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Process for realization of polymeric materials with second order nonlinear electro-optical properties and electro-optical devices made with said material

A polymer material and second-order nonlinear technology, applied in nonlinear optics, instruments, optics, etc., can solve problems such as thermal degradation of chromophores

Inactive Publication Date: 2012-09-12
SELEX SISTEMI INTEGRATI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The main problem with such systems is that the chromophores need to be oriented at very high temperatures (since the polarization temperature must be as close as possible to the polymer's T g ), which can lead to thermal degradation of the chromophore

Method used

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  • Process for realization of polymeric materials with second order nonlinear electro-optical properties and electro-optical devices made with said material
  • Process for realization of polymeric materials with second order nonlinear electro-optical properties and electro-optical devices made with said material
  • Process for realization of polymeric materials with second order nonlinear electro-optical properties and electro-optical devices made with said material

Examples

Experimental program
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preparation example Construction

[0071] Preparation of optical waveguide

[0072] Polymer film technology with electro-optical properties has been developed, which can replace traditional inorganic electro-optical substrates such as LiNbO used in the preparation of devices (phase / amplitude / frequency modulators, converters, converter matrices, etc.) 3 , InP or GaAs for digital or analog optical transmission / precision equipment.

[0073] Replacing inorganic substrates with organic materials can bring many advantages in terms of cost and performance. In terms of economy, a development similar to that experienced in the field of microelectronics can be foreseen. In the field of microelectronics, from the use of inorganic substrate-based technology to plastic substrate-based technology (so-called printed circuit boards), investment and production The cost is greatly reduced, and ultimately the global cost is significantly reduced, while the performance remains unchanged.

[0074] The use of these materials is highly de...

Embodiment 1

[0091] Use 15.0g (97.3mmol) of 2-amino-5-nitrophenol to prepare 2-amino-5-nitrophenol diazonium salt [denoted as (a)] and suspend it in 160mL water and 53mL 37wt% HCl . The suspension was cooled to 0-5°C, and then 6.74g (97.3mmol) NaNO was added under stirring 2 Solution in 50mL water. After 2 hours, the diazonium salt was separated by vacuum filtration.

[0092] The diazonium salt (a) was slowly added to 14.9 g (97.3 mmol) of 2,5-dimethoxyaniline in 200 mL of a solution containing the following substances: 20 mL 37 wt% HCl, 40 mL ethanol, and 140 mL water. After stirring for 1 hour, the resulting mixture was poured into 500 mL of saturated aqueous sodium acetate. The green product (b) was separated by filtration and recrystallized with 1:3 heptane:acetone.

[0093] The following results are obtained. The yield was 77%. Melting point: 218°C. 1 H-NMR(CHCl 3 -d) δ (ppm): 3.92 (s, 3H); 3.95 (s, 3H); 4.68 (s, 2H); 6.32 (s, 1H); 7.78 (s, 1H); 7.85 (m, 3H); 13.86(s, 1H). [Data is ...

Embodiment 2

[0102] The diazonium salt obtained in Example 1 was slowly added to a solution containing 14.7 g (97.3 mmol) 2-(methylphenylamino) ethanol in 200 mL of a solution containing 20 mL of 37 wt% HCl, 40 mL of ethanol, and 140 mL of water. After stirring for 1 hour, the resulting mixture was poured into 500 mL of saturated aqueous sodium acetate. The resulting product (h) was separated by filtration, and recrystallized from DMF and water.

[0103] Product (h) 1 H-NMR data:

[0104] 1 H-NMR(DMSO-d 6 , 200MHz) δ (ppm): 3.04 (s, 3H); 3.55 (m, 4H); 4.78 (s, 1H); 6.84 (d, 2H, J = 9.2 Hz); 7.72 (m, 3H); 7.86 ( d, 2H, J=9.2 Hz); 11.30 (s, 1H).

[0105] Then, 5.00g (15.8mmol) of product (h) was dissolved in 100mL containing 3.00g K 2 CO 3 The DMF. Then, 6.58 g (52.6 mmol) of 2-bromoethanol was slowly added, and the mixture was stirred at room temperature. After 72 hours, the solution was filtered and poured into 300 mL of saturated aqueous sodium acetate. The resulting product (e) is filtere...

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Abstract

The present invention relates to a process for realization of polymeric materials with second order nonlinear electro-optical properties, comprising mixing and isolation of bi- or tri-isocyanate NLO chromophores; reacting the NLO chromophores with reactive substances composed of formamides and / or acylamides, in order to obtain a prepolymer mixture; coating of said prepolymer mixture on a substrate and evaporation of solvents; cross-linking and poling of a thin layer on the substrate, by means of heating and application of an electric field, in order to obtain a cross-linked and poled thin layer; cooling of said thin layer at ambient temperature maintaining the applied poling electric field; and switching off the poling electric field. The invention also relates to a process for the realization of an electro-optical device by definition of optical paths and driving electrodes in a polymeric material with second order nonlinear properties. The material of the invention has the NLO activity comparable to lithium niobate and remarkable temporal stability.

Description

Technical field [0001] The present invention relates to a method for preparing a polymer material with second-order nonlinear electro-optical (electo-optical) properties and an electro-optical device prepared with the material. Background technique [0002] As we all know, organic materials and polymer materials used in second-order nonlinear optics (NLO) are considered to be effective alternatives to conventional organic crystalline materials used in optoelectronic devices, and therefore have become the subject of intensive research in the past two decades (a) DMBurland, RDMiller, CA Walsh; Chem. Rev., 1994, 94, 31; b) Gebremichael, MG Kuzyk, HSLackritz; Prog. Polym. Sci. 1997, 22, 1147; c) JJ Wolff, R. Wortmann ; Organic Materials for Second-Order Non-Linear Optics, In Advances in Physical Organic Chemistry, 1999, 32, 120; d) L. Dalton, Advanced in Polymer Science, 2002, 158, 1; e) LRDalton, Pure and Applied Chemistry 2004, 76, 1421]. In fact, compared with traditional inorga...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J5/18C08J3/24C08G18/02G02F1/355
CPCC08G18/3836C08G18/384C08G18/7621G02F1/361G02F1/3615C08G18/10C08G18/32C08G18/7657
Inventor F·博尔冯A·罗维洛R·琴托利A·卡雷拉F·德马太斯M·卡萨尔博尼G·斯特拉西M·迪斯潘扎
Owner SELEX SISTEMI INTEGRATI
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