Conference Programme

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Overview
Session
T-01: Symp T
Time:
Monday, 19/Jun/2017:
1:30pm - 3:30pm

Session Chair: Eric Rivard, University of Alberta
Location: Nicoll 2

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Presentations
1:30pm - 1:45pm
Oral

Aggregation Induced Phosphorescence within Bismuth and Tellurium Heterocycles

Eric RIVARD, Sarah PARKE, William TORRES DELGADO, Bruno LUPPI, Christina BRAUN

University of Alberta, Canada

In this presentation we recount our discovery of tellurium-containing heterocycles that show aggregation-induced phosphorescence in air.[1-3] The role of oxygen quenching in these systems will be discussed along with the recent discovery of bismuth-based compounds that show red-colored phosphorescence under ambient conditions.

References:

[1] He, G.; Torres Delgado, W.; Schatz, D. J.; Merten, C.; Mohammadpour, A.; Mayr, L.; Ferguson, M. J.; Brown, A.; Shankar, K.; Rivard, E. Angew. Chem., Int. Ed. 2014, 53, 4587.

[2] He, G.; Wiltshire, B. D.; Choi, P.; Savin, A.; Sun, S.; Mohammadpour, A.; Ferguson, M. J.; McDonald, R.; Farsinezhad, S.; Brown, A.; Shankar, K.; Rivard, E. Chem. Commun. 2015, 51, 5444.

[3] Parke, S. M.; Boone, M. P.; Rivard, E. Chem. Commun. 2016, 52, 9485.


1:45pm - 2:15pm
Invited

The Use of Aggregation Induced Emission of the On-Purpose Aggregated Copper Nanoclusters in White Light-Emitting Devices

Andrey L. ROGACH

City University of Hong Kong, Hong Kong S.A.R. (China)

We introduce white light-emitting devices (WLEDs) based on the combination of blue and orange emitting copper nanoclusters [1]. In order to enhance emission of copper nanoclusters in solution, we utilized two approaches: a proper surface treatment by specific ligands for the blue-emitting clusters, and solvent induced aggregation for orange-emitting ones based on the aggragation induced emission (AIE) phenomenon. High photoluminescence quantum yields of 14% and 43% in powdered state have been achieved for blue and orange emitting Cu nanoclusters, respecively. All-copper nanocluster based down-conversion WLEDs are fabricated by integrating blue and orange emitting powders on a commercial GaN LED chip providing UV excitation, and show favorable white light characteristics with CIE color coordinates and color rendering index (CRI) of (0.36, 0.31) and 92. In yet another device configuration, stretchable, mechanically stable films with thermally-stable dual emission peaked in the blue and orange spectral range were fabricated by condensation of carboxylated polyurethane in the presence of on-purpose aggregated copper nanoclusters [2]. The AIE results in the enhancement of emission of the copper clusters in the orange, while polyurethane matrix contributes with the blue emission band, with an overall photoluminescence quantum yield of the films as high as 18%. Remote WLEDs have been fabricated by placing a down-conversion layer of composite Cu nanoclusters/polyurethane films separated through a silicone resin spacer from the UV LED chip, with CIE color coordinates and CRI of (0.34, 0.29) and 87, respectively.

References:

[1] Z. Wang, B. Chen, A. S. Susha, W. Wang, C. J. Reckmeier, R. Chen, H. Zhong, A. L. Rogach. Adv. Sci. 2016, 3, 1600182.

[2] Z. Wang, B. Chen, M. Zhu, S. V. Kershaw, C. Zhi, H. Zhong, A. L. Rogach. ACS Appl. Mater. Interf. 2016, 8, 33993.


2:15pm - 2:45pm
Invited

Synthesis and Solid-state Emission Behaviors of o-Carborane-based Compounds

Yasuhiro MORISAKI1, Hirofumi NAITO2, Kenta NISHINO2, Kazuo TANAKA2, Yoshiki CHUJO2

1Kwansei Gakuin University, Japan; 2Kyoto University, Japan

o-Carborane (C2B10H12) is a polyhedral boron cluster compound that includes two adjacent carbon atoms in the cluster cage. The applications of carboranes for use in boron neutron capture therapy and for heat-resistant materials have been extensively studied owing to their high boron content and thermal and chemical stability. Recently, the construction of π-conjugated systems including the o-carborane moiety for application to light emitting materials has received significant attention. We have attempted to synthesize o-carborane-based π-conjugated compounds, since our report on aggregation-induced emission (AIE) from carborane-containing π-conjugated polymers [1]. In this study, we selected anthracene as the π-conjugated unit for the o-carborane, because of its prominent luminescent properties and facile functionalization. Thus, o-carborane-based anthracene compound was synthesized, in which o-carboranes are substituted at the 9- and 10-positions of anthracene [2]. The structures and the unprecedented emission behaviors such as AIE, crystalline-induced emission (CIE), aggregation-caused quenching (ACQ), thermochromism, vapochromism, and mechanochromism will be introduced in detail. In addition, o-carborane-anthracene dyad was prepared [3]; the dyad exhibited twisted intramolecular charge transfer (TICT) emission even in the crystalline state. The crystal structure and theoretical studies will be discussed.

References:

[1] Kokado, K.; Chujo, Y. Macromolecules 2009, 42, 1418–1420.

[2] Naito, H.; Morisaki, Y.; Chujo Y. Angew. Chem. Int. Ed. 2015, 54, 5084-5087.

