Method for preparing ferrocenyl alkynyl porphyrin molecule possessing nonlinear optical activity and application thereof

A nonlinear optics, alkynyl porphyrin technology, applied in nonlinear optics, optics, organic chemistry, etc., can solve the problems of low nonlinear coefficient, inability to integrate semiconductor materials, etc., to achieve simple process, easy operation, high performance The effect of conversion rate

Inactive Publication Date: 2012-03-21
UNIV OF JINAN
View PDF3 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The earliest nonlinear optical materials were some such as LiNbO 3 (lithium niobate) and other inorganic crystals, but such inorganic materials often have shortcomings such as low nonlinear coefficients and inability to integrate with semiconductor materials.

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
  • Method for preparing ferrocenyl alkynyl porphyrin molecule possessing nonlinear optical activity and application thereof
  • Method for preparing ferrocenyl alkynyl porphyrin molecule possessing nonlinear optical activity and application thereof
  • Method for preparing ferrocenyl alkynyl porphyrin molecule possessing nonlinear optical activity and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Preparation of 5,15-ferrocenyl-10,20-diphenylporphyrin

[0025] (1) Dissolve 5,15-dibromo-10,20-diphenylzinc porphyrin (305mg, 0.45mmol) and ferroceneacetylene (284mg, 1.35mmol) in tetrahydrofuran (10ml), stir and add di( Triphenylphosphine) palladium dichloride Pd(PPh 3 ) 2 Cl 2 (30mg, 0.04mmol), cuprous iodide CuI (3mg, 0.02mmol), ethylenediamine (2ml), reacted at 65°C for 10 hours, after the reaction was over, the solvent was removed under reduced pressure, and purified on a silica gel column Purified by washing with chloroform, and recrystallized from chloroform and methanol to obtain 5,15-ferrocenyl-10,20-diphenylzinc porphyrin with a yield of 60%.

[0026] (2) Dissolve 5,15-ferrocenyl-10,20-diphenylzinc porphyrin (200 mg, 0.12 mmol) in 20 mL of chloroform, add 5 mL of hydrochloric acid and stir for 1 h, then wash with distilled water, and separate the layers. After drying, the solvent was removed under reduced pressure to obtain the target product 5,15-ferroce...

Embodiment 2

[0028] Preparation of 5,15-ferrocenyl-10,20-diphenylporphyrin

[0029] (1) Dissolve 5,15-dibromo-10,20-diphenylzinc porphyrin (305mg, 0.45mmol) and ferroceneacetylene (378mg, 1.80mmol) in tetrahydrofuran (10ml), stir and add di( Triphenylphosphine) palladium dichloride Pd(PPh 3 ) 2 Cl 2 (20mg, 0.03mmol), cuprous iodide CuI (6mg, 0.04mmol), ethylenediamine (2ml), reacted at 55°C for 12 hours, after the reaction was over, the solvent was removed under reduced pressure, and purified on a silica gel column Chloroform was rinsed for purification, and recrystallized from chloroform and methanol to obtain 5,15-ferrocenyl-10,20-diphenylzinc porphyrin with a yield of 52%.

[0030] (2) Dissolve 5,15-ferrocenyl-10,20-diphenylzinc porphyrin (200 mg, 0.12 mmol) in 20 mL of chloroform, add 7 mL of hydrochloric acid and stir for 0.5 h, then wash with distilled water, and separate , dried, and the solvent was removed under reduced pressure to obtain the target product 5,15-ferrocenyl-10,2...

Embodiment 3

[0032] Determination of third-order nonlinear properties of 5,15-ferrocenyl-10,20-diphenylporphyrin

[0033] The nonlinear absorption and nonlinear refraction of 5,15-ferrocenyl-10,20-diphenylporphyrin were measured by Z-scan technique in pure chloroform with a concentration of 10 -4 mol / L -1 . The thickness of the cuvette containing the sample in the experiment is 1mm, and the beam waist radius at the focal point of the lens is w 0 is 40μm, the linear transmittance S of the small hole is 0.1, and the optical power density at the focal point of the lens is 7.593×10 9 W / cm 2. The entire system was calibrated with carbon disulfide prior to measurement. We under the same conditions for the pure solvent CHCl 3 Measurements were performed to confirm that the measured curves were all derived from the properties of the compounds and not influenced by the solvent.

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
absorption wavelengthaaaaaaaaaa
thicknessaaaaaaaaaa
Login to view more

Abstract

The invention discloses a method for preparing ferrocenyl alkynyl porphyrin molecule possessing nonlinear optical activity and an application thereof. The invention is characterized in that 5,15-dibromo-10, 20-diphenyl zinc porphyrin is taken as a raw material and reacted with ferrocenyl acetylene under the effect of a catalyst to obtain 5,15-ferrocenyl alkynyl-10, 20-diphenyl zinc porphyrin, then 5,15-ferrocenyl alkynyl-10, 20- diphenyl zinc porphyrin is treated by hydrochloric acid to obtain 5,15-ferrocenyl alkynyl-10, 20-diphenyl porphyrin. The obtained compound has high hyperpolarizability and obvious intramolecular photo-induced electron transfer structure characteristic, and has reverse saturable absorption characteristic, and can be used for nonlinear optics laser protection.

Description

technical field [0001] The invention relates to the preparation and application of ferrocenyl porphyrin molecules, and belongs to the technical field of organic nonlinear optical materials. Background technique [0002] With the advent of lasers, nonlinear optics (NLO) has also developed. Nonlinear optics mainly studies the interaction between strong light (such as laser) and matter. When the light reaches a certain intensity, the absorption of light by matter no longer conforms to the laws given by traditional optics, and its absorption coefficient will change with time. Vary with changes in light intensity. Due to the great potential application value of nonlinear optical materials in the fields of optical communication, high-speed photoelectric information processing, high-density data storage, short optical pulse generation, spatial light modulation, and all-optical switches, the research on nonlinear optical materials has become the current one of the cutting-edge top...

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): C07F17/02G02F1/361
Inventor 朱沛华
Owner UNIV OF JINAN
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap