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US4098710A Expired / Lapsed US ⏱️ 0.0 years remaining

Oil-soluble addition products of an ethylene-propylene copolymer and anionically polymerizable monomer having utility as multifunctional V.I. improver for lubricating oils

Assignee: ExxonMobil Technology and Engineering Co
•
Filing: 1978-06-16
•
Granted: 1978-07-04
•
Expires: 1998-06-16
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Abstract

Abstract An oil-soluble addition product of a catalyzed condensation reaction of an anionically polymerizable monomer, preferably an ethylenically unsaturated nitrogen-containing monomer, e.g. acrylonitrile, with an oxidized copolymer of ethylene and at least one C3 to C50 alpha monoolefin, e.g. propylene, said addition product in its preferred form containing from about 0.005 to 2% by weight nitrogen and having a number average molecular weight of from about 1000 to 500,000, has utility as a multifunctional V.I. improver or dispersant for lubricating oils.

Inventors

  • 👤 Robert L. Elliott
  • 👤 Brooke Gardiner, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 17:04
CPC Classifications
C; C10; C10M; C10M159/00; C10M159/12; C08; C08F; C08F8/00; C08F8/14; C10M143/00; C10M143/18; C10M149/00; C10M149/02; C08F2800/00; C08F2800/20; C08F2810/00; C08F2810/30; C10M2203/00; C10M2203/10; C10M2205/00; C10M2205/12; C10M2207/00; C10M2207/02; C10M2207/021; C10M2207/023; C10M2207/027; C10M2207/10; C10M2207/12; C10M2207/125; C10M2207/129; C10M2207/14; C10M2207/144; C10M2207/146; C10M2207/16; C10M2209/00; C10M2209/02; C10M2209/04; C10M2209/06; C10M2209/062; C10M2209/08; C10M2209/084; C10M2209/086; C10M2209/10; C10M2211/00; C10M2211/06; C10M2213/00; C10M2213/02; C10M2213/06; C10M2213/062; C10M2215/00; C10M2215/02; C10M2215/04; C10M2215/042; C10M2215/22; C10M2215/221; C10M2215/225; C10M2215/226; C10M2215/24; C10M2215/26; C10M2215/30; C10M2217/00; C10M2217/02; C10M2217/022; C10M2217/023; C10M2217/024; C10M2217/026; C10M2217/028; C10M2217/04; C10M2217/042; C10M2217/043; C10M2217/046; C10M2217/06; C10M2219/00; C10M2219/04; C10M2219/044; C10M2219/08; C10M2219/082; C10M2219/087; C10M2219/088; C10M2219/089; C10M2221/00; C10M2221/02; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/045; C10M2223/12; C10M2223/121; C10M2225/00; C10M2225/02; C10M2227/00; C10M2227/06; C10M2227/061; C10N; C10N2010/00; C10N2010/04; C10N2010/06; C10N2070/00; C10N2070/02

