WO2004037960A1 - Use of ether carboxylates as lubricants - Google Patents
Use of ether carboxylates as lubricants Download PDFInfo
- Publication number
- WO2004037960A1 WO2004037960A1 PCT/EP2003/011149 EP0311149W WO2004037960A1 WO 2004037960 A1 WO2004037960 A1 WO 2004037960A1 EP 0311149 W EP0311149 W EP 0311149W WO 2004037960 A1 WO2004037960 A1 WO 2004037960A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- ether carboxylates
- general formula
- use according
- lubricant
- lubricants
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M173/00—Lubricating compositions containing more than 10% water
- C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty oils
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
- C10M2207/128—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids containing hydroxy groups; Ethers thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/16—Antiseptic; (micro) biocidal or bactericidal
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/38—Conveyors or chain belts
Definitions
- the present invention refers to the use of ether carboxylates with an average ethoxylation degree of between 0.3 and 15 as lubricant agents. More specifically, the invention refers to the use of these ether carboxylates as lubricants in conveyor systems for glass and/or plastic bottles, such as polyethylene terepthalate (PET) or polycarbonate (PC); cans, glass containers, drums, cardboard containers and similar items.
- PET polyethylene terepthalate
- PC polycarbonate
- articulated plate conveyor belts or other transport systems are used that are maintained lubricated and cleaned with the aid of appropriate aqueous lubricant agents, preferentially applied with automatic lubrication systems for conveyor belts, equipped with a sprayer system.
- soap-based lubricants are used (based on inorganic or organic alkaline salts of a fatty acid or a mixture of fatty acids that contain a minimum of 8 carbon atoms).
- soap-based lubricants present several disadvantages:
- the lubricants must contain the corresponding amounts of ethylendiamino-tetraacetic or nitrylotriacetic acid. This prevents the formation of calcium salts that can block the nozzle of the lubrication system.
- EDTA ethylendiaminotetraacetic acid
- soap-based lubricants have been increasingly replaced by lubricants based on fatty amines and derivatives or lubricant compounds based on phosphoric esters.
- the mean ethoxylation degree of the non ionic carboxylate compound must not be lower than 3 or above 7.
- non-ionic carboxylate compounds are described with an average ethoxylation degree of 5.
- R is an alkyl group 10-20C (preferably 16-18C)
- x 1-20 (preferably 5-15)
- y 0-5 (preferably 1 ).
- ether carboxylates with an average ethoxylation degree of 9 are described.
- a lubricant composition is described with biocide properties comprised by (a) a cyclic imidazoline as the active lubricant ingredient, (b) an acid to maintain this imidazoline water-soluble and, optionally, (c) a non ionic surfactant, an alkylaminocarboxylate and non-ionic surfactants such as ether carboxylates of general formula R-(OC 2 H 4 ) n OCH 2 COOH, in which R is CH 3 -(CH 2 ) m -, wherein m is zero or a whole number between 1 and 20, preferably between 2 and 17; an unsaturated carbon chain C 2 -C 2 o; or a branched saturated or unsaturated chain; n is a whole number between 1 and 30, preferably between 2 and 9.
- R is preferably an oleic group and n is 9.
- the function of component (c) is, primarily, to reduce the foam and to improve the properties of the final lubricant composition in dealing with dirt by emulsifying this dirt and, secondly, by facilitating the solubilization or the dissolution of component (a).
- patent application DE-A-19642598 describes a lubricant concentrate for conveyor belt installations in the food industry, based on amines comprised by: i) one or more amines, ii) one or more ether carboxylates, iii) one or more polyethylene glycols and iv) up to 99% in weight of the usual additives and adjuvants.
- the ether carboxylates described in this patent application are compounds of general formula R-(O(CH 2 ) m ) n OCH 2 COO-M + wherein R is a saturated alkyl residue, linear or branched containing from 1 to 22 carbon atoms or an alkylaryl residue or mono alkynyl or polyunsaturated linear or branched residue contained from 2 to 22 carbon atoms, or a mono aryl residue or an alkyl poly C ⁇ -C 22 , mono or poly C 2 -C 22 alkenyl or alkynyl residue m is 2 or 3, n is a positive whole number between 1 and 30,
- M is hydrogen or an alkaline metal.
- R is preferably an oleic group and n is 9.
- ether carboxylates with an average ethoxylation degree of between 0.3 and 15 have not been used as a lubricant; or specifically in conveyer systems for glass and/or plastic bottles, such as, bottles of polyethylene terephtalate (PET) or polycarbonate (PC); cans, glass containers, drums, cardboard packaging and similar items.
