light-triggered changes in the polarity of a material are of interest, as the switching mechanism does not rely on diffusion, as is the case with the pH-or electrolyteinduced switching of polyelectrolytes. [18] However, one of the major challenges of light-responsive spiropyran that has yet to be solved is the rather slow dynamics of the molecular rearrangements (i.e., slow switching behavior) and the oxidative degradation that can occur during the process. Another group of photoresponsive polarity-switching materials are known as donor acceptor Stenhouse adducts (DASAs). DASAs were discovered recently and have gained an increasing amount of attention in a broad range of fields, generating literal toolboxes for the fast implementation into existing systems to add further functionalities. [19][20][21][22][23][24][25][26][27] These compounds are derived from furfural, a commodity chemical and plant by-product, which is a great step toward sustainable building blocks for photoswitchable compounds. Initial studies focusing on the incorporation of the photoresponsive DASA domain into polymer matrices have been carried out, and the products of which displayed a photoinduced change in wetting behavior based around the mechanism displayed in Figure 1a. [28,29] Both studies found that there was no observable back-switching for DASAs on surfaces, which stands in sharp contrast to the fast switching observed for these molecules in solution. A newer study has reported that second-generation DASA-containing polymers could be switched back within hours, triggered by the glass transition of the matrix polymer. [30] Very recently Zheng et al. reported the reversible switching of a silica nanoparticle bound poly dopamine based DASA system, which could, once immobilized on a polydimethylsiloxane substrate, induce a change in water contact angle (WCA) of up to ≈40°. [31] We have been working in the recent past on cellulose-ester and hydroxypropyl cellulose (HPC)-ester polymers, which can be tailored with respect to their thermal behavior (T g ), and such materials can be applied as nanoparticle coatings on planar surfaces. [32,33] When cellulose-or HPC-ester nanoparticles are being coated onto a planar solid or porous (e.g., paper) substrate, superhydrophobic surface properties with WCAs exceeding 150° can be observed through a combination of roughness (a film consisting of nanoparticles) and low surface energy. Through thermal treatment, the nanoparticle structure Recently, donor acceptor Stenhouse adducts (DASAs) have received interest as photoresponsive polarity switches. In this work, a range of DASAs are synthesized and combined with nanoparticles from hydroxypropyl cellulose stearic acid ester to yield a photoresponsive composite material. This composite is spray-coated onto porous paper substrates, forming an interface that is initially superhydrophobic and can be switched by a visible light trigger to become hydrophilic. Subsequently, this hydrophilic state can be switched back to regain a hydrophobic surface by heating abo...