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 263 words
A lubricating oil composition comprising a major amount of lubricating oil and about 0.1 to 10 wt. % of an oil soluble addition product having a number average molecular weight in the range of about 1,000 to 500,000 while containing in the range of about 0.005 to about 10 wt. % nitrogen and being useful as an oil additive having dispersancy properties, said oil soluble addition product being a condensation reaction product of: (1) an anionically polymerizable monomer containing in the range of about 3 to 50 carbon atoms and at least one electron withdrawing group in such proximity to an olefinic bond that said bond is activated, said monomer being selected from the group consisting of: (a) N,N (di C 1-10 hydrocarbyl) carbodiimides; (b) monomers of the formula: ##STR4## wherein X is oxygen or an NR" group; n is 2 to 5; R' and R" are hydrogen or a C 1 to C 4 alkyl group; and R'" and R"" are C 1 to C 12 hydrocarbyl groups; and (c) nitrile monomers of the formulae: ##STR5## wherein R v is hydrogen or lower alkyl and X is selected from the group consisting of hydrogen, halogen, cyano and lower alkyl; and (2) an oxidized ethylene copolymer comprising about 20 to 80 mole % ethylene and about 20 to 80 mole % propylene; said reaction product being formed by reacting said monomer and copolymer either thermally at about 100° to about 200° C., or catalytically in the presence of an aqueous solution of strong base having a pH of at least 8 as catalyst.
Claim 2
Dependent Claim 263 words
A lubricating oil composition comprising a major amount of lubricating oil and about 0.1 to 10 wt. % of an oil soluble addition product having a number average molecular weight in the range of about 1,000 to 500,000 while containing in the range of about 0.005 to about 10 wt. % nitrogen and being useful as an oil additive having dispersancy properties, said oil soluble addition product being a condensation reaction product of: (1) an anionically polymerizable monomer containing in the range of about 3 to 50 carbon atoms and at least one electron withdrawing group in such proximity to an olefinic bond that said bond is activated, said monomer being selected from the group consisting of: (a) N,N (di C 1-10 hydrocarbyl) carbodiimides; (b) monomers of the formula: ##STR4## wherein X is oxygen or an NR" group; n is 2 to 5; R' and R" are hydrogen or a C 1 to C 4 alkyl group; and R'" and R"" are C 1 to C 12 hydrocarbyl groups; and (c) nitrile monomers of the formulae: ##STR5## wherein R v is hydrogen or lower alkyl and X is selected from the group consisting of hydrogen, halogen, cyano and lower alkyl; and (2) an oxidized ethylene copolymer comprising about 20 to 80 mole % ethylene and about 20 to 80 mole % propylene; said reaction product being formed by reacting said monomer and copolymer either thermally at about 100° to about 200° C., or catalytically in the presence of an aqueous solution of strong base having a pH of at least 8 as catalyst.
Claim 3
Dependent Claim 16 words
A lubricating oil composition according to claim 1, wherein said monomer is said nitrile monomer (c).
Claim 4
Dependent Claim 13 words
A lubricating oil composition according to claim 2, wherein said monomer is acrylonitrile.
Claim 5
Dependent Claim 78 words
A lubricating oil composition according to claim 1, wherein said molecular weight is in the range of 10,000 to 200,000; and said ethylene copolymer contains up to 20 mole %, based on the molar amount of ethylene and propylene units, of olefin selected from the group consisting of olefins of the formula RCH ═ CH 2 , where R is an aliphatic or cycloaliphatic radical of 2 to 48 carbons and diolefins of 4 to 26 carbon atoms.
Claim 6
Dependent Claim 155 words
A lubricating oil composition comprising a major amount of mineral lubricating oil and about 0.1 to 10 wt. % of an oil soluble addition product having a number average molecular weight in the range of about 10,000 to 200,000 containing in the range of about 0.005 to about 2 wt. % nitrogen and being useful as a V.I. improver-dispersant additive for lubricating oil, said oil soluble product being the condensation reaction product of 10 to 200 parts by weight of acrylonitrile with 100 parts by weight of an oxidized ethylene copolymer of about 20 to 80 mole % ethylene and about 20 to 80 mole % propylene, and having an oxygen content in the range of about 0.01 to 3 wt. % oxygen, and wherein said reaction product is formed by reacting said acrylonitrile and said oxidized copolymer in the presence of an aqueous solution of strong base having a pH of at least 8.
Claim 7
Dependent Claim 155 words
A lubricating oil composition comprising a major amount of mineral lubricating oil and about 0.1 to 10 wt. % of an oil soluble addition product having a number average molecular weight in the range of about 10,000 to 200,000 containing in the range of about 0.005 to about 2 wt. % nitrogen and being useful as a V.I. improver-dispersant additive for lubricating oil, said oil soluble product being the condensation reaction product of 10 to 200 parts by weight of acrylonitrile with 100 parts by weight of an oxidized ethylene copolymer of about 20 to 80 mole % ethylene and about 20 to 80 mole % propylene, and having an oxygen content in the range of about 0.01 to 3 wt. % oxygen, and wherein said reaction product is formed by reacting said acrylonitrile and said oxidized copolymer in the presence of an aqueous solution of strong base having a pH of at least 8.
Claim 8
Dependent Claim 66 words
