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A detergent

A detergent, C10-C40 technology, applied in the direction of additives, carboxylate preparation, carboxylate preparation, etc., can solve problems such as crankcase explosion and reduced effectiveness of engine oil

Active Publication Date: 2010-03-17
INFINEUM INT LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

If the crack propagates from there, hot combustion gases can enter the crankcase, which can cause the crankcase to explode
[0003] A key design feature of trunk piston engine oils ("TPEOs") is the prevention of asphaltenes precipitation, but with the current use of Group II base stocks with lower aromatics content, the engine oils are limited in this regard. effectiveness has been reduced

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0179] Example 1 Preparation of 1-methoxy-4-(hexadecan-1-yl)benzene

[0180] 1-Bromohexadecane (96.32 g) was transferred to a completely dry 2-liter three-necked flask, followed by Li 2 CuCl 4 (0.1M in THF, 31.7ml). Place the reaction flask in an ice / water bath. The reaction was quenched overnight by the dropwise addition of Grignard reagent (4-methoxyphenyl)magnesium bromide (0.5M in THF, 948ml) over two days. The contents of the reaction flask were mixed with toluene (300ml) and poured into a separatory funnel. Then 10% HCl solution was added to acidify the mixture. Water (500ml) was added and shaken with toluene. The aqueous layer was washed with toluene (2 x 300 mL). The organic extracts were combined and washed with water (500ml) and brine (50ml), then washed with MgSO 4 dry. The solvent was removed in vacuo to afford 108.86 g of the title compound as an off-white solid, which was characterized by NMR.

Embodiment 2

[0181] Example 2 Preparation of 4-(hexadecan-1-yl)phenol

[0182] The alkylanisole of Example 1 (40 g) was transferred to a dry 1 liter three-neck flask under nitrogen. Tributylhexadecylphosphonium bromide (12.69 g) and HBr (48% aqueous solution, 71.4 ml) were added thereto. The resulting thick suspension was heated to 135°C and stirred for five hours. Toluene was added and the reaction was transferred to a separatory funnel. The organic layer will be shaken with water, then the aqueous extract will be shaken with fresh toluene. The organic extracts were combined and washed with MgSO 4 dry. The solvent was removed in vacuo to afford the title compound as a brown solid.

Embodiment 3

[0183] Example 3 Preparation of 2-hydroxyl-5-(hexadecan-1-yl)benzoic acid

[0184] 3.1 Phenolization step

[0185] The alkylphenol of Example 2 (52.6 g) was weighed into a 3 liter three-necked flask and xylene (1000 ml) was added using a measuring funnel. Fit the flask for distillation and run 400ml.min on the mixture -1 Nitrogen blanket. Stirring was then started at approximately 400 rpm and the mixture was heated with an oil bath set to 120°C and aqueous sodium hydroxide (50%, 9.53 g) was added dropwise. The temperature was raised to 160°C and all water was removed using a Dean-Stark apparatus. After 4 hours, the reaction was cooled to room temperature overnight.

[0186] 3.2 Carboxylation step

[0187] After cooling, transfer the contents of the flask from step 3.1 above to a 2 L autoclave. A 1 barg (bar gauge) nitrogen mantle was applied, stirring was started and increased to 550 rpm and the autoclave was heated to 138°C. When the autoclave reaches 138 °C, add CO ...

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Abstract

A detergent including one or more neutral or overbased alkaline earth metal C10 to C40 hydrocarbyl substituted hydroxybenzoates, in which: (i) the one or more neutral or overbased alkaline earth metalC10 to C40 hydrocarbyl substituted hydroxybenzoates is or includes one or more C10 to C40 hydrocarb-1-yl substituted hydroxybenzoates; or, (ii) greater than 50 mole % of the one or more neutral or overbased alkaline earth metal C10 to C40 hydrocarbyl substituted hydroxybenzoates, based on the total number of moles of said C10 to C40 hydrocarbyl substituted hydroxybenzoates, is or includes one ormore C10 to C40 hydrocarb-2-yl substituted hydroxybenzoates.

Description

technical field [0001] The present invention relates to a detergent, especially a hydrocarbyl substituted hydroxybenzoate detergent, especially a hydrocarbyl substituted salicylate detergent. The invention also relates to lubricating oil compositions containing such detergents and the use of such detergents in lubricating oil compositions for reducing asphaltenes deposits which can lead to " "black varnish" or "black sludge" formation. Background of the invention [0002] In marine trunk piston engines, heavy fuel oil ("HFO") is commonly used at sea. Heavy fuel oil is the heaviest fraction of petroleum distillates and contains a complex mixture of molecules including up to 15% asphaltenes, defined as the fraction of petroleum distillates that is insoluble in excess aliphatic hydrocarbons (eg, heptane), but show solubility in aromatic solvents (eg, toluene). Asphaltenes can enter engine lubricants as impurities via cylinders or fuel pumps and injectors, and asphaltenes can...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C10M159/22C10M129/44C07C51/41C07C65/05C07C51/15C10N30/04
CPCC10M159/22C10N2230/04C10N2220/027C10N2240/102C10M2203/1025C10N2220/025C10N2240/10C11D3/0073C10M2207/262C10N2020/065C10N2020/069C10N2030/04C10N2040/25C10N2040/252C10M129/54C10M129/91C10M129/94C11D9/002
Inventor R·D·波特莱姆P·J·道丁P·瓦斯
Owner INFINEUM INT LTD
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