immersed in a solution containing from 3 to 5% by weight of the composition of Example 1, according to the degree of contamination. After immersion for 2-3 hours at 80' or 12 hours at room temperature the glassware is ready for re-use after rinsing with clean water.
Example 3
Glassware, metal parts and plastic equipment contaminated with oil or grease may be cleaned by immersion in a solution containing 1-5% by weight of the composition of Example 1.
Examples 4-8
Mixtures as shown in the following Table are prepared as described in Example 1.
TABLE
Component parts by weight (total 100.0) Ex. 4 5 6 7 8 (A) Sandoxylate 25-7 9.0 10.0 11.0 12.0 14.0 (B) triethanolamine 12.0 12.0 - - - (B) diethanolamine - - 12.0 12.0 10.0 (C) Na nitrilotriacetate (40% aqu.) 10.0 10.0 10.0 10.0 10.0 (C) citric acid - - - 0.3 - (D) Sandoxylate LFW 3.0 2.5 2.0 1.5 1.0 (F) dodecylbenzenesulphonic acid 1.0 0.5 1.0 - 1.5 (J) cumene sulphonate (40% aqu.) 2.0 3.0 3.0 3.0 5.0 demineralized water 63.0 62.0 61.0 61.2 58.5 Example 9
Hospital laundry (white linen) is treated as follows in a continuous washing process (wash tunnel, 18 sections):
Sections 1-5: prewash at 20-50. In section 1, addition of 6 1 of a 9 Case 150-5167 solution made by adding 12 parts of the composition of Example 6 to 1000 parts of water and 20 g of a dirt-releasing commercial pre-wash powder. In section 5, addition of a further 3 1 of the diluted composition of Example 6.
Sections 6-10: wash at 80-95 Sections 11-15: rinse at 80-601 Section 16: hypochlorite bleach at 20-30 (the bleach contains 0.85 g NaClO / litre of soft water).
Section 17: peroxide treatment at 20 (0.1 g/1 25% H202) and neutralisation with acetic acid Section 18: Clear rinse at 15-180.
The resulting laundry is pure white and meets hospital standards.
Example 10
Strongly stained polyester/cotton overalls are washed as described in Example 9, with the following changes:
The detergent solution used contains 30 g/1 of the composition of Example 4, and 40 g of the pre-wash powder are added. Washing is carried out at 80-851, and a further 4 1 of diluted detergent solution are added in section 10.
The clothing is clean and free from oil stains.
Case 150-5167 Example 11
42.5 parts of the composition of Example 4 are mixed with 2.5 parts of soft soap, 5 parts of hexylene glycol and 50 parts dinaph thylmethanedisulphonic acid Na salt (50% aqueous solution).
Example 12
Electronic microcircuits are cleaned by immersion in a 1 % solution of the product of Example 11 and ultrasonic treatment at 25 kHz for 90 seconds.
Example 13
Watch cases are completely cleaned from polishing paste by ultrasonic treatment in a 4 X solution of the product of Example 11.
Case 150-5167

Claims (1)

