Method for producing tetrahydrofuran
View Patent ↗The present invention relates to a method for producing tetrahydrofuran, comprising feeding 1,4-butanediol to a reactor and performing a cyclodehydration reaction in the presence of an acid catalyst to obtain tetrahydrofuran, in which a water concentration in a in-reactor liquid phase is within a range of 1.4 to 10 wt %.
1. (I) A method for producing tetrahydrofuran, comprising feeding 1,4-butanediol to a reactor and performing a cyclodehydration reaction in the presence of an acid catalyst to obtain tetrahydrofuran, wherein a water concentration in a in-reactor liquid phase is within a range of 1.4 to 10 wt %;
(II) a method for producing tetrahydrofuran, comprising feeding 1,4-butanediol containing 2-(4-hydroxybutoxy)-tetrahydrofuran to a reactor and performing a cyclodehydration reaction in the presence of an acid catalyst to obtain tetrahydrofuran, wherein a θ value of the following formula (1) is within a range of 0.001 to 0.5:
θ =B /( W·T ) (1)
(in formula (1), T represents a reaction time (hr), B represents a cumulative weight (g) of 2-(4-hydroxybutoxy)-tetrahydrofuran in the reaction time T, and W represents an in-reactor liquid-phase water weight (g) in the reaction time T); or
(III) a method for producing tetrahydrofuran, comprising feeding 1,4-butanediol to a reactor and performing a cyclodehydration reaction in the presence of an acid catalyst to obtain tetrahydrofuran, wherein the cyclodehydration reaction is performed by a reaction distillation method and a 2-hydroxytetrahydrofuran concentration in the in-reactor liquid phase is within a range of 500 ppm by weight or less.
2. The method for producing tetrahydrofuran as claimed in claim 1 , wherein said 1,4-butanediol contains from 0.001 to 5.0 wt % of 2-(4-hydroxybutoxy)-tetrahydrofuran.
3. The method for producing tetrahydrofuran as claimed in claim 1 , wherein the cyclodehydration reaction is performed by a reaction distillation method.
4. The method for producing tetrahydrofuran as claimed in claim 1 , wherein said acid catalyst has a pKa value of 4 or less.
5. The method for producing tetrahydrofuran as claimed in claim 1 , wherein said acid catalyst is a homogeneous acid catalyst.
6. The method for producing tetrahydrofuran as claimed in claim 1 , wherein the acid catalyst concentration in said reactor liquid phase is controlled to a range from 0.01 to 20 wt %.
7. The method for producing tetrahydrofuran as claimed in claim 1 , wherein the temperature of the liquid phase portion in said reactor is within a range of 80 to 250° C.
8. The method for producing tetrahydrofuran as claimed in claim 1 , wherein said acid catalyst is an organic sulfonic acid.
9. The method for producing tetrahydrofuran as claimed in claim 1 , further comprising a step of dissolving said acid catalyst having a pKa value of 4 or less in 1,4-butanediol, tetrahydrofuran or water and feeding the solution to the reactor.
10. The method for producing tetrahydrofuran as claimed in claim 1 , wherein the viscosity at 25° C. of the solution of the liquid phase portion in said reactor is within a range of 50 to 1,300 mPa·s.
11. The method for producing tetrahydrofuran as claimed in claim 1 , wherein the water concentration in the liquid phase in said reactor is within a range of 1.4 to 10 wt %.
12. The method for producing tetrahydrofuran as claimed in claim 1 , wherein a gas containing tetrahydrofuran and water and existing in the vapor phase in said reactor is drawn out to outside the reactor.
13. The method for producing tetrahydrofuran as claimed in claim 1 , wherein a gas containing tetrahydrofuran, water and 2-hydroxytetrahydrofuran and existing in the vapor phase in said reactor is withdrawn to the outside of the reactor.
14. The method for producing tetrahydrofuran as claimed in claim 13 , wherein at the time of withdrawal of said 2-hydroxytetrahydrofuran to the outside of the reactor, the ratio of the concentration by weight of 2-hydroxytetrahydrofuran contained in the vapor phase to the concentration by weight of 2-hydroxytetrahydrofuran contained in the liquid phase is within a range of 10 to 70%.
15. The method for producing tetrahydrofuran as claimed in claim 13 , wherein at the time of withdrawal of said 2-hydroxytetrahydrofuran to the outside of the reactor, the reflux ratio of the distillation column is set to within a range of 0.01 to 4.0 by using a reactor of a reaction distillation type.