# US 4,400,284 A · Boron derivatives as lubricant additives

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- Number: US 4,400,284 A
- Document ID: US4400284A
- Status: Granted
- Kind: A
- Application number: 06/158,828
- Filed: 1980-06-12
- Granted: 1983-08-23
- Earliest claimed: 1980-06-12
- Assignees: Union Oil Company of California
- Inventors: Peter Jessup; Richard A. Holstedt; Kenneth Baron
- Web page: https://patentgrep.com/patent/US4400284A

## CPC

- C10L 10/08: for improving lubricity; for reducing wear
- C07F 5/04: Esters of boric acids
- C10L 1/303: {boron compounds}
- C10M 139/00: Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
- C10M 2203/06: Well-defined aromatic compounds
- C10M 2205/028: containing aliphatic monomers having more than four carbon atoms
- C10M 2209/00: Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M 2209/02: Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M 2209/10: Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M 2209/104: of alkylene oxides containing two carbon atoms only
- C10M 2209/105: of alkylene oxides containing three carbon atoms only
- C10M 2209/106: of alkylene oxides containing four carbon atoms only
- C10M 2223/04: Phosphate esters
- C10M 2223/041: Triaryl phosphates
- C10M 2223/042: Metal salts thereof
- C10M 2227/02: Esters of silicic acids
- C10M 2227/062: Cyclic esters
- C10M 2229/02: Unspecified siloxanes; Silicones
- C10M 2229/05: containing atoms other than silicon, hydrogen, oxygen or carbon
- C10N 2010/02: Groups 1 or 11
- C10N 2010/04: Groups 2 or 12
- C10N 2010/06: Groups 3 or 13
- C10N 2010/08: Groups 4 or 14
- C10N 2010/10: Groups 5 or 15
- C10N 2010/12: Groups 6 or 16
- C10N 2010/14: Group 7
- C10N 2010/16: Groups 8, 9, or 10
- C10N 2040/20: Metal working
- C10N 2040/22: with essential removal of material {, e.g. cutting, grinding or drilling}
- C10N 2050/10: semi-solid; greasy
- C10L: FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- C10M: LUBRICATING COMPOSITIONS (well drilling compositions C09K8/02); USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION (mould release, i.e. separating, agents for metals B22C3/00, for plastics or substances in a plastic state, in general B29C33/56, for glass C03B40/02; textile lubricating compositions D06M11/00, D06M13/00, D06M15/00; immersion oils for microscopy G02B21/33)
- C10N: INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS

## Abstract

Boron and/or metal-boron derivatives having extreme pressure anti-wear and friction reducing properties and lubricating compositions containing the same are disclosed. The lubricating compositions comprise a major amount of a lubricating oil and a minor amount of an extreme pressure, anti-wear and friction reducing additive comprising a boramid or metal containing boramid compound.

## Claims

### Claim 1

An extreme pressure, anti-wear lubricating composition comprising a major amount of a lubricating oil and a minor amount of an extreme pressure, anti-wear additive of the formula: ##STR3## wherein R is hydrogen, alkyl, cyclic, alicyclic, aryl, alkylaryl or arylalkyl radical having from about 1 to about 24 carbon atoms, R' and R" are either straight or branched carbon chain, cyclic or alicyclic radicals having from 2 to about 20 carbon atoms, y is an integer of 1 to 4, and X is either hydrogen or a metal selected from a transition metal having an atomic number between 21 and 30 or a Group IVA metal and mixtures thereof.

### Claim 2 (depends on 1)

The extreme pressure, anti-wear lubricating composition of claim 1, wherein the additive comprises from about 0.1 to about 15 percent by weight of the composition.

### Claim 3 (depends on 1)

The extreme pressure, anti-wear lubrication composition of claim 1, wherein R is hydrogen, alkyl, cyclic, alicyclic, aryl, alkylaryl or arylalkyl having from about 1 to about 18 carbon atoms.

### Claim 4 (depends on 1)

The extreme pressure, anti-wear lubricating composition of claim 1, wherein R' and R" are straight or branched carbon chains, cyclic alicyclic radicals having from about 2 to about 10 carbon atoms.

### Claim 5 (depends on 1)

The extreme pressure, anti-wear lubricating composition of claim 1, wherein the additive is selected from the group consisting of methylaminodiethylate hydrogen borate, ethylaminodiethylate hydrogen borate, propylaminodiethylate hydrogen borate, butylaminodiethylate hydrogen borate, octadecylaminodiethylate hydrogen borate, dodecylaminodiethylate hydrogen borate, cyclohexylaminodiethylate hydrogen borate, phenylaminodiethylate hydrogen borate, oleylaminodiethylate hydrogen borate, cocoaminodiethylate hydrogen borate and tallowaminodiethylate hydrogen borate and mixtures thereof.

