Method for producing 2-furaldehyde
View Patent ↗An object of the present invention is to provide a method for suppressing the corrosion of a reactor and reducing waste in the production of 2-furaldehyde from a sugar raw material containing a hexose as a constituent component, and another object of the invention is to provide an industrially advantageous method for producing 2-furaldehyde, which suppresses a decrease in the activity of a catalyst in a case of using an acid catalyst and provides a higher yield. The present invention relates to a method for producing 2-furaldehyde comprising heating a sugar raw material containing a hexose as a constituent component in an aprotic polar solvent in the presence of a solid acid catalyst.
1. A method for producing 2-furaldehyde from a hexose component of a sugar raw material, the method comprising:
heating and stirring a mixture comprising a sugar raw material, a solvent having a boiling point equal to or higher than the boiling point of 2-furaldehyde, and a solid acid catalyst, at a temperature equal to or higher than the boiling point of 2-furaldehyde and equal to or lower than the boiling point of the solvent, wherein the temperature is from 180° C. to 260° C.; and
distilling off 2-furaldehyde formed in the heating and stirring from the mixture,
wherein
the heating and stirring, and the distilling off are performed continuously,
a total yield of 2-furaldehyde in mol %, based on a total mol number of hexose units supplied per hour, is at least 10.4%,
the solvent is at least one selected from the group consisting of dimethyl sulfone, sulfolane and phthalide, and
the solid acid catalyst is a composite oxide, wherein the composite oxide comprises two or more elements selected from the group consisting of B, Al, Si, P, Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Ga, Ge, Y, Zr, Nb, Mo, Sn, a lanthanoid metal, Hf, Ta, and W, and is not uniformly dissolved in the aprotic polar solvent under the heating reaction conditions.
2. The method according to claim 1 , wherein the sugar raw material comprises cellulose.
3. The method according to claim 1 , wherein the sugar raw material comprises a starch.
4. The method according to claim 1 , wherein the composite oxide comprises, as constituent components, at least one member selected from the group consisting of B—P, B—P—Al, B—P—Ti, B—P—Si, B—P—Zr, Ti—B, Si—Al, Sn—B, Zr—B, Al—P, Ti—P, Fe—P, Al—W, Al—B, Zr—W, Ti—Zr, Ti—Si, Zn—P, and Sn—P.
5. The method according to claim 1 , wherein the mixture in the heating and stirring further comprises water.
6. The method according to claim 1 , wherein the mixture is stirred while further supplying water in the heating and stirring.
7. The method according to claim 1 , wherein 2-furaldehyde is removed in the distilling off from the mixture such that 2-furaldehyde in liquid is 10 mass % or less based on the solvent.
8. A method for producing 2-furaldehyde from a hexose component of a sugar raw material, the method comprising:
heating and stirring a mixture comprising a sugar raw material, a solvent having a boiling point equal to or higher than the boiling point of 2-furaldehyde, and a solid acid catalyst, at a temperature equal to or higher than the boiling point of 2-furaldehyde and equal to or lower than the boiling point of the solvent, wherein the temperature is from 180° C. to 260° C.; and
distilling off 2-furaldehyde formed in the heating and stirring from the mixture,
wherein
the heating and stirring, and the distilling off are performed continuously,
a total yield of 2-furaldehyde in mol %, based on a total mol number of hexose units supplied per hour, is at least 10.4%,
the solvent is at least one selected from the group consisting of dimethyl sulfone, sulfolane and phthalide, and
the solid acid catalyst is a composite oxide, wherein the composite oxide comprises, as constituent components, at least one member selected from the group consisting of B—P, B—P—Al, B—P—Ti, B—P—Si, B—P—Zr, Ti—B, Si—Al, Sn—B, Zr—B, Al—P, Ti—P, Fe—P, Al—W, Al—B, Zr—W, Ti—Zr, Ti—Si, Zn—P, and Sn—P.