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Catalyst composition for producing cyclic carbonates from co2 and epoxides
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A cyclic carbonate, epoxide technology, applied in the field of science
Pending Publication Date: 2022-06-07
PTT GLOBAL CHEMICAL PUBLIC COMPANY LIMITED
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However, while the catalysts provide good selectivity to cyclic carbonates, these catalysts require fairly extreme conditions to function
Method used
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Embodiment 1
[0075] Example 1: N-N'-bis(ethylenesalicylidene) used in the synthesis of metal complex catalysts comprising N-N'-bis(ethylenesalicylidene)-diamine ligands Synthesis of )-diamine ligands and their derivatives
[0076] Synthesis of Ligands Used in Synthesis of Catalyst A
[0077] A 0.67M solution of 7-hydroxy-1-indanone in ethanol was prepared by dissolving 0.30 g (2 mmol) of 7-hydroxy-1-indanone in 3 mL of ethanol. Then, 1,2-ethylenediamine was added to the solution. The molar ratio of 7-hydroxy-1-indanone to 1,2-ethylenediamine was 2:1. Then, add about 1 to 2 drops of acetic acid. The resulting mixture was heated with stirring until reflux for 48 hours. Then, the resulting mixture was filtered to isolate the solid. The resulting solid was washed 3 times with 10 mL of ether. The N-N'-bis(ethylenesalicylidene)-ethane-1,2-diamine ligand was obtained as a yellow solid.
[0078] Synthesis of Ligands Used in Synthesis of Catalyst B
[0079] The synthesis of the ligand us...
Embodiment 2
[0082] Example 2: Synthesis of Metal Complexes Comprising N-N'-Bis(ethylenesalicylidene)-diamine Ligands and Derivatives
[0083] Synthesis of Catalyst A
[0084] A concentration of 0.062 M N was prepared by dissolving 0.20 g (0.62 mmol) of N-N'-bis(ethylenesalicylidene)-ethane-1,2-diamine ligand in 10 mL of toluene -N'-bis(ethylenesalicylidene)-ethane-1,2-diamine ligand in toluene. Then, 0.10 g (0.62 mmol) of iron(III) chloride (FeCl 3 ) and triethylamine. The molar ratio of N-N'-bis(ethylenesalicylidene)-ethane-1,2-diamine ligand to iron(III) chloride and triethylamine was 1:1:2. Then, the resulting mixture was stirred and heated at a temperature of 100° C. until reflux for 12 hours in a nitrogenatmosphere. The resulting mixture was filtered through celite. Then, the resulting solution was evaporated under vacuum. Catalyst A was obtained as a reddish-brown solid.
[0085] Synthesis of Catalyst B
[0086] N was prepared at a concentration of 0.031 M by dissolving...
Embodiment 3
[0089] Example 3: by CO 2 Reaction with epoxides to prepare cyclic carbonates
[0090] Metal complex catalysts according to the invention comprising N-N'-bis(ethylenesalicylidene)-diamine ligands and derivatives thereof (catalysts according to the invention are catalysts A, B and C) will be tested ) for the 2 The ability of the reaction with epoxides to produce cyclic carbonates to compare with the comparative catalyst metal complexes REFCAT1, REFCAT2 and REFCAT3, which are N,N'-bis(subsalicylic acid) base) ethylenediaminoferric(III) chloride, N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-diphenylethylenediaminochromium chloride (III) and N,N'-bis(3,5-di-tert-butylsalicylidene)-pyrrolidine-diaminochromium(III) chloride.
[0091] Test of the ability of the catalysts according to the invention to produce cyclic carbonates in the presence of organic solvents
[0092] Cyclic carbonic acid can be produced on the metal complex catalyst comprising N-N'-bis(ethylenesalicylidene)-d...
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Abstract
The present invention relates to a catalyst composition for producing cyclic carbonates from CO2 and an epoxide under mild conditions, which catalyst composition is effective in catalyzing the synthesis of cyclic carbonates and provides good selectivity for cyclic carbonates wherein the catalyst composition comprises: a) a metal complex as shown in the structure (I), m represents a transition metal atom; r1, R2 and R3 represent a group independently selected from a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, an amino group, a phenyl group, a benzyl group, a cyclic hydrocarbon group containing a heteroatom, a perfluoroalkyl group or a nitro group; r4 represents a group selected from an alkylene group, a cycloalkylene group or a phenylene group; x represents a group selected from a hydrogen atom, an acetate group or a trifluoromethanesulfonate group; and b) an organic compound as a co-catalyst selected from the group consisting of a nitrogen-containing compound, a quaternaryammonium salt compound or an imine salt compound.
Description
technical field [0001] The present invention relates to the field of science, in particular for the production of CO 2 A catalyst composition for the production of cyclic carbonates with epoxides. Background technique [0002] Cyclic carbonates are valuable chemicals and are of critical importance in the chemical and polymer industries as they are precursors for the manufacture of polycarbonates and polyurethanes. Cyclic carbonates can also be used as precursors for the manufacture of polycarbonate diols (PCDLs) from dimethyl carbonate (DMC) synthesized from an esterification reaction between ethylenecarbonate and methanol. The polycarbonate diols are suitable for the manufacture of polyurethanes that require better elastic and mechanical properties, weather and fungal resistance, oxidation resistance and UV protection. [0003] Furthermore, cyclic carbonates are also important chemicals for the manufacture of various substances in the polymer industry, eg in the polyuret...
Claims
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