{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,21]],"date-time":"2026-06-21T08:22:35Z","timestamp":1782030155890,"version":"3.54.5"},"reference-count":39,"publisher":"MDPI AG","issue":"8","license":[{"start":{"date-parts":[[2025,4,14]],"date-time":"2025-04-14T00:00:00Z","timestamp":1744588800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Japan Society for the Promotion of Science (JSPS) KAKENHI","award":["23H01947"],"award-info":[{"award-number":["23H01947"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>A pressure-sensitive elastomer film incorporating fluorenylidene\u2013acridane (FA) in its folded conformation was successfully developed for use in pressure-sensitive applications. The elastomer network was swollen with acetone, creating space to accommodate FA molecules. Although FA dissolved in acetone and adopted a twisted conformer, a solvent exchange process with methanol facilitated the reprecipitation of FA in its yellow folded conformation within the elastomer matrix. Confocal and scanning electron microscopy confirmed the incorporation of FA in its folded form within the matrix, while film stretching testing and water resistance analyses highlighted the film\u2019s durability. The film exhibited a reversible color change upon mechanical pressure, reverting back to yellow when treated with methanol. This approach presents a promising method for the integration of FA into elastomer films, with potential applications in flexible mechanical sensors and other responsive materials.<\/jats:p>","DOI":"10.3390\/molecules30081761","type":"journal-article","created":{"date-parts":[[2025,4,15]],"date-time":"2025-04-15T03:59:06Z","timestamp":1744689546000},"page":"1761","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Fabrication of Elastic Color-Changing Films\u2014Elastomer Films Incorporating Mechanochromic Fluorenylidene\u2013Acridane"],"prefix":"10.3390","volume":"30","author":[{"ORCID":"https:\/\/orcid.org\/0009-0009-7429-296X","authenticated-orcid":false,"given":"Koki","family":"Iwasaki","sequence":"first","affiliation":[{"name":"Department of Chemical Systems Engineering, Graduate School of Engineering, Nagoya University, Nagoya 464-8603, Aichi, Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9084-9670","authenticated-orcid":false,"given":"Yutaka","family":"Matsuo","sequence":"additional","affiliation":[{"name":"Department of Chemical Systems Engineering, Graduate School of Engineering, Nagoya University, Nagoya 464-8603, Aichi, Japan"},{"name":"Institute of Materials Innovation, Institutes for Future Society, Nagoya University, Nagoya 464-8603, Aichi, Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2025,4,14]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"475","DOI":"10.1039\/C7SC03567E","article-title":"A Fluorenylidene-Acridane That Becomes Dark in Color upon Grinding-Ground State Mechanochromism by Conformational Change","volume":"9","author":"Suzuki","year":"2018","journal-title":"Chem. Sci."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"8762","DOI":"10.1002\/anie.201902636","article-title":"Mechanochromism, Twisted\/Folded Structure Determination, and Derivatization of (N-Phenylfluorenylidene)acridane","volume":"58","author":"Matsuo","year":"2019","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"93","DOI":"10.1038\/s42004-020-00345-6","article-title":"Equilibrium and Thermodynamic Studies of Chromic Overcrowded Fluorenylidene-Acridanes with Modified Fluorene Moieties","volume":"3","author":"Wang","year":"2020","journal-title":"Commun. Chem."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"11181","DOI":"10.1039\/D2TC01988D","article-title":"Quantitative and High-resolution Mechanical Pressure Sensing Functions of Mechanochromic Fluorenylidene-Acridane","volume":"10","author":"Ogumi","year":"2022","journal-title":"J. Mater. Chem. C"},{"key":"ref_5","doi-asserted-by":"crossref","unstructured":"Ogumi, K., Nagata, K., Takimoto, Y., Mishiba, K., and Matsuo, Y. (2022). Inkjet Printing of Mechanochromic Fluorenylidene-Acridane. Sci. Rep., 12.","DOI":"10.1038\/s41598-022-21600-x"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"397","DOI":"10.1021\/acsaenm.3c00702","article-title":"Color-Changing Paper: Cellulose Nanofiber Films Incorporating Mechanochromic Fluorenylidene-Acridane","volume":"2","author":"Ogumi","year":"2024","journal-title":"ACS Appl. Eng. Mater."