Synthesis and Electropolymerization Behavior of Bis (Oligothienyl) Sulfides. Generation of Heteroaromatic Poly(<i>p</i>-phenylene sulfide) Analogs
Bibliographic record
Abstract
The synthesis and electrochemical properties of a series of bis(thiophene) sulfides is presented. The molecules were synthesized via either thiophenethiol substitution reactions with thienyl bromides or treatment of lithiated thiophenes with bis(phenylsulfonyl) sulfide. Bis(oligothienyl) sulfides based on thiophene, 3-hexylthiophene, and 3,4-ethylenedioxythiophene were similarly prepared. Investigation of the electrochemical properties reveal that, despite the presence of α,ω-CH positions on the two thiophene termini, not all derivatives formed polymers upon electro-oxidation. In some cases the inherent stability of the radical cation precluded coupling reactions; in others, radical cation solubility prevented electrodeposition of the putative polymer. Five of the monomers could be electropolymerized to afford poly(oligothienyl sulfides) which were characterized by electronic spectroscopy and electrochemical studies. Good correlations were found between the polymer redox properties and corresponding bis(arylthio) oligothiophene molecules previously reported.
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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 | 0.000 |
| 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 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".