Self-assembly behavior and photoluminescence property of bispyrenyl-POSS nanoparticle hybrid

Lu, Chu-Hua; Tsai, Chuen Jinn; Chang, Feng‐Chih; Jeong, Kwang‐Un; Kuo, Shiao‐Wei

doi:10.1016/j.jcis.2011.03.003

Cited by 14 publications

(10 citation statements)

References 48 publications

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“…In the case of (2,1-a)-DST-IF, heating of the films leads to a reorganization of the face-to-face terfluorene moieties in the solid, leading to a decrease in the amount of intramolecular emitting excimers. To our knowledge, variation of fluorescence with temperature due to "intramolecular packing reorganization" is almost absent from the literature [67] and appears to play a major role in deciding the solid-state fluorescence properties of (2,1-a)-DST-IF.…”

Section: Resultsmentioning

confidence: 98%

Blue Emitting 3 π–2 Spiro Terfluorene–Indenofluorene Isomers: A Structure–Properties Relationship Study

Poriel

Rault‐Berthelot

Thirion

et al. 2011

Chemistry A European J

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Two novel terfluorenyl derivatives, 2,2'',7,7''-tetrakis(9,9-dioctyl-9H-fluoren-2-yl)dispiro[fluorene-9,11'-indeno-(2,1-a)-fluorene-12',9''-fluorene] ((2,1-a)-DST-IF) and 2,2'',7,7''-tetrakis(9,9-dioctyl-9H-fluoren-2-yl)dispiro- [fluorene-9,6'-indeno-(1,2-b)-fluorene-12',9''-fluorene] ((1,2-b)-DST-IF) have been synthesized by two different synthetic approaches. These terfluorenyl derivatives possess a different central indenofluorene core, namely (2,1-a)-indenofluorene or (1,2-b)-indenofluorene, which imposes two distinct geometry profiles, and different structural environments for the terfluorenyl fluorophores that translates into drastically different optical and electrochemical properties for (2,1-a)-DST-IF and (1,2-b)-DST-IF. These properties have been carefully studied through a combined experimental and theoretical approach. The (2,1-a)-DST-IF isomer has been successfully used as emitting layer in a blue single-layer small-molecule organic light-emitting diode (SMOLED) and appears as the first example of a blue emission arising from intramolecular terfluorenyl excimers. Regarding the importance of terfluorenyl derivatives in organic electronics, the present structure-properties relationship study, may open new avenues in the design of efficient blue fluorophores.

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Section: Resultsmentioning

confidence: 98%

Blue Emitting 3 π–2 Spiro Terfluorene–Indenofluorene Isomers: A Structure–Properties Relationship Study

Poriel

Rault‐Berthelot

Thirion

et al. 2011

Chemistry A European J

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“…Prior to the investigation on polymer 6, the thermal properties of 3 were compared with those of the CO– (7), 7 SO– (8), 2e and CC‐POSSs (9) 10 shown in Figure 4. Thermal stability of 3 and 7–9 was evaluated by the temperature at with the sample lost 5 wt% from the original mass ( T d5 ).…”

Section: Resultsmentioning

confidence: 99%

Highly selective mono‐functionalization of open‐cage silsesquioxane toward film‐formable homopolymer

Igarashi

Ueda

Katoh

et al. 2020

Journal of Polymer Science

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Open‐cage silsesquioxanes have lower crystallinity without diminishing the thermal stability than traditional closed‐cage silsesquioxanes. Two of the three siloxane groups of commercially available corner‐opened cage silsesquioxanes were selectively substituted, and the remaining one was functionalized for the mono‐methacrylate monomer. The resultant polymer formed a homogeneous and transparent film with high‐thermal stability.

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“…Toluene, hexane, ethyl acetate (EtOAc), methanol (MeOH), triethylamine (Et 3 N), diisopropylethylamine ( i Pr 2 EtN), iodobenzene, and triphenylphosphane (PPh 3 ) were purchased from Nacalai Tesque, Inc. Tetrahydrofuran (THF, super dehydrated grade), N , N ‐dimethylformamide (DMF, super dehydrated grade), 1‐methyl‐2‐pyrrolidone (NMP, super dehydrated grade), and toluene (super dehydrated grade) were purchased from Wako Pure Chemical Industry, Ltd. Trichlorosilane, 4‐iodotoluene, 4‐iodoanisole, 2‐iodoanisole, 4‐iodoacetophenone, 3‐iodobenzotrifluoride, 4‐iodobenzonitrile, 4‐diiodobenzene, 4‐bromoiodobenzene, 4‐hydoroxyiodobenzene, 4‐iodophenol, 2‐iodobiphenyl, 2‐iosoyhiophene, 3‐bromopylidine, tris(dibanzylideneacetone)dipalladium(0) (Pd 2 (dba) 3 ) and tris(2‐metylphenyl)phosphane (P( o ‐tol) 3 ) were purchased from Tokyo Chemical Industry Co., Ltd. Heptaisobutyl‐trisilanol‐POSS and heptaphenyl‐trisilanol‐POSS were purchased from Hybrid Plastics. Heptaisobutyl‐POSS ( 1 ) and heptaphenyl‐POSS ( 2 ) were prepared according to the literature procedures.…”

Section: Methodsmentioning

confidence: 99%

Transition‐Metal‐Catalyzed Direct Arylation of Caged Silsesquioxanes: Substrate Scope and Mechanistic Study

et al. 2019

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Caged silsesquioxane (polyhedral oligomeric silsesquioxane: POSS) is an important class of organic‐inorganic hybrid molecules. The electronic properties of POSS have gradually attracted attention from experimental and computational perspectives, while POSS is generally utilized for reinforcement of polymer materials. Practical synthetic routes to access to aryl‐substituted POSS are effective tools for the systematic studies. Recently, we reported Rh‐catalyzed direct arylation of heptaisobutyl‐POSS with electron‐rich aryl iodides. Herein substrates for the Rh‐catalyzed direct arylation were widely examined: electron‐deficient, sterically‐hindered, and heteroatom‐containing aryl halides, and heptaphenyl‐POSS. Pd‐catalyzed direct arylation of POSS was developed as well. Notably, thiophene was introduced by the Pd‐catalyst, whereas the Rh‐system did not work for the substrate. In addition, the reaction mechanism of the Rh‐catalyzed reaction was elucidated by density functional theory calculations.

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Self-assembly behavior and photoluminescence property of bispyrenyl-POSS nanoparticle hybrid

Cited by 14 publications

References 48 publications

Blue Emitting 3 π–2 Spiro Terfluorene–Indenofluorene Isomers: A Structure–Properties Relationship Study

Blue Emitting 3 π–2 Spiro Terfluorene–Indenofluorene Isomers: A Structure–Properties Relationship Study

Highly selective mono‐functionalization of open‐cage silsesquioxane toward film‐formable homopolymer

Transition‐Metal‐Catalyzed Direct Arylation of Caged Silsesquioxanes: Substrate Scope and Mechanistic Study

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