US3629122A - Low-foaming rinsing and washing agents for dish washers - Google Patents
Low-foaming rinsing and washing agents for dish washers Download PDFInfo
- Publication number
- US3629122A US3629122A US799932A US79993269A US3629122A US 3629122 A US3629122 A US 3629122A US 799932 A US799932 A US 799932A US 79993269 A US79993269 A US 79993269A US 3629122 A US3629122 A US 3629122A
- Authority
- US
- United States
- Prior art keywords
- rinsing
- washing
- aliphatic
- low
- weight
- 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.)
- Expired - Lifetime
Links
- 238000005406 washing Methods 0.000 title description 30
- 238000005187 foaming Methods 0.000 title description 23
- 239000000203 mixture Substances 0.000 abstract description 34
- 229920002451 polyvinyl alcohol Polymers 0.000 abstract description 22
- -1 ALKALI METAL SALTS Chemical class 0.000 abstract description 19
- 150000001875 compounds Chemical class 0.000 abstract description 17
- 229910052783 alkali metal Inorganic materials 0.000 abstract description 8
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 abstract description 6
- 150000001298 alcohols Chemical class 0.000 abstract description 3
- 150000001412 amines Chemical class 0.000 abstract description 3
- 239000007864 aqueous solution Substances 0.000 abstract description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000006260 foam Substances 0.000 description 23
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 21
- 125000004432 carbon atom Chemical group C* 0.000 description 15
- 239000004372 Polyvinyl alcohol Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 235000014113 dietary fatty acids Nutrition 0.000 description 11
- 229930195729 fatty acid Natural products 0.000 description 11
- 239000000194 fatty acid Substances 0.000 description 11
- 150000004665 fatty acids Chemical class 0.000 description 11
- 125000000217 alkyl group Chemical group 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 10
- 230000007062 hydrolysis Effects 0.000 description 7
- 238000006460 hydrolysis reaction Methods 0.000 description 7
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 6
- 150000002191 fatty alcohols Chemical class 0.000 description 6
- 239000003760 tallow Substances 0.000 description 6
- 125000003342 alkenyl group Chemical group 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- 239000003599 detergent Substances 0.000 description 5
- 239000002351 wastewater Substances 0.000 description 5
- 238000007792 addition Methods 0.000 description 4
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 description 4
- 125000005020 hydroxyalkenyl group Chemical group 0.000 description 4
- 230000002401 inhibitory effect Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 241000251468 Actinopterygii Species 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 230000018109 developmental process Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000004851 dishwashing Methods 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 2
- 230000035622 drinking Effects 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 229910052573 porcelain Inorganic materials 0.000 description 2
- 239000008237 rinsing water Substances 0.000 description 2
- CVYDEWKUJFCYJO-UHFFFAOYSA-M sodium;docosanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCCCCC([O-])=O CVYDEWKUJFCYJO-UHFFFAOYSA-M 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000007869 Guerbet synthesis reaction Methods 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000012487 rinsing solution Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000563 toxic property Toxicity 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000000080 wetting agent Substances 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
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
-
- 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0026—Low foaming or foam regulating 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3753—Polyvinylalcohol; Ethers or esters thereof
Definitions
- washing apparatus has been directed toward further increasing the intensity of the liquor motion as well as the water volume cycled per minute, and in this way to further improve the mechanical cleansing effect.
- conventional washing agents such as higher molecular weight sulfates or sulfonates, caused too much foam.
- nonionic surface-active agents such as ethylene oxide addition products to alkylphenols or polypropylene glycols, have been preferred. These products, as well, were found to have a relatively high foaming tendency in the ranges of concentration required for satisfactory wetting and cleansing effect when used in the modern dish washing machines.
- alkylene oxide addition products are not biologically decomposed to a sufficient extent. For this reason, they often play a part in the formation of foam on sluices, dams and overflows. Furthermore, such products often exhibit, even in small amounts of only a few mg./ 1., a distinct toxicity toward fish and other water organisms.
- Patented Dec. 21, 1971 thus, they can represent a considerable and undesired burden on waste waters and their treatment.
- washing and cleansing compositions are characterized by a content of:
- An object of the invention is the obtention of highly effective and extremely low-foaming dish and general purpose detergent combinations for dish washers which do not cause any waste water problems due to their biological harmlessness.
- a further object is the obtention of low-foaming rinsing and washing compositions adapted for dish washers consisting essentially of (A) from 70% to 98% by weight of water-soluble polyvinyl alcohols having a molecular weight of between 1000 and 4000, and (B) from 2% to 30% by weight of foam inhibiting compounds selected from the group consisting of compounds of the formula wherein R is a member having from 8 to 22 carbon atoms selected from the group consisting of alkyl, alkenyl, alkadienyl, hydroxyalkenyl and alkylcycloalkyl; R is an alkyl having from l8 to 22 carbon atoms; R; and R are members selected from the group consisting of hydrogen and lower alkyl; and Me is an alkali metal.
