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Record W4388020160 · doi:10.1021/acs.macromol.3c01986

Direct Arylation Polymerization of Degradable Imine-Based Conjugated Polymers

2023· article· en· W4388020160 on OpenAlexafffund
Nathan Sung Yuan Hsu, Angela Lin, Azalea Uva, Shine Han Huang, Helen Tran

Bibliographic record

VenueMacromolecules · 2023
Typearticle
Languageen
FieldEngineering
TopicOrganic Electronics and Photovoltaics
Canadian institutionsUniversity of Toronto
FundersNatural Sciences and Engineering Research Council of CanadaMinistry of Colleges and UniversitiesCanada First Research Excellence FundUniversity of TorontoCanada Foundation for Innovation
KeywordsPolymerizationPolymerMonomerPolymer chemistryImineConjugated systemChemistryCondensation polymerCopolymerMaterials sciencePhotochemistryOrganic chemistryCatalysis

Abstract

fetched live from OpenAlex

The development and optimization of reliable polymerization methods are needed for the synthesis of degradable imine-based conjugated polymers, which are attractive materials for transient electronics. Direct arylation polymerization (DArP) has emerged as a sustainable and atom-economical synthetic method for the preparation of well-defined conjugated polymers. Compared to polymerization methods such as imine polycondensation or Stille cross-coupling polymerization, which require monomer functionalization, direct arylation proceeds via C–H activation and thereby reduces synthetic complexities and toxic byproducts. Here, we report the first use of DArP for the synthesis of an imine-based indacenodithiophene (IDT) copolymer, p(IDT–TIT). Polymers prepared via DArP can result in branched or cross-linked polymer chains due to the reactivity of C–H bonds in the monomers. In this report, we demonstrate a systematic study focusing on the reaction conditions needed to prepare p(IDT–TIT) via DArP with tetramethylethylenediamine as a coligand. The degradable polymer is characterized via nuclear magnetic resonance spectroscopy, high-temperature gel permeation chromatography, and ultraviolet–visible–near-infrared spectroscopy. With the simplicity of monomer preparation and reaction conditions, we anticipate that this efficient synthetic protocol will lead to higher synthetic adoption in the research community to aid the exploration of high-performance imine-based degradable materials.

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 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 score0.062
Threshold uncertainty score0.477

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.001
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 head0.007
GPT teacher head0.199
Teacher spread0.192 · 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.

The models applied no category: nothing in the taxonomy fit this work.
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

Citations23
Published2023
Admission routes2
Has abstractyes

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