EP1257340A1 - Agent antimousse pour hydrocarbures liquides ii - Google Patents

Agent antimousse pour hydrocarbures liquides ii

Info

Publication number
EP1257340A1
EP1257340A1 EP01911600A EP01911600A EP1257340A1 EP 1257340 A1 EP1257340 A1 EP 1257340A1 EP 01911600 A EP01911600 A EP 01911600A EP 01911600 A EP01911600 A EP 01911600A EP 1257340 A1 EP1257340 A1 EP 1257340A1
Authority
EP
European Patent Office
Prior art keywords
formula
liquid hydrocarbons
ppm
use according
compounds
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.)
Withdrawn
Application number
EP01911600A
Other languages
German (de)
English (en)
Inventor
Benoit Abribat
David Herault
Frank Bongardt
Achim Pfeiffer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Personal Care and Nutrition GmbH
Original Assignee
Cognis Deutschland GmbH and Co KG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Cognis Deutschland GmbH and Co KG filed Critical Cognis Deutschland GmbH and Co KG
Publication of EP1257340A1 publication Critical patent/EP1257340A1/fr
Withdrawn legal-status Critical Current

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
    • C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
    • C10M171/004—Foam inhibited lubricant compositions
    • 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

Definitions

  • the present application relates to the use of liquid esters for defoaming liquid hydrocarbons, a process for defoaming liquid hydrocarbons and additives for defoaming liquid hydrocarbons.
  • additives are, for example, oxidation inhibitors, viscosity index improvers, pour point depressants, detergents and dispersing aids, high-pressure additives (HP additives), friction coefficients and defoamers.
  • HP additives high-pressure additives
  • foaming lubricants are normally solved by incorporating foam inhibitors, for example low molecular weight silicone oils or alkyl polyacrylates, into the lubricants.
  • foam inhibitors for example low molecular weight silicone oils or alkyl polyacrylates
  • Low molecular weight silicone oils such as polydimethylsiloxanes, flurosilicones or silicone glycols are preferably used for this use.
  • Silicones have the disadvantage that, in the case of organic liquids which are subsequently subject to combustion, the reaction of the organosilicone polymer with oxygen leads to the formation of silicon oxides which, on the one hand, are finely divided and represent environmental pollution and on the other hand cause problems with filters and catalysts in the lubrication System. This problem occurs particularly in the automotive sector or in internal combustion engines.
  • defoamers for lubricants for example in gearboxes, must maintain their effect over a wide temperature range, often up to 80 ° C or 100 ° C.
  • the object of the present invention was to find suitable defoamers for liquid hydrocarbons which do not have the disadvantages shown above.
  • a defoaming effect of the order of magnitude of the known silicone defoamers should be achieved without the risk of solid particles being formed during combustion. It was also required that the defoamer effect be retained over a wide temperature range.
  • a first object of the present invention relates to the use of esters of the general formula (I) which are liquid at room temperature
  • R 'and R independently of one another represent saturated or unsaturated, linear or branched alkyl radicals having 6 to 16 carbon atoms as defoamers for liquid hydrocarbons.
  • These esters are compounds known per se which can be synthesized by known processes in organic chemistry
  • saturated or unsaturated monoalcohols of the preferred chain length C6 to C16 are esterified with monovalent, saturated or unsaturated carboxylic acids of chain length C6 to C16, preferably C8 to C12, for example in the presence of acidic catalysts -, Lauryl, myristyl, palmityl and stearyl alcohol
  • Suitable unsaturated alcohols are, for example, oleyl alcohol, elaidyl alcohol, ricinol alcohol, linoeyl alcohol or linolenyl alcohol.
  • Suitable Examples of monocarboxylic acids are capronic, caprylic, pelargonic, capric, lauric, myristic, palmitic and stearic acids.
  • Suitable unsaturated acids are lauroleic, myristoleic, palmitoleic, petroselinic, petroseladinic, oleic, eladic, ricinoleic and linoleic or linolenic and linoaidic acid. It has been shown that esters of the formula (I) in which at least one alkyl radical R or R 'is mono- or poly-olefinically unsaturated is preferred.
  • Esters of the formula (I) in which both alkyl radicals R 1 and R "are mono- and / or polyunsaturated are particularly preferred. Furthermore, it may be preferred that both radicals R 'and R" have the same chain length, that is to say they contain symmetrical compounds become. In this context, octyl octanoate is particularly preferred as a defoamer. In the context of the present application, the term defoamer is used synonymously with the expression foam inhibitor or foam-preventing reagents. The effect of the present compound of formula (I) can be seen in the fact that the formation of foam is suppressed or foam which has already formed is broken down more quickly
  • the compounds of the formula (I) are added to liquid hydrocarbon amounts in amounts of from 1 to 5000 ppm, preferably from 1 to 3000 ppm and in particular from 1 to 2500 ppm (in each case based on the active substance of the formula (I).
  • the range from 500 is particularly preferred up to 2500 ppm and 1000 to 2500 ppm
