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Benzindole salt material, its nonlinear optical crystal, preparation method and use

A benzo and indole technology, which is applied in the field of nonlinear optics, can solve the problems that the molecular arrangement is not optimized, does not have second-order nonlinearity, and the crystal growth conditions are harsh. Linear response, easy-to-process effects

Active Publication Date: 2017-08-08
UNIV OF SCI & TECH BEIJING
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But this material also has disadvantages: firstly, its molecular arrangement has not yet been optimized, and theoretically there is still much room for improvement in its second-order optical nonlinearity; secondly, the crystal growth conditions of this material are harsh, and water needs to be strictly removed , otherwise crystals with centrosymmetric structures due to the combination of water molecules do not have second-order nonlinearity

Method used

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  • Benzindole salt material, its nonlinear optical crystal, preparation method and use
  • Benzindole salt material, its nonlinear optical crystal, preparation method and use
  • Benzindole salt material, its nonlinear optical crystal, preparation method and use

Examples

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Effect test

Embodiment 1

[0052] (E)-2-(4-(Dimethylamino)styryl)-1,1,3-trimethyl-1H-benzo[e]indole-3-iodide salt

[0053] In general formula (1), when R is a benzene ring, X is I -, the benzindole salt material is (E)-2-(4-(dimethylamino)styryl)-1,1,3-trimethyl-1H-benzo[e]indole -3-Iodine salt (molecular formula C 25 h 25 N 2 1, molecular weight 482), its preparation method is as shown in following reaction scheme 1:

[0054]

[0055] Wherein 1 is solvent methanol, 2 is solvent ethanol, catalyst piperidine

[0056] This method mainly includes the following two parts I and II:

[0057] Synthesis of I.1,1,2,3-tetramethyl-1H-benzo[e]indole-3-iodide salt:

[0058] Add 20 mL of anhydrous methanol, 17.6 mmol (2.5 g) of methyl iodide and 17.6 mmol (3.7 g) of 1,1,2-trimethyl-1H-benzo[e]indole raw materials into a round bottom flask, and heat to reflux ( Preferably 6h), cooled to room temperature, filtered off the solid, and dried in vacuo to finally obtain light blue 1,1,2,3-tetramethyl-1H-benzo[e]in...

Embodiment 11

[0076] (E)-2-(4-(Dimethylamino)styryl)-1,1,3-trimethyl-1H-benzo[e]indole-3-iodo When the salt crystal is observed under a polarizing microscope, when the crystal is rotated along the incident direction of the light, when the direction of the polarizer is neither parallel nor perpendicular to the optical axis, the light can pass through and the crystal is transparent; but when the polarizer is parallel to the optical axis, the crystal darken. For polycrystals, light and dark parts exist simultaneously during rotation. Through this method of rotating and observing the light and shade of the crystal, we can judge whether it is single crystal or polycrystalline. attached figure 2 And attached image 3 It can be judged that the crystal grown in the present invention is a single crystal.

[0077] X-ray crystal diffraction results show that the crystal of the present invention belongs to the monoclinic crystal system, and the space group is P2 1 , formula C 25 h 25 N 2 I, FM...

Embodiment 12

[0082] (E)-2-(4-(dimethylamino)styryl)-1,1,3-trimethyl-1H-benzo[e] obtained in the above growth in dimethyl sulfoxide solvent The indole-3-iodide salt crystal is observed under a polarizing microscope. When the crystal is rotated along the incident direction of the light, when the direction of the polarizer is neither parallel nor perpendicular to the optical axis, the light can pass through and the crystal is transparent; but when the polarizer When parallel to the optical axis, the crystal becomes darker. For polycrystals, light and dark parts exist simultaneously during rotation. Through this method of rotating and observing the light and shade of the crystal, we can judge whether it is single crystal or polycrystalline. attached Figure 6 And attached Figure 7It can be judged that the crystal grown in the present invention is a single crystal.

[0083] X-ray crystal diffraction results show that the crystal of the present invention belongs to the monoclinic crystal sy...

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Abstract

The invention provides a benzoindolyl salt material and a nonlinear optical crystal thereof, and a preparation method and application thereof, relating to the field of nonlinear optics, particularly a benzoindolyl-group D-pi-A-structure salt material disclosed as Formula (1), and a second-order nonlinear optical crystal and preparation method thereof. According to the invention, the lattice constant of the second-order nonlinear optical crystal is determined. The invention also provides application of the second-order nonlinear optical crystal in laser frequency conversion. The maximum powder benzoindolyl (SHG) strength of the salt material disclosed as (1) measured by a 1907nm-wavelength laser is about 650 times of urea. The ultraviolet-visible absorption spectrum determination indicates that the salt material has favorable light transmittance in a methanol solvent. The second-order nonlinear optical material has favorable crystal growth capacity, and is hopeful to become a new organic salt material with favorable nonlinear optical properties.

Description

technical field [0001] The invention relates to the field of nonlinear optics, in particular to a class of benzindole salt materials, second-order nonlinear optical crystals, preparation methods and uses thereof. Background technique [0002] Nonlinear optical crystals are one of the important optoelectronic information functional materials, an important material basis for optoelectronic technology, especially laser technology, and an indispensable key material in high-tech. Nonlinear optical crystal materials can be used to convert laser frequency and extend the wavelength of laser; to modulate the intensity and phase of laser; to realize holographic storage of laser signal, self-pump phase conjugation to eliminate wavefront domain change, etc. The degree of development is closely related to the development of laser technology. At present, the nonlinear optical crystals used at home and abroad are mainly inorganic crystals represented by lithium niobate. [0003] Compared...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D209/60C07D409/06C30B29/54C30B7/06G02F1/361
CPCC07B2200/13C07D209/60C07D409/06C30B7/06C30B29/54G02F1/3611G02F1/3613
Inventor 杨洲陈红红段金帅邸晨晨王冬曹晖何万里
Owner UNIV OF SCI & TECH BEIJING