{"corpus_id":92635338,"paper_sha":"aed6e578d10c0804f7966e5e9382589aa01e964d","doi":"10.1016/J.DYEPIG.2015.04.033","arxiv_id":null,"pmid":null,"pmcid":null,"mag_id":212569628,"dblp_id":null,"acl_id":null,"title":"Crowning of dibenzosilole with a naphthalenediimide functional group to prepare an electron acceptor for organic solar cells","year":2015,"publication_date":"2015-09-01","venue":"","journal":{"name":"Dyes and Pigments","pages":"314-321","volume":"120"},"journal_issn":null,"journal_title":null,"publication_types":[],"pubmed_pub_types":null,"s2_fields_of_study":["Materials Science","Chemistry"],"reference_count":40,"citation_count":13,"influential_citation_count":0,"is_open_access":true,"arxiv_categories":null,"arxiv_license":null,"arxiv_journal_ref":null,"mesh_headings":null,"chemicals":null,"comments_corrections":null,"source_flags":1,"s2_open_access_pdf_url":"https://research-repository.griffith.edu.au/bitstreams/8c8fe279-35c6-4c88-8805-49de8a362ffc/download","s2_open_access_landing_url":"https://www.semanticscholar.org/paper/aed6e578d10c0804f7966e5e9382589aa01e964d","s2_open_access_license":"CCBYNCND","s2_open_access_status":"GREEN","pmc_open_access_pdf_url":null,"pmc_open_access_landing_url":null,"pmc_open_access_license":null,"pmc_open_access_status":null,"unpaywall_open_access_pdf_url":null,"unpaywall_open_access_landing_url":null,"unpaywall_open_access_license":null,"unpaywall_open_access_status":null,"abstract":"A novel, solution-processable non-fullerene electron acceptor 9,9′-(5,5-dioctyl-5H-dibenzo [b,d]silole-3,7-diyl)bis(2,7-dioctyl-4-(octylamino)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone) (B3) based on dibenzosilole and naphthalenediimide building blocks was designed, synthesized, characterized and successfully used in a bulk-heterojunction organic solar cell. B3 displayed excellent solubility, thermal stability and acquired electron energy levels matching with those of archetypal donor polymer poly(3-hexylthiophene). Solution-processable bulk-heterojunction devices afforded 1.16% power conversion efficiency with a high fill factor of 53%. B3 is the first example in the literature using this design principle, where mild donor units at the peripheries of end-capped naphthalenediimide units tune solubility and optical energy levels simultaneously.","claims":[{"public_id":"cl_fddee83181ac82340fcc331c22da8a6a","status":"active","text":"A novel solution-processable non-fullerene electron acceptor based on dibenzosilole and naphthalenediimide building blocks was designed, synthesized, characterized, and used successfully in a bulk-heterojunction organic solar cell.","confidence":0.98,"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/claims/cl_fddee83181ac82340fcc331c22da8a6a"},{"public_id":"cl_5d86861627fe790f26b32c8876397e7a","status":"active","text":"B3 is presented as the first example of a design principle in which mild donor units at the peripheries of end-capped naphthalenediimide units tune solubility and optical energy levels simultaneously.","confidence":0.92,"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/claims/cl_5d86861627fe790f26b32c8876397e7a"},{"public_id":"cl_68454c7c4ed84716c8537cf4971a04f5","status":"active","text":"Solution-processable bulk-heterojunction devices using B3 achieved 1.16% power conversion efficiency with a fill factor of 53%.","confidence":0.98,"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/claims/cl_68454c7c4ed84716c8537cf4971a04f5"},{"public_id":"cl_7d701a95358821ae57c97909cdeef9e6","status":"active","text":"The molecule showed excellent solubility, thermal stability, and electron energy levels that match those of poly(3-hexylthiophene).","confidence":0.94,"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/claims/cl_7d701a95358821ae57c97909cdeef9e6"}],"concepts":[{"public_id":"co_0a37ea9ce3f445a8597a8b9a8cc5aafc","status":"active","name":"dibenzosilole","description":"A silicon-containing fused aromatic building block used in the acceptor design.","types":["chemical building block"],"aliases":["9,9'-dibenzo[b,d]silole"],"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/concepts/co_0a37ea9ce3f445a8597a8b9a8cc5aafc"},{"public_id":"co_2d75484208e2cb8b951b85646050a40c","status":"active","name":"naphthalenediimide building blocks","description":"Naphthalenediimide-derived units used as the electron-accepting core fragments in the molecule.","types":["chemical building block"],"aliases":["NDI building blocks","naphthalenediimide units"],"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/concepts/co_2d75484208e2cb8b951b85646050a40c"},{"public_id":"co_2f3f507f333e8038416f28bd6261f645","status":"active","name":"poly(3-hexylthiophene)","description":"A widely used donor