Icosahedral Carboranes

Grimes, Russell N.

doi:10.1016/b978-0-12-374170-7.00009-4

Cited by 40 publications

(30 citation statements)

References 890 publications

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“…As for P1, new peaks appear around  = 4.71 and 3.50 which are associated with the resonance of methylene and hydroxyl protons, indicating that the obtained phenolic resin contains a certain amount of hydroxymethyl ortho to phenolic hydroxyl. Both IR and 1 H-NMR spectra confirm that the carborane cage remains intact during the synthesis of phenolic resins, which is consistent with the theoretical consideration that it is impossible to break C-H bonds on carborane cage under the synthetic conditions such as temperatures up to 100 C and alkli metal catalysts [17] . The 13 C-NMR spectra of P1 and 1 are shown in Fig.…”

Section: Characterization Of P1 and P2supporting

confidence: 73%

“…Besides, carborane-containing polymers are very famous for their high char yield at elevated temperatures, especially under air atmosphere [17] . Therefore, it is essential to carefully study the thermal stability of the obtained carborane bisphenol resol phenolic resins (P1 and P2).…”

Section: Thermal Stability Of P1 and P2mentioning

confidence: 99%

“…Closo-carboranes (C 2 B 10 H 12 ) present an icosahedral geometry, whose three isomers are shown in Chart 1 [17] . Carboranes could be served as a kind of "power gauge" at high temperatures owing to their "superaromatic" electronic structure.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and characterization of carborane bisphenol resol phenolic resins with ultrahigh char yield

Han

Wang

et al. 2015

Chin J Polym Sci

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Two carborane-containing resol phenolic resins (P1 and P2) with high boron content were synthesized via the reaction of carborane bisphenols (1 and 2) with formaldehyde in the presence of alkaline. HRMS results indicate that P1 is mainly composed of hydroxymethylated o-carborane bisphenols, the M w of which was restrained around 500 due to the strong steric hindrance of o-carborane bisphenol. In contrast, the molecular weight of P2 was well regulated under various reaction conditions. The obtained resins were characterized with spectroscopic techniques including FTIR, 1 H-NMR, 13 C-NMR, and 11 B-NMR, which gave satisfactory results. TGA studies show that P2 shows char yield of 88.9% and 92.9% at 900 C under nitrogen and air respectively. The imported carborane cage endows phenolic resin with ultrahigh char yield. Particularly, the char yield of the obtained carborane-containing phenolic resin under air is higher than that under nitrogen. FTIR and XRD confirm that the carborane cage could react with oxygen to form B 2 O 3 at elevated temperatures, which postpones the thermal decomposition of phenolic resin and accounts for the high char yield.

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Section: Characterization Of P1 and P2supporting

confidence: 73%

Section: Thermal Stability Of P1 and P2mentioning

confidence: 99%

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Synthesis and characterization of carborane bisphenol resol phenolic resins with ultrahigh char yield

Han

Wang

et al. 2015

Chin J Polym Sci

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“…o ‐Carborane is a polyhedral boron cluster containing two adjacent carbon atoms in the cluster cage (Figure ) . It consists of three‐center two‐electron bonds, leading to three‐dimensional delocalization of the skeletal electrons.…”

Section: Introductionmentioning

confidence: 99%

“…o ‐Carborane derivatives have unique properties, including neutron capturing ability based on 10 B, strong electron‐withdrawing capacity, and thermal as well as chemical stability. [1a],, We have recently been focusing on the development of π‐conjugated compounds and polymers that contain 1,2‐disubstituted o ‐carborane units, and have been reported on their aggregation‐induced emission (AIE) properties . In solution, intramolecular charge transfer (ICT) from the π‐conjugated moieties to C1–C2 bond of o ‐carborane quenches the emission; in contrast, in the solid state, freezing of the molecular motion suppresses the vibrational radiation allows the emission…”

Section: Introductionmentioning

confidence: 99%

Luminescent Polymer Consisting of 9,12‐Linked o‐Carborane

Tominaga

Morisaki

Chujo

2013

Macromol. Rapid Commun.

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The synthesis of novel luminescent polymer containing p-phenylene-ethynylene and 9,12-linked o-carborane units alternately in the main chain is reported. The obtained polymer exhibits intense blue photoluminescence, providing the first insights into the optical properties of a 9,12-disubstituted o-carborane dye. π-Conjugated substituent at 9 and/or 12-positions in o-carborane is electrically independent, and both the HOMO and the LUMO levels slightly increase, whereas LUMO of the π-conjugated substituent at 1 and/or 2-positions in o-carborane decrease. Thus, it is deduced that polymers consisting of the 9,12-linked o-carborane unit are able to be applied as light-emitting materials.

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Rational design for thermochromic luminescence in amorphous polystyrene films with bis‐o‐carborane‐substituted enhanced conjugated molecule having aggregation‐induced luminochromism

et al. 2021

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We designed the triad molecule, bis-o-carborane-substituted bis(thienylethynyl) benzene, as a filler for realizing thermochromic luminescent behaviors based on conventional polymer films, such as polystyrene. From the optical measurements, it was found that the triad can show solid-state emission and dual-luminescent properties with variable intensity ratios depending on media. From the mechanistic studies including the experiments with the methyl-substituted model compound, it was revealed that dual emission should be originated from the locally excited and twisted intramolecular charge transfer states, and the latter emission band is significantly enhanced in the solid states. We prepared amorphous films containing variable concentrations of the triad with the spin-coating method and investigated optical properties. It was found that intensity ratios were drastically changed by altering the concentration of the triad. By increasing the proportion of the triad, aggregation occurred, and emission color was apparently varied through the changes in intensity ratios of the dual emission property. Based on the aggregationinduced luminochromic property of the triad, thermochromic luminescence was finally realized by heating the amorphous films. The rational design for obtaining thermochromic luminescent amorphous films is illustrated in this paper.

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Icosahedral Carboranes

Cited by 40 publications

References 890 publications

Synthesis and characterization of carborane bisphenol resol phenolic resins with ultrahigh char yield

Synthesis and characterization of carborane bisphenol resol phenolic resins with ultrahigh char yield

Luminescent Polymer Consisting of 9,12‐Linked o‐Carborane

Rational design for thermochromic luminescence in amorphous polystyrene films with bis‐o‐carborane‐substituted enhanced conjugated molecule having aggregation‐induced luminochromism

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