| Compounds and methods of making the compounds -> Monitor Keywords |
|
|
  Compounds and methods of making the compoundsUSPTO Application #: 20080090743Title: Compounds and methods of making the compounds Abstract: The present application is directed to compounds that are the reaction product of (i) a hydrocarbyl phenol, (ii) a hindered phenol; (iii) an diaryldiamine and (iv) an aldehyde. Methods of making and using the compounds of the present application are disclosed. (end of abstract) Agent: Mh2 Technology Law Group (cust. No. W/newmarket) - Tysons Corner, VA, US Inventor: Naresh C. Mathur USPTO Applicaton #: 20080090743 - Class: 508542 (USPTO) The Patent Description & Claims data below is from USPTO Patent Application 20080090743. Brief Patent Description - Full Patent Description - Patent Application Claims
DESCRIPTION OF THE DISCLOSURE [0001]1. Field of the Disclosure [0002]The present application is directed to novel antioxidants, processes for making the antioxidants, and compositions that comprise the antioxidants. [0003]2. Background of the Disclosure [0004]Lubricating oils as used in the internal combustion engines and transmissions of automobiles or trucks are subjected to a demanding environment during use. This environment results in the oil suffering oxidation which is catalyzed by the presence of impurities in the oil, such as iron compounds, and is also promoted by the elevated temperatures of the oil during use. [0005]The oxidation of lubricating oils during use is often controlled to some extend by the use of antioxidant additives. Antioxidant additives can extend the useful life of the lubricating oil by, for example, reducing or preventing unacceptable viscosity increases. [0006]A combination of antioxidants is often employed in lubricants. One such combination includes both hindered phenol compounds and alkylated diphenylamines as antioxidants. These antioxidants are believed to work synergistically by converting relatively reactive alkoxy and/or alkyl radicals to less reactive phenoxy radicals. SUMMARY OF THE DISCLOSURE [0007]In accordance with the disclosure, and aspect of the present application is directed to a compound that is the reaction product of (i) a hydrocarbyl phenol, (ii) a hindered phenol, (iii) an diaryldiamine and (iv) an aldehyde. [0008]Another aspect of the present application is directed to a compound of formula V, wherein R.sup.1 and R.sup.2 are independently chosen from hydrogen and hydrocarbyl groups, with the proviso that at least one of R.sup.1 and R.sup.2 is a hydrocarbyl group; R.sup.3 and R.sup.4 are independently chosen from hydrogen and a linear or branched C.sub.1 to C.sub.12 alkyl group, with the proviso that at least one of R.sup.3 and R.sup.4 is a branched C.sub.3 to C.sub.12 alkyl group; 'R.sup.5 is a secondary amine substituent; R.sup.6 and R.sup.7 are independently chosen from hydrogen, C.sub.1 to C.sub.18 linear, branched or cyclic alkyl groups, substituted or unsubstituted heterocyclic groups, or substituted or unsubstituted aryl groups; and Ar and Ar' are groups independently chosen from substituted or unsubtituted aryl groups having from 6 to about 50 carbon atoms. [0009]Another aspect of the present application is directed to a process for forming a compound. The process comprises reacting (i) a hydrocarbyl phenol, (ii) a hindered phenol, (iii) a diaryldiamine and (iv) an aldehyde. [0010]Another aspect of the present application is directed to a lubricant composition. The lubricant composition comprises a base oil and a first compound that is the reaction product of (i) a hydrocarbyl phenol, (ii) a hindered phenol, (iii) a diaryldiamine and (iv) an aldehyde. [0011]Another aspect of the present application is directed to an additive package composition. The additive package composition comprises a diluent and a first compound that is the reaction product of (i) a hydrocarbyl phenol, (ii) a hindered phenol, (iii) a diaryldiamine and (iv) an aldehyde. [0012]Another aspect of the present application is directed to a method for reducing the oxidation of a lubricating oil. The method comprises placing in the crankcase of an internal combustion engine a lubricating composition of the present application having a first compound, where the amount of oxidation of the oil is reduced compared to the amount of oxidation that would have occurred if the lubricating composition did not comprise the first compound. [0013]Additional aspects and advantages of the disclosure will be set forth in part in the description which follows, and can be learned by practice of the disclosure. It is to be understood that both