Compound taking xanthone-linked dibenzofuran as core and application thereof

A technology of benzofuran and xanthone, which is applied in the fields of organic chemistry, chemical instruments and methods, electrical components, etc., can solve the problems of different performances, etc., and achieves improved processing window, improved stability, and strong stereo rigidity. Effect

Pending Publication Date: 2021-12-31
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have

Method used

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  • Compound taking xanthone-linked dibenzofuran as core and application thereof
  • Compound taking xanthone-linked dibenzofuran as core and application thereof
  • Compound taking xanthone-linked dibenzofuran as core and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] The synthesis of embodiment 1 compound 3:

[0060]

[0061] Add 0.01mol of raw material 1-1 and 0.012mol of raw material 2-1 to 120mL of toluene:ethanol=2:1 mixed solvent, add 0.02mol of potassium carbonate, add 0.0002mol of Pd(PPh 3 ) 4 , reacted at 110°C for 48 hours under a nitrogen atmosphere, took a sample and spotted the plate, after the reactants were completely reacted, cooled and filtered, the filtrate was rotary evaporated to remove the solvent, and the crude product was passed through a silica gel column to obtain compound 3; HPLC purity 98.41%, yield The rate is 77.52%. Elemental analysis structure (molecular formula C 49 h 28 o 4 ): theoretical value: C, 86.45; H, 4.15; test value C, 86.48; H, 4.12. MS (m / z): Calculated 680.20, found 680.39. 1 HNMR (CDCl 3 ,400MHz)δ7.91(d,2H),7.72(d,2H),7.66(d,2H),7.62–7.56(m,4H),7.50–7.34(m,16H),7.07(d,2H) .

Embodiment 2

[0062] The synthesis of embodiment 2 compound 20:

[0063]

[0064] The preparation method of compound 20 was the same as that in Example 1, except that the reactant 2-1 was replaced with the starting material 2-2 to obtain compound 20; the HPLC purity was 98.89%, and the yield was 70.61%. Elemental analysis structure (molecular formula C 45 h 24 o 4 ): theoretical value: C, 85.97; H, 3.85; test value C, 85.96; H, 3.86. MS (m / z): Calculated 628.17, found 628.44. 1 H NMR (CDCl 3 ,400MHz)δ8.04(ddd,4H),7.95(d,2H),7.80(dt,2H),7.61–7.55(m,4H),7.52–7.32(m,10H),7.07(d,2H) .

Embodiment 3

[0065] The synthesis of embodiment 3 compound 137:

[0066]

[0067] The preparation method of compound 137 was the same as that in Example 1, except that the reactant 2-1 was replaced with the starting material 2-5 to obtain compound 3; the HPLC purity was 97.52%, and the yield was 78.36%. Elemental analysis structure (molecular formula C 45 h 24 N 4 o 4 ): theoretical value: C, 78.94; H, 3.53; N, 8.18; test value C, 78.94; H, 3.53; N, 8.18. MS (m / z): Calculated 684.18, found 684.31. 1 H NMR (CDCl 3 ,400MHz)δ8.91(s,2H),7.96(d,2H),7.60–7.52(m,4H),7.51(dd,2H),7.47–7.34(m,12H),7.07(d,2H) .

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Abstract

The invention discloses a compound taking xanthone-linked dibenzofuran as a core. The structure of the compound is shown in a general formula (1) which is described in the specification. The compound contains a xanthone-linked dibenzofuran parent nucleus and a rigid branched chain structure, has relatively high glass transition temperature and molecular thermal stability, proper HOMO, LUMO energy levels and T1 energy level, high chemical bond energy and high carrier mobility, can effectively improve the efficiency of an OLED device through device structure optimization, and especially can reduce the voltage of the OLED device and prolong the service life of the OLED device.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound whose core is a xanthone-connected dibenzo five-membered heterocycle and an application thereof. Background technique [0002] At present, OLED display technology has been applied in smart phones, tablet computers and other fields, and will further expand to large-size applications such as TVs. However, compared with actual product application requirements, the luminous efficiency and service life of OLED devices Further improvement is required. The current research on improving the performance of OLED light-emitting devices includes: reducing the driving voltage of the device, improving the luminous efficiency of the device, and improving the service life of the device. In order to realize the continuous improvement of the performance of OLED devices, not only the innovation of OLED device structure and manufacturing process is required, but also the continuou...

Claims

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Application Information

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IPC IPC(8): C07D407/14C07D407/04C07D405/14C07D491/048C07D519/00C09K11/06H01L51/50H01L51/54
CPCC07D407/14C07D407/04C07D405/14C07D491/048C07D519/00C09K11/06C09K2211/1011C09K2211/1029C09K2211/1033C09K2211/1088C09K2211/1048H10K85/624H10K85/615H10K85/622H10K85/657H10K85/6574H10K85/6572H10K50/18H10K50/16H10K50/11
Inventor 殷梦轩陆颖曹旭东崔明
Owner JIANGSU SUNERA TECH CO LTD
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