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US 2020/0216596 A1Published application
Comb Polymers Comprising Imide Functionality
AssigneeEvonik Operations GmbH
InventorsKatrin Schöller, Jennifer Holtzinger, Fabian Ziegler, Klaus Schimossek, Frank Lauterwasser
Life of this patent
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Abstract
Selected comb polymers include specified amounts of macromonomer and imide functionalization. Further, a method is useful for the preparation of such comb polymers. Lubricant compositions including such comb polymers are useful for reducing wear and fuel consumption of lubricant compositions, especially of engine oil (EO) compositions.
Claims19
1:
- A grafted polyalkyl(meth)acrylate based comb polymer consisting of a base polymer A and units B which are grafted thereon, wherein the base polymer A comprises:
- (a) 10% to 25% by weight of at least one repeating unit derived from an ester of (meth)acrylic acid and a hydroxylated hydrogenated polybutadiene;
- (b) 0% to 2% by weight of at least one repeating it unit derived from methyl (meth)acrylate;
- (c) 60% to 80% by weight of at least one repeating unit derived from butyl (meth)acrylate;
- (d) 0% to 16% by weight of at least one repeating unit derived from C10-20-alkyl (meth)acrylate;
- and
- (e) 0% to 2% by weight of at least one repeating unit derived from a styrene monomer having 8 to 17 carbon atoms,
- wherein an amount of each component (a) to (e) is being based on a total composition of the grafted polyalkyl(meth)acrylate based comb polymer;
- wherein the units B grafted units comprise at least one repeating unit prepared from:
- (f) 1% to 2.5% by weight of at least one repeating unit derived from a polar unsaturated monomer selected from the group consisting of maleic acid, maleic acid anhydride, methyl maleic acid anhydride, maleic acid monoester and maleic acid diester;
- and
- (g) 2% to 5% by weight of at least one repeating unit derived from a primary amine of general formula (I)
- wherein each R′ is independently selected from the group consisting of H and an alkyl radical having 1 to 9 carbon atoms, and
- wherein the amount of each component (f) and (g) is based on the total composition of the grafted polyalkyl(meth)acrylate based comb polymer.
11 more elements
2:
- The grafted polyalkyl(meth)acrylate based comb polymer according to claim 1, comprising:
- (a) 10 to 15% by weight of the ester of (meth)acrylic acid and the hydroxylated hydrogenated polybutadiene;
- (b) 0% to 2% by weight of the methyl (meth)acrylate;
- (c) 65% to 76% by weight of the butyl (meth)acrylate;
- (d) 5% to 16% by weight of C10-15 alkyl (meth)acrylate;
- (e) 0% to 2% by weight of the at least one styrene monomer having 8 to 17 carbon atoms;
- (f) 1% to 2.5% by weight of the at least one polar unsaturated monomer selected from the group consisting of maleic acid, maleic acid anhydride, methyl maleic acid anhydride, maleic acid monoester and maleic acid diester;
- and
- (g) 2% to 5% by weight of the primary amine of the following general formula (I)
- wherein each R′ is independently selected from the group consisting of H and an alkyl radical having 1 to 9 carbon atoms.
7 more elements
3:
- The grafted polyalkyl(meth)acrylate based comb polymer according to claim 1, wherein the polar unsaturated monomer is maleic acid anhydride.
4:
- The grafted polyalkyl(meth)acrylate based comb polymer according to claim 1, wherein the primary amine of general formula (I) is N-phenyl-1,4-phenylenediamine.
5:
- The grafted polyalkyl(meth)acrylate based comb polymer according to claim 1, wherein the grafted polyalkyl(meth)acrylate based comb polymer has a weight-average molecular weight in the range of from 200,000 to 600,000 g/mol.
6:
- The rafted polyalkyl(meth)acrylate based comb polymer according to claim 1, wherein the hydroxylated hydrogenated polybutadiene has a number-average molecular weight Mn to DIN 55672-1 of 4,000 to 6,000.
7:
- A method for reducing friction losses of a lubricating oil composition, the method comprising:
- adding the polyalkyl(meth)acrylate based comb polymer according to claim 1 to the lubricating oil composition.
