Spiro Compounds for Organic Optoelectronics

Saragi, Tobat P. I.; Spehr, Till; Siebert, Achim; Fuhrmann‐Lieker, Thomas; Salbeck, Josef

doi:10.1021/cr0501341

Cited by 949 publications

(676 citation statements)

References 251 publications

(713 reference statements)

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“…(12), C14−S1 = 1.7859(13) Å; C14−S1−C12 = 106.93(6), C14−S1−O1 = 107.60(6), C12−S1−O1 = 107.70(6), C14−S1−O2 = 109.28(6), C12−S1−O2 = 107.09(6), O1−S1−O2 = 117.75 (6) o (symmetry code i = -x, y, 1 /2-z ). SPSO3: S1−O1 = 1.4406(11), S1−O2 = 1.4427 (12), C10−S1 = 1.7808 (15), C14−S1 = 1.7705(17) Å; C14−S1−C10 = 103.69(7), C14−S1−O1 = 109.70(7), C10−S1−O1 = 108.16(7), C14−S1−O2 = 107.74(7), C10−S1−O2 = 108.13(7), O1−S1−O2 = 118.43 (7) o (symmetry code i = 1-x, y, 1 /2-z ).…”

Section: Resultsmentioning

confidence: 99%

Bis‐Sulfone‐ and Bis‐Sulfoxide‐Spirobifluorenes: Polar Acceptor Hosts with Tunable Solubilities for Blue‐Phosphorescent Light‐Emitting Devices

et al. 2016

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Bis-sulfone-and bis-sulfoxide-spirobifluorenes are a promising class of high-triplet-energy electron-acceptor hosts for blue phosphorescent light-emitting devices. The molecular design and synthetic route are simple and facilitate tailoring of the solubilities of the host materials without lowering the high-energy triplet state. The syntheses and characterization (including single crystal structures) of four electron-accepting hosts are reported; the trend in their reduction potentials is consistent with the electronwithdrawing nature of the sulfone or sulfoxide substituents. Emission maxima of 421-432 nm overlap with the MLCT absorption of the sky-blue emitter bis(4,6-difluorophenylpyridinato)(picolinato)iridium(III) (FIrpic), allowing effective energy transfer from the acceptor hosts to FIrpic. Theoretical calculations show that the introduction of sulfone groups leads to better electron acceptors compared to analogous phosphine oxide functionalized hosts and, at the same time, preserves the energy of the lowestlying triplet above that of the FIrpic emitter. The new hosts have been tested in phosphorescent light-emitting electrochemical cells (LECs). Large effects of the various solubilizing moieties on the device performance are observed and discussed.

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Section: Resultsmentioning

confidence: 99%

Bis‐Sulfone‐ and Bis‐Sulfoxide‐Spirobifluorenes: Polar Acceptor Hosts with Tunable Solubilities for Blue‐Phosphorescent Light‐Emitting Devices

et al. 2016

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“…[21][22][23] In recent years, spiro compounds as organic molecular materials have become promising candidates for optoelectronic devices. [24][25][26][27][28][29][30] In addition, spiro compounds with fluorene structures also serve as monomers in the preparation of thermally stable polyesters. [31][32][33][34] As an important class of spirofluorene derivatives, spiro[fluorene-9,9'-xanthene] (SFX) has also received much attention in recent years ( Figure 1).…”

Section: Introductionmentioning

confidence: 99%

A convenient one-pot preparation of spiro[fluorene-9,9’-xanthene]-3’,6’-diol derivatives

Zhou¹,

Song²,

Liu³

et al. 2015

Arkivoc

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“…The important class of spiro compounds as organic molecular materials with high glass transition temperatures that evolved as a very promising approach for optoelectric materials has been investigated. [1][2][3][4][5] Much of the recent research into light-emitting materials has centered on spiro-based derivatives, because of higher quantum electroluminescence efficiency and better color purity in an organic light emission diodes (OLED) structure. 6 Representative organic spiro materials as blue light-emitting materials include spirobifluorenes containing anthracene, pyrene, aromatic amines, spirofluorene, and their oligomers.…”

Section: Introductionmentioning

confidence: 99%

Preparation of Novel Fused Ring Spiro[benzotetraphene-fluorene] Derivatives and Application for Deep-Blue Host Materials

Kim¹,

Lee²,

Gong³

2014

Bulletin of the Korean Chemical Society

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A series of novel fused-ring spiro compounds, spiro [benzo[ij]tetraphene-7,9'-fluorene] (SBTF) derivatives containing an end-capping aryl substituent at both the C3 and C10-positions hasbeen designed and synthesized via multi-step Suzuki coupling reactions. 3-(1-Naphthyl)-10-phenylSBTF (1N-PSBTF), 3-(2-naphthyl)-10-phenylSBTF (2N-PSBTF) and 3-[4-(1-naphthyl)phenyl]-10-phenylSBTF (NP-PSBTF) showed improved glass transition temperatures (T g ) with good thermal stability. Their photophysical, electrochemical, and electroluminescent properties were investigated and were used to construct blue organic light emission diodes (OLEDs). The typical OLED devices showed excellent performance; the NP-PSBTF-based device exhibited highly efficient deep blue-light emission with a maximum efficiency of 5.27 cd/A (EQE, 4.63%) with CIE (x = 0.133, y = 0.144). According to these characteristics, these deep-blue light emitting materials have sufficient potential for fluorescent OLED applications.

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Spiro Compounds for Organic Optoelectronics

Cited by 949 publications

References 251 publications

Bis‐Sulfone‐ and Bis‐Sulfoxide‐Spirobifluorenes: Polar Acceptor Hosts with Tunable Solubilities for Blue‐Phosphorescent Light‐Emitting Devices

Bis‐Sulfone‐ and Bis‐Sulfoxide‐Spirobifluorenes: Polar Acceptor Hosts with Tunable Solubilities for Blue‐Phosphorescent Light‐Emitting Devices

A convenient one-pot preparation of spiro[fluorene-9,9’-xanthene]-3’,6’-diol derivatives

Preparation of Novel Fused Ring Spiro[benzotetraphene-fluorene] Derivatives and Application for Deep-Blue Host Materials

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