Synthesis and Characterization of Phthalazinone Containing Poly(arylene ether)s, Poly(arylene thioether)s, and Poly(arylene sulfone)s via a Novel N−C Coupling Reaction
Bibliographic record
Abstract
High molecular weight phthalazinone containing poly(arylene ether)s, poly(arylene thioether)s, and poly(arylene sulfone)s with very high glass transition temperatures were synthesized from a series of new bisphthalazinone monomers. Bisphthalazinone monomers 7a − c and 8c were synthesized from 2-(4-chlorobenzoyl)benzoic acid in high yields. Poly(arylene ether)s and poly(arylene thioether)s were synthesized in N,N ‘ - dimethylacetamide (DMAc) in the presence of anhydrous K 2 CO 3 by a nucleophilic substitution reaction between these bisphthalazinone monomers and activated difluoro compounds. The poly(arylene thioether)s were further oxidized to form poly(arylene sulfone)s, which would be very difficult, if not impossible, to synthesize by other method. All synthesized polymers have extremely high T g s and thermal stability as determined from DSC and TGA analysis. Poly(arylene sulfone)s have the highest T g s ranging from 288 to 333 °C. The poly(arylene ether)s and poly(arylene thioether)s described, having inherent viscosities in the range of 0.37−1.01 dL/g, are soluble in chlorinated solvents such as chloroform and could be cast into flexible films from solution. In contrast to their precursors, the poly(arylene sulfone)s described are not soluble in chloroform but are soluble in dipolar aprotic solvents such as DMAc.
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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".