8:
- An additive composition, comprising:
- (A) a first base oil selected from the group consisting of API Group III oils and mixtures thereof;
- (B) a second base oil selected from the group consisting of API Group V base oils and mixtures thereof;
- and
- (C) a polyalkyl(meth)acrylate based comb polymer consisting of a base polymer A and units B which is grafted thereon,
- wherein the base polymer A comprises:
- (a) 10% to 25% by weight of at least one repeating unit derived from an ester of (meth)acrylic acid and a hydroxylated hydrogenated polybutadiene;
- (b) 0% to 2% by weight of at least one repeating unit derived from methyl (meth)acrylate;
- (c) 60% to 80% by weight of at least one repeating unit derived from butyl (meth)acrylate;
- (d) 0% to 16% by weight of at least one repeating unit derived from C10-20-alkyl (meth)acrylate;
- and
- (e) 0% to 2% by weight of at least one repeating unit derived from a styrene monomer having 8 to 17 carbon atoms,
- wherein an amount of each component (a) to (e) is based on a total composition of the polyalkyl(meth)acrylate based comb polymer;
- and
- wherein the units B comprise at least one repeating unit prepared from:
- (f) 1% to 2.5% by weight of at least one repeating unit derived from a polar unsaturated monomer selected from the group consisting of maleic acid, maleic acid anhydride, methyl maleic acid anhydride, maleic acid monoester and maleic acid diester;
- and
- (g) 2% to 5% by weight of at least one repeating unit derived from a primary amine of general formula (I)
- wherein each R′ is independently selected from the group consisting of H and an alkyl radical having 1 to 9 carbon atoms, and
- wherein the amount of each component (f) and (g) is based on the total composition of the polyalkyl(meth)acrylate based comb polymer.
17 more elements
9:
- The additive composition according to claim 8, comprising:
- (A) the first base oil selected from the group consisting of API Group III oils and mixtures thereof;
- (B) the second base oil selected from the group consisting of API Group V base oils and mixtures thereof;
- and
- (C) the polyalkyl(meth)acrylate based comb polymer consisting of the base polymer A and units B which is grafted thereon, wherein the base polymer A comprises:
- (a) 10% to 15% by weight of at least one repeating unit derived from the an ester of (meth)acrylic acid and a hydroxylated hydrogenated polybutadiene;
- (b) 0% to 2% by weight of at least one repeating unit derived from the methyl (meth)acrylate;
- (c) 65% to 76% by weight of at least one repeating unit derived from the butyl (meth)acrylate;
- (d) 5% to 16% by weight of at least one repeating unit derived from the C10-20-alkyl (meth)acrylate;
- and
- (e) 0% to 2% by weight of at least one repeating unit derived from the styrene monomers having 8 to 17 carbon atoms,
- wherein the amount of each component (a) to (e) being is based on the total composition of the polyalkyl(meth)acrylate based comb polymer;
- and
- wherein the units B comprise at least one repeating unit prepared from:
- (f) 1% to 2.50/by weight of at least one repeating unit derived from the polar unsaturated monomer selected from the group consisting of maleic acid, maleic acid anhydride, methyl maleic acid anhydride, maleic acid monoester and maleic acid diester;
- and
- (g) 2% to 5% by weight of at least one repeating unit derived from the primary amine of general formula (I)
- wherein each R′ is independently selected from the group consisting of H and an alkyl radical having 1 to 9 carbon atoms,
- wherein the amount of each component (f) and (g) is based on the total composition of the polyalkyl(meth)acrylate based comb polymer.
16 more elements
10:
- The additive composition according to claim 8, comprising:
- (A) 0% to 40% by weight of the first base oil selected from the group consisting of API Group III base oils and mixtures thereof;
- (B) 20% to 80% by weight of the second base oil selected from the group consisting of API Group V base oils and mixtures thereof;
- and
- (C) 20% to 40% by weight of the polyalkyl(meth)acrylate based comb polymer, based on a total weight of the additive composition.
2 more elements
11:
- A method of reducing a friction coefficient of a lubricating oil composition, the method comprising:
- adding the additive composition according to claim 8 to a lubricating oil composition.
12:
- A lubricating oil composition, comprising:
- (A) 60% to 99% by weight of a first base oil selected from the group consisting of API Group I, API Group II, API Group III, API Group IV oils and mixtures thereof;
- (B) 0.25% to 15% by weight of a second base oil selected from the group consisting of API Group V base oils and mixtures thereof;
- and
- (C) 0.5% to 10% by weight of a polyalkyl(meth)acrylate based comb polymer consisting of a base polymer A and units B which are grafted thereon, wherein the base polymer A comprises:
- (a) 10% to 25% by weight of at least one repeating unit derived from an ester of (meth)acrylic acid and a hydroxylated hydrogenated polybutadiene;
- (b) 0% to 2% by weight of at least one repeating unit derived from methyl (meth)acrylate;
- (c) 60% to 80% by weight of at least one repeating unit derived from butyl (meth)acrylate;
- (d) 0% to 16% by weight of at least one repeating unit derived from at least one C10-20-alkyl (meth)acrylate;
- and
- (e) 0% to 2% by weight of at least one repeating unit derived from at least one styrene monomer having 8 to 17 carbon atoms;
- wherein an amount of each component (a) to (e) is based on a total composition of the polyalkyl(meth)acrylate based comb polymer;
- wherein the units B comprise at least one repeating unit prepared from:
- (f) 1% to 2.5% by weight of at least one repeating unit derived from a polar unsaturated monomer selected from the group consisting of maleic acid, maleic acid anhydride, methyl maleic acid anhydride, maleic acid monoester and maleic acid diester;
- and
- (g) 2% to 5% by weight of at least one repeating unit derived from a primary amine of general formula (I)
- wherein each R′ is independently selected from the group consisting of H and an alkyl radical having 1 to 9 carbon atoms,
- wherein the amount of each component (f) and (g) is based on the total composition of the polyalkyl(meth)acrylate based comb polymer;
- and
- (D) 0° ° to 15% by weight of one or more further additives.
17 more elements
13:
- The lubricating oil composition according to claim 12, comprising:
- (A) 60% to 99% by weight of the first base oil selected from the group consisting of API Group I, API Group II, API Group III, API Group IV oils and mixtures thereof;
- (B) 0.25% to 15% by weight of the second base oil selected from the group consisting of API Group V base oils and mixtures thereof;
- and
- (C) 0.5%6 to 10% by weight of the polyalkyl(meth)acrylate based comb polymer consisting of the base polymer A and the units B which are grafted thereon, wherein the base polymer A comprises:
- (a) 10% to 15% by weight of at least one repeating unit derived from the ester of (meth)acrylic acid and a hydroxylated hydrogenated polybutadiene;
- (b) 0% to 2% by weight of at least one repeating unit derived from the methyl (meth)acrylate;
- (c) 65% to 76% by weight of at least one repeating unit derived from the butyl (meth)acrylate;
- (d) 5% to 16% by weight of at least one repeating units derived from the at least one C10-20-alkyl (meth)acrylate;
- and
- (e) 0% to 2% by weight of at least one repeating unit derived from the styrene monomer having 8 to 17 carbon atoms;
- wherein the amount of each component (a) to (e) is based on the total composition of the polyalkyl(meth)acrylate based comb polymer;
- and
- wherein the units B comprise at least one repeating unit prepared from:
- (f) 1% to 2.5% by weight of at least one repeating unit derived from the polar unsaturated monomer selected from the group consisting of maleic acid, maleic acid anhydride, methyl maleic acid anhydride, maleic acid monoester and maleic acid diester;
- and
- (g) 2% to 5% by weight of at least one repeating unit derived from the primary amine of general formula (I)
- wherein each R′ is independently selected from the group consisting of H and an alkyl radical having 1 to 9 carbon atoms,
- wherein the amount of each component (f) and (g) is based on the total composition of the polyalkyl(meth)acrylate based comb polymer, and
- (D) 0% to 15% by weight of the one or more further additives.
17 more elements
14:
- The lubricating oil composition according to claim 12, wherein the one or more further additives is selected from the group consisting of viscosity index improvers, dispersants, defoamers, detergents, antioxidants, pour point depressants, antiwear additives, extreme pressure additives, friction modifiers, anticorrosion additives, dyes and mixtures thereof.
15:
- A method of reducing friction in an automotive vehicle, the method comprising:
- applying the lubricating oil composition according to claim 12 to an automotive vehicle.
16:
- The grafted polyalkyl(meth)acrylate based comb polymer according to claim 1, wherein the butyl (meth)acrylate is n-butyl methacrylate, the C10-20-alkyl (meth)acrylate is C12-14-alkyl methacrylate, and the styrene monomer is styrene.
17:
- The grafted polyalkyl(meth)acrylate based comb polymer according to claim 6, wherein the number-average molecular weight Mn to DIN 55672-1 is 4,500 to 5,000 g/mol.
18:
- The method according to claim 7, wherein the lubricating oil composition is an engine oil composition.
19:
- The additive composition according to claim 8, wherein the second base oil is at least one oil selected from the group consisting of ester oils, diisononyl adipate, dioctylsebacate and mixtures thereof.