  1. CLAIMS:
    1. A biodegradable detergent comprising an aqueous solution containing (A) 2 - 35% by weight of a C8-22 fatty alcohol polyethylene glycol ether having 5-25 alkylene oxide residues (B) 5 35% by weight of an alkanolamine (C) 0.5 6% by weight of a sequestering agent and (D) 0.5 5% by weight of a biodegradable, low-foaming non-ionic surfactant of formula I R - 0 - CH2 CH2 0 CH2 - CHO ----y H I 1 R in which R is CS-22alkyl, R, is methyl or ethyl, X is a number from 1 to 12 and y is a number from 1 to 5, such that the ratio x:y is from 3:1 to 1:3.
    2. A detergent composition according to Claim 1 further containing any one or more of the following components (E)-(0) (E) up to 5% of a C612 alkyl sulphosuccinate (F) up to 20% of a dodecylbenzene sulphonic acid, paraffin sulphonic acid or lauryl ether sulphate (G) up to 10% of a C2-4alkyl ester of a sulphated, at least partially unsaturated C16-18 carboxylic acid (H) up to 10% of a higher (C8-14) alcohol or a mixture of such alcohols (I) up to 2% of a water soluble silicone oil (j) up to 5% of a hydrotrope 12 Case 150-5167 (K) a lower (Cl-4) alcohol or mixture of such alcohols (L) a C2-6 glycol (M) soap, particularly soft soap (N) a water-insoluble organic solvent and up to 25% of (0) an additional dispersing agent.
    3. A detergent composition according to Claim 1 or Claim 2 in which the total amount of active ingredients (A)-(N) lies between 15% and 30% by weight of the total composition.
    4. A detergent composition according to any one of the preceding claims in which component (A) is a mixture of glycol ethers Of C12-16 fatty alcohols having on average 6-10 ethylene oxide residues.
    5. A detergent composition according to any one of the preceding claims in which component (C) is nitrilotriacetic acid.
    6. A detergent composition according to any one of the preceding claims in which component (D) is a lauryl polyglycol ether having on average 5 ethylene oxide and 4 propylene oxide residues.
    7. A detergent composition according to any one of the preceding claims in which component (F) is dodecylbenzene sulphonic acid.
    8. A detergent composition according to any one of the preceding claims in which component (J) is cumene sulphonate.
    9. A detergent composition according to any one of the preceding claims in which the quantities of components (A)-(J), percentages by weight of active ingredients, without water, are in the ranges:
    13 Case 150-5167 A 15 - 70 B 15 - 60 c 0.5- 30 D 0.1_ 10 E 0 - 25 F 0 G 0 - 35 H 0 is 1 0 5 j 0 - 10 X.
    10. A detergent composition according to Claim 9 in which the quantities of components (A)-(J), as percentages by weight of active ingredients, without water, are in the ranges:
    A 15 - 30 B 20 - 35 c 3 - 25 D 2 5 E 3 10 F 0 10 G 0 10 H 0 10 % 1 0 2 % j 2 - 6 X.
    11. A detergent composition as described in any one of Examples 1 and 4-8.
    12. A process for industrial or domestic laundering, in which from 1 to 5 % by weight of a composition according to any one of claims 1-11 is added to the wash liquor.
    13. A composition according to any one of Claims 1-11 containing in addition up to 25% of dinaphthylmethane disulphonic acid.
    14 - Case 150-5167 14. A process for ultrasonic cleaning of articles, comprising immersion of the articles in an aqueous bath containing a diluted composition according to Claim 13 and applying ultrasonic energy.
    Published 1988 at The Patent Office, state i-iouse. 66;171 High Holborn, London WC1R 4TP. Further copies may be obtained from The Patent office, Sale-z 13ranch. St MarY Cray. Orpington, Kent BRS 3RD. Printed by Multiplex techniques ltd, St Mary Cray, Kent. Con. 1/87.
GB8810508A 1987-05-06 1988-05-04 Detergent compositions Expired - Lifetime GB2204321B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE3715065 1987-05-06

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GB8810508D0 GB8810508D0 (en) 1988-06-08
GB2204321A true GB2204321A (en) 1988-11-09
GB2204321B GB2204321B (en) 1991-03-27

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CH (1) CH676994A5 (en)
FR (1) FR2614898B1 (en)
GB (1) GB2204321B (en)
IT (1) IT1219933B (en)

Cited By (19)