A lubricating oil composition according to claim 5, wherein said ethylene copolymer contains up to 20 mole % based on the molar amount of ethylene and propylene units, of olefin selected from the group consisting of olefins of the formula RCH ═ CH 2 , where R is an aliphatic or cycloaliphatic radical of 2 to 48 carbons and diolefins of 4 to 26 carbon atoms.
Claim 9
Dependent Claim 17 words
A lubricating oil composition according to claim 5, wherein said ethylene copolymer consists of ethylene and propylene.
Claim 10
Dependent Claim 218 words
A process of preparing an oil soluble addition product having a number average molecular weight in the range of about 1,000 to 500,000 and containing in the range of about 0.005 to about 10 wt. % nitrogen, comprising the steps of reacting an oxidized ethylene copolymer comprising about 20 to 80 mole % ethylene and about 20 to 80 mole % propylene and having an oxygen content of from about 0.005 to 6%, with an anionically polymerizable monomer, either thermally at a temperature between about 100° and about 200° C., or catalytically at about 0° to 100° C. in the presence of an aqueous solution of strong base having a pH of at least 8 as catalyst, and then recovering said product, and wherein said anionically polymerizable monomer is selected from the group consisting of: (a) N,N (di C 1-10 hydrocarbyl) carbodiimides; (b) monomers of the formula: ##STR6## wherein X is oxygen or an NR" group; n is 2 to 5; R' and R" are hydrogen or a C 1 to C 4 alkyl group; and R"' and R"" are C 1 to C 12 hydrocarbyl groups; and (c) nitrile monomers of the formulae: ##STR7## wherein R v is hydrogen or lower alkyl and X is selected from the group consisting of hydrogen, halogen, cyano and lower alkyl.
Claim 11
Dependent Claim 218 words
A process of preparing an oil soluble addition product having a number average molecular weight in the range of about 1,000 to 500,000 and containing in the range of about 0.005 to about 10 wt. % nitrogen, comprising the steps of reacting an oxidized ethylene copolymer comprising about 20 to 80 mole % ethylene and about 20 to 80 mole % propylene and having an oxygen content of from about 0.005 to 6%, with an anionically polymerizable monomer, either thermally at a temperature between about 100° and about 200° C., or catalytically at about 0° to 100° C. in the presence of an aqueous solution of strong base having a pH of at least 8 as catalyst, and then recovering said product, and wherein said anionically polymerizable monomer is selected from the group consisting of: (a) N,N (di C 1-10 hydrocarbyl) carbodiimides; (b) monomers of the formula: ##STR6## wherein X is oxygen or an NR" group; n is 2 to 5; R' and R" are hydrogen or a C 1 to C 4 alkyl group; and R"' and R"" are C 1 to C 12 hydrocarbyl groups; and (c) nitrile monomers of the formulae: ##STR7## wherein R v is hydrogen or lower alkyl and X is selected from the group consisting of hydrogen, halogen, cyano and lower alkyl.
Claim 12
Dependent Claim 33 words
A process according to claim 8, wherein said monomer is said nitrile monomer (c), and wherein said process is carried out catalytically with said aqueous solution having a pH of at least 11.
Claim 13
Dependent Claim 11 words
A process according to claim 9, wherein said monomer is acrylonitrile.
Claim 14
Dependent Claim 76 words
A process according to claim 8, wherein said molecular weight is in the range of 10,000 to 200,000 and said ethylene copolymer contains up to 20 mole %, based on the molar amount of ethylene and propylene units, of olefin selected from the group consisting of olefins of the formula RCH ═ CH 2 , where R is an aliphatic or cycloaliphatic radical of 2 to 48 carbons and diolefins of 4 to 26 carbon atoms.
Claim 15
Dependent Claim 148 words
A process for preparing an oil soluble addition product having a number average molecular weight in the range of about 10,000 to 200,000 and containing in the range of about 0.005 to about 2 wt. % nitrogen, said addition product being useful as a V.I. improver-dispersant additive for lubricating oil, said process comprising reacting in an inert solvent 100 parts by weight of oxidized ethylene copolymer consisting essentially of about 20 to 80 mole % ethylene and about 20 to 80 mole % propylene, and having an oxygen content in the range of about 0.005 to 6 wt. % with 10 to 200 parts by weight of acrylonitrile, at a temperature between about 0° and about 100° C. for about 0.2 to 25 hours in the presence of an aqueous solution of strong base having a pH of at least 11 as catalyst, and then recovering said product.
Claim 16
Dependent Claim 148 words
A process for preparing an oil soluble addition product having a number average molecular weight in the range of about 10,000 to 200,000 and containing in the range of about 0.005 to about 2 wt. % nitrogen, said addition product being useful as a V.I. improver-dispersant additive for lubricating oil, said process comprising reacting in an inert solvent 100 parts by weight of oxidized ethylene copolymer consisting essentially of about 20 to 80 mole % ethylene and about 20 to 80 mole % propylene, and having an oxygen content in the range of about 0.005 to 6 wt. % with 10 to 200 parts by weight of acrylonitrile, at a temperature between about 0° and about 100° C. for about 0.2 to 25 hours in the presence of an aqueous solution of strong base having a pH of at least 11 as catalyst, and then recovering said product.
Claim 17
Dependent Claim 244 words
An oil soluble addition product having a number average molecular weight in the range of about 1,000 to 500,000 while containing in the range of about 0.005 to about 10 wt. % nitrogen and being useful as an oil additive having dispersancy properties, said oil soluble addition product being a condensation reaction product of: (1) an anionically polymerizable monomer containing in the range of about 3 to 50 carbon atoms and at least one electron withdrawing group in such proximity to an olefinic bond that said bond is activated, said monomer being selected from the group consisting of: (a) N,N (di C 1-10 hydrocarbyl) carbodiimides; (b) monomers of the formula: ##STR8## wherein X is oxygen or an NR" group; n is 2 to 5; R' and R" are hydrogen or a C 1 to C 4 alkyl group; and R'" and R"" are C 1 to C 12 hydrocarbyl groups; and (c) nitrile monomers of the formulae: ##STR9## wherein R v is hydrogen or lower alkyl and X is selected from the group consisting of hydrogen, halogen, cyano and lower alkyl; and (2) an oxidized ethylene copolymer comprising about 20 to 80 mole % ethylene and about 20 to 80 mole % propylene; said reaction product being formed by reacting said monomer and copolymer either thermally at about 100° to about 200° C., or catalytically in the presence of an aqueous solution of strong base having a pH of at least 8 as catalyst.
Claim 18
Dependent Claim 244 words
An oil soluble addition product having a number average molecular weight in the range of about 1,000 to 500,000 while containing in the range of about 0.005 to about 10 wt. % nitrogen and being useful as an oil additive having dispersancy properties, said oil soluble addition product being a condensation reaction product of: (1) an anionically polymerizable monomer containing in the range of about 3 to 50 carbon atoms and at least one electron withdrawing group in such proximity to an olefinic bond that said bond is activated, said monomer being selected from the group consisting of: (a) N,N (di C 1-10 hydrocarbyl) carbodiimides; (b) monomers of the formula: ##STR8## wherein X is oxygen or an NR" group; n is 2 to 5; R' and R" are hydrogen or a C 1 to C 4 alkyl group; and R'" and R"" are C 1 to C 12 hydrocarbyl groups; and (c) nitrile monomers of the formulae: ##STR9## wherein R v is hydrogen or lower alkyl and X is selected from the group consisting of hydrogen, halogen, cyano and lower alkyl; and (2) an oxidized ethylene copolymer comprising about 20 to 80 mole % ethylene and about 20 to 80 mole % propylene; said reaction product being formed by reacting said monomer and copolymer either thermally at about 100° to about 200° C., or catalytically in the presence of an aqueous solution of strong base having a pH of at least 8 as catalyst.
Claim 19
Dependent Claim 17 words
An oil soluble addition product according to claim 13, wherein said monomer is said nitrile monomer (c).
Claim 20
Dependent Claim 14 words
An oil soluble addition product according to claim 14, wherein said monomer is acrylonitrile.
Claim 21
Dependent Claim 79 words
An oil soluble addition product according to claim 13, wherein said molecular weight is in the range of 10,000 to 200,000; and said ethylene copolymer contains up to 20 mole % based on the molar amount of ethylene and propylene units, of olefin selected from the group consisting of olefins of the formula RCH ═ CH 2 , where R is an aliphatic or cycloaliphatic radical of 2 to 48 carbons and diolefins of 4 to 26 carbon atoms.
Claim 22
Dependent Claim 135 words
An oil soluble addition product having a number average molecular weight in the range of about 10,000 to 200,000 containing in the range of about 0.005 to about 2 wt. % nitrogen and being useful as a V.I. improver-dispersant additive for lubricating oil, said oil soluble product being the condensation reaction product of 10 to 200 parts by weight of acrylonitrile with 100 parts by weight of an oxidized ethylene copolymer of about 20 to 80 mole % ethylene and about 20 to 80 mole % propylene, and having an oxygen content in the range of about 0.01 to 3 wt. % oxygen, and wherein said reaction product is formed by reacting said acrylonitrile and said oxidized copolymer in the presence of an aqueous solution of strong base having a pH of at least 8.
Claim 23
Dependent Claim 135 words
An oil soluble addition product having a number average molecular weight in the range of about 10,000 to 200,000 containing in the range of about 0.005 to about 2 wt. % nitrogen and being useful as a V.I. improver-dispersant additive for lubricating oil, said oil soluble product being the condensation reaction product of 10 to 200 parts by weight of acrylonitrile with 100 parts by weight of an oxidized ethylene copolymer of about 20 to 80 mole % ethylene and about 20 to 80 mole % propylene, and having an oxygen content in the range of about 0.01 to 3 wt. % oxygen, and wherein said reaction product is formed by reacting said acrylonitrile and said oxidized copolymer in the presence of an aqueous solution of strong base having a pH of at least 8.
Claim 24
Dependent Claim 67 words
An oil soluble addition product according to claim 17, wherein said ethylene copolymer contains up to 20 mole % based on the molar amount of ethylene and propylene units, of olefin selected from the group consisting of olefins of the formula RCH ═ CH 2 , where R is an aliphatic or cycloaliphatic radical of 2 to 48 carbons and diolefins of 4 to 26 carbon atoms.

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-07-03 1982-01-02 1982-07-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-07-03 1986-01-02 1986-07-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-07-03 1990-01-02 1990-07-04 $7700.00 Window Closed / Lapsed

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