Quaternary Ammonium Salt of a Polyalkene-Substituted Amine Compound

a technology of amine compound and quaternary ammonium salt, which is applied in the field of quaternary ammonium salt detergent, can solve the problems of poor fuel economy, high emission, and components that can degrade during engine operation and form deposits

Inactive Publication Date: 2008-05-15
THE LUBRIZOL CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is well known that liquid fuel contains components that can degrade during engine operation and form deposits.
These deposits can lead to incomplete combustion of the fuel resulting in higher emission and poorer fuel economy.
However, many of these dispersants have limited performance towards viscosity and stability properties, which when incorporated into printing inks or paints give the inks and paints with poor flow characteristics.

Method used

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  • Quaternary Ammonium Salt of a Polyalkene-Substituted Amine Compound
  • Quaternary Ammonium Salt of a Polyalkene-Substituted Amine Compound
  • Quaternary Ammonium Salt of a Polyalkene-Substituted Amine Compound

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examples

[0138]The invention will be further illustrated by the following examples, which sets forth particularly advantageous embodiments. While the examples are provided to illustrate the present invention, they are not intended to limit it.

example a

Preparation of Polyisobutene-dimethylamine (PIB DMA) via Chlorine

[0139]An apparatus suitable to handle chlorine and hydrogen chloride gas (glass reactor, glass stirrer, PTFE joints, glass thermowell for thermocouple) is connected to sodium hydroxide scrubbers. The glass vessel is charged with 1000 g (˜1 mole, 1 equiv.) of low vinylidene 1000 Mn polyisobutylene (PIB) and is heated to 110-120° C. and 1 mole (70 g, 1 equiv) chlorine bubbled into the reactor over 7 hours. The reaction is sparged with nitrogen at 110-120° C. overnight to remove HCl.

[0140]The resultant PIB chloride is transferred to an autoclave and the autoclave sealed. For every mole (˜1030 g) PIB chloride 1 mole of gaseous dimethylamine (45 g) is added and the reaction is heated to 160-170° C. for 8 hours, or until no further reduction in pressure is seen. The reaction is cooled to room temperature and the pressure is released. Enough Solvesso™ 150 solvent is added to make a 70% w / w actives solution and the reaction is...

example b

Preparation of Polyisobutene-dimethylamine (PIB DMA) via Hydroformylation

[0141]High vinylidene polyisobutylene (PIB) (500 g, Mn 950, 0.53 moles), 300 g dodecane and 2.8 g cobalt octacarbonyl is heated in a 2.5 litre autoclave at 280 bar 1:1 CO:H2 for 5 hours at 185° C., while stirring. The mixture is cooled to room temperature and the catalyst is removed by washing with 400 ml 10% aqueous acetic acid. The product is neutralized by washing, and the dodecane is stripped off to yield the PIB aldehyde and possibly also PIB alcohol.

[0142]A reactor equipped with stirrer, condenser and Dean and Stark trap is charged with 1 mole (˜980 g) of the above hydroformylated PIB plus 0.5 moles of 40% aqueous dimethylamine solution (112.5 g) and 500 ml cyclohexane. The reaction is heated to reflux until no more water is removed, and the cyclohexane is removed by distillation under vacuum. 1 kg of the azomethine product from above is reacted with 100 g Raney nickel and 25000 kPa hydrogen in an autocla...

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Abstract

A quaternary ammonium salt detergent made from the reaction product of the reaction of: (a) polyalkene-substituted amine having at least one tertiary amino group; and (b) a quaternizing agent suitable for converting the tertiary amino group to a quaternary nitrogen and the use of such quaternary ammonium salt detergents in a fuel composition to reduce intake valve deposits.

Description

BACKGROUND OF THE INVENTION[0001]The composition of the present invention relates to a quaternary ammonium salt detergent and the use of such quaternary ammonium salt detergents in a fuel composition to reduce intake valve deposits and remove or clean up existing deposits on the intake valves; and the use of the quaternary ammonium salt in media such as inks, coatings, mill-bases, plastics and paints.[0002]It is well known that liquid fuel contains components that can degrade during engine operation and form deposits. These deposits can lead to incomplete combustion of the fuel resulting in higher emission and poorer fuel economy. Fuel additives, such as detergents, are well known additives in liquid fuels to help with control or minimize deposit formation. As the dynamics and mechanics of an engine continual advance, the requirements of the fuel must evolve to keep up with these engine advancements. For example, today's engines have injector system that have smaller tolerances and ...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C10M169/04C10L1/22C09D7/12C07C211/62C09D7/45C09K23/18
CPCC08F8/44C09D11/03C09D11/326C09D11/36C09D17/002C10L10/18C10L1/2383C10L10/02C08F10/10C09D7/45C09D5/00C10M133/54C10M2223/045C08L23/36C10L10/04C10N2020/04C10N2030/02C10N2030/70C10N2040/25C10N2010/04C10N2070/00C10L1/2222C10L1/305C10L10/08C10L2200/0213C10L2200/0259C10L2200/0268C10L2200/029C10L2230/081C10L2270/023C10L2270/026C10M159/12
Inventor MORETON, DAVID J.STEVENSON, PAUL R.THETFORD, DEANVILARDO, JONATHAN S.
Owner THE LUBRIZOL CORP
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