Pirita Rämänen, Adina Anghelescu-Hakala, Nicolaas van Strien, Sari Rautiainen, Ali Harlin, Mikko Makela. “Accelerated screening of diamines for polyamide synthesis.” ChemRxiv (). https://doi.org/10.26434/chemrxiv.15007632/v1
Polyamide synthesized from dimethyl furan-2,5-dicarboxylate and ethane-1,2-diamine
Identifier
1
SEC (4–5 mg mL⁻¹ in HFIP overnight; 2710–1667000 g mol⁻¹ polymethylmethacrylate standards; Waters Styragel columns; Waters 2414 refractive index detector)
Number-average molecular weight 1369 g mol⁻¹
TGA (NETZSCH STA 449 F1; N₂ flow, 50 mL min⁻¹; 25–900 °C, 10 °C min⁻¹)
Thermal degradation onset temperature 286.7 °C; thermal degradation, 5 % mass-loss temperature 297.3 °C
Polyamide synthesized from dimethyl furan-2,5-dicarboxylate and dodecane-1,12-diamine
Identifier
2
SEC (4–5 mg mL⁻¹ in HFIP overnight; 2710–1667000 g mol⁻¹ polymethylmethacrylate standards; Waters Styragel columns; Waters 2414 refractive index detector)
Number-average molecular weight 4537 g mol⁻¹
TGA (NETZSCH STA 449 F1; N₂ flow, 50 mL min⁻¹; 25–900 °C, 10 °C min⁻¹)
Thermal degradation onset temperature 432.5 °C; thermal degradation, 5 % mass-loss temperature 323.4 °C
Water contact angle of cast film (5 wt % solution in HFIP dried on Teflon fabric at ambient conditions; Attention Theta optical tensiometer, Biolin Scientific; 23 °C, 50 % relative humidity; 5 µL MilliQ water; 120 s at 3 frames s⁻¹; five parallel measurements)
Average water contact angle 80 ± 2° based on parallel measurements
Polyamide synthesized from dimethyl furan-2,5-dicarboxylate and isophorone diamine
Identifier
3
SEC (4–5 mg mL⁻¹ in HFIP overnight; 2710–1667000 g mol⁻¹ polymethylmethacrylate standards; Waters Styragel columns; Waters 2414 refractive index detector)
Number-average molecular weight 1537 g mol⁻¹
TGA (NETZSCH STA 449 F1; N₂ flow, 50 mL min⁻¹; 25–900 °C, 10 °C min⁻¹)
Thermal degradation onset temperature 260.9 °C; thermal degradation, 5 % mass-loss temperature 260.9 °C
Polyamide synthesized from dimethyl furan-2,5-dicarboxylate and cyclohexane-1,2-diamine
Identifier
4
SEC (4–5 mg mL⁻¹ in HFIP overnight; 2710–1667000 g mol⁻¹ polymethylmethacrylate standards; Waters Styragel columns; Waters 2414 refractive index detector)
Number-average molecular weight 677 g mol⁻¹
TGA (NETZSCH STA 449 F1; N₂ flow, 50 mL min⁻¹; 25–900 °C, 10 °C min⁻¹)
Thermal degradation onset temperature 253.7 °C; thermal degradation, 5 % mass-loss temperature 255.9 °C
Water contact angle of cast film (5 wt % solution in HFIP dried on Teflon fabric at ambient conditions; Attention Theta optical tensiometer, Biolin Scientific; 23 °C, 50 % relative humidity; 5 µL MilliQ water; 120 s at 3 frames s⁻¹; five parallel measurements)
Average water contact angle 16 ± 3° (mean ± standard deviation)
Polyamide synthesized from dimethyl furan-2,5-dicarboxylate and 1,2-diphenylethane-1,2-diamine
Identifier
5
SEC (4–5 mg mL⁻¹ in HFIP overnight; 2710–1667000 g mol⁻¹ polymethylmethacrylate standards; Waters Styragel columns; Waters 2414 refractive index detector)
Number-average molecular weight 2724 g mol⁻¹
TGA (NETZSCH STA 449 F1; N₂ flow, 50 mL min⁻¹; 25–900 °C, 10 °C min⁻¹)
Thermal degradation onset temperature 262 °C; thermal degradation, 5 % mass-loss temperature 243.7 °C
Polyamide synthesized from dimethyl furan-2,5-dicarboxylate and N,N,N′,N′-tetramethylethylenediamine
