Anionic Polymerizable Surfactants from Biobased ω-Hydroxy Fatty Acids
Bibliographic record
Abstract
Biobased ω-hydroxytetradecanoic acid prepared via an efficient yeast-catalyzed ω-hydroxylation reaction was converted by a one-step reaction to the polymerizable surfactants ω-acryltetradecanoic acid (MA-1) and ω-maleate tetradecanoic acid (MA-2). MA-1 is a single polar-headed surfactant, whereas MA-2 is a bolaamphiphile with carboxylic acid polar groups at both chain ends. MA-1 gave a distinct critical micelle concentration (cmc) at 253 mg/L, whereas for MA-2, the surface tension decreased monotonically and a distinct cmc was not observed even up to 1800 mg/L. Experimental determination of the reactivity ratios for MA-1 and MA-2 with styrene showed that for MA-1 copolymers that approximate random structures were formed while MA-2 tends to form copolymers with an alternating nature. Emulsion polymerizations conducted with varying amounts of MA-1 and MA-2 (1–10 wt % with respect to styrene) gave colloidally stable latexes with particle sizes ranging from 52 to 155 nm. In emulsion polymerizations using either MA-1 or MA-2 at more than 5 wt % to monomer, a linear increase in latex particle volume with conversion was observed and the particle number remained constant, establishing that the polymerizations proceeded without significant aggregation or secondary particle nucleation. Potentiometric titration and 1 H NMR were used to measure MA-1 and MA-2 conversions during polymerization as well as how the surfactants were distributed between the particle surface, aqueous phase, and particle interior. Observed differences were rationalized based on the comparative structures of MA-1 and MA-2 and their corresponding partitioning behavior.
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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) | 0.011 | 0.004 |
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; both teacher heads agree on what is shown here.
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".