Tuning the Electronic Properties of Poly(thienothiophene vinylene)s via Alkylsulfanyl and Alkylsulfonyl Substituents
Bibliographic record
Abstract
The use of alkylsulfanyl and alkylsulfonyl side chains are demonstrated to be a useful synthetic strategy for tuning the electronic properties of organic semiconductors, as shown in thienothiophene vinylene polymers. By changing the oxidation state of sulfanyl to sulfonyl, we lower the HOMO and LUMO energy levels of our substituted polymers, as well as enhance their fluorescence. Fine-tuning of the energy levels was achieved by combining sulfanyl and sulfonyl substituted thienothiophene monomers through random polymerization, yielding polymers with low-band gaps (1.5 eV) yet benefiting from a structurally uniform conjugated backbone. The effects of these functional side chains are presented through DFT calculations, UV–vis, fluorescence, and electrochemical measurements, as well as crystallographic analysis of a sulfanyl-substituted oligomer. The semiconducting properties of the new polymers are studied in OFET and OPV devices.
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How this classification was reachedexpand
Full frame machine prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.
Distilled classifier scores by category (both heads)
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.001 | 0.000 |
Machine scores (provisional)
The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.
Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.
How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".