Synthesis and characterization of low-molecular-weight azo-acetoxystyrene and azo-naphthalene oligomers via stable free radical polymerization (SFRP)
Bibliographic record
Abstract
As an approach toward controlled molecular architecture through stable free radical polymerization (SFRP), we have prepared a series of oligomers of controlled molecular weights (M n ) and low polydispersities (structures 2 and 3, with n values ranging from 2 to 52). Definitive evidence of structure was obtained through MALDI/MS (inter-peak interval of 162 m/z in azo-acetoxystyrene oligomers 2 and 260 m/z in azo-naphthalene oligomers 3, which correspond to the acetoxystyrene (AS) and naphthalenic (Np) repeating units, with corroborative evidence from NMR and GPC. Two synthetic pathways were explored. Pathway 1 yields azo-acetoxystyrene oligomer 2 via SFR addition of a TEMPO-capped unimer 1 to acetoxystyrene. Subsequent reactions would convert 2 into 3. In an alternative pathway 2, SFR addition of 1 to 4-(1-methoxynaphthyl)styrene gives azo-naphthalene oligomer 3 directly. Thus, the present reported methodology for controlled architecture has achieved synthesis of oligomers from low M n (chlorobenzene, PhCl, solvent) to relatively high M n (bulk), with incorporation of naphthyl (donor) and azobenzene (acceptor) moieties, as well as spacer moieties, in a controlled manner.
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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".