{"doi":"10.1055/a-1534-1508","title":"Structure–Assembly–Property Relationships of Simple Ditopic Hydrogen-Bonding-Capable π-Conjugated Oligomers","abstract":"A series of simple ditopic hydrogen-bonding-capable molecules functionalized with 2,4-diamino-1,3,5-triazine (DAT), barbiturate (B), and phthalhydrazide (PH) on both termini of a 2,2′-bithiophene linker were designed and synthesized. The intrinsic electronic structures of the ditopic DAT, PH, and B molecules were investigated with ground-state density functional theory calculations. Their solution absorbance was investigated with UV-vis, where it was found that increasing size of R group substituents on the bithiophene linker resulted in a general blue-shift in solution absorbance maximum. The solid-state optical properties of ditopic DAT and B thin films were evaluated by UV-vis, and it was found that the solid-state absorbance was red-shifted with respect to solution absorbance in all cases. The three DAT molecules were vacuum-thermal-deposited onto Au(111) substrates and the morphologies were examined using scanning tunneling microscopy. (DAT-T)2 was observed to organize into six-membered rosettes on the surface, whereas (DAT-TMe)2 formed linear assemblies before and after thermal annealing. For (DAT-Toct)2 , an irregular arrangement was observed, while (B-TMe)2 showed several co-existent assembly patterns. The work presented here provides fundamental molecular–supramolecular relationships useful for semiconductive materials design based on ditopic hydrogen-bonding-capable building blocks.","journal":"Organic Materials","year":2021,"id":205889,"datarank":0.0,"base_score":0.0,"endowment":0.0,"self_citation_contribution":0.0,"citation_network_contribution":0.0,"self_endowment_contribution":0.0,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":7,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.9534,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2021-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":406920,"name":"Cory T. Kornman","orcid":"0000-0001-9174-2226","position":1,"is_corresponding":false},{"id":406921,"name":"Lei Li","orcid":"0000-0001-8901-4932","position":2,"is_corresponding":false},{"id":790311,"name":"Daken J. Starkenburg","orcid":null,"position":3,"is_corresponding":false},{"id":789718,"name":"Xueying Zhao","orcid":"0000-0003-0857-2823","position":4,"is_corresponding":false},{"id":789719,"name":"Danielle E. Fagnani","orcid":"0000-0003-3373-4265","position":5,"is_corresponding":false},{"id":790312,"name":"Sara J. Sadovy","orcid":null,"position":6,"is_corresponding":false},{"id":790313,"name":"Scott S. Perry","orcid":null,"position":7,"is_corresponding":false},{"id":789720,"name":"Jiangeng Xue","orcid":"0000-0002-0932-3469","position":8,"is_corresponding":false},{"id":406923,"name":"Ronald K. Castellano","orcid":"0000-0003-4322-9932","position":9,"is_corresponding":false},{"id":406922,"name":"Asmerom O. Weldeab","orcid":"0000-0002-3004-7841","position":0,"is_corresponding":true}],"reference_count":72,"raw_metadata":null,"created_at":"2026-07-18T23:51:37.630221Z","pmid":null,"pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}