GB2135985A - Antifoam composition comprising a fatty acid reaction product and an acid phosphate - Google Patents
Antifoam composition comprising a fatty acid reaction product and an acid phosphate Download PDFInfo
- Publication number
- GB2135985A GB2135985A GB08405510A GB8405510A GB2135985A GB 2135985 A GB2135985 A GB 2135985A GB 08405510 A GB08405510 A GB 08405510A GB 8405510 A GB8405510 A GB 8405510A GB 2135985 A GB2135985 A GB 2135985A
- Authority
- GB
- United Kingdom
- Prior art keywords
- weight
- product
- composition
- carbon atoms
- fatty acid
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 28
- 239000002518 antifoaming agent Substances 0.000 title claims abstract description 18
- 229910019142 PO4 Inorganic materials 0.000 title claims abstract description 14
- 235000014113 dietary fatty acids Nutrition 0.000 title claims abstract description 13
- 229930195729 fatty acid Natural products 0.000 title claims abstract description 13
- 239000000194 fatty acid Substances 0.000 title claims abstract description 13
- 150000004665 fatty acids Chemical class 0.000 title claims abstract description 13
- 239000002253 acid Substances 0.000 title claims abstract description 12
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title claims abstract description 12
- 239000010452 phosphate Substances 0.000 title claims abstract description 12
- 239000007795 chemical reaction product Substances 0.000 title claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 11
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims abstract description 10
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 9
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000009833 condensation Methods 0.000 claims abstract description 5
- 230000005494 condensation Effects 0.000 claims abstract description 5
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 19
- 239000000047 product Substances 0.000 claims description 15
- 238000005187 foaming Methods 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 150000005690 diesters Chemical class 0.000 claims description 4
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 claims description 3
- 235000021536 Sugar beet Nutrition 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 238000000605 extraction Methods 0.000 claims description 2
- 235000013305 food Nutrition 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims 1
- 239000006260 foam Substances 0.000 abstract description 7
- 238000009434 installation Methods 0.000 abstract description 3
- 238000004140 cleaning Methods 0.000 abstract description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 17
- 239000007859 condensation product Substances 0.000 description 10
- 235000021317 phosphate Nutrition 0.000 description 8
- 229940012017 ethylenediamine Drugs 0.000 description 5
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 5
- 101001134276 Homo sapiens S-methyl-5'-thioadenosine phosphorylase Proteins 0.000 description 4
- 102100022050 Protein canopy homolog 2 Human genes 0.000 description 4
- 235000021313 oleic acid Nutrition 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 229930182490 saponin Natural products 0.000 description 2
- 235000017709 saponins Nutrition 0.000 description 2
- 150000007949 saponins Chemical class 0.000 description 2
- 239000001195 (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid Substances 0.000 description 1
- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- 101100352919 Caenorhabditis elegans ppm-2 gene Proteins 0.000 description 1
- 239000005696 Diammonium phosphate Substances 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- BIVQBWSIGJFXLF-UHFFFAOYSA-N PPM-18 Chemical compound C=1C(=O)C2=CC=CC=C2C(=O)C=1NC(=O)C1=CC=CC=C1 BIVQBWSIGJFXLF-UHFFFAOYSA-N 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- -1 aliphatic phosphates Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 235000013365 dairy product Nutrition 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 229910000388 diammonium phosphate Inorganic materials 0.000 description 1
- 235000019838 diammonium phosphate Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 235000015277 pork Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000004094 surface-active agent Substances 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Paper (AREA)
- Detergent Compositions (AREA)
- Fertilizers (AREA)
Abstract
An antifoam composition is described which comprises: (A) 80 to 98 parts by weight of a product resulting from the reaction of a fatty acid containing from 12 to 20 carbon atoms with a product resulting from the condensation of propylene oxide and ethylene oxide with ethylenediamine, and (B) 2 to 20 parts by weight of an aliphatic acid phosphate, the aliphatic group containing 18 carbon atoms. This composition is useful for the cleaning of industrial installations and more particularly for the breaking of foams in the sugar industry. A
Description
SPECIFICATION
Antifoam composition, comprising a fatty acid reaction product and an acid phosphate
The present invention relates to an antifoam composition for reducing or suppressing foam in industrial applications. It comprises a mixture of a product resulting from the reaction of a fatty acid with an alkylene oxide/ethylenediamine condensation product, and an alkyl acid phosphate.
