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Figure 13.13. Absorbance evolution of AzoG1 as a function of time after irradiation with 344-nm light to reach the photostationary state. Inset is the plot of the rst-order kinetics. Source: Sierocki et al., 2006. Reprinted with permission.
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CHAPTER 13: PHOTORESPONSIVE HYBRID SILICA MATERIALS
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irradiation with 344 nm to reach the trans-cis photostationary state. The absorption at the 351-nm band progressively increased with time and the absorption at the 450-nm band decreased with time, indicating the cis-trans thermal isomerization. The rate constants were determined according to the rstorder kinetics that ts the experimental data very well. There was a small change in the rate constants, that is, from AzoG0 to AzoG3 the rate constants of the cistrans thermal isomerization decreased from 3.3 10 6 s 1 to 2.6 10 6 s 1. After the azodendrimers were tethered to the pore walls of the MCM-41 materials, the rate constants of the cis-trans back isomerization were investigated using a similar method. The size of the dendrons showed a signi cant effect on the rate constants. The AzoG0 dendron with the smallest size exhibited the fastest reverse isomerization (10.2 10 6 s 1), whereas the bulkier AzoG3 dendron had the slowest reaction (2.6 10 6 s 1). This result is not surprising because the smaller AzoG0 has more freedom to isomerize within the con ned space of the MCM-41 materials. The azobenzene derivatives require an extra volume of at least 127 A3 to undergo complete isomerization (Victor and Torkelson, 1987). For the bulky AzoG3 dendron, the con ned space hinders the conformational change of the azobenzene ligands. The thermal cis-trans isomerization of the azobenzene ligands con ned in the nanopores has a constant rate constant and exhibits faster isomerization than in solution with the exception of the bulky AzoG3 dendrimer. This result is consistent with Brinker and coworkers observation of azobenzene-modi ed nanoporous silica lms and supports their two-rate-constant physical model. The nanoporous silica materials prepared by Brinker and coworkers have a cubic (BCC) pore structure. The azobenzene ligands positioned on the pore connections have different local environments from those positioned on the spherical pore surfaces. Thus the azobenzene ligands isomerize at two different rates fast and slow. The MCM-41 nanoporous materials prepared by Zink and coworkers have a hexagonal array pore structure in which all the azobenzene ligands positioned on the channel surfaces have the same local environment. Thus simple one-rateconstant rst-order kinetics is suf cient to describe the isomerization process. 13.3.2.3. Photoisomerization of Bridged Azobenzene Ligands in Mesoporous Silica Materials. Corriu and coworkers found that for thin lm samples using P123 surfactant templates, BSPA incorporated into a silica matrix exhibited similar reversible photoisomerization to that in solution (Besson et al., 2005). However, for BSPA TEOS co-gel thin lm samples without P123 template and pure BSPA gel lms, the azobenzene moieties showed no change in the UV/visible spectra under UV light irradiation, indicating hindered photoisomerization. This observation is consistent with Brinker and coworkers ndings on the hybrid silica materials prepared using azobenzene-bridged organosilane (BSUA). In Brinker s case (Liu et al., 2002), the hydrogen-bonding interaction between the urea groups not only self-assembles BSUA into highly ordered lamellar structures but also locks in the structures and hinders the photoisomerization of the azobenzene ligands. Only after dilution of BSUA with TEOS and
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HMDS to prevent the close packing of the BSUA molecules did the azobenzene ligands exhibit reversible photoisomerization. In Corriu s case, the BSPA/TEOS co-gel lms and the pure BSPA gel lms did not exhibit photoisomerization because of the lack of suf cient space for isomerization or the close packing of azobenzene ligands in the lm. The P123-templated nanoporous lms prepared using BSPA and TEOS precursors exhibited similar photoisomerization to those in solution because the removal of the surfactant molecules provided large free volume for the isomerization of the azobenzene ligands positioned on the pore surfaces.
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