912275-84-4Relevant articles and documents
Novel fluorescent perylene liquid crystal with diphenylacrylonitrile groups: Observation of a large pseudo stokes shift based on AIE and FRET effects
Zhu, Mingguang,Zhuo, Youzhen,Cai, Kaicong,Guo, Hongyu,Yang, Fafu
, p. 343 - 349 (2017)
A novel perylene liquid crystal with diphenylacrylonitrile groups on 1,7-bay positions was synthesized in high yield. This highly decorated perylene bisimide showed the ordered hexagonal columnar liquid crystalline behaviour between 124.9 and 189.5 °C. Up
Tweaking a BODIPY Spherical Self-Assembly to 2D Supramolecular Polymers Facilitates Excited-State Cascade Energy Transfer
Das, Gourab,Cherumukkil, Sandeep,Padmakumar, Akhil,Banakar, Vijay B.,Praveen, Vakayil K.,Ajayaghosh, Ayyappanpillai
, p. 7851 - 7859 (2021/03/08)
Excited state properties such as emission, exciton transport, electron transfer, etc., are strongly dependent on the shape, size and molecular arrangement of chromophore based supramolecular architectures. Herein, we demonstrate creation and control of distinct supramolecular energy landscapes for the reversible control of the excited-state emission processes through cascade energy transfer in chromophore assemblies, facilitated by an unprecedented solvent effect. In methylcyclohexane, a tailor-made Y-shaped BODIPY derivative self-assembles to form an unusual spherical architecture of 400–1200 nm size, which exhibits a single emission at 540 nm upon 475 nm excitation through a normal excitation deactivation process. However, in n-decane, the same BODIPY derivative forms two-dimensional supramolecular sheets, exhibiting multiple emission peaks at 540, 610, 650, 725 and 790 nm with 475 nm excitation due to cascade energy transfer. Further control on the morphology and excitation energy transfer is possible with variable solvent composition and ultrasound stimulation, resulting in enhanced near-infrared emission with an overall pseudo Stokes shift of 7105 cm?1.
Novel perylene columnar liquid crystal tuned by azo isomerization on bay-positions
Lin, Jianrong,Ji, Xiaoyu,Guo, Hongyu,Yang, Fafu
, (2019/07/04)
Two azo-perylene derivatives (PBI-AZO-1 and PBI-AZO-2) with two alkyl chains and six alkoxy chains were designed and synthesized in yield of 63% and 49%, respectively. PBI-AZO-1 showed no mesophase but PBI-AZO-2 exhibited ordered hexagonal columnar mesophase based on the favorable effects of multiple alkyl chains. PBI-AZO-1 and PBI-AZO-2 exhibited the cis and trans azo-isomerization under radiation of UV light and the fluorescence quantum yields enhanced remarkably from 0.61 and 0.64 to 0.78 and 0.88, respectively. The ordered hexagonal columnar mesophase of PBI-AZO-2 was destroyed by isomerization due to the influence of asymmetrical mixture of cis and trans isomers. The transformation of liquid crystal/non-liquid crystal of PBI-AZO-2 before and after cis/trans isomerization displayed good reversibility by storing the sample for 15 days at room temperature. This kind of liquid crystallic behavior tuned by azo isomerization was first observed for perylene liquid crystal.
Perylene liquid crystals with multiple alkyl chains: Investigation of the influence of peripheral alkyl chain number on mesomorphic and photophysical properties
Zhu, Mingguang,Chen, Yongzhu,Guo, Hongyu,Yang, Fafu,Song, Xuchun
supporting information, p. 8998 - 9005 (2018/06/08)
Herein, a series of mesogenic perylene bisimide (PBI) dyes including 1,6,7,12-tetrachloroperylenebisimides 11a, 11b and 11c with 2, 4 and 6 peripheral alkyl chains at the imide positions and 1,6,7,12-tetra-p-nonylphenol bay-substituted perylene bisimides 12a, 12b and 12c with 6, 8 and 10 peripheral alkyl chains at both the imide and bay-positions were synthesized and characterized. The influence of multiple peripheral alkyl chains on the mesomorphic and photophysical properties was investigated. The results suggested that all of them possessed hexagonal columnar mesophases. The presence of more alkyl chains contributed to lower phase transition temperature and more orderly hexagonal mesophases. These novel perylene liquid crystals exhibited excellent fluorescence properties with fluorescence quantum yields of 0.90-0.96 in solution. The compounds 12a, 12b and 12c presented larger Stoke shifts and higher ΦF values than the compounds 11a, 11b and 11c; this indicated that more peripheral alkyl chains at both the imide and bay-positions contributed to the excellent fluorescence properties in both solution and thin films.
