US 10,662,388 B2 · Ester compounds, lubricating oil compositions containing same and processes for making same

Abstract

This disclosure relates to ester compounds formed from gamma-branched aliphatic alcohols, lubricating oil base stocks comprising such ester compounds, lubricating oil compositions comprising such ester compounds, and method of making such base stocks. The lubricating oil base stocks comprising the ester compounds exhibit desirable lubricating properties such as polarity.

Claims26

Dependent claims

A compound having the following formula (F-I):

wherein R1 and R2 are independently each a C2 to C30 linear or branched alkyl group and wherein R1 and R2, taken together, comprise from 8 to 48 carbon atoms;
and
R3 is a hydrocarbyl group.

A compound having the following formula (F-I):

wherein R1 and R2 are independently each a C2 to C30 linear or branched alkyl group;
and R3 is a hydrocarbyl group, and wherein the compound is selected from the group consisting of:
3-ethylheptyl acetate;
3-ethylheptyl propanoate;
3-ethylheptyl butanoate;
3-ethylheptyl pentanoate;
3-ethylheptyl hexanoate;
3-ethylheptyl octanoate;
3-ethylheptyl decanoate;
3-ethylheptyl dodecanoate;
3-ethylheptyl tetradecanoate;
3-ethylheptyl hexadecanoate;
3-ethylheptyl octadecanoate;
3-ethylheptyl icosanoate;
3-ethylheptyl 3-phenylpropanoate;
3-ethylheptyl 2-phenylacetate;
3-ethylheptyl benzoate;
3-propyloctyl acetate;
3-propyloctyl propanoate;
3-propyloctyl butanoate;
3-propyloctyl pentanoate;
3-propyloctyl hexanoate;
3-propyloctyl octanoate;
3-propyloctyl decanoate;
3-propyloctyl dodecanoate;
3-propyloctyl tetradecanoate;
3-propyloctyl hexadecanoate;
3-propyloctyl octadecanoate;
3-propyloctyl icosanoate;
3-propyloctyl 3-phenylpropanoate;
3-propyloctyl 2-phenylacetate;
3-propyloctyl benzoate;
3-butylnonyl acetate;
3-butylnonyl propanoate;
3-butylnonyl butanoate;
3-butylnonyl pentanoate;
3-butylnonyl hexanoate;
3-butylnonyl octanoate;
3-butylnonyl decanoate;
3-butylnonyl dodecanoate;
3-butylnonyl tetradecanoate;
3-butylnonyl hexadecanoate;
3-butylnonyl octadecanoate;
3-butylnonyl icosanoate;
3-butylnonyl 3-phenylpropanoate;
3-butylnonyl 2-phenylacetate;
3-butylnonyl benzoate;
3-hexylundecyl acetate;
3-hexylundecyl propanoate;
3-hexylundecyl butanoate;
3-hexylundecyl pentanoate;
3-hexylundecyl hexanoate;
3-hexylundecyl octanoate;
3-hexylundecyl decanoate;
3-hexylundecyl dodecanoate;
3-hexylundecyl tetradecanoate;
3-hexylundecyl hexadecanoate;
3-hexylundecyl octadecanoate;
3-hexylundecyl icosanoate;
3-hexylundecyl 3-phenylpropanoate;
3-hexylundecyl 2-phenylacetate;
3-hexylundecyl benzoate;
3-octyltridecyl acetate;
3-octyltridecyl propanoate;
3-octyltridecyl butanoate;
3-octyltridecyl pentanoate;
3-octyltridecyl hexanoate;
3-octyltridecyl octanoate;
3-octyltridecyl decanoate;
3-octyltridecyl dodecanoate;
3-octyltridecyl tetradecanoate;
3-octyltridecyl hexadecanoate;
3-octyltridecyl octadecanoate;
3-octyltridecyl icosanoate;
3-octyltridecyl 3-phenylpropanoate;
3-octyltridecyl 2-phenylacetate;
3-octyltridecyl benzoate;
3-decylpentadecyl acetate;
3-decylpentadecyl propanoate;
3-decylpentadecyl butanoate;
3-decylpentadecyl pentanoate;
3-decylpentadecyl hexanoate;
3-decylpentadecyl octanoate;
3-decylpentadecyl decanoate;
3-decylpentadecyl dodecanoate;
3-decylpentadecyl tetradecanoate;
3-decylpentadecyl hexadecanoate;
3-decylpentadecyl octadecanoate;
3-decylpentadecyl icosanoate;
3-decylpentadecyl 3-phenylpropanoate;
3-decylpentadecyl 2-phenylacetate;
3-decylpentadecyl benzoate;
3-dodecylheptadecyl acetate;
3-dodecylheptadecyl propanoate;
3-dodecylheptadecyl butanoate;
3-dodecylheptadecyl pentanoate;
3-dodecylheptadecyl hexanoate;
3-dodecylheptadecyl octanoate;
3-dodecylheptadecyl decanoate;
3-dodecylheptadecyl dodecanoate;
3-dodecylheptadecyl tetradecanoate;
3-dodecylheptadecyl hexadecanoate;
3-dodecylheptadecyl octadecanoate;
3-dodecylheptadecyl icosanoate;
3-dodecylheptadecyl 3-phenylpropanoate;
3-dodecylheptadecyl 2-phenylacetate;
and
3-dodecylheptadecyl benzoate.

105 more elements

Dependencies are inferred from the claim text.

Facts

Application

15/988,716Filed 24 May 2018 · us provisional application

Priority

EP 1719907930 Oct 2017

Published

US 2019/0062663 A128 Feb 2019

Granted

26 May 2020

Term ends

Not estimatedThe source records don’t support an estimate.

