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Figure 2.4. Chemical structures of complexes with hydrogen bonds.
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The measurement of photoinduced birefringence revealed very different anisotropy. Considering the numerous compounds that could readily be complexed with this type of polymer, including chiral acids, phenols, and metals, the approach of using side-chain azopyridine polymers offers the possibility to produce a large number of new photoactive liquid crystalline materials without exhaustive synthetic efforts and with new properties to exploit. And really the approach has been exploited in recent works. The materials similar to that
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CHAPTER 2: SUPRAMOLECULAR AZOBENZENE MATERIALS
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Figure 2.5. A rise of birefringence under laser irradiation in H-bonded azobenzene polymer (Fig. 2.4: m = 39%, X = C, R = H) homeotropic lm at room temperature. The dashed lines indicate the moment when the laser irradiation was switched off (P = 0.15 W/cm2). Source: Medvedev et al., 2005. Reprinted with permission from American Chemical Society.
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depicted in Fig. 2.4a have been reported (Gao et al., 2007b). However, the lms of this H-bonded azobenzene polymer (Fig. 2.4f) exhibited dichroic ratio of only 1.2. When in another investigation (Priimagi et al., 2007), commercially available azodye (Disperse Red 1) forming relatively week H-bond with the same polyvinylpyridine (Fig. 2.4h) has been used, relatively high birefringence of 0.035 has been attained. Even higher value of birefringence (0.04, highest value for H-bonded complexes) has been obtained when the same azobenzene derivative was used in combination with polyvinylphenol using the opportunity of another H-bonding (Fig. 2.4h). All this improvement in photoinduced orientation (guest host system of the same dyes and polystyrene (PS) exhibited only birefringence of 0.005) was attributed to the prevention of dye aggregation due to formation of H-bonding [Priimagi et al., 2007). Rather different approach was realized earlier (Gao et al., 2007a), and it is based on intermolecular multiple H-bonding in azobenzene derivative forming an H-bonded main-chain azobenzene polymer (Fig. 2.4e). The latter material showed rather higher dichroic ratio of 5.5. On the contrary, mass transport properties of these last two polymers (discussed later) were vice versa. All these data cannot be analyzed, as different values (birefringence and dichrosim) have been measured; however, it shows that by a variation of H-bond strength, structure of the azobenzene and polymer, signi cant modi cation of optical properties is possible. In contrast to the H-bonded complexes, complexes based on ionic interactions have gained a much greater interest. Such complexes emerged as a multilayer
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2.2. PHOTOORIENTATION
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assembly produced by an electrostatic LbL technique. LbL deposition was introduced in the early 1990s (Lvov et al., 1993) and has since gained a great popularity in the fabrication of thin lms of different materials from simple ionic species to colloidal particles and biological macromolecules (Hammond, 2000; Decher et al., 1998). These solid lms consist of adjacent layers of oppositely charged polyelectrolytes and different other low molecular materials, nanoparticles, colloids, etc. In this case, ionic interaction is not only used to form a molecular complex but also results in layered structure at a molecular level. The lms are manufactured by subsequent dipping of a substrate in solutions of these oppositely charged species (Fig. 2.6). According to the authors, LbL lms, which are self-assembled layered structures, could be considered as solid-state supramolecular complexes formed by ionic interactions. Azobenzene-containing materials also found their place with this popular technique and could be divided from chemical point of view to azobenzene-containing polyelectrolytes (Aldea et al., 2007; He et al., 2004; Wang et al., 2004a,b, 1998; Zucolotto et al., 2004b, 2002; Wu et al., 2001; Lee et al., 2000; Balasubramanian et al., 1998; Lvov et al., 1997), with azobenzene moieties in main- or side chain, and low-molecular-weight azobenzene derivatives (Zucolotto et al., 2003; dos Santos et al., 2002; Shinbo et al., 2002; Ziegler et al., 2002; Dragan et al., 2001; He et al., 2000; Advincula et al., 1999; Saremi and Tieke, 1998); some of them are conventional ionic azodyes. The requirement and restriction to azodye in this method is a presence of at least two charged groups to be able to bind to oppositely charged sites in the polyelectolyte chains from two different adjacent layers (Fig. 2.6). As second nonactive component, usual polyelectrolytes such as PDADMAC, PAH, PEI,
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Figure 2.6. Schematic illustration of the preparation of alternate polycation polyanion multilayer assemblies onto a negatively charged substrate.
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