A metal working fluid having increased resistance to bacterial growth. The metal working fluid includes a cross-linked polymeric ester emulsifier; and an amine represented by the formula (H.sub.2N).sub.a-Q-(NH.sub.2).sub.b, where a and b are each integers, and Q is at least one carbon atom. Q may also be represented by XYZ, where a+b2; X is a cyclic ring system including 3 to 24 carbon atoms; and Y and Z are groups that include at least one carbon atom directly attached to the cyclic ring system. The metal working fluid may also include a biocide, and may also include an amide that is formed by reacting the amine with a carboxylic acid.

A metal working fluid having increased resistance to bacterial growth. The metal working fluid includes a cross-linked polymeric ester emulsifier; and an amine represented by the formula (H.sub.2N).sub.a-Q-(NH.sub.2).sub.b, where a and b are each integers, and Q is at least one carbon atom. Q may also be represented by XYZ, where a+b2; X is a cyclic ring system including 3 to 24 carbon atoms; and Y and Z are groups that include at least one carbon atom directly attached to the cyclic ring system. The metal working fluid may also include a biocide, and may also include an amide that is formed by reacting the amine with a carboxylic acid.

A metal working fluid having increased resistance to bacterial growth. The metal working fluid includes a cross-linked polymeric ester emulsifier; and an amine represented by the formula (H.sub.2N).sub.a-Q-(NH.sub.2).sub.b, where a and b are each integers, and Q is at least one carbon atom. Q may also be represented by XYZ, where a+b2; X is a cyclic ring system including 3 to 24 carbon atoms; and Y and Z are groups that include at least one carbon atom directly attached to the cyclic ring system. The metal working fluid may also include a biocide, and may also include an amide that is formed by reacting the amine with a carboxylic acid.

A metal working fluid having increased resistance to bacterial growth. The metal working fluid includes a cross-linked polymeric ester emulsifier; and an amine represented by the formula (H.sub.2N).sub.a-Q-(NH.sub.2).sub.b, where a and b are each integers, and Q is at least one carbon atom. Q may also be represented by XYZ, where a+b2; X is a cyclic ring system including 3 to 24 carbon atoms; and Y and Z are groups that include at least one carbon atom directly attached to the cyclic ring system. The metal working fluid may also include a biocide, and may also include an amide that is formed by reacting the amine with a carboxylic acid.

A lubricating composition suited to use in a marine diesel engine includes an oil of lubricating viscosity and an amino carboxylate compound of formula (I): NR.sup.1R.sup.2((CHR.sup.3).sub.xNR.sup.4).sub.n(CHR.sup.5).sub.2COY, where R.sup.1 and R.sup.2 are independently selected from (CHR.sup.6).sub.2COY, H, and C.sub.1C.sub.3 alkyl and wherein at least one of R.sup.1 and R.sup.2 is (CHR.sup.6).sub.2COY; or wherein NR.sup.1R.sup.2 is a cyclic structure; Y and Y are independently selected from OR.sup.7, NHR.sup.7, and N(R.sup.7).sub.2; each R.sup.7 is independently selected from C.sub.6-C.sub.12 alkyl and C.sub.6-C.sub.12 alkenyl; R.sup.3, R.sup.5 and R.sup.6 are independently selected from H and C.sub.1-C.sub.4 alkyl; R.sup.4 is selected from H, C.sub.1-C.sub.4 alkyl, and (CHR.sup.3).sub.xNH.sub.2; x is from 2 to 4; and n is at least 1, except where NR.sup.1R.sup.2 is a cyclic structure, where n is at least 0.

