# Fileset

[2025-JPolymSci-SI.pdf](https://mdr.nims.go.jp/filesets/96ab02a6-048b-4fae-b132-cfb67754d911/download)

## Creator

[Taichi Ikeda](https://orcid.org/0000-0001-6650-5798), [Naoe Hosoda](https://orcid.org/0000-0002-7440-4927)

## Rights

[Creative Commons BY Attribution 4.0 International](https://creativecommons.org/licenses/by/4.0/)

## Other metadata

[Facile, Efficient, and Safe Copper‐Free Synthesis of Glycidyl Triazolyl Polymers](https://mdr.nims.go.jp/datasets/ffc87c6c-7469-42b8-8a4a-9a2bdf8cc41c)

## Fulltext

Microsoft Word - pol20250233-sup-0001-supinfo (1)  1  Supporting Information        Facile, Efficient, and Safe Copper-Free Synthesis of Glycidyl Triazolyl Polymers   Taichi Ikeda*, and Naoe Hosoda    *Research Center for Macromolecules and Biomaterials,  National Institute for Materials Science,  1-1 Namiki Tsukuba Ibaraki, 305-0044, Japan E-mail: IKEDA.Taichi@nims.go.jp     Table of contents  1. 1H and 13C NMR spectra of alkynes 2. 1H and 13C NMR spectra of GTPs  3. Efficiency of desalination in work-up process 4. 2D COSY, HMQC spectra and peak integral of 1H NMR of GTP-cis3-C8 5. IR spectra of GAP and GTPs  6. DSC measurements 7. TGA measurements 8. Mechanical property of PECH 9. Contact angle measurements      2  1. 1H and 13C NMR spectra of alkynes    Figure S1. 1H and 13C NMR spectra of Alkyne-C8 (Solvent: CDCl3)   3     Figure S2. 1H and 13C NMR spectra of Alkyne-2Et-C6 (Solvent: CDCl3)    4    Figure S3. 1H and 13C NMR spectra of Alkyne-EG2Me (Solvent: CDCl3)    5     Figure S4. 1H and 13C NMR spectra of Alkyne-cis3-C8 (Solvent: CDCl3)    6    Figure S5. 1H and 13C NMR spectra of Alkyne-Bz (Solvent: CDCl3)   7  2. 1H and 13C NMR spectra of GTPs   Figure S6. 1H and 13C NMR spectra of GTP-C8 (Solvent: CDCl3)   8     Figure S7. 1H and 13C NMR spectra of GTP-2Et-C6 (Solvent: CDCl3)   9     Figure S8. 1H and 13C NMR spectra of GTP-EG2Me (Solvent: CDCl3)   10     Figure S9. 1H and 13C NMR spectra of GTP-cis3-C8 (Solvent: CDCl3)   11     Figure S10. 1H and 13C NMR spectra of GTP-Bz (Solvent: CDCl3)     12  3. Efficiency of desalination in work-up process PECH (1.0 g, 0.011 mol repeating unit) was suspended in dry DMF (20 mL) in a 200 mL two-neck round-bottom flask with a condenser. After 10 min of N2 bubbling, NaN3 (1.0 g, 0.015 mol) was added to the solution at room temperature. The mixture was stirred at 90 °C under N2 flow for 24 h. The reaction solution was cooled to room temperature.  Conventional work-up process: The reaction solution was added dropwise to distilled water (200 mL) with stirring. GAP was precipitated as white rubber-like material. The supernatant of the aqueous solution was translucent because some GAP did not precipitate. The remaining reaction solution in a reaction flask was also washed with distilled water. The recovered GAP sample was washed again with distilled water. All aqueous solutions used for precipitation and washing GAP were collected in a separation funnel. After the partition with ethyl acetate, the aqueous layer turned from translucent to transparent because unprecipitated GAP sample in aqueous layer was dissolved in ethyl acetate. The aqueous layer was recovered and the solvent was removed with an evaporator. The recovered salts were dried overnight at 60 °C under vacuum.   New work-up process: The work-up process is the same as those described in the main text. After the partition, the aqueous layer was recovered and the solvent was removed with an evaporator. The recovered salts were dried overnight at 60 °C under vacuum.    Table S1. Weight of recovered salt* Run No. Conventional work-up process [g] New work-up process [g] 1 0.853 0.922 2 0.775 0.921 3 0.831 0.925 Average 0.82 0.92 standard error 0.02 0.00 * Theoretically, maximum recovery weight of salts is 0.93 g.       13  4. 2D COSY, HMQC spectra and peak integral of 1H NMR of GTP-cis3-C8   Figure S11. 1H-1H COSY spectrum of GTP-cis3-C8 (Solvent: CDCl3). Assignments of side chain peaks were depicted.   Figure S12. 1H-13C HMQC spectrum of GTP-cis3-C8 (Solvent: CDCl3). Assignments of side chain peaks were depicted.        14   Figure S13. 1H-NMR spectrum of GTP-cis3-C8 with integral values (Solvent: CDCl3).    5. IR spectra of GAP and GTPs  Figure S14. IR spectra of (a) GAP, (b) GTP-EG2Me, (c) GTP-cis3-C8,  (d) GTP-2Et-C6, (e) GTP-C8, (f) GTP-Bz. KBr pellets.      15  6. DSC measurements   Figure S15. DSC charts of PECH, GAP and GTPs. Third heating scan. Scan rate: 10 °C min−1. (a) PECH. (b) GAP.  (c) GTP-EG2Me. (d) GTP-cis3-C8. (e) GTP-2Et-C6. (f) GTP-C8. (e) GTP-Bz.    Figure S16. DSC charts of GTPs. First heating scan. Heating rate: 10 ºC min−1.  (a) GTP-EG2Me. (b) GTP-cis3-C8. (c) GTP-2Et-C6. (d) GTP-C8. (e) GTP-Bz.       16  7. TGA measurements  Figure S17. TGA charts of PECH, GAP and GTPs. (a) PECH. (b) GAP. (c) GTP-EG2Me. (d) GTP-cis3-C8. (e) GTP-2Et-C6. (f) GTP-C8. (g) GTP-Bz.      8. Mechanical property of PECH  Figure S18. Stress–strain curve of PECH and GTP-EG2Me. Stretch rate: 10 mm min−1. Temperature: room temperature (16–17 °C).        17  9. Contact angle measurements    Figure S19. Contact angles measured on (a) GTP-EG2Me, (b) GTP-cis3-C8, (c) GTP-2Et-C6, (d) GTP-C8 and (e) GTP-Bz films with ethylene glycol droplets (top row) and diiodomethane droplets (bottom row).