- The relationship between the substitution position of the diphenylphosphine oxide on the spirobifluorene and device performances of blue phosphorescent organic light-emitting diodes
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A high triplet energy host (SPPO11) with a diphenylphosphine oxide group attached to the 4 position of the spirobifluorene was synthesized and its device performances were compared with those of the triplet host with the diphenylphosphine oxide at the 2 position of the spirobifluorene (SPPO1). The thermal stability of the SPPO11 was much better than that of the SPPO1 and the efficiency of the blue PHOLED with the SPPO11 host was higher than that of the blue PHOLED with the SPPO1 host. The SPPO11 could be effectively used as the high triplet energy host in the blue PHOLED and a high quantum efficiency of 17.2%and a current efficiency of 35.3 cd/A were obtained in the blue PHOLED with the SPPO11 host.
- Eok Jang, Sang,Woong Joo, Chul,Ok Jeon, Soon,Soo Yook, Kyoung,Yeob Lee, Jun
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- Novel oligo-9.9-spirobifluorenes through ortho-linkage as full hydrocarbon host for highly efficient phosphorescent oleds
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4-Bromo-9,9′-spirobifluorene is facilely synthesized, and from this precursor, two ortho-linked oligo-9,9′-spirobifluorenes, 44BSF and 24TSF, are constructed. Devices with 24TSF as the full-hydrocarbon host material and lr(ppy)3 or (ppq)2
- Jiang, Zuoquan,Yao, Haiqing,Zhang, Zhiqiang,Yang, Chuluo,Liu, Zhongyin,Tao, Youtian,Qin, Jingui,Ma, Dongge
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Read Online
- Synthesis and electroluminescence properties of new blue dual-core OLED emitters using bulky side chromophores
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Using a 1-anthracen-9-yl-pyrene (AP) dual-core emitter, two new emitters of blue light, 1-spiro-9,9′-bifluoren-4-yl-6-(10-spiro-9,9′-bifluoren-4-yl-anthracen-9-yl)-pyrene (DSF-AP) and 1-[2-(9H-carbazol-9-yl)phenyl]-6-[2-(9H-carbazol-9-yl)phenyl-anthracen-9-yl]-pyrene (DCP-AP), were synthesized through boration and the Suzuki aryl-aryl coupling reaction. These two materials exhibited PLmax values at 443?nm and 448?nm in a chloroform solution, and at 458?nm and 463?nm in a thin-film state. EL devices with the synthesized compounds were fabricated in the following configuration: ITO/4,4′,4″-tris(N-(2-naphthyl)-N-phenylamino)triphenylamine (2-TNATA) (60?nm)/N,N′-bis (naphthalene-1-yl)-N,N′-bis(phenyl)benzidine (NPB) (15?nm)/synthesized blue light-emitting materials (35?nm)/Tris-(8-hydroxyquinoline)aluminum (Alq3) (20?nm)/lithium fluoride (LiF) (1?nm)/Al (200?nm). Compared with the device made using an AP core lacking side groups, the device made with DCP-AP displayed 31% higher luminance efficiency (resulting in a value of 4.37?cd/A) and 32% higher power efficiency (to yield 1.93?lm/W), as well as a high external quantum efficiency (3.64%).
- Lee, Suji,Kim, Beomjin,Jung, Hyocheol,Shin, Hwangyu,Lee, Hayoon,Lee, Jaehyun,Park, Jongwook
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Read Online
- Method for synthesizing 9,9'-spirobifluorene derivative
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The invention relates to a method for synthesizing a 9,9'-spirobifluorene derivative, and belongs to the field of organic chemical synthesis. The method comprises the following steps: activating a C-Fbond in tetrahydrofuran under inert gas protection through reduction and lithiation reaction of raw materials of 2-fluorobiphenyl and a metal lithium sheet, thus establishing 2-biphenyl lithium; thenenabling the 2-biphenyl lithium to react with a fluorenone derivative, hydrolyzing, drying a solvent by distillation, and carrying out ring closing on solid in acetic acid, thus synthesizing the 9,9'-spirobifluorene derivative. According to the method disclosed by the invention, the 2-fluorobiphenyl in low cost is adopted as a raw material to replace 2-bromobiphenyl commonly adopted by a traditional method, the production cost is low, and reaction conditions are gentle; an applicable substrate range of the method is wide, and a new thought is provided for synthesis of the 9,9'-spirobifluorenederivative.
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- A containing 9, 9' - fluorene and dibenzofuran aromatic amine compound and its organic electroluminescent device (by machine translation)
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The present invention provides a containing 9, 9' - fluorene and dibenzofuran aromatic amine compound and its organic electroluminescent light emitting device, relates to organic photoelectric material technical field. The compound preparation method is simple, easily available raw materials, has suitable the highest occupied molecular orbital energy level, high T1 value and high refractive index, and have very good hole transporting capability, thermal stability and film-forming properties, is applied to the OLED devices, can significantly improve the luminous efficiency of the device, heat resistance and service life, also can effectively reduce the driving voltage of the device. (by machine translation)
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Paragraph 0060; 0064; 0065
(2018/11/04)
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- Aromatic amine compound containing 9,9'-spirobifluorene and dibenzothiophene and organic electroluminescent device thereof
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The invention provides an aromatic amine compound containing 9,9'-spirobifluorene and dibenzothiophene and an organic electroluminescent device thereof, and relates to the technical field of organic photoelectric materials. The compound has a simple preparation method, easily available raw materials, good hole transport capability and stability, can realize charge balance in a light-emitting layer, has a suitable highest occupied molecular orbital energy level, a high T1 value and a high refractive index, can remarkably improve the light emitting efficiency, the heat resistance and the servicelife of the device when applied to an OLED device, and can also effectively reduce the driving voltage of the device, thereby being an OLED material with excellent performance.
