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Polyether polyol resin containing fluoroalkyl at side chain and preparation method thereof

A technology of polyether polyol and fluorine-containing alkyl, which is applied in the field of polyether polyol resin and its preparation, can solve the problems of short side chain fluorine group molecular chain length, limited industrial application, and difficulty in effectively protecting the polyurethane structure. To achieve the effect of easy control of chain length and easy operation

Inactive Publication Date: 2010-07-07
SHANGHAI INST OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, because the molecular chain length of the side chain fluorine group obtained by this method is short and cannot be adjusted, it is difficult for the fluorine group in the side chain to effectively protect the polyurethane structure, resulting in a greatly reduced adjustability of the performance of the fluorine-containing polyurethane.
In addition, the fluorine-containing polyether polyol is obtained by reacting highly toxic gas-phase fluorine-containing monomer and liquid-phase polyether under harsh process conditions (high pressure reaction, etc.), which limits its industrial application [Ge Z, Zhang XY, Dai JB. Synthesis and characterization of a new fluorinated polyether glycol prepared by radicalgrafting of hexafluoropropylene onto polytetramethylene glycol. Eur Polym J, 2006, 42, 395-401]

Method used

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  • Polyether polyol resin containing fluoroalkyl at side chain and preparation method thereof
  • Polyether polyol resin containing fluoroalkyl at side chain and preparation method thereof
  • Polyether polyol resin containing fluoroalkyl at side chain and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0035] (1) Add tetrafluoropropanol, epichlorohydrin and sodium hydroxide sequentially according to the molar ratio of 1:1:10, then add 50mL of 1,4-dioxane to it, stir under nitrogen protection, and The reaction was carried out at constant temperature at 50°C for 3h. After the reaction was over, the solution was poured off. Distill under reduced pressure at a vacuum degree of 1 mmHg to obtain a fluoroalkyl-substituted propylene oxide compound monomer.

[0036] (2) Add tetrahydrofuran, ethylene glycol, and boron trifluoride ether into the flask in sequence according to the molar ratio of 1:0.1:0.001, and then add 100 mL of dichloromethane into it, and stir. Then, 0.4 mol of the fluoroalkyl-substituted propylene oxide compound obtained in step (1) was added dropwise thereto, and reacted at 20° C. for 3 h. After the reaction is over, add water equivalent to 50 times the volume of the raw material for washing. After static separation, the oil phase was distilled under reduced pr...

Embodiment 2

[0039] In the step (1), the vacuum of the vacuum distillation is changed from 1mmHg to 50mmHg; in the step (2), the reaction time 3h is changed to 24h, and other steps are all the same as in Example 1.

[0040] The productive rate of the tetrahydrofuran compound monomer that step (1) gained fluoroalkyl replaces is 50%; The productive rate of the side chain polyether polyol resin that step (2) obtains contains fluoroalkyl is 99%, and molecular weight is 2050g / mol.

Embodiment 3

[0042] In step (1), change epichlorohydrin into brominated tetrahydrofuran, change the reaction temperature from 50°C to 35°C, change the reaction time from 3h to 60h, and change 50mL of 1,4-dioxane into 300mL of Ethyl acetate, other steps are all identical with embodiment 1.

[0043] The productive rate of the tetrahydrofuran compound monomer that step (1) gained fluoroalkyl replaces is 50%; The productive rate of the side chain polyether polyol resin that step (2) obtains contains fluoroalkyl is 89%, and molecular weight is 1000g / mol.

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Abstract

The invention discloses a polyether polyol resin containing fluoroalkyl at side chain and a preparation method thereof. The preparation method comprises the following steps: (1) adding RFOH, halogenated oxygen-heterocyclic compound, catalyst and solvent according to a ratio, reacting under the protection of nitrogen while stirring, performing reduced pressure distillation to obtain fluoroalkyl-substituted oxygen-heterocyclic compound monomer; and (2) weighting solvent, cyclic ether compound, initiator and catalyst according to a ratio, dropping fluoroalkyl-substituted oxygen-heterocyclic compound monomer in the mixed solution under the protection of nitrogen to react while stirring, rinsing, standing for layering, and performing reduced pressure distillation to obtain polyether polyol resin containing fluoroalkyl at side chain. The resin can be used to prepare high-performance coatings and elastomers.

Description

technical field [0001] The invention belongs to the technical field of macromolecular materials, and in particular relates to a polyether polyol resin with a fluorine-containing alkyl group in a side chain and a preparation method thereof. Background technique [0002] In recent years, organic resins such as fluorine-containing polyether polyol resins have been used in high-performance materials because of their high strength, high elasticity, high wear resistance, excellent low-temperature performance and bonding performance, acid and alkali resistance and heat resistance. etc. are gaining more and more attention. Generally, the main methods for introducing fluorine groups into polyether polyol resins are main chain fluorine-containing method and side chain fluorine-containing method. The main chain fluorine-containing method refers to the distribution of fluorine-containing groups on the main chain of polymer molecules. The method itself determines that the obtained polym...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/26C08G65/28C09D175/08
Inventor 张英强贾润萍黄茂松徐家跃
Owner SHANGHAI INST OF TECH
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