  • the esters used according to the invention show a defoaming effect comparable to the known silicone compounds without their disadvantages, in particular the formation of solid particles.
  • esters used according to the invention are suitable for defoaming at room temperature (21 ° C.)
  • hydrocarbons is used broadly in the present application and includes not only petroleum refines, such as gasoline or diesel oil, but also base oils for lubricants in general, here both polymers of olefins, condensation products of olefins or chlorinated paraffins with aromatics, dechlorinated te condensates of chlorinated paraffins, but also polyethers, carboxylic acid esters, phosphoric acid esters, phosphonic acid esters and fluorinated compounds which are known to the skilled worker as lubricants.
  • the compounds of the formula (I) are preferably used for defoaming synthetic lubricants which contain ester oils.
  • the ester oils are compounds which are formed on the one hand on branched-chain primary alcohols and straight-chain dicarboxylic acids, on branched-chain monocarboxylic acids and straight-chain diols or polyalkylene glycols, on straight-chain primary alcohols and branched dicarboxylic acids or, in particular esters of neopentyl polyols with monols.
  • the alcohols required for the production of such ester oils are obtained by oxosynthesis or aldol condensation.
  • olefins are suitable for oxo synthesis, but tri or tetra propylene, diisobutene, mixed dimers of propylene and n-butene, and butenes or pentenes are preferred for later use of the alcohols as ester oil component.
  • the oxo alcohols are mixtures of isomers, the alcohols obtained by aldol condensation such as. B. esterified from n-butanal 2-ethylhexan-1-ol as a largely uniform compound.
  • the most important dicarboxylic acids are sebacin, adipic and azelaic acid.
  • Perlagonic acid which is obtained in addition to azelaic acid in the oxidation of oleic acid, is available as a monocarboxylic acid.
  • Sebacic acid is obtained by alkali cleavage of decinoleic acid.
  • the esters are formed from acid and alcohol in the presence of acidic catalysts and removal of the water formed by distillation Benzene or Toiuol manufactured. Of particular importance are the so-called complex esters, which are produced with the help of dicarboxylic acids, glycols (or polyglycols) and monocarboxylic acids or monoalcohols.
  • glycol and dicarboxylic acid are first esterified and, depending on the molar ratio of these two components, the end groups of this intermediate are reacted with either a monocarboxylic acid or a monoalcohol.
  • the complex esters have higher molecular masses than the simple esters and therefore a much higher basic viscosity. Further details on such compounds can be found, for example, in Ullmann's Encyclopedia of Industrial Chemistry, 4th edition, 1981, page 514 ff.
  • Suitable lubricants are perfluoropolyalkyl ethers, tetrahydrofuran polymer oils, polythioether oils, polyphenyl ethers, ethylene and propylene polymers, polybutenes and higher olefin polymers.
  • the present compounds of formula (I) are also suitable for defoaming mixtures of these various base oils.
  • the compounds of general formula (I) are added directly to the lubricant or hydrocarbon to be defoamed.
  • the hydrocarbons according to the present invention are generally anhydrous, i.e. H. they contain water in amounts of less than 1% by weight, preferably in the ppm range, here in particular less than 500 ppm. If diesel or gasoline are affected, hydrocarbons whose sulfur content is reduced are preferably suitable. The sulfur content of such hydrocarbons is preferably below 50 ppm, in particular in the range of less than 10 ppm.
  • the invention further relates to the combination of defoamers of the formula (I) with nonalkoxylated esters of polyols having 2 to 6 C atoms and 2 to 4 OH groups and saturated or unsaturated, linear or branched fatty acids having 8 to 24 C atoms , It has been observed that the use of such compounds can have a synergistic effect on the defoaming effect.
  • Triglycerides which are liquid at room temperature and are native, in particular of vegetable origin, are preferably suitable components. Examples are rapeseed oil, sunflower oil, soybean oil, coconut oil and castor oil.
  • the combination of defoamers of the formula (I) with solvents and the triglycerides is particularly preferred, and the use of alkoxylated alcohols may also be preferred.
  • the present invention further relates to additives for defoaming lubricants, the additives preferably comprising a) 1 to 99% by weight of a compound of the formula (I), b) 1 to 10% by weight of the polyol esters described above or preferably of triglycerides, and possibly further additives in amounts up to a maximum of 10% by weight. It is also possible and preferred to add to the additives according to the invention by adding further additives known in the lubricant sector, for example VI improvers, corrosion inhibitors, antioxidants, friction coefficients, HP additives, polymers, preferably vinyl polymers, etc., and in their performance to meet the respective requirements of adapt to practical use.
  • the present invention also relates to a process for defoaming liquid hydrocarbons, compounds of the formula (I) being added to the liquid hydrocarbons in amounts of 1 to 5000 ppm (active substance).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Dispersion Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Liquid Carbonaceous Fuels (AREA)