Preparation method and application for amphiphilic naphthoyl diimide gelator
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Paragraph 0031; 0034; 0036; 0038, (2018/04/02)
The invention belongs to the technical field of supramolecular chemistry, and specifically relates to a preparation method and an application for an amphiphilic naphthoyl diimide gelator. The amphiphilic naphthoyl diimide gelator provided by the invention has a molecular formula of C89H138N4O21, and can enable benzene, toluene, xylene, dimethyl sulfoxide (DMSO) or a tetrahydrofuran solution with awater content of 30% (H2O-THF with a concentration of 30%) to generate gelation at a low concentration (3.3 mg.mL to 9.5 mg.mL through a heating-cooling method. Meanwhile, the molecular gel formed by gelation can realize reversible conversion between a solution state and a gel state through the external action of heating-cooling. The gelator provided by the invention has the advantages ofsimple synthesis, easily modified structure, thermal reversibility, large polarity range of a gelated solvent, etc., and has potential application values in fields like catalysis, sensor technologies, drug delivery and chiral separation.
Preparation method and application of naphthalene diimide gelator with symmetric structure
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Paragraph 0030; 0033; 0037, (2018/10/02)
The invention discloses a preparation method and application of a naphthalene diimide gelator with a symmetric structure. The naphthalene diimide gelator with the symmetric structure has a molecular formula: C104H168N4O12 and is capable of gelatinizing cyclohexane, benzene, methylbenzene and dimethylbenzene under low concentration (4.0mg mL-9.8mg mL) by using a heating-cooling method. In addition, molecular gel formed after gelatinization is reversible between a solution state and a gel state under an external action of heating-cooling or mechanical oscillation. The gelator provided bythe invention is simple in synthesis and easily-modified in structure, has the advantages such as thermal reversibility, oscillation stimulation responsiveness and the like and has a potential application value in the field such as catalysis, sensing technologies, drug delivery and chiral separation.
Novel perylene liquid crystals: Investigation of the influence of bay-substituents on mesomorphism and photophysical property
Zhu, Mingguang,Guo, Hongyu,Yang, Fafu,Wang, Zusheng
, p. 387 - 394 (2016/07/06)
A series of perylene liquid crystals with H, Br, phenyl and tert-butylphenyl on bay-positions were synthesized in yields of 50-70%. Their mesomorphic properties and photophysical properties were investigated. The perylene derivatives 6, 7 and 8 with Br, phenyl and tert-butylphenyl at bay-positions have the hexagonal columnar liquid crystalline phase and wider scopes of phase transfer temperatures in comparison with similar perylene liquid crystal 5 with no substituent on bay-position. Compounds 6, 7 and 8 showed stronger fluorescence intensities, larger Stokes shifts and higher quantum yields than that of compound 5. These results indicated that the suitable substituents on bay-positions of perylene liquid crystals were favorable for producing excellent mesomorphic properties and good fluorescence properties.
Seeded Supramolecular Polymerization in a Three-Domain Self-Assembly of an N-Annulated Perylenetetracarboxamide
Greciano, Elisa E.,Sánchez, Luis
, p. 13724 - 13730 (2016/09/13)
The three-domain cooperative supramolecular polymerization of 1, together with the lag time in which the monomeric species remains inactive, allows seeded supramolecular polymerization to be performed. The kinetic experiments demonstrate that only seeds based on the intermediate aggregate are able to propagate the supramolecular polymerization of 1 from their active sites. The results presented herein constitute a new example of kinetically controlled supramolecular systems and contribute to expanding knowledge about the structural requirements of a self-assembling molecule to experience seeded supramolecular polymerization.
Novel room-temperature thermotropic liquid crystals: Synthesis and mesomorphism of gallic-perylene-gallic trimers
Meng, Li,Wu, Qiumei,Yang, Fafu,Guo, Hongyu
supporting information, p. 72 - 76 (2015/02/05)
Three novel gallic-perylene-gallic trimers 7, 8 and 9 were synthesized by reacting gallic amino derivatives 3, 4 or 6 with perylene tetracarboxylic anhydride in yields of 75%, 78% and 80%, respectively. Compounds 7 and 8 with soft bridging chains exhibit
Synthesis and mesomorphic properties of novel columnar liquid crystals based on polytopic gallic ethers with multiple-hydrogen bonding cyanuric cores
Guo, Hongyu,Fang, Xiaoting,Yang, Fafu,Wu, Yamin
supporting information, p. 5465 - 5469 (2015/09/15)
The gallic-cyanuric monomer 4, gallic-cyanuric dimer 5, gallic-cyanuric trimer 6 and gallic-cyanuric tetramer 7 containing multiple hydrogen bond were designed and synthesized in yields of 70-80%. Their symmetric structures were characterized by element a
