947402-75-7Relevant academic research and scientific papers
Phenyl-substituted bodipy and diphenylamine fluorene based two-photon fluorescent dye and synthesis method therefor
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Paragraph 0022; 0028, (2017/08/28)
The invention discloses a phenyl-substituted bodipy and diphenylamine fluorene based two-photon fluorescent dye. A structural general formula of the fluorescent dye is represented by a formula shown in the description, wherein R is C1-C18 alkyl. Steps for synthesizing the fluorescent dye are as follows: producing 5-phenyl-substituted and 2,6-iodinated bodipy from 2,4-dimethyl pyrrole and benzaldehyde, which serve as raw materials; subjecting fluorene, which serves as a raw material, to bromination, alkylation, Pd(0) catalyzed amination, a Pd(0) and CuI catalyzed Sonogashira cross-coupling reaction and trimethylsilyl removal, so as to produce a diphenylamine-fluorene-acetylene compound; and subjecting the 2,6-iodinated bodipy and the diphenylamine-fluorene-acetylene compound to a reaction, thereby obtaining the target product. The target compound has relatively high two-photon fluorescence performance, the maximum two-photon absorption cross section in toluene reaches 265GM, and the fluorescent quantum yield is 0.35, so that a new design way of think is provided for the synthesis and application of bodipy-based two-photon fluorescent dyes.
Two-photon fluorescent dye based on 4-methoxyphenyl-substituted BODIPY and diphenylaminofluorene and synthesis method of two-photon fluorescent dye
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Paragraph 0026, (2017/08/28)
The invention provides a two-photon fluorescent dye based on 4-methoxyphenyl-substituted BODIPY and diphenylaminofluorene and a synthesis method of the two-photon fluorescent dye. The structural formula of the two-photon fluorescent dye is shown in the specification, wherein R is C1-C18 alkyl. The synthesis method of the synthesized two-photon fluorescent dye comprises steps as follows: (1) 2,6-bit iodinated BODIPY is prepared from 2,4-dimethyl pyrrole and 4-methoxybenzaldehyde as raw materials; (2) fluorene as a raw material is subjected to bromination, alkylation, Pd (0) catalytic amination, Pd (0) and CuI catalysis and the like, and a diphenylamine-fluorene-acetylene compound is produced; (3) the two products react, and the two-photon fluorescent dye is obtained. The synthesized target compound has higher two-photon fluorescent performance; in the toluene, the maximum two-photon absorption cross section of the compound reaches 615 GM and the fluorescence quantum yield is 0.39; a new design idea is provided for synthesis and application of the two-photon fluorescent dye based on BODIPY.
4-cyanophenyl substituted boron-dipyrromethene and diphenylamine fluorene based two-photon fluorescent dye and synthesis method thereof
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Paragraph 0022, (2017/08/28)
The invention discloses 4-cyanophenyl substituted boron-dipyrromethene and diphenylamine fluorene based two-photon fluorescent dye and a synthesis method thereof. A structural formula of the two-photon fluorescent dye is as shown in the specification, wherein R refers to C1-C18 alkyl radical. The synthesis method includes steps: (1) taking 2,4-dimethyl pyrrole and 4-cyanobenzaldehyde as raw materials for generating 2,6-iodized boron-dipyrromethene; (2) taking fluorene as a raw material for generating a diphenylamine-fluorene-acetylene compound through bromination, alkylation, Pd(0) catalytic amination and CuI catalyzed Sonogashira cross coupling reaction; (3) allowing reaction of the two products to obtain the two-photon fluorescent dye. The synthesized target compound is excellent in two-photon fluorescence performance, the maximum two-phone absorption section of the two-photon fluorescent dye in methylbenzene reaches 1659GM, the fluorescence quantum yield is 0.13, and a novel design idea is provided for synthesis and application of the boron-dipyrromethene based two-photon fluorescent dye.
Pyrene-fluorene hybrids containing acetylene linkage as color-tunable emitting materials for organic light-emitting diodes
Thomas, K. R. Justin,Kapoor, Neha,Bolisetty, M. N. K. Prasad,Jou, Jwo-Huei,Chen, Yu-Lin,Jou, Yung-Cheng
experimental part, p. 3921 - 3932 (2012/06/29)
New blue- to yellow-emitting materials have been developed by incorporating fluorene-based chromophores on pyrene core with acetylene linkage and using multifold palladium-catalyzed cross-coupling reactions. Both mono- and tetrasubstituted derivatives have been synthesized and characterized. The tetrasubstituted derivatives displayed red-shifted emission when compared to the monosubstituted derivative indicative of an extended conjugation in the former. End-capping with a diphenylamine unit further red-shifted the absorption and emission profiles and imparted a weak dipolar character to the molecules. Amine-containing derivatives displayed positive solvatochromism in the fluorescence spectra indicating a more polar excited state due to an efficient charge migration from the diphenylamine donor to the pyrene π-acceptor. All of the derivatives were tested as emitting dopants with host material 4,4′-bis(9H-carbazol-9-yl)biphenyl (CBP) in a multilayered OLED and found to exhibit bright blue or yellow electroluminescence. The device utilizing 1,3,6,8-tetrasubstituted pyrene derivative as a dopant emitter displayed highest maximum luminescence 4630 cd/m2 with power efficiency 3.8 lm/W and current efficiency 7.1 cd/A at 100 cd/m2 attributable to the proper alignment of energy levels that led to the efficient harvesting of excitons. All of the devices exhibited color purity over a wide range of operating voltages.
