EP0040713B1 - Verwendung von Alkylpolyglykolethermischformale zur Schaumverhütung - Google Patents
Verwendung von Alkylpolyglykolethermischformale zur Schaumverhütung Download PDFInfo
- Publication number
- EP0040713B1 EP0040713B1 EP81103326A EP81103326A EP0040713B1 EP 0040713 B1 EP0040713 B1 EP 0040713B1 EP 81103326 A EP81103326 A EP 81103326A EP 81103326 A EP81103326 A EP 81103326A EP 0040713 B1 EP0040713 B1 EP 0040713B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- mixed formals
- agents
- alkali
- cleaning
- cleaning agents
- 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
- 239000006260 foam Substances 0.000 title description 6
- 150000002170 ethers Chemical class 0.000 title 1
- 239000012459 cleaning agent Substances 0.000 claims description 16
- 239000002518 antifoaming agent Substances 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 16
- 239000000047 product Substances 0.000 description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 238000004140 cleaning Methods 0.000 description 10
- 239000000203 mixture Substances 0.000 description 10
- 239000003513 alkali Substances 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 5
- -1 aliphatic alcohols Chemical class 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 150000002191 fatty alcohols Chemical class 0.000 description 5
- 229920000151 polyglycol Polymers 0.000 description 5
- 239000010695 polyglycol Substances 0.000 description 5
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 235000019832 sodium triphosphate Nutrition 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- 229910000323 aluminium silicate Inorganic materials 0.000 description 3
- 239000013530 defoamer Substances 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 239000004115 Sodium Silicate Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000005238 degreasing Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 235000019795 sodium metasilicate Nutrition 0.000 description 2
- 229910052911 sodium silicate Inorganic materials 0.000 description 2
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 102000005701 Calcium-Binding Proteins Human genes 0.000 description 1
- 108010045403 Calcium-Binding Proteins Proteins 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical compound OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 238000007869 Guerbet synthesis reaction Methods 0.000 description 1
- 229910000503 Na-aluminosilicate Inorganic materials 0.000 description 1
- 239000004435 Oxo alcohol Substances 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- YDONNITUKPKTIG-UHFFFAOYSA-N [Nitrilotris(methylene)]trisphosphonic acid Chemical compound OP(O)(=O)CN(CP(O)(O)=O)CP(O)(O)=O YDONNITUKPKTIG-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 125000005228 aryl sulfonate group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 150000002171 ethylene diamines Chemical class 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 125000001421 myristyl 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])[H] 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000012217 sodium aluminium silicate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical compound [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 239000010457 zeolite 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
- 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
- C11D1/721—End blocked 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
- 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
Definitions
- the invention relates to the use of certain alkyl polyglycol ether mixed formals as anti-foaming agents in strongly alkaline cleaning agents.
- Industrial cleaning agents in particular those used in automatic systems for cleaning rigid surfaces such as metal, ceramic or glass, and in particular for bottle cleaning, should have a low level of foaming with a strong cleaning power.
- the industrial cleaning agents of the type mentioned are mostly products which contain strongly alkaline substances, such as, in particular, alkali metal hydroxides or also alkali metal silicates or alkali metal orthophosphates, individually or in a mixture. In the case of such products, high demands are placed on the defoamers not only with regard to the anti-foam effect but also with regard to the storage stability in the corresponding solid products.
- the storage stability is not always sufficient in the case of packaging, for example in solid cleaning agents which contain a very high alkali content, in particular more than 50% and more caustic alkali. It is also desirable that the anti-foaming agents have good biodegradability, are alkali-stable, so that they do not lose their effectiveness during the cleaning process under constant exposure to temperature.
- alkyl polyglycol ether mixed formals of the formula are used as anti-foaming agents in alkaline cleaning agents in which R is a straight-chain or branched alkyl or alkylene radical having 8 to 22 carbon atoms, R 2 is a straight-chain or branched alkyl radical having 1 to 5 carbon atoms, m is a number from 2 to 30 and n is a number from 1 to 3.
