EP0258400B1 - Fluide fonctionnel avec epoxydes de borate, solubilisants carboxyliques, sels de zinc et complexes de calcium - Google Patents
Fluide fonctionnel avec epoxydes de borate, solubilisants carboxyliques, sels de zinc et complexes de calcium Download PDFInfo
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- EP0258400B1 EP0258400B1 EP87901888A EP87901888A EP0258400B1 EP 0258400 B1 EP0258400 B1 EP 0258400B1 EP 87901888 A EP87901888 A EP 87901888A EP 87901888 A EP87901888 A EP 87901888A EP 0258400 B1 EP0258400 B1 EP 0258400B1
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- C10N2040/42—Flashing oils or marking oils
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Definitions
- a functional fluid is a term which encompasses a variety of fluids including but not limited to tractor fluids, automatic transmission fluids, manual transmission fluids, hydraulic fluids, power steering fluids, fluids related to power train components and fluids which have the ability to act in various different capacities. It should be noted that within each of these fluids such as, for example, automatic transmission fluids, there are a variety of different types of fluids due to the various transmissions having different designs which have led to the need for fluids of markedly different functional characteristics.
- One type of functional fluid is generally known as a tractor fluid which can be used in connection with various types of tractor equipment in order to provide for the operation of the transmission, gears, bearings, hydraulics, power steering, mechanical power take off and oil immersed brakes of the tractor.
- a functional fluid such as a tractor fluid
- a functional fluid such as a tractor fluid
- a tractor fluid must act as a lubricant, a power transfer means and a heat transfer means.
- Tractor fluids have a number of important specific characteristics which provide for their ability to operate within tractor equipment. Such characteristics include the ability to provide proper frictional properties for preventing wet brake chatter of oil immersed brakes while simultaneously providing the ability to actuate wet brakes and provide power take-off (PTO) clutch performance.
- a tractor fluid must provide sufficient antiwear and extreme pressure properties as well as water tolerance/filterability capabilities.
- the extreme pressure (EP) properties of tractor fluids are demonstrated by the ability of the fluid to pass a spiral bevel test as well as a straight spur gear test.
- the tractor fluid must pass wet brake chatter tests as well as provide adequate wet brake capacity when used in oil immersed disk brakes which are comprised of a bronze, graphitic compositions and asbestos.
- the tractor fluid must demonstrate its ability to provide friction retention for power shift transmission clutches such as those clutches which include graphitic and bronze clutches.
- U.S. Patent 4,410,438 discloses a lubricant and liquid fuel composition which includes borated epoxides which are indicated as being useful in fluids such as heat exchange fluids, transmission fluids, and hydraulic fluids.
- U.S. Patent 3,933,659 discloses a functional fluid for lubricating oil compositions which is comprised of a major amount of an oil of lubricating viscosity and an effective amount of an additive.
- the additive includes effective amounts of an alkaline succinimide, a group II metal salt of a dihydrocarbyldithiophosphoric acid, a basic sulfurized alkaline earth metal alkyl phenate and a component which is a fatty acid ester, fatty acid amide or fatty acid amine or mixtures thereof.
- the patent indicates that the lubricating compositions are useful as functional fluids in systems requiring fluid coupling, hydraulic fluid and/or lubrication of relatively moving parts.
- the lubricating compositions are indicated as being useful as the functional fluid in automatic transmissions and particularly in the automatic transmissions of passenger automobiles.
- U.S. Patent 4,116,877 discloses an elastomer compatible seal swell additive.
- the additive may be used in connection with automatic transmission, power transmission fluids and hydraulic steering fluids.
- the fluid is a mineral lubricating base oil which includes an oil-soluble bis(hydrocarbyl) phosphite ester and an oil-soluble hydrocarbyl substituted phenol wherein a specific weight ratio is maintained with respect to the phosphite and phenol.
- the patent indicates that the inclusion of these particular additive compounds in the particularly disclosed ratio provides enhanced elastomer compatibility to the fluid.
- British Patent 1,440,261 discloses a composition for reducing the noise in the wet braking systems of tractors.
- the fluid was comprised of a lubricant oil, and a detergent or dispersant mixed with stearic acid.
- the composition indicated that it also included alkylene polyamine dispersants, calcium and barium sulfonates and phenates, antiwear-antioxidants and oleic acid.
