Synergistic mixture
Abstract
A synergistic mixture comprising from 1 to 99.9% by weight of compounds having structural elements (I) in which the free valencies on the oxygen atom and on the nitrogen atom may be combined to form a five-, six- or seven-membered ring and the benzene ring may also bear substituents at one or more of the free positions, and from 0.1 to 99% by weight of sulfur-containing organic compounds with antioxidant action. This synergistic mixture is suitable as a stabilizer for stabilizing inanimate organic material, especially mineral oil products and fuels, against the action of light, oxygen and heat.
Claims
exact text as granted — not AI-modified1 - 18 . (canceled)
19 . A synergistic mixture, comprising:
(A) from 50 to 95% by weight of a compound having a structural element which is at least one of (A1) a tetrahydrobenzoxazine of formula (IV)
wherein
R 9 is a hydrocarbyl radical comprising from 1 to 3000 carbon atoms and may be interrupted by one or more heteroatoms from the group of O and S and/or by one or more NR 14 moieties,
R 14 is a hydrogen atom or a C 1 - to C 4 -alkyl radical, and
R 10 , R 11 , R 12 , and R 13 are each independently hydrogen atoms, hydroxyl groups, or hydrocarbyl radicals comprising in each case from 1 to 3000 carbon atoms and may be interrupted by one or more heteroatoms from the group of O and S and/or by one or more NR 14 moieties,
R 12 may also be a radical of formula (Y)
wherein
X is a hydrocarbon bridging member which comprises one or more isobutene units, or R 12 may also be a radical of the formula (Z) or (Z′)
wherein R 17 and R 18 may be the same or different and are each hydrogen or a C 1 - to C 10 -alkyl radical,
and R 10 and R 11 or R 11 and R 12 or R 12 and R 13 may also form a second tetrahydrooxazine ring with the —O—CH 2 —NR 15 —CH 2 — substructure attached to the benzene ring, or R 10 and R 11 and R 12 and R 13 may also form a second and a third tetrahydrooxazine ring with the —O—CH 2 —NR 15 —CH 2 — and —O—CH 2 —NR 16 —CH 2 — substructures attached to the benzene ring,
R 15 and R 16 are each independently hydrocarbyl radicals comprising in each case from 1 to 3000 carbon atoms and may be interrupted by one or more heteroatoms from the group of O and S and/or by one or more NR 14 moieties,
with the proviso that at least one of R 9 , R 10 , R 11 , R 12 , R 13 , R 15 , and R 16 comprises from 4 to 3000 carbon atoms and the remaining substituents from the group of R 9 , R 10 , R 11 , R 12 , R 13 , R 15 and R 16 , when they are hydrocarbyl radicals, each comprise from 1 to 20 carbon atoms;
and
(A2) a polycyclic phenolic compound comprising up to 20 benzene rings per molecule, obtained by reacting
(a2-i) a tetrahydrobenzoxazine of formula (XXVI)
wherein
substituent R 19 is a hydrocarbyl radical comprising from 1 to 3000 carbon atoms and may be interrupted by one or more heteroatoms from the group of O and S and/or by one or more NR 24 moieties,
R 24 is a hydrogen atom or a C 1 - to C 4 -alkyl radical, and
R 20 , R 21 , R 22 , and R 23 are each independently hydrogen atoms, hydroxyl groups, or hydrocarbyl radicals comprising in each case from 1 to 3000 carbon atoms and may be interrupted by one or more heteroatoms from the group of O and S and/or by one or more NR 24 moieties,
with at least one of
(a2-ii) one or more of the same or different phenols of formula (XXVII)
wherein
R 25 , R 26 , R 27 , and R 28 are each independently hydrogen atoms, hydroxyl groups, or hydrocarbyl radicals comprising in each case from 1 to 3000 carbon atoms and may be interrupted by one or more heteroatoms from the group of O and S and/or by one or more NR 24 moieties,
and
(a2-iii) one or more of the same or different tetrahydrobenzoxazines of formula (XXVI) wherein R 22 may also be a radical of the formula (Z″) and R 27 may also be a radical of the formula (Z″′)
wherein
