Abstract
In this study, we synthesized a novel N-heteroacene-based liquid material 6,7-bis(3,7,11-trimethyl-1-dodecyloxy)-2,3-difurylquinoxaline (RPNL 1), containing two furan rings. We revealed that RPNL 1 adopted a disordered liquid at 25 ∘ C, determined by polarized optical microscopic observation, differential scanning calorimetry, and X-ray diffraction measurements. The fluorescent spectrum measurement revealed that RPNL 1 showed a blue emission at 25 ∘ C. Dissolving benzene sulfonic acid (BSA) in RPNL 1 brought about dramatic changes in its physical properties, such as emission colors, as well as sample states. Upon recognizing BSA, photoluminescent color was changed into orange, as well as phase transition occurred from liquid to a liquid-crystalline phase. RPNL 1 can function as an acid-recognizing material, accompanied with the color changes in emission.
Highlights
Stimuli-responsive soft functional materials get much attention because these materials can respond to external stimulus to show dramatic changes in physical properties, such as emission color and shape, these materials can adopt more than two independent conditions, which are expected to be applied into optoelectronic devices, such as sensors, energy devices, and actuators [1,2,3,4,5]
differential scanning calorimetry (DSC) trace of RPNL 1 showed that no phase transition peak appeared from an isotropic package
Upon complexation with benzene sulfonic acid (BSA), the photoluminescent color of blue emission for RPNL 1 turned into an orange emission
Summary
A lot of chemists have focused and developed a stimuli-responsive, solid-state luminescent materials response to various external stimuli, such as temperature, light, mechanical stress, and vapor, to give rise to dramatic changes in luminescent colors [6,7,8,9,10]. These solid materials are facile to fabricate film states by a coating technology, films fabricated from solid-state materials have a possibility to form unexpected defects, such as grain boundary and contact resistance on electrode, which should remarkably lead to a decrease in their efficiency. Nakanishi’s group has reported many liquid materials composed of polyaromatic hydrocarbons (PAH), such as naphthalene, anthracene, pyrene, and phenylenevinylene
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