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  Phthalate ester as metal working lubricantUSPTO Application #: 20070184994Title: Phthalate ester as metal working lubricant Abstract: A water-based lubricant is provided that includes a phthalate ester in an amount of about 2% to about 20% based on the weight of the final composition and water in an amount of about 60% to about 93% based on the weight of the final composition. Also provided are a method of making the water-based lubricant and a method of metalworking using the water-based lubricant. (end of abstract)
Agent: Mcandrews Held & Malloy - Chicago, IL, US Inventor: James A Faunce USPTO Applicaton #: 20070184994 - Class: 508482000 (USPTO) Related Patent Categories: Solid Anti-friction Devices, Materials Therefor, Lubricant Or Separant Compositions For Moving Solid Surfaces, And Miscellaneous Mineral Oil Compositions, Lubricants Or Separants For Moving Solid Surfaces And Miscellaneous Mineral Oil Compositions (e.g., Water Containing, Etc.), Organic -c(=o)o- Compound, Specified Compound Wherein The Single Bonded Oxygen Is Bonded Oxygen Is Bonded Directly To An Additional Carbon, Which Carbon May Be Single Bonded To Any Atom But May Be Multiple Bonded Only To Carbon (i.e., Specified Carboxylic Acid Ester), Plural -c(=o)o- Groups Attached Directly Or Indirectly To Each Other By Nonionic Bonding (e.g., Estolides Of Hydroxy Carboxylic Acids, Etc.), Benzene Ring Attached Directly Or Indirectly To The -c(=o)o- Groups By Nonionic Bonding, The Benzene Ring Is Bonded Directly To Carbon Of A -c(=o)o- Group, , The Patent Description & Claims data below is from USPTO Patent Application 20070184994. Brief Patent Description - Full Patent Description - Patent Application Claims
RELATED APPLICATIONS [0001] [Not Applicable] FEDERALLY SPONSORED RESEARCH OR DEVELOPMENT [0002] [Not Applicable] MICROFICHE/COPYRIGHT REFERENCE [0003] [Not Applicable] BACKGROUND OF THE INVENTION [0004] The metalworking industry requires lubricants in many of its operations. Water-based lubricants are particularly desirable because of the ease of using and disposing of the water base. Adipate esters have also been used as successful lubricants in the metalworking industry. Adipate esters, however, are unstable in water solutions and thus less desirable than water-based lubricants. In the past, it has been determined that esters having groups with steric bulk immediately adjacent the ester group may lend some hydrolytic stability to lubricants. The metalworking industry has gone to utilizing isopropyl and 2-ethylhexyl esters as a source of hydrolytic stability due to the steric bulk of the groups adjacent to the ester linkage. However, there continues to be a need for hydrolytically stable lubricants for use in the metalworking industry. BRIEF SUMMARY OF THE INVENTION [0005] The present invention provides a hydrolytically stable phthalate ester lubricant and a method of metalworking with a hydrolytically stable phthalate ester lubricant. The phthalate esters used in the present invention have shown superior hydrolytic stability versus other esters and have shown successful lubrication results in ASTM testing for lubricants. BRIEF DESCRIPTION OF SEVERAL VIEWS OF THE DRAWINGS [0006] FIG. 1 compares the hydrolytic stability of the propoxylated Stepanpol PS-2002 with adipic ester in an acidic system. [0007] FIG. 2 demonstrates the hydrolytic stability of adipate polyol in a basic system. [0008] FIG. 3 demonstrates the hydrolytic stability of the propoxylated Stepanpol PS-2002 in a basic system. [0009] FIG. 4 illustrates the hydrolytic stability of adipate polyol in a KOH system. [0010] FIG. 5 illustrates the hydrolytic stability of the propoxylated Stepanpol PS-2002 in a KOH system. DETAILED DESCRIPTION OF THE INVENTION [0011] The phthalate esters that may be used in the lubricant of the present invention include (I) a phthalate polyester-ether polyol, (II) a phthalic anhydride reacted with an equivalent of a fatty alcohol which is then ethoxylated with a variety of moles of ethylene oxide (or propylene oxide), and (IV) the amine-neutralized salts of item (II). [0012] Referring to (I), the phthalate polyester-ether polyol is the reaction product of: [0013] (1) about 2-60% based on the weight of the polyester-ether polyol of phthalic anhydride or phthalic acid; [0014] (2) about 40-98% based on the weight of the polyester-ether polyol of at least one polyol of the formula:HO--R.sub.1--OH [0015] wherein R.sub.1 represents: [0016] (a) alkylene groups of about 2 to 10 carbon atoms; [0017] (b) --CH.sub.2--R.sub.2--CH.sub.2-- [0018] where R.sub.2 represents: [0019] (c) --(R.sub.3O).sub.n--R.sub.3-- [0020] where each R.sub.3 independently is an alkylene group of about 2 to about 4 carbon atoms, and n is an integer of from about 1-200; and [0021] (3) about 10-80% based on the weight of the polyester-ether polyol of an alkoxylating agent [0022] A preferred phthalate polyester-ether polyol is a propoxylated diethylene glycol-phthalic anhydride-based polyester polyol. The diethylene glycol-phthalic anhydride-based polyester polyol is sold by the Stepan Company under the tradename Stepanpol PS-2002. Stepanpol PS-2002 has the following structural formula [0023] Regarding (II), the phthalic anhydride - fatty alcohol reaction is described as follows. [0024] where R is C.sub.4 to C.sub.22, branched or linear. [0025] The ethoxylation reaction of the product of the phthalic anhydride--fatty acid reaction proceeds by ethoxylating the product with a variety of moles of ethylene oxide (or propylene oxide or butylene oxide) resulting in the following structure. where R.sub.1.dbd.H, CH.sub.3, CH.sub.2CH.sub.3, and n=1-20, preferably 1-10. Continue reading... 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