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Record W2301637861 · doi:10.1021/acs.macromol.5b01607

Push–Pull Porphyrin-Containing Polymers: Materials Exhibiting Ultrafast Near-IR Photophysics

2015· article· en· W2301637861 on OpenAlexafffund
Xiaorong Wang, Gessie Brisard, Daniel Fortin, Paul‐Ludovic Karsenti, Pierre D. Harvey

Bibliographic record

VenueMacromolecules · 2015
Typearticle
Languageen
FieldMaterials Science
TopicPorphyrin and Phthalocyanine Chemistry
Canadian institutionsUniversité de Sherbrooke
FundersNatural Sciences and Engineering Research Council of CanadaChina Scholarship CouncilCentre québécois sur les matériaux fonctionnels
KeywordsPhotochemistryTime-dependent density functional theoryPorphyrinSinglet stateDensity functional theoryMaleimideAcceptorChemistryExcited stateConjugated systemPolymerPolymer chemistryComputational chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Four push–pull polymers of structure (C≡C– [Zn] –C≡C– A ) n ( A = isoindigo ( P1 ), bis(α-methylamino-1,4-benzene)quinone ( P2 ), 2-( N -methylamino-1,4-benzene)- N -1,4-benzene-maleimide ( P3 ), and 2,2′-anthraquinone ( P4 ); [Zn] = [bis( meso -aryl)porphyrin]zinc(II) = donor) and models M1 and M2 ( A ′–C≡C– [Zn] –C≡C– A ′; A ′ = respectively naphtoquinone and 2-anthraquinone) were prepared and characterized ( 1 H and 13 C NMR, elemental analysis, GPC, TGA, cyclic voltammetry, steady state and ultrafast time-resolved UV–vis and emission spectroscopy) and studied by density functional theory (DFT) and time-dependent DFT (TDDFT) in order to address the nature of the low-lying singlet and triplet excited states. P1 (fully conjugated polymer), P2 (formally nonconjugated but exhibit strong electronic communication accross the chain) and P4 (formally nonconjugated but local conjugation between the donor and acceptor) are near-IR emitters (λ max > 750 nm). M1 and M2 are mono-C≡C– [Zn] –C≡C species, and P3 exhibits a very modest CT contribution (as maleimide is a weak acceptor) and are not near-IR emitters. The nature of the S 1 and T 1 excited states are CT processes donor* → acceptor. In P1 – P4, a dual fluorescence (7.7 < τ F < 770 ps; except one value at 2.5 ns; P3 ) is depicted, which are assigned to fluorescences arising from the terminal and central units of the polymers identified from the comparison with M1 and M2 . The high and low energy fluorescences are respectively short (77 < τ F < 166 ps) and long-lived (688 < τ F < 765 ps) suggesting S 1 energy transfers with rates, k ET, of 7.1 ( P1 ), 12 ( P2 ) and 4.5 (ns) −1 ( P4 ). The fs transient absorption spectra exhibit particularly very short triplet lifetimes (2.3 < τ T1 < 87 ns) explaining the absence of phosphorescence. Also ultrafast lifetimes (85 < τ < 1290 fs) for species excited in the 0–0 peak of the Q-band (650 nm; i.e., ππ* porphyrin level) indicating its rather efficient nonradiative deactivation (S n ∼ > S 1 and S n ∼ > T m ). When cooling takes place or the solution concentration is increased, new red-shifted fluorescence bands appear, evidencing aggregate formation. Both fluorescence and transient absorption lifetimes of P1 – P4 become shorter and their band intensity lower. Finally, the position of the optically silent phosphorescence has been predicted to be in the 1300 ( P1, P2 ) and 1000 nm ( P3, P4 ) zones (DFT).

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)0.001
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient payload (model declined to judge)
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 score0.023
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.001

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 head0.023
GPT teacher head0.247
Teacher spread0.224 · 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

Citations24
Published2015
Admission routes2
Has abstractyes

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