- Another object of the invention is the obtention of aqueous solutions of the above low-foaming rinsing and washing compositions.
- a yet further object of the invention is the development of a method of washing and rinsing solid articles which comprises forcefully contacting said solid articles with water containing from 0.01 to 0.5 gram per liter of the above low-foaming rinsing and washing compositions.
- the present invention relates to lowfoaming rinsing and washing compositions adapted for dish washers based on polyvinylalcohol and foam-suppressing agents, which is distinguished by a good compatibility with waste waters and harmlessness against fish and other water organisms.
- compositions are characterized by a content of (A) from 70% to 98% by weight of watersoluble polyvinylalcohols having a molecular weight of between 1000 and 4000, and (B) from 2% to 30% by weight of foam-inhibiting compounds selected from the group consisting of aliphatic alcohols, aliphatic carboxylic acids and alkali metal salts thereof, aliphatic carboxylic acid amides and aliphatic amines, said compounds having at least one aliphatic or aliphatic-cycloaliphatic radical with from 8 to 22 carbon atoms.
- the claimed combination is extraordinarily low foaming even under extreme application conditions, both in household dish washers as well as in commercial dish washers.
- the compositions of the invention possess an excellent wetting effect with respect to hard surfaces such as porcelain. synthetics or metals.
- the combinations of the invention are particularly suitable as low-foaming, clear rinsing agents for dishes and silverware of all kinds, possibly with a preceding alkaline pre-washing phase, as well as for washing and clear rinsing of alkaline-sensitive glassware such as drinking glasses and other glassware.
- An exceptional run off of the rinsing water is obtained, resulting in shining, spot-free articles.
- the biological decomposition of the foam inhibitors of type B is relatively good. Due to the fact that in practice the portion of component B of the mix- I ture is always relatively small, no disturbing burdens on the waste water are to be anticipated, even in cases where the biological decomposability is less due to the use of branched chain radicals or the like.
- the water-soluble polyvinylalcohols having a molecular weight of between 1000 and 4000 used as component A are known products and are used in the trade. They can be obtained, for instance, by means of hydrolysis of polyvinyl acetates of the corresponding degree of polymerization. Within the framework of this invention such watersoluble polyvinylalcohols are preferred which have a hydrolysis degree of 85% to 90% and have molecular weights of approximately 1000 to 3000.
- compounds of group B are, above all, saturated or unsaturated fatty alcohols with 10 to 18 carbon atoms.
- Particularly useful are compounds of the formula R-OH wherein R is a member having 8 to 22 carbon atoms selected from the group consisting of alkyl, alkenyl, alkadienyl, hydroxyalkenyl and alkylcycloalkyl.
- R is a member having 8 to 22 carbon atoms selected from the group consisting of alkyl, alkenyl, alkadienyl, hydroxyalkenyl and alkylcycloalkyl.
- Employed in practice are above all mixtures of such fatty alcohols as are obtained from natural fats and oils.
- suitable fatty alcohols are dodecyl alcohol, hexadecyl alcohol, tallow alcohol mixtures of the chain length C to C coconut fatty alcohol mixtures of the chain length C to C and the like.
- alcohols of a corresponding chain length can be employed as well which are obtained through synthetic methods, as, or example, according to the Ziegler method.
- branched chain alcohols with up to 22 carbon atoms can be utilized as can be obtained through the oxo-synthesis or through the Guerbet reaction.
- RCOOH and R'COOMe are fatty acids with a chain length of C to C
- Particularly useful are compounds of the formula RCOOH and R'COOMe wherein R is a member having 8 to 2.. carbon atoms selected from the group consisting of alkyl, alkenyl, alkadienyl, hydroxalkenyl and alkylcycloalkyl; R is an alkyl having from 18 to 22 carbon atoms; and Me is an alkali metal.
- fatty acids or fatty acid mixtures are preferred which have been obtained from natural fats and oils as, for instance, from fatty acid mixtures obtained from coconut fats of the chain length C to C or C to C oleic acid, behenic acid as well as preliminary faction fatty acids containing larger amounts of fatty acids of the chain length C to C Fatty acids containing more than 18 carbon atoms can be employed in form of their alkali metal salts as well.
- fatty acid amides or fatty amines of the chain length C to C come also into consideration as foam inhibitors such as, for instance, tallow fatty acid-N,N- diethylamide, dodecylamine, the tallow amine mixture prepared from tallow fatty acids of the chain length C to C13, Ctc.
- the individual components in the low-foaming rinsing agents of the invention amount to approximately to 98% by weight of component A and 2% to 30% by weight of component B. In practice it was, in particular, that mixtures from to by weight of component A and 5% to 15% by weight of component B are particularly suitable.
