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
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C43/00—Ethers; Compounds having groups, groups or groups
  • C07C43/02—Ethers
  • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
  • C07C43/04—Saturated ethers
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
  • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
  • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
  • C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
  • C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
  • C08G65/2609—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aliphatic hydroxyl groups
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
  • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
  • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
  • C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
  • C08G65/2645—Metals or compounds thereof, e.g. salts
  • C08G65/2648—Alkali metals or compounds thereof
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
  • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
  • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
  • C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
  • C08G65/2645—Metals or compounds thereof, e.g. salts
  • C08G65/2654—Aluminium or boron; Compounds thereof

Definitions

• This invention pertains to novel alpha oiefin oxide-capped polyether polyols which are particularly suitable for use as thickeners for aqueous systems, such as water-based hydraulic fluids.
• Water-soluble or water-dispersible thickeners of a variety of chemical types are used in aqueous liquids to increase their viscosity.
• efforts have been made to provide water-based hydraulic fluids of acceptable properties.
• polyether polyols have been suggested for used therein as thickeners.
• SUS Sabolt Universal Seconds
• the thickeners are polyether polyols which have been capped with an aliphatic alpha oiefin oxide containing from about 10 to about 30 carbon atoms.
• the polyether polyols which are capped are obtained by reacting ethylene oxide and a lower alkylene oxide having 3 to 4 carbon atoms with an active hydrogen compound which is a polyhydric alcohol to form a heteric or block copolymer.
• the reaction by which such copolymers may be capped may be illustrated as follows:
• the polyether polyols are first prepared by reacting ethylene oxide, at least one lower alkylene oxide having 3 to 4 carbon atoms, and an active hydrogen compound which is a polyhydric alcohol.
• OMPI Methods for preparing these polyether polyols are well known, and good results may be obtained by bringing a mixture containing the ethylene oxide and the lower alkylene oxide into intimate contact with the aliphatic polyhydric alcohol active hydrogen compound in the liquid phase, throughout which a suitable catalyst is uniformly dispersed.
• a suitable catalyst sodium and potassium hydroxide are preferred.
• the reaction is carried out at temperatures on the order of 50° to 160° C, under a pressure of from about 20 to about 100 psig.
• the concentration of the catalyst may vary from about 0.1 to about 5 percent by weight of the active hydrogen compound.
• the alkane polyols should contain from about 2 to about 10 carbon atoms from about 2 to about 6 hydroxyl groups.
• alkane polyols are ethylene glycol, diethylene glycol, propylene glycol, 1,4-butanediol, trimethylol propane, pentaerythritol and the like.
• the alkene polyols, like the alkane polyols may have from 2 to 10 carbon atoms and 2 to 6 hydroxyl groups.
• Useful alkene polyols include 2-butene-l,4-diol, 2-hexene-l,4,6-triol, l,5-hexadiene-3,4-diol, and the like.
• alkyne polyols which may also contain the same number of carbon atoms and hydroxyl groups as the alkane and alkene polyols, are 2-butyne-l,4-diol, 2-hexyne-l,4,6-triol and 4-octyne-l,2,7,8-tetrol.
• oxyalkylene polyols ethylene glycol, diethylene glycol, triethylene glycol, dipropylene glycol and tripropyle ⁇ e glycol are preferred active hydrogen compounds.
• a relatively minor amount of initiator or active hydrogen compound e.g.
• the polyether polyols which are to be capped generally will have a molecular weight of about 5000 to about 75,000, preferably from about 10,000 to about 15,000.
• the aliphatic alpha oiefin oxides which are used to cap the polyether polyols described hereinabove are those containing on the order of from about 10 to about 30 carbon atoms, preferably from about 12 to about 18 carbon atoms.
• the amount of alpha oiefin oxide required to obtain the improved thickeners of this invention is generally from about 1 to about 20 percent, preferably from about 1 to about 10 percent, by weight of the capped polyether polyol.
• Examples of preferred alpha oiefin oxides are 1,2-epoxy hexadecane, 1,2-epoxy heptadecane, 1,2-epoxy octadecane, and mixtures thereof.
• such reactant first be rendered substantially anhydrous. This may be accomplished by heating the polyether polyol in the presence of an organic solvent, such as toluene or xylene, under reflux conditions for several hours, following which the solvent is stripped to remove water.
• BF3 catalyst preferably in ether, is added to the reaction vessel under a blanket of an inert gas such as nitrogen.
• an alkaline catalyst such as sodium hydroxide, sodium methoxide or potassium hydroxide may be used in place of BF3.
• Such alkaline catalyst may be an anhydrous solid or in the form of a concentrated aqueous solution.
• the catalyst is in the form of an aqueous solution
• the catalyst and polyol should be combined following which water is removed to provide anhydrous reactants as hereinabove described.
• the alpha oiefin oxide is then added and the reaction takes place over a period of several hours in the absence of heat.
• reaction temperatures should be maintained in the range of from about 45 to about 50° C, although such temperatures may be as high as 155° C, particularly where an alkaline catalyst is employed.
• a hydraulic fluid was prepared by combining the following constituents:
• Vapor phase corrosion inhibitor* 2. 0
• the hydraulic fluid which had a hazy opaque appearance, had a viscosity of 420 SUS at 100°F. , a pH of 9.2 and a specific gravity of about 1.07 at 60° F.
• a hydraulic fluid was prepared by combining the following constituents: TABLE III
• the hydraulic fluid which had a hazy opaque color, had a viscosity of 152 SUS at 100° F., a pH of 9.0-9.4 and a specific gravity of about 1.07.
• Example V To a 3 liter, 3 neck flask prepared for heating and agitation were added 120 g. of a block copolymer comprising about 75 percent by weight of ethylene oxide and 25 percent of 1,2-propylene oxide and having a molecular weight of about 2000 (Ucon 75H 1400, Union Carbide Corp.), 25 g. of a mixture of aliphatic alpha oiefin oxides having from 16 ot 18 carbon atoms, and 1 ml. of a mixture comprising BF3 (47%) in ether were added, and the reaction mixture was heated for a period of approximately 25 minutes. A capped polyether polyol thickener for aqueous systems was obtained.
• Example VI To a 3 liter, 3 neck flask prepared for heating and agitation were added 120 g. of a block copolymer comprising about 75 percent by weight of ethylene oxide and 25 percent of 1,2-propylene oxide and having a molecular weight of about 2000 (Ucon 75H 1400, Union

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Health & Medical Sciences (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• General Chemical & Material Sciences (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Polyethers (AREA)
• Compositions Of Macromolecular Compounds (AREA)

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Cited By (5)

Citations (6)

• 1983
  • 1983-06-03 EP EP83902194A patent/EP0116564A1/en not_active Withdrawn
  • 1983-06-03 WO PCT/US1983/000857 patent/WO1984000361A1/en unknown
  • 1983-06-09 CA CA000430029A patent/CA1333811C/en not_active Expired - Fee Related
  • 1983-06-29 KR KR1019830002957A patent/KR840005420A/ko not_active Application Discontinuation
  • 1983-07-08 IT IT8348649A patent/IT8348649A0/it unknown

Patent Citations (6)

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