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Process for synthesizing broad-band double-photon absorbing molecule in dual-conjugation system

A technology of two-photon absorption and conjugated systems, applied in organic chemistry methods, organic chemistry, etc., to achieve the effects of large two-photon absorption coefficient, wide absorption wavelength range, and ease of use

Inactive Publication Date: 2004-03-10
SOUTHEAST UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, in practical use, phase separation will be the biggest weakness of doped materials

Method used

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  • Process for synthesizing broad-band double-photon absorbing molecule in dual-conjugation system
  • Process for synthesizing broad-band double-photon absorbing molecule in dual-conjugation system
  • Process for synthesizing broad-band double-photon absorbing molecule in dual-conjugation system

Examples

Experimental program
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Embodiment Construction

[0019] Step one 1, the preparation of 4-dimethoxybenzene 4

[0020] Under vigorous stirring, dimethyl sulfate (126.2 g, 1.0 mol) was added dropwise to a suspension of hydrobenzenediol 3 (55 g, 0.5 mol) and 10% potassium hydroxide solution (700 mL), and the rate of addition was controlled so that The temperature of the reaction mixture did not exceed 40°C and was then heated to reflux for 30 minutes. The oil layer was separated by cooling, washed with 2M NaOH solution (200ml×2) and water (200ml×2). Methanol was recrystallized to give 1,4 dimethoxybenzene 4 (40 g, mp 56°C).

[0021] Step 2 Preparation of 1,4-dimethoxy-2,5-diiodobenzene 5

[0022] With 1,4-dimethoxybenzene (6.90g, 50mmol), I 2 (5.72g, 45mmol), HIO 3 (5.25g, 30mmol), 30% H 2 SO 4 (15mL), with CCl 4 (20mL) was dissolved in 90mL of acetic acid, the mixture was heated to 75°C and reacted for 3h. The reaction solution was cooled with ice, and crystals were precipitated, filtered and washed with a large amount ...

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Abstract

A process for synthesizing the bi-conjugated organic compound as non-linear optical material used for broad-band dual-photon absorption is characterized by the Heck reaction of the diiodine compound having two conjugated chains having different absorptive wavelengthes with substituted styrene in the presence of catalyst (palladium acetate and tri-o-tolylphosphine) in alkaline condition to obtain said product. Said diiodine compound is prepared from hydroquinone through multi-step reaction.

Description

1. Technical field: [0001] The invention relates to the synthesis of a double-conjugated organic compound used for broadband two-photon absorption, and belongs to the technical field of nonlinear optical material synthesis. 2. Background technology: [0002] In recent years, organic materials, especially molecules with large optical nonlinearities, have received great attention due to their numerous applications in optical devices. Among them, the optical limiter for human eye and sensor protection has attracted the interest of a large number of scientific researchers. An ideal optical limiter requires that the material has a small linear absorption within the wavelength range of use, and when the light intensity increases to a certain level (such as a laser weapon), the material can absorb a large amount of incident energy and keep the transmitted light intensity at within a certain range to protect human eyes or sensors. [0003] Organic two-photon materials are a class ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07B37/00
Inventor 崔一平张俊祥徐春祥钟嫄刘举正
Owner SOUTHEAST UNIV
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