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Herein, based on space and bond synergistic conjugation, a multiple\u2010aniline organic small molecule (TPD), is synthesized for high\u2010efficiency second near\u2010infrared (NIR\u2010II, 900\u20131700\u00a0nm) photoacoustic imaging guided PTT. With the heterogeneity of six nitrogen atoms in TPD, the lone electrons on the nitrogen atom and the <jats:italic>\u03c0<\/jats:italic> bond orbital on the benzene ring form multielectron conjugations with highly delocalized state, which endowed TPD with strong NIR\u2010II absorption (maximum peak at 925\u00a0nm). Besides, according to the single molecular reorganization, the alkyl side chains on TPD make more free space for intramolecular motion to enhance the photothermal conversion ability. Forming TPD nanoparticles (NPs) in J\u2010aggregation, they show a further bathochromic\u2010shifted absorbance (maximum peak at 976\u00a0nm) as well as a high photothermal conversion efficiency (66.7%) under NIR\u2010II laser irradiation. In vitro and in vivo experiments demonstrate that TPD NPs can effectively inhibit the growth of tumors without palpable side effects. The study provides a novel NIR\u2010II multiple\u2010aniline structure based on multielectron hyperconjugation, and opens a new design thought for photothermal agents.<\/jats:p>","DOI":"10.1002\/adhm.202301116","type":"journal-article","created":{"date-parts":[[2023,8,4]],"date-time":"2023-08-04T18:47:45Z","timestamp":1691174865000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":14,"title":["Space and Bond Synergistic Conjugation Controlling Multiple\u2010Aniline NIR\u2010II Absorption for Photoacoustic Imaging Guided Photothermal Therapy"],"prefix":"10.1002","volume":"12","author":[{"given":"Longcai","family":"Liu","sequence":"first","affiliation":[{"name":"Center for Rehabilitation Medicine Rehabilitation &amp; Sports Medicine Research Institute of Zhejiang Province Department of Rehabilitation Medicine Zhejiang Provincial People's Hospital (Affiliated People's Hospital) Hangzhou Medical College  Hangzhou Zhejiang 310014 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