- concentrations of approximately 0.05 to 0.5 gm./liter, preferably 0.1 to 0.4 gm./ liter in the cleaning fluid are required.
- concentrations are employed as rinsing agent subsequent to an alkaline washing phase, approximately 0.01 to 0.25 gm./liter, preferably 0.02 to 0.1 gm./liter are used. To a certain degree the concentrations are dependent upon the hardness of the water and the type of dishes. When washing or rinsing, utilizing hard and salty waters, or with plastic dishes, greater amounts of the rinsing agents are required.
- compositions of the invention are prepared in the form of aqueous concentrates with a content of approximately 10% to 30% by weight of mixtures of components A and B.
- the concentrates can be adjusted in such way that they possess a good temperature stability and do not tend to precipitate or separate into layers.
- the concentrates are added into the washing and rinsing solution in the dish washing machines by means of an automatic dosing device as is common for such purposes.
- the foam apparatus was constructed in similar manner as a modern dishwasher operating according to the jet spray system.
- a pump By means of a pump about liters of water per minute were rotated and sprayed into the metering chamber by means of a rotating spray-arm provided with nozzles.
- Foam heads from 0 to 280 mm. may be measured in reproducible manner, whereas larger foam volumes can no longer be measured accurately, and, therefore, they are indicated in the table as 280.
- the liquor temperature during the tests was 50 C.
- the hardness of the water used was 16 dH and the duration of the foam test lasted 5 minutes.
- the reading of the foam height was done immediately after the machine came to a standstill and 30 seconds after the machine had come to a stop.
- a liquid rinsing agent suitable for commercial dish washers had the following composition:
- Percent Polyvinylalcohol (viscosity of a 4% solution at 20 C., 3 cp., hydrolysis degree: 88%) 20.0 Dodecyl alcohol 0.7 Water 79.3
- the product developed practically no foam.
- the above aqueous concentrate was dosed into the rinsing water in concentrations of 0.4 to 0.6 gm./liter. Spot-free, shining dishes were obtained.
- EXAMPLE 7 An extremely low-foaming detergent for household dish washers had the following composition:
- Percent Polyvinylalcohol (viscosity of a 4% solution at 20 C., cp., hydrolysis degree: 86%) 10.0 Sodium behenate 0.6
- Low-foaming rinsing and washing compositions adapted for dish washers consisting essentially of (A) from 70% to 98% by weight of water-soluble polyvinyl alcohols obtained by hydrolysis of polyvinyl acetates, having a hydrolysis degree of between 85% and 90% and having a molecular weight of between 1000 and 4000, and (B) from 2% to 30% by weight of foaminhibiting compounds selected from the group consisting of compounds of the formula wherein R is a member having from 8 to 22 carbon atoms selected from the group consisting of alkyl, alkenyl, alkadienyl, hydroxyalkenyl and alkylcycloalkyl; R is an alkyl having from 18 to 22 carbon atoms; R and R are members selected from the group consisting of hydrogen and lower alkyl; and Me is an alkali metal.
- component B is an acid compound selected from the group consisting of fatty acids having from 8 to 22 carbon atoms and alkali metal salts of fatty acids having from 18 to 22 carbon atoms.
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)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681767384 DE1767384A1 (de) | 1968-05-04 | 1968-05-04 | Schaumarme Spuel- und Reinigungsmittel fuer die Geschirreinigung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3629122A true US3629122A (en) | 1971-12-21 |
Family
ID=5699329
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US799932A Expired - Lifetime US3629122A (en) | 1968-05-04 | 1969-02-17 | Low-foaming rinsing and washing agents for dish washers |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3629122A (de) |
| AT (1) | AT303932B (de) |
| BE (1) | BE732452A (de) |
| CH (1) | CH525950A (de) |
| DE (1) | DE1767384A1 (de) |
| FR (1) | FR1594362A (de) |
| NL (1) | NL6903898A (de) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3951596A (en) * | 1972-10-13 | 1976-04-20 | Colgate-Palmolive Company | Soap curd dispersant |
| US3957705A (en) * | 1973-04-30 | 1976-05-18 | Henkel & Cie G.M.B.H. | Anti-foaming agent compositions |