- a functional fluid comprising: a major amount of up to 99.5 percent by weight of a hydrocarbon oil and a minor amount, sufficient to improve characteristics of the fluid, of an additive comprising: a calcium salt present in an amount of from 0.5 percent to 5.5 percent by weight; an extreme pressure/antiwear agent in the form of a zinc dithiophosphate present in an amount of 1 percent to 4 percent by weight; a borated epoxide present in an amount of 0.1 percent to 1.5 percent by weight; and a carboxylic solubilizer present in an amount of 0.1 percent to 1 percent by weight in the form of a reaction product of polybutenyl succinic anhydride with N,N-diethylethanolamine at a molar ratio of about 1:2; wherein the percentages are all based on the weight of fluid.
- a functional fluid especially in the form of a tractor fluid, is described herein which comprises a major amount of a hydrocarbon oil and a minor amount, sufficient to improve characteristics (e.g.) lubricant ability, power transfer means ability, and heat transfer means ability) of the fluid of an additive.
- the additive includes four essential ingredients which are each present in an amount sufficient to improve characteristics as indicated above and may include other components to enhance these characteristics or to provide even further desirable characteristics to the fluid.
- the additive necessarily includes a calcium salt, an EP/antiwear agent in the form of a zinc dithiophosphate salt, a borated epoxide and a carboxylic solubilizer in the form of a reaction product of a polybutenyl succinic anhydride with N,N-diethylethanolamine at a molar ratio of about 1:2.
- Preferred amounts and ranges with respect to the additive and the four essential components are described below. However, since the additive may be used in a number of different types of fluids, these preferred amounts might vary and might also vary somewhat due to other components and their amounts.
- a functional fluid possessing a wide variety of different functional characteristics especially when used as a tractor fluid to provide a functional fluid capable of passing a wide variety of different tests with respect to characteristics such as EP/antiwear characteristics, water tolerance, brake capacity and chatter and filterability; to simultaneously provide improved performance in the areas of improved low temperature fluidity/filterability, EP/antiwear performance, friction improving properties, wet brake chatter suppression, and capacity with respect to actuating hydraulics, transmissions, power steering and braking without harming performance in other areas; to increase performance with respect to EP/antiwear performance without having an undesirable effect on corrosion testing and transmission performance; to provide improved water tolerance by including surfactants while not limiting EP performance; to provide a functional fluid capable of passing a wide variety of different tests with respect to characteristics such as frictional characteristics, low temperature fluidity, seal swell characteristics, antifoaming characteristics, antioxidation characteristics and EP protection as demonstrated by spiral bevel and straight spur gear testing; to provide a sufficient power steering performance while simultaneously providing sufficient
- the present invention may be produced and sold in the form of a functional fluid final product which can be included in various mechanical devices such as tractors.
- the invention is generally produced in the form of a concentrate which is then substantially diluted within a hydrocarbon oil to form the final fluid.
- the concentrate itself is made up of various components which are themselves often contained within an oil of some type, i.e., a diluent or "dil" oil. This should be kept in mind with respect to the percentage parts by weight of the components present within the functional fluid.
- the parts by weight mentioned with respect to the amount of each of the components present within the functional fluid is the parts by weight of the active chemical, and not that component as it might be added in combination with its "dil" oil.
- the four essential components of the present functional fluid are: (1) calcium salt; (2) antiwear agent in the form of a zinc dithiophosphate salt; (3) borated epoxide; (4) carboxylic solubilizer.
- Each of these four components as well as other components which are preferably present in the functional fluid of the invention will now be described in detail. It should be pointed out that none of these components themselves are per se novel compounds. However, the presence of these compounds in combination with each other does provide a novel functional fluid which provides improved characteristics not before obtainable.
- metal salts have been disclosed and have been indicated as being especially valuable due to their detergent or dispersant properties and their ability to neutralize undesirable acid bodies formed in lubricants during the operation of the engine or device in which the lubricant is included.
- Such metal salts are generally in the form of overbased and/or neutral complexes with high molecular weight aliphatic carboxylic acids, sulfonic acids, anhydrides, esters, amides, imides or salts. These overbased complexes may be used as additives in lubricating oils, gasoline or other organic materials.
