GB1593111A - Use of dicarboxylic acid esters as antifoam additives in mineral-acid-containing cationic cleaning composition - Google Patents
Use of dicarboxylic acid esters as antifoam additives in mineral-acid-containing cationic cleaning composition Download PDFInfo
- Publication number
- GB1593111A GB1593111A GB5207/78A GB520778A GB1593111A GB 1593111 A GB1593111 A GB 1593111A GB 5207/78 A GB5207/78 A GB 5207/78A GB 520778 A GB520778 A GB 520778A GB 1593111 A GB1593111 A GB 1593111A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- cleaning composition
- weight
- mineral
- esters
- 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
Links
- 239000000203 mixture Substances 0.000 title claims description 28
- 238000004140 cleaning Methods 0.000 title claims description 22
- 239000002253 acid Substances 0.000 title claims description 18
- 239000000654 additive Substances 0.000 title claims description 18
- 239000002518 antifoaming agent Substances 0.000 title claims description 18
- 125000002091 cationic group Chemical group 0.000 title claims description 8
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 title description 2
- 150000002148 esters Chemical class 0.000 claims description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- -1 aliphatic saturated dicarboxylic acid Chemical class 0.000 claims description 7
- 230000007935 neutral effect Effects 0.000 claims description 7
- 230000000996 additive effect Effects 0.000 claims description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 6
- 239000003093 cationic surfactant Substances 0.000 claims description 6
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000002736 nonionic surfactant Substances 0.000 claims description 4
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 3
- 239000001361 adipic acid Substances 0.000 claims description 3
- 235000011037 adipic acid Nutrition 0.000 claims description 3
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 claims description 2
- 235000013361 beverage Nutrition 0.000 claims description 2
- 239000000645 desinfectant Substances 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000001384 succinic acid Substances 0.000 claims description 2
- 239000006260 foam Substances 0.000 description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
- 150000001298 alcohols Chemical class 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 239000004435 Oxo alcohol Substances 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 235000011007 phosphoric acid Nutrition 0.000 description 3
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 3
- OUCGJMIVSYHBEC-UHFFFAOYSA-N 2-ethylhexyl 2-ethylhexanoate Chemical compound CCCCC(CC)COC(=O)C(CC)CCCC OUCGJMIVSYHBEC-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- YKGYQYOQRGPFTO-UHFFFAOYSA-N bis(8-methylnonyl) hexanedioate Chemical compound CC(C)CCCCCCCOC(=O)CCCCC(=O)OCCCCCCCC(C)C YKGYQYOQRGPFTO-UHFFFAOYSA-N 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 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
- 239000011521 glass Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- NQDZCRSUOVPTII-UHFFFAOYSA-N 10-methylundecan-1-ol Chemical compound CC(C)CCCCCCCCCO NQDZCRSUOVPTII-UHFFFAOYSA-N 0.000 description 1
- PLLBRTOLHQQAQQ-UHFFFAOYSA-N 8-methylnonan-1-ol Chemical compound CC(C)CCCCCCCO PLLBRTOLHQQAQQ-UHFFFAOYSA-N 0.000 description 1
- 229920005682 EO-PO block copolymer Polymers 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000004440 Isodecyl alcohol Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- GEIOGQZUWHHRLM-UHFFFAOYSA-M benzyl(trioctadecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](CCCCCCCCCCCCCCCCCC)(CCCCCCCCCCCCCCCCCC)CC1=CC=CC=C1 GEIOGQZUWHHRLM-UHFFFAOYSA-M 0.000 description 1
- WPUKZOKYKHYASK-UHFFFAOYSA-N bis(11-methyldodecyl) hexanedioate Chemical compound CC(C)CCCCCCCCCCOC(=O)CCCCC(=O)OCCCCCCCCCCC(C)C WPUKZOKYKHYASK-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- SPNDISFWAOKCGX-UHFFFAOYSA-M dibenzyl(dioctadecyl)azanium;chloride Chemical compound [Cl-].C=1C=CC=CC=1C[N+](CCCCCCCCCCCCCCCCCC)(CCCCCCCCCCCCCCCCCC)CC1=CC=CC=C1 SPNDISFWAOKCGX-UHFFFAOYSA-M 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- VEUVFXSZBLVTFP-UHFFFAOYSA-N octan-3-yl 2-ethylhexanoate Chemical compound CCCCCC(CC)OC(=O)C(CC)CCCC VEUVFXSZBLVTFP-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/02—Foam dispersion or prevention
- B01D19/04—Foam dispersion or prevention by addition of chemical substances
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/02—Foam dispersion or prevention
- B01D19/04—Foam dispersion or prevention by addition of chemical substances
- B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
-
- 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
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium 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
- C11D3/0005—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
- C11D3/20—Organic compounds containing oxygen
- C11D3/2093—Esters; Carbonates
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Toxicology (AREA)
- Dispersion Chemistry (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
Description
(54) USE OF DICARBOXYLIC ACID ESTERS AS
ANTI FOAM ADDITIVES IN MINERAL-ACID
CONTAINING CATIONIC CLEANING COMPOSITIONS
(71) We, BASF AKTIENGESELLSCHAFT, a German Joint Stock
Company of 6700 Ludwigshafen, Federal Republic of Germany, do hereby declare the invention, for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement:- The present invention relates to the use of esters as antifoam additives in mineral-acid-containing cationic cleaning compositions.
