Table 2. Photophysical properties of ASiPj and NIR-ASiPj derivatives.
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R 1 (alkyl) | R 2 (EWG) | Solvent | λ abs a /nm | ε b /M–1 cm–1 | λ em c /nm | Φ F d | |
ASiPj1 | Me | H | PBS | 481 | 14 500 | 655 | 0.11 e |
EtOH | 487 | 13 100 | 628 | 0.28 e | |||
CH3CN | 488 | 12 300 | 640 | 0.26 e | |||
CH2Cl2 | 492 | 18 300 | 641 | 0.33 e | |||
ASiPj2 | Bn | H | PBS | 501 | 13 100 | 656 | 0.10 e |
EtOH | 502 | 14 800 | 632 | 0.31 e | |||
CH3CN | 506 | 13 900 | 642 | 0.30 e | |||
CH2Cl2 | 512 | 15 900 | 645 | 0.32 e | |||
ASiPj3 | Propargyl | H | PBS | 509 | 26 100 | 662 | 0.12 e |
EtOH | 510 | 20 900 | 644 | 0.19 e | |||
CH3CN | 515 | 32 000 | 654 | 0.18 e | |||
CH2Cl2 | 517 | 30 200 | 657 | 0.23 e | |||
NIR-ASiPj1 | Me | CO2Bn | PBS | 702 | 109 500 | 715 | 0.05 f |
EtOH | 702 | 114 800 | 717 | 0.35 f | |||
CH3CN | 700 | 107 400 | 714 | 0.26 f | |||
CH2Cl2 | 702 | 102 600 | 718 | 0.40 f | |||
NIR-ASiPj2 | Me | COCH3 | PBS | 703 | 43 200 | 714 | 0.06 f |