Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Ortho-aminophenol Schiff base, and synthesis method and application thereof

A technology of o-aminophenol and a synthesis method, applied in the field of o-aminophenol Schiff base compounds and their synthesis, can solve problems such as poor solubility, and achieve the effects of enhanced fluorescence intensity, good solubility, and increased solubility

Active Publication Date: 2017-11-07
HARBIN UNIV OF SCI & TECH
View PDF4 Cites 11 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The present invention aims to solve the problem of poor solubility in the organic phase of the existing salicylaldehyde o-aminophenol Schiff base zinc complex, and provides o-aminophenol Schiff base and its synthesis method and application

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
  • Ortho-aminophenol Schiff base, and synthesis method and application thereof
  • Ortho-aminophenol Schiff base, and synthesis method and application thereof
  • Ortho-aminophenol Schiff base, and synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

specific Embodiment approach 1

[0049] Specific embodiment one: the structural formula of o-aminophenol Schiff base in this embodiment is as follows:

[0050]

[0051] where R is CH 3 -, tert-octyl or α,α'-dimethyl-α-phenyl.

specific Embodiment approach 2

[0052] Specific embodiment two: the synthetic method of o-aminophenol Schiff base of the present embodiment comprises the following steps:

[0053] 1. Fuckers Alkylation Reaction:

[0054] After mixing the alkylphenol and the catalyst p-toluenesulfonic acid, add α-methylstyrene dropwise, under the protection of nitrogen, heat and reflux, and keep the temperature at 74-76°C. After the dropwise addition, add saturated Na 2 CO3 , adjust the pH to be neutral, concentrate to remove petroleum ether, and collect fractions at 180-200°C by vacuum distillation to obtain intermediate product A;

[0055] Wherein the molar ratio of alkylphenol to catalyst p-toluenesulfonic acid is 1:0.1~1, and the molar weight of α-methylstyrene is 0.9~1 times of the molar weight of alkylphenol;

[0056] Two, formylation reaction:

[0057] After mixing the intermediate product A prepared in step 1 with urotropine, add glacial acetic acid and heat to reflux. When the temperature reaches 120-140°C, keep th...

specific Embodiment approach 3

[0061] Specific embodiment 3: The difference between this embodiment and specific embodiment 2 is that the alkylphenol in step 1 is p-cresol, p-tert-octylphenol or 4-α, α'-dimethyl-α-phenyl phenol. Others are the same as in the second embodiment.

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

PropertyMeasurementUnit
Concentrationaaaaaaaaaa
Login to View More

Abstract

The invention discloses an ortho-aminophenol Schiff base, and a synthesis method and application thereof, and relates to an ortho-aminophenol Schiff base compound, and a synthesis method and application thereof. The invention aims to solve the problem of poor organic phase solubility of a conventional salicylaldehyde ortho-aminophenol Schiff base zinc complex. The invention relates to a structural formula of an ortho-aminophenol Schiff base fluorescent probe compound. The synthesis method comprises: 1, FriedelCrafts alkylation; 2, formylation reaction; 3, condensation reaction. The ortho-aminophenol Schiff base serving as a fluorescent probe is applied to qualitative and quantitative analysis for a trace metal ion Zn2+. After a lipophilic group is introduced to a benzene ring of salicylaldehyde, the condensation reaction with ortho-aminophenol is performed to generate the ortho-aminophenol Schiff base, and a complex generated by coordination between the ortho-aminophenol Schiff base and a zinc ion presents good solubility in an organic phase, and a fluorescence detection signal is obviously enhanced. The invention can be applied to the field of fluorescent probes.

Description

technical field [0001] The invention relates to an o-aminophenol Schiff base compound and a synthesis method and application thereof. Background technique [0002] Zinc ion is an important trace element in the human body, its content is second only to iron and ranks second among all trace elements. When an organism takes in too much or not enough zinc ions, it will lead to metabolic disorders of the body, and severe cases can be life-threatening. In addition, zinc is also widely used in many fields such as alloy manufacturing, battery production, compound fertilizer, and foliar fertilizer in industrial and agricultural production processes. Because of its important role in industrial and agricultural production, zinc also enters the environment along with various industrial processes and products, becoming a common pollutant. Therefore, the analysis and detection of zinc ions, especially the detection of zinc ions in life samples, has always been the focus of attention. ...

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): C07C251/24C07C249/02C09K11/06G01N21/64
CPCC07C37/14C07C45/00C07C249/02C07C251/24C09K11/06C09K2211/1007C09K2211/1014G01N21/643C07C47/57C07C39/15
Inventor 由君熊欣武文菊喻艳超刘波
Owner HARBIN UNIV OF SCI & TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com