According to the invention, the formation of undesirable foams in or after certain industrial manufacturing processes can be reduced to a considerable degree by using a composition consisting of:
(A) 80 to 98 parts by weight of a product resulting from the reaction of a fatty acid containing from 12 to 20 carbon atoms with a product resulting from the condensation of propylene oxide and ethylene oxide with ethylene-diamine, and
(B) 2 to 20 parts by weight of an aliphatic acid phosphate, the aliphatic group containing 18 carbon atoms.
The reaction product (A) of the fatty acid with the condensation product can be obtained by reacting 1 molecule of the condensation product with at least 2 molecules of fatty acid. The reaction conditions are conventional; by way of example, a reaction of extended duration at a temperature of 120 to 160 C under reduced nitrogen pressure gives excellent results.
The condensation products can usually be obtained by first condensing propylene oxide with the ethylene-diamine to give a compound whose molecular weight is suitably 1,500 to 7,000, and then condensing the product with a quantity of ethylene oxide, typically 10 to 20% by weight of the total quantity of alkylene oxides used. A process of this type is described in U.S.
Patent 2,979,528. The condensation products based on ethylene-diamine which are preferred for the preparation of the composition have a molecular weight of 1,650 to 7,700. In the product, after subtraction of the weight of the rest of the initial ethylenediamine molecule, the propylene oxide preferably represents 80 to 90% of the remaining weight and the ethylene oxide represents 10 to 20%.
The fatty acids which can be reacted with the condensation product are suitably linear, saturated or unsaturated acids containing from 12 to 20 carbon atoms, such as lauric, myristic, stearic, oleic, linoleic and linolenic acids or mixtures thereof.
The aliphatic phosphate (B), which is the second constituent of the composition, is a phosphoric acid monoester and/or diester. Stearyl and oleyl acid phosphates are amongst the most common aliphatic phosphates containing 18 carbon atoms and, in practice, are most often in the form of mixtures of monoesters and diesters; they are respectively called MSAP and
MOAP in the remainder of the description.
To make the composition easier to use, it is preferable, before use, to dissolve the aliphatic acid phosphate (B) in the reaction product (A). For example, a homogeneous composition can be obtained after mixing the two components hot, with agitation.
The composition according to the invention considerably improves the problem of breaking foams in installations in the sugar industry, especially in diffusion, but it is also of great value in equipment cleaning operations in installations in the dairy, beef butchery, pork butchery and brewing industries and also in making agricultural food products and papermaking.
This improvement is particularly noteworthy when the medium whose foaming power it is desired to reduce is cold.
For example, the extraction of sugar from beet is an operation which takes place at about 80 C and produces a sugarbeet juice having a high foaming power because of the presence of compounds of the saponin type. The presence of antifoam is therefore found to be necessary, but the commercially available antifoam products are not effective when the juices are cooled, for example in order to recover heat. By contrast, when the present antifoam is added to a hot diffusion juice, the resulting foaming and overflowing can be avoided and, furthermore, the antifoam properties can be retained when the juice is cooled below 40 C by energy recovery.
The examples which follow illustrate the present invention.
EXAMPLES 1-20
Antifoam properties are measured by determining the height of foam obtained by the vertical spraying of a cylindrical jet of a foaming solution, with or without antifoam, onto a surface of the same type.
The foaming solution contains: sucrose 13 g/litre saponins 1 g/litre peptone 1 g/litre diammonium phosphate 1 g/litre
It represents a synthetic solution of sugarbeet juice.
This solution is contained in a jacketed glass tube of internal diameter 40 mm, which makes it possible to maintain a constant temperature.
The jet is produced by a stainless steel tube of length 70 mm and internal diameter 1.9 mm, the end of which is 750 mm from the surface of the liquid.
The solution is circulated by means of a variable-flow centrifugal pump.
When a temperature of 30 C is reached, the pump is started at a flow rate of 40 litres/hour and the height of foam obtained after 1 minute is taken to be equal to 100.
increasing quantities of antifoam are then injected into the solution and the height of foam is measured after 1 minute. The efficacy of the antifoam is expressed as the ratio of this height to the initial height:
The curves of the efficacy in per cent against the concentration in ppm can be drawn.