- PET polyethylene terephtalate
- PC polycarbonate
- these ether carboxylates can provide a simple and versatile way to lubricate conveyor systems achieving, at the s ame t ime, a n unexpected b actericide a ctivity w ithout h aving t o a dd additional ingredients.
- the object of the invention is the use of ether carboxylates with an average ethoxylation degree of between 0.3 and 15 as a lubricating agent.
- the ether carboxylates of the invention are used to lubricate conveyor systems for glass and/or plastic bottles, such as, for example, polyethylene terephtalate (PET) or polycarbonate bottles (PC); cans, glass containers, drums, cardboard packaging or similar items.
- PET polyethylene terephtalate
- PC polycarbonate bottles
- ether carboxylates are defined according to general formula (I):
- R is an alkyl, alkenyl or alkynyl residue containing from 12 to 22 carbon atoms, n is a number between 0.3 and 15,
- X is hydrogen, an alkaline metal, alkaline metal, an ammonium cation or an hydroxyalkylammonium cation.
- R represents an alkyl, alkenyl or alkynyl residue that contains 16 to 18 carbon atoms.
- ether carboxylates of general formula (I) are preferred in which n is a number between 0.3 and 10, preferably between 0.5 and 6, more preferably between 0.5 and 3.
- ether carboxylates of general formula (I) in which X is hydrogen or an alkaline metal are also preferred.
- Ether carboxylates of general formula (I) can be obtained, for example, as described in the European patent application EP-A-0580263.
- the process to obtain it consists of two steps, the first corresponding to the reaction of an alcohol containing a hydrocarbon chain of the desired length with ethylene oxide in the normal reaction conditions known by experts in this area. On the other hand, one can also start with a previously ethoxylated alcohol. Next, the ethoxylated alcohol is made to react with a strong base such as sodium or potassium h ydroxide i n the p resence of a reducing agent, such a s sodium borohydride, to form the corresponding sodium or potassium alkoxylate.
- a strong base such as sodium or potassium h ydroxide i n
- a reducing agent such as a s sodium borohydride
- This product is made to react with sodium monochloroacetate to form the corresponding ether carboxylate in salt form.
- This salt is transformed into the corresponding acid by washing with sulphuric acid or hydrochloric acid.
- the ether carboxylate obtained thus which can also contain non ethoxylated alcohol, ethoxylated alcohol, carboxymethylated alcohol and esters of carboxymethylated acids with any of the substances with an alcohol function, can be purified using standard methods. Nevertheless, this purification is not essential for the use of ether carboxylate as a lubricant.
- the ether carboxylates of the present invention are used in the aqueous form as a lubricant.
- aqueous solutions contain between 0.1 and 30% in weight of ether carboxylate, preferably between 1 and 20% in weight. In this case the aqueous solution is considered to be in concentrated form.
- Aqueous solutions of ether carboxylates can also contain additives such as ionic surfactants, non ionic surfactants, amphoteric surfactants, foam inhibitor agents, foam regulators, foam stabilizers, complexing agents, chelating agents, solubilizers, emulsifiers, biocides, bactericides, disinfectants, fungicides, antioxidants, corrosion inhibitors and pH regulators, thus forming concentrated aqueous lubricant preparations.
- additives such as ionic surfactants, non ionic surfactants, amphoteric surfactants, foam inhibitor agents, foam regulators, foam stabilizers, complexing agents, chelating agents, solubilizers, emulsifiers, biocides, bactericides, disinfectants, fungicides, antioxidants, corrosion inhibitors and pH regulators, thus forming concentrated aqueous lubricant preparations.
- the pH of these lubricant preparations is preferably between 3.0 and 9.0, even more preferably between 6.5 and 8.0.
- Aqueous lubricant preparations are usually applied in very dilute form such that the active concentration applied in the conveyor systems ranges from 0.01 % and 2% in weight. Therefore, the total contents of ether carboxylate present in the diluted aqueous preparations ranges from 0.01 to 1 %, preferably between 0.02 and 0.5%. Dilution of the concentrated aqueous lubricant preparations to obtain diluted aqueous lubricant preparations, which are those that are directly applied to the conveyor systems can be done with hard water, semi-hard water or soft water.
- the compositions of the invention present solubilizing agents that can be m ixed with water or that a re water-soluble.
- solubilizers are used urea, ethanol, n-propanol, i-propanol, n- butanol, ethyleneglycol and/or butyldiglycol, polyethylene glycols, vegetable oils, alkoxylated glycerine esters derived from carboxylic acids containing between 6 and 22 carbons such as those commercialized for KAO Corporation S.A.
