Lactone modified adducts or reactants and oleaginous compositions containing same
First Claim
1. A C5 -C9 lactone adduct material useful as an oil additive and formed by reacting at a temperature of from about 100°
- to about 250°
C. and for a period of from about 1 to about 10 hours a hydrocarbyl substituted C4 -C10 dicarboxylic acid producing material (I) with the reaction product (II) of a C5 -C9 lactone with a member selected from the group consisting of (a) a polyamine having from about 2 to 60 total carbon atoms and from about 2 to about 12 nitrogen atoms, (b) an aliphatic polyhydric alcohol containing up to about 100 carbon atoms and from about 2 to about 10 hydroxyl groups, (c) an amino alcohol containing up to about 50 total carbon atoms, from 1 to about 3 nitrogen atoms and from 1 to about 15 hydroxyl group, and (d) mixtures thereof, said reaction product (II) being prepared at a temperature of from about 30°
to about 200°
C. When said C5 -C9 lactone is reacted with said polyamine and at a temperature of from about 50°
to about 200°
C. when said C5 -C9 lactone is reacted with said aliphatic polyhydric alcohol or with said amino alcohol, said hydrocarbyl substituted acid producing material being formed by reacting an olefin polymer of a C2 -C10 monoolefin having a number average molecular weight of about 300 to about 10,000 and a C4 -C10 monosaturated dicarboxylic acid material selected from the group consisting of acids, esters and anhydrides, and containing an average of from about 0.7 to about 2.0 moles of dicarboxylic acid producing material per mole of said olefin polymer used in the reaction, said adduct having, on the average, a degree of polymerization of C5 -C9 lactone of less than about 100.
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Abstract
C5 -C9 lactone based adduct materials are made by reacting a C5 -C9 lactone with a polyamine, a polyol or an amino alcohol to form a lactone adduct intermediate, and thereafter reacting the intermediate with a hydrocarbyl substituted C4 -C10 monounsaturated dicarboxylic acid producing material, e.g., a polyisobutenyl succinimide, which, in turn, preferably was made by reacting a polymer of a C2 to C10 monoolefin, preferably polyisobutylene, having a molecular weight of about 300 to 10,000 with a C4 to C10 monounsaturated acid, anhydride or ester, preferably maleic anhydride, such that there are 0.7 to 2.0 dicarboxylic acid producing moieties per molecule of said olefin polymer used in the reaction mixture. The resulting adduct material are useful per se, as oil soluble dispersant additives, and are useful in fuel and lubricating oil compositions including concentrates containing the additives.
109 Citations
47 Claims
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1. A C5 -C9 lactone adduct material useful as an oil additive and formed by reacting at a temperature of from about 100°
- to about 250°
C. and for a period of from about 1 to about 10 hours a hydrocarbyl substituted C4 -C10 dicarboxylic acid producing material (I) with the reaction product (II) of a C5 -C9 lactone with a member selected from the group consisting of (a) a polyamine having from about 2 to 60 total carbon atoms and from about 2 to about 12 nitrogen atoms, (b) an aliphatic polyhydric alcohol containing up to about 100 carbon atoms and from about 2 to about 10 hydroxyl groups, (c) an amino alcohol containing up to about 50 total carbon atoms, from 1 to about 3 nitrogen atoms and from 1 to about 15 hydroxyl group, and (d) mixtures thereof, said reaction product (II) being prepared at a temperature of from about 30°
to about 200°
C. When said C5 -C9 lactone is reacted with said polyamine and at a temperature of from about 50°
to about 200°
C. when said C5 -C9 lactone is reacted with said aliphatic polyhydric alcohol or with said amino alcohol, said hydrocarbyl substituted acid producing material being formed by reacting an olefin polymer of a C2 -C10 monoolefin having a number average molecular weight of about 300 to about 10,000 and a C4 -C10 monosaturated dicarboxylic acid material selected from the group consisting of acids, esters and anhydrides, and containing an average of from about 0.7 to about 2.0 moles of dicarboxylic acid producing material per mole of said olefin polymer used in the reaction, said adduct having, on the average, a degree of polymerization of C5 -C9 lactone of less than about 100. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27)
- to about 250°
-
28. An oil soluble dispersant useful as an oil additive, comprising the product of a reaction mixture comprising as reactants:
