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

Reversible solid photochromic fluorescence ink material and application thereof

A photochromic and fluorescent ink technology, applied in the direction of color-changing fluorescent materials, inks, applications, etc., can solve the problems of limited practical application, poor resistance, instability, etc., and achieve the effect of excellent stability

Active Publication Date: 2016-06-15
JILIN UNIV
View PDF7 Cites 22 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chinese patent CN1201213A discloses a kind of erasable color-changing ink, its principle is that the CB color developer coating reacts with the CF color developer coating to develop color, and its disadvantage is poor resistance and instability
These shortcomings will greatly limit its practical application in checks, banknotes, etc.

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
  • Reversible solid photochromic fluorescence ink material and application thereof
  • Reversible solid photochromic fluorescence ink material and application thereof
  • Reversible solid photochromic fluorescence ink material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] When Ar is 9,10-distyryl anthracene (DSA) (n=2 in the structural formula), its molecular structure is as follows:

[0017]

[0018] Specific synthesis steps: Dissolve 1-carboxyethylindoline spiropyran molecule (2mmol, 0.76g) in 5mL of anhydrous dichloromethane, add 4-dimethylaminopyridine (3mg) and 9,10- Bis[4-hydroxystyryl]anthracene (1 mmol, 0.414 g). Cool down to 0°C, then slowly add dicyclohexylcarbodiimide (3mmol, 0.618g) dropwise into the reaction system, keep stirring at 0°C for 5min, then return to room temperature and stir for 10h.

[0019] Post-processing: first remove the insoluble precipitate in the reaction mixture by suction filtration, wash the filtrate twice with 0.5M hydrochloric acid and saturated sodium bicarbonate solution, separate the organic phase of dichloromethane, then dry it with anhydrous magnesium sulfate, and remove it by filtration. Anhydrous magnesium sulfate, the filtrate was evaporated to remove the solvent under reduced pressure, a...

Embodiment 2

[0022]

[0023] 1-Carboxyethylindoline spiropyran molecule (1mmol, 0.38g) was dissolved in 5mL of anhydrous dichloromethane, and 4-dimethylaminopyridine (1.5mg) and 9,10-[4- Hydroxystyryl]anthracene (1 mmol, 0.398 g). Cool down to 0°C, then slowly add dicyclohexylcarbodiimide (1.5mmol, 0.309g) dropwise into the reaction system, then keep stirring at 0°C for 5min, then return to room temperature and stir for 10h. The post-treatment was the same as in Example 1, and the finally obtained product DSA-SP was a yellow powder (0.46 g, 60%).

[0024]LC-MS(ESI): m / z: Calculated: 760.29, Found: 761.34 [M+H] + . Elemental analysis (calculated): C80.4% (80.51%), H5.4% (5.30%), N3.7% (3.68%).

Embodiment 3

[0026]

[0027] 1-Carboxyethylindoline spiropyran molecule (4mmol, 1.52g) was dissolved in 5mL of anhydrous dichloromethane, and 4-dimethylaminopyridine (6mg) and 4,4',4", 4"'-Tetrahydroxytetraphenylethylene (1 mmol, 0.396 g). Cool down to 0°C, then slowly add dicyclohexylcarbodiimide (6mmol, 1.236g) dropwise into the reaction system, then keep stirring at 0°C for 5min and return to room temperature and stir for 10h. The aftertreatment was the same as in Example 1, and the final product TPE-4SP was yellow powder (0.51 g, 28%).

[0028] LC-MS (ESI): m / z: Calculated: 1844.64, Found: 462.18 [M+4H] 4+ / 4. Elemental analysis (calculated): C71.4% (71.57%), H5.0% (5.02%), N6.0% (6.07%).

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 relates to a reversible solid photochromic fluorescence ink material and application thereof, belonging to the technical field of photochromic materials. The particular molecular structure uses aromatic ring or fragrant heterocyclic ring substituent group and spiropyrane as basic structural units, the structural formula is disclosed in the specification, and the material is novel fluorescent dyes synthesized by esterification reaction. The research detects that the dyes have different spectral absorption and (or) fluorescence dual color variations before and after the ultraviolet irradiation; the absorption and fluorescence color variations caused by the ultraviolet light can reversibly recover under certain temperature heating conditions to the absorption and fluorescence color before the ultraviolet irradiation; and thus, the material has excellent stability, reversibility and fatigue resistance. The ink material can be used independently, or compounded with a polymer, ink or the like to be used as a photochromic material. The ink material is applicable to the fields of safety forgery prevention, safety inks, display devices, fluorescent transduction, information storage and the like.

Description

technical field [0001] The invention belongs to the technical field of photochromic materials, and in particular relates to a reversible solid-state photochromic fluorescent ink material and its application in many fields such as security and anti-counterfeiting, security ink, display devices, fluorescent sensing, and information storage. Background technique [0002] Photochromism refers to the change of the molecular structure of certain compounds under the stimulation of light of a certain wavelength and intensity, resulting in a corresponding change in the absorption or emission wavelength of light, and this change is generally reversible. As a new type of "smart" material, it can be used in various aspects such as information storage components, decorative and protective packaging materials, self-image holographic recording photography, and national defense. [0003] The change of chemical structure is the factor leading to photochromism, mainly manifested in the change...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C09D11/50C09K9/02C07D519/00C07D491/107
CPCC07D491/107C07D519/00C09D11/50C09K9/02C09K2211/1007C09K2211/1029C09K2211/1088
Inventor 徐斌祁清凯张凤丽田文晶
Owner JILIN UNIV
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