°Ç¸ç³Ô¹Ï Technology

°Ç¸ç³Ô¹Ï technology patented donor-acceptor systems which leverages years of innovation and developed in Preece and Robinson group in University of Birmingham. To date °Ç¸ç³Ô¹Ï have synthesised ~100 compounds which has allowed us to obtain a detailed understanding of the molecular factors which control:

Absorption

°Ç¸ç³Ô¹Ï technology allows chemically modify donor molecular structure in order to tune the absorbance for specific properties.

High absorption extinction coefficients – ~100 000 M-1 cm-1 and lmax, ~30 000 M-1 cm-1 @ 355 nm

Absorbance spectrums of two donor cores used in °Ç¸ç³Ô¹Ï molecules for 355 nm (CTUV) and 405 nm (CTV) laser excitations.

Due to large aromatic area, °Ç¸ç³Ô¹Ï materials are suitable for multi-photon absorption experiments. To read more about this, go to Multiphoton Microscopy section.

Emission

°Ç¸ç³Ô¹Ï technology based on donor-acceptor system is very chemically flexible allows to incorporate different groups onto the molecular systems. Thus, to date °Ç¸ç³Ô¹Ï have over 100 different compounds with emission covering the whole visible spectrum from blue to red (with further development on-going to move redder).

Figure shows emission of TpOx-Bu (Violet), TpOx-Ph-p-OMe (Blue), TpOx-2-Nap (Green) and TpOx-Ph-p-CN (Orange).
Brightness

°Ç¸ç³Ô¹Ï fluorescent materials have high fluorescence Quantum Yield (30-70%).

Coupled with a high molar absorptivity of ≈ 100000 which resulting in bright emission. This high brightness leads to a high sensitivity allowing for the detection of small quantities of fluorophore ≈ 10-9 M

At 10 nanomolar solutions of fluorescent dyes are colourless under ambient light, but emit brightly under UV light.
Stability

°Ç¸ç³Ô¹Ï fluorescent materials have exceptional stability in solution for long periods of time.

Averaged stability of 15 °Ç¸ç³Ô¹Ï fluorescent materials in THF solvent.
Solubility

°Ç¸ç³Ô¹Ï fluorescent materials have good solubility in a range of organic solvents.

°Ç¸ç³Ô¹Ï fluorescent materials can be dispersed in aqueous solvents and aqueous buffers via pre-dissolution in organic solvent such as DMSO.

°Ç¸ç³Ô¹Ï fluorescent materials are soluble in: Chloroform, Tetrahydrofuran (THF), Dichloromethane (DCM), Toluene, Cyclohexanone, Cyclohexane, Di-ethyl ether, Ethyl Acetate, Acetone.

Thermal Stability

°Ç¸ç³Ô¹Ï fluorescent materials show exception molecular stability in solid with most dyes having >250oC thermal stability.

TGA measurement of TpOx-Bu (Violet), TpOx-Ph (Blue), TpOx-2-Nap (Green), TpOx-1-Nap (Yellow) and TpOx-2-An (Orange).
Processability

°Ç¸ç³Ô¹Ï fluorescent materials have good processability into polymer matrices via spin coating, melting and 3D printing, whilst maintaining fluorescence.

3D printed resin with °Ç¸ç³Ô¹Ï fluorescent material.
Fabricated PMMA films with °Ç¸ç³Ô¹Ï fluorescent material (TpOx-Ph) are colourless under ambient light, but emit brightly under UV light.
Reactive and Functional groups

°Ç¸ç³Ô¹Ï technology based on donor-acceptor system is very chemically flexible allows to incorporate different groups onto the molecular systems. Currently, °Ç¸ç³Ô¹Ï can incorporate reactive functional groups such as -CO2H, -N3, -NH2, -active esters, -SH, -alkenes, -Br.

Furthermore, °Ç¸ç³Ô¹Ï technology is versatile platform to create new fluorescent probes for analyte sensing application.

°Ç¸ç³Ô¹Ï fluorophores:

  • Undergo fluorescence quenching in the presence of electron deficient aromatics
  • Undergo fluorescent modulation upon binding metal cations in an appended crown ether moiety
  • Undergo fluorescence shifts upon modulation of the subphase pH

Fluorescence shifts upon modulation of the subphase pH.
Fluorescence shifts upon modulation of the subphase OH.
Fluorescent modulation upon binding metal cations in an appended crown ether moiety.
Fluorescence quenching in the presence of electron deficient aromatics.
Discotic Liquid Crystalline Properties

°Ç¸ç³Ô¹Ï materials display Hexagonal Columnar Discotic Liquid Crystal (DLC) mesophases – a state of matter intermediate between liquid and solid. This mesophase gives rise to an anisotropy in photophysical properties such as light polarisation, light emission and charge transport. In addition, °Ç¸ç³Ô¹Ï materials are able to form nanoparticles and nanowires.

Polarising Light Microscope Image of °Ç¸ç³Ô¹Ï material showing texture typical for a texture which is indicative of the hexagonal columnar mesophase reported by XRD.
Schematic representation of discotic molecule arrangement in Hexagonal Columnar Discotic Liquid Crystal mesophase.

In addition, °Ç¸ç³Ô¹Ï materials are able to form nanoparticles and nanowires.

Fluorescence microscope picture of self-assembled nanowires using TpOx-Ph °Ç¸ç³Ô¹Ï material.
Photoconductors

Triphenoxazoles are organic insulators with charge mobility around ~ 10-3 cm2/Vs. When irradiated with UV light, °Ç¸ç³Ô¹Ï materials become photoconductors. The photocurrent display up to 2 orders of magnitude increase compared to the hexakis(alkyloxy)triphenylenes (TpH), which is the archetypical photoconductor.

Photocurrent ON and OFF switching with 350 nm UV light of TpH, TpOx-Ph and TpOx-2-Nap.