- R 1 is an alkyl radical having 12 to 18 carbon atoms
- R 2 is an alkyl radical having 2 to 4 carbon atoms
- m is an integer from 7 to 15
- n is 1.
- the alkyl polyglycol ether mixed formals of the formula given above which are used can be prepared, for example by reaction of fatty alcohol ethoxylate of the formula with a di-alkyl glycol formal of the formula in the presence of a strong acid, such as sulfuric acid, by heating to temperatures of about 150 ° C. for several hours.
- R 1 and R 2 have the same meaning as given in formula I.
- Suitable starting products for the fatty alcohol ethoxylates are straight-chain or branched aliphatic alcohols, such as hexadecyl, tetradecyl and octadecyl alcohols, and the corresponding branched iso alcohols.
- Branched aliphatic alcohols which can be prepared by the so-called Guerbet reaction (dimerization of primary alcohols) can also be used.
- synthetic fatty alcohols or mixtures thereof, such as those obtained in oxo synthesis can also be used.
- the strongly alkaline cleaning agents (pH above 10) contain sodium or potassium hydroxide in particular.
- other strongly alkaline substances such as alkali carbonate and alkali orthophosphates, are used alone or in a mixture with alkali hydroxides.
- the alkaline cleaning agents can also contain the usual constituents, such as alkali silicates, alkali borates, polymeric alkali phosphates and / or complexing agents, such as phosphonic acids, in particular 1-hydroxyethane-1,1-diphosphonic acid, aminotrimethylenephosphonic acid or 2-phosphonobutane-1, 2,4-tricarboxylic acid.
- the molar ratio of Na 2 0 or K 2 0: P 2 0 5 can be 1: 1 to 2: 1.
- sodium tripolyphosphate is used.
- Finely divided synthetically produced, water-insoluble, bound water-containing aluminosilicates of the general formula can also be used as substitutes for the polyphosphates in the cat a cation of valence n, preferably sodium, exchangeable for calcium, x a number from 0.7 to 1.5, preferably 0.9 to 1.3, and y a number from 0.8 to 6, preferably of 1 , 3 to 4, which have a calcium binding capacity of 50 to 200, preferably 100 to 200 mg CaO / g of the anhydrous aluminosilicate can be used.
- aluminosilicates can be crystalline or X-ray amorphous.
- the crystalline sodium aluminosilicates are preferred, in particular the zeolites A and X.
- alkali stable anionic surfactants such as alkyl and / or aryl sulfonates, are also suitable as constituents.
- the amount of antifoam added is about 0.1 to 1 g / l, based on the solution used. The amount added depends on the desired antifoam effect and the impurities or bath concentration of the cleaning agent.
- the cleaning agents are generally used with a bath concentration of 0.2 to 10% depending on the intended use.
- the application temperature is generally between 40 and 90 ° C.
- the cleaning agents prepared in this way were each stored in closed polypropylene containers at 45 ° C. and the defoamer tests were carried out at intervals of 2 weeks each.
- the free fall cycle method consists in heating 500 ml of cleaning solution to 60 ° C in a jacketed 2-1 measuring cylinder.
- this solution is brought into constant circulation at a throughput capacity of 4 l / minute so that the solution is sucked from the bottom of the measuring cylinder with a glass tube and in the second via a second glass tube with the 2000 ml mark of the measuring cylinder free fall is returned.
- a constant initial foam volume (for example 2,000 ml) is established.
- composition of the cleaning agents specified under a was used. Comparable results were obtained with the cleaning agents of composition b.
