1,4-bis(bromodifluoromethyl) tetrafluorobenzene and producing method thereof
View Patent ↗A method for producing 1,4-bis(bromodifluoromethyl)tetrafluorobenzene (BFTFB) is disclosed. The target compound is predicted as a very potent monomer for low dielectric constant material. This method comprises the following steps: (a) mixing 1,4-bis(bromodifluoromethyl)tetrafluorobenzene (DFMTFB), a bromination agent, and a solvent (with or without) to form a mixture; (b) heating the mixture under UV radiation; and (c) purifying the resultant to obtain 1,4-bis(bromodifluoromethyl)tetrafluorobenzene (BFTFB) with high purity.
1. A method for producing 1,4-bis(bromodifluoromethyl)tetrafluorobenzene comprising the following steps:
(a) mixing Br 2 and 1,4-bis(difluoromethyl)tetrafluorobenzene to form a mixture;
(b) heating the mixture under UV irradiation until the temperature thereof is raised to the range of 100 to 200°;
(c) extracting the mixture by a solvent to obtain a reaction solution; and
(d) purifying the reaction solution to afford 1,4-bis(bromodifluoromethyl) tetrafluorobenzene.
2. The method as claimed in claim 1 , wherein HBr is discharged and additional Br 2 is further added into the mixture at a fixed interval of time when the reaction is performed in the step (b).
3. The method as claimed in claim 1 , wherein the step (a) further comprises a process of adding a basic reagent into the mixture.
4. The method as claimed in claim 3 , wherein in the step (a), the basic reagent is selected from the group consisting of alkali metal carbonate, alkali metal hydroxide, alkali metal oxide, alkaline-earth metal carbonate, alkaline-earth metal hydroxide, and alkaline-earth metal oxide.
5. The method as claimed in claim 1 , wherein the reaction time of the step (b) is from 24 to 96 hours.
6. The method as claimed in claim 1 , wherein the reaction pressure of the step (b) is from 1 to 10 kg/cm 2 .
7. The method as claimed in claim 1 , wherein the reaction temperature of the step (b) is from 130 to 180°.
8. The method as claimed in claim 1 , wherein the molar ratio of Br 2 to 1,4-bis(difluoromethyl)tetrafluorobenzene is more than 2:1.
9. The method as claimed in claim 1 , wherein the solvent of the step (c) is a polar solvent.
10. The method as claimed in claim 9 , wherein the solvent is ethyl acetate.
11. The method as claimed in claim 1 , wherein the step (d) comprises the following steps:
(d1) neutralizing the reaction solution;
(d2) filtrating and concentrating the reaction solution; and
(d3) purifying the reaction solution by column chromatography.
12. A method for producing 1,4-bis(bromodifluoromethyl)tetrafluorobenzene comprising the following steps:
(a) mixing Br 2 , 1,4-bis(difluoromethyl)tetrafluorobenzene, and a solvent to form a reaction solution;
(b) heating the reaction solution under UV irradiation until the temperature thereof is raised to the range of 100 to 200°; and
(c) purifying the reaction solution to afford 1,4-bis(bromodifluoromethyl) tetra-fluorobenzene.
13. The method as claimed in claim 12 , wherein additional Br 2 is further added into the reaction solution at a fixed interval of time when the reaction is performed in the step (b).
14. The method as claimed in claim 12 , wherein the reaction time of the step (b) is from 24 to 96 hours.
15. The method as claimed in claim 12 , wherein the reaction solution of the step (b) is heated until it undergoes reflux.
16. The method as claimed in claim 12 , wherein the reaction temperature of the step (b) is from 110 to 180°.
17. The method as claimed in claim 12 , wherein the molar ratio of Br 2 to 1,4-bis(difluoromethy)tetrafluorobenzene is more than 2:1.
18. The method as claimed in claim 12 , wherein the solvent is a halogen aliphatics or a halogen aromatics.
19. The method as claimed in claim 18 , wherein the solvent is at least one selected from the group consisting of chloropentafluorobenzene (C 6 F 5 Cl), bromo -pentafluorobenzene (C 6 F 5 Br), o-dichlorobenzene (o-C 6 H 4 Cl 2 ), and bromotrichloro -methane (CBrCl 3 ).
20. The method as claimed in claim 12 , wherein the step (c) comprises the following steps:
(c11) neutralizing the reaction solution;
(c12) filtrating and concentrating the reaction solution; and
(c13) purifying the reaction solution by column chromatography.