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Ionic liquid catalyst and preparation method and application thereof
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An ionic liquid and catalyst technology, applied in the field of alkaline ionic liquid and its preparation, can solve the problems of many side reactions, environmental pollution, corrosion of production equipment, etc.
Inactive Publication Date: 2019-03-22
ZHEJIANG UNIV OF TECH
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Problems solved by technology
[0004] There are some defects in the above-mentioned method: too many side reactions, the yield is too low, in order to reduce the production of by-products such as citral self-condensation, it is necessary to greatly increase the ratio of acetone
In actual production, the molar ratio of citral and acetone needs to be 1:30-50, which causes a lot of waste of resources and subsequent processing energy
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Embodiment 1
[0035] Preparation of ionic liquid (b)
[0036]
[0037] In a 150 mL three-necked flask, 41.05 g of 1-methylimidazole and 124.62 g of n-dodecanebromide were respectively added and stirred at 70°C for 5 h. After the reaction was completed, it was cooled to room temperature to obtain a colorless viscous liquid. After extracting 20 mL x 3 times with ether, and drying in vacuo, 165.00 g of 1-dodecyl-3-methylimidazolium bromide was obtained as a colorless viscous liquid.
[0038] 1 H NMR (500MHz,) δ9.24(s,0H),8.52(s,0H),7.92–7.65(m,0H), 4.38–4.03(m,0H),4.03–3.76(m,0H),3.37 (s,0H),3.14–2.80(m,0H),2.60–2.37(m,0H),1.24(s,1H),0.85(t,J=6.7Hz,0H).
Embodiment 2
[0039] The preparation of embodiment 2 ionic liquid (c)
[0040]
[0041] In the 250mL there-necked flask, add [C prepared in embodiment 1 12 mim]Br ionic liquid 165.00g and ground NaOH powder 22.00g, and 100mL dichloromethane, stirred at room temperature for 24h. After the reaction was completed, the exchanged NaBr solid and excess NaOH solid were removed by suction filtration. The filtrate can be obtained by removing methylenechloride through vacuum distillation [C 12 mim]OH 130.83g, the mass yield of product is 98%.
[0042] 1 H NMR (500MHz,) δ9.24(s,0H),8.52(s,0H),7.92–7.65(m,0H), 4.38–4.03(m,0H),4.03–3.76(m,0H),3.37 (s,0H),3.14–2.80(m,0H),2.60–2.37(m,0H),1.24(s,1H),0.85(t,J=6.7Hz,0H).
Embodiment 3
[0044] Preparation of ionic liquid (b)
[0045]
[0046]In a 150mL three-necked flask, 41.05g of 1-methylimidazole and 124.62g of n-dodecanebromide were respectively added and stirred at 80°C for 5h. After the reaction was completed, it was cooled to room temperature to obtain a colorless viscous liquid. After extracting 20 mL x 3 times with ether, and drying in vacuo, 165.10 g of 1-dodecyl-3-methylimidazolium bromide was obtained as a colorless viscous liquid.
[0047] 1 H NMR (500MHz,) δ9.24(s,0H),8.52(s,0H),7.92–7.65(m,0H), 4.38–4.03(m,0H),4.03–3.76(m,0H),3.37 (s,0H),3.14–2.80(m,0H),2.60–2.37(m,0H),1.24(s,1H),0.85(t,J=6.7Hz,0H).
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Abstract
The invention discloses ([C12mim]OH) shown in a formula (c) and a preparation method thereof. A 1-dodecyl-3-methylimidazole hydroxideionic liquid is applied to prepare pseudoionone. An ionic liquid catalyst has the advantages that the ionic liquid catalyst can be recycled multiple times, and the obvious deactivation is avoided in the recycling process; when the pseudoionone is actually used and prepared, the demand amount of acetone is greatly lower than the demand amount of acetone in the organic alkaline catalyst. The formula (c) is shown in the description.
Description
technical field [0001] The invention relates to an alkaline ionic liquid and a preparation method thereof, which belong to the field of functionalized ionic liquids in green chemical industry; the method of applying the ionic liquid to catalyze the synthesis of pseudoionones belongs to aldehyde and ketone compounds in organic chemistry The technical field of aldol condensation reaction. Background technique [0002] Pseudo-ionone is an important intermediate for the synthesis of ionone. Ionone has a strong aroma and is the base material for blending violet flavors. Simultaneously, pseudoionone is an intermediate in the synthesis of vitamin A and β-carotene, etc., and has a wide range of applications in the production and synthesis of flavors and fragrances, medicines, and food additives. [0003] The traditional method of producing synthetic pseudo-ionone at home and abroad at present mainly is: utilize under alkaline condition, the aldol condensation of citral and acetone ...
Claims
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