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Record W4411456892 · doi:10.1002/pol.20250228

Self‐Immolative Polycarbamates From 4‐Hydroxybenzaldehyde, Vanillin, and Syringaldehyde

2025· article· en· W4411456892 on OpenAlex
Chenfangfei Shen, Zhengyu Deng, Elizabeth R. Gillies

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 · 2025
Typearticle
Languageen
FieldMaterials Science
TopicPolymer composites and self-healing
Canadian institutionsWestern University
FundersNatural Sciences and Engineering Research Council of CanadaCanada Research Chairs
KeywordsSyringaldehydeVanillinDepolymerizationLigninChemistryAlcoholMonomerOrganic chemistryPolymerPolymerizationReactivity (psychology)

Abstract

fetched live from OpenAlex

ABSTRACT There is currently substantial interest in degradable polymers that can be prepared from renewable, bio‐based monomers. Lignin in particular is an attractive source for aromatic building blocks, as it is a waste product from the pulping process, and research is underway to improve processes to isolate molecules such as 4‐hydroxybenzaldehyde, vanillin, and syringaldehyde from lignin. Among the classes of degradable polymers, self‐immolative polymers (SIPs) can offer controlled, end‐to‐end depolymerization, making them attractive for a range of applications. Described here is the incorporation of 4‐hydroxybenzyl alcohol, vanillyl alcohol, and syringyl alcohol into SIPs. After initial attempts to synthesize polycarbonates, our efforts shifted to polycarbamates containing N,N ′‐dimethylethylenediamine spacers. The steric hindrance imparted by the methoxy groups on vanillyl alcohol and syringyl alcohol decreased the reactivity of the adjacent phenol and corresponding activated derivatives in the synthesis of the monomers, but after incorporation of the diamine spacer, the polycarbamate SIPs could be prepared with similar degrees of polymerization. The methoxy substituents slowed the depolymerization of the vanillyl alcohol and syringyl alcohol‐derived SIPs compared to the SIP derived from 4‐hydroxybenzyl alcohol. Meanwhile, the syringyl alcohol‐derived polymer exhibited decreased background degradation in the absence of end‐cap cleavage.

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)0.001
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesnone
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 score0.026
Threshold uncertainty score0.663

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.001
Open science0.0010.000
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 head0.005
GPT teacher head0.243
Teacher spread0.238 · 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