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Iminium salts in cleaning compositions.

A positive ion and clean technology, applied in the direction of organic/inorganic compound composition, organic compound/hydride/coordination complex catalyst, chemical/physical process, etc., can solve problems, enzyme inactivation, limit water solubility sexual issues

Inactive Publication Date: 2009-05-13
THE PROCTER & GAMBNE CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In general, while the aforementioned prior art catalysts are effective at lower water temperatures, they can inactivate certain enzymes, and the more effective catalysts tend to be hydrophobic, limiting their water solubility
Since most washing and cleaning compositions are formulated in aqueous solutions or need to be used with water, formulating cleaning products with the above catalysts can be problematic

Method used

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  • Iminium salts in cleaning compositions.
  • Iminium salts in cleaning compositions.
  • Iminium salts in cleaning compositions.

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0184] Embodiment 1: Preparation (2-ethylhexyloxy)oxirane-2-yl methane

[0185] 2-Ethylhexanol (20 g, 15 mmol) and tin chloride (0.20 g, 1 mmol) were added to a flame-dried 1 L round bottom flask fitted with an addition funnel containing epichlorohydrin (15.62 g, 17 mmol). The reaction was carried out under an argon atmosphere and heated to 90°C with an oil bath. Epichlorohydrin was added dropwise to the stirred solution over 1 hour, followed by stirring at 90 °C for 18 hours. A vacuum distillation head was attached to the reaction flask, and 1-chloro-3-(2-ethylhexyloxy)propan-2-ol was distilled at a temperature of about 80° C. to about 85° C. and 0.2 mmHg. Under argon atmosphere, 1-chloro-3-(2-ethylhexyloxy)propan-2-ol (5.0 g, 22 mmol) was dissolved in tetrahydrofuran (50 mL) with stirring, and the temperature was maintained at about 20 °C to about 25 °C. Potassium tert-butoxide (2.52 g, 22 mmol) was added to the stirred solution, and the suspension was stirred at a tem...

Embodiment 2

[0186] Example 2: Preparation of 1-bromo-3-(2-ethylhexyloxy)propan-2-ol

[0187]2-Ethylhexanol (20 g, 15 mmol) and tin chloride (0.20 g, 1 mmol) were added to a flame-dried 1 L round bottom flask fitted with an addition funnel containing epichlorohydrin (15.62 g, 17 mmol). The reaction was carried out under an argon atmosphere and heated to 90°C with an oil bath. Epichlorohydrin was added dropwise to the stirred solution over 1 hour, followed by stirring at 90 °C for 18 hours. Then install a vacuum distillation head on the reaction flask, and distill 1-chloro-3-(2-ethylhexyloxy)propan-2-ol under high vacuum. Under argon atmosphere, 1-chloro-3-(2-ethylhexyloxy)propan-2-ol (5.0 g, 22 mmol) was dissolved in tetrahydrofuran (50 mL) and stirred while maintaining the temperature at about 20 °C to about 25 °C. Potassium tert-butoxide (2.52 g, 22 mmol) was added to the suspension maintaining the temperature at about 20°C to about 25°C, and the suspension was stirred for 18 hours...

Embodiment 3

[0188] Example 3: Preparation of 4-[(2-ethylhexyloxymethyl]-1,3,2- via synthetic routes 3 to 4 Dioxatetrahydrothiophene-2,2-dione

[0189] Sulfur trioxide-dimethylformamide complex (9.8 gm, 0.06399 mol) and toluene (100 ml) were added to a flame-dried three-neck round bottom flask equipped with an argon inlet, condenser, and magnetic stirring son. The reaction was heated to reflux and once at reflux (2-ethylhexyloxy)oxiran-2-ylmethane (10.0 gm, 0.054 mol) was added and the reaction was refluxed for 45 minutes. The reaction was cooled to room temperature, diluted with diethyl ether (50 mL), and the resulting organic solution was extracted with saturated sodium bicarbonate solution. The organic phase was separated, dried over sodium sulfate, filtered and the organic filtrate was evaporated to dryness. The resulting 4-[(2-ethylhexyloxymethyl]-1,3,2-dioxatetrahydrothiophene-2,2-dione was used without further purification.

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Abstract

This invention relates to organic catalysts comprising iminium or oxaziridinium moieties, cleaning compositions comprising such catalysts; and processes for making and using such catalysts and cleaning products.

Description

[0001] This application is a divisional application of the invention patent application of PCT / US03 / 17553 with the application date of June 4, 2003, and the invention title is "Iminium cationic salt in cleaning composition". The Chinese patent application number of the original application is for 03811936.6. technical field [0002] The present invention relates to organic catalysts and cleaning compositions comprising such catalysts, as well as methods of making and using such catalysts and cleaning products. Background technique [0003] Oxidative bleaches, such as hydrogen peroxide, are typically used to facilitate the removal of stains and soils from clothing and various surfaces. Unfortunately, the above reagents are extremely temperature-rated. Thus, when the above reagents are used in cooler solutions, the bleaching effect of the solutions is significantly reduced. [0004] In an effort to address the above performance problems, the industry has developed a class of...

Claims

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Application Information

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IPC IPC(8): B01J31/02C07D217/10C07D303/20C07D327/10C11D3/39
Inventor G·S·米拉克尔G·D·希勒二世S·穆拉塔R·M·格雷
Owner THE PROCTER & GAMBNE CO