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Extended \u03c0\u2010conjugation required for red\u2010shifted emission typically enhances nonradiative decay and aggregation\u2010induced quenching, resulting in reduced radiative rate constants (\n                    <jats:italic>k<\/jats:italic>\n                    <jats:sub>r<\/jats:sub>\n                    ) and increased lasing thresholds (\n                    <jats:italic>E<\/jats:italic>\n                    <jats:sub>th<\/jats:sub>\n                    ). Here, we report molecular design strategies based on a diketopyrrolopyrrole (DPP) scaffold that independently address high radiative decay and advanced molecular orientation control aimed at low\u2010threshold red OSLs. For solution\u2010processed architectures, donor rigidification using hexamethylazatriangulene (HMAT) combined with DPP cores enables precise modulation of excited\u2010state dynamics, suppressing nonradiative pathways while maintaining high oscillator strength. This strategy affords efficient deep\u2010red emission and reduced lasing thresholds in distributed feedback (DFB) structures. Further, a miniaturized DPP framework with improved thermal evaporation compatibility enables stable vacuum deposition and promotes preferential horizontal molecular orientation, leading to efficient red DFB lasing with low thresholds. These results establish complementary molecular design strategies for controlling the photophysical properties and molecular orientation of DPP\u2010based gain media, providing a versatile platform for low\u2010threshold red OSLs across both solution\u2010processed and vacuum\u2010deposited architectures.\n                  <\/jats:p>","DOI":"10.1002\/anie.7127460","type":"journal-article","created":{"date-parts":[[2026,9,23]],"date-time":"2026-09-23T08:55:45Z","timestamp":1790153745000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Low\u2010Threshold Red Lasing in Diketopyrrolopyrrole\u2010Based Organic Semiconductor Films"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4746-784X","authenticated-orcid":false,"given":"Youhei","family":"Chitose","sequence":"first","affiliation":[{"name":"Center for Organic Photonics and Electronics Research (OPERA) and Department of Applied Chemistry Kyushu 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