The table below indicates the efficacy in per cent for a concentration of 10 ppm, together
with the efficiency, which is the concentration in ppm which gives an efficacy of 80%. The proportions and percentages of the products are understood as being by weight, unless
indicated otherwise.
A B
CONDENSATION ALIPHATIC
PRODUCT ORGANIC ACID PHOSPHATE
Ex Molecular Number of aliphatic % by Efficacy Effic
No. weight PO% EO% Nature mol per radical weight for a iency
mol of concentration for an
condensation of 10 ppm efficacy
product % of 80%
ppm
1 3700 85 15 oleic 2 stearyl 3 93% 3.5 ppm
2 3700 85 15 stearic 2 stearyl 3 93% 3.5 ppm
3 3700 85 15 lauric 2 stearyl 3 93% 4 ppm
4 3700 85 15 decyclic 2 stearyl 3 80% 6 ppm
5 3700 85 15 caprioc 2 stearyl 3 71% 12 ppm
6 3700 85 15 acetic 2 stearyl 3 26% 22 ppm
7 3700 85 15 oleic 1 stearyl 3 84% 8 ppm
8 3700 85 15 oleic 3 stearyl 3 93% 3.5 ppm
9 3700 85 15 oleic 4 stearyl 3 93% 5.5 ppm 10 6900 84 16 oleic 2 stearyl 3 94% 5 ppm 11 4930 60 40 oleic 2 stearyl 3 0% > 100 ppm 12 7550 73 26 oleic 2 stearyl 3 6% 80 ppm 13 3000 99 0 oleic 2 stearyl 3 74% 14 ppm 14 3700 85 15 oleic 2 stearyl 2 93% 4 ppm 15 3700 85 15 oleic 2 stearyl 5 93% 3.5 ppm 16 3700 85 15 oleic 2 stearyl 10 93% 3.5 ppm 3.5 ppm 17 3700 85 15 oleic 2 stearyl 20 93% 4 ppm 18 3700 85 15 oleic 2 oleyl 3 93% 4 ppm 19 3700 85 15 - - stearyl 2 0 74 ppm 20 3700 85 15 oleic 2 - - 0 > 100 ppm Examples 1 to 3 illustrate the antifoam effect of compositions containing 97% of the products resulting from the reaction of a condensation product of molecular weight 3,700, containing 85% of propylene oxide and 15% of ethylene oxide, with organic acids containing from 12 to 1 8 carbon atoms, in a proportion of 2 molecules of acid to 1 of condensation product, and 3% of MSAP.
Examples 4 to 6, which are given by way of comparison, illustrate the fact that the antifoam effect is appreciably reduced when the organic acid possesses 10 carbon atoms or less.
Example 7, which is given by way of comparison, illustrates the advantage of having at least two molecules of fatty acid per molecule of surface-active agent.
Examples 8 and 9 illustrate the invention using fatty acid quantities of 3 and 4 molecules.
Example 10 illustrates the use of oleic acid according to the invention.
Examples 11 to 13, which are given by way of comparison, illustrate the advantage of having condensation products in which the quantity of ethylene oxide is from 10 to 20%.
Examples 14 to 17 illustrate compositions respectively containing 98, 95, 90 and 80% of the reaction product of oleic acid with the condensation product of Example 1, and 2, 5, 10 and 20% of MSAP. They show that the efficacy and efficiency are excellent.
Example 18 illustrates the composition in which the MSAP of Example 1 has been replaced by MOAP.
Examples 19 and 20, which are given by way of comparison, show the contrasting advantage of the composition A + B.
Claims (11)
1. An antifoam composition which comprises:
(A) 80 to 98 parts by weight of a reaction product of a fatty acid containing from 12 to 20 carbon atoms with a product resulting from the condensation of propylene oxide and ethylene oxide with ethylenediamine, and
(B) 2 to 20 parts by weight of an aliphatic acid phosphate, the aliphatic group containing 18 carbon atoms.
2. A composition according to Claim 1, in which the reaction product (A) has a molecular weight of 1,650 to 7,700.
3. A composition according to Claim 1 or 2, in which, the reaction product (A), after subtraction of the weight of the rest of the ethylenediamine molecule, the propylene oxide represents 80 to 90% of the remaining molecular weight and the ethylene oxide represents 10 to 20%.