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)
- Detergent Compositions (AREA)
- Degasification And Air Bubble Elimination (AREA)
- Polyurethanes Or Polyureas (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT81103326T ATE5328T1 (de) | 1980-05-12 | 1981-05-02 | Verwendung von alkylpolyglykolethermischformale zur schaumverhuetung. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3018149 | 1980-05-12 | ||
| DE19803018149 DE3018149A1 (de) | 1980-05-12 | 1980-05-12 | Verwendung von alkylpolyglykolethermischformale zur schaumverhuetung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0040713A1 EP0040713A1 (de) | 1981-12-02 |
| EP0040713B1 true EP0040713B1 (de) | 1983-11-16 |
Family
ID=6102215
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP81103326A Expired EP0040713B1 (de) | 1980-05-12 | 1981-05-02 | Verwendung von Alkylpolyglykolethermischformale zur Schaumverhütung |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US4364777A (no) |
| EP (1) | EP0040713B1 (no) |
| JP (1) | JPS5715806A (no) |
| AR (1) | AR223116A1 (no) |
| AT (1) | ATE5328T1 (no) |
| BR (1) | BR8102900A (no) |
| CA (1) | CA1157736A (no) |
| DE (2) | DE3018149A1 (no) |
| DK (1) | DK166781A (no) |
| ES (1) | ES8300018A1 (no) |
| FI (1) | FI66900C (no) |
| MX (1) | MX7094E (no) |
| NO (1) | NO151244C (no) |
| TR (1) | TR21341A (no) |
| ZA (1) | ZA813128B (no) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3048641A1 (de) * | 1980-12-23 | 1982-07-15 | Hoechst Ag, 6000 Frankfurt | "tensidhaltiges gemisch zur reinigung harter oberflaechen" |
| US4394273A (en) * | 1981-12-10 | 1983-07-19 | Nl Industries, Inc. | Defoamers for aqueous liquids containing soluble zinc salts |
| DE3315951A1 (de) * | 1983-05-02 | 1984-11-08 | Henkel KGaA, 4000 Düsseldorf | Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
| DE3338923C1 (de) * | 1983-10-27 | 1985-02-21 | Th. Goldschmidt Ag, 4300 Essen | Verwendung von Copolymerisaten von Polyoxyalkylenethern des Allyl- und/oder Methallylalkohols und Vinylestern als Dismulgatoren fuer Wasser enthaltendes Rohoel |
| DE3345349A1 (de) * | 1983-12-15 | 1985-06-27 | Henkel KGaA, 4000 Düsseldorf | Verwendung von polyglykolethern als schaumdrueckende zusaetze in schaumarmen reinigungsmitteln |
| DE3418523A1 (de) * | 1984-05-18 | 1985-11-21 | Basf Ag, 6700 Ludwigshafen | Endgruppenverschlossene fettalkoholalkoxylate fuer industrielle reinigungsprozesse, insbesondere fuer die flaschenwaesche und fuer die metallreinigung |
| DE3641447A1 (de) * | 1986-12-04 | 1988-06-09 | Henkel Kgaa | Tensidmischungen als sammler fuer die flotation nichtsulfidischer erze |
| SE462599B (sv) * | 1987-04-06 | 1990-07-23 | Berol Kemi Ab | Foerpackning som foerhindrar skumbildning, saett att framstaella saadan foerpackning samt skumdaempande medel |
| KR960002629B1 (ko) * | 1987-06-25 | 1996-02-24 | 가오 가부시끼가이샤 | 금속 세정제 |
| GB8906820D0 (en) * | 1989-03-23 | 1989-05-10 | Ici Plc | Novel chemical compounds and their use as low foam surfactants and antifoamingagents |
| US5068444A (en) * | 1989-10-31 | 1991-11-26 | Texaco Chemical Company | Tetramines by amination of dialdehyde glycol adducts |
| CH684933A5 (de) * | 1992-04-01 | 1995-02-15 | Ciba Geigy Ag | Schaumarme oberflächenaktive Verbindungen. |
