(Invited) Self-Organization and Cross-Linking of Tetraazaporphyrin Derivatives
Bibliographic record
Abstract
Despite the many advances in the design of porphyrin derivatives for Langmuir Blodgett (LB) films, the formation of compressible monolayers with a flat-on orientation of the macrocycle has remained elusive. Presented here is the synthesis of tetraazaporphyrins (TAPs) that contain different types of functional groups to enhance their amphiphilic properties and stabilize their face-on orientation at the air-water interface. Some of these compounds also display self-organization in their bulk phase. The new design of these TAPs combines several structural features of TAPs we previously reported, which contain eight identical side-chains with terminal carboxylic acid, azide, and acetylene groups.1,2 Attachement of both carboxylic acid and azide or acetylene groups generated TAPs that form stable Langmuir and LB monolayers with flat-on orientation of the macrocycle. We also succeeded in cross-linking these Langmuir and LB monolayers via cycloaddition of azide and acetylene groups (click chemistry) in the presence Cu catalyst and thermally. 1. M. M. Ahmida, S. Dufour, Hui–Sheng Li, H. Kayal, R. Schmidt, C. E. DeWolf and S. H. Eichhorn, 2013, Soft Matter (9,3) 811-9, DOI:10.1039/c2sm27064a. 2. Himadri Kayal, M. M. Ahmida, S. Dufour, H. Taing, and S. H. Eichhorn, 2013, J. Mater. Chem. C, (1,42) 7064-7072, DOI: 10.1039/C3TC31588F.
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 imitationNot 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.
Distilled classifier scores by category (both heads)
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.002 | 0.001 |
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.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.
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".