Nonionic surfactant compositions

a technology of non-ionic surfactants and compositions, applied in the field of non-ionic surfactants, can solve the problems of poor dynamic surface tension properties and compositions too susceptible to foaming, and achieve the effects of strong equilibrium surface tension properties, strong dynamic surface tension properties, and strong wetting properties

Inactive Publication Date: 2017-06-08
DOW GLOBAL TECH LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The surfactants demonstrate excellent equilibrium and dynamic surface tension properties with low foaming characteristics, making them suitable for applications requiring strong wetting and resistance to foaming.

Problems solved by technology

Many nonionic surfactants may have acceptable equilibrium surface tension properties, but demonstrate poor dynamic surface tension properties.
Many nonionic surfactants also tend to be foamy and make compositions too susceptible to foaming, which can be undesirable in many applications.

Method used

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  • Nonionic surfactant compositions
  • Nonionic surfactant compositions
  • Nonionic surfactant compositions

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0085]Methyl isobutyl ketone (MIBK) (6.050 g, 60.403 mmol, 1 equiv.), ethylene diamine (1.815 g, 30.202 mmol, 0.5 equiv.) and sodium triacetoxyborohydride (15.362 g, 72.484 mmol, 1.2 equiv.) in about 175 mL CH2Cl2 were weighed into a 500 mL three-necked flask. The mixture was stirred at room temperature under a nitrogen atmosphere. The reaction was stopped after a total of 20 h. The mixture was quenched with saturated aqueous NaHCO3 and the product extracted into ethyl acetate. The combined organic fraction was dried over sodium sulfate, filtered and evaporated using a rotovap to yield 3.774 g of desired product. The product, N,N′-bis(4-methylpentan-2-yl)ethane-1,2-diamine, had high purity as determined by gas chromatography and NMR. This adduct has the following structure:

example 2a

[0086]N,N′-bis(4-methylpentan-2-yl)ethane-1,2-diamine (1.00 g, 4.38 mmol, 1 equiv.), 1,2-dimethoxyethane (1 mL), KH (3-5 mg, 0.3-0.5 wt. %) were loaded into a glass PPR vial (insert). Alkoxylation was carried out in a Symyx PPR® (Parallel Pressure Reactor) setup containing 48 reactors. Ethylene oxide (EO) was delivered via an Isco syringe pump equipped with a robotically-controlled needle and compressed gas microvalve connected to the PPR, such that 4 equivalents of EO were added per molecule of diamine initiator on average. A glass insert along with a removable PEEK stir paddle for the cell were dried in a vacuum oven at 125° C. overnight. The insert with the diamine, 1,2-dimethoxyethane and KH was loaded into each PPR well, heated to 130° C., and pressurized with nitrogen to 50 psi. EO was introduced at 130° C. and the reaction was stirred for 12 h at that temperature. After cooling and venting, the insert was placed in a Savant SC250EXP SpeedVac® Concentrator for 1 h at 80° C. an...

example 2b

[0087]The procedure of Example 2A is repeated to prepare a surfactant, except a catalyst is not used.

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Abstract

The present invention provides nonionic surfactants, compositions incorporating these surfactants, and related methods of making and using such surfactants and compositions. The nonionic surfactants demonstrate excellent equilibrium and dynamic surface tension properties as well as excellent wetting properties. Further, representative embodiments of the surfactants have, shown low foaming characteristics, indicating that the surfactants would be suitable in applications where resistance to foaming is desired. The surfactants can be used singly or in combination with other nonionic and / or ionic surfactants as desired. As an overview, the nonionic surfactants of the present invention have a structure in which the surfactant backbone includes one or more amine moieties. At least one, preferably two or more branched, cyclic, fused cyclic, and / or spyro hydrophobic moieties are pendant from at least one of the amine moieties. Additionally, at least one, preferably two or more hydrophilic moieties, preferably alkylene oxide (i.e., polyether) chains also are pendant from at least one of the amine moieties.

Description

PRIORITY[0001]This application claims priority under 35 U.S.C. §119(e) to U.S. provisional application No. 61 / 598,469, titled “NONIONIC SURFACTANT COMPOSITIONS,” filed Feb. 14, 2012, wherein the entirety of this application is incorporated herein by reference in its entirety for all purposes.FIELD OF THE INVENTION[0002]The present invention relates to nonionic surfactants. More particularly, the present invention relates to nonionic surfactants comprising one or more amine moieties, one or more branched hydrophobic chains pendant from the amine moieties, and one or more hydrophilic alkylene oxide chains pendant from the amine moieties.BACKGROUND OF THE INVENTION[0003]The ability to reduce the surface tension of liquid compositions, particularly aqueous compositions, is of great importance in a wide variety of compositions including solutions, dispersions, gels, emulsions, latex compositions, and the like. Such compositions are used in a wide range of applications including paints an...

Claims

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Application Information

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Patent Type & AuthorityApplications(United States)
IPC IPC(8): C07C217/08C09K23/00C09K23/16C09K23/42C09K23/46
CPCC07C217/08C07C211/08C07C211/09C07C211/36C07C215/08C07C215/14C09K23/00C07C2601/14C07C213/08C07C209/28
InventorELOWE, PAUL R.KRASOVSKIY, ARKADY L.GRAF, IRINA V.WANG, LIN
OwnerDOW GLOBAL TECH LLC