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Citric trialkyl amide surfactant

A technology of surfactant and alkyl amide, which is applied in the direction of surface active detergent composition, carboxylic acid amide preparation, surface pretreatment, etc., can solve the problems such as unsuitability, and achieve environmental friendliness, low odor, and excellent wettability Effect

Inactive Publication Date: 2004-03-24
AIR PROD & CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These anionic surfactants are foaming and, therefore, not suitable for coating applications such as spray, roller and brush application of paint or agricultural supplies, or high-speed gravure or inkjet printing

Method used

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  • Citric trialkyl amide surfactant
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  • Citric trialkyl amide surfactant

Examples

Experimental program
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Effect test

Embodiment 1

[0059] N,N',N"-tri-n-propyl citric amide was prepared by reacting n-propylamine with triethyl citrate. To a round bottom flask was added triethyl citrate (30.245 g; 1 g equivalent), n Propylamine (19.427 g, 3.16 g equivalents) and methanol (40 mL). The clear pale yellow solution was stirred at room temperature for 3 days before the methanol was removed by disk evaporation at 50° C. The resulting yellow liquid was vacuumed at 70° C. Drying gave a sticky white solid. The crude solid was triturated with diethyl ether, collected by filtration and dried in vacuo to give a slightly odorous white powder (19.19 g; 55% yield).

Embodiment 2

[0061] N,N',N"-tri-n-butyl citric acid amide was prepared by reacting n-butylamine with triethyl citrate. To a round bottom flask was added triethyl citrate (31.485 g; 0.1140 mol, 1 g eq) and methanol (40 mL). To this solution was slowly poured n-butylamine (24.999 g, 3.00 g eq). Before the methanol was removed by disk evaporation at 60° C., the clear pale yellow solution was stirred at room temperature for 3 The resulting crude sticky solid was triturated with diethyl ether, collected by filtration and dried in vacuo to give a white powder with a slight amine odor (23.95 g; 58% yield).

Embodiment 3

[0063] N,N',N"-triisobutyl citric acid amide was prepared by reacting isobutylamine with triethyl citrate. To a round bottom flask was added triethyl citrate (30.001 g; 1 g equivalent), Isobutylamine (24.034 g; 3.03 g equivalents) and methanol (40 mL). The clear pale yellow solution was stirred at room temperature for 2 days, then additional isobutylamine (3.06 g equivalents) was added. After stirring overnight, wet The methanol was removed in vacuo and the solid was triturated with diethyl ether, collected by filtration and dried in vacuo to give a white powder with no detectable odor (31.09 g; 80.3% yield).

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Abstract

This invention provides water-based compositions which are essentially free of hydrocarbon solvents, particularly coating, ink, fountain solution, adhesive, agricultural and electronics cleaning compositions, manifesting reduced equilibrium and dynamic surface tension by the incorporation of a surface tension reducing amount of certain tri-alkylamides of citric acid of the structurewhere R1, R2 and R3 are independently C1 to C18 alkyl groups.

Description

technical field [0001] The present invention relates to the use of trialkylamide citrates for reducing surface tension in water-based systems. Background of the invention [0002] In the actual formulation process, since the reduced surface tension will enhance the wettability of the substrate, in water-based coatings, inks, adhesives, buffer solutions, agricultural formulations and cleaning compositions for electronics processes such as semiconductor manufacturing, The ability to lower the surface tension of water is very important. The reduction of surface tension in water-based systems is usually achieved through the addition of surfactants. Properties resulting from the addition of surfactants include: enhanced surface coverage, fewer defects, and more uniform distribution. When the system is at rest, it is very important to balance the surface tension properties. However, in applications utilizing high surface generation rates, the ability to reduce surface tension u...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A01N25/02A01N25/30A01N33/00B05D3/02B05D7/26C07C231/00C07C235/02C08K3/00C08K5/00C08K5/20C08L101/14C09D1/00C09D5/00C09D5/02C09D7/12C09D11/00C09D11/02C09D201/00C09J11/00C09J11/06C09J201/00C09K3/00C09K23/00C10M133/00C11D1/52C11D3/32D06P1/00D06P1/649G03F7/00G03F7/32
CPCA61K8/42C11D1/528A61Q5/02C09D5/027C09D11/38B01F17/0042A61Q19/10G03F7/322C09D11/03A01N25/30C09K23/22C07C231/00C09D11/00
Inventor C·S·斯洛K·R·拉斯拉I·K·迈耶
Owner AIR PROD & CHEM INC
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