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Record W3124733330 · doi:10.1002/pol.20200822

<scp><i>Trans</i>‐limonene</scp>dioxide, a promising<scp>bio‐based</scp>epoxy monomer

2021· article· en· W3124733330 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueJournal of Polymer Science · 2021
Typearticle
Languageen
FieldMaterials Science
Topicbiodegradable polymer synthesis and properties
Canadian institutionsUniversité de Sherbrooke
FundersCanada Research Chairs
KeywordsMonomerEpoxyEpoxideChemistryDifferential scanning calorimetryDouble bondPolymer chemistryDynamic mechanical analysisCis–trans isomerismGlass transitionLimoneneHydrogen bondOrganic chemistryPolymerMoleculeChromatographyCatalysis

Abstract

fetched live from OpenAlex

Abstract Vast quantities of the natural terpene (R)‐limonene can be collected from food waste. Epoxidation of its two double bonds provides limonene dioxide (LDO), a difunctional epoxy monomer. However, LDO is a mixture of four isomers, two of which ( trans ‐LDO) are actually difunctional while the others ( cis ‐LDO) have one epoxide group which is significantly less reactive, as revealed by Fourier transformed infrared spectroscopic analysis of formulations cross‐linked with polyethylene imine. These results are also confirmed when preparing epoxy formulations using respectively cis or trans isomers. From DFT calculations, the reactivity of each epoxide group of LDO has been assessed in model reactions with primary and secondary amines, in the presence of amine or alcohol hydrogen‐bond donors. The kinetics of cross‐linking has also been probed by differential scanning calorimetry. As measured by dynamic mechanical analysis, the resulting epoxy resins based on trans isomers have a storage modulus of ca 1GPa at room temperature and a glass transition temperature (T g ) of 70°C. These results demonstrate that trans LDO is a promising bio‐based epoxy monomer, which could be used as an alternative to petroleum‐based epoxy monomers.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

Full frame distilled prediction

Teacher imitation

Not 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.

metaresearch head score (Codex)0.003
metaresearch head score (Gemma)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.120
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0030.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0010.001
Scholarly communication0.0010.002
Open science0.0020.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0000.000

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.

Opus teacher head0.022
GPT teacher head0.236
Teacher spread0.214 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it