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Method for producing acylglycinates

A technology of acyl glycinate and acyl, which is applied in the field of preparation of acyl glycinate, can solve complex problems and achieve cost-effective results

Active Publication Date: 2010-12-01
CLARIANT INT LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The process is complex and produces sodium chloride-containing wastewater that must be treated

Method used

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  • Method for producing acylglycinates
  • Method for producing acylglycinates
  • Method for producing acylglycinates

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0086] 37.8 g (0.504 mol) of glycine were dissolved in 276 g of demineralized water with stirring, and the pH (current conditions) was adjusted to 12-13 with sodium hydroxide solution (33%). Subsequently, heating with stirring to 30-35° C., 106.4 g (0.478 mol) of cocoyl chloride (A) were metered in by cooling the reaction mixture at 30-35° C. within 6 hours. The pH was maintained at 12-13 by simultaneously metering in sodium hydroxide solution (33%). Towards the end of the metered addition of cocoyl chloride, the pH was lowered to 9.5-10.5. In order for the reaction to go to completion, it was stirred for an additional 2 hours at pH 9.5-10.5.

[0087] The resulting product has the following properties: liquid, milky white, dry residue (1 hour, 140°C): 31.0%, glycinate (HPLC): 0.6%, fatty acid salt (HPLC): 0.6%, viscosity (35°C): 756mPa • s, NaCl (titration): 5.3%, active ingredient content: 24.5%.

[0088] The weight of acyl glycinate in the composition according to the pre...

Embodiment 4

[0095] Example 4: Higher Glycine Excess

[0096] 37.8 g (0.504 mol) of glycine were dissolved in 250 g of demineralized water with stirring, and the pH (current conditions) was adjusted to 12-13 with sodium hydroxide solution (33%). Subsequently, heating was carried out to 30-35° C. with stirring, and 95.2 g (0.428 mol) of cocoyl chloride (A) were metered in at 30-35° C. within 6 hours while cooling the reaction mixture. The pH was maintained at 12-13 by simultaneously metering in sodium hydroxide solution (33%). Towards the end of the metered addition of cocoyl chloride, the pH was lowered to 9.5-10.5. In order for the reaction to go to completion, it was stirred for an additional 2 hours at pH 9.5-10.5.

[0097] The resulting product has the following properties: liquid, milky white, dry residue (1 hour, 140°C): 31.3%, glycinate (HPLC): 1.3%, fatty acid salt (HPLC): 0.2%, viscosity (35°C): 980mPa • s, NaCl (titration): 5.1%, active ingredient content: 24.7%.

Embodiment 5

[0098] Example 5: Higher concentration

[0099] 37.8 g (0.504 mol) of glycine were dissolved in 246 g of demineralized water with stirring, and the pH (current conditions) was adjusted to 12-13 with sodium hydroxide solution (33%). Subsequently, heating was carried out to 30-35° C. with stirring, and 106.4 g (0.478 mol) of cocoyl chloride (A) were metered in at 30-35° C. within 6 hours while cooling the reaction mixture. The pH was maintained at 12-13 by simultaneously metering in sodium hydroxide solution (33%). Towards the end of the metered addition of cocoyl chloride, the pH was lowered to 9.5-10.5. In order for the reaction to go to completion, it was stirred for an additional 2 hours at pH 9.5-10.5.

[0100] The resulting product has the following properties: liquid, milky white, dry residue (1 hour, 140°C): 32.7%, glycinate (HPLC): 0.8%, fatty acid salt (HPLC): 1.3%, viscosity (35°C): 4500mPa · s, NaCl (titration): 5.6%, active ingredient content: 25.0%.

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Abstract

The invention relates to a method for producing acylglycinates of formula (I) wherein R1 represents a linear or branched, saturated alkanoyl group having between 6 and 30 carbon atoms, or a linear or branched, mono- or polyunsaturated alkenoyl group having between 6 and 30 carbon atoms, and Q+ represents a cation selected from the alkali metals Li+, Na+ and K+, characterised in that glycine comprises fatty acid chloride R1Cl, wherein R1 which has the meaning given in formula (I), is provided in water and in presence of a basic alkali compound, the cations Q+ are selected from Li+, Na+ and K+, but in the absence of organic solvents, is reacted at between 30-35 DEG C, and the proportion of fatty acid chloride R1Cl containing acyl groups R1 having 18 or more carbon atoms, in relation to the total amount of used fatty acid chloride, is less than 2.0% in wt.

Description

technical field [0001] The present invention relates to a preparation method of acyl glycinate and a composition containing acyl glycinate. Background technique [0002] Acylglycinates of formula (Ia) are surfactants which are considered valuable especially in Asia in skin cleansing products and in cosmetics for facial cleansing formulations: [0003] [0004] Formula (Ia) [0005] in [0006] R 1a -C(O) is a linear or branched saturated alkanoyl group having 6-30, preferably 8-22, particularly preferably 8-18 carbon atoms, or having 6-30, preferably 8-22, particularly preferably 12- Linear or branched, mono- or multiply-unsaturated alkenoyl groups with 18 carbon atoms, and [0007] Q a + is selected from the alkali metal Li + 、Na + 、K + , alkaline earth metal Mg ++ , Ca ++ cations, but also Al +++ and / or NH 4 + , monoalkylammonium ions, dialkylammonium ions, trialkylammonium ions and / or tetraalkylammonium ions, wherein the alkyl substituents of the amines c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C231/12A61K8/42C07C233/47
CPCA61Q19/00A61K8/44C07C231/02C07C233/47
Inventor P·克鲁格F-X·舍尔
Owner CLARIANT INT LTD
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