Oil-soluble molybdenum derivatives derived from hydroxyethyl-substituted Mannich bases

• US 7,884,059 B2
• Filed: 10/20/2004
• Issued: 02/08/2011
• Est. Priority Date: 10/20/2004
• Status: Active Grant

• Current Assignee: Afton Chemical Corporation
• Original Assignee: Afton Chemical Corporation
• Inventors: Liesen, Gregory P., Gatto, Vincent J., Loper, John T.
• Primary Examiner(s): McAvoy; Ellen M
• Assistant Examiner(s): VASISTH, VISHAL V
• Application Number:
  US10/970,743
• Publication Number:
  US 20060084584A1
• Time in Patent Office: 2,302 Days
• Field of Search: 508/362, 508/542, 508/375, 508/563, 508/572, 556/57
• US Class Current: 508/362
• CPC Class Codes: C07F 11/005 compounds without a metal-carbon linkage
• CPC Class Codes: C10M 159/16 obtained by Mannich reactions
• CPC Class Codes: C10M 159/18 Complexes with metals
• CPC Class Codes: C10M 163/00 Lubricating compositions characterised by the additive being a mixture of a compound of unknown or incompletely defined constitution and a non-macromolecular compound, each of these compounds being essential
• CPC Class Codes: C10M 177/00 Special methods of preparation of lubricating compositions; Chemical modification by after-treatment of components or of the whole of a lubricating composition, not covered by other classes
• CPC Class Codes: C10M 2207/023 having hydroxy groups bound to carbon atoms of six-membered aromatic rings
• CPC Class Codes: C10M 2207/08 Aldehydes; Ketones
• CPC Class Codes: C10M 2215/042 containing hydroxy groups; Alkoxylated derivatives thereof
• CPC Class Codes: C10M 2215/064 Di- and triaryl amines
• CPC Class Codes: C10M 2219/089 Overbased salts
• CPC Class Codes: C10M 2223/045 Metal containing thio derivatives
• CPC Class Codes: C10N 2010/12 Groups 6 or 16
• CPC Class Codes: C10N 2030/06 Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
• CPC Class Codes: C10N 2030/54 Fuel economy
• CPC Class Codes: C10N 2040/25 Internal-combustion engines
• CPC Class Codes: C10N 2070/00 Specific manufacturing methods for lubricant compositions

Abstract

The present disclosure relates to organic molybdenum complexes prepared by reacting a Mannich base with a source of molybdenum. The complexes may be useful in lubricating oil compositions as at least one of an antioxidant, a deposit control additive, and a friction modifier. The organic molybdenum complexes may show a reduced tendency to color finished oils.

Claims

1. An organic molybdenum complex comprising the reaction product of:

(i) an alkylphenol chosen from p-octylphenol, p-heptylphenol, p-nonylphenol, p-dodecylphenol, and 2,4-dialkylated phenols, and mixtures thereof, each of which may be further substituted with at least one of halogen, hydroxyl, nitro, amino, alkyl, alkenyl, and alkynyl groups;

(ii) a formaldehyde source;

(iii) an N-hydroxyethyl substituted diamine chosen from 2-(2-aminoethylannino) ethanol, aminopropyldiethanolamine, aminoethyldiethanolamine, and mixtures thereof; and

(iv) a molybdenum source, wherein said molybdenum source is molybdenum trioxide, wherein the N-hydroxyethyl substituted diamine is reacted with the alkylphenol at a molar ratio ranging from 1;

1 to 2;

1.

2. The organic molybdenum complex according to claim 1, wherein said organic molybdenum complex is obtained by reacting (i), (ii), and (iii) to form a reaction product prior to the addition of (iv).

3. The organic molybdenum complex according to claim 1, wherein said organic molybdenum complex is oil-soluble.

4. The organic molybdenum complex according to claim 1, wherein said alkylphenol is characterized by at least one of the following:

(a) the alkylphenol contains at least 8 carbon atoms; and

(b) the alkylphenol has a molecular weight ranging from 205 g/mol to 1000 g/mol.

5. The organic molybdenum complex according to claim 1, wherein the formaldehyde source is chosen from paraformaldehyde, aqueous formaldehyde compositions, and compositions comprising formaldehyde and methanol.

6. The organic molybdenum complex according to claim 1, wherein the formaldehyde source is then reacted with the N-hydroxyethyl substituted diamine at a molar ratio ranging from 1:

1 to 1.5;

1.

7. The organic molybdenum complex according to claim 2, wherein the molybdenum source is reacted with the reaction product of (i), (ii), and (iii) at a molar ratio ranging from 1:

2 to 1;

1.