In general, cationic compounds containing quaternary ammonium groups are used for the disinfectant cleaning of, primarily, equipment or apparatus used in the foodstuff and beverage industry. These cationic surfactants are frequently used in acid cleaning compositions. They have the disadvantage of a marked tendency to foam, which very greatly interferes with mechanical cleaning processes (circulation in pipeline systems, bottle-washing and the like).
German Published Application DAS 1,257,111 proposes antifoam additives which are effective when used in conjunction with anionic, non-ionic and cationic surfactants. These additives are neutral fatty acid esters of monohydric alcohols and monobasic carboxylic acids, in each case with alkyl being of 4 to 18 carbon atoms and having to have alkyl branches of 1 to 4 carbon atoms.
However, it has been found that these esters are not satisfactory, especially when used in conjunction with cationic surfactants in acid cleaning compositions, since frothing-over often occurs.
The present invention seeks to provide improved antifoam additives for acid cationic cleaning compositions.
According to the invention there are provided mineral-acid-containing cationic cleaning compositions containing as anti-foam additive a neutral ester of an aliphatic saturated dicarboxylic acid of 4 to 10 carbon atoms and a saturated monohydric alcohol of 10 to 15 carbon atoms. Using these anti-foam additives very good foam suppression is achieved, even in acid cationic cleaning compositions.
Not only are these esters substantially better anti-foam additives than conventional agents, e.g. silicones, phosphoric acid esters or esters of polyhydric alcohols with fatty acids, but their effect is also substantially superior to that of the monobasic carboxylic acid esters referred to in German Published Application
DAS 1,257,111 (for example 2-ethylhexyl-2-ethylhexanoate).
The dicarboxylic acids for the manufacture of the antifoam additive esters have 4 to 10 carbon atoms. Examples are adipic acid, succinic acid, glutaric acid and mixtures of these. A mixture of the said three acids in which their weight ratio is about from 25 to 35:from 15 to 30:from 40 to 50, has proved particularly advantageous.
The alcohol component is a monohydric, saturated alcohol of 10 to 15 carbon atoms. Preferred alcohols are isodecyl alcohol, isododecyl alcohol, an oxo-alcohol of 13/15 carbon atoms, a Ziegler alcohol of 12/14 carbon atoms and isotridecyl alcohol, which is of particular industrial interest.
These esters may be manufactured in a conventional manner by transesterifying the corresponding dicarboxylic acid lower alkyl esters, e.g. dicarboxylic acid methyl esters, or by directly esterifying the dicarboxylic acids with the particular alcohols. Both variants are conventional chemical processes which do
The cationic cleaning compositions in general contain from 0.2 to 5% by weight, preferably from 0.5 to 3% by weight, of the anti-foam additive ester, based on the composition.
In addition, such a composition normally contains from 1 to 15% by weight, preferably from 2 to 10% by weight, of a cationic surfactant or surfactant mixture, with or without up to 10 /n by weight, preferably from l to 5% by weight, of a nonionic surfactant, from 5 to 60 /n by weight, preferably from 20 to 50% by weight, of a mineral acid component, and the balance water.
