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Record W2291294018

Poly (squaramides): Synthesis, Anion Sensing, and Self-assembly

2012· dissertation· en· W2291294018 on OpenAlex
Ali Rostami

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.

fundA Canadian funder is recorded on the work.
no affNo Canadian affiliation: this work is invisible to an affiliation-only frame.
No Canadian affiliation. An affiliation-only frame, the usual design, would never have seen this work. It is one of the works that make the case for inverting the frame.

Bibliographic record

VenueTSpace (University of Toronto) · 2012
Typedissertation
Languageen
FieldChemistry
TopicPolydiacetylene-based materials and applications
Canadian institutionsnot available
FundersNatural Sciences and Engineering Research Council of CanadaUniversity of Toronto
KeywordsIonComputer scienceCombinatorial chemistryChemistryOrganic chemistry
DOInot available

Abstract

fetched live from OpenAlex

The focus of the research presented in this thesis is the design, synthesis, and anion recognition properties of a structurally novel class of poly(amides) that incorporates the diaminocyclobutenedione (squaramide) group into the polymer backbone.
\nIn Chapter 1, a brief overview of different anion-responsive synthetic macromolecules is presented. Emphasis is placed on the wide structural diversity of the polymers, the mechanisms of their anion-induced responses, and features such as signal amplification, multivalency, and cooperative behavior that can be exploited productively in the context of anion recognition and sensing.
\nChapter 2 describes a new method for the regioselective preparation of squaramides, using Lewis acid-catalyzed condensations of diethyl squarate and different anilines. Zinc trifluoromethanesulfonate promotes efficient condensations of anilines with squarate esters, providing access to symmetrical and unsymmetrical squaramides in high yields from readily available starting materials. Colorimetric anion-sensing behavior and computational studies illustrating the enhanced hydrogen bond donor ability and acidity of squaramides in comparison to ureas are presented.
\nIn Chapter 3, the application of the synthetic method described above to the selective preparation of polysquaramides composed of 1,2-isomeric repeat units is described. The optical, thermal and aggregation properties of these materials are also discussed.
\nFinally, Chapter 4 describes self-assembly properties as well as applications of these materials in the area of anion recognition and sensing. Incorporating an anion-binding squaramide group into a polymeric architecture results in drastic alterations in the selectivity and magnitude of its anion-induced response, resulting in a sensitive and discriminating turn-on fluorescence sensor for dihydrogenphosphate ions. This unusual behavior is the result of a cooperative, anion-triggered aggregation process that was further probed by dynamic light scattering (DLS), transmission electron microscopy (TEM) and laser confocal microscopy.

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 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 score0.166
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)0.0060.000

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 head0.224
Teacher spread0.217 · 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