Method for producing catalyst for cyclic carbonate synthesis
AssigneesMaruzen Petrochemical Co., Ltd., National Institute of Advanced Industrial Science and Technology
InventorsTakashi Naniki, Toshikazu Takahashi, Hiroyuki Yasuda, Shouji Yamamoto
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Abstract
A method for easily producing a heterogeneous catalyst having excellent catalytic activity at a low cost is provided. The heterogeneous catalyst is used for the purpose of synthesizing a cyclic carbonate by reacting an epoxide and carbon dioxide. A catalyst obtained by this production method and a method for synthesizing a cyclic carbonate with use of this catalyst are also provided.
Claims13
A method for producing a catalyst for cyclic carbonate synthesis, the method comprising:
- (a) obtaining a catalyst precursor comprising a haloalkyl group X—R1— by reacting a silane compound comprising the haloalkyl group with a silica gel having an amount of adsorbed water of 1% by mass or less wherein the silane compound is of formula (1):
- X—R1—Si(OR2)3 (1)
- wherein R1 is a linear or branched alkylene group having 2 to 8 carbon atoms;
- wherein R2 is an alkyl group having 1 to 4 carbon atoms, and
- wherein X is a halogen atom, and
- (b) reacting the catalyst precursor with a tertiary phosphine to obtain the catalyst for cyclic carbonate synthesis wherein the tertiary phosphine is of formula (2):
- wherein R3 to R5 each independently represent an alkyl group having 1 to 8 carbon atoms,
- wherein a molar ratio of a halogen content to a phosphorus content [halogen]/[phosphorus] in the catalyst for cyclic carbonate synthesis is from 1.0 to 1.6, and
- wherein the halogen content in the catalyst for cyclic carbonate synthesis is from 0.25 to 0.8 mmol per 1 g of the catalyst,
- wherein the obtaining (a) and the reacting (b) are carried out in a hydrocarbon solvent selected from the group consisting of toluene, xylene and ethylbenzene.
A method for synthesizing a cyclic carbonate, the method comprising:
- reacting an epoxide with carbon dioxide in the presence of a silica gel-immobilized phosphonium salt halide as a catalyst comprising a quaternary phosphonium group and a halide anion as a counterion,
- wherein the catalyst has a halogen content of from 0.25 to 0.8 mmol per 1 g of the catalyst and has a molar ratio of the halogen content to a phosphorus content [halogen]/[phosphorus] in the catalyst for cyclic carbonate synthesis of from 1.0 to 1.6,
- wherein the silica gel-immobilized phosphonium salt halide as a catalyst comprising a quaternary phosphonium group and a halide anion as a counterion is obtained by
- (a) reacting a silane compound comprising a haloalkyl group X—R1— with a silica gel having an amount of adsorbed water of 1% by mass or less to form a catalyst precursor wherein the silane compound in the reacting (a) is of formula (1):
- X—R1—Si(OR2)3 (1)
- wherein R1 is a linear or branched alkylene group having 2 to 8 carbon atoms;
- wherein R2 is an alkyl group having 1 to 4 carbon atoms, and
- wherein X is a halogen atom, then
- (b) reacting the catalyst precursor with a tertiary phosphine to obtain the catalyst for cyclic carbonate synthesis wherein the tertiary phosphine in the reacting (b) is of formula (2):
- wherein R3 to R5 each independently represent an alkyl group having 1 to 8 carbon atoms,
- wherein the reacting (a) and the reacting (b) are carried out in a hydrocarbon solvent selected from the group consisting of toluene, xylene and ethylbenzene.
Dependencies are inferred from the claim text.