- Overbased complexes in general are disclosed within U.S. Patent 3,714,042 which discloses for purposes of disclosing calcium salts and calcium salt complexes which might be used in connection with the present invention.
- the present inventors have found that although numerous other types of metal salts and metal salt complexes are generally used in the art, only calcium salts and calcium salt complexes provide the desirable characteristics of the functional fluid of the present invention. Further, it has now been found that it is preferable to include overbased and/or neutral calcium complexes in the form of overbased and/or neutral calcium sulfonates, overbased and/or neutral calcium sulfonate-carboxylates and overbased calcium carboxylates.
- a mixture of overbased carbonated calcium complexes useful in connection with the functional fluid of the present invention can be formed by carbonating an oil soluble sulfonic acid (e.g. sulfonic acids of the type comprising petroleum sulfonates, sulfonated alkyl benzenes, etc.) alone or in combination with a calcium alkyl phenate, a mixture of lower alcohols and an excess of lime.
- the oil soluble sulfonic acid or mixture of acids and calcium alkyl phenate are overbased by the use of the lime. At this point an overbased carbonated calcium complex has been formed.
- Such a complex can be used in connection with the present invention.
- overbased calcium complex used in connection with the present invention may be used in combination with other similar compounds, e.g., including calcium sulfonates which are combined with calcium phenates.
- This component of the invention is likely to contain a mixture of neutral and overbased salt complexes.
- complex refers to basic metal salts which contain metal in an amount in excess of that present in a neutral or normal metal salt.
- metal ratio characterizing a complex is thus the ratio of the total equivalents of metal to the equivalents of metal in the form of neutral or normal metal.
- base number of the complex is the number of milligrams of KOH to which one gram of the complex is equivalent as measured by titration.
- the "base number" of the calcium complexes used in connection with the present invention varies over a range of from about 0 to about 500 TBN.
- the base number of the calcium complex is preferably in the range of from about 200 to about 400 and more preferably about 300.
- the metal salt complex must include some calcium metal salt complex. However, there may also be present other metal salt complexes and there may be present calcium salts which are not "overbased.”
- a useful calcium complex for use in connection with the present invention could be prepared by the following procedure: To 950 grams of a solution of a basic, carbonated calcium salt of an alkylated benzene sulfonic acid (average molecular weight 385) in mineral oil (base number about 300, calcium--12.0 percent and sulfur--1.4 percent) there is added 50 grams polyisobutene (molecular weight 1000)--substituted succinic anhydride post treatment (having a saponification number of 100) at 25°C. Mixture is stirred for 0.65 hours at 55°-57°C and then at 152°-153°C for 0.5 hours and filtered at 150°C. The filtrate has a base number of about 300 and contains 53 percent of mineral oil.
- the calcium salts complexes preferably used in connection with the present invention are useful in providing improved characteristics in areas such as dispersancy and antirust and as used in a tractor fluid is present in an amount of about 0.5 to about 5.5 parts by weight based on the weight of the fluid.
- the EP/antiwear agent used in connection with the present invention is in the form of a zinc dithiophosphate.
- zinc dithiophosphate type antiwear agents work particularly well in connection with the other components to obtain the desired characteristics.
- Particularly useful zinc dithiophosphate antiwear agents are disclosed within U.S. Patent 4,263,150 which discloses preferred zinc dithiophosphates.
- salts of dialkylphosphorodithioic acids which are treated with phosphites and/or olefins work particularly well in connection with the present invention. More specifically, treating such salts or their acid precursors with a triaryl phosphite, and specifically, triphenyl phosphite, provide results which work particularly well in connection with the functional fluid and particularly the tractor fluid of the present invention.
- the treated zinc salts have a reduced tendency to stain and corrode the metal parts that they are used in connection with. Specifically, such treated zinc salts or acid precursors are much less likely to stain or corrode copper parts.
- an antiwear agent useful in connection with the present invention can be prepared by the following method:
- Triphenylphosphite is heated with a zinc dialkylphosphorodithioate or a mixed zinc salt of a dialkylphosphorodithioic acid and a carboxylic acid.
- the dialkylphosphorodithioic acid used in the preparation of the zinc salt is itself prepared by the reaction of at least one alcohol with phosphorus pentasulfide which contains a stoichiometric excess of sulfur.
