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Silicon-containing polyurethane surfactant and preparation method thereof

A surfactant and polyurethane technology, applied in chemical instruments and methods, transportation and packaging, dissolution, etc., can solve the problems of many by-products, low surface tension, and low cost, and achieve increased surface activity, strong aggregation ability, and attachment Efforts to enhance the effect

Active Publication Date: 2012-10-03
佛山市方普防护技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Chinese patent application number 201010621330.4 discloses an amino silicon modified water-based polyurethane and its preparation method, using polyether, isophorone diisocyanate, dimethylol propionic acid and trimethylol propane as main raw materials, in the water phase The chain extender introduces side-chain amino silicone oil for modification, and the cost of the amino silicon-modified waterborne polyurethane prepared is relatively low. However, since the position and quantity of the amino group in the side-chain amino silicone oil cannot be accurately determined, the amino group synthesized by this method The structure of silicon-modified waterborne polyurethane is not easy to control, there are many by-products, it is not easy to purify, and the reaction raw materials are complex
[0004] U.S. Patent No. 5,417,723 discloses a polyurethane used as a retanning agent. Its raw materials include at least one glyceride, an isocyanate, dimethylol propionic acid and a neutralizing agent; the method is introduced into the polyurethane molecule Hydrophobic groups are used to increase the flexibility of polyurethane, but because the urethane bond and dimethylolpropionic acid in polyurethane have strong polarity, the polyurethane prepared by this method has strong polarity, and the polyurethane obtained by this method has strong polarity. Poor adhesion to substrate
[0005] After retrieval, the current research on polyurethane emulsifiers mainly focuses on non-ionic emulsifiers, such as the American journal "Solid and Surface A: Physical Chemistry and Engineering Aspects" (Colloids and Surfaces A: Physicochemical and Engineering Aspects, 2010 No. 363 , pp. 16-21) reported a series of nonionic polyurethane emulsifiers synthesized from isophorone diisocyanate, glycerol monostearate and ethylene glycol monomethyl ether, but the nonionic emulsifier has a cloud point, The temperature above the cloud point will separate phases, and the stability will become poor. The product reported in this document has a low surface tension (43.93mN m -1 ) surfactant, the cloud point is 54±0.5°C, when the use temperature exceeds 54°C, the emulsifier will separate phases and break the emulsion

Method used

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  • Silicon-containing polyurethane surfactant and preparation method thereof
  • Silicon-containing polyurethane surfactant and preparation method thereof
  • Silicon-containing polyurethane surfactant and preparation method thereof

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Experimental program
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Effect test

Embodiment 1

[0045] The specific steps of preparing high temperature resistant silicon-containing polyurethane surfactant in this embodiment are as follows:

[0046] (1) Preparation of silicon-containing polyurethane surfactant: Hydrophobic monomer hydroxypropyl silicone oil (HPMS) 25g (0.025mol), hydrophilic monomer polyethylene glycol-1000 (PEG-1000) 25g (0.025mol) ) and 6.75g (0.050mol) of 2,2-dimethylolpropionic acid (DMPA) were dissolved in 22.86g (weighed according to 30% of the mass of all reactants) of acetone, stirred evenly, poured into a stirring In a 500mL four-necked flask with a device, a reflux condenser, a thermometer and a nitrogen device, pass N 2 , the stirring speed is 200r / min, the temperature is raised to 50~60°C, the catalyst stannous octoate (Sn(Oct)2) is added 0.76g (weighed according to 1% of the mass of all reactants), the temperature is raised and kept at 70~ 80°C, then slowly add 19.45g (0.087mol) isophorone diisocyanate (IPDI) dropwise at a rate of 5-20 drops...

