The present disclosure provides a detergent additives and methods for preparing a sulfurized alkyl phenate product to achieve a high sulfurization ratio and low levels of unsulfurized alkyl phenols.

The present disclosure provides a detergent additives and methods for preparing a sulfurized alkyl phenate product to achieve a high sulfurization ratio and low levels of un-sulfurized alkyl phenols.

Described are multi-ring antioxidant products comprising at least one sulfur-bridged aromatic hydrocarbon compound substituted on at least one of its aromatic rings by at least one sterically hindered 3,5-dihydrocarbyl-4-hydroxybenzyl moiety. Such products have the formula:
R—S.sub.n—R[—S—R].sub.m
wherein each R is, independently, an aromatic hydrocarbon group having 6-12 carbon atoms, wherein m is 0-20, wherein n is 1-6 when m is 0, and when n is 1, m is 1-20; and wherein at least one of R, R.sup.1, and R.sup.2 is substituted by at least one such sterically hindered moiety. The preparation of such products and their use as antioxidants in compositions normally susceptible to oxidative degradation in oxygen or air, e.g., liquid fuel and lubricants, are also described.

Described are multi-ring antioxidant products comprising at least one sulfur-bridged aromatic hydrocarbon compound substituted on at least one of its aromatic rings by at least one sterically hindered 3,5-dihydrocarbyl-4-hydroxybenzyl moiety. Such products have the formula:
R—S.sub.n—R[—S—R].sub.m
wherein each R is, independently, an aromatic hydrocarbon group having 6-12 carbon atoms, wherein m is 0-20, wherein n is 1-6 when m is 0, and when n is 1, m is 1-20; and wherein at least one of R, R.sup.1, and R.sup.2 is substituted by at least one such sterically hindered moiety. The preparation of such products and their use as antioxidants in compositions normally susceptible to oxidative degradation in oxygen or air, e.g., liquid fuel and lubricants, are also described.

A bridged alkaline earth metal alkylphenate having reduced monomeric alkylphenol is prepared by reacting (a) a 4-alkylphenol, unsubstituted at the ortho positions, (b) an alkaline earth metal oxide or hydroxide, (c) a bridging agent comprising sulfur or a carbonyl compound of 1 to about 6, or to 4 or to 2, carbon atoms, and (d) a 2,6-dialkylphenol. The amount of the 2,6-dialkylphenol is 0.05 to 3 moles per 1 mole of the 4-alkylphenol; if there is a molar excess of the 2,6-dialkylphenol, then the excess is added after initial reaction.

A bridged alkaline earth metal alkylphenate having reduced monomeric alkylphenol is prepared by reacting (a) a 4-alkylphenol, unsubstituted at the ortho positions, (b) an alkaline earth metal oxide or hydroxide, (c) a bridging agent comprising sulfur or a carbonyl compound of 1 to about 6, or to 4 or to 2, carbon atoms, and (d) a 2,6-dialkylphenol. The amount of the 2,6-dialkylphenol is 0.05 to 3 moles per 1 mole of the 4-alkylphenol; if there is a molar excess of the 2,6-dialkylphenol, then the excess is added after initial reaction.

The present disclosure provides a detergent additives and methods for preparing a sulfurized alkyl phenate product from polyalphaolefins.

A lubricating composition includes at least one base oil, at least one borated dispersant, at least two antioxidants selected from amine antioxidants, phenolic antioxidants substituted with one or more linear or branched alkyl groups having from 1 to 30 carbon atoms, and mixtures thereof, and at least one phosphite polymer having the formula (I) wherein: - each of the R.sup.1, R.sup.2, R.sup.3 and R.sup.4 can be independently selected from the C1-C20 alkyl, C3-C22 alkenyl, C6-C40 cycloalkyl, C7-C40 cycloalkenyl, C1-20 methoxy alkyl glycol ethers and Y-OH groups; - Y is selected from C2-C40 alkylene, C2-C40 alkyl lactone, —R.sup.7— N(R.sup.8)—R.sup.9— groups, in which R.sup.7, R.sup.8 and R.sup.9 are independently selected from hydrogen, C1-C20 alkyl, C3-C22 alkenyl, C6-C40 cycloalkyl, C7-C40 cycloalkenyl, C1-20 methoxy alkyl glycol ethers; - m is an integer from 2 to 100; - n is an integer from 1 to 1000.

A lubricating composition includes at least one base oil, at least one borated dispersant, at least two antioxidants selected from amine antioxidants, phenolic antioxidants substituted with one or more linear or branched alkyl groups having from 1 to 30 carbon atoms, and mixtures thereof, and at least one phosphite polymer having the formula (I) wherein: - each of the R.sup.1, R.sup.2, R.sup.3 and R.sup.4 can be independently selected from the C1-C20 alkyl, C3-C22 alkenyl, C6-C40 cycloalkyl, C7-C40 cycloalkenyl, C1-20 methoxy alkyl glycol ethers and Y-OH groups; - Y is selected from C2-C40 alkylene, C2-C40 alkyl lactone, —R.sup.7— N(R.sup.8)—R.sup.9— groups, in which R.sup.7, R.sup.8 and R.sup.9 are independently selected from hydrogen, C1-C20 alkyl, C3-C22 alkenyl, C6-C40 cycloalkyl, C7-C40 cycloalkenyl, C1-20 methoxy alkyl glycol ethers; - m is an integer from 2 to 100; - n is an integer from 1 to 1000.

A booster additive concentrate may advantageously contain: (a) an anti-wear mixture of two or more phosphite/phosphate compounds and one or more ether/thioether compounds; (b) an ashless dispersant; (c) a calcium-containing detergent, such as an overbased calcium phenate; (d) ≥2 friction modifiers, at least one of which comprises a polyalkylene polyamine succinimide derivative; (e) optionally a corrosion inhibitor; and (f) a lubricating oil basestock. Based on these additive components, the booster additive concentrate may exhibit specific contents of B/Ca/P and may contain minimal or substantially no additional antioxidants. Lubricant compositions can be made from the booster additive concentrates and a fresh/used lubricant oil composition “diluent,” which can rejuvenate the diluent. Such lubricant compositions can have advantageous anti-shudder durability (ASD) lifetimes and other frictional properties. In particular, such concentrates/compositions can offer superior lubrication when used in vehicles with continuously variable transmissions (CVTs).