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Preparation method for and application of sandwich-type ferrocene porphyrin-phthalocyanine coordination compound with non-linear optical activity

A nonlinear optics, sandwich-type technology, applied in the fields of nonlinear optics, optics, organic chemistry, etc., can solve the problems of low nonlinear coefficient and inability to integrate semiconductor materials, etc., and achieve simplified experimental steps, easy process, and high hyperpolarization rate effect

Inactive Publication Date: 2012-03-21
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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

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  • Preparation method for and application of sandwich-type ferrocene porphyrin-phthalocyanine coordination compound with non-linear optical activity
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  • Preparation method for and application of sandwich-type ferrocene porphyrin-phthalocyanine coordination compound with non-linear optical activity

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Preparation of sandwich ferrocene porphyrin-phthalocyanine complexes

[0023] Europium acetylacetonate hydrate (48mg, 0.1mmol) and o-dicyanobenzene (77mg, 0.6mmol) were dissolved in n-octanol (5ml), and the catalyst 1,8-diazacyclo[5,4,0] was added with stirring Undecene-7 (DBU, 8mg, 0.05mmol), the mixture was stirred at 125°C under nitrogen atmosphere for 4 hours. After cooling to room temperature, 5,15-ferrocenylporphyrin (45 mg, 0.07 mol) was added, and stirring was continued at 180° C. under nitrogen atmosphere for 10 hours. The solvent was removed, purified by rinsing with chloroform on a silica gel column, recrystallized from chloroform and methanol to obtain the target product sandwich-type ferrocene porphyrin-phthalocyanine double-layer europium complex, and the yield was 18%. Mass spectrum: C 72 h 42 Fe 2 N 12 Eu[MH] + The calculated value is 1340.2, and the measured value is 1340.2; elemental analysis result: C 72 h 42 Fe 2 N 12 Eu CHCl 3 The theoret...

Embodiment 2

[0025] Preparation of sandwich ferrocene porphyrin-phthalocyanine complexes

[0026] Europium acetylacetonate hydrate (48mg, 0.1mmol) and o-dicyanobenzene (64mg, 0.5mmol) were dissolved in n-octanol (5ml), and the catalyst 1,8-diazacyclo[5,4,0] was added with stirring Undecene-7 (DBU, 3 mg, 0.02 mmol). The mixture was stirred at 115°C for 2 hours under nitrogen atmosphere. After cooling to room temperature, 5,15-ferrocenylporphyrin (34 mg, 0.05 mol) was added, and stirring was continued at 170° C. under nitrogen atmosphere for 10 hours. The solvent was removed, purified by rinsing with chloroform on a silica gel column, recrystallized from chloroform and methanol to obtain the target product sandwich-type ferrocene porphyrin-phthalocyanine double-layer europium complex, and the yield was 10%. Mass spectrum: C 72 h 42 Fe 2 N 12 Eu[MH] + The calculated value is 1340.2, and the measured value is 1340.2; elemental analysis result: C 72 h 42 Fe 2 N 12 Eu CHCl 3 The theo...

Embodiment 3

[0028] Preparation of sandwich ferrocene porphyrin-phthalocyanine complexes

[0029] Europium acetylacetonate hydrate (48mg, 0.1mmol) and o-dicyanobenzene (77mg, 0.6mmol) were dissolved in n-octanol (5ml), and the catalyst 1,8-diazacyclo[5,4,0] was added with stirring Undecene-7 (DBU, 3 mg, 0.02 mmol). The mixture was stirred at 125°C for 4 hours under nitrogen atmosphere. After cooling to room temperature, 5,15-ferrocenylporphyrin (34 mg, 0.05 mol) was added, and stirring was continued at 180° C. under nitrogen atmosphere for 10 hours. The solvent was removed, purified by rinsing with chloroform on a silica gel column, and recrystallized from chloroform and methanol to obtain the target product sandwich-type ferrocene porphyrin-phthalocyanine double-layer europium complex with a yield of 13%. Mass spectrum: C 72 h 42 Fe 2 N 12 Eu[MH] + The calculated value is 1340.2, and the measured value is 1340.2; elemental analysis result: C 72 h 42 Fe 2 N 12 Eu CHCl 3 The the...

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Abstract

The invention discloses a preparation method and application of sandwich-type ferrocene porphyrin-phthalocyanine coordination compound with non-linear optical activity. The preparation method is characterized by comprising steps that firstly, monolayer europium phthalocyanine serving as an intermediate product is generated by hydrate acetylacetone europium and 1,2-dicyanobenzene in the presence of catalyst, and then the sandwich-type ferrocene porphyrin-phthalocyanine coordination compound can be obtained by directly adding 5,15-ferrocene base porphyrin for reaction. The obtained sandwich-type ferrocene porphyrin-phthalocyanine coordination compound is higher in hyperpolarizability and shows a reverse saturable absorption characteristic, thereby being applied to non-linear optics and laser protection.

Description

technical field [0001] The invention relates to the preparation and application of a sandwich-type ferrocene porphyrin-phthalocyanine complex, and belongs to the technical field of metal-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 cu...

Claims

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Application Information

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IPC IPC(8): C07F17/02G02F1/361
Inventor 朱沛华
Owner UNIV OF JINAN
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