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(I) a hydrocarbyl substituted C4 -C10 monounsaturated dicarboxylic acid producing material formed by reacting olefin polymer of C2 to C10 monoolefin having a number average molecular weight of about 300 to 10,000 and a C4 to C10 monounsaturated acid material selected from the group consisting of acids, esters and anhydrides, said hydrocarbyl substituted C4 -C10 monounsaturated dicarboxylic acid producing material contains from about 0.7 to about 2.0 moles of dicarboxylic acid producing material per mole of said olefin polymer in the reaction mixture; and (II) a C5 -C9 lactone adduct formed by reacting (a) a C5 -C9 lactone with (b) a member selected from the group consisting of (i) a polyamine having from about 2 to 60 total carbon atoms and from about 2 to about 12 nitrogen atoms, (ii) an aliphatic polyhydric alcohol containing up to about 100 total carbon atoms and from about 2 to about 10 hydroxyl groups, (iii) an amino alcohol containing up to about 50 total carbon atoms, from 1 to about 3 nitrogen atoms and from 1 to about 15 hydroxyl groups, and (iv) mixtures of (i), (ii), and (iii), wherein there are from about 0.2 to about 50 molar equivalents of C5 -C9 lactone derived moieties per molar equivalent of said adduct (II) used in the reaction, said dispersant having been prepared by heating together reactants (I) and (II) at a temperature of from about 100°
to about 250°
C. for a period of from about 1 to about 10 hours. - View Dependent Claims (29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41)
-
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42. An oil soluble reaction product useful as an oil additive, comprising:
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(a) polymer consisting essentially of C2 to C10 monoolefin, said polymer being of 300 to 10,000 number average molecular weight and being substituted with succinic moieties selected from the group consisting of acid, anhydride and ester groups, wherein there are about 0.7 to about 2.0 molar proportions of succinic moieties per molar proportion of said polymer, (b) amine containing 2 to 60 carbon atoms and 2 to 12 nitrogen groups, and, (c) C5 -C9 lactone, wherein (b) is first reacted with (c) at a temperature of from about 30°
to about 200°
C., wherein the resulting product is then reacted with (a) at a temperature of from about 100°
to about 250°
C. for a period of from about 1 to about 10 hours, and wherein there are from about 0.2 to about 100 molar proportions of (c) per molar proportion of said reaction product. - View Dependent Claims (43)
-
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44. An oil soluble reaction product useful as an oil additive, comprising:
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(a) polymer consisting essentially of C2 to C10 monoolefin, said polymer being of 300 to 10,000 number average molecular weight and being substituted with succinic moieties selected from the group consisting of acid, anhydride and ester groups, wherein there are about 0.7 to about 2.0 molar proportions of succinic moieties per molar proportion of said polymer, (b) aliphatic polyhydric alcohol containing up to about 100 total carbon atoms and from 2 to about 10 hydroxyl groups, and (c) C5 -C9 lactone, wherein (b) is first reacted with (c) at a temperature of from about 50°
to about 200°
C., wherein the resulting product is then reacted with (a) at a temperature of from about 100°
to about 250°
C. for a period of from about 1 to about 10 hours, and wherein there are from about 0.2 to about 100 molar proportions of (c) per molar proportion of said reaction product. - View Dependent Claims (45)
-
-
46. An oil soluble reaction product useful as an oil additive, comprising:
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(a) polymer consisting essentially of C2 to C10 monoolefin, said polymer being of 300 to 10,000 number average molecular weight and being substituted with succinic moieties selected from the group consisting of acid, anhydride and ester groups wherein there are about 0.7 to about 2.0 molar proportions of succinic moieties per molar proportion of said polymer, (b) amino alcohol containing up to about 50 total carbon atoms, from 1 to about 3 nitrogen atoms and from 1 to about 15 hydroxyl groups, and (c) C5 -C9 lactone, wherein (b) is first reacted with (c) at a temperature of from about 50°
to about 200°
C., wherein the resulting product is then reacted with (a) at a temperature of from about 100°
to about 250°
C. for a period of from about 1 to about 10 hours, and wherein there are from about 0.2 to about 100 molar proportions of (c) per molar proportion of said reaction product. - View Dependent Claims (47)
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Specification