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Sulfonate surfactants and methods of preparation and use

A technology of sodium disulfonate and preparations, applied in the directions of surface active detergent compositions, chemical instruments and methods, pharmaceutical formulations, etc., can solve problems such as lack of selection and performance

Active Publication Date: 2012-05-23
DOW GLOBAL TECH LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This lack of solubility limits the formulation options and performance of these surfactants

Method used

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  • Sulfonate surfactants and methods of preparation and use
  • Sulfonate surfactants and methods of preparation and use
  • Sulfonate surfactants and methods of preparation and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0100] Etherification of α-olefins with 1,3-dichloro-2-propanol

[0101] Exemplary ether compounds, precursors to compounds of formula I, can be prepared by the following schemes.

[0102] A Dean-Stark trap with a bottom drain of glass wool plug for retaining resin beads was charged with 16.2 g of DOWEX DR-2030 resin, which was charged with 11.5 g of 1,3- Wet with dichloro-2-propanol, and connect the apparatus to a 1-L round bottom flask. The flask was charged with 1.1 mol of alpha-olefin and 139.7 g of 1,3-dichloro-2-propanol (1.17 mol in total). Vacuum was applied and the 1-L flask was heated to concentrate the distillate from the 1-L flask into the Dean Stark trap containing the warmed resin and back to the 1-L flask. The temperature in the 1-L flask rose as distillation continued. The reaction mixture was purified by distillation to provide the alkyl 1,3-dichloropropyl ether.

Embodiment 2

[0104] Preparation of sulfonates from sodium sulfite / sodium metabisulfite

[0105] Exemplary surfactants of the present invention can be manufactured by the following schemes.

[0106] A 2 L Parr reactor was charged with 0.456 mol alkyl 1,3-dichloropropyl ether (from Example 1), 0.783 mol sodium sulfite, 0.180 mol sodium metabisulfite, 0.289 mol sodium carbonate and 590 g water. After nitrogen purge and pressure check, the system was heated to 200°C for 20 hours. The pressure after reaching temperature was 250 psig. The solution was cooled to ambient temperature and discharged to provide the reaction product.

Embodiment 3

[0108] Etherification of 1-dodecene with 1,3-dichloro-2-propanol

[0109]The ether, made essentially according to the protocol described in Example 1, was produced as follows. A 2-L reactive distillation apparatus was constructed as described here. A 2-L round bottom flask with a magnetic stirrer was fitted into a heating mantle and connected to a distillate receiver. Condensate the distillate into a side arm distillate receiver containing a magnetic stirrer and temperature probe. The valved line between the distillate receiver and the 2-L flask provides a nominal volume of approximately 100 mL in the distillate receiver. Liquid was pumped from the bottom of the distillate receiver to a 21 inch long and 3 / 4 inch diameter stainless steel tube fitted with a 90 μm screen filter on each end to provide a catalyst bed. A jacketed system covering the catalyst-containing tubes was heated using a recirculating hot oil bath. The outlet of the catalyst bed returns the liquid to the...

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Abstract

Provided are new anionic surfactants and methods of their preparation and use. The surfactants are compounds of the formula I: wherein R, R1, R2, R3, R4, R5, and R6 are as defined herein.

Description

[0001] Cross-references to related applications [0002] This application claims priority from US Provisional Application Serial No. 61 / 226,109, filed July 16, 2009, which is incorporated herein by reference in its entirety. field of invention [0003] The present invention relates to novel sulfonate surfactants, novel sulfonate surfactant compositions and methods of making and using said surfactants. Background of the invention [0004] Anionic surfactants are well known and have been used in a variety of applications including, for example, in cleaners and detergents. However, common anionic surfactants such as linear alkylbenzene sulfonates (LAS) and alcohol sulfates (e.g. sodium lauryl sulfate) have poor solubility in cold or hard water and in caustic . The same is true for alkyl glycerol sulfonate (AGS) surfactants prepared from eg epichlorohydrin, linear alkyl alcohols and sodium sulfite. This lack of solubility limits the formulation options and performance of the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C309/10C11D1/12C08F2/24A61K8/46C09K8/584
CPCC11D1/143C08F2/26C09K8/035C07C309/10C09K8/584
Inventor 于旺林辛西娅·L·兰德爱德华·D·道格斯程洋伊瑞娜·V·葛雷夫安德烈·B·阿尔让东卡利·S·菲利普松
Owner DOW GLOBAL TECH LLC
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