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Fluoroalkyl-containing copolyether and preparation method thereof

A technology of fluorine-containing alkyl copolyether and alkyl copolyether, which is applied in the field of fine chemical synthesis technology and polymer materials, and can solve the problem of insufficient surface energy, inability to prevent water and oil, low fluorine content of fluorine-containing groups, etc. problems, to achieve the effect of good comprehensive mechanical properties, good appearance, and easy surface properties

Active Publication Date: 2017-05-31
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented method allows for improved performance characteristics such as lowered surface tension or increased contact angle between liquids compared to previous methods that had higher levels of fluorescent brightness but were less effective at controllably changing their surfaces than previously possible due to rigidity issues associated therewith. Additionally, this new type of chemical called fluoebacyclooctanol was found to have superior physical properties when combined into certain types of materials like urethanes. Overall these technical improvements make the resulting compound more useful in various applications where lightweight plastics made from them could provide benefits over existing technologies.

Problems solved by technology

This patented technical problem addressed in this patents relates to improving the durability or performance of certain chemical compounds when added into products made from them due to their poor solubility in liquids (such as oils).

Method used

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  • Fluoroalkyl-containing copolyether and preparation method thereof
  • Fluoroalkyl-containing copolyether and preparation method thereof
  • Fluoroalkyl-containing copolyether and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0053] (1) One-pot preparation of fluoroalkyl epoxy monomer

[0054] a. Synthesis of nonafluorooxetane

[0055] In a 1000 mL three-necked flask protected by a thermometer, an ice-water bath and a magnetic stirrer, 16.5 g of allyl acetate and 26.6 g of sodium bicarbonate (NaHCO 3 ), 55.0g sodium dithionite, 220g N,N-dimethylformamide, 210g water, 55.4g perfluorobutyl iodane was added dropwise, reacted at -15°C for 3h, slowly warmed to room temperature, and kept warm for 2h. After the reaction, it was extracted with 150 g of toluene three times. The extracts were combined and washed with water three times to obtain a 4-nonafluorobutyl-3-iodobutyl acetate solution. The solution was directly put into the next step of the cyclization reaction without treatment.

[0056] The above-mentioned fluoroalkyl iodide butyl acetate solution was directly added to a 1000 mL three-necked flask, 305 g of sodium hydroxide solution with a mass concentration of 20% was added dropwise, and the reaction wa...

Embodiment 2

[0072] (1) One-pot preparation of fluoroalkyl epoxy monomer

[0073] a. Synthesis of nonafluorooxetane

[0074] Into a 1000mL three-necked flask protected by a thermometer, ice-water bath and magnetic stirrer, add 15.9g allyl acetate, 27.1g sodium bicarbonate, 55.3g sodium dithionite, 218g N,N-dimethylformamide, 209g water, 54.9g perfluorobutyl iodane was added dropwise, reacted at -12°C for 3 hours, slowly warmed to room temperature, and kept warm for 3 hours. After the reaction, it was extracted three times with 165 g of trifluorotoluene. The extracts were combined and washed with water three times to obtain a 4-nonafluorobutyl-3-iodobutyl acetate solution. The solution was directly put into the next step of the cyclization reaction without treatment.

[0075] The above-mentioned fluoroalkyl iodide butyl acetate solution was directly added to a 1000 mL three-necked flask, and 310 g of sodium hydroxide solution with a mass concentration of 20% was added dropwise, and the reaction ...

Embodiment 3

[0090] (1) One-pot preparation of fluoroalkyl epoxy monomer

[0091] a. Synthesis of Tridecafluorooxetane

[0092] In a 1000 mL three-necked flask protected by a thermometer, an ice-water bath and a magnetic stirrer, add 16.8g of butyl acetate, 27.9g of sodium bicarbonate, 54.8g of sodium dithionite, and 235g of N,N-dimethylformamide. 230g water, 72.6g perfluorohexyliodonane was added dropwise, reacted at -14°C for 5 hours, slowly warmed to room temperature, and kept warm for 6 hours. After the reaction was completed, it was extracted three times with 188 g of benzotrifluoride. The extracts were combined and washed with water three times to obtain 4-tridecafluorohexyl-3-iodobutyl acetate solution. The solution was directly put into the next step of cyclization without treatment.

[0093] The above-mentioned fluorine-containing alkyl iodobutyl acetate solution was directly added to a 1000 mL three-necked flask, and 511 g of sodium hydroxide solution with a mass concentration of 10% ...

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Abstract

The invention relates to fluoroalkyl-containing copolyether and a preparation method thereof. The preparation method comprises the following steps: preparing two epoxy monomers, namely fluoroalkyl-containing ethylene oxide and fluoroalkyl-containing ethylene oxide, from perfluoroalkyl iodide respectively with allyl acetate and allyl acetate butyl ester through single electron transfer reaction and cyclization reaction; performing ring-opening copolymerization on the two monomers under catalysis of lewis acid to obtain the fluoroalkyl-containing copolyether, wherein the side group of the fluoroalkyl-containing copolyether is fluoroalkyl, and can provide excellent hydrophobicity; the copolyether having the structure characteristics that two different chain links are alternated can provide excellent molecular chain flexibility, and the product cannot be easily crystallized and has a low melting point; and the chain link of oxetane is beneficial to hydrophobicity of copolyether. The copolyether synthesizing reaction is mild in reaction and simple and convenient in process, can be completed only by conventional equipment, and is suitable for industrial production.

Description

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Claims

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Application Information

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Owner SUZHOU UNIV
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