Application and preparation of diethylene glycol mono[(1,1,3,3-tetramethylbutyl)phenyl] ether_Industrial additives

Background and overview[1][2]

Diethylene glycol mono[(1,1,3,3-tetramethylbutyl)phenyl] ether has a density of 1.06g/cm3, a melting point of 270°C, a refractive index of 1.492, and a flash point > silicone oil emulsion of 110°C. Usage: Mainly used as emulsifier, plastic dripping agent and antistatic agent. Toxicity and Hygiene: Harmful if swallowed; serious irritation to skin and eyes. Diethylene glycol mono[(1,1,3,3-tetramethylbutyl)phenyl] ether (code name TX) is a post-additive in paste resin production, which can reduce the viscosity of the product paste and assist foaming.

Soluble in water of various hardnesses. It is acid and alkali resistant and has the advantages of leveling, emulsification, lubrication, and diffusion. It is a nonionic surfactant used as a stabilizer and wetting agent for natural latex and synthetic latex adhesives to improve the penetration and coating properties of latex adhesives. It can also avoid solidification caused by high-speed stirring and pump extraction. It is obtained by heating and dehydrating the octylphenol and sodium hydroxide solutions, gradually adding ethylene oxide, adding glacial acetic acid after the reaction, and finally bleaching with hydrogen peroxide.


Add 103 grams of dodecylphenol and 1.1g of calcium oxide catalyst into a reactor equipped with a condensing device, a stirring device and a gas disperser. When heating to 135°C while flowing nitrogen, add dodecylphenol. 10% water by weight, stir and react for 1 hour. Then first steam the water under normal pressure, and then reduce the pressure under a vacuum of 20 mm of mercury. Evacuate at 140°C for 20 minutes to evaporate the water. Cool the solution to 80°C and slowly add 20% by weight of the theoretical acid amount of the neutralizing catalyst. of concentrated sulfuric acid. Heat the system temperature to 85-90°C, turn on the vacuum system, dehydrate under high vacuum for 1 hour, then purge the system with nitrogen 3-4 times to remove the air in the system, and then adjust the system reaction temperature to 150°C and slowly circulate Add 112 grams of ethylene oxide and control the pressure to ≤0.40MPa to carry out alkoxylation reaction; after the reaction is completed, purge the system with nitrogen to remove unreacted ethylene oxide, neutralize, decolorize, filter and dehydrate after cooling. , to obtain diethylene glycol mono[(1,1,3,3-tetramethylbutyl)phenyl] ether.


CN200710039053.4 provides a new alkylphenol sulfonate polyoxyethylene ether phosphate ester salt. The surfactant composition containing alkylphenol sulfonate polyoxyethylene ether phosphate salt can still form an ultra-low interfacial tension of 10-3 to 10-4 mN/m with crude oil under alkali-free, high-temperature and high-salt conditions, improving the Recovery rate of high-temperature and high-salt oil reservoirs. The preparation method is as follows: Diethylene glycol mono[(1,1,3,3-tetramethylbutyl)phenyl]ether is added to a reactor equipped with a reflux condensation device, a thermometer, and a stirrer, and the temperature is raised to 45°C, and stirred 150 grams of 98% concentrated sulfuric acid was slowly added dropwise, and the addition was completed within 1.5 hours. The reaction was then kept warm for 2 hours to complete the reaction. The brown viscous liquid obtained after post-processing was alkylphenol sulfonate polyoxyethylene ether. Place 0.5 mol of alkylphenol sulfonate polyoxyethylene ether in the reactor, start the stirring anti-fog device, and mix 36 grams (0.25 mol) of phosphorus pentoxide powder into the reactor at ≤45°C several times within 2 hours. Add it to the reaction kettle, then raise the temperature to 70~75°C and continue the reaction for 4 hours. After the reaction is completed, add 10 grams of water, raise the temperature to 85~90°C and hydrolyze for 2 hours. After the hydrolysis is completed, lower the temperature to 50°C and neutralize with 30% ammonia solution. Neutral, octylphenol sulfonate polyoxyethylene ether phosphate ammonia salt is obtained.

Main reference materials

[1] Concise Dictionary of Fine Chemicals

[2][China invention, China invention authorization] CN200710039053.4 Alkylphenol sulfonate polyoxyethylene ether phosphate salt and its preparation method


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