Classification20 codes

C10M 129/70
Esters: of monocarboxylic acids
C07C 67/08
Preparation of carboxylic acid esters: by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
C07C 69/14
Acetic acid esters: of monohydroxylic compounds
C07C 69/24
Having three or more carbon atoms in the acid moiety: esterified with monohydroxylic compounds

Abstract

Claims26

Dependent claims

A compound having the following formula (F-I):

wherein R1 and R2 are independently each a C2 to C30 linear or branched alkyl group and wherein R1 and R2, taken together, comprise from 8 to 48 carbon atoms;
and
R3 is a hydrocarbyl group.

A compound having the following formula (F-I):

wherein R1 and R2 are independently each a C2 to C30 linear or branched alkyl group;
and R3 is a hydrocarbyl group, and wherein the compound is selected from the group consisting of:
3-ethylheptyl acetate;
3-ethylheptyl propanoate;
3-ethylheptyl butanoate;
3-ethylheptyl pentanoate;
3-ethylheptyl hexanoate;
3-ethylheptyl octanoate;
3-ethylheptyl decanoate;
3-ethylheptyl dodecanoate;
3-ethylheptyl tetradecanoate;
3-ethylheptyl hexadecanoate;
3-ethylheptyl octadecanoate;
3-ethylheptyl icosanoate;
3-ethylheptyl 3-phenylpropanoate;
3-ethylheptyl 2-phenylacetate;
3-ethylheptyl benzoate;
3-propyloctyl acetate;
3-propyloctyl propanoate;
3-propyloctyl butanoate;
3-propyloctyl pentanoate;
3-propyloctyl hexanoate;
3-propyloctyl octanoate;
3-propyloctyl decanoate;
3-propyloctyl dodecanoate;
3-propyloctyl tetradecanoate;
3-propyloctyl hexadecanoate;
3-propyloctyl octadecanoate;
3-propyloctyl icosanoate;
3-propyloctyl 3-phenylpropanoate;
3-propyloctyl 2-phenylacetate;
3-propyloctyl benzoate;
3-butylnonyl acetate;
3-butylnonyl propanoate;
3-butylnonyl butanoate;
3-butylnonyl pentanoate;
3-butylnonyl hexanoate;
3-butylnonyl octanoate;
3-butylnonyl decanoate;
3-butylnonyl dodecanoate;
3-butylnonyl tetradecanoate;
3-butylnonyl hexadecanoate;
3-butylnonyl octadecanoate;
3-butylnonyl icosanoate;
3-butylnonyl 3-phenylpropanoate;
3-butylnonyl 2-phenylacetate;
3-butylnonyl benzoate;
3-hexylundecyl acetate;
3-hexylundecyl propanoate;
3-hexylundecyl butanoate;
3-hexylundecyl pentanoate;
3-hexylundecyl hexanoate;
3-hexylundecyl octanoate;
3-hexylundecyl decanoate;
3-hexylundecyl dodecanoate;
3-hexylundecyl tetradecanoate;
3-hexylundecyl hexadecanoate;
3-hexylundecyl octadecanoate;
3-hexylundecyl icosanoate;
3-hexylundecyl 3-phenylpropanoate;
3-hexylundecyl 2-phenylacetate;
3-hexylundecyl benzoate;
3-octyltridecyl acetate;
3-octyltridecyl propanoate;
3-octyltridecyl butanoate;
3-octyltridecyl pentanoate;
3-octyltridecyl hexanoate;
3-octyltridecyl octanoate;
3-octyltridecyl decanoate;
3-octyltridecyl dodecanoate;
3-octyltridecyl tetradecanoate;
3-octyltridecyl hexadecanoate;
3-octyltridecyl octadecanoate;
3-octyltridecyl icosanoate;
3-octyltridecyl 3-phenylpropanoate;
3-octyltridecyl 2-phenylacetate;
3-octyltridecyl benzoate;
3-decylpentadecyl acetate;
3-decylpentadecyl propanoate;
3-decylpentadecyl butanoate;
3-decylpentadecyl pentanoate;
3-decylpentadecyl hexanoate;
3-decylpentadecyl octanoate;
3-decylpentadecyl decanoate;
3-decylpentadecyl dodecanoate;
3-decylpentadecyl tetradecanoate;
3-decylpentadecyl hexadecanoate;
3-decylpentadecyl octadecanoate;
3-decylpentadecyl icosanoate;
3-decylpentadecyl 3-phenylpropanoate;
3-decylpentadecyl 2-phenylacetate;
3-decylpentadecyl benzoate;
3-dodecylheptadecyl acetate;
3-dodecylheptadecyl propanoate;
3-dodecylheptadecyl butanoate;
3-dodecylheptadecyl pentanoate;
3-dodecylheptadecyl hexanoate;
3-dodecylheptadecyl octanoate;
3-dodecylheptadecyl decanoate;
3-dodecylheptadecyl dodecanoate;
3-dodecylheptadecyl tetradecanoate;
3-dodecylheptadecyl hexadecanoate;
3-dodecylheptadecyl octadecanoate;
3-dodecylheptadecyl icosanoate;
3-dodecylheptadecyl 3-phenylpropanoate;
3-dodecylheptadecyl 2-phenylacetate;
and
3-dodecylheptadecyl benzoate.

105 more elements

Dependencies are inferred from the claim text.

Ester compounds, lubricating oil compositions containing same and processes for making same

Life of this patent

Abstract

Claims26

Ester compounds, lubricating oil compositions containing same and processes for making same

Life of this patent

Abstract

Claims26