Embodiment 2

[0054] (1) Preparation of silicon-containing polyurethane surfactant: 37.5g (0.025mol) of hydrophobic monomer aminopropyl silicone oil (APMS), 37.5g ( 0.025mol) and 6.75g (0.050mol) of 2,2-dimethylolpropionic acid (DMPA) were dissolved in 30.36g (weighed according to 30% of the mass of all reactants) of acetone, stirred evenly, poured In a 500mL four-neck flask with a stirrer, reflux condenser, thermometer and nitrogen device, pass N 2 , under stirring at a speed of 200r / min, heat up to 50~60°C, add 1.01g of catalyst dibutyltin dilaurate (DBTDL) (weighed according to 1% of the mass of all reactants), heat up and keep the temperature at 70°C ~80°C, then slowly add 19.45g (0.087mol) of isophorone diisocyanate (IPDI) dropwise, dropwise in 30~60 minutes, keep the reaction temperature at 70~80°C, react for 2h, add triethanolamine 7.46 g (0.050mol) into a salt for 1 hour, and then remove the solvent by rotary evaporation at 50~55°C, precipitate the obtained crude product in methano...

Embodiment 3

[0058] (1) Preparation of silicon-containing polyurethane surfactant: Hydrophobic monomer hydroxypropyl silicone oil (HPMS) 39.48g (0.026mol), hydrophilic monomer polyethylene glycol-1000 (PEG-1000) 30.00g ( 0.030mol) and 8.89g (0.060mol) of 2,2-dimethylolbutyric acid (DMBA) were dissolved in 28.44g (weighed according to 30% of the total reactant mass) of xylene, stirred evenly, and poured into In a 500mL four-necked flask equipped with a stirrer, reflux condenser, thermometer and nitrogen device, 2 Under atmosphere and stirring at a speed of 200r / min, heat up to 50~60°C, add 0.95g of catalyst dibutyltin dilaurate (DBTDL) (weighed according to 1% of the mass of all reactants), heat up and keep the temperature at 70°C ~80°C, then slowly add 14.62g (0.087mol) hexamethylene diisocyanate (HDI) dropwise for 20~50 minutes, keep the reaction temperature at 70~80°C, react for 2h, add N,N - Dimethylethanolamine 5.35g (0.060mol) was salted for 1h, and then the solvent was removed by ro...

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Abstract

The invention discloses a preparation method of a silicon-containing polyurethane surfactant. The method is characterized by comprising the following steps of: heating hydrophobic silicon oil and a hydrophilic dihydric alcohol monomer while stirring in the molar ratio of 10:1-1:10 in a solvent in an inert atmosphere to 50-60 DEG C, adding a catalyst, and slowly adding isocyanate at the temperature of 70-80 DEG C for reacting for 2-3 hours; and cooling to 60 DEG C, adding a neutralizing agent, evaporating a solvent out at the temperature of 50-55 DEG C 30-60 minutes later, precipitating in methanol of 20-25 DEG C, and drying at the temperature of 50-60 DEG C to constant weight to obtain a product. A silicon oil chain segment with low surface tension is introduced into polyurethane molecules, so that the surface tension of polyurethane is reduced; and a hydrophilic part of the product consists of an ionic monomer and a nonionic monomer, so that the defect of the sensitivity of a single nonionic emulsifier to temperature is overcome, and a product aqueous solution is prevented from undergoing phase splitting emulsion breaking at the temperature of 20-90 DEG C, and can be applied in the industries of spinning, papermaking, oilfields and the like.

Description

technical field [0001] The invention belongs to the technical field of organosilicon-modified polyurethane copolymers, and in particular relates to a method for preparing silicon-containing polyurethane surfactants by copolymerizing hydrophobic silicone oil and hydrophilic diol monomers. Background technique [0002] Polyurethane has many excellent properties and has always been a research hotspot at home and abroad. Through molecular design of polyurethane prepolymers, polyurethane prepolymers for different purposes can be obtained. By adjusting the ratio of hydrophilic groups to hydrophobic groups in polyurethane molecules containing hydrophilic structures, polyurethane molecules can behave similarly to traditional small molecule surfactants. Compared with traditional surfactants, polyurethane surfactants have the characteristics of designability, low critical micelle concentration, and recyclability; but because polyurethane contains strong polar bonds, the surface tensio...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/67C08G18/66C08G18/61C08G18/48C08G18/34C08G18/32B01F17/52B01F17/54C09K23/52C09K23/54
Inventor 丁运生陈小慧薛攀丁瑜秋
Owner 佛山市方普防护技术有限公司
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