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Record W4390025986 · doi:10.1021/acs.macromol.3c01574

Harnessing Activated Alkyne-Hydroxyl “Click” Chemistry for Degradable and Self-Healing Poly(urea vinyl ether ester)s

2023· article· en· W4390025986 on OpenAlexafffund
Arunava Maity, Jiayi Chen, Noémie Wilson-Faubert, Audrey Laventure, Ali Nazemi

Bibliographic record

VenueMacromolecules · 2023
Typearticle
Languageen
FieldChemistry
TopicAdvanced Polymer Synthesis and Characterization
Canadian institutionsUniversité de MontréalUniversité du Québec à Montréal
FundersNatural Sciences and Engineering Research Council of CanadaCanada Research Chairs
KeywordsAlkyneClick chemistryChemistryVinyl etherUreaEtherPolymer chemistryOrganic chemistryPolymerCatalysisCopolymer

Abstract

fetched live from OpenAlex

The growing impact of polymers in modern-day applications necessitates the development of novel polymeric materials with versatile properties derived from readily available chemicals by employing experimentally simple and efficient polymerization techniques. The “click” reaction between activated alkynes and heteronucleophiles has emerged as a transition-metal catalyst-free, mild, and facile approach to synthesize a wide range of valuable polymeric materials. Interestingly, despite the abundance of hydroxyl groups in organic molecules, their weak nucleophilicity has resulted in their underutilization in “click” reactions. Herein, we harness the potential of hydroxyl nucleophiles for the “click” reaction with activated alkynes, leading to the development of a distinct class of polyureas (PUs) referred to as poly(urea vinyl ether ester)s (PUVEE)s. Utilizing systematically optimized mild polymerization conditions, we successfully obtained thermally stable PUVEEs, soluble in common polar organic solvents, exhibiting weight-average molecular weights of up to 14,000 g mol –1 . The current activated alkyne-hydroxyl “click” polymerization approach represents a sustainable, isocyanate (functional group with high toxicity)-free method for PU synthesis, wherein the commodity chemical urea serves as the direct source of urea functionality. Moreover, tuning the spacer chain length and the density of urea hydrogen bonds in the polymer backbone imparts diverse features to the developed PUVEEs, ranging from high stiffness to stretchability, with intriguing capacity for room-temperature self-healability. Additionally, the incorporated vinyl ether and ester functionalities contribute to the degradability of our PUVEEs into small molecules or oligomers under acidic conditions. Consequently, this class of PUs demonstrates high relevance in promoting sustainability through material reprocessability, via their self-healing property, and reduced environmental impact thanks to their degradability.

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.

How this classification was reachedexpand

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)0.000
metaresearch head score (Gemma)0.000
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 score0.015
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
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 head0.012
GPT teacher head0.249
Teacher spread0.237 · 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

Classification

machine, unvalidated

Machine predicted; a candidate call from one teacher head, not a consensus.

Study designBench or experimental
Domainnot available
GenreEmpirical

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".

Quick stats

Citations16
Published2023
Admission routes2
Has abstractyes

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