4. A composition according to any one of Claims 1 to 3, in which the aliphatic acid phosphate (B) is in the form of a monoester, a diester or a mixture of monoester and diester.
5. A composition according to Claim 4, in which the ester is a stearyl or oleyl acid phosphate.
6. A composition according to Claim 1 substantially as described in any one of Examples 1 to 3,8 to 10 and 14 to 18.
7. A process for the manufacture of an antifoam composition as claimed in any one of
Claims 1 to 6, which comprises, in a first step, preparing product A by reacting a fatty acid containing 12 to 20 carbon atoms with a product obtained by condensing propylene oxide with one molecule of ethylenediamine to give a compound having a molecular weight of 1,500 to 7,000, and then condensing ethylene oxide with the said compound in an amount which represents 10 to 20% by weight of the total quantity of alkylene oxides used, and, in a second step, mixing 80 to 98 parts by weight of this product A with 2 to 20 parts by weight of an aliphatic phosphate containing 18 carbon atoms.
8. A process according to Claim 7 in which, in the first step, at least two molecules of fatty acid are reacted with 1 molecule of the product obtained by condensing the alkylene oxides with ethylenediamine.
9. A process according to Claim 7 substantially is hereinbefore described.
10. An antifoam composition as defined in Claim 1 whenever prepared by a process as claimed in any one of Claims 7 to 9.
11. A process for reducing foaming during the extraction of sugar beet, during papermaking or during the production of an agricultural food product which comprises incorporating an antifoam composition as claimed in any one of claims 1 to 6 and 10.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8303552A FR2541908B1 (en) | 1983-03-04 | 1983-03-04 | ANTI-FOAM COMPOSITION, MANUFACTURING METHOD THEREOF AND APPLICATION THEREOF |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| GB8405510D0 GB8405510D0 (en) | 1984-04-04 |
| GB2135985A true GB2135985A (en) | 1984-09-12 |
| GB2135985B GB2135985B (en) | 1986-08-20 |
Family
ID=9286491
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB08405510A Expired GB2135985B (en) | 1983-03-04 | 1984-03-02 | Antifoam composition comprising a fatty acid reaction product and an acid phosphate |
Country Status (9)
| Country | Link |
|---|---|
| AT (1) | AT386756B (en) |
| BE (1) | BE899070A (en) |
| DE (1) | DE3407891A1 (en) |
| ES (1) | ES8501989A1 (en) |
| FR (1) | FR2541908B1 (en) |
| GB (1) | GB2135985B (en) |
| GR (1) | GR79992B (en) |
| IT (1) | IT1213142B (en) |
| NL (1) | NL8400690A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB878168A (en) * | 1958-09-20 | 1961-09-27 | Geigy Co Ltd | Method of and compositions for reducing foaming of aqueous liquids when boiled |
| GB1267482A (en) * | 1969-07-16 | 1972-03-22 | Bayer Ag | Defoaming agents |
| GB2112767A (en) * | 1981-11-25 | 1983-07-27 | Sandoz Ltd | Antifoaming agents |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE495864A (en) * | 1949-05-23 | |||
| US2979528A (en) * | 1953-10-19 | 1961-04-11 | Wyandotte Chemicals Corp | Nitrogen-containing polyoxyalkylene detergent compositions |
| US3056687A (en) * | 1959-06-30 | 1962-10-02 | Stephan John Thomas | Anti-foaming agents for aqueous alkaline proteinaceous adhesive solutions and the like |
| CA789509A (en) * | 1964-05-27 | 1968-07-09 | R. Schmolka Irving | Low foaming detergent |
| DK130844A (en) * | 1969-09-03 | 1900-01-01 | ||
| CH613009A5 (en) * | 1974-12-11 | 1979-08-31 | Sandoz Ag | Agent based on alkoxylated compounds for removing or preventing foam in the paper industry |
| DE2613810C2 (en) * | 1976-03-31 | 1982-05-13 | PWA Papierwerke Waldhof-Aschaffenburg AG, 8000 München | Defoaming agents |
| US4070298A (en) * | 1976-07-26 | 1978-01-24 | Olin Corporation | Defoaming detergent additive |