### Claim 6 (depends on 1)

The extreme pressure, anti-wear lubricating composition of claim 1, wherein the additive comprises from about 0.5 to about 10 weight percent of boron.

### Claim 7 (depends on 1)

The extreme pressure, anti-wear lubricating composition of claim 1, wherein the lubrication oil is selected from mineral oil, crude oil, grease, distillate fuel oil, synthetic oil and cutting oil, and mixtures thereof.

### Claim 8 (depends on 1)

The extreme pressure, anti-wear lubricating composition defined in claim 1 where R is alkyl having from 1 to about 24 carbon atoms.

### Claim 9

An extreme pressure, anti-wear lubricating composition comprising a major amount of a lubricating oil and a minor amount of an extreme pressure, anti-wear additive selected from, ethylaminodiethylate hydrogen borate, propylaminodiethylate hydrogen borate, butylaminodiethylate hydrogen borate, octadecylaminodiethylate hydrogen borate, dodecylaminodiethylate hydrogen borate, cyclohexylaminodiethylate hydrogen borate, phenylaminodiethylate hydrogen borate, oleylaminodiethylate hydrogen borate, cocoaminodiethylate hydrogen borate, or tallowaminodiethylate hydrogen borate and mixtures thereof.

### Claim 10

An extreme pressure, anti-wear lubricating composition comprising a lubricating oil and from about 0.1 to about 15 weight percent of an extreme pressure, anti-wear additive selected from methylaminodiethylate hydrogen borate, phenylaminodiethylate hydrogen borate, octadecylaminodiethylate hydrogen borate, cocoaminodiethylate hydrogen borate and tallowaminodiethylate hydrogen borate and mixtures thereof.

### Claim 11

An extreme pressure, anti-wear lubricating composition comprising a major amount of a lubricating oil and a minor amount of an extreme pressure, anti-wear additive of the formula: ##STR4## wherein R is hydrogen, alkyl, cyclic, alicyclic, aryl, alkylary or arylalkyl radical having from about 1 to about 10 carbon atoms, R' and R" are either straight or branched carbon chains having from 2 to about 20 carbon atoms, y is an integer of 1 to 4, and X is either hydrogen or a metal selected from a transition metal having an atomic number between 21 and 30 or a Group IV metal and mixtures thereof.

### Claim 12 (depends on 11)

The extreme pressure, anti-wear lubricating composition of claim 11, wherein the additive is selected from the group consisting of methylaminodiethylate hydrogen borate, ethylaminodiethylate hydrogen borate, propylaminodiethylate hydrogen borate, butylaminodiethylate hydrogen borate, octadecylaminodiethylate hydrogen borate, dodecylaminodiethylate hydrogen borate, phenylaminodiethylate hydrogen borate, oleylaminodiethylate hydrogen borate, cocoaminodiethylate hydrogen borate and tallowaminodiethylate hydrogen borate and mixtures thereof.

### Claim 13 (depends on 11)

The extreme pressure, anti-wear lubricating composition defined in claim 11 where R is alkyl having from 1 to about 24 carbon atoms.

### Claim 14

An extreme pressure, anti-wear lubricating composition comprising a major amount of a lubricating oil and a minor amount of an extreme pressure, anti-wear additive of the formula: ##STR5## wherein R is hydrogen alkyl, cyclic, alicyclic, aryl, alkylaryl or arylalkyl radical having from about 1 to about 24 carbon atoms, R' and R" are straight or branched alkyl carbon chains having from 2 to about 10 carbon atoms, y is an integer of 1 to 4, and X is either hydrogen or a metal selected from a transition metal having an atomic number between 21 and 30 or a Group IV metal and mixtures thereof.

### Claim 15 (depends on 14)

The extreme pressure, anti-wear lubricating composition of claim 14, wherein the additive is selected from the group consisting of methylaminodiethylate hydrogen borate, ethylaminodiethylate hydrogen borate, propylaminodiethylate hydrogen borate, butylaminodiethylate hydrogen borate, octadecylaminodiethylate hydrogen borate, dodecylaminodiethylate hydrogen borate, cyclohexylaminodiethylate hydrogen borate, oleylaminodiethylate hydrogen borate, cocoaminodiethylate hydrogen borate and tallowaminodiethylate hydrogen borate and mixtures thereof.

### Claim 16 (depends on 14)

The extreme pressure, anti-wear lubricating composition defined in claim 14 where R is alkyl having from 1 to about 24 carbon atoms.