[3] Naito, H.; Nishino, K.; Morisaki, Y.; Tanaka, K.; Chujo Y. Angew. Chem. Int. Ed. 2017, 56, 254-259.


2:45pm - 3:00pm
Oral

Chiral Binaphthyl-based AIEE-active Four-component Polymers with Tunable Stokes Shift and Red-AICPL via FRET

Shuwei ZHANG1,2, Ziyu WANG1, Yixiang CHENG1

1School of Chemistry and Chemical Engineering, Nanjing University, China; 2School of Chemistry and Chemical Engineering, Yangzhou University, China

Chiral polymers with circularly polarized luminescence (CPL) have attracted great interest owing to their potential in future optical technologies. However, the emission efficiency usually becomes worse from solution to condensed phase due to the aggregation-caused quenching (ACQ). Therefore, chiral polymers with high emission efficiency and CPL performance in the condensed phase are still challenging. Herein, we designed and synthesized two four-component chiral polymers incorporating chiral binaphthyl, 4,7-di(thiophen-2-yl)-2,1,3-benzothiadiazole (DTBT), tetraphenylethene (TPE) and fluorene moieties via Pd-catalyzed Sonogashira and Suzuki reactions in different rates. There are two pairs of Förster resonance energy transfer (FRET) groups which are fluorene-TPE and TPE-DTBT, respectively. The FRET-pairs and chiral binaphthyl result in the polymers with tunable Stokes Shift and AICPL properties. And P-1 showed excellent red-colored aggregation-induced enhanced emission (AIEE), the largest Stokes-shift (257 nm) and obvious red-AICPL signal in THF-water mixtures with the glum = 1.6×10-3 (fw = 95%). This work could provide a potential way to prepare high emission efficiency red-AICPL materials with tunable Stokes Shift.

References:

[1] J. Roose, B. Z. Tang and K. S. Wong, Small, 2016, 12, 6495-6512.

[2] J. Liang, B. Z. Tang and B. Liu, Chem. Soc. Rev., 2015, 44, 2798-2811.

[3] F. Li, Y. X. Wang, Z. Y. Wang, Y. X. Cheng, C. J. Zhu, Polym. Chem., 2015, 6, 6802-6805.


3:00pm - 3:15pm
Oral

The Aggregation-Induced Emission Properties of Pyrrolopyrrole-based Derivatives: Polymorphism, Multi-Stimuli Response Behaviors, and AIE Mechanism

Bin TONG, Yingchun JI, Jianbing SHI, Yuping DONG

Beijing Institute of Technology, China

Organic solid luminescent materials with stimuli-responsive emission properties considered as smart materials have drawn great attention over the past years because of their promising application in optical recording, mechano-sensors, fluorescent π-gelators, data storage. It means the change of optical properties can be achieved by physical methods, which is prior to chemical synthesis technology. Polymorphism are considered as the most promising approaches to provide the materials with desired luminescent properties.

Bis(4-cyanophenyl)-4,4'-(2,5-diphenylpyrrolo[3,2-b] pyrrole-1,-4-diyl) dibenzoate (DPPCN) was synthesized and exhibited aggregation-induced emission properties. DPPCN was cultivated in different solvents getting three kinds of crystals, A, B, and C. Crystals of A and B were respectively blue and cyan-blue emissive, while C was yellow-green emissive. They all displayed crystalline-induced emission behaviors. According to X-ray single crystal diffraction analysis, the intermolecular interactions account for restricted internal rotations, leading to fluorescence enhancement. The different kinds of co-effects of the solvent, intermolecular forces, molecular conformations and molecular packing modes endow DPPCN polymorphism with multi-color emissions and different fluorescence efficiencies. The fluorescence of A can be reversibly tuned by grinding and exposing to chloroform vapor with a 46 nm wavelength change. The crystal of C can blue shifted the fluorescence that matches with B upon fumed by chloroform for about 12 h and further blue shifted the fluorescence emission that matches with A when fumed by chloroform for about 24 h. Multi-color fluorescence tuning and switching is attributed to the nature of polymorphs, that is, a change of molecular conformation and intermolecular packing modes. The crystal of A also exhibited thermo-stimulus fluorescence switching behavior due to the co-crystallization with solventchloroform. The properties of A show promising applications in temperature monitoring.

The effect of substituent groups on the AIE properties of multi-phenyl pyrrolo[3,2-b] pyrrole derivatives were also discussed to illustrate AIE mechanism.


3:15pm - 3:30pm
Oral

Chiral Aggregation Induced Emission Molecules: Aggregation-induced Emission, Optical Activity, and Controlled Self-assembly

Bing Shi LI1, Ben Zhong TANG2

1Shenzhen University, China; 2Hong Kong University of Science and Technology, Hong Kong S.A.R. (China)

Chirality is an important feature in the living system, where different levels of chirality from molecular to supramolecular all play important roles. When chirality combines with aggregation induced emission molecules, it also brings a new property to the investigated system, that is the circular polarized luminescence(CPL). By modifying AIE molecules with amino acids, we have successfully brought chirality to silole, TPE and phenanthro[9,10]imidazole(PIM) and polytriazoles and synthesized a series of chiral AIE molecules. These molecules not only have the properties of aggregation induced circular dichroism (AICD) and CPL, but also have the capacity to self-assemble into helical fibers and micelles. By tuning the contents of poor solvent the self-assembled structures can be manipulated. These novel structures have important applications in the increasing demand for the miniatured optics and electronic devices.



 
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