Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Compounds and methods of making the compounds

a technology of compounds and compounds, applied in the field of antioxidants and processes for making antioxidants, can solve the problems of lubricating oils used in automobiles or trucks that are subjected to a demanding environment during use, and achieve the effect of reducing the amount of oxidation of oil and reducing the oxidation of lubricating oil

Inactive Publication Date: 2008-04-17
AFTON CHEMICAL
View PDF29 Cites 69 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The patent describes a new compound that is made by combining a hydrocarbyl phenol, a hindered phenol, a diaryldiamine, and an aldehyde. This compound has certain properties that make it useful in lubricant compositions and additive package compositions. When used in lubricant compositions, this compound reduces the oxidation of the oil, which can help to keep the oil fresher for longer periods of time. The patent also describes a process for making this compound and a method for reducing oxidation in lubricating oils.

Problems solved by technology

Lubricating oils as used in the internal combustion engines and transmissions of automobiles or trucks are subjected to a demanding environment during use.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Compounds and methods of making the compounds
  • Compounds and methods of making the compounds
  • Compounds and methods of making the compounds

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0052]A 2-liter 4-neck flask was equipped with a nitrogen atmosphere and reflux condenser. The flask was charged with 950 g of (polyisobutenyl)phenol and a few drops of a defoamer. With agitation, the contents in the flask were heated to 80° C. and 138 g of N-phenyl-phenylenediamine (NPPDA) was added in portions, followed by dropwise addition of 60.8 g of 37% aqueous solution of formaldehyde over approximately 90 min. The reaction was then held at 80° C. for 4 hrs and then at reflux for 4 hrs. The reaction mixture was vacuum stripped at 110° C. The product was diluted with 336 g of process oil and then filtered over Celite. A total of approx. 1307 g of product thus obtained had TAN (total acid number) of 28.6 and % N=1.52.

[0053]552.6 g of the above product and 61.8 g of 2,6-ditertbutylphenol were charged to a 1-liter flask equipped with nitrogen atmosphere and reflux condenser. With agitation, the contents in the flask were heated to 60° C. and 1.5 g of dimethylaminopropylamine (DMA...

example 2

[0054]A 1-liter 4-neck flask was charged with 314.4 g of 4-dodecylphenol and 247.2 g of 2,6-ditertbutylphenol and equipped with nitrogen atmosphere and reflux condenser. With agitation, the contents in the flask were heated to 60° C. and 6 g of DMAPA catalyst was added followed by dropwise addition of 97.2 g of 37% aqueous solution of formaldehyde over approximately 20 min. The reaction was then held at 60° C. for 1 hr. Reflux condenser was replaced with a distillation condenser and the temperature then gradually raised to 150° C. A total of approximately 558 g of product thus obtained had TAN (total acid number) of 122.4.

[0055]344 g of the above product, 321.7 g of process oil and few drops of a defoamer were charged to a 1-liter flask equipped with nitrogen atmosphere and reflux condenser. With agitation, the contents in the flask were heated to 80° C. and 128.8 g of N-phenyl-phenylenediamine (NPPDA) was added in portions, followed by dropwise addition of 60.8 g of 37% aqueous sol...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
molecular weightaaaaaaaaaa
viscosity indexaaaaaaaaaa
temperatureaaaaaaaaaa
Login to View More

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.

Description

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 ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(United States)
IPC IPC(8): C10M159/16
CPCC08G14/06C10M159/16C10M2207/023C10M2217/043C10N2230/10C10N2240/10C10N2270/02C10M2207/026C10M2207/08C10M2215/04C10N2030/10C10N2040/25C10N2070/02C07C213/08C07C215/74C09K15/24
Inventor MATHUR, NARESH C.
Owner AFTON CHEMICAL
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com