The cationic surfactants used are, above all, the conventional quaternary ammonium compounds, e.g. distearyldimethylammonium chloride, benzyltristearylammonium chloride, dibenzyldistearylammonium chloride, dimethylalkylbenzylammonium (where alkyl is of 12/14 carbon atoms) chloride or mixtures of these.
Where non-ionic surfactants are employed, these are, especially, fatty alcohol oxyethylates, fatty alcohols which have been reacted with ethylene oxide and propylene oxide, alkylphenol oxyethylates, block copolymers of ethylene oxide and propylene oxide, and oxyalkylated polyalkylenepolyamines, e.g. oxyethylated/oxypropylated ethylenediamine.
The acid component is a mineral acid, e.g. sulfuric acid or phosphoric acid, preferably the latter.
When the above are used in coniunction with the anti-foam additive esters proposed according to the invention cleaning compositions which are particularly low-foaming are obtained.
This result must be regarded as surprising since German Published
Application DAS 1,257,111 discloses that the anti-foam action of esters of fatty (monobasic) acids with polyhydric alcohols is not satisfactory.
The esters to be used according to the invention, which, as the following formulae show, structurally differ only very little from the above esters, are, unexpectedly, more active compounds.
(dicarboxylic acid ester) (glycol ester)
The experimental results which now follow show the superiority of the antifoam additives to be used according to the invention.
Experimental Results
The tests were carried out in a laboratory foam tester which simulates the mode of operation of pressure cleaning under industrial conditions. 0.5 per cent strength by weight clean composition solutions were sprayed by means of a pressure pump (running at about 1,200 rpm) through a nozzle into a double-walled glass vessel, the whole constituting a circulatory system. After 10 minutes circulation, the height of the foam in the glass vessel was measured inside and outside. The temperature was 300C or 800 C.
The foam heights achieved were given figures of merit, a height of more than 10 cm (i.e. frothing-over) being rated 6 and a height of 3 cm or less being rated 1.
Some of the antifoam additives proposed according to the invention were compared with ethylhexyl 2-ethylhexanoate proposed in German Published
Application DAS 1,257,111.
The following esters proposed as antifoam additives according to the invention were tested:
1) dicarboxylic acid di-isotridecyl ester ("dicarboxylic acid"=a mixture of adipic acid, glutaric acid and succinic acid in the approximate ratio of 25:50:25).
2) dicarboxylic acid diisodecyl ester.
3) dicarboxylic acid di-Alfol ester (where the Alfol is of 12/14 carbon atoms) (Alfol is a Registered Trade Mark).
4) dicarboxylic acid di-oxo-alcohol ester (where the oxo-alcohol is of 13/15 carbon atoms).
5) di-isodecyl adipate.
6) di-isotridecyl adipate.
The results (foam figures of merit) may be seen in the Table which follows.
TABLE
Foam Figures of Merit Obtained With Various Esters 2-Ethylhexyl 2-ethylhexanoate according to
German
Published
Formulation Temperature Ester Application DAS [% by weight] [ C] 1 2 3 4 5 6 1,257,111
1.10% of dimethylalkylbenzylammonium chloride inside 1 1 4 4 3 3 6 30 # (where alkyl is of 12/14 carbon atoms) outside 1 1 2 2 2 2 4 5% of tallow fatty alcohol+14ethylene oxide+8 propylene oxide inside 2 3 3 3 2 1 4 20% of H3PO4 80 # 1% of ester remainder H2O outside 1 2 2 2 1 1 3 2.10% of dimethylalkylbenzylammonium chloride inside 3 4 4 4 3 2 6 (where alkyl is of 12/14 carbon atoms) 30 # 50% of H3PO4 outside 2 2 2 2 1 3 4 1% of ester inside 2 4 4 4 2 1 5 remainder H2O 80 # outside 1 1 2 2 1 1 3 It is found that even the less advantageous oxo-alcohol esters and Ziegler alcohol esters are distinctly superior to 2-ethylhexyl 2-ethylhexanoate as antifoam additives in acid cleaning compositions.
Claims (7)
1. A mineral-acid-containing cationic cleaning composition containing as antifoam additive a neutral ester of an aliphatic saturated dicarboxylic acid of 4 to 10 carbon atoms and a saturated monohydric alcohol of 10 to 15 carbon atoms.
