# US 11,998,894 B2 · Composite solid base catalyst, manufacturing method thereof and manufacturing method of glycidol > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,998,894 B2 - Document ID: US11998894B2 - Status: Granted - Kind: B2 - Application number: 17/839,618 - Filed: 2022-06-14 - Published: 2023-07-27 - Granted: 2024-06-04 - Earliest claimed: 2022-01-21 - Assignees: National Tsing Hua University; Chang Chun Plastics Co., Ltd.; Chang Chun Petrochemical Co., Ltd.; Dairen Chemical Corporation - Applicants: National Tsing Hua University; Chang Chun Plastics Co., Ltd.; Chang Chun Petrochemical Co., LTD.; Dairen Chemical Corp. - Inventors: De-Hao Tsai; Yung-Tin Pan; Che-Ming Yang; Ching-Yuan Chang; Ding-Huei Tsai; Chien-Fu Huang; Yi-Ta Tsai - Web page: https://patentgrep.com/patent/US11998894B2 ## CPC - B01J 23/04: Alkali metals - B01J 21/02: Boron or aluminium; Oxides or hydroxides thereof - B01J 23/02: of the alkali- or alkaline earth metals or beryllium - B01J 35/393: {Metal or metal oxide crystallite size} - B01J 35/45: Nanoparticles - B01J 35/613: {10-100 m2/g} - B01J 35/647: {2-50 nm} - B01J 37/0209: {involving a reaction between the support and a fluid} - B01J 37/031: {Precipitation} - B01J 37/08: Heat treatment {(B01J37/0009, B01J37/0018 take precedence)} - B01J 37/10: in the presence of water, e.g. steam - C07D 301/02: Synthesis of the oxirane ring - B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) ## Abstract A composite solid base catalyst, a manufacturing method thereof and a manufacturing method of glycidol are provided. The composite solid base catalyst includes an aluminum carrier and a plurality of calcium particles. The plurality of calcium particles are supported by the aluminum carrier. Beta basic sites of the composite solid base catalyst are 0.58 mmol/g-3.89 mmol/g. ## Claims ### Claim 1 A composite solid base catalyst, comprising: an aluminum carrier; and a plurality of calcium particles supported by the aluminum carrier; wherein beta basic sites of the composite solid base catalyst are 0.58 mmol/g-3.89 mmol/g. ### Claim 2 (depends on 1) The composite solid base catalyst of claim 1, wherein the aluminum carrier is an aluminum oxide nanoparticle, and a weight ratio of the aluminum carrier to the composite solid base catalyst is 15%-80%. ### Claim 3 (depends on 1) The composite solid base catalyst of claim 1, wherein each of the plurality of calcium particles is a calcium oxide nanoparticle, and a weight ratio of the plurality of calcium particles to the composite solid base catalyst is 20%-85%. ### Claim 4 (depends on 1) The composite solid base catalyst of claim 1, further comprising a plurality of magnesium particles supported by the aluminum carrier. ### Claim 5 (depends on 4) The composite solid base catalyst of claim 4, wherein each of the plurality of magnesium particles is a magnesium oxide nanoparticle, and a weight ratio of the plurality of magnesium particles to the composite solid base catalyst is 12%-18%. ### Claim 6 (depends on 1) A manufacturing method of the composite solid base catalyst of claim 1, comprising: providing a reactant solution comprising an aluminum ion and a calcium ion; performing a titrating step to titrate a potassium hydroxide solution with the reactant solution, so as to form a stock solution; performing a ripening step by making the stock solution stand until a catalyst precursor forms; and performing a calcination step to heat the catalyst precursor, so as to obtain the composite solid base catalyst. ### Claim 7 (depends on 6) The manufacturing method of claim 6, wherein the aluminum ion in the reactant solution is from aluminum nitrate, and the calcium ion is from calcium nitrate. ### Claim 8 (depends on 7) The manufacturing method of claim 7, wherein a molar ratio of the calcium ion to the aluminum ion in the reactant solution is 1.5-5.0. ### Claim 9 (depends on 6) The manufacturing method of claim 6, wherein the reactant solution further comprises a magnesium ion, and the magnesium ion is from magnesium nitrate. ### Claim 10 (depends on 9) The manufacturing method of claim 9, wherein a molar ratio of the magnesium ion to the aluminum ion in the reactant solution is 0.2-1.0. ### Claim 11 (depends on 6) The manufacturing method of claim 6, wherein in the ripening step, the stock solution stands under an environment of 40° C.-80° C. for 8 hours-16 hours. ### Claim 12 (depends on 6) The manufacturing method of claim 6, wherein in the calcination step, the catalyst precursor is heated under 400° C.-600° C. for 2 hours-6 hours. ### Claim 13 (depends on 1) A manufacturing method of the composite solid base catalyst of claim 1, comprising: providing the aluminum carrier; providing a reactant solution comprising a calcium ion; performing an impregnating step by making the reactant solution in contact with the aluminum carrier, so as to obtain a catalyst precursor; and performing a calcination step to heat the catalyst precursor, so as to obtain the composite solid base catalyst. ### Claim 14 (depends on 13) The manufacturing method of claim 13, wherein the aluminum carrier is an aluminum oxide spherical carrier, and the calcium ion in the reactant solution is from calcium nitrate. ### Claim 15 (depends on 14) The manufacturing method of claim 14, wherein a molar ratio of the calcium ion in the reactant solution to the aluminum oxide spherical carrier is 0.5-5.0. ### Claim 16 (depends on 14) The manufacturing method of claim 14, wherein the reactant solution further comprises a magnesium ion, and the magnesium ion is from magnesium nitrate. ### Claim 17 (depends on 16) The manufacturing method of claim 16, wherein a molar ratio of the aluminum oxide spherical carrier to the magnesium ion in the reactant solution is 0.5-5.0. ### Claim 18 (depends on 13) The manufacturing method of claim 13, wherein in the calcination step, the catalyst precursor is heated under 400° C.-600° C. for 2 hours-6 hours. ### Claim 19 (depends on 1) A manufacturing method of glycidol, comprising: providing the composite solid base catalyst of claim 1; and performing a deacidification step to catalyze a deacidification of 3-chloropropane-1,2-diol by the composite solid base catalyst, so as to form glycidol. ### Claim 20 (depends on 19) The manufacturing method of glycidol of claim 19, wherein the deacidification step is performed under an environment of atmospheric pressure and 30° C.-70° C. ### Claim 21 (depends on 19) The manufacturing method of glycidol of claim 19, wherein the deacidification step is performed under a vacuum environment of 150° C.-160° C. and with a pressure smaller than 20 Torr.