Systematic Molecular Design of p-Phenylene Lasing Properties

Abstract

In an effort to design p-phenylene laser dyes with molecular properties which allow them to work more effectively with 308 nm XeCl lasers, two new empirical theories are proposed to predict the peak lasing wavelength of terminally substituted p-phenylene laser dyes. These theories account for variable numbers of p-phenylene units, different terminal groups with a range of electronic properties, and the effects of bridging between p-phenylene units. Both empirical models predict maximum molar absorption coefficients in addition to peak lasing wavelengths with the one intuitive parameter. Possibilities for the molecular engineering of p-phenylene properties are achieved with these new models, which have also been used to forecast the properties of two further p-phenylene compounds.

Unified Protocol for Fe-Based Catalyzed Biaryl Cross-Couplings between Various Aryl Electrophiles and Aryl Grignard Reagents

“…272–273 °C (lit., 273–274 °C); R f = 0.17 (petroleum ether); IR (cm –1 , KBr): 2966, 1606, 1490, 1291, 1180, 832; 1 H NMR (CDCl 3 , 400 MHz) δ (ppm) 7.61 (s, 4H), 7.57 (d, J = 8.8 Hz, 4H), 6.99 (d, J = 8.8 Hz, 4H), 3.86 (s, 6H); 13 C­{ 1 H} NMR (CDCl 3 , 150 MHz) δ (ppm) 159.3, 139.2, 133.4, 128.1, 127.1, 114.3, 55.4. Data were consistent with those reported in the literature …”

Key Role of End-Capping Groups in Optoelectronic Properties of Poly-p-phenylene Cation Radicals

“…1−5 Poly- p -phenylene ( PP n ) is a paradigm model for investigating the electrical and optical properties of these polymers 6−11 as well as the charge transport through them. 12,13 Unfortunately, systematic studies of the neutral and oxidized/reduced PP n molecules are seriously hampered by their poor solubility.…”

“…On-going developments in the fields of molecular electronics and photovoltaic devices have led to ever-growing interest in π-conjugated polymers that can be used as molecular wires, donor–acceptor bridges, components of organic light-emitting diodes, etc. 1 − 5 Poly- p -phenylene ( PP n ) is a paradigm model for investigating the electrical and optical properties of these polymers 6 − 11 as well as the charge transport through them. 12 , 13 Unfortunately, systematic studies of the neutral and oxidized/reduced PP n molecules are seriously hampered by their poor solubility.…”

“…On-going developments in the fields of molecular electronics and photovoltaic devices have led to ever-growing interest in π-conjugated polymers that can be used as molecular wires, donor–acceptor bridges, components of organic light-emitting diodes, etc. − Poly- p -phenylene ( PP n ) is a paradigm model for investigating the electrical and optical properties of these polymers − as well as the charge transport through them. , Unfortunately, systematic studies of the neutral and oxidized/reduced PP n molecules are seriously hampered by their poor solubility. We have addressed this issue by synthesizing a well-defined series of poly- p -phenylene oligomers iA PP 2 – iA PP 7 with end-capping branched iso -alkyl groups, iA = 6-tetradecyl, Chart , that dramatically improved their solubility. , The systematic study of the iA PP n / iA PP n +• series revealed, for the first time, an inverse 1/ n relationship of their redox and optoelectronic properties.…”

Molecular engineering of cyanine dyes to design a panchromatic response in co-sensitized dye-sensitized solar cells

“…The length of the polymethine chain is well known to produce changes in peak optical absorption wavelengths, λ peak max . 58 Cyanine dyes are likely to be particularly susceptible to this structure-property relationship, owing to their unusually high levels of electron delocalization within their π-conjugated chains cf. the "cyanine limit".…”