- the zinc dithiophosphate component of the present invention is added in an amount sufficient to improve antiwear properties of the fluid and as used in a tractor fluid is present in an amount of about 1 percent to about 4 percent by weight based on the weight of the fluid.
- borated epoxides work particularly well in combination with the other components described herein to provide a functional fluid with improved characteristics.
- Such borated epoxides are obtained by reacting an epoxide of the general structural formula: wherein R, R', R2 and R3 are hydrogen or a C8 ⁇ 30 Hydrocarbyl group, at least one of which is hydrocarbyl, with boric acid, boric oxide or an alkyl borate of the formula (RO) x B(OH) y wherein x is 1 to 3 and y is 0 to 2, there sum being 3, or boric oxide and R is an alkyl group containing 1 to 6 carbon atoms.
- Such borated epoxide compounds are disclosed within U.S. Patent 4,410,438.
- One preferred borated epoxide is obtained as the result of reacting boric acid with a 1,2-epoxide mixture with the epoxide containing about 16 carbon atoms.
- borated epoxide useful in connection with the present invention by including 1,2-epoxide hexadecane in combination with boric acid.
- the mixture is heated to about 180°C in the presence of water and toluene.
- the reaction may be carried out in the presence of a diluent oil.
- the resulting product is a borated epoxide compound which is useful in connection with the functional fluid of the present invention.
- the borated epoxide is present in an amount sufficient to provide the fluid with an ability to pass fluid related tests and for a tractor fluid is present in an amount of about 0.1 percent to about 1.5 percent by weight based on the weight of the fluid.
- the fourth essential component of the present functional fluid is a carboxylic solubilizer.
- This component is capable of interacting with other components in such a manner so as to provide a microemulsion of water particles so as to provide improved water tolerance and filterability.
- the carboxylic solubilizer component is present in sufficient amount so as to provide these characteristics, i.e., improved water tolerance and filterability, and for a tractor fluid is about 0.1 percent to about 1 percent by weight based on the weight of the fluid.
- Preferred examples of such carboxylic solubilizers are disclosed within U.S Patent 4,435,297.
- the carboxylic solubilizers used in connection with the present functional fluid are nitrogen-containing phosphorus-free carboxylic acid derivatives. These derivatives are made by reacting an acylating agent with an alkanol tertiary monoamine. It has now been found that particular solubilizing agents work particularly well in connection with functional fluids and especially those functional fluids useful as tractor fluids.
- the carboxylic solubilizer used in the present invention is the product of a reaction of polybutylene succinic anhydride with N,N-diethylethanolamine at a molar ratio of 1:2. The resulting product is predominantly an ester-salt and contains a small amount of diester. Further, the product may contain small amounts of free unreacted polybutylene and trace amounts of maleic anhydride reacted with N,N-diethylethanolamine.
- the carboxylic solubilizer is preferably obtained by the reaction at a temperature in the range of about 30°C to the decomposition temperature of one or more of the reacting components of (A) the carboxylic acid acylating agent with (B) the alkanol tertiary monoamine.
- the present functional fluid preferably includes a viscosity improving agent and an antifoaming agent.
- a viscosity improving agent and an antifoaming agent.
- the type and amount of each component is adjusted depending on factors such as the temperature of operation, the desired viscosity and amount of aggitation the fluid is subjected to and the amount of foaming permitted. Since a functional fluid is likely to be utilized in equipment over a wide temperature range, the inclusion of the viscosity improving agent in order to aid in the regulation of the viscosity of the fluid is highly desirable.
- the viscosity improver is generally present in an amount of about 0.5 to about 8 percent by weight based on the weight of the fluid.
- an antifoaming agent is highly desirable in order to reduce and/or eliminate foaming which could create problems with the mechanical operation of the device the fluid is used in connection with.
- the antifoaming agent is generally present in an amount of about 0.005 to about 0.08 parts by weight based on the weight of the fluid.
- Some useful viscosity index improvers include well-known polymethacrylate compounds, hydrogenated styrene-butydiene viscosity improvers and styrene-malan copolymers.
- a useful antifoaming agent includes a combination of about 90 percent by weight of kerosene and about 10 percent by weight of a silicone agent (DC 200, VIS 30,000 cSt at 25°C).