},{"key":"ref_7","doi-asserted-by":"crossref","unstructured":"Tang, C. (2024). Fundamental Aspects of Stretchable Mechanochromic Materials: Fabrication and Characterization. Materials, 17.","DOI":"10.3390\/ma17163980"},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1063","DOI":"10.1039\/D4TC03815K","article-title":"Polymorphism in Mechanochromic Luminogens: Recent Advances and Perspectives","volume":"13","author":"Gavale","year":"2025","journal-title":"J. Mater. Chem. C"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"e202300355","DOI":"10.1002\/asia.202300355","article-title":"Polycyclic Aromatic Hydrocarbon-based Soft Materials: Applications in Fluorescent Detection, Gelation, AIEE and Mechanochromism","volume":"18","author":"Goyal","year":"2023","journal-title":"Chem. Asian J."},{"key":"ref_10","doi-asserted-by":"crossref","unstructured":"Shimizu, M., Nishimura, K., Mineyama, M., Terao, R., Sakurai, T., and Sakaguchi, H. (2024). Bis(tricyclic) Aromatic Enes That Exhibit Efficient Fluorescence in the Solid State. Molecules, 29.","DOI":"10.3390\/molecules29225361"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"18985","DOI":"10.1039\/D4SC06150K","article-title":"Controlling the Thermodynamic Stability of Conformational Isomers of Bistricyclic Aromatic Enes by Introducing Boron and Silicon Atoms","volume":"15","author":"Yamada","year":"2024","journal-title":"Chem. Sci."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"129366","DOI":"10.1016\/j.cej.2021.129366","article-title":"\u03c0-stacked donor-acceptor molecule to realize hybridized local and charge-transfer excited state emission with multi-stimulus response","volume":"418","author":"Yang","year":"2021","journal-title":"Chem. Eng. J."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"2000528","DOI":"10.1002\/marc.202000528","article-title":"Mechanochromism in Structurally Colored Polymeric Materials","volume":"42","author":"Clough","year":"2021","journal-title":"Macromol. Rapid Commun."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"100774","DOI":"10.1016\/j.apmt.2020.100774","article-title":"Mechanical approaches to dynamic, reversible mechanochromism based on thin film interference","volume":"20","author":"Oyefusi","year":"2020","journal-title":"Appl. Mater. Today"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"87","DOI":"10.1016\/j.energy.2019.04.061","article-title":"Piezoelectric device operating as sensor and harvester to drive switching circuit in LED shoes","volume":"177","author":"Jeong","year":"2019","journal-title":"Energy"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"1119","DOI":"10.1021\/ed075p1119","article-title":"The Chemistry behind Carbonless Copy Paper","volume":"75","author":"White","year":"1998","journal-title":"J. Chem. Educ."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"6436","DOI":"10.1021\/jacs.5b00877","article-title":"Reversible Near-Infrared\/Blue Mechanofluorochromism of Aminobenzopyranoxanthene","volume":"137","author":"Tanioka","year":"2015","journal-title":"J. Am. Chem. Soc."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"6572","DOI":"10.1021\/acsapm.4c00842","article-title":"Mechanochromic Polyolefin Elastomers","volume":"6","author":"Micheletti","year":"2024","journal-title":"ACS Appl. Polym. Mater."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"611","DOI":"10.1002\/cjoc.202300451","article-title":"Impact of Polymer Matrix on Polymer Mechanochromism from Excited State Intramolecular Proton Transfer","volume":"42","author":"Wu","year":"2024","journal-title":"Chin. J. Chem."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"10044","DOI":"10.1021\/ja8019356","article-title":"Reversible Mechanochromic Luminescence of [(C6F5Au)2(\u00b5-1,4-Diisocyanobenzene)]","volume":"130","author":"Ito","year":"2008","journal-title":"J. Am. Chem. Soc."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"2641","DOI":"10.1002\/anie.200805602","article-title":"Dynamic Crystals: Visually Detected Mechanochemical Changes in the Luminescence of Gold and Other Transition-Metal Complexes","volume":"48","author":"Balch","year":"2009","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1006\/jssc.2000.8710","article-title":"Mechanochemical reaction of polymeric oxovanadium(IV) complexes with Schiff base ligands derived from 5-nitrosalicylaldehyde and diamines","volume":"153","author":"Tsuchimoto","year":"2000","journal-title":"J. Solid State Chem."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"2009","DOI":"10.1038\/ncomms3009","article-title":"Mechanical stimulation and solid seeding trigger single-crystal-to-single-crystal molecular domino transformations","volume":"4","author":"Ito","year":"2013","journal-title":"Nat. Commun."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"1520","DOI":"10.1021\/ja0677362","article-title":"Material design for piezochromic luminescence: Hydrogen-bond-directed assemblies of a pyrene derivative","volume":"129","author":"Sagara","year":"2007","journal-title":"J. Am. Chem. Soc."