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Spin\u2013orbit charge-transfer intersystem crossing (SOCT-ISC) in pure organic donor\u2013acceptor molecules offers an effective means to convert singlet charge-transfer states into triplet products without relying on heavy atoms. To date, however, quantitative insights into SOCT-ISC systems remain limited, and it is unclear how various recombination processes compete with the triplet formation channel. Here, we conduct a systematic study of excited-state dynamics in a PBI-4Cz pentad, comprising four carbazole donor units situated at the ortho-positions of a perylene bisimide acceptor, in different environments and under different temperatures. We find that the PBI triplet formation yield in 2-methyltetrahydrofuran solvent increases from 10% to 60% as the temperature decreases from 300 to 80 K, whereas it is temperature-independent (45%) in a poly(methyl methacrylate) matrix. Global analysis of transient absorption kinetics shows that the temperature dependence in solvent arises from more substantial suppression of the singlet recombination channel than the triplet formation channel due to gradually frozen molecular configuration with decreasing temperature. Importantly, we establish that an intermediate donor\u2013acceptor dihedral angle (i.e., neither coplanar nor orthogonal) can simultaneously allow for efficient charge-transfer absorption, ultrafast charge separation, and efficient triplet formation, which allows us to demonstrate red-light-driven photon upconversion using the PBI-4Cz pentad as a sensitizer. These unprecedented insights for SOCT-ISC provide guidelines for the design and control of optical properties and triplet formation yields in pure organic systems.<\/jats:p>","DOI":"10.1021\/jacs.6c08126","type":"journal-article","created":{"date-parts":[[2026,8,8]],"date-time":"2026-08-08T15:02:16Z","timestamp":1786201336000},"page":"34382-34392","source":"Crossref","is-referenced-by-count":0,"title":["Simultaneously\nStrong Charge-Transfer Absorption and\nEfficient Triplet Formation in Organic Donor\u2013Acceptor Molecules"],"prefix":"10.1021","volume":"148","author":[{"given":"Bo","family":"Zhang","sequence":"first","affiliation":[{"name":"Dalian Institute of Chemical Physics, Chinese Academy of Sciences , , , ,","place":["Dalian, Liaoning, China, 116023"]},{"name":"University of Chinese Academy of Sciences , ,","place":["Beijing, China, 100049"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4828-6493","authenticated-orcid":true,"given":"Zhaolong","family":"Wang","sequence":"additional","affiliation":[{"name":"Dalian Institute of Chemical Physics, Chinese Academy of Sciences , , , ,","place":["Dalian, Liaoning, China, 116023"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xubin","family":"Wang","sequence":"additional","affiliation":[{"name":"Shaanxi Normal University , , , ,","place":["Xi\u2019an, Shaanxi, China, 710062"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0004-3116-8137","authenticated-orcid":true,"given":"Runze","family":"Liu","sequence":"additional","affiliation":[{"name":"Dalian Jiaotong University , , ,","place":["Dalian, P. R. China, 116028"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hong","family":"Zhang","sequence":"additional","affiliation":[{"name":"Dalian Institute of Chemical Physics, Chinese Academy of Sciences , , , ,","place":["Dalian, Liaoning, China, 116023"]},{"name":"University of Chinese Academy of Sciences , ,","place":["Beijing, China, 100049"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chengming","family":"Nie","sequence":"additional","affiliation":[{"name":"Dalian Institute of Chemical Physics, Chinese Academy of Sciences , , , ,","place":["Dalian, Liaoning, China, 116023"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0519-4724","authenticated-orcid":true,"given":"Jingyi","family":"Zhu","sequence":"additional","affiliation":[{"name":"Dalian Institute of Chemical Physics, Chinese Academy of Sciences , , , ,","place":["Dalian, Liaoning, China, 116023"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1047-6606","authenticated-orcid":true,"given":"Kaifeng","family":"Wu","sequence":"additional","affiliation":[{"name":"Dalian Institute of Chemical Physics, Chinese Academy of Sciences , , , ,","place":["Dalian, Liaoning, China, 116023"]},{"name":"University of Chinese Academy of Sciences , ,","place":["Beijing, China, 100049"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,8]]},"reference":[{"issue":"6174","key":"2026081910222086100_cit1","doi-asserted-by":"publisher","first-page":"1239176","DOI":"10.1126\/science.1239176","article-title":"Solar Synthesis: Prospects in Visible Light Photocatalysis","volume":"343","author":"Schultz","year":"2014","journal-title":"Science"},{"key":"2026081910222086100_cit2","doi-asserted-by":"publisher","first-page":"343","DOI":"10.1038\/s41586-018-0835-2","article-title":"Photoredox catalysis\nusing infrared light via triplet\nfusion upconversion","volume":"565","author":"Ravetz","year":"2019","journal-title":"Nature"},{"key":"2026081910222086100_cit3","doi-asserted-by":"publisher","first-page":"1338","DOI":"10.1126\/science.abg0720","article-title":"Photochemical\nintermolecular dearomative cycloaddition\nof bicyclic azaarenes with alkenes","volume":"371","author":"Ma","year":"2021","journal-title":"Science"},{"key":"2026081910222086100_cit4","doi-asserted-by":"publisher","first-page":"477","DOI":"10.1038\/s41586-022-04636-x","article-title":"Intermolecular\n[2\u03c0+2\u03c3]-photocycloaddition\nenabled by triplet energy transfer","volume":"605","author":"Kleinmans","year":"2022","journal-title":"Nature"},{"key":"2026081910222086100_cit5","doi-asserted-by":"publisher","first-page":"380","DOI":"10.1126\/science.aal2490","article-title":"Photosensitized,\nenergy transfer-mediated organometallic catalysis through electronically\nexcited nickel(II)","volume":"355","author":"Welin","year":"2017","journal-title":"Science"},{"key":"2026081910222086100_cit6","doi-asserted-by":"publisher","first-page":"878","DOI":"10.1063\/1674-0068\/cjcp2407098","article-title":"Mechanistic\nstudy of initial quenching process in photocatalytic \u03b1-keto\nacids radical acylation: A general strategy for enhancing quantum\nefficiency","volume":"37","author":"Lin","year":"2024","journal-title":"Chin. 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A"},{"key":"2026081910222086100_cit47","doi-asserted-by":"publisher","first-page":"1923","DOI":"10.1021\/jp212546w","article-title":"Intersystem\nCrossing Involving Strongly Spin Exchange-Coupled Radical Ion Pairs\nin Donor\u2013bridge\u2013Acceptor Molecules","volume":"116","author":"Colvin","year":"2012","journal-title":"J. Phys. Chem. A"},{"issue":"24","key":"2026081910222086100_cit48","doi-asserted-by":"publisher","first-page":"8305","DOI":"10.1039\/d0tc00017e","article-title":"Intersystem crossing via charge recombination\nin a perylene\u2013naphthalimide compact electron donor\/acceptor\ndyad","volume":"8","author":"Imran","year":"2020","journal-title":"J. Mater. Chem. 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