- the functional fluid of the present invention can be in the form of various specific types of functional fluids such as hydraulic/transmission fluids, brake fluids, power steering fluids and tractor fluids, the precise composition of which might vary slightly.
- the precise composition of such fluids can be formulated by those skilled in the art upon reading the present disclosure and considering the characteristics of the fluid which are effected by the components and the amount ranges disclosed.
- the four essential components in the form of active chemicals are present within the hydrocarbon oil in an amount in the range of about 0.5 percent to about 19.5 percent by weight based on the total weight of the functional fluid of the invention. Accordingly, the hydrocarbon oil is present in the amount in the range of about 81.5 percent to about 99.5 percent based on the total weight of the functional fluid.
- the four essential components of the present invention could be included by themselves or in combination with other components within a concentrate.
- the concentrate could contain from about 1 percent to about 99 weight percent of the active chemical with the remainder of the concentrate comprising a hydrocarbon oil.
- the hydrocarbon oil is generally present in an amount in the range of about 81.5 weight percent to about 99.5 weight percent.
- the individual essential components of the tractor fluid are present in the following amounts: the calcium salt is present in an amount of about 0.5 weight percent to about 5.5 weight percent; the EP/antiwear agent is present in an amount of about 1 percent to about 4 weight percent; the borated epoxide is present in amount of about 0.1 percent to about 1.5 weight percent and the carboxylic solubilizer is present in the amount of about 0.1 percent to about 1 weight percent, with all of the amounts being based on parts by weight of the active chemical in the tractor fluid as a whole.
- the calcium salt is present in an amount of about 1.41 weight percent or about 3 percent with its diluent oil.
- the EP/antiwear agent is present in an amount of about 1.7 weight percent; the borated epoxide is present in an amount of about 0.5 weight percent and the carboxylic solubilizer is present in an amount of about 0.25 weight percent of active chemical based on the weight of the tractor fluid as a whole.
- the actual component utilized might be a calcium sulfonate complex which has been overbased with a calcium compound and then treated with polyisobutylene succinic acid or anhydride having a molecular weight in the range of from about 700 to about 5,000.
- the zinc dithiophosphate this component might be a mixture of zinc salts of bis(2-ethylhexyl)dithiophosphate and 2-ethylhexyl carboxylic acid treated with triphenylphosphite.
- This salt is preferably combined with a stoichiometric excess of zinc, i.e., the salt is preferably over-zinced including about 1.2 to about 1.4 stoichiometric equivalents of zinc.
- the borated epoxide may be a product obtained as a result of the reaction of boric acid with 1,2-epoxide containing about 16 carbon atoms.
- the carboxylic solubilizer is the product obtained as a result of a reaction of polybutenyl succinic anhydride with N,N-diethylethanolamine at a molar ratio of about 1:2.
- these formulations may include other components depending upon its desired end use.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Claims (6)
- Fluide fonctionnel comprenant:
une quantité principale allant jusqu'à 99,5 pourcent en poids d'une huile hydrocarbonée et une petite quantité, suffisante pour améliorer les caractéristiques du fluide, d'un additif comprenant:
un sel de calcium présent en une quantité de 0,5 pourcent à 5,5 pourcent en poids;
un agent de pression extrême/antiusure sous la forme d'un dithiophosphate de zinc présent en une quantité de 1 pourcent à 4 pourcent en poids;
un époxyde boraté présent en une quantité de 0,1 pourcent à 1,5 pourcent en poids; et
un agent de solubilisation carboxylique présent en une quantité de 0,1 pourcent à 1 pourcent en poids sous la forme d'un produit obtenu par la réaction d'anhydride polybutényl-succinique avec de la N,N-diéthyléthanolamine à un rapport molaire d'environ 1:2;
dans lequel les pourcentages sont tous par rapport au poids du fluide. - Fluide fonctionnel selon la revendication 1, dans lequel le sel de calcium est un complexe de sel de sulfonate de calcium qui a été surdosé avec un composé de calcium et ensuite traité avec un acide ou anhydride polyisobutylénylsuccinique ayant une masse moléculaire dans la gamme de 700 à 5 000.
- Fluide fonctionnel selon la revendication 1 ou 2, dans lequel l'époxyde boraté est obtenu comme résultat de la réaction de l'acide borique avec un 1,2-époxyde contenant 16 atomes de carbone.
