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Readily biodegradable alkoxylate mixtures

A technology of alkoxylates and mixtures, applied in the field of surfactant compounds, which can solve the problems of surfactants losing easy biodegradability, lack of easy biodegradability, and reducing the CMC of surfactants, etc.

Active Publication Date: 2020-02-18
DOW GLOBAL TECH LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

US 7,5479,552 teaches that the addition of more than 1 equivalent of PO to 2-PH causes the resulting surfactant to lose readily biodegradable
Therefore, the lack of easy biodegradability limits the use of PO-adducts of 2-PH to reduce the CMC of surfactants and pursue the desired performance advantages

Method used

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  • Readily biodegradable alkoxylate mixtures
  • Readily biodegradable alkoxylate mixtures
  • Readily biodegradable alkoxylate mixtures

Examples

Experimental program
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Effect test

specific Embodiment

[0044] preparation 1 : Preparation of mixed C8-C10 alkenals by cross-aldol condensation

[0045] The procedure was performed in a mechanically stirred 10 gallon stainless steel reactor rated for high pressure operation. Heating was provided by circulating hot oil through the outer jacket; and the reactor temperature was monitored by thermocouples in contact with the stirred reaction mixture.

[0046] A 2% by weight aqueous solution of sodium hydroxide (7723 g) was charged to the reactor and stirring was started at ambient temperature. A premixed solution of butyraldehyde (N:I ratio 10:1; 5273 g; 73 moles) and valeraldehyde (N:I ratio 45:1; 6284 g; 73 moles) was slowly pumped into the reactor over 15 minutes. The aldol condensation reaction is exothermic; therefore, the temperature of the reaction mixture increased from 20°C to 44°C during this time. Once the addition of the aldehyde was complete, heating was started and the temperature of the reaction mixture was raised to...

example 1

[0061] Example 1 : Alkoxylation of C8-C10 alcohols: C8-C10+3PO

[0062] A 2L Parr reactor was charged with 19.98 g (143 mmol) of the C8-C10 alcohol mixture of Preparation 2 and 0.1001 g of 85% potassium hydroxide powder. After a pressure check and a series of nitrogen purges, the mixture was warmed to 130°C and 25.0 g (430 mmol) of propylene oxide were added at an addition rate of 1 g / min. The reaction product was held at 130°C overnight, then cooled and unloaded to yield 40.82 g of liquid. Mix the liquid with 87 μL of acetic acid to neutralize the potassium hydroxide catalyst.

example 2

[0063] Example 2 : Alkoxylation of C8-C10 alcohols: C8-C10+3PO+3EO

[0064] A 2L Parr reactor was charged with 19.93 g (143 mmol) of the C8-C10 alcohol mixture of Preparation 2 and 0.1045 g of 85% potassium hydroxide powder. After a pressure check and a series of nitrogen purges, the mixture was warmed to 110°C and the headspace was purged for 15 minutes. A fine mist leaves the vents. The mixture was warmed to 130°C and 25.1 g (432 mmol) of propylene oxide were added at an addition rate of 1 g / min. After the addition was complete and the pressure stabilized, 19.1 g (434 mmol) of ethylene oxide was added at a rate of 1 g / min. The reaction product was kept at 130°C overnight, then cooled and unloaded to yield 58.21 g of liquid. Mix the liquid with 90 µL of acetic acid to neutralize the potassium hydroxide catalyst.

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Abstract

A mixture of octanols, nonanols and decanols is useful for the preparation of alkoxylates, which alkoxylates may be used as surfactants, which surfactants have surprisingly good biodegradability.

Description

technical field [0001] The present disclosure relates to compounds useful as biodegradable surfactants. Background technique [0002] Driven by regulations as well as growing environmental and sustainability responsibilities, there is a strong need for improved surfactants that can be used in diverse applications and simultaneously display favorable biodegradability and aquatic toxicity profiles. [0003] 2-Ethylhexanol (2-EH) is a commercially available alcohol that can be used as a solvent and for incorporation into plasticizers. However, the number of carbon atoms in 2-EH is too small to provide sufficient hydrophobicity for use as a hydrophobe in the preparation of surfactants. [0004] However, if propylene oxide (PO) or / and butylene oxide (BO) is added to the hydroxyl group of 2-EH by propoxylation or butoxylation (hereinafter referred to as PO- / BO-added 2-EH or PO / BO adducts of 2-EH), ethoxylated nonionic surfactants of PO / BO adducted 2-EH exhibit unique performance...

Claims

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Application Information

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IPC IPC(8): C11D1/722C09K23/42
CPCC07C43/11C11D1/722
Inventor S-Y·谷余旺林C·S·莱特科S·W·金M·A·布莱默
Owner DOW GLOBAL TECH LLC
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