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Diffluent side-chain fluorine-containing copolymerization ether glycol prepared by copolymerizing perfluoroalkyl glycidyl ether and polybasic cyclic ether

A technology of glycidyl ether and copolyether diol, which is applied in the field of soluble side chain fluorine-containing copolyether diol, can solve the problems of rising use cost, waste of effective resources, harsh solvents, etc., to reduce processing cost and expand the use space , easy to dissolve effect

Active Publication Date: 2017-06-13
NANJING UNIV OF INFORMATION SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The above-mentioned various side chain fluorine-containing homopolymerization, binary copolymerization or ring-opening multi-component fluorine-containing copolymers of cyclic ether monomers all have two deficiencies in varying degrees: (1) the prepared side chain It is more or less difficult to control the fluorine content of fluorine-containing polyether polyols; (2) the prepared side chain fluorine-containing polyether polyols are not easily soluble in non-toxic or low-toxic solvents that are common in industry and cheap middle
These two factors have led to: 1) expensive fluorine elements cannot be used to their full potential, resulting in a waste of effective resources; Difficult to dissolve and harsh on the required solvents, which leads to increased use costs and pollution to the processing environment

Method used

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  • Diffluent side-chain fluorine-containing copolymerization ether glycol prepared by copolymerizing perfluoroalkyl glycidyl ether and polybasic cyclic ether
  • Diffluent side-chain fluorine-containing copolymerization ether glycol prepared by copolymerizing perfluoroalkyl glycidyl ether and polybasic cyclic ether
  • Diffluent side-chain fluorine-containing copolymerization ether glycol prepared by copolymerizing perfluoroalkyl glycidyl ether and polybasic cyclic ether

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Dissolve 0.05 mol of 2-(heptafluorotridecyl)ethyl glycidyl ether and 0.95 mol of 2-methylphenyl glycidyl ether in a dichloromethane solution formed with 100 mL of dichloromethane.

[0040] Then, in a 1000mL kettle, after replacing the air in the kettle with pure nitrogen, the temperature was lowered to -10°C, and 5 moles of oxetane, 50 mL of dichloromethane, 0.15 moles of 98% concentrated sulfuric acid and 0.18 moles of ethylene glycol were added. After cooling down to -10°C and stirring for 20 minutes and maintaining this temperature, add 0.05 moles of 2-(heptafluorotridecyl)ethyl glycidyl ether and 0.95 moles of 2-methylphenyl glycidyl ether dropwise. Methane solution, control dripping within 2 hours. Maintain at -10°C and react for 10 hours. Add 20ml of deionized water to terminate the reaction, distill off the solvent, and neutralize to neutral with sodium carbonate solution. Add 100 mL of deionized water to wash for 20 minutes, and let stand to separate layers. ...

Embodiment 2

[0042] Dissolve 0.1 mol of 2-(heptadecafluorooctyl) ethyl glycidyl ether and 0.5 mol of benzyl glycidyl ether in 200 mL of ether to form an ether solution.

[0043]In a 1000mL kettle equipped with a stirrer, after replacing the air in the kettle with pure nitrogen, cool down to -5°C, add 100mL of ether as a solvent, add 1.8 moles of oxetane, 0.072 moles of perchloric acid and 0.12 moles of butane diol. The above ternary ether solution formed by dissolving 0.1 mole of 2-(heptadecafluorooctyl) ethyl glycidyl ether and 0.5 mole of benzyl glycidyl ether and 200 mL of diethyl ether was added dropwise, and the controlled dropwise addition was completed within 3 hours. Keep at -5°C, react for 8 hours, add 30 mL of deionized water to terminate the reaction, distill off the solvent, and neutralize to neutral with sodium bicarbonate solution. Add 200 mL of deionized water, stir and wash with water for 20 minutes, let stand to separate layers, and wash the oil phase with distilled water...

Embodiment 3

[0045] Dissolve 0.15 moles of 1-(nonafluorobutyl) methyl glycidyl ether and 0.3 moles of benzyl glycidyl ether in 250 mL of acetone to form a three-acetone solution.

[0046] In a 1000 mL kettle equipped with a stirrer, after replacing the air in the kettle with pure nitrogen, cool down to -0°C and add 100 mL of acetone as a solvent, add 0.45 moles of tetrahydrofuran, 0.0225 moles of perchloric acid and 0.027 moles of butanediol. The acetone solution formed by dissolving 0.15 mol of 1-(nonafluorobutyl)methyl glycidyl ether and 0.3 mol of benzyl glycidyl ether in 250 mL of acetone was added dropwise, and the controlled dropwise addition was completed within 3 hours. Keep at 0°C, react for 10 hours, add 50ml of deionized water to terminate the reaction, distill off the solvent, and neutralize to neutral with ammonium carbonate aqueous solution. Add 200 mL of deionized water to wash for 20 minutes, let stand to separate, and wash the oil phase with distilled water again, let stan...

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Abstract

The invention discloses a diffluent side-chain fluorine-containing copolymerization ether glycol prepared by copolymerizing perfluoroalkyl glycidyl ether and polybasic cyclic ether. The perfluoroalkyl glycidyl ether, substitution propylene epoxide and oxetane or butylene oxide react in a copolymerized manner to prepare into the diffluent side-chain fluorine-containing copolymerization ether glycol. According to the diffluent side-chain fluorine-containing copolymerization ether glycol, the side-chain fluorine-containing copolymerization ether glycol with different fluorine contents can be synthesized by changing the proportion of raw materials, fluorine raw materials are sufficiently utilized, substituted oxirane of different substituent groups can be selected according to subsequent reacting purposes of the side-chain fluorine-containing copolymerization ether glycol, the diffluent side-chain fluorine-containing copolymerization ether glycol solves the problem that split phases are inconveniently processed in the processing process of organic fluorine compounds, the side-chain fluorine-containing copolymerization ether glycol is easily dissolved into industrial, universal, cheap and nontoxic or low-toxic solvents, processing cost can be largely reduced, processing environmental pollution is reduced, the side-chain fluorine-containing copolymerization ether glycol is subsequently and conveniently used, and the used space of the copolymerization ether glycol is substantially expanded.

Description

technical field [0001] The invention belongs to the technical field of intermediates of polymer materials, and in particular relates to a fluorine-containing copolyether diol with soluble side chains copolymerized by perfluoroalkyl glycidyl ether and polycyclic ether. Background technique [0002] As an important intermediate product in the synthesis of polymers such as polyester and polyurethane, double-terminated hydroxyl polyether diols have been used in many aspects of the national economy. The introduction of fluorine-containing side groups can bring many excellent properties of organic fluorine materials into polyether diol, so that related materials can be grafted with various properties of organic fluorine materials on the basis of retaining the original excellent properties. Many documents and patents report the preparation and application of such side chain fluorine-containing polyether diols. US Patent No. 5,654,450 and US No. 6,479,623 B1 respectively report the...

Claims

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Application Information

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IPC IPC(8): C08G65/18C08G65/20C08G65/22
CPCC08G65/18C08G65/20C08G65/22C08G65/226
Inventor 孔庆刚施博文王静刘飞
Owner NANJING UNIV OF INFORMATION SCI & TECH
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