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WO1991003540A1 (en) * 1989-08-30 1991-03-21 Henkel Kommanditgesellschaft Auf Aktien Anti-foaming agents for machine-washing of crockery and bottles
WO1991009925A2 (en) * 1989-12-22 1991-07-11 Henkel Kommanditgesellschaft Auf Aktien Use of a combination of non-ionic surface-active agents
WO1994010278A1 (en) * 1992-11-04 1994-05-11 Henkel Kommanditgesellschaft Auf Aktien Aqueous surfactant concentrate
US5342551A (en) * 1992-11-04 1994-08-30 Cello Corporation Noncaustic floor finish remover
WO1995009229A1 (en) * 1993-09-27 1995-04-06 Henkel Kommanditgesellschaft Auf Aktien Pasty washing agent
US5516451A (en) * 1994-07-29 1996-05-14 Hoechst Aktiengesellschaft Mixtures of alkoxylates as foam-suppressing composition and their use
US5612305A (en) * 1995-01-12 1997-03-18 Huntsman Petrochemical Corporation Mixed surfactant systems for low foam applications
WO1997024422A1 (en) * 1995-12-27 1997-07-10 Henkel-Ecolab Gmbh & Co. Ohg Process for the washing of laundry
WO1999018184A1 (en) * 1997-10-08 1999-04-15 Chemische Fabrik Dr. Weigert (Gmbh & Co.) Process for cleaning surgical instruments
US6624133B1 (en) 1998-11-16 2003-09-23 The Procter & Gamble Company Cleaning product which uses sonic or ultrasonic waves
US6689730B2 (en) 1998-02-20 2004-02-10 The Procter & Gamble Company Garment stain removal product which uses sonic or ultrasonic waves
US6785989B2 (en) 2000-03-31 2004-09-07 The Procter & Gamble Company Methods and apparatus for removal of wrinkles from fabrics
US7004182B2 (en) 2001-10-18 2006-02-28 The Procter & Gamble Company Enhanced ultrasonic cleaning devices
WO2011156263A1 (en) * 2010-06-08 2011-12-15 Innovation Services, Inc. Cleaning concentrate and method of cleaning contaminated surfaces
WO2014095793A1 (en) 2012-12-19 2014-06-26 Akzo Nobel Chemicals International B.V. The use of an ethoxylated alcohol as a hydrotrope for an alkylene oxide adduct of an alcohol
US8888926B2 (en) 2010-06-08 2014-11-18 Innovation Services, Inc. Medical instrument cleaning solution and method of cleaning contaminated surfaces
WO2016048764A1 (en) * 2014-09-24 2016-03-31 Dow Global Technologies Llc Branched biodegradable low foam nonionic surfactants
WO2017014868A1 (en) * 2015-07-17 2017-01-26 S.C. Johnson & Son, Inc. Non-corrosive, highly alkaline cleaning composition
US10179890B2 (en) 2015-04-22 2019-01-15 S.C. Johnson & Son, Inc. Cleaning composition with di(fatty acyloxyalkyl)hydroxyalkyl alkylammonium quaternary salt or alkyl trimethyl ammonium fatty alkanoate ionic liquids

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DE19722809A1 (en) * 1997-05-30 1998-12-03 Henkel Kgaa cleaning supplies
CN1333815A (en) * 1998-11-16 2002-01-30 宝洁公司 Ultrasonic cleaning compositions
US7541321B2 (en) 2006-07-26 2009-06-02 Innovation Services, Inc. Water soluble barrier film conformal coating composition

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DE3773781D1 (en) * 1986-07-24 1991-11-21 Henkel Kgaa LOW-FOAM AND / OR FOAM-ABSORBING SURFACTANT MIXTURES AND THEIR USE.

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GB1484844A (en) * 1975-03-06 1977-09-08 Solvay Liquid detergent compositions and their preparation and use

Cited By (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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WO1991009925A2 (en) * 1989-12-22 1991-07-11 Henkel Kommanditgesellschaft Auf Aktien Use of a combination of non-ionic surface-active agents
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IT8847905A0 (en) 1988-05-03
IT1219933B (en) 1990-05-24
GB2204321B (en) 1991-03-27
GB8810508D0 (en) 1988-06-08
CH676994A5 (en) 1991-03-28
FR2614898B1 (en) 1994-01-07
FR2614898A1 (en) 1988-11-10

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