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- ORGANIC COMPOUND, AND ORGANIC LIGHT EMITTING DIODE AND ORGANIC LIGHT EMITTING DISPLAY DEVICE INCLUDING THE SAME
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The present invention provides an organic compound for an organic light emitting diode. An example of the organic compound is represented by:
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- AROMATIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME
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The present specification provides an aromatic compound and an organic light emitting device comprising the same. The compound described in the present specification can be used as a material for hole injection, hole transporting, hole injection and hole transporting, electron retarding, light emitting, hole control, electron transporting, or electron injection.COPYRIGHT KIPO 2017
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Paragraph 0282; 0325; 0329; 0330
(2017/08/02)
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- A 9,9 the [...] -Spirobifluorene-4-boronic acid synthesis method
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The invention discloses a preparation method of 9,9'-spirobifluorene-4-boric acid, and belongs to the field of organic chemical synthesis. The 9,9'-spirobifluorene-4-boric acid can be applied to design and synthesis of organic optoelectronic materials. The method is achieved by the following steps: with o-bromoiodobenzene as a raw material, preparing a grignard reagent from magnesium powder, catalyzing with lithium bromide, so as to generate 2-bromobiphenyl-2'-magnesium bromide, and then reacting 2-bromobiphenyl-2'-magnesium bromide with fluorenone; and preparing 9,9'-spirobifluorene-4-boric acid by catalytic closed-loop reaction of p-toluene sulfonic acid and n-butyllithium boration. The method is good in reaction selectivity, few in side reaction, mild in reaction condition, easy to control, low in cost, simple to operate and suitable for industrialized production; and the total yield is over 76%.
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- Boron-containing compounds for use in OLEDs
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The invention relates to boron-containing compounds with bicyclic structural units of formula (I) or (II) and to electronic devices, in particular organic electroluminescent devices, for example OLED, which containing said compounds.
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Paragraph 0183; 0184; 0185; 0186
(2016/10/08)
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- Spirobifluorene compounds for organic electroluminescent devices
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The present invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic devices which comprise these compounds.
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Paragraph 0241; 0242; 0243; 0245
(2016/10/07)
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- SPIROBIFLUORENE COMPOUNDS FOR ORGANIC ELECTROLUMINESCENT DEVICES
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The present invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic devices which comprise these compounds.
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Paragraph 0243; 0244; 0245
(2016/12/01)
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- MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES
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The present invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic devices which comprise these compounds.
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(2016/06/15)
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- Novel spyrobifluorene type organic compounds and an organic electroluminescent device comprising the same
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The present invention provides a novel compound represented by the following Chemical Formula 1 and an organic electroluminescent device comprising the same.COPYRIGHT KIPO 2015
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- MATERIALS FOR ORGANIC ELECTROLUMINESCENCE DEVICES
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The present invention relates to compounds according to formula (1) or formula (2) which are suitable for use in electronic devices, more particularly organic electroluminescence devices, and also to electronic devices which contain said compounds.
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Paragraph 0110-0111
(2016/10/10)
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- 9,9′-Spirobifluorene and 4-phenyl-9,9′-spirobifluorene: Pure hydrocarbon small molecules as hosts for efficient green and blue PhOLEDs
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We report herein a new pure hydrocarbon material, 4-phenyl-9,9′- spirobifluorene (4-Ph-SBF), with a high triplet energy level (ET: 2.77 eV) as a host for blue phosphorescent organic light-emitting diodes (PhOLEDs). Structural, thermal, electrochemical and photophysical properties have been investigated in detail and compared to its constituting building block 9,9′-spirobifluorene (SBF) in order to precisely study the influence of the incorporation of a phenyl unit in C4. A surprising out of plane deformation of the fluorene ring and a highly twisted structure have been notably found for 4-Ph-SBF due to the substitution in C4. As both 4-Ph-SBF and SBF possess a high triplet energy level (2.77/2.87 eV resp.), they have been successfully used as host materials for green and blue PhOLEDs. The performance of blue PhOLEDs, ca. 20 cd A-1, appears to be among the highest reported for pure hydrocarbon derivatives.
- Thiery, Sebastien,Tondelier, Denis,Declairieux, Celine,Seo, Gijun,Geffroy, Bernard,Jeannin, Olivier,Rault-Berthelot, Joelle,Metivier, Remi,Poriel, Cyril
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p. 4156 - 4166
(2014/06/09)
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- Synthesis of an aromatic amine derivative with novel double spirobifluorene core and its application as a hole transport material
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A synthetic method to prepare a novel double spirobifluorene core structure was developed and a hole transport type exciton blocking material with the double spirobifluorene core was synthesized. A two step ring closing method was used to synthesize the double spirobifluorene core. The double spirobifluorene core based hole transport material showed high glass transition temperature due to rigid structure, and high quantum efficiency in green phosphorescent organic light emitting diodes because of efficient hole injection and triplet exciton blocking properties.
- Cho, Yong Joo,Kim, Oh Young,Lee, Jun Yeob
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scheme or table
p. 351 - 355
(2012/06/30)
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- SPIRO[CYCLOPENTA[def]TRIPHENYLENE-4,9'-FLUORENE] COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE HAVING THE SAME
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The present invention provides a spiro[cyclopenta[def]triphenylene-4,9'-fluorene] compound having a high triplet energy level and a high glass transition temperature and also provides an excellent organic light-emitting device including the compound to achieve a high luminous efficiency and a low driving voltage. The present invention provides spiro[cyclopenta[def]triphenylene-4,9'-fluorene] compounds represented by General Formula [1] shown in Claim 1.
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(2012/05/19)
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