New Organogels Based on an Anthracene Derivative with One Urea Group and Its Photodimer:  Fluorescence Enhancement after Gelation

Abstract

By coupling the features of anthracene and urea, a new low-molecular-weight gelator (LMWG, 1) with anthracene and urea moieties was designed and synthesized. A nontransparent gel of LMWG 1 in 1,2-dichloroethane was formed and characterized. Of particular interest is the observation of significant fluorescence enhancement after gelation, which is referred as to gelation-induced enhanced fluorescence emission. UV light irradiation of the THF solution of LMWG 1 yielded a photodimer with the h-t conformation. The photodimer can gel several organic solvents, including cyclohexane, n-hexane, and n-heptane. It should be mentioned that the gel based on the photodimer is rather stable. Our studies indicate that neither the gel phase based on LMWG 1 nor that based on the photodimer can be transformed to the solution by respective UV light irradiation or visible light irradiation/heating.

Photoresponsive nanostructured membranes

“…Anthracene is a polycyclic aromatic hydrocarbon, which undergoes photo--dimerization on exposure to light or heat and is also able to emit fluorescence if properly excited. 29,30,41 Here in this work, the membranes were prepared by triblock copolymers containing anthracene moiety as one of the mid--block between PS and PMMA. The photochemical dimerization occurs upon long wavelength UV irradiation (>350 nm) to give [4+4] cycloadducts across the 9,10 positions of anthracene ( Figure 6).…”

“…The use of anthracene moieties as cross--linking sites to produce photoreversible organogels has been also reported. 30 To alter the membrane properties with response to light, a key strategy is to utilize the photochromism behaviour of anthracene group as one of the blocks in the bulk block copolymer membrane. In the present study, we report the formation of lamella and ordered hexagonal nanopores, by using casting solutions in selective solvents, using PS--b--PAnMMA--b--PMMA triblocks.…”

Synthesis of Activated Ester Functional Polyesters through Light‐Induced [4+4] Cycloaddition Polymerization

“…For instance, a variety of organo-and hydrogels, organic materials for rewritable photopatterning, 3D optical memory devices, and shape memory polymers have been exploited by taking the advantage of anthracene photodimerization. [5][6][7][8][9][10][11][12][13][14][15] Besides the abovementioned photoswitching ability, the anthracene has another unique feature which abilities have been prepared by employing the activated ester substitution reactions. [33][34][35][36][37][38][39][40] It is well known that preparing a polymer under mild condition is always desirable.…”

Orientational Organization of Organic Semiconductors within Periodic Nanoscale Silica Channels: Modification of Fluorophore Photophysics through Hierarchical Self‐Assembly

“…[4][5][6]10] Nevertheless, the importance of inter-and intramolecular van der Waals interactions have received little attention for hierarchical hybrid supramolecular design beyond crystal A C H T U N G T R E N N U N G engineering. [11][12][13] Surfactant-templated mesoporous materials [14,15] have attracted considerable interest as hosts for the encapsulation of organic functionalities, resulting in composite materials with interesting optical properties and providing an interesting platform for novel technological applications. [16,17] These host-guest materials not only offer new opportunities for controlling the local environments of occluded species, but also combine the high stability of the inorganic host system and a new structure-forming mechanism, owing to both their physical attributes and their simple bottom-up, soluAbstract: A novel hierarchical organic-inorganic self-assembly approach is proposed in driving the orientational organization of small organic semiconductors (anthracene, in this case).…”