596-38-3Relevant articles and documents
The pixyl (Px) group: A novel photocleavable protecting group for primary alcohols
Misetic, Ana,Boyd, Mary K.
, p. 1653 - 1656 (1998)
The 9-phenylxanthyl (pixyl or Px) moiety has been investigated as a potential photocleavable protecting group for primary alcohols. Alcohols 2a- e were protected in good yield by treatment with 9-chloro-9-phenylxanthene in dry pyridine at room temperature. Irradiation of the alcohol derivatives in neutral aqueous acetonitrile regenerates 2a-e and the 9-phenylxanthyl alcohol.
A comparison of the behaviour of two closely related xanthenyl-derived host compounds in the presence of vaporous dihaloalkanes
de Jager, Lize,Barton, Benita,Hosten, Eric C.
, p. 181 - 194 (2018)
The behaviour of two closely related xanthone-derived host compounds, N,N’-bis(9-phenyl-9-xanthenyl)ethylenediamine and N,N′-bis(9-phenyl-9-thioxanthenyl)ethylenediamine, which formed complexes with CH2Cl2, CH2Br2 and CH2I2 after recrystallization from each of these solvents, was compared when subjected to these guest and guest mixtures in the vapour phase. Surprisingly, these hosts displayed entirely different behaviours under these conditions, with only the thioxanthenyl derivative possessing the ability to clathrate these guests (or guest mixtures) from the gas phase; this ability was entirely absent in the xanthenyl host. All novel complexes were subjected to single crystal diffraction analyses in order to investigate the interactions present, as well as thermal and Hirshfeld surface experiments. The host selectivity and host–guest interactions were correlated with the differences observed in the recrystallization and vapour experiments. Furthermore, data obtained for the novel complexes by employing various analytical techniques were related back to the observed selectivity order.
trans-N,N′-Bis(9-phenyl-9-xanthenyl)cyclohexane-1,2-diamine and its thioxanthenyl derivative as potential host compounds for the separation of anilines through host?guest chemistry principles
Barton, Benita,Hosten, Eric C.,Jooste, Daniel V.
, (2020/06/09)
In this work, we investigate the potential of separating mixtures of the guest solvents aniline (ANI), N-methylaniline (NMA) and N,N-dimethylaniline (DMA) by means of host?guest chemistry principles employing two novel host compounds, namely trans-N,N′-bis(9-phenyl-9-xanthenyl)cyclohexane-1,2-diamine (1,2-DAX) and trans-N,N′-bis(9-phenyl-9-thioxanthenyl)cyclohexane-1,2-diamine (1,2-DAT). These aniline solvents may exist in such mixtures since NMA and DMA are often prepared from ANI by alkylation methods, and reaction yields are seldom quantitative. Owing to their similar boiling points, ranging from 184 to 196 oC, the more usual distillation techniques for their separation are challenging. After recrystallization experiments of the two host compounds from various combinations of these anilines, it was revealed that host?guest chemistry certainly has the potential to serve as an alternative separation strategy for such mixtures. Equimolar ANI/DMA solutions proved most successful, where both 1,2-DAX and 1,2-DAT showed near-quantitative selectivity for DMA (90%). Both single crystal diffraction and thermal analyses were employed in order to understand the preferential behaviour displayed by each host compound.
Organic luminescent material, method for preparing same and application of organic luminescent material
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Paragraph 0068-0071, (2019/03/28)
The invention relates to the field of luminescent materials, in particular to an organic luminescent material, a method for preparing the same and application of the organic luminescent material. Theorganic luminescent material, the method and the application have the advantages that the problems in the prior art can be solved by the aid of the organic luminescent material with a novel structure;an organic electroluminescent device is excellent in luminescent efficiency, and the service life of the organic electroluminescent device can be obviously prolonged; the excellent electroluminescentproperties, the long service life of the device and appropriate chromaticity coordinates can be displayed by the organic luminescent material which is a compound as compared with conventional host materials; the application includes applying the organic luminescent material as an electroluminescent material for preparing the device, and the device is high in efficiency and long in service life; the method for synthesizing the organic luminescent material is simple and feasible, the reaction temperatures and the reaction time can be controlled, and accordingly target products with a high yieldcan be obtained.
Synthesis and assessment of compounds trans-N,N′-bis(9-phenyl-9-xanthenyl)cyclohexane-1,4-diamine and trans-N,N′-bis(9-phenyl-9-thioxanthenyl)cyclohexane-1,4-diamine as hosts for potential xylene and ethylbenzene guests
Barton, Benita,Jooste, Daniel V.,Hosten, Eric C.
, p. 333 - 346 (2019/03/23)
In this work, two novel compounds, trans-N,N′-bis(9-phenyl-9-xanthenyl)cyclohexane-1,4-diamine 1 and trans-N,N′-bis(9-phenyl-9-thioxanthenyl)cyclohexane-1,4-diamine 2, were designed and successfully synthesized in our laboratories, and assessed for their host potential in the presence of potential xylene (Xy) isomer and ethylbenzene (EB) guests. Host 1 successfully formed complexes with all four of o-Xy, m-Xy, p-Xy and EB, while 2 only clathrated p-Xy and EB. Equimolar guest/guest competition experiments showed that hosts 1 and 2 possess very similar selectivities for these guests [p-Xy (73.9%) > EB (13.0%) > m-Xy (8.1%) > o-Xy (5.0%) and p-Xy (71.3%) > EB (20.2%) > m-Xy (6.0%) > o-Xy (2.5%) for 1 and 2, respectively]. Single crystal diffraction analyses revealed striking geometry changes for the sulfur host analogue: while the tricyclic fused ring system of the oxygen host remained planar when guest was absent or present, this fused system of the sulfur analogue experienced a dramatic geometry change from buckled (in the absence of guest) to planar (in guest presence). This observation explained the selectivity similarities of both hosts in the presence of these guests. Additionally, the relative thermal stabilities of the four complexes with host 1 were assessed by employing thermal analyses, and the results of these correlated exactly with the selectivity order, since the onset temperature of the guest release processes (Ton) was in the order p-Xy (88.0?°C) > EB (70.9?°C) > m-Xy (59.7?°C) > o-Xy (46.2?°C). Ton values also explained the significant preference of host 2 for p-Xy (115.5?°C) relative to EB (76.6?°C), respectively.
Organic electroluminescent compound and preparation method thereof and organic electroluminescent device
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Paragraph 0096; 0097; 0098, (2019/05/28)
The invention relates to the technical field of luminescent materials, in particular to an organic electroluminescent compound and a preparation method thereof and an organic electroluminescent device. In order to solve the problems existing in traditional hole-transport materials and obtain ideal materials, the invention proposes a solution for introducing arylamine and heterocycles to 9- of heteroanthracene. By introducing the arylamine, the hole injection ability/transport ability, high power efficiency and long lifetime are obtained; and by introducing the heterocycles, the appropriate glass transition temperature is obtained, and thus the high quality organic electroluminescent materials are obtained. A device prepared with the organic electroluminescent compound has excellent currentefficiency, power efficiency and long life, and the preparation method of the organic electroluminescent compound is simple and easy, and has high output and is suitable for industrial production.
A Sc(OTf)3 catalyzed dehydrogenative reaction of electron-rich (hetero)aryl nucleophiles with 9-aryl-fluoren-9-ols
Zhou, Chen,Hu, Chen,Hong, Gang,He, Yuchen,Tang, Zhicong,Wang, Limin
supporting information, p. 9615 - 9619 (2019/11/20)
A highly efficient dehydrogenative reaction of a series of nucleophiles with 9-aryl-fluoren-9-ols has been realized by using only 2 mol% of Sc(OTf)3 as a catalyst. The corresponding indole-containing 9,9-diarylfluorenes were obtained in up to 99% yield as well as other electron-rich (hetero)arene adducts. The protocol exhibits high selectivity, mild reaction conditions and good substrate compatibility (32 examples). This protocol is further highlighted by its applications in the construction of potential electroluminescent materials.
Xanthene organic compound and application thereof in OLED devices
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Paragraph 0062; 0063; 0065, (2018/03/26)
The present invention relates to a xanthene organic compound and application thereof in OLED devices, wherein the compound has a structure in which xanthene is connected with a carbazole ring structure or a benzo 6-membered ring structure through a carbon-carbon bond. The carbon-carbon bond improves the chemical stability of the material, and avoids active sites of branched groups are exposed, andthe whole molecule is a large rigid structure with a high triplet energy level (T1). The steric hindrance is large, the large rigid structure is not easy to rotate, and the three-dimensional space structure is more stable, so that the compound has higher glass transition temperature and molecular thermal stability. In addition, the HOMO and LUMO distribution positions of the compound are separated from each other, so that the xanthene organic compound has appropriate HOMO and LUMO energy levels; and the xanthene organic compound can effectively improve the luminous efficiency and the servicelife of the devices after being applied to the OLED devices.
Concise synthesis of xanthones by the tandem etherification—Acylation of diaryliodonium salts with salicylates
Liu, Gaoxiaozheng,Wu, Chao,Chen, Bifeng,He, Ru,Chen, Chao
, p. 985 - 988 (2018/04/05)
An efficient synthetic method for multi-substituted xanthones was developed. The reaction of diaryliodonium salts and salicylates was employed for the preparation of the xanthones. This method proceeded through an intermolecular etherification-acylation t
Organic xanthene compound and application thereof
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Paragraph 0046; 0047; 0048; 0049, (2018/04/01)
The invention relates to an organic xanthene compound and application thereof to an OLED (Organic Light Emitting Diode) device. The structure of the compound is that xanthenes is connected with a carbazolocyclic structure through carbon-carbon bonds; due to carbon-carbon bond connection, the chemical stability of the material is improved, exposure of active positions of branched chain groups is avoided, and the whole molecule is of a great rigid structure and has high triplet state energy level (T1); moreover, the compound is high in steric hindrance, difficult to rotate and more stable in three-dimensional space structure, so the compound has high glass transition temperature and molecular thermal stability. In addition, the HOMO (Highest Occupied Molecular Orbital) and LUMO (Lowest Unoccupied Molecular Orbital) distribution positions of the compound disclosed by the invention are separated from one another, so that the compound has appropriate HOMO and LUMO energy levels. Therefore,after the compound disclosed by the invention is applied to the OLED device, the luminous efficiency and service life of the device can be effectively improved.
