Photocycloaddition in liquid ethyl cinnamate and in ethyl cinnamate glasses. The photoreaction as a probe into the micromorphology of the solid

Photoreactivity of polymers with dimerizable side-groups: Kinetic analysis for probing morphology and molecular organization

“…In particular, oligomerization has been claimed to proceed in some cases, and well-defined free radical intermediates have been detected 40) . However, the demonstrated prevalence of dimerization in PV-Cin 16) , as well as in liquid ethyl cinnamate 17) irradiated at room temperature authorizes the simplified view of Scheme 2, whatever the singlet or triplet nature of the excited state at the origin of a particular event of this pattern 18) .…”

“…The photochemical behavior of PV-Cin [11][12][13] and of its low molecular weight models 14,15) has been examined in some details. In particular, it is worth mentioning the major contribution of a series of papers establishing unambiguously that dimer formation was the main pathway for polymer cross-linking and presenting the polymer matrix as an ensemble of chromophore pairs of predetermined reactivity 16,17) . Ethyl cinnamate, PV-Cin and a solid polyester including the cinnamoyl in the main chain were studied comparatively 18) .…”

Organic Solid-State Reactions

“…Importantly, also amorphous phases can be photoreactive due to the available voids. Thus, while crystalline trans-ethylcinnamate (mp 10 ∘ C) does not photodimerize, its amorphous solid as a supercooled solid glass (glass transition at −103 ∘ C) photodimerizes in a temperature range from −196 to −20 ∘ C giving 6 (at −196 ∘ C 5) stereoisomeric dimers, where α-truxillate (ht), β-truxinate (hh), and -truxinate (hh) prevail in about equal proportions at 90% conversion [146]. Stereospecificities and complete conversions cannot be expected from amorphous phases, but even when a self-assembled crystal packing is decisive, the photolyses of crystals are not always stereospecific.…”

Photopatternable Conducting Polymer Nanocomposite with Incorporated Gold Nanoparticles for Use in Organic Field Effect Transistors

“…19,20 The CI molecules on the surfaces of the AuNPs acted as bridges between the AuNPs to covalently link the nanocomposites within the film, as a result, a photopatternable film was produced via selective cross-linking through a shadow mask. Notably, this nanocomposite retained the π-π stacking interactions of the conjugated polymer chain during the crosslinking process, as determined by XRD studies and the UV/vis spectrum, and the electrical properties could be enhanced by adjusting the UV irradiation time.…”

“…The general crosslinked chemical structure, representing the covalently bonded cinnamate groups on AuNPs surfaces is shown in the photo-induced patterning process of P3HT-AuNPs-CI (Figure (8)). 19 It is assumed that the crosslinking procedure causes the slight movement and rearrangement of AuNPs in the solid film, leading to the increase in the self-orientation of the P3HT. A more detailed study is desired to understand the UV treatment effect on the device performance of the new semiconductor film in the next project.…”