R 25 may also be a radical derived from a tetrahydrobenzoxazine of formula (XXVI),
R 33 is hydrogen or a radical derived from a tetrahydrobenzoxazine of formula (XXVI), and
R 29 and R 30 may be the same or different and are each hydrogen or a C 1 - to C 10 -alkyl radical, and
R 20 and R 21 or R 21 and R 22 or R 22 and R 23 may also form a second tetrahydrooxazine ring with the —O—CH 2 —NR 31 —CH 2 — substructure attached to the benzene ring, or
R 20 and R 21 and R 22 and R 23 may also form a second and a third tetrahydrooxazine ring with the —O—CH 2 —NR 31 —CH 2 — and —O—CH 2 —NR 32 —CH 2 — substructures attached to the benzene ring, where R 31 and R 32 are each independently hydrocarbyl radicals comprising in each case from 1 to 3000 carbon atoms and may be interrupted by one or more heteroatoms from the group of O and S and/or by one or more NR 24 moieties,
with the proviso that at least one of R 19 , R 20 , R 21 R 22 , R 23 , R 25 , R 26 , R 27 , R 28 , R 31 , and R 32 comprises from 13 to 3000 carbon atoms and the remaining substituents from the group of R 19 , R 20 , R 21 , R 22 , R 23 , R 25 , R 26 , R 27 , R 28 , R 30 and R 32 , when they are hydrocarbyl radicals, comprise in each case from 1 to 20 carbon atoms; and
(B) from 5 to 50% by weight of a sulfur-comprising organic compound with antioxidant action,
where a sum of the two components (A) and (B) adds up to 100% by weight.
20 . The mixture of claim 19 , comprising (A1).
21 . The mixture of claim 19 , comprising (A2).
22 . The mixture of claim 19 , comprising, as component (B), an organic compound comprising at least one —(S) x — moiety in which x is an integer from 1 to 20.
23 . A method for stabilizing an inanimate organic material against the action at least one of light, oxygen, and heat, the method comprising:
combining the inanimate organic material with the mixture of claim 19 .
24 . A mineral oil product or fuel, comprising the mixture of claim 19 .
25 . A turbine or jet fuel, comprising the mixture of claim 19 .
26 . A method of improving thermal stability of a turbine fuel, the method comprising combining the fuel with a stabilizer comprising the mixture of claim 19 .
27 . A method of reducing deposits in a fuel system or combustion system of a turbine, the method combusting a fuel comprising the mixture claim 19 .
28 . An inanimate organic material, comprising the mixture of claim 19 .
29 . A fuel composition, comprising:
a fuel; and the mixture of claim 19 .
30 . The composition of claim 29 , wherein the fuel is a turbine or jet fuel.
31 . An additive concentrate, comprising the mixture of claim 19 and at least one of a further diluent and a further additive.
32 . A method for improving at least one of oxidation, aging, and shear stability of a lubricant composition, the method comprising:
combining the lubricant composition with the mixture of claim 19 .
33 . A lubricant composition, comprising the mixture of claim 19 .
34 . The mixture of claim 19 , wherein R 12 is a radical of formula (Y), and X is a hydrocarbon bridging member which consists of one or more isobutene units.
35 . The mixture of claim 22 , wherein the compound (B) has a number-average molecular weight of not more than 2500.
36 . The mixture of claim 22 , wherein the compound (B) has a number-average molecular weight of not more than 1200.
37 . The mixture of claim 22 , wherein the compound (B) comprises at least one of a tetrakis[methylene-2-(C 4 - to C 30 -alkylthio)propionate]methane and a C 4 - to C 30 -alkylthiopropylamide.
38 . The composition of claim 29 , wherein a concentration of the mixture in the composition, relative to a total weight of organic components, is 0.0001 to 5 wt %.
39 . The composition of claim 19 , wherein (A) is present in an amount of 65 to 95% by weight, and (B) is present in an amount of 10 to 35% by weight.Cited by (0)
No later patents cite this yet.
References (0)
No backward citations on record.