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Nano spice precursor based on 2-carbonyl acetate and application thereof

A carbonyl acetate and perfume technology, applied in the field of nano-perfume precursors based on 2-carbonyl acetate, can solve the problems of difficult removal and long reaction time, and achieve short reaction time, few synthesis steps and simple operation Effect

Active Publication Date: 2018-07-10
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Using 4-(dimethylamino)pyridine DMAP, N,N'-dicyclohexylcarbodiimide DCC as catalyst, benzoylformic acid and 2-phenylethanol carry out esterification reaction in dichloromethane solution, the method The disadvantage is that the reaction time is too long, and 4-(dimethylamino)pyridine DMAP and N,N'-dicyclohexylcarbodiimide DCC are not easy to remove

Method used

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  • Nano spice precursor based on 2-carbonyl acetate and application thereof
  • Nano spice precursor based on 2-carbonyl acetate and application thereof
  • Nano spice precursor based on 2-carbonyl acetate and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0070] R = isobutyl

[0071] (1) Synthesis of compound shown in formula II-1

[0072] At room temperature, add oxalyl chloride (12.69g, 8.5mL, 100mmol) into the three-necked flask, add phenylethanol (1.22g, 10mmol) with a syringe, continue the reaction for 1h after the addition, stop stirring, and immediately remove the excess oxalyl chloride by rotary evaporation , to obtain compound II-1. The structure is as follows:

[0073]

[0074] (2) Synthesis of compound I-1

[0075] At room temperature, 10 mL of dichloromethane, potassium carbonate (35 mg, 0.25 mmol), 1-aminopropyl isobutyl cage polysilsesquioxane (Aminopropyl lsobutyl POSS) (0.44 g, 0.5 mmol) were successively added into a three-necked flask. ), stirred evenly, slowly added the compound II-1 (160mg, 0.75mmol, 1.5equiv) obtained in step (1) into the flask dropwise, after the dropwise addition was completed, reacted at room temperature for 1h, and after the reaction was completed, the solvent was removed by rot...

Embodiment 2

[0087] R = isobutyl

[0088] (1) Synthesis of compound shown in formula II-2

[0089] At room temperature, add oxalyl chloride (12.69g, 8.5mL, 100mmol) into a three-neck flask, add tetrahydrogeraniol (1.58g, 10mmol) with a syringe, continue the reaction for 1h after the addition, stop stirring, and immediately remove the excess The oxalyl chloride obtained compound II-2, the structure is as follows:

[0090]

[0091] (2) Synthesis of Compound I-2

[0092] At room temperature, 10 mL of dichloromethane, potassium carbonate (35 mg, 0.25 mmol), 1-aminopropyl isobutyl cage polysilsesquioxane (Aminopropyl lsobutyl POSS) (0.44 g, 0.5 mmol) were successively added into a three-necked flask. ), stirred evenly, and slowly added compound II-2 (186mg, 0.75mmol, 1.5equiv) obtained in step (1) into the flask dropwise. After the dropwise addition, reacted at room temperature for 1h. . Then take 5mL of methanol with a measuring cylinder, wash the white solid in the bottle, and filter...

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Abstract

The invention discloses a nano spice precursor based on 2-carbonyl acetate. The nano spice precursor based on 2-carbonyl acetate is shown as general formula (I) in the specification, wherein R is selected from H, alkyl, alkoxy, alkenyl, aryl, arylene and cycloalkyl; and R1 is selected from alkyl, alkoxy, alkenyl-containing alkyl, aryl, arylene, and alkenyl; and n is a positive of 1-20. The nano spice precursor based on 2-carbonyl acetate provided by the invention has the characteristics of simple experimental operation, easy industrialization and low cost, and can be used as a sustained release spice.

Description

technical field [0001] The invention relates to the technical field of fragrances, in particular to a class of 2-oxoacetate-based nano-scent precursors containing nanomaterial POSS structures and applications thereof. Background technique [0002] One of the problems faced in the fragrance industry is the rapid loss of olfactory benefits due to the volatility of odorous compounds, especially the rapid loss of "top notes"; in addition, some fragrance ingredients may be unstable in functional fragrance applications , lost due to degradation or due to rapid evaporation. [0003] At present, the research and development of pleasant fragrance and long-lasting fragrance products in the fragrance industry has become an international hotspot. Research at home and abroad shows that the fragrance persistence of traditional blended and microencapsulated fragrance materials (particle size: 3-200μm) and functional products is less than 30 days. , and the aromatic material is nano-sized ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G77/38C11B9/00
CPCC08G77/38C11B9/0015
Inventor 朱为宏张晓王成云高师泉肖作兵
Owner EAST CHINA UNIV OF SCI & TECH
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