2. A cleaning composition as claimed in Claim 1, wherein the neutral ester is derived from a mixture of adipic acid, glutaric acid and succinic acid in a weight ratio of from 25 to 35: from 15 to 30: from 40 to 50 as acid component.
3. A cleaning composition as claimed in Claim 1 or 2, wherein the neutral ester is derived from isotridecyl alcohol.
4. A cleaning composition as claimed in any of Claims 1 to 3 containing from 0.2 to 5% by weight of the neutral ester.
5. A cleaning composition as claimed in any of Claims 1 to 4 which contains from 1 to 15 /" by weight of a cationic surfactant, from 0 to 10% by weight of a nonionic surfactant and from 5 to 60 /" by weight of a mineral acid component.
6. A cleaning composition as claimed in any of Claims 1 to 5, wherein a neutral ester identified hereinbefore as one of esters 1) to 6) is used as the antifoam additive.
7. A process for the disinfectant cleaning of equipment or apparatus used in the foodstuff or beverage industry wherein an acid cationic cleaning composition as claimed in any of Claims 1 to 6 is used.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19772705561 DE2705561A1 (en) | 1977-02-10 | 1977-02-10 | USE OF DICARBONIC ACID ESTERS AS A FOAM CUTTER IN ACID CLEANING SYSTEMS |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1593111A true GB1593111A (en) | 1981-07-15 |
Family
ID=6000820
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5207/78A Expired GB1593111A (en) | 1977-02-10 | 1978-02-09 | Use of dicarboxylic acid esters as antifoam additives in mineral-acid-containing cationic cleaning composition |
Country Status (6)
| Country | Link |
|---|---|
| AT (1) | ATA90578A (en) |
| BE (1) | BE863544A (en) |
| DE (1) | DE2705561A1 (en) |
| FR (1) | FR2380340A1 (en) |
| GB (1) | GB1593111A (en) |
| IT (1) | IT1104137B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4581161A (en) * | 1984-01-17 | 1986-04-08 | Lever Brothers Company | Aqueous liquid detergent composition with dicarboxylic acids and organic solvent |
| US4880564A (en) * | 1986-09-29 | 1989-11-14 | Ciba-Geigy Corporation | Antifoams for aqueous systems and their use |
| WO2019068803A1 (en) * | 2017-10-05 | 2019-04-11 | Basf Se | Phase selective defoamer |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0008829A1 (en) * | 1978-09-09 | 1980-03-19 | THE PROCTER & GAMBLE COMPANY | Controlled sudsing detergent compositions |
| US5531939A (en) * | 1994-03-23 | 1996-07-02 | Amway Corporation | Concentrated glass and window cleaning composition and method of use |
-
1977
- 1977-02-10 DE DE19772705561 patent/DE2705561A1/en not_active Withdrawn
-
1978
- 1978-02-01 FR FR7802750A patent/FR2380340A1/en active Granted
- 1978-02-01 BE BE184812A patent/BE863544A/en unknown
- 1978-02-09 AT AT90578A patent/ATA90578A/en not_active IP Right Cessation
- 1978-02-09 IT IT47991/78A patent/IT1104137B/en active
- 1978-02-09 GB GB5207/78A patent/GB1593111A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4581161A (en) * | 1984-01-17 | 1986-04-08 | Lever Brothers Company | Aqueous liquid detergent composition with dicarboxylic acids and organic solvent |
| US4880564A (en) * | 1986-09-29 | 1989-11-14 | Ciba-Geigy Corporation | Antifoams for aqueous systems and their use |
| WO2019068803A1 (en) * | 2017-10-05 | 2019-04-11 | Basf Se | Phase selective defoamer |
| CN111164193A (en) * | 2017-10-05 | 2020-05-15 | 巴斯夫欧洲公司 | Phase selective defoaming agent |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2705561B2 (en) | 1979-05-10 |
| ATA90578A (en) | 1980-08-15 |
| FR2380340A1 (en) | 1978-09-08 |
| IT7847991A0 (en) | 1978-02-09 |
| IT1104137B (en) | 1985-10-14 |
| BE863544A (en) | 1978-08-01 |
| DE2705561A1 (en) | 1978-08-17 |
| FR2380340B3 (en) | 1980-10-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| CSNS | Application of which complete specification have been accepted and published, but patent is not sealed |