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"4302","DOI":"10.1021\/jacs.7b00342","article-title":"Mechano- and Thermoresponsive Photoluminescent Supramolecular Polymer","volume":"139","author":"Lavrenova","year":"2017","journal-title":"J. Am. Chem. Soc."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"3878","DOI":"10.1039\/c2cs35016e","article-title":"Recent advances in organic mechanofluorochromic materials","volume":"41","author":"Chi","year":"2012","journal-title":"Chem. Soc. Rev."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"109311","DOI":"10.1016\/j.dyepig.2021.109311","article-title":"Multicolor mechanochromism of a phenothiazine derivative through molecular interaction and conformational modulations","volume":"190","author":"Fan","year":"2021","journal-title":"Dyes Pigments"},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1109\/JSEN.2013.2279394","article-title":"Development of a Skin-Like Tactile Sensor Array for Curved Surface","volume":"14","author":"Wang","year":"2014","journal-title":"IEEE Sens. J."},{"key":"ref_29","doi-asserted-by":"crossref","unstructured":"Yu, X.W., Mahajan, B.K., Shou, W., and Pan, H. (2017). Materials, Mechanics, and Patterning Techniques for Elastomer-Based Stretchable Conductors. Micromachines, 8.","DOI":"10.3390\/mi8010007"},{"key":"ref_30","doi-asserted-by":"crossref","unstructured":"Filippova, O.V., Maksimkin, A.V., Dayyoub, T., Larionov, D.I., and Telyshev, D.V. (2023). Sustainable Elastomers for Actuators: \u201cGreen\u201d Synthetic Approaches and Material Properties. Polymers, 15.","DOI":"10.3390\/polym15122755"},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"1073","DOI":"10.1038\/s41428-021-00505-y","article-title":"Rheological studies on polymer networks with static and dynamic crosslinks","volume":"53","author":"Katashima","year":"2021","journal-title":"Polym. J."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"4016","DOI":"10.1021\/acs.macromol.3c02207","article-title":"Supramolecular Templation of Entanglements and Their Spectroscopic Detection in Polymer Elastomers","volume":"57","author":"Wang","year":"2024","journal-title":"Macromolecules"},{"key":"ref_33","doi-asserted-by":"crossref","unstructured":"Watanabe, M., Takeda, Y., Maruyama, T., Ikeda, J., Kawai, M., and Mitsumata, T. (2019). Chain Structure in Cross-Linked Polyurethane Magnetic Elastomer Under a Magnetic Field. Int. J. Mol. Sci., 20.","DOI":"10.3390\/ijms20122879"},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"54286","DOI":"10.1039\/C6RA08650K","article-title":"Morphology and hydroscopic properties of acrylic\/thermoplastic polyurethane core\u2013shell electrospun micro\/nano fibrous mats with tunable porosity","volume":"6","author":"Safeeda","year":"2016","journal-title":"RSC Adv."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"803","DOI":"10.1016\/0014-3057(95)00039-9","article-title":"Diffusion of Free Polydimethylsiloxane Chains in Polydimethylsiloxane Elastomer Networks","volume":"31","author":"Mazan","year":"1995","journal-title":"Eur. Polym. J."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"928","DOI":"10.2324\/gomu.31.928","article-title":"Methods for Determining the Degree of Swelling","volume":"31","author":"Kamagata","year":"1958","journal-title":"Nippon. Gomu Kyokaishi"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"72","DOI":"10.1016\/j.surfcoat.2016.03.014","article-title":"Investigation on contact angle measurement methods and wettability transition of porous surfaces","volume":"292","author":"Gu","year":"2016","journal-title":"Surf. Coat. Technol."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"e202401331","DOI":"10.1002\/anie.202401331","article-title":"Multi-Functional Integration of Phosphor, Initiator, and Crosslinker for the Photo-Polymerization of Flexible Phosphorescent Polymer Gels","volume":"63","author":"Cao","year":"2024","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"159245","DOI":"10.1016\/j.cej.2025.159245","article-title":"The luminescence mechanism of two pure organic room temperature phosphorescent isomers, mechanical force detection, 3D modeling, and dynamic data encryption","volume":"505","author":"Zhu","year":"2025","journal-title":"Chem. Eng. J."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/30\/8\/1761\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,9]],"date-time":"2025-10-09T17:14:34Z","timestamp":1760030074000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/30\/8\/1761"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,4,14]]},"references-count":39,"journal-issue":{"issue":"8","published-online":{"date-parts":[[2025,4]]}},"alternative-id":["molecules30081761"],"URL":"https:\/\/doi.org\/10.3390\/molecules30081761","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,4,14]]}}}