polymer in organic photovoltaic devices.","types":["polymer","donor polymer"],"aliases":["P3HT"],"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/concepts/co_2f3f507f333e8038416f28bd6261f645"},{"public_id":"co_3f8a81dcc8cd65c7328a13ada0089961","status":"active","name":"solution-processable bulk-heterojunction devices","description":"Bulk-heterojunction photovoltaic devices fabricated from solution-processed materials.","types":["device"],"aliases":["solution-processable devices"],"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/concepts/co_3f8a81dcc8cd65c7328a13ada0089961"},{"public_id":"co_5a9785ca6ece47989057f3955545c47b","status":"active","name":"solution-processable non-fullerene electron acceptor","description":"An electron-accepting organic semiconductor that can be processed from solution and does not use a fullerene cage.","types":["material"],"aliases":["non-fullerene electron acceptor","electron acceptor"],"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/concepts/co_5a9785ca6ece47989057f3955545c47b"},{"public_id":"co_8baeb358085bcc72c93a28e1ded5c0da","status":"active","name":"mild donor units at the peripheries of end-capped naphthalenediimide units","description":"Donor substituents attached to the outer positions of end-capped naphthalenediimide units in the molecular design.","types":["chemical design feature"],"aliases":[],"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/concepts/co_8baeb358085bcc72c93a28e1ded5c0da"},{"public_id":"co_aa5e15af0000f8ce100ec59119d81820","status":"active","name":"power conversion efficiency","description":"The fraction of incident solar power converted into electrical power by a photovoltaic device.","types":["performance metric"],"aliases":["PCE"],"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/concepts/co_aa5e15af0000f8ce100ec59119d81820"},{"public_id":"co_bbb2d3cdd8561730b1d5757e54e9b9fa","status":"active","name":"bulk-heterojunction organic solar cell","description":"An organic photovoltaic device architecture in which donor and acceptor materials are blended together.","types":["device"],"aliases":["BHJ organic solar cell","bulk-heterojunction device"],"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/concepts/co_bbb2d3cdd8561730b1d5757e54e9b9fa"},{"public_id":"co_c49c29cb8f9fa8d8921943ca8806c41e","status":"active","name":"fill factor","description":"A photovoltaic performance metric describing the shape of the current-voltage curve.","types":["performance metric"],"aliases":["FF"],"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/concepts/co_c49c29cb8f9fa8d8921943ca8806c41e"},{"public_id":"co_dd754c50c825d4e4eed624f115f06d4d","status":"active","name":"B3","description":"A specific dibenzosilole-naphthalenediimide-based acceptor molecule synthesized in the study.","types":["compound"],"aliases":[],"contributors":[{"id":1,"public_id":"12632b8b5f","public_label":"Anonymous (12632b8b5f)","roles":["extraction"],"url":"https://sah.borca.ai/u/12632b8b5f"}],"url":"https://sah.borca.ai/concepts/co_dd754c50c825d4e4eed624f115f06d4d"}],"external_ids":{"DOI":"10.1016/J.DYEPIG.2015.04.033","ArXiv":null,"PubMed":null,"PubMedCentral":null,"MAG":212569628,"DBLP":null,"ACL":null},"open_access":{"is_open_access":true,"pdf_url":"https://research-repository.griffith.edu.au/bitstreams/8c8fe279-35c6-4c88-8805-49de8a362ffc/download","landing_url":"https://www.semanticscholar.org/paper/aed6e578d10c0804f7966e5e9382589aa01e964d","source":"semantic_scholar","pdf_url_source":"semantic_scholar_open_access_pdf","license":"CCBYNCND","status":"GREEN","reason":null},"reference_availability":{"status":"available","references_indexed":true,"full_text_available":false,"full_text_source":null,"count_basis":"semantic_scholar_metadata","extraction_status":"not_applicable","reason":null},"source":{"provider":"episteme2","base_corpus":"semantic_scholar_dump","freshness_mode":"unknown","basis":["semantic_scholar_metadata","postgres_metadata"],"limits":["paper metadata is based on indexed upstream scholarly datasets","claims and concepts are available only for extracted papers","absence of claims or concepts means no extracted graph data is available in this response"],"status":"available","degraded":false,"degraded_reasons":[],"diagnostics":{"status":"available","degraded":false,"degraded_reasons":[],"metadata_status":"available","graph_status":"available","abstract_status":"available"},"source_flags":1},"paper_id":634637,"paper_uid":"6ef220b3-3da1-435b-8298-eae6d68df493","canonical_identity":{"paper_id":634637,"paper_uid":"6ef220b3-3da1-435b-8298-eae6d68df493","identity_status":"available","lookup_basis":"semantic_scholar_external_id","compatibility_path":"corpus_id"},"url":"https://sah.borca.ai/papers/92635338"}