the foregoing general description and the following detailed description are exemplary and explanatory only and are not restrictive of the disclosure, as claimed. DESCRIPTION OF THE EMBODIMENTS [0014]The present application is directed to novel compounds and methods of making the compounds. In some embodiments, the compounds can be the reaction product of (i) a hydrocarbyl phenol, (ii) a hindered phenol, (iii) a diaryldiamine and (iv) an aldehyde. In some aspects of the present application, the resulting compounds comprise both a hindered phenol functional group and a diaryldiamine functional group. The plurality of functional groups of the compounds of the present application may result in useful properties, such as, for example, compounds having good antioxidant function and/or other capabilities, as described in more detail below. [0015]Non-limiting examples of suitable hydrocarbyl phenols include compounds of the formula I, wherein R.sup.1 and R.sup.2 can be chosen from hydrogen or hydrocarbyl groups, with the proviso that at least one of R.sup.1 and R.sup.2 is a hydrocarbyl group. As seen from formula I, R.sup.1 and R.sup.2 can be at ortho, meta or para positions. In one embodiment, R.sup.1 is a hydrogen and R.sup.2 is a linear or branched C.sub.1 to C.sub.50 aliphatic group, such as a C.sub.1 to C.sub.50 alkyl group or polyisobutenyl group, in the para position. Examples of polyisobutenyl groups include polyisobutenyl with a molecular weight ranging from about 100 to about 6000 daltons and a vinylidene content ranging from about 4% to greater than about 90%. Nonlimiting examples of suitable hydrocarbyl phenols include 4-dodecylphenol and (polyisobutenyl)phenol. [0016]As used herein, the term "hydrocarbyl group" or "hydrocarbyl" is used in its ordinary sense, which is well-known to those skilled in the art. Specifically, it refers to a group having a carbon atom directly attached to the remainder of a molecule and having a predominantly hydrocarbon character. Examples of hydrocarbyl groups include: [0017](1) hydrocarbon substituents, that is, aliphatic (e.g., alkyl or alkenyl), alicyclic (e.g., cycloalkyl, cycloalkenyl) substituents, and aromatic-, aliphatic-, and alicyclic-substituted aromatic substituents, as well as cyclic substituents wherein the ring is completed through another portion of the molecule (e.g., two substituents together form an alicyclic radical); [0018](2) substituted hydrocarbon substituents, that is, substituents containing non-hydrocarbon groups which, in the context of the description herein, do not alter the predominantly hydrocarbon substituent (e.g., halo (especially chloro and fluoro), hydroxy, alkoxy, mercapto, alkylmercapto, nitro, nitroso, and sulfoxy); [0019](3) hetero-substituents, that is, substituents which, while having a predominantly hydrocarbon character, in the context of this description, contain other than carbon in a ring or chain otherwise composed of carbon atoms. Hetero-atoms include sulfur, oxygen, nitrogen, and encompass substituents such as pyridyl, furyl, thienyl, and imidazolyl. In general, no more than two, or as a further example, no more than one, non-hydrocarbon substituent will be present for every ten carbon atoms in the hydrocarbyl group; in some embodiments, there will be no non-hydrocarbon substituent in the hydrocarbyl group. Continue reading... Full patent description for Compounds and methods of making the compounds Brief Patent Description - Full Patent Description - Patent Application Claims Click on the above for other options relating to this Compounds and methods of making the compounds patent application. ###  How KEYWORD MONITOR works... a FREE service from FreshPatents1. Sign up (takes 30 seconds). 2. Fill in the keywords to be monitored. 3. Each week you receive an email with patent applications related to your keywords. Start now! - Receive info on patent apps like Compounds and methods of making the compounds or other areas of interest. ### Previous Patent Application: Compound and method of making the compound Next Patent Application: Compositions and methods for improved friction durability in power transmission fluids Industry Class: Solid anti-friction devices, materials therefor, lubricant or separant compositions for moving solid surfaces, and miscellaneous mineral oil compositions ### FreshPatents.com Support Thank you for viewing the Compounds and methods of making the compounds patent info. IP-related news and info Results in 0.1367 seconds Other interesting Feshpatents.com categories: Accenture , Agouron Pharmaceuticals , Amgen , AT&T , Bausch & Lomb , Callaway Golf |
||
