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Quaternary dialkanolamine esters

A technology of quaternary dialkanol amine ester and alkyl, which is applied in the field of novel quaternary ammonium compounds, can solve the problems of leaving traces, reducing mechanical stability and electrostatic charge, and increasing, achieving good efficacy and improving the effect of nursing effect

Inactive Publication Date: 2014-11-05
EVONIK DEGUSSA GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0019] And, even the daily washing, brushing and drying of hair can leave marks
Undesirable consequences appear, for example, as rough hair surfaces, reduced mechanical stability and increased electrostatic charges

Method used

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  • Quaternary dialkanolamine esters
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  • Quaternary dialkanolamine esters

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0140] Embodiment 1: Preparation of Compound 1 of the present invention

[0141] A mixture of 179.5 g (0.89 mol) lauric acid, 251.4 g (0.89 mol) oleic acid and 619 g (1.795 mol) behenic acid was homogenized at 70° C. in a flask with mechanical stirrer, column and distillation apparatus. Under a nitrogen atmosphere, 223.5 g (1.875 mol) of methyldiethanolamine were added dropwise, and the mixture was gradually heated to 190°C. The water of reaction was continuously distilled off. 2 h after reaching the target temperature, vacuum was applied and the reaction mixture was stirred at 190 °C for an additional 3 h. The acid value was 3.1 mg KOH / g, and the reaction mixture was cooled to 60°C.

[0142] Mix 771.4g (1.2mol) of the above-mentioned diester with 448g of C16-18 fatty alcohol, and add 73.5g (1.46mol) of methyl chloride in portions at 80-110°C in a pressure reactor so that the maximum pressure does not exceed 5 bar. After 5 h, the reaction mixture was analyzed, the total am...

Embodiment 2

[0143] Embodiment 2: the preparation of compound 2 of the present invention

[0144] In a flask with mechanical stirrer, column and distillation apparatus, a mixture of 60.1 g (0.3 mol) lauric acid, 196.0 g (0.7 mol) oleic acid and 362.1 g (1.05 mol) behenic acid was homogenized. Under a nitrogen atmosphere, 119.2 g (1.0 mol) of methyldiethanolamine was added dropwise, and the mixture was gradually heated to 190°C. The water of reaction was continuously distilled off. 2 h after reaching the target temperature, vacuum was applied and the reaction mixture was stirred at 190 °C for an additional 3 h. The acid number was 13.6 mg KOH / g, and the reaction mixture was cooled to 60°C.

[0145] Mix 701.0g (1.0mol) of the above-mentioned diester with 404g of C16-18 fatty alcohol, and add 75.8g (1.5mol) of methyl chloride in portions at 80-110°C in a pressure reactor so that the maximum pressure does not exceed 5 bar. After 5 h, the reaction mixture was analyzed, the total amine numbe...

Embodiment 3

[0146] Example 3: Testing of Hair Treatment Compositions Using Compounds of the Invention (Example 1 and Example 2)

[0147] For the performance evaluation, hair tresses that had been pre-damaged in a standardized manner by bleaching treatments were used. For this purpose, use standard barber products. Damage to hair strands is described in detail in DE10327871.

[0148] For performance evaluation, the compounds according to the invention Example 1 and Example 2 were used in simple cosmetic preparations.

[0149] The reference compound used was the commercially available alkyl quaternary ammonium behenyltrimethylammonium chloride (INCI) ( BT 85 balls, Evonik Goldschmidt GmbH) and the commercially available esterquat distearoyloxyethyldimethylammonium chloride (INCI) ( EQ 65 Ball, Evonik Goldschmidt GmbH).

[0150] The application properties in the case of use in conditioners were tested in the following formulations (Table 1):

[0151] Table 1: Conditioner formulations ...

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Abstract

The invention relates to novel quaternary ammonium compounds of the esterquat type, to a method for the production thereof, and to the use thereof in formulations.

Description

technical field [0001] The present invention provides novel quaternary ammonium compounds of ester quat type, a method for their preparation and their use in formulations. Background technique [0002] In the past, quaternary ammonium compounds ("quats") in the form of mono- and di-alkyl quaternary ammonium compounds having respectively 1 or 2 long alkyl chains in the molecule have been widely used in a variety of applications. These areas include: fabric softeners for textiles, antistatic formulations, cleaning compositions, skin care compositions, hair conditioners and corrosion inhibitors, printing ink removers for paper and many others. [0003] In the field of skin care compositions, monoalkyl quaternary ammonium compounds used on a large scale in industry include, for example, cetrimonium chloride (INCI) (available for example as 300 commercially available from Evonik Goldschmidt GmbH) and behentrimonium chloride (INCI) (available for example as BT 85 balls are com...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C213/06C07C219/08
CPCA61Q5/12A61Q5/02C11D1/62C07C213/06C11D3/0015A61Q19/10C11D3/001A61K8/416C11D3/30A61Q19/00C07C219/08
Inventor S·赫尔韦特B·格里宁H-J·克勒I·乌尔里希-布雷姆
Owner EVONIK DEGUSSA GMBH