| DE2727382A1 (en) * | 1977-06-18 | 1979-01-04 | Basf Ag | FOAM DAMPERS CONTAINING MONO AND / OR DIALKYL PHOSPHATES |
-
1983
- 1983-03-04 FR FR8303552A patent/FR2541908B1/en not_active Expired
-
1984
- 1984-02-17 IT IT8419685A patent/IT1213142B/en active
- 1984-02-29 ES ES530170A patent/ES8501989A1/en not_active Expired
- 1984-03-02 BE BE0/212499A patent/BE899070A/en not_active IP Right Cessation
- 1984-03-02 NL NL8400690A patent/NL8400690A/en not_active Application Discontinuation
- 1984-03-02 GB GB08405510A patent/GB2135985B/en not_active Expired
- 1984-03-02 GR GR73995A patent/GR79992B/el unknown
- 1984-03-03 DE DE3407891A patent/DE3407891A1/en active Granted
- 1984-03-05 AT AT0074484A patent/AT386756B/en not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB878168A (en) * | 1958-09-20 | 1961-09-27 | Geigy Co Ltd | Method of and compositions for reducing foaming of aqueous liquids when boiled |
| GB1267482A (en) * | 1969-07-16 | 1972-03-22 | Bayer Ag | Defoaming agents |
| GB2112767A (en) * | 1981-11-25 | 1983-07-27 | Sandoz Ltd | Antifoaming agents |
Also Published As
| Publication number | Publication date |
|---|---|
| IT8419685A0 (en) | 1984-02-17 |
| FR2541908A1 (en) | 1984-09-07 |
| FR2541908B1 (en) | 1988-11-25 |
| GB8405510D0 (en) | 1984-04-04 |
| IT1213142B (en) | 1989-12-14 |
| NL8400690A (en) | 1984-10-01 |
| ES530170A0 (en) | 1984-12-16 |
| DE3407891A1 (en) | 1984-09-06 |
| BE899070A (en) | 1984-09-03 |
| ATA74484A (en) | 1988-03-15 |
| GR79992B (en) | 1984-10-31 |
| GB2135985B (en) | 1986-08-20 |
| DE3407891C2 (en) | 1987-04-09 |
| ES8501989A1 (en) | 1984-12-16 |
| AT386756B (en) | 1988-10-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4895681A (en) | Fatty acid esters of polyglycerol polyglycol ethers, their production and use | |
| US4925587A (en) | Hydroxy ethers, a process for their production, and methods for their use | |
| US4453023A (en) | Process for preparing nonionic surfactants-oxyalkylation with promoted barium catalysts | |
| EP0124815B1 (en) | Use of polyglycol ethers as foam-depressing additives in cleaning agents producing little foam | |
| US4551561A (en) | Process for the preparation of polyglycerols | |
| US5645762A (en) | Defoamer composition and method of using the same | |
| EP0600038B1 (en) | Process for alkoxylation of esters | |
| US4340382A (en) | Method for treating and processing textile materials | |
| US4745231A (en) | Alkylene oxide block polymers usable as defoamers | |
| US3990905A (en) | Food process antifoam | |
| US4410447A (en) | Low-foaming nonionic surfactants | |
| JPS60152599A (en) | Foam control additive for low foam sccatering detergent medicine | |
| US4835321A (en) | Alkoxylaton process using calcium based catalysts | |
| JP2021516036A (en) | Foam control in food | |
| US4753885A (en) | Foam control in the sugar industry and in the yeast industry | |
| US3539519A (en) | Low foaming nonionic detergents | |
| JPH01290643A (en) | Production of alcohol polyglycol ether low in residual alkylene oxide | |
| EP0564475B1 (en) | Use of special carboxylic acid esters as anti-foaming agents | |
| GB2135985A (en) | Antifoam composition comprising a fatty acid reaction product and an acid phosphate | |
| US4415502A (en) | Polycarbonate type nonionic surfactants | |
| US5811594A (en) | Methyl-end-capped alkyl and/or alkenyl polyglycol ethers | |
| EP0031310B1 (en) | Nonionic surface active monoester and method for its production | |
| US4988463A (en) | Foam suppressants | |
| JPH03154602A (en) | Foam suppressing and defoaming composition | |
| EP0489769B1 (en) | Use of polyglycol ether mixtures as anti-foaming agents |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
| PE20 | Patent expired after termination of 20 years |
Effective date: 20040301 |