- ether carboxylates with a carbonated chain C 2 -C ⁇ o, etc. in an amount corresponding to between 10 and 40% in weight of one or several of these solubilizing agents, relative to 100 parts in weight of the total amount of general formula I ether carboxylates.
- solubilizing agents are appropriate, in the context of the present invention, provided that they do not reduce the lubricant effect of the aqueous lubricant preparations.
- the disinfectants that could be contained in the aqueous lubricant preparations, especially for conveyor systems, are, for example, those described in the "Guia de Plaguicidas utilizados en higiene alimentaria y salud publica" published by the Spanish Health Ministry (ISBN: 84-7607-499- 2).
- bactericide products should be used when there is a risk of germs in the reserve tanks or on the conveyor belts.
- These disinfectants or mixtures of these can be used in amounts of 5 to 50 parts in weight, relative to 100 parts in weight of general formula I ether carboxylates.
- Example 1 Lubrication in conveyor belt systems for bottles. Tests to measure friction resistance were performed on a stainless steel bottle conveyor belt under the following conditions:
- Spraying volume of the nozzle approximately 3.5 L/hour.
- the friction coefficient ( ⁇ ) is defined as the coefficient between the tensile force measured for a bottle and the weight of a bottle expressed in grams. This coefficient is determined when a constant value is obtained.
- Foam production is controlled visually.
- composition of the soap-based lubricant presents the following ingredients:
- the lubricant composition of Comparative Example 2 presents 0.25% in weight of the soap-based lubricant composition, such that the percent in weight of an average ethoxylation degree of 5 is 0.04%.
- AKYPO® RO 50 VG is an oleic ether carboxylate with an average ethoxylation degree of 5 commercialized by KAO Chemicals GmbH
- Table 2 shows the friction coefficients obtained for the lubricant compositions described in Table 1.
- the lubricant compositions described in the present invention are included (LCC.1 - LCC.5), and also the Comparative Examples.
- Tests to measure the disinfectant effectiveness of different ethercarboxylates according to the invention against Staphylococcus aureus ATCC 25923 was carried out following UNE-EN 1040 method (Chemical disinfectants and antiseptics. Basic bactericidal activity). All products were tested at 0.5 wt.-% active matter, at one-hour contact time. Samples tested and results are shown in the following table:
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2003267440A AU2003267440A1 (en) | 2002-10-24 | 2003-10-09 | Use of ether carboxylates as lubricants |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ESP200202458 | 2002-10-24 | ||
ES200202458A ES2206052B1 (es) | 2002-10-24 | 2002-10-24 | Uso de etercarboxilatos como lubricantes. |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2004037960A1 true WO2004037960A1 (en) | 2004-05-06 |
Family
ID=32116407
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2003/011149 WO2004037960A1 (en) | 2002-10-24 | 2003-10-09 | Use of ether carboxylates as lubricants |
Country Status (3)
Country | Link |
---|---|
AU (1) | AU2003267440A1 (de) |
ES (1) | ES2206052B1 (de) |
WO (1) | WO2004037960A1 (de) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1840196A1 (de) * | 2006-03-31 | 2007-10-03 | KAO CHEMICALS GmbH | Schmiermittelzusammensetzung |
US8802605B2 (en) | 2009-08-07 | 2014-08-12 | Basf Se | Lubricant composition |
US8802606B2 (en) | 2010-08-06 | 2014-08-12 | Basf Se | Lubricant composition having improved antiwear properties |
EP2891701A1 (de) * | 2009-08-18 | 2015-07-08 | The Lubrizol Corporation | Schmiermittelzusammensetzung mit einem Korrosionsinhibotor |
US20210054302A1 (en) * | 2010-09-24 | 2021-02-25 | Ecolab Usa Inc. | Conveyor lubricants including emulsions and methods employing them |
WO2021074547A1 (fr) | 2019-10-18 | 2021-04-22 | Arkema France | Alcoxylats à pouvoir hydrotrope amélioré |
WO2021074545A1 (fr) | 2019-10-18 | 2021-04-22 | Arkema France | Tensio-actifs à faible pouvoir moussant |
WO2021074544A1 (fr) | 2019-10-18 | 2021-04-22 | Arkema France | Alcools alcoxylés et coiffés |
US11396708B2 (en) * | 2018-10-11 | 2022-07-26 | Master Chemical Corporation | Water soluble metalworking concentrate |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0044458A1 (de) * | 1980-07-18 | 1982-01-27 | Unilever N.V. | Schmiermittelzusammensetzung |
US4895668A (en) * | 1986-02-18 | 1990-01-23 | Diversey Corporation | Carboxylated surfactant-containing lubricants, production and use |
DE4244536A1 (de) * | 1992-12-30 | 1994-07-07 | Cleanso Hygiene Gmbh | Schmiermittel für Flaschentransportbänder, Verfahren zum Schmieren von Flaschentransportbändern sowie die Verwendung des Schmiermittels |
US5747431A (en) * | 1994-01-12 | 1998-05-05 | Diversey Lever Inc. | Lubricant compositions |
DE19846991A1 (de) * | 1998-10-13 | 2000-04-20 | Bactria Gmbh & Co Kg Industrie | Kettenschmiermittel für Förder- und Transportanlagen |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4444598A1 (de) * | 1994-12-14 | 1996-06-20 | Laporte Gmbh | Komplexbildnerfreie Schmiermittelzusammensetzung auf Seifenbasis |
-
2002
- 2002-10-24 ES ES200202458A patent/ES2206052B1/es not_active Expired - Fee Related
-
2003
- 2003-10-09 WO PCT/EP2003/011149 patent/WO2004037960A1/en not_active Application Discontinuation
- 2003-10-09 AU AU2003267440A patent/AU2003267440A1/en not_active Abandoned
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0044458A1 (de) * | 1980-07-18 | 1982-01-27 | Unilever N.V. | Schmiermittelzusammensetzung |
US4895668A (en) * | 1986-02-18 | 1990-01-23 | Diversey Corporation | Carboxylated surfactant-containing lubricants, production and use |
DE4244536A1 (de) * | 1992-12-30 | 1994-07-07 | Cleanso Hygiene Gmbh | Schmiermittel für Flaschentransportbänder, Verfahren zum Schmieren von Flaschentransportbändern sowie die Verwendung des Schmiermittels |
US5747431A (en) * | 1994-01-12 | 1998-05-05 | Diversey Lever Inc. | Lubricant compositions |
DE19846991A1 (de) * | 1998-10-13 | 2000-04-20 | Bactria Gmbh & Co Kg Industrie | Kettenschmiermittel für Förder- und Transportanlagen |
Cited By (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1840196A1 (de) * | 2006-03-31 | 2007-10-03 | KAO CHEMICALS GmbH | Schmiermittelzusammensetzung |
WO2007112917A2 (en) * | 2006-03-31 | 2007-10-11 | Kao Chemicals Gmbh | Lubricant composition |
WO2007112917A3 (en) * | 2006-03-31 | 2007-11-22 | Kao Chemicals Gmbh | Lubricant composition |
US20100286009A1 (en) * | 2006-03-31 | 2010-11-11 | Kao Chemicals Gmbh | Lubricant Composition |
US8802605B2 (en) | 2009-08-07 | 2014-08-12 | Basf Se | Lubricant composition |
US9340745B2 (en) | 2009-08-07 | 2016-05-17 | Basf Se | Lubricant composition |
EP2891701A1 (de) * | 2009-08-18 | 2015-07-08 | The Lubrizol Corporation | Schmiermittelzusammensetzung mit einem Korrosionsinhibotor |
US8802606B2 (en) | 2010-08-06 | 2014-08-12 | Basf Se | Lubricant composition having improved antiwear properties |
US20210054302A1 (en) * | 2010-09-24 | 2021-02-25 | Ecolab Usa Inc. | Conveyor lubricants including emulsions and methods employing them |
US11396708B2 (en) * | 2018-10-11 | 2022-07-26 | Master Chemical Corporation | Water soluble metalworking concentrate |
WO2021074547A1 (fr) | 2019-10-18 | 2021-04-22 | Arkema France | Alcoxylats à pouvoir hydrotrope amélioré |
WO2021074545A1 (fr) | 2019-10-18 | 2021-04-22 | Arkema France | Tensio-actifs à faible pouvoir moussant |
WO2021074544A1 (fr) | 2019-10-18 | 2021-04-22 | Arkema France | Alcools alcoxylés et coiffés |
FR3102177A1 (fr) | 2019-10-18 | 2021-04-23 | Arkema France | Alcools alcoxylés et coiffés |
FR3102174A1 (fr) | 2019-10-18 | 2021-04-23 | Arkema France | Alcoxylats à pouvoir hydrotrope amélioré |
FR3102173A1 (fr) | 2019-10-18 | 2021-04-23 | Arkema France | Tensio-actifs à faible pouvoir moussant |
CN114585717A (zh) * | 2019-10-18 | 2022-06-03 | 阿科玛法国公司 | 经封端的烷氧基化的醇 |
Also Published As
Publication number | Publication date |
---|---|
AU2003267440A1 (en) | 2004-05-13 |
ES2206052B1 (es) | 2005-05-01 |
ES2206052A1 (es) | 2004-05-01 |
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