A lubricating composition suited to use in a marine diesel engine includes an oil of lubricating viscosity and an amino carboxylate compound of formula (I): NR.sup.1R.sup.2((CHR.sup.3).sub.xNR.sup.4).sub.n(CHR.sup.5).sub.2COY, where R.sup.1 and R.sup.2 are independently selected from (CHR.sup.6).sub.2COY, H, and C.sub.1C.sub.3 alkyl and wherein at least one of R.sup.1 and R.sup.2 is (CHR.sup.6).sub.2COY; or wherein NR.sup.1R.sup.2 is a cyclic structure; Y and Y are independently selected from OR.sup.7, NHR.sup.7, and N(R.sup.7).sub.2; each R.sup.7 is independently selected from C.sub.6-C.sub.12 alkyl and C.sub.6-C.sub.12 alkenyl; R.sup.3, R.sup.5 and R.sup.6 are independently selected from H and C.sub.1-C.sub.4 alkyl; R.sup.4 is selected from H, C.sub.1-C.sub.4 alkyl, and (CHR.sup.3).sub.xNH.sub.2; x is from 2 to 4; and n is at least 1, except where NR.sup.1R.sup.2 is a cyclic structure, where n is at least 0.

A lubricating composition suited to use in a marine diesel engine includes an oil of lubricating viscosity and an amino carboxylate compound of formula (I): NR.sup.1R.sup.2((CHR.sup.3).sub.xNR.sup.4).sub.n(CHR.sup.5).sub.2COY, where R.sup.1 and R.sup.2 are independently selected from (CHR.sup.6).sub.2COY, H, and C.sub.1C.sub.3 alkyl and wherein at least one of R.sup.1 and R.sup.2 is (CHR.sup.6).sub.2COY; or wherein NR.sup.1R.sup.2 is a cyclic structure; Y and Y are independently selected from OR.sup.4, NHR.sup.7, and N(R.sup.7).sub.2; each R.sup.7 is independently selected from C.sub.6-C.sub.12 alkyl and C.sub.6-C.sub.12 alkenyl; R.sup.3, R.sup.5 and R.sup.6 are independently selected from H and C.sub.1-C.sub.4 alkyl; R.sup.4 is selected from H, C.sub.1-C.sub.4 alkyl, and (CHR.sup.3).sub.xNH.sub.2; x is from 2 to 4; and n is at least 1, except where NR.sup.1R.sup.2 is a cyclic structure, where n is at least 0.

A lubricating composition suited to use in a marine diesel engine includes an oil of lubricating viscosity and an amino carboxylate compound of formula (I): NR.sup.1R.sup.2((CHR.sup.3).sub.xNR.sup.4).sub.n(CHR.sup.5).sub.2COY, where R.sup.1 and R.sup.2 are independently selected from (CHR.sup.6).sub.2COY, H, and C.sub.1C.sub.3 alkyl and wherein at least one of R.sup.1 and R.sup.2 is (CHR.sup.6).sub.2COY; or wherein NR.sup.1R.sup.2 is a cyclic structure; Y and Y are independently selected from OR.sup.4, NHR.sup.7, and N(R.sup.7).sub.2; each R.sup.7 is independently selected from C.sub.6-C.sub.12 alkyl and C.sub.6-C.sub.12 alkenyl; R.sup.3, R.sup.5 and R.sup.6 are independently selected from H and C.sub.1-C.sub.4 alkyl; R.sup.4 is selected from H, C.sub.1-C.sub.4 alkyl, and (CHR.sup.3).sub.xNH.sub.2; x is from 2 to 4; and n is at least 1, except where NR.sup.1R.sup.2 is a cyclic structure, where n is at least 0.

The disclosed technology relates to compositions suitable for use as lubricants and lubricant additive compositions which comprise a 1,4-benzoxazine-derived antioxidant, wherein the antioxidant itself may also be described as a 1,4-benzoxazine compound, and optionally comprising other additives suitable for lubricants, such as an anti-wear agent, a detergent, or a dispersant.

The disclosed technology relates to compositions suitable for use as lubricants and lubricant additive compositions which comprise a 1,4-benzoxazine-derived antioxidant, wherein the antioxidant itself may also be described as a 1,4-benzoxazine compound, and optionally comprising other additives suitable for lubricants, such as an anti-wear agent, a detergent, or a dispersant.