| US5399239A (en) * | 1992-12-18 | 1995-03-21 | Ceridian Corporation | Method of fabricating conductive structures on substrates |
| US11051510B2 (en) | 2014-01-30 | 2021-07-06 | Basf Se | Asymmetric formales and acetales as adjuvants for crop protection |
| CN109607648A (zh) * | 2018-12-19 | 2019-04-12 | 宁波瑞凌新能源科技有限公司 | 一种辐射制冷式海水淡化装置 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2905719A (en) * | 1959-09-22 | Cxhzo | ||
| CA656004A (en) * | 1963-01-15 | A. Bixler Dean | Detergent composition | |
| US2905718A (en) * | 1957-09-24 | 1959-09-22 | Rohm & Haas | Surface-active acetals and formals |
| US2905720A (en) * | 1957-09-24 | 1959-09-22 | Rohm & Haas | Surface-active acetals and formals |
| US3048548A (en) * | 1959-05-26 | 1962-08-07 | Economics Lab | Defoaming detergent composition |
| NL285082A (no) * | 1962-02-28 | |||
| DE1225800B (de) * | 1964-01-11 | 1966-09-29 | Henkel & Cie Gmbh | Schaumarme Spuel- und Reinigungsmittel |
| DE2523588C2 (de) | 1975-05-28 | 1983-11-10 | Hoechst Ag, 6230 Frankfurt | Polyglykoläthermischformale und deren Verwendung als ätzalkalibeständige Netz-, Wasch- und Reinigungsmittel |
| US4070298A (en) * | 1976-07-26 | 1978-01-24 | Olin Corporation | Defoaming detergent additive |
| DE2812443C2 (de) | 1978-03-22 | 1982-12-02 | Hoechst Ag, 6000 Frankfurt | Polyglykoläthermischformale sowie deren Verwendung als Faserpräparationsmittel |
-
1980
- 1980-05-12 DE DE19803018149 patent/DE3018149A1/de not_active Withdrawn
-
1981
- 1981-04-13 NO NO811284A patent/NO151244C/no unknown
- 1981-04-13 FI FI811131A patent/FI66900C/fi not_active IP Right Cessation
- 1981-04-13 DK DK166781A patent/DK166781A/da not_active IP Right Cessation
- 1981-04-27 US US06/257,855 patent/US4364777A/en not_active Expired - Fee Related
- 1981-04-30 CA CA000376613A patent/CA1157736A/en not_active Expired
- 1981-05-02 EP EP81103326A patent/EP0040713B1/de not_active Expired
- 1981-05-02 DE DE8181103326T patent/DE3161415D1/de not_active Expired
- 1981-05-02 AT AT81103326T patent/ATE5328T1/de not_active IP Right Cessation
- 1981-05-08 MX MX819442U patent/MX7094E/es unknown
- 1981-05-11 ES ES502104A patent/ES8300018A1/es not_active Expired
- 1981-05-11 ZA ZA00813128A patent/ZA813128B/xx unknown
- 1981-05-11 BR BR8102900A patent/BR8102900A/pt unknown
- 1981-05-12 TR TR21341A patent/TR21341A/xx unknown
- 1981-05-12 JP JP7287381A patent/JPS5715806A/ja active Pending
- 1981-05-12 AR AR285290A patent/AR223116A1/es active
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5715806A (en) | 1982-01-27 |
| ES502104A0 (es) | 1982-10-01 |
| FI811131L (fi) | 1981-11-13 |
| FI66900C (fi) | 1984-12-10 |
| TR21341A (tr) | 1984-04-16 |
| NO151244B (no) | 1984-11-26 |
| MX7094E (es) | 1987-06-08 |
| ATE5328T1 (de) | 1983-12-15 |
| NO151244C (no) | 1985-03-06 |
| ZA813128B (en) | 1982-05-26 |
| CA1157736A (en) | 1983-11-29 |
| ES8300018A1 (es) | 1982-10-01 |
| US4364777A (en) | 1982-12-21 |
| DE3161415D1 (en) | 1983-12-22 |
| BR8102900A (pt) | 1982-02-02 |
| DE3018149A1 (de) | 1981-11-19 |
| EP0040713A1 (de) | 1981-12-02 |
| NO811284L (no) | 1981-11-13 |
| DK166781A (da) | 1981-11-13 |
| FI66900B (fi) | 1984-08-31 |
| AR223116A1 (es) | 1981-07-15 |
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| Publication | Publication Date | Title |
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