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Organic electro-optic chromophore and synthesis method thereof

A synthesis method and chromophore technology, applied in organic chemistry, chemical instruments and methods, circuits, etc., can solve the problem that the electro-optic coefficient is not very high, and achieve the effect of increasing the electron-donating ability and improving the electro-optic coefficient

Inactive Publication Date: 2015-06-17
TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the electro-optic coefficient of most of the organic electro-optic materials is not very high

Method used

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  • Organic electro-optic chromophore and synthesis method thereof
  • Organic electro-optic chromophore and synthesis method thereof
  • Organic electro-optic chromophore and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] The organic electroluminescent chromophore 1 with the following structure was synthesized:

[0049]

[0050] Organic electroluminescent chromophore 1

[0051] The synthetic route is as follows:

[0052]

[0053] Organic electroluminescent chromophore 1

[0054] The synthesis method is:

[0055] 1). Synthesis of compound 2 shown in structural formula 2

[0056] Compound 1 shown in 3.9g structural formula 1, 3.5g benzyl bromide, 1.0g 18-crown-6 and 4.1g anhydrous k 2 CO 3 React in 80ml of DMF solution at 60°C under nitrogen atmosphere for 2 hours; after the reaction is complete, add water to the resulting product, extract with dichloromethane and evaporate dichloromethane, anhydrous MgSO 4 dry. After separation by column chromatography (the adsorbent is silica gel), 5.7 g of compound 2 represented by structural formula 2 was obtained;

[0057] 2). Synthesis of compound 3 shown in structural formula 3

[0058] 1.86g of compound 2 shown in structural formula 2...

Embodiment 2

[0064] The organic electroluminescent chromophore 2 with the following structure was synthesized:

[0065]

[0066] Organic electroluminescent chromophore 2

[0067] The synthetic route is as follows:

[0068]

[0069] Organic electroluminescent chromophore 2

[0070] The synthesis method is:

[0071] Basically the same as in Example 1, except that 0.1 g of compound 4 shown in structural formula 4 obtained in step 3 of Example 1 and 0.08 g of SF-TCF were refluxed in 1 ml of absolute ethanol for 0.5 hours; the absolute ethanol was evaporated, and column chromatography ( The adsorbent is silica gel) and separated to obtain 0.1 g of the organic electroluminescent chromophore 2 product shown in the above structural formula. lambda max (CHCl 3 ): 928nm; M + :808; HNMR (CDCl 3 ): δ8.25(br,1H),7.59(d,2H),7.50(d,2H),7.44(d,2H),7.40((d,5H),7.36(t,3H),6.92(d ,1H),6.33(m,4H),6.11(s,1H),5.18(s,2H),3.37(q,4H),2.43(s,2H),2.38(d,2H),1.14(t, 6H), 1.01(d, 6H).

Embodiment 3

[0073] The organic electroluminescent chromophore 3 with the following structure was synthesized:

[0074]

[0075] Organic electroluminescent chromophore 3

[0076] The synthetic route is as follows:

[0077]

[0078] Organic electroluminescent chromophore 3

[0079] The synthesis method is:

[0080] Basically the same as in Example 1, except that 0.1 g of compound 4 shown in structural formula 4 obtained in step 3 of Example 1 and 0.07 g of PF-TCF were refluxed in 1 ml of absolute ethanol for 0.5 hours; the absolute ethanol was evaporated, and column chromatography (The adsorbent is silica gel) and separated to obtain 0.11 g of the organic electroluminescent chromophore 3 product shown in the above structural formula. m + :726;λ max (CH 3 Cl): 910nm; HNMR (CDCl 3 ): δ8.23(br,1H),7.51(d,2H),7.44(d,2H),7.40((d,5H),7.33(t,3H),6.92(d,1H),6.30(m ,4H),6.11(s,1H),5.18(s,2H),3.37(q,4H),2.43(s,2H),2.38(d,2H),1.14(t,6H),1.01(d, 6H).

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Abstract

The invention relates to the field of an organic electro-optic material, and particularly relates to an organic electro-optic chromophore with high performance and a synthesis method thereof. The organic electro-optic chromophore with high performance disclosed by the invention can be doped or suspended into a proper polymer system to form the electro-optic material, and applied to fabrication of an electro-optic apparatus as a core layer. The organic electro-optic chromophore with high performance disclosed by the invention has the structural formula as shown in the specification.

Description

technical field [0001] The invention relates to the field of organic electro-optic materials, in particular to a class of high-performance organic electro-optic chromophores and a synthesis method thereof. Background technique [0002] Electro-optic materials are widely used in the fields of optical communication and optical computing. At present, the electro-optical materials that have been practical are mainly inorganic lithium niobate materials. Compared with inorganic materials, organic materials have the advantages of large nonlinear optical coefficient, fast response speed, high optical damage threshold, molecular design according to requirements, easy processing and low cost, and have attracted more and more attention. Finding organic electro-optic materials that can meet the practical requirements has become one of the research focuses. [0003] In organic electro-optic materials, chromophores play a crucial role. On the one hand, through molecular design, the chr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/68C07D409/04C07F7/18C09K11/06H01L51/54C08J5/18C08L69/00C08K5/315C08K5/45C08K5/548
CPCC09K11/06C07D307/68C07D409/04C07F7/1804C08J5/18C08K5/315C08J2369/00C08L2203/16C09K2211/1092C09K2211/1088H10K85/653H10K85/655H10K85/40C08L69/00
Inventor 甄珍周婷婷邱玲刘新厚韩旭
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI