An efficient synthesis of novel spiro[[8H]indeno[2,1-b]-thiophene-8,9′-fluorene] building block for blue light-emitting materials

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

“…This gap is close to the band gap recorded for other terfluorenyl derivatives such as 9,9-dihexylterfluorene [47] or terfluorenyl spiro-bridged with either cyclopropane (3.25 eV) [20] or indenothiophene (3.14 eV) units. [17] On the other hand, the (2,1-a)-DST-IF and (1,2-b)-DST-IF gaps are smaller than those recorded for (2,1-a)-DSF-IF (3.57 eV) and (1,2-b)-DSF-IF (3.51 eV) for which the gap is controlled by the central indenofluorenyl units. [28] Consequently, the liq.…”

“…[10] Various terfluorenyl derivatives have hence been investigated over the last ten years not only for blue OLEDs [11][12][13][14] but also for lightemitting OFETs (LE-OFETs). [15] As the molecular structure of the active layer is of key importance in LE-OFET and OLED devices, different molecular designs of the terfluorenyl backbone have thus been developed, including the incorporation of heterocycles, [16][17][18] hydroxyaminophenyl side chains, [19] cyclopropane, [20] and spiro bridges. [10-12, 15, 16, 21, 22] The introduction of a spiro bridge into small molecules is indeed an efficient strategy to reduce the crystallization tendency of the materials, enhancing their solubility, thermal stability, and quantum yield.…”

4,4′‐Spirobi[cyclopenta[2,1‐b;3,4‐b′]dithiophene: A New Generation of Heterocyclic Spiro‐Type Molecules

“…Considerable works have been done in order to replace the phenyl units of the core unit with less aromatic heteroaryl units such as thiophene. However, these efforts were only partially successful, resulting for example in a core unit with mixed chromophores between a bifluorene and a bithienyl unit [19,20] or a phenyl-thiophenyl and a bifluorene unit [21][22][23] or in a thiophene based core unit with a silicon atom at the centre of the spiro core. [24] In this paper we report for the first time on a new spiro type molecule with only thiophene as a central aromatic system with a spiro carbon atom, giving the core unit 4,4′-spirobi[cyclopenta[2,1-b;3,4-b′]dithiophene] (Spiro-CPDT).…”

Supramolecular Steric Hindrance at Bulky Organic/Polymer Semiconductors and Devices

“…As a result, a series of CDAFs as the model of bulky π-stacked molecules are designed [47,50,51]. As a result, a series of CDAFs as the model of bulky π-stacked molecules are designed [47,50,51].…”