• Macromolecular Research
• /
• v.13 no.6
• /
• pp.491-498
• /
• 2005

Fluorene-containing, spiro-type, conjugated polymers were synthesized via the cyclopolymerization of dipropargylfluorenes (2-substituted, X=H, Br, Ac, $ NO_{2}$) with various transition metal catalysts. The polymerization of dipropargylfluorenes proceeded well using Mo-based catalysts to give a high polymer yield. The catalytic activities of the Mo-based catalysts were found to be more effective than those of W-based catalysts. The palladium (II) chloride also increased the polymer yield of the polymerization. The polymer structure of poly(dipropargylfluorene)s was characterized by such instrumental methods as NMR ($^{1}H_{-}$, $^{13}C_{-}$), IR, UV-visible spectroscopies, and elemental analysis as having the conjugated polymer backbone bearing fluorene moieties. The $^{13}C_{-}$NMR spectral data on the quaternary carbon atoms in polymers indicated that the conjugated cyclopolymers have the six-membered rings majorly. The poly(dipropargylfluorene) derivatives were completely soluble in halogenated and aromatic hydrocarbons such as methylene chloride, chloroform, benzene, toluene, and chlorobenzene. The poly(dipropargylfluorene) derivatives were thermally more stable than poly(dipropargylfluorene) itself, and X-ray diffraction analyses revealed that the polymers are mostly amorphous. The photoluminescence peaks of the polymers were observed at about 457-491 nm, depending on the substituents of fluorene moieties.

• Applied Chemistry for Engineering
• /
• v.27 no.5
• /
• pp.467-471
• /
• 2016

New electron deficient moiety, 6,7-difluoro-2,3-dihexylquinoxaline, was developed for the push-pull type copolymer for organic photovoltaics (OPVs). The PFDTQxF with lower HOMO energy level was synthesized using fluorene and 6,7-difluoro- 2,3-dihexylquinoxaline by Suzuki polymerization. The PFDTQxF thin film shows two absorption peaks at 368 and 493 nm. The HOMO and LUMO energy levels of PFDTQxF are calculated -5.55 and -3.91 eV, respectively. The device comprising PFDTQxF showed a $V_{OC}$ value of 0.47 V, a $J_{SC}$ value of $4.48mA/cm^2$, and a FF of 0.32, which yielded PCE of 0.78%, under the illumination of AM 1.5.

• ETRI Journal
• /
• v.24 no.6
• /
• pp.409-414
• /
• 2002

This paper investigates the absorption and emission changes in poly(di-n-hexylfluorene)s. We prepared the poly(di-n-hexylfluorene)s end capped with 2-bromofluorene, 2-bromo-9,9-di-n-hexylfluorene, and 9-bromoanthracene through Ni (0) mediated polymerization. In addition, we also synthesized a structurally distorted copolymer of 2,7-dibromo- 9,9-di-n-hexylfluorene and 9,9-bis(4-bromophenyl) fluorene end capped with 2-bromofluorene through the same polymerization method. The absorption and emission changes of these polymers between before and after thermal annealing in a nitrogen atmosphere clarify the role of aggregate/excimer formation in poly(fluorene)s. The large absorption changes must be attributed to aggregate formation (ground state interaction), which causes only a slight red shift of the vibronically structured emission bands. We assign the additional long wavelength emission as an excimer band (excited state interaction), which is preferably formed at chain ends.

• Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
• /
• 2002.07b
• /
• pp.1013-1015
• /
• 2002

1-(9,9-Di-octyl-fluorenyl)-2-substituted-2-cyanvinylene was synthesized and emission feature in solution are presented. Photoluminescence characteristics of 1-(9,9-Di-octyl-fluorenyJ)-2-substituted-2-cyanvinylene are measured by solvents such as carbon tetrachloride, normal hexane, chloroform, ethylaccetate, acetonitrile, methanol. It is shown that depending in the strength of the donor-acceptor internal charge transfer, and emission spectra are more or less red-shifted.

• 한국정보디스플레이학회:학술대회논문집
• /
• 2008.10a
• /
• pp.435-438
• /
• 2008

We demonstrated the efficient blue organic light-emitting diodes (OLEDs) by employing diarylamino-fluorene derived blue fluorescent molecules as dopants. Among those, a device exhibited blue emission with the luminous efficiency of 11.2 cd/A at $20\;mA/cm^2$, the external quantum efficiency of 9.7% at $20\;mA/cm^2$, and the $CIE_{x,y}$ coordinates of (x=0.163, y=0.259) at 8V.

• Journal of Information Display
• /
• v.6 no.1
• /
• pp.33-36
• /
• 2005

To obtain various colors from the blue emitting poly(fluorene)s, two different approaches are introduced. One is copolymerization with low band gap comonomers and the other is molecular doping with various dyes. As fast and efficient exciton migration and trapping and/or energy transfer between the chromorphoric segments or doped dyes in conjugated polymers can shift the emission to longer wavelengths, these phenomena can be utilized to obtain various colors from the intrinsically blue light emitting poly(fluorene)s.

• Clean Technology
• /
• v.18 no.3
• /
• pp.325-328
• /
• 2012

The condensation reaction of 9,9'-bis(4-hydroxyphenyl)fluorene with epichlorohydrin to prepare 9,9'-bis[4(glycidyloxy) phenyl]fluorene (2), an important building block for fluorene-containing epoxy polymers, has been studied. The reaction is found to be quite sensitive to several experimental conditions such as reaction temperature and time, added amount of epichlorohydrin, the presence of catalysts and the use of co-solvent. Several conditions for obtaining the best yield in the reaction are: the reaction temperature is below 373 K and the reaction time is shorter than 1.5 h, and the ammonium salts act as a catalyst. Also, the use of ternary solvent (toluene, DMSO, water) has been proved to be crucial to maintain the reaction temperature and for an easy purification. Thus, the reaction proceeds in an environment-friendly manner where the use of reactants and the production of chemical wastes is minimized.

• Bulletin of the Korean Chemical Society
• /
• v.31 no.3
• /
• pp.577-581
• /
• 2010

Spiro[fluorene-9,4'-[4H]indeno[1,2-b]furan] was synthesized, and its $\pi$-conjugation was efficiently elongated using palladium-catalyzed C-H arylation of a furan moiety. The resulting $\pi$-conjugated compounds showed intense fluorescence and extremely high thermal stability.

• Proceedings of the Korean Society of Precision Engineering Conference
• /
• 2013.05a
• /
• pp.839-840
• /
• 2013

• Bulletin of the Korean Chemical Society
• /
• v.32 no.9
• /
• pp.3509-3512
• /
• 2011