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Record W2317171918 · doi:10.1021/la503164e

Photochromism of a Spiropyran and a Diarylethene in Bile Salt Aggregates in Aqueous Solution

2014· article· en· W2317171918 on OpenAlexafffund
Cerize S. Santos, Allyson C. Miller, Tamara C. S. Pace, Kentaro Morimitsu, Cornelia Bohne

Bibliographic record

VenueLangmuir · 2014
Typearticle
Languageen
FieldMaterials Science
TopicPhotochromic and Fluorescence Chemistry
Canadian institutionsXerox (Canada)University of Victoria
FundersNatural Sciences and Engineering Research Council of CanadaXerox Foundation
KeywordsPhotochromismSpiropyranDiaryletheneAqueous solutionSalt (chemistry)ChemistryPhotochemistrySalt solutionOrganic chemistry

Abstract

fetched live from OpenAlex

Bile salt aggregates incorporate aqueous-insoluble photochromic compounds. The photochromism of a spiropyran (1, 1',3',3'-trimethyl-6-nitrospiro[2H-1]-benzopyran-2,2'-indoline) and a diarylethene derivative (2, 1,2-bis(2,4-dimethyl-5-phenyl-3-thienyl)-3,3,4,4,5,5-hexafluoro-1-cyclopentene) was quantified in different bile salt aggregates. These aggregates act as efficient hosts to solubilize aqueous insoluble photochromic compounds where either both isomers are nonpolar, for example, 2, or compounds where one isomer is hydrophobic and the other is more polar, for example, 1. Methodology was developed to determine molar absorptivity coefficients for solutions containing both isomers and to determine the photoconversion quantum yields under continuous irradiation. The methods were validated by determining parameters in homogeneous solution, which were the same as previously reported. In the case of the colored isomer of 1, the molar extinction coefficient in ethanol at 537 nm ((3.68 ± 0.03) × 10(4) cm(-1) M(-1)) was determined with higher precision. The quantum yields for the photoconversion between the isomers of 2 were shown to be the same in cyclohexane and in the aggregates of sodium cholate (NaCh), deoxycholate (NaDC), and taurocholate (NaTC), showing that bile salt aggregates are not sufficiently rigid to affect the equilibrium between the two possible conformers of the colorless form. In contrast, for 1 the quantum yields for the conversion from the colorless to the colored isomer were higher in bile salts than in ethanol, and the quantum yield was highest in the more hydrophobic aggregates of NaDC, followed by NaCh and then NaTC. The structure of the bile salt had no effect on the quantum yield for the conversion of the colored to the colorless isomer of 1, but these values were higher than in ethanol. For all three bile salts, the absorption maximum for the colored form of 1 suggested that this isomer was located in an environment that is more polar than ethanol.

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 score0.020
Threshold uncertainty score0.312

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 head0.005
GPT teacher head0.210
Teacher spread0.205 · 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

Citations24
Published2014
Admission routes2
Has abstractyes

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