Unlock instant, AI-driven research and patent intelligence for your innovation.

Alkoxylated silicified perfume precursor as well as preparation method and application thereof

A technology of alkoxy silicon and deodorant, which is applied in the field of alkoxy siliconized pre-fragrance and its preparation, which can solve the problems of complex preparation process, poor material safety and limited application, and achieve broad development prospects and stable structure

Active Publication Date: 2018-11-20
ZHEJIANG UNIV
View PDF3 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] According to reports, more than 80-90% of the flavors and fragrances under development are water-insoluble compounds, which largely limits their application in green and safe conditions such as water phase or ethanol solution
At present, the more popular fragrance-carrying methods include: microcapsule encapsulation and electrospinning, etc. For example, the patent application with the publication number CN107502992A discloses a kind of fragrance-carrying electrospun film and its preparation method, but the electrospinning technology still has fragrance loads. The amount is relatively low, and the solvent used to dissolve the spices is difficult to volatilize and easily remain; most of the above methods have certain problems and drawbacks, such as low encapsulation rate of spices, poor material safety, etc.
And the most important thing is that the above methods all face the disadvantages of harsh release conditions, for example, they can only respond to release under certain conditions such as pH value, temperature, humidity or light, and the preparation process is complicated and the cost is high

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Alkoxylated silicified perfume precursor as well as preparation method and application thereof
  • Alkoxylated silicified perfume precursor as well as preparation method and application thereof
  • Alkoxylated silicified perfume precursor as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Mix and react β-ionone, γ-mercaptopropyltriethoxysilane and 1,8-diazabicycloundec-7-ene (DBU) in an organic solvent, and the ratio of the three reactants It is 10g β-ionone and 14.8g γ-mercaptopropyltriethoxysilane (molar ratio 1:1.2) and 250mg DBU. The reaction conditions are anhydrous, oxygen-free, and nitrogen protection, the reaction temperature is 30°C, and the reaction time is 72h. The yellow viscous liquid is dissolved in an organic solvent, saturated sodium bicarbonate and sodium chloride for extraction treatment, acidified with dilute acid, dried with anhydrous magnesium sulfate, and spin-dried to obtain a viscous liquid, which is then distilled under reduced pressure to obtain alkoxy base siliconized pre-fragrance body (yield 82%), its NMR spectrum is as figure 1 , 2 ,Data are as follows:

[0033] 1 H-NMR (CDCl 3 ,400MHz) δ(ppm): 0.70(m, 2H), 0.92(s, 3H), 1.13(s, 3H), 1.19-1.23(m, 9H), 1.42-1.50(m, 4H), 1.66(m , 2H), 1.79(s, 3H), 1.87-1.92(m, 2H), 2.16(s...

Embodiment 2

[0036] Mix and react α-ionone, γ-mercaptopropyltriethoxysilane and 1,8-diazabicycloundec-7-ene (DBU) in an organic solvent, and the ratio of the three reactants It is 10g α-ionone and 14.8g γ-mercaptopropyltriethoxysilane (molar ratio 1:1.2) and 250mg DBU. The reaction conditions are anhydrous, oxygen-free, and nitrogen protection, the reaction temperature is constant at 60° C., and the reaction time is 72 hours. The yellow viscous liquid is dissolved in an organic solvent, saturated sodium bicarbonate and sodium chloride for extraction treatment, acidified with dilute acid, dried with anhydrous magnesium sulfate, and spin-dried to obtain a viscous liquid, which is then distilled under reduced pressure to obtain alkoxy Base siliconized pre-fragrance body (yield 85%), its nuclear magnetic spectrum data are as follows:

[0037] 1 H-NMR (CDCl 3 ,400MHz) δ(ppm): 0.56(m, 2H), 0.93(s, 3H), 1.11(s, 3H), 1.18-1.21(m, 9H), 1.42-1.56(m, 2H), 1.62(m , 2H), 1.66(s, 3H), 1.87-1.93(m, 1...

Embodiment 3

[0040] α-Damascenone, γ-mercaptopropyltriethoxysilane and 1,8-diazabicycloundec-7-ene (DBU) were mixed and reacted in an organic solvent, and the three reactants were formulated The ratio was 4.8g α-ionone to 6.3g γ-mercaptopropyltriethoxysilane (1:1 molar ratio) and 250mg DBU. The reaction conditions are anhydrous, oxygen-free, and nitrogen protection, the reaction temperature is constant at 70° C., and the reaction time is 72 hours. The yellow viscous liquid is dissolved in an organic solvent, saturated sodium bicarbonate and sodium chloride for extraction treatment, acidified with dilute acid, dried with anhydrous magnesium sulfate, and spin-dried to obtain a viscous liquid, which is then distilled under reduced pressure to obtain alkoxy Base siliconized pre-fragrance body (yield 90%), its nuclear magnetic spectrum data are as follows:

[0041] 1 H-NMR (CDCl 3 ,400MHz) δ(ppm): 0.56(m, 2H), 0.93(s, 3H), 1.11(s, 3H), 1.18-1.21(m, 9H), 1.75(s, 3H), 1.48-1.62(m , 4H), 1.93(...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses an alkoxylated silicified perfume precursor having the structural formula shown in Formula I. The invention further discloses a preparation method of the alkoxylated silicifiedperfume precursor. The method comprises steps as follows: under protection of an inert gas and under catalysis of 1,8-diazabicycloundec-7-ene, alpha,beta-unsaturated ketone and mercapto siloxane aresubjected to a Michael addition reaction till complete reaction, and the alkoxylated silicified perfume precursor is obtained after extraction, acidification, drying and purification. Besides, the perfume precursor is hydrolyzed into silicon hydroxyl under the condition of the acidic pH value, and the silicon hydroxyl has the high adhesion, can stably exist in a system and can be sprayed to the surfaces of attachments such as clothes, walls and the like. In addition, amphiphilic compound perfume containing the silicon hydroxyl after hydrolysis can be subjected to an anti-Michael addition reaction under the neutral or alkaline condition, ketone perfume is slowly released, the fragrant and pleasant experience is brought to the life of people, and the perfume has the broad development prospect in preparation of stable and effective novel fragrant preparations.

Description

technical field [0001] The invention belongs to the technical field of perfume preparation, and in particular relates to an alkoxy siliconized pro-fragrance body and its preparation method and application. Background technique [0002] With the increasing demand of people for comfortable life and pursuit of high-quality aroma enjoyment, it has become a development trend to obtain highly efficient, safe, and controllable release of fragrance and essence precursors. How to store unstable and volatile fragrances stably and release them slowly under specific conditions has always been an important problem faced by the fragrance and fragrance industry, and it is also a research hotspot in the field of fragrance preparations. [0003] According to reports, more than 80-90% of the flavors and fragrances under development are water-insoluble compounds, which largely limits their application in green and safe conditions such as water phase or ethanol solution. At present, the more p...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07F7/18C11B9/00
CPCC07F7/1892C11B9/00
Inventor 申有青周珠贤刘宇航
Owner ZHEJIANG UNIV
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com