A kind of l-ascorbyl ricinoleate and its preparation method and application
A technology of ascorbic acid and ricinoleate, applied in the application, climate change adaptation, food ingredients as antioxidants and other directions, can solve the problems of difficult product purification, severe reaction conditions, large environmental impact, etc., and achieves easy product purification and application. Wide range of effects with little environmental impact
Active Publication Date: 2017-07-04
JINAN UNIVERSITY
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Problems solved by technology
The chemical synthesis method has a high yield, but the reaction conditions are severe, there are many by-products, the product is difficult to purify, and it has a great impact on the environment
Method used
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Embodiment 1
[0029] A preparation method of L-ascorbyl ricinoleate, comprising the following steps:
[0030] (1) 1.76g (10mmol) L-ascorbic acid and 2.98g (10mmol) ricinoleic acid are dissolved in 50mL tert-butanol, then add 5g 4A molecular sieve and immobilized lipase (Rizopus delbrueckii) (market purchase), in The power is 0.50W / cm 2 With the assistance of ultrasonic waves, the water bath was kept at a constant temperature of 50°C for 6 hours;
[0031] (2) The reaction liquid of step (1) is separated from solid and liquid, and immobilized lipase and 4A molecular sieve are removed, and the obtained filtrate is evaporated to remove tert-butanol through vacuum distillation to obtain a crude product;
[0032] (3) Dissolve the crude product obtained in step (2) with ethyl acetate, then wash with saturated sodium carbonate solution to near neutrality, then separate the liquids, and finally dry the organic phase with anhydrous magnesium sulfate for 12h and suction filter;
[0033] (4) The orga...
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Abstract
The invention discloses L-ascorbyl ricinoleate, and a preparing method and applications thereof. The carboxylic acid part of the L-ascorbyl ricinoleate is nonsaturated long-chain fatty acid ricinoleic acid, and the fatty acid part comprises a hydroxy. The preparing method includes: dissolving L-ascorbic acid and the ricinoleic acid into tert-butyl alcohol, adding a 4A molecular sieve and immobilized lipase, reacting for a certain period of time in a water bath at a constant temperature under the assistance of ultrasonic wave, subjecting a reaction solution to solid-liquid separation, subjecting the filtrate to vacuum distillation to obtain a crude product, dissolving the crude product with ethyl acetate, washing with a saturated sodium carbonate solution, separating liquid phases, drying the organic phase with anhydrous magnesium sulfate, subjecting the organic phase to vacuum distillation, and subjecting the leftover to vacuum drying and purification by column chromatography to obtain a faint yellow oily substance that is the L-ascorbyl ricinoleate. The method is mild in reaction conditions, high in yield, less in byproducts, easy in product purification, and little in influence to the environment, and a novel food antioxidant is obtained.
Description
technical field [0001] The invention belongs to the field of food additives, in particular to L-ascorbyl ricinoleate and its preparation method and application. Background technique [0002] L-ascorbic acid is a commonly used water-soluble antioxidant, but its hydrophilicity limits its application in hydrophobic systems, and in the food field, it also limits its application in fat-soluble foods. After the L-ascorbic acid molecule is combined with a fatty acid group containing a long hydrophobic chain through an esterification reaction to form an ester, its lipophilicity increases and its antioxidant properties remain. L-ascorbyl palmitate is a representative example thereof. In L-ascorbyl palmitate, palmitic acid itself is a part of palm oil, so its safety is guaranteed. Palmitic acid is a long-chain saturated fatty acid. From the perspective of structure-activity relationship, the introduction of long-chain unsaturated fatty acids into L-ascorbic acid molecules is also be...
Claims
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IPC IPC(8): C07D307/62C12P17/04A23L3/3544
CPCA23L3/3544A23V2200/02C07D307/62C12P17/04Y02A40/90
Inventor 晏日安江晨李卓刘柳江新慧
Owner JINAN UNIVERSITY