Polyethylene glycol mono(2-ethylhexyl) ether Property

InChI

InChI=1S/C24H50O9/c1-2-3-4-5-6-7-9-26-11-13-28-15-17-30-19-21-32-23-24-33-22-20-31-18-16-29-14-12-27-10-8-25/h25H,2-24H2,1H3

InChIKey

YZEARKLIPBHQHG-UHFFFAOYSA-N

SMILES

C(OCCCCCCCC)COCCOCCOCCOCCOCCOCCOCCO

EPA Substance Registry System

Poly(oxy-1,2-ethanediyl), .alpha.-(2-ethylhexyl)-.omega.-hydroxy- (26468-86-0)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

Polyethylene glycol mono(2-ethylhexyl) ether Chemical Properties,Usage,Production

Chemical Properties

Polyethylene glycol mono(2-ethylhexyl) ether is a low foaming nonionic surfactant with a high cloud point and used as a brightener in acid zinc baths.

Uses

Use as wetting agent, permeating agent. For example, used in textile, leather, chemical fiber.
Use as cleansing agent. For example, used in personal care products, household cleaning, industrial cleaning, textile, leather, chemical fiber.
Use as emulsifying agent, dispersing agent.
Use as solubilizing agent.

Side effects

The main adverse reactions to Polyethylene glycol mono(2-ethylhexyl) ether are: (1) neurotoxin - acute solvent syndrome; (2) occupational hepatotoxicity - secondary hepatotoxicity: cases in which the potential for toxic effects in an occupational setting depends on human ingestion or experimental poisoning in animals.

Synthesis

Preparation of Polyethylene glycol mono(2-ethylhexyl) ether:  In a first stage, a 1003g sample of 2-ethylhexanol (EH) was charged to a one-gallon alkoxylation reactor and dehydrated at 115-120°C under a slight nitrogen purge until the moisture content was less than 0.05%. After the dehydrated alcohol was cooled to about 90°C, 3g of boron trifluoride-etherate, included as a catalyst, was charged to the reactor. The alcohol- catalyst mixture was then mixed for 10 minutes, then purged with nitrogen 5 times to remove air and heated to 105°C. Next, 684g of ethylene oxide (EO) was added to the reactor. An exothermic reaction occurred immediately and cooling was applied throughout the EO addition to maintain the reaction temperature within the range of 105-115°C. Following the EO addition, the reaction mixture was digested at 115°C for one hour then purged with nitrogen five times and cooled to 90°C. In a second stage, 31 g of 45% potassium hydroxide, included as a second catalyst, was charged to the reactor. The mixture was then mixed for 10 minutes and then dehydrated at 110°C under nitrogen purge. When the moisture content of the mixture was less than 0.1% (after about 120 minutes of dehydration) 665g of EO was then added to the reactor. Here again, an exothermic reaction occurred and cooling was applied throughout the EO addition to maintain the reaction temperature within the range of 120-130°C. Following the EO addition, the ethoxylation reaction mixture was digested at 125°C-130°C for one hour, then purged with nitrogen five times and cooled to 65°C. Next, 16g of acetic acid was added and then the product mixture was mixed for 15 minutes then discharged. About 2270g of alcohol ethoxylate was collected.