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Record W1921969421 · doi:10.1071/ch15381

Aryl-Substituted Boron Subphthalocyanines and their Application in Organic Photovoltaics

2015· article· en· W1921969421 on OpenAlex
C. Bonnier, David S. Josey, Timothy P. Bender

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

VenueAustralian Journal of Chemistry · 2015
Typearticle
Languageen
FieldMaterials Science
TopicPorphyrin and Phthalocyanine Chemistry
Canadian institutionsUniversity of Toronto
FundersNatural Sciences and Engineering Research Council of CanadaGovernment of Ontario
KeywordsSubstituentArylChemistryTrifluoromethylIsoindolePhotochemistryMedicinal chemistryOrganic chemistryAlkyl

Abstract

fetched live from OpenAlex

A family of five axial aryl-substituted boron subphthalocyanine (BsubPc) derivatives bearing a hydrido, methyl, methoxy, phenyl, or fluoro substituent at the para position of the aryl were synthesised from Br-BsubPc and the corresponding aryl Grignard reagent in moderate yields. The physicochemical characterisation of these derivatives gave similar absorption, photoluminescence, and cyclic voltammetry profiles and photoluminescence quantum yields, indicating that the nature of the substituent at the para position does not influence the basic photophysical properties of this generic class of BsubPcs. Conversely, the solid-state structural arrangement obtained from single crystals is highly dependent on the para substituent; for the non-polar hydrido, methyl, and phenyl substituents, only concave isoindole p interactions are present. Substitution for the polar methoxy or fluoro ligand affords one-dimensional ribbons formed by convex p interactions, where these ribbons further interact through concave isoindole p interactions with the adjacent ribbon, creating an extended two-dimensional p network. On incorporation of the hydrido, methyl, and fluoro derivatives into organic photovoltaic (OPV) devices, similar results and device metrics were obtained with the methyl and fluoro derivatives. Both, however, were significantly outperformed by the hydrido derivative. The uniqueness of the hydrido derivative is only realised once incorporated into OPVs as it shares the same basic physical properties as the other derivatives. Given these findings, we identify the hydrido derivative as the aryl-BsubPc with the most promise for future work in OPVs.

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)0.000
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 score0.005
Threshold uncertainty score0.659

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 head0.023
GPT teacher head0.248
Teacher spread0.225 · 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