The preparation of 3,6‐bis(3‐hexylthien‐2‐yl)‐<i>s</i>‐tetrazine and its conjugated polymers
Bibliographic record
Abstract
Abstract We demonstrated, for the first time, that 3,6‐bis(3‐hexylthien‐2‐yl)‐ s ‐tetrazine (TTz) with hexyl group at the 3‐position of thiophene rings can be prepared using a modified sulfur‐assisted Pinner synthesis. Although the hexyl group creates large steric hindrance to the tetrazine ring formation reaction, and the reaction under a traditional condition only produces trace amount of the target product, the yield of this reaction under a modified reaction condition using anhydrous hydrazine at 68 °C can reach 65%. Two new copolymers of the resulting TTz and hexyl‐ or 2‐ethylhexyl‐substituted cyclepentadithiophene have been prepared. The polymers show a broader light absorption in film than in solution attributing to the large distribution of effective conjugation length of polymer chain due to the existence of both cis‐ and trans‐orientations of the 3‐hexylthiophene units in the planar polymer chain in solid state. Although the polymers show a narrow band gap and a deep HOMO level, which are desirable for generating an efficient light absorption and a larger open circuit voltage ( V oc ) of the resulting solar cell devices, the device performance is not as good as expected. It is attributed to the random distribution of the cis‐ and trans‐conformations along the polymer chain. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011.
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How this classification was reachedexpand
Full frame distilled prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.
Codex and Gemma teacher scores by category
| 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 | 0.001 |
| Science and technology studies | 0.000 | 0.001 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.000 | 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 teacher head, 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".