| US3994818A (en) * | 1975-03-04 | 1976-11-30 | Shell Oil Company | Substantially non-aqueous low foaming liquid non-ionic detergent composition |
| US4350756A (en) * | 1980-01-29 | 1982-09-21 | Vickers Limited | Processing of radiation sensitive plates |
| US4421666A (en) * | 1981-04-18 | 1983-12-20 | Henkel Kommanditgesellschaft Auf Aktien | Powdery antifoaming compositions for aqueous systems, their preparation and use |
| US4539145A (en) * | 1983-09-15 | 1985-09-03 | The Clorox Company | Outside window cleaner containing polyvinyl alcohol and amine-containing polymer |
| US4857226A (en) * | 1986-10-29 | 1989-08-15 | Colgate-Palmolive Company | Thixotropic clay aqueous suspensions containing polyacrylic acid polymer or copolymer stabilizers |
| GB2368584A (en) * | 2000-10-18 | 2002-05-08 | Reckitt Benckiser Nv | An ethoxylated PVA for packaging a composition |
| US20110218135A1 (en) * | 2010-03-04 | 2011-09-08 | Hiroshi Oh | Detergent Composition |
| EP3730594A1 (de) | 2019-04-24 | 2020-10-28 | The Procter & Gamble Company | Geschirrspülzusammensetzung mit verbesserter schäumung |
| EP3730596A1 (de) | 2019-04-24 | 2020-10-28 | The Procter & Gamble Company | Flüssige handgeschirrspülzusammensetzung |
| EP3988634A1 (de) | 2020-10-23 | 2022-04-27 | The Procter & Gamble Company | Geschirrspülzusammensetzung mit verbesserter schäumung |
| EP4296342A1 (de) | 2022-06-22 | 2023-12-27 | The Procter & Gamble Company | Haushaltsreinigungszusammensetzung |
-
1968
- 1968-05-04 DE DE19681767384 patent/DE1767384A1/de active Pending
- 1968-12-11 FR FR177673A patent/FR1594362A/fr not_active Expired
-
1969
- 1969-02-17 US US799932A patent/US3629122A/en not_active Expired - Lifetime
- 1969-03-13 NL NL6903898A patent/NL6903898A/xx unknown
- 1969-04-30 CH CH657569A patent/CH525950A/de not_active IP Right Cessation
- 1969-05-02 AT AT424469A patent/AT303932B/de not_active IP Right Cessation
- 1969-05-02 BE BE732452A patent/BE732452A/xx unknown
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3951596A (en) * | 1972-10-13 | 1976-04-20 | Colgate-Palmolive Company | Soap curd dispersant |
| US3957705A (en) * | 1973-04-30 | 1976-05-18 | Henkel & Cie G.M.B.H. | Anti-foaming agent compositions |
| US3994818A (en) * | 1975-03-04 | 1976-11-30 | Shell Oil Company | Substantially non-aqueous low foaming liquid non-ionic detergent composition |
| US4350756A (en) * | 1980-01-29 | 1982-09-21 | Vickers Limited | Processing of radiation sensitive plates |
| US4421666A (en) * | 1981-04-18 | 1983-12-20 | Henkel Kommanditgesellschaft Auf Aktien | Powdery antifoaming compositions for aqueous systems, their preparation and use |
| US4539145A (en) * | 1983-09-15 | 1985-09-03 | The Clorox Company | Outside window cleaner containing polyvinyl alcohol and amine-containing polymer |
| US4857226A (en) * | 1986-10-29 | 1989-08-15 | Colgate-Palmolive Company | Thixotropic clay aqueous suspensions containing polyacrylic acid polymer or copolymer stabilizers |
| GB2368584A (en) * | 2000-10-18 | 2002-05-08 | Reckitt Benckiser Nv | An ethoxylated PVA for packaging a composition |
| US20110218135A1 (en) * | 2010-03-04 | 2011-09-08 | Hiroshi Oh | Detergent Composition |
| WO2011109322A1 (en) | 2010-03-04 | 2011-09-09 | The Procter & Gamble Company | Detergent composition |
| EP3730594A1 (de) | 2019-04-24 | 2020-10-28 | The Procter & Gamble Company | Geschirrspülzusammensetzung mit verbesserter schäumung |
| EP3730596A1 (de) | 2019-04-24 | 2020-10-28 | The Procter & Gamble Company | Flüssige handgeschirrspülzusammensetzung |
| US11555163B2 (en) | 2019-04-24 | 2023-01-17 | The Procter & Gamble Company | Aqueous liquid hand dishwashing cleaning composition comprising dissolved and hydrolyzed polyvinyl alcohol |
| US11555162B2 (en) | 2019-04-24 | 2023-01-17 | The Procter & Gamble Company | Aqueous dishwashing composition containing dissolved polyvinyl alcohol and having improved sudsing |
| EP3988634A1 (de) | 2020-10-23 | 2022-04-27 | The Procter & Gamble Company | Geschirrspülzusammensetzung mit verbesserter schäumung |
| EP4296342A1 (de) | 2022-06-22 | 2023-12-27 | The Procter & Gamble Company | Haushaltsreinigungszusammensetzung |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6903898A (de) | 1969-11-06 |
| FR1594362A (de) | 1970-06-01 |
| BE732452A (de) | 1969-11-03 |
| CH525950A (de) | 1972-07-31 |
| AT303932B (de) | 1972-12-11 |
| DE1767384A1 (de) | 1971-11-18 |
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