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Record W2742643915 · doi:10.1021/acsami.7b07363

UV-Curable Contact Active Benzophenone Terminated Quaternary Ammonium Antimicrobials for Applications in Polymer Plastics and Related Devices

2017· article· en· W2742643915 on OpenAlexafffund
Lukas Porosa, Alexander Caschera, Joseph Bedard, Amanda Mocella, Evan Ronan, Alan J. Lough, Gideon Wolfaardt, Daniel A. Foucher

Bibliographic record

VenueACS Applied Materials & Interfaces · 2017
Typearticle
Languageen
FieldChemistry
TopicAntimicrobial agents and applications
Canadian institutionsUniversity of TorontoToronto Metropolitan University
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsBenzophenoneMaterials scienceNuclear chemistryAlkylPolymer chemistryContact angleOrganic chemistryChemistry

Abstract

fetched live from OpenAlex

A series of UV active benzophenone ([C 6 H 5 COC 6 H 4 -O-(CH 2 ) n -N + Me 2 R][X – ]; 4, R = C 12 H 25, n = 3, X – = Br –; 5a – c, R = C 18 H 37, n = 3, X – = Cl –, Br –, I –; 6a – c, R = C 18 H 37, n = 4, X – = Cl –, Br –, I –; 7a – c, R = C 18 H 37, n = 6, X – = Cl –, Br –, I – ) terminated C 12 and C 18 quaternary ammonium salts (QACs) were prepared by thermal or microwave-driven Menshutkin protocols of the appropriate benzophenone alkyl halide ( 1a – c, 2a – c, 3a – c ) with the corresponding dodecyl- or octadecyl N, N -dimethylamine. All new compounds were characterized by NMR spectroscopy, HRMS spectrometry, and, in one instance ( 4 ), by single-crystal X-ray crystallography. Representative C 12 and C 18 benzophenone QACs were formulated into 1% (w/v) water or water/ethanol-based aerosol spray coatings and then UV-cured onto plastic substrates (polypropylene, polyethylene, polystyrene, polyvinyl chloride, and polyether ether ketone) with exposure to low to moderate doses of UV (20–30 J cm –2 ). Confirmation as to the presence of the coatings was detected by advancing water contact angle measurements, which revealed a more hydrophilic surface after coating. Further confirmation was gained by X-ray photoelectron spectroscopy analysis, time of flight secondary ion mass spectrometry, and bromophenol blue staining, all of which showed the presence of the attached quaternary ammonium molecule. Analysis of surfaces treated with the C 18 benzophenone 5b by atomic force microscopy and surface profilometry revealed a coating thickness of ∼350 nm. The treated samples along with controls were then evaluated for their antimicrobial efficacy against Gram-positive ( Arthrobacter sp., Listeria monocytogenes ) and Gram-negative ( Pseudomonas aeruginosa ) bacteria at a solid/air interface using the large drop inoculum protocol; this technique gave no evidence for cell adhesion after a 3 h time frame. These antimicrobial materials show promise for their use as coatings on plastic biomedical devices with the aim of preventing biofilm formation and preventing the spread of hospital acquired infections.

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 categoriesMeta-epidemiology (narrow)
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 score0.003
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0010.000
Scholarly communication0.0000.000
Open science0.0010.000
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 head0.013
GPT teacher head0.263
Teacher spread0.250 · 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

Citations42
Published2017
Admission routes2
Has abstractyes

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