A LUBRICANT COMPRISING 2,5-(BISHYDROXYMETHYL) TETRYHYDROFURAN DIALKANOATES

20210198590 · 2021-07-01

    Inventors

    Cpc classification

    International classification

    Abstract

    A lubricant comprising 2,5-(bishydroxymethyl) tetryhydrofuran dialkanoates This invention relates to a lubricant comprising a THF ester of the formula (I) as defined below. This invention further relates to a use of the THF ester as lubricant; and to a method for reducing friction between moving surfaces comprising the step of contacting the surfaces with the lubricant or with the THF ester.

    Claims

    1.-11. (canceled)

    12. A lubricant comprising a THF ester of the formula (I) ##STR00002## where R.sup.1 and R.sup.2 are selected independently from C.sub.4-C.sub.20 alkyl.

    13. The lubricant according to claim 12, wherein R.sup.1 and R.sup.2 are linear or branched alkyl.

    14. The lubricant according to claim 12, wherein R.sup.1 and R.sup.2 are selected independently from C.sub.6-C.sub.16 alkyl.

    15. The lubricant according to claim 12, wherein R.sup.1 and R.sup.2 are independently selected from the group consisting of hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, 2-ethylhexyl, 2-propyl-heptyl, 2-butyloctyl, 2-pentylnonyl, 2-hexyldecyl, isohexyl, isoheptyl, isooctyl, isononyl, isodecyl, isoundecyl, isododecyl, isotridecyl, isotetradecyl, isopentadecyl, isohexadecyl, isoheptadecyl, isooctadecyl and mixtures thereof.

    16. The lubricant according to claim 12, wherein R.sup.1 equals R.sup.2.

    17. The lubricant according to claim 12, wherein the THF ester is miscible with a polyalphaolefine having a kinematic viscosity at 100° C. of about 6 cSt.

    18. The lubricant according to claim 12, wherein starting materials used for the preparation of the THF ester of the formula (I) originate at least partially from a renewable source.

    19. The lubricant according to claim 12, further comprising a base oil selected from mineral oils, polyalphaolefins, polymerized and interpolymerized olefins, alkyl naphthalenes, alkylene oxide polymers, silicone oils, phosphate ester and carboxylic acid ester; and/or a lubricant additive.

    20. The lubricant according to claim 12, wherein the lubricant is selected from axel lubrication, medium and heavy duty engine oils, industrial engine oils, marine engine oils, automotive engine oils, crankshaft oils, compressor oils, refrigerator oils, hydrocarbon compressor oils, very low-temperature lubricating oils and fats, high temperature lubricating oils and fats, wire rope lubricants, textile machine oils, refrigerator oils, aviation and aerospace lubricants, aviation turbine oils, transmission oils, gas turbine oils, spindle oils, spin oils, traction fluids, transmission oils, plastic transmission oils, passenger car transmission oils, truck transmission oils, industrial transmission oils, industrial gear oils, insulating oils, instrument oils, brake fluids, transmission liquids, shock absorber oils, heat distribution medium oils, transformer oils, fats, chain oils, minimum quantity lubricants for metalworking operations, oil to the warm and cold working, oil for water-based metal-working liquids, oil for neat oil metalworking fluids, oil for semi-synthetic metalworking fluids, oil for synthetic metalworking fluids, drilling detergents for the soil exploration, hydraulic oils, in biodegradable lubricants or lubricating greases or waxes, chain saw oils, release agents, molding fluids, gun, pistol and rifle lubricants or watch lubricants and food grade approved lubricants.

    21. A method for reducing friction between moving surfaces comprising the step of contacting the surfaces with the lubricant as defined in claim 12.

    Description

    EXAMPLES

    [0072] A THF ester of the formula (I) where R.sup.1 and R.sup.2 are n-octyl was prepred from 2,5-(bishydroxymethyl) tetryhydrofuran (“THF glycol”), which was prepared from renewable resources according to known methods. The THF glycol was esterified according to known methods by reaction with n-nonanoic acid. The resulting THF ester was characterized as follows:

    [0073] The Cloud Point CP was −29° C. as determined according to ASTM D 7689.

    [0074] The Pour Point PP was −30° C. as determined according to ASTM D 7346.

    [0075] The Kinematic Viscosity at 40° C. was 14.3 mm.sup.2/s, and at 100° C. was 3.6 mm.sup.2/s as determined according to ASTM D 445. The viscosity index VI was 141.

    [0076] The Noack volatility test according to ASTM 5800 B at 200° C. showed an evaporation loss of 1.9%.

    [0077] The DSC data showed a peak temperature of 202° C., which indicated that the compound decomposed only at very high temperature.

    [0078] The thermogravimetry showed a weight loss of below 0.3% at temperatures of up to 200° C., and of −1.6% at 250° C.

    [0079] The advantagous friction properties were determined by the friction coefficient at a slide roll ratio (SRR) using mini-traction machine (MTM) measurements (70° C., 38 N) and are summarized in the traction curve in FIG. 1.