- Fluide fonctionnel selon l'une quelconque des revendications précédentes, dans lequel l'agent de pression extrême/antiusure est sous la forme d'un mélange de sels de zinc de bis(2-éthylhexyl)dithiophosphate et d'acide 2-éthylhexanoïque traité avec le triphényle phosphite.
- Fluide fonctionnel selon l'une quelconque des revendications précédentes, dans lequel l'additif est présent en une quantité de 0,5 pourcent à 19,5 pourcent en poids du fluide.
- Procédé pour la préparation d'un fluide fonctionnel qui comprend la combinaison:
d'une quantité principale allant jusqu'à 99,5 pourcent en poids d'une huile hydrocarbonée et une petite quantité, suffisante pour améliorer les caractéristiques du fluide, d'un additif comprenant:
un sel de calcium présent en une quantité de 0,5 pourcent à 5,5 pourcent en poids;
un agent de pression extrême/antiusure sous la forme d'un dithiophosphate de zinc présent en une quantité de 1 pourcent à 4 pourcent en poids;
un époxyde boraté présent en une quantité de 0,1 pourcent à 1,5 pourcent en poids; et
un agent de solubilisation carboxylique présent en une quantité de 0,1 pourcent à 1 pourcent en poids sous la forme d'un produit obtenu par la réaction d'anhydride polybutényle succinique avec de la N,N-diéthyléthanolamine à un rapport molaire d'environ 1:2;
dans lequel les pourcentages sont tous par rapport au poids du fluide.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT87901888T ATE89031T1 (de) | 1986-02-19 | 1987-02-12 | Funktionelle fluessigkeit, welche borierte epoxide, karboxylierte loesungshilfsmittel, zinksalze und kalzium-komplexe enthaelt. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US83102186A | 1986-02-19 | 1986-02-19 | |
US831021 | 1986-02-19 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0258400A1 EP0258400A1 (fr) | 1988-03-09 |
EP0258400B1 true EP0258400B1 (fr) | 1993-05-05 |
Family
ID=25258118
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87901888A Expired - Lifetime EP0258400B1 (fr) | 1986-02-19 | 1987-02-12 | Fluide fonctionnel avec epoxydes de borate, solubilisants carboxyliques, sels de zinc et complexes de calcium |
Country Status (12)
Country | Link |
---|---|
EP (1) | EP0258400B1 (fr) |
JP (2) | JP2701858B2 (fr) |
CN (1) | CN1007821B (fr) |
AT (1) | ATE89031T1 (fr) |
AU (1) | AU597345B2 (fr) |
CA (1) | CA1288761C (fr) |
DK (1) | DK538687D0 (fr) |
ES (1) | ES2001826A6 (fr) |
IN (1) | IN168302B (fr) |
MX (1) | MX168031B (fr) |
WO (1) | WO1987005046A1 (fr) |
ZA (1) | ZA87841B (fr) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IN168302B (fr) * | 1986-02-19 | 1991-03-09 | Lubrizol Corp | |
BR8707553A (pt) * | 1986-11-18 | 1989-03-14 | Lubrizol Corp | Metodo para aperfeicoar as propriedades de tolerancia a agua de um fluido funcional,composicao de fluido funcional e processo para produzir uma composicao adaptada para uso como um fluido funcional |
DE4008262A1 (de) * | 1990-03-15 | 1991-09-19 | Bayer Ag | Verfahren zur herstellung lagerstabiler farbstoffloesungen |
US5342563A (en) * | 1991-11-22 | 1994-08-30 | The Lubrizol Corporation | Methods of preparing sintered shapes and green bodies used therein |
AU2220292A (en) * | 1992-06-04 | 1993-12-30 | Lubrizol Corporation, The | Functional fluid with borated epoxides, carboxylic solubilizers, zinc salts, calcium complexes and sulfurized compositions |
US6482778B2 (en) * | 1999-08-11 | 2002-11-19 | Ethyl Corporation | Zinc and phosphorus containing transmission fluids having enhanced performance capabilities |
