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Record W4407265194 · doi:10.1021/jacs.4c11125

Self-Assembled Monolayers of Triazolylidenes on Gold and Mixed Gold/Dielectric Substrates

2025· article· en· W4407265194 on OpenAlexafffund
Dana A. R. Nanan, Justin Lomax, Jordan Bentley, Alex J. Veinot, Wai-Tung Shiu, Lijia Liu, Paul J. Ragogna, Cathleen M. Crudden

Bibliographic record

VenueJournal of the American Chemical Society · 2025
Typearticle
Languageen
FieldChemistry
TopicN-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Canadian institutionsWestern UniversityQueen's University
FundersSocial Sciences and Humanities Research Council of CanadaWestern UniversityNatural Sciences and Engineering Research Council of CanadaQueen's UniversityCanadian Institutes of Health ResearchGovernment of OntarioSemiconductor Research Corporation
KeywordsChemistryX-ray photoelectron spectroscopyMonolayerSelf-assembled monolayerMicroelectronicsMoleculeNanotechnologySecondary ion mass spectrometryFabricationChemical vapor depositionDeposition (geology)Chemical engineeringOrganic chemistryIonMaterials science

Abstract

fetched live from OpenAlex

N -Heterocyclic carbenes (NHCs) have emerged as valuable ligands for surface chemistry. They can be used to prepare robust self-assembled monolayers (SAMs) for a variety of applications, including as small-molecule inhibitors (SMIs) for metal surfaces in the fabrication of next-generation integrated circuits with angstrom precision. However, little work has been performed to assess the effect of structural and electronic modifications to the basic NHC structure. Herein, we report the design and deposition of a series of 1,2,3-triazolylidene (Tz)-type carbenes on gold (Au) and Au/SiO 2 patterned substrates. Triazolylidenes are an important class of stable carbenes that can be prepared with ease by using click chemistry. In this work, we studied the selective deposition of 1,2,3-triazolium hydrogen carbonate salts. The thermal properties of these precursors were measured and shown to be appropriate for either solution or vapor phase deposition. Tz-SAM stability was studied by time-of-flight secondary-ion mass spectrometry (ToF-SIMS) of Tz SAMs before and after exposure to various conditions, leading to the conclusion that Tz SAMs have thermal stabilities greater than that of NHC SAMs reported to date. Tz SAMs were analyzed by using X-ray and ultraviolet photoelectron spectroscopy (XPS, UPS) and contact angle measurements. High selectivity for deposition on metal regions over dielectric regions on patterned Au/SiO 2 substrates enabled the use of Tzs as an entirely new class of SMIs on preventing ZnO deposition, providing considerable potential utility in microelectronics fabrication methods. Structure–property relationships were studied and provided key insight into the effectiveness of the SAM as a blocking agent.

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 machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation 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 score0.001
Threshold uncertainty score0.003

Distilled classifier scores by category (both heads)

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)0.0010.000

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 head0.006
GPT teacher head0.236
Teacher spread0.230 · 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 source (direct Gemma or distilled Codex), 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

Citations7
Published2025
Admission routes2
Has abstractyes

Explore more

Same venueJournal of the American Chemical SocietySame topicN-Heterocyclic Carbenes in Organic and Inorganic ChemistryFrench-language works237,207