Identifier
6
SEC (4–5 mg mL⁻¹ in HFIP overnight; 2710–1667000 g mol⁻¹ polymethylmethacrylate standards; Waters Styragel columns; Waters 2414 refractive index detector)
Number-average molecular weight 544 g mol⁻¹
TGA (NETZSCH STA 449 F1; N₂ flow, 50 mL min⁻¹; 25–900 °C, 10 °C min⁻¹)
Thermal degradation onset temperature 238.5 °C; thermal degradation, 5 % mass-loss temperature 123.2 °C
Polyamide synthesized from dimethyl furan-2,5-dicarboxylate and 1,1′-binaphthyl-2,2′-diamine
Identifier
7
SEC (4–5 mg mL⁻¹ in HFIP overnight; 2710–1667000 g mol⁻¹ polymethylmethacrylate standards; Waters Styragel columns; Waters 2414 refractive index detector)
Number-average molecular weight 9842 g mol⁻¹
TGA (NETZSCH STA 449 F1; N₂ flow, 50 mL min⁻¹; 25–900 °C, 10 °C min⁻¹)
Thermal degradation onset temperature 270.5 °C; thermal degradation, 5 % mass-loss temperature 282.5 °C
Polyamide synthesized from dimethyl furan-2,5-dicarboxylate and 1H-1,2,4-triazole-3,5-diamine
Identifier
8
SEC (4–5 mg mL⁻¹ in HFIP overnight; 2710–1667000 g mol⁻¹ polymethylmethacrylate standards; Waters Styragel columns; Waters 2414 refractive index detector)
Number-average molecular weight 892 g mol⁻¹
TGA (NETZSCH STA 449 F1; N₂ flow, 50 mL min⁻¹; 25–900 °C, 10 °C min⁻¹)
Thermal degradation onset temperature 261.7 °C; thermal degradation, 5 % mass-loss temperature 243.2 °C
Polyamide synthesized from dimethyl furan-2,5-dicarboxylate and naphthalene-1,5-diamine
Identifier
9
SEC (4–5 mg mL⁻¹ in HFIP overnight; 2710–1667000 g mol⁻¹ polymethylmethacrylate standards; Waters Styragel columns; Waters 2414 refractive index detector)
Number-average molecular weight 5084 g mol⁻¹
TGA (NETZSCH STA 449 F1; N₂ flow, 50 mL min⁻¹; 25–900 °C, 10 °C min⁻¹)
Thermal degradation onset temperature 252.6 °C; thermal degradation, 5 % mass-loss temperature 223.7 °C
Polyamide synthesized from dimethyl furan-2,5-dicarboxylate and naphthalene-1,8-diamine
Identifier
11
SEC (4–5 mg mL⁻¹ in HFIP overnight; 2710–1667000 g mol⁻¹ polymethylmethacrylate standards; Waters Styragel columns; Waters 2414 refractive index detector)
Number-average molecular weight 278 g mol⁻¹
TGA (NETZSCH STA 449 F1; N₂ flow, 50 mL min⁻¹; 25–900 °C, 10 °C min⁻¹)
Thermal degradation onset temperature 253.4 °C; thermal degradation, 5 % mass-loss temperature 245.3 °C
Polyamide synthesized from dimethyl furan-2,5-dicarboxylate and 2-methylpropane-1,2-diamine
Identifier
12
SEC (4–5 mg mL⁻¹ in HFIP overnight; 2710–1667000 g mol⁻¹ polymethylmethacrylate standards; Waters Styragel columns; Waters 2414 refractive index detector)
Number-average molecular weight 59 g mol⁻¹
TGA (NETZSCH STA 449 F1; N₂ flow, 50 mL min⁻¹; 25–900 °C, 10 °C min⁻¹)
Thermal degradation onset temperature 240.6 °C; thermal degradation, 5 % mass-loss temperature 240.8 °C
Polyamide synthesized from dimethyl furan-2,5-dicarboxylate and pyridine-2,3-diamine
Identifier
13
SEC (4–5 mg mL⁻¹ in HFIP overnight; 2710–1667000 g mol⁻¹ polymethylmethacrylate standards; Waters Styragel columns; Waters 2414 refractive index detector)
Number-average molecular weight 30 g mol⁻¹
TGA (NETZSCH STA 449 F1; N₂ flow, 50 mL min⁻¹; 25–900 °C, 10 °C min⁻¹)
Thermal degradation onset temperature 257.8 °C; thermal degradation, 5 % mass-loss temperature 250.7 °C