US6399548B1 (en) † | 2000-09-22 | 2002-06-04 | Chevron Oronite Company Llc | Functional fluids |
US20100144571A1 (en) | 2005-06-29 | 2010-06-10 | Shinichi Shirahama | Base oil for hydraulic oil and composition using the same |
KR102475296B1 (ko) | 2020-07-21 | 2022-12-06 | 디엘케미칼 주식회사 | 고무배합용 폴리부텐 유도체 및 이를 포함하는 고무 조성물 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0081954A1 (fr) * | 1981-12-11 | 1983-06-22 | Mobil Oil Corporation | Epoxides boratés et huiles lubrifiantes et combustibles les contenant |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3714042A (en) * | 1969-03-27 | 1973-01-30 | Lubrizol Corp | Treated overbased complexes |
GB1525632A (en) * | 1975-02-14 | 1978-09-20 | Exxon Research Engineering Co | Lubricating and petroleum fuel oil compositions |
US4435297A (en) * | 1978-09-27 | 1984-03-06 | The Lubrizol Corporation | Carboxylic acid derivatives of alkanol tertiary monoamines |
US4329249A (en) * | 1978-09-27 | 1982-05-11 | The Lubrizol Corporation | Carboxylic acid derivatives of alkanol tertiary monoamines and lubricants or functional fluids containing the same |
US4263150A (en) * | 1979-06-11 | 1981-04-21 | The Lubrizol Corporation | Phosphite treatment of phosphorus acid salts and compositions produced thereby |
CA1188704A (fr) * | 1981-05-26 | 1985-06-11 | Kirk E. Davis | Compositions a teneur de bore destinees a servir d'additifs pour lubrifiants |
JPS57200496A (en) * | 1981-05-26 | 1982-12-08 | Lubrizol Corp | Manufacture of boron-containing composition and boron-containing composition, additive condensate and lubricant composition |
ZA834111B (en) * | 1982-06-08 | 1984-03-28 | Exxon Research Engineering Co | Lubricating oil composition |
IN168302B (fr) * | 1986-02-19 | 1991-03-09 | Lubrizol Corp |
-
1986
- 1986-12-17 IN IN1111/DEL/86A patent/IN168302B/en unknown
-
1987
- 1987-02-04 ES ES8700262A patent/ES2001826A6/es not_active Expired
- 1987-02-05 ZA ZA87841A patent/ZA87841B/xx unknown
- 1987-02-06 MX MX005168A patent/MX168031B/es unknown
- 1987-02-10 CN CN87100657A patent/CN1007821B/zh not_active Expired
- 1987-02-12 AT AT87901888T patent/ATE89031T1/de not_active IP Right Cessation
- 1987-02-12 JP JP62501562A patent/JP2701858B2/ja not_active Expired - Fee Related
- 1987-02-12 EP EP87901888A patent/EP0258400B1/fr not_active Expired - Lifetime
- 1987-02-12 AU AU70810/87A patent/AU597345B2/en not_active Ceased
- 1987-02-12 WO PCT/US1987/000324 patent/WO1987005046A1/fr active IP Right Grant
- 1987-02-18 CA CA000530009A patent/CA1288761C/fr not_active Expired - Fee Related
- 1987-10-15 DK DK538687A patent/DK538687D0/da not_active Application Discontinuation
-
1996
- 1996-09-30 JP JP8259208A patent/JPH09165590A/ja active Pending
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0081954A1 (fr) * | 1981-12-11 | 1983-06-22 | Mobil Oil Corporation | Epoxides boratés et huiles lubrifiantes et combustibles les contenant |
Also Published As
Publication number | Publication date |
---|---|
DK538687A (da) | 1987-10-15 |
MX168031B (es) | 1993-04-29 |
ATE89031T1 (de) | 1993-05-15 |
JPS63502598A (ja) | 1988-09-29 |
CN1007821B (zh) | 1990-05-02 |
ZA87841B (en) | 1987-09-30 |
CN87100657A (zh) | 1987-09-23 |
WO1987005046A1 (fr) | 1987-08-27 |
IN168302B (fr) | 1991-03-09 |
CA1288761C (fr) | 1991-09-10 |
JPH09165590A (ja) | 1997-06-24 |
JP2701858B2 (ja) | 1998-01-21 |
DK538687D0 (da) | 1987-10-15 |
EP0258400A1 (fr) | 1988-03-09 |
ES2001826A6 (es) | 1988-06-16 |
AU597345B2 (en) | 1990-05-31 |
AU7081087A (en) | 1987-09-09 |
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