Amphiphilic samarium phthalocyanine complex with two-photon absorption properties and preparation method thereof

A two-photon absorption and complex technology, which is applied to the 3/13 group organic compounds without C-metal bonds, the compounds containing the 3/13 group elements of the periodic table, chemical instruments and methods, etc. It can solve the problem of poor solubility, etc. problem, to achieve the effect of good solubility, widened application range, and excellent two-photon absorption properties

Inactive Publication Date: 2018-08-24
JINING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the solubility of phthalocyanine molecules is poor. In order to improve their solubility, people substitute different substituents at their peripheral positions to adjust their solubility in different solvents.

Method used

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  • Amphiphilic samarium phthalocyanine complex with two-photon absorption properties and preparation method thereof
  • Amphiphilic samarium phthalocyanine complex with two-photon absorption properties and preparation method thereof
  • Amphiphilic samarium phthalocyanine complex with two-photon absorption properties and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Weigh 1 g of samarium acetylacetonate hydrate and 2.1 g of 4,5-dioctyloxy-o-dicyanobenzene in a sealed reactor for vacuuming, fill with nitrogen, add 10 mL of n-amyl alcohol and 12 drops of catalyst DBU, and place in a nitrogen-protected , heated and stirred at 120°C for 2 hours. After the product is cooled, remove the solvent n-pentanol, dissolve the solid product in a small amount of chloroform, and purify it with a chromatographic column. The single-layer octaneoxyl-substituted samarium phthalocyanine complex is obtained by rinsing with the chloroform solution. After repeated purification and recrystallization with chloroform and methanol, the pure product was obtained with a yield of 28%.

[0025] Add 0.4 g of the single-layer octaneoxy-substituted samarium phthalocyanine complex obtained in the above steps, 0.8 g of o-dicyanobenzopentadecarpentapenta and 10 drops of the catalyst DBU into 5 mL of n-pentanol, and under the protection of nitrogen, React at 150°C for ...

Embodiment 2

[0027] Weigh 0.5 g of samarium acetylacetonate hydrate and 1.05 g of 4,5-dioctyloxy-o-dicyanobenzene and place in a sealed reactor to vacuumize, fill with nitrogen, add 10 mL of n-amyl alcohol and 12 drops of catalyst DBU, and Under protection, heat and stir at 120° C. for 2 hours. After the product is cooled, remove the solvent n-pentanol, dissolve the solid product in a small amount of chloroform, and purify it with a chromatographic column. The product that is poured with chloroform is a single-layer octaneoxyl-substituted samarium phthalocyanine complex. After repeated purification and recrystallization with chloroform and n-hexane, the pure product was obtained with a yield of 30%.

[0028] Add 0.2 g of the single-layer octaneoxy-substituted samarium phthalocyanine complex obtained in the above steps, 0.4 g of o-dicyanobenzopentadecarpentapenta and 10 drops of the catalyst DBU into 5 mL of n-pentanol, and under the protection of nitrogen, React at 150°C for 10 hours. Af...

Embodiment 3

[0030] Weigh 0.5 g of samarium acetylacetonate hydrate and 1.05 g of 4,5-dioctyloxy-o-dicyanobenzene and place in a sealed reactor to vacuumize, fill with nitrogen, add 10 mL of n-amyl alcohol and 12 drops of catalyst DBU, and Under protection, heat and stir at 120° C. for 4 hours. After the product is cooled, remove the solvent n-pentanol, dissolve the solid product in a small amount of chloroform, and purify it with a chromatographic column. The product that is poured with chloroform is a single-layer octaneoxyl-substituted samarium phthalocyanine complex. After repeated purification and recrystallization with chloroform and n-hexane, the pure product was obtained with a yield of 35%.

[0031] Add 0.2 g of the single-layer octaneoxy-substituted samarium phthalocyanine complex obtained in the above steps, 0.4 g of o-dicyanobenzopentadecarpentapenta and 10 drops of the catalyst DBU into 5 mL of n-pentanol, and under the protection of nitrogen, React at 150°C for 14 hours. Af...

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Abstract

The invention belongs to the field of an organic nonlinear optical material, and in particular relates to an amphiphilic phthalocyanine samarium complex with a two-photon absorption property and a preparation method thereof. The molecular structure of the amphiphilic phthalocyanine is as shown in the specification. The complex has an excellent two-photon absorption property in different solvents; and moreover, the application range is enlarged due to the amphiphilic characteristics. The amphiphilic phthalocyanine samarium complex has potential application values in the fields such as three-dimensional optical storage devices, two-photon amplitude limitation and two-photon photodynamic therapy.

Description

technical field [0001] The invention belongs to the field of organic nonlinear optical materials, in particular to an amphiphilic samarium phthalocyanine complex with two-photon absorption properties and a preparation method thereof. Background technique [0002] Two-photon absorption is a nonlinear optical phenomenon, which is a process in which a medium absorbs two photons simultaneously through a virtual molecule under strong light excitation, and transitions from the ground state to an excited state with twice the energy of the photon. Two-photon absorbing materials have important application prospects in many modern high-tech fields such as three-dimensional microfabrication, two-photon dynamic therapy, two-photon optical clipping, three-dimensional optical data storage, and fluorescence microscopy imaging. The development and research of materials has developed into one of the most active research fields in the world. Phthalocyanine compounds are attracting more and m...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/00
CPCC07F5/003
Inventor 盛宁韩丽娟王影影王静霞
Owner JINING UNIV
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