The present disclosure provides an ionic liquid produced from a renewable source and with excellent lubricating properties, and methods of making the same. The ionic liquid includes an anion salt of at least one of a fatty acid, a rosin acid, or derivative thereof. The method for making the ionic liquid or lubricant composition of the present disclosure includes admixing a cation and an anion in a ratio of about a 1.5:1 to about 1:1.5 at room temperature to form a reaction mixture, wherein the anion comprises at least one of a fatty acid, a rosin acid, derivative thereof, or a combination thereof, and the cation comprises at least one of choline, imidazolium, pyridium, pyrrolidinium, ammonium, phosphonium, sulfonium, derivatives thereof, or combinations thereof; maintaining the reaction mixture at a pH of about 6 to about 9; and drying under reduced pressure to yield a lubricant including an ionic liquid.

A lubricant, which includes an ionic liquid including a conjugate base and a conjugate acid, wherein the conjugate acid has a group including a straight-chain hydrocarbon group having 6 or more carbon atoms, a pKa of an acid that is a source of the conjugate base in acetonitrile is 10 or less, and solubility of the ionic liquid to CF.sub.3(CHF).sub.2CF.sub.2CF.sub.3 is 0.1 parts by mass relative to 100 parts by mass of CF.sub.3(CHF).sub.2CF.sub.2CF.sub.3.

A low transition temperature mixture (LTTM) or deep eutectic solvent (DES) useful as a lubricating oil base stock and lubricating oil including a eutectic mixture of at least a first component and at least a second component. The at least first component comprises a hydrogen bond acceptor and the at least second component comprises a hydrogen bond donor. The eutectic mixture includes an equilibrium phase between the at least first component and the at least second component. The equilibrium phase does not exhibit physical characteristics of the at least first component in an unmixed state and the at least second component in an unmixed state. The at least first component and the at least second component form an intermolecular interaction between each other sufficient to prevent crystallization of the at least first component and the at least second component in the eutectic mixture. The eutectic mixture is a liquid at 20 C.

A lubricant which includes an ionic liquid including a conjugate acid and a conjugate base having 2 or more anions in a molecule of the conjugate base, wherein the conjugate acid has a group including a straight-chain hydrocarbon group having 6 or more carbon atoms, and a pKa of an acid that is a source of the conjugate base in acetonitrile is 10 or less.

A low transition temperature mixture (LTTM) or deep eutectic solvent (DES) useful as a lubricating oil base stock and lubricating oil including a eutectic mixture of at least a first component and at least a second component. The at least first component comprises a hydrogen bond acceptor and the at least second component comprises a hydrogen bond donor. The eutectic mixture includes an equilibrium phase between the at least first component and the at least second component. The equilibrium phase does not exhibit physical characteristics of the at least first component in an unmixed state and the at least second component in an unmixed state. The at least first component and the at least second component form an intermolecular interaction between each other sufficient to prevent crystallization of the at least first component and the at least second component in the eutectic mixture. The eutectic mixture is a liquid at 20 C.

A lubricant, which includes an ionic liquid including a conjugate base and a conjugate acid including 2 or more cations in a molecule of the conjugate acid, wherein the conjugate acid includes a monovalent group including a straight-chain hydrocarbon group having 6 or more carbon atoms, and an acid that is a source of the conjugate base has a pKa in acetonitrile of 10 or less.

A pre-lubricated stock sheet and a method and system for making the same are described. The pre-lubricated stock is generally in a coil wound form. The stock sheet can have opposing first and second sheet surfaces joined together by opposing side edges and opposing ends. Typically, the first and second sheet surfaces are substantially smooth and planar, wherein the sheet has 3 mg/foot.sup.2/side to about 200 mg/foot.sup.2/side of a solid lubricant having a melting temperature from about 80 to 212 degrees Fahrenheit. Moreover, the opposing side edges usually are substantially free of the solid lubricant. In some configurations, the stock sheet is an aluminum stock sheet, more particularly an aluminum can stock sheet. Furthermore, the lubricant can be in some configurations a food grade lubricant, that is qualifies a low volatile organic compound under one or more of municipal, state and federal governing authorities.