Abstract

L'invention concerne un procédé pour démousser des hydrocarbures liquides, selon lequel des esters liquides de formule générale (I) sont ajoutés, à température ambiante, auxdits hydrocarbures liquides, dans des quantités comprises entre 1 et 5.000 ppm. Dans cette formule, R' et R'' désignent indépendamment l'un de l'autre des restes alkyle saturés ou insaturés, linéaires ou ramifiés, ayant entre 6 et 16 atomes de C.
EP01911600A 2000-02-15 2001-02-06 Agent antimousse pour hydrocarbures liquides ii Withdrawn EP1257340A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10006624A DE10006624A1 (de) 2000-02-15 2000-02-15 Entschäumer für flüssige Kohlenwasserstoffe II
DE10006624 2000-02-15
PCT/EP2001/001240 WO2001060491A1 (fr) 2000-02-15 2001-02-06 Agent antimousse pour hydrocarbures liquides ii

Publications (1)

Publication Number Publication Date
EP1257340A1 true EP1257340A1 (fr) 2002-11-20

Family

ID=7630935

Family Applications (1)

Application Number Title Priority Date Filing Date
EP01911600A Withdrawn EP1257340A1 (fr) 2000-02-15 2001-02-06 Agent antimousse pour hydrocarbures liquides ii

Country Status (5)

Country Link
US (1) US20060178460A1 (fr)
EP (1) EP1257340A1 (fr)
CA (1) CA2400426A1 (fr)
DE (1) DE10006624A1 (fr)
WO (1) WO2001060491A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10662388B2 (en) * 2017-08-28 2020-05-26 Exxonmobil Chemical Patents Inc. Ester compounds, lubricating oil compositions containing same and processes for making same
EP4506049A1 (fr) * 2023-08-08 2025-02-12 Hindustan Petroleum Corporation Limited Formulation antimousse/démoussante

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL136029C (fr) * 1966-10-12
US4225456A (en) * 1978-11-06 1980-09-30 Diamond Shamrock Corporation Water-in-oil emulsion defoamer compositions, their preparation and use
DE3401695A1 (de) * 1984-01-19 1985-08-01 Basf Ag, 6700 Ludwigshafen Entschaeumer auf basis von oel-in-wasser-emulsionen
DE3601929A1 (de) * 1986-01-23 1987-07-30 Basf Ag Entschaeumer auf basis von oel-in-wasser-emulsionen
DE3607674A1 (de) * 1986-03-08 1987-09-17 Henkel Kgaa Verfahren zur herstellung eines entschaeumergemisches
DE3744593A1 (de) * 1987-12-31 1989-07-13 Basf Ag Entschaeumer auf basis von oel-in-wasser-emulsionen
US5766513A (en) * 1996-09-10 1998-06-16 Exxon Research And Engineering Company Antifoaming agents for lubricating oils (law455)

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0160491A1 *

Also Published As

Publication number Publication date
US20060178460A1 (en) 2006-08-10
DE10006624A1 (de) 2001-08-16
CA2400426A1 (fr) 2001-08-23
WO2001060491A1 (fr) 2001-08-23

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