191094-20-9Relevant academic research and scientific papers
Thermochromic and highly tunable color emitting bis-tolane based liquid crystal materials for temperature sensing devices
Irfan, Majeed,Sumra, Idrees,Zhang, Mei,Song, Zicun,Liu, Tingting,Zeng, Zhuo
, (2021/03/18)
The luminescent compounds based on the D-π-A system consisting of substituted pyrrole as acceptor, π conjugated bis-tolane and -OMe, -N(CH3)2, -N(Ph)2 at termini acting as donors have been synthesized. On heating, all the compounds exhibited distinct mesomorphic behavior depending upon donating groups and substituents at the acceptor unit. These luminescent liquid crystals exhibited emission from blue, green to reddish orange with high quantum efficiency in solid as well in solutions state. We discovered the rarely reported three membered ring interactions between the Br at alpha position of pyrrole and acetylene bond and their impact on luminescence efficiency via single crystal structure of 2Br–CN–N(CH3)2 and 2Br–CN–N(Ph)2. Furthermore, the thermochromic behavior of these LLCs compounds has been explored, especially CN–N(Ph)2, its reddish orange emission changed to blue at 240 °C–250 °C in pure state, while in dimethyl silicone polymer (PDMS) film, it switched to blue at 200 °C and completely vanished at 240 °C. These simple and highly emissive compounds display outstanding thermochromic properties above 200 °C, thus will be potentiality valuable for high temperature sensing devices.
Chemoselective Synthesis of 1,1-Disubstituted Vinyl Triflates from Terminal Alkynes Using TfOH in the Presence of TMSN3
Tummatorn, Jumreang,Punjajom, Kunlayanee,Rodphon, Warabhorn,Ruengsangtongkul, Sureeporn,Chaisan, Nattawadee,Lumyong, Kanyapat,Thongsornkleeb, Charnsak,Nimnual, Phongprapan,Ruchirawat, Somsak
supporting information, p. 4694 - 4697 (2019/06/27)
1,1-Disubstituted vinyl triflates are synthesized by direct hydrotriflation of terminal alkynes employing a combination of TfOH and TMSN3 in DCM at room temperature. Interestingly, under these conditions, only terminal alkynes were selectively
Thermoresponsive luminescence properties of polyfluorinated bistolane-type light-emitting liquid crystals
Yamada, Shigeyuki,Morita, Masato,Agou, Tomohiro,Kubota, Toshio,Ichikawa, Takahiro,Konno, Tsutomu
, p. 5609 - 5617 (2018/08/17)
We developed and characterized four polyfluorinated bistolane derivatives. These compounds, which possess either two alkoxy substituents or an alkoxy group and a bromine atom in their two molecular terminals, were synthesized from readily available 4-alko
Fluorine-containing bistolanes as light-emitting liquid crystalline molecules
Yamada, Shigeyuki,Miyano, Kazuya,Konno, Tsutomu,Agou, Tomohiro,Kubota, Toshio,Hosokai, Takuya
, p. 5949 - 5958 (2017/07/25)
We synthesised a series of dissymmetric bistolane derivatives and evaluated their liquid-crystalline (LC) and photoluminescence properties in detail. In measuring LC behaviours, rational structural design based on the dissymmetric molecular structure and electron-density distribution facilitated the production of the LC phase with a wide temperature range (up to 97 °C). In addition, dissymmetric bistolane derivatives were shown to strongly emit blue-photoluminescence in dilute solution and in crystalline states. It was found that dissymmetric bistolanes possess emissive features in even the LC phase and photoluminescence behaviours such as emission intensity and colour were sensitively switched depending on the molecular aggregate structure caused by applying a thermal stimulus.
Selective deprotection of Me3Si-/Ph2P(O)-protected arylalkynes: Methyl Grignard reagent-promoted dephosphorylation of Ph2P(O)-protected alkynes
Peng, Lifen,Xu, Feng,Shinohara, Kenta,Orita, Akihiro,Otera, Junzo
, p. 1610 - 1612 (2014/12/11)
A Ph2P(O)-protected alkyne underwent dephosphorylation by treatment with MeMgBr in THF with Me3Si-protection untouched. The dephosphorylation followed by a transition-metal-catalyzed coupling of the resulting terminal a lkyne with aryl halides was carried out in a one-pot manner to afford the desired coupling product. Selective deprotection of Me3Si-/Ph2P(O)-protected alkynes enabled facile syntheses of expanded π-systems such as cyclic phenyleneethyny lenes and unsymmetrically substituted ditriazol.
Synthesis and photoluminescence studies of siloles with arylene ethynylene strands
Ding, Changhua,Babu, Govindarajulu,Orita, Akihiro,Hirate, Takayoshi,Otera, Junzo
, p. 2559 - 2563 (2008/02/13)
Siloles attached to phenylene ethynylene strands were prepared successfully by Sonogashira coupling of 2,5-dibromosilole with ethyne-terminated phenylene ethynylenes. Elongation of the arylene ethynylene chain involving up to at least three aromatic rings
Synthesis of nanometer-sized homo- and heteroorganometallic tripodaphyrins
Mongin, Olivier,Gossauer, Albert
, p. 6835 - 6846 (2007/10/03)
Tripodaphyrins are tetrahedral or pyramidal assemblies in which a porphyrin macrocycle situated on the top of the molecule is 'supported' by three 'legs' consisting of linear arrays of covalently linked rigid constitutive elements. The edge-length at the 'base' of the molecules which have been synthesized until now lies in the range from 3.2 to 6.5 nm. In some tripodaphyrins (3a-c) the chromophore situated on the top of the molecule differs on the complexed metal ion from the other three, which are located at the ends of the 'legs'. Owing to the dimensions of the molecules, no intramolecular interaction between the chronophores is observed, even in the presence of a paramagnetic Cu(II) chelate.
