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Cycloalkyl phenylenediamines as deposit control agents for lubricants
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A technology of cycloalkyl and phenylenediamine, which is applied in the field of improving the oxidation stability of lubricants, and can solve problems such as limitations
Inactive Publication Date: 2010-11-24
CHEMTURA CORP +1
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While lubricating oil specifications for heavy-duty diesel (HDD) engines have so far not limited phosphorus content, next-generation lubricant specifications (e.g., API CJ-4) are expected to do so
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Embodiment 1 to 37 and comparative Embodiment A to I
[0290] The invention is disclosed in Examples 1 to 37. Comparative Examples A to I are also provided.
[0291] The compounds of the examples were prepared by one of three methods. Method A is illustrated by the details provided below for Examples 6, 9, 15, 27, 29 and 32. Method B is exemplified by Example 13 and Method C is exemplified by Example 12.
[0292] Method A
[0293] The basic method for the reductive alkylation of phenylenediamines with aldehydes or ketones and sodium triacetoxyborohydride is a modification of the method of Abdel-Majid, A.F. et al., 61 J.Org.Chem.3849-62 (1996 ). Those skilled in the art will appreciate that adjustments in stoichiometry, reaction time, and reaction temperature may be required to obtain the desired reaction with different starting materials. The following examples are examples of such "Method A".
[0294] N,N'-dicyclohexyl-m-phenylenediamine
[0295] Method A is used to prepare N,N'-dicyclohexyl-m-phenylenediamine. This c...
[0356] 10 A N, N'-bis(3,3,5-trimethylcyclohexyl)-p-phenylenediamine 24
[0357] 11 A N, N'-dicyclohexyl-N-isopropyl-p-phenylenediamine 9
[0358] 12 C N, N'-dicyclohexyl-N-butyl-m-phenylenediamine 31
[0359] 13 B N, N'-dicyclohexyl-N'-phenyl-p-phenylenediamine 34
[0360] 14 B N-cyclohexyl-N-(2-ethylhexyl)-N'-p...
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Abstract
The invention is a C5-C12 cycloalkyl substituted phenylenediamine that provides deposit-control lubricant additives for organic materials including lubricating oil, gasoline, and diesel fuels. The invention improves the oxidative stability of the lubricants and fuels by adding cycloalkyl substituted phenylenediamines having one or more additional N-substituents.
Description
[0001] Cross References to Related Applications [0002] This application claims priority to co-pending US Application No. 12 / 001,951, filed December 12, 2007, the entire content and disclosure of which is hereby incorporated by reference. technical field [0003] The present invention relates to reducing the propensity of lubricants, particularly fully formulated hydrocarbon-based lubricating oils, to form engine deposits and improving the oxidative stability of lubricants. Specifically, cycloalkyl-substituted phenylenediamines having one or more additional N-substituents are added to the lubricant. Background technique [0004] Lubricants, such as those used in various machines, are prone to oxidative deterioration during storage, transportation, and use, especially when such lubricants are exposed to high temperatures and iron-catalyzed environments, which greatly promote their oxidation. This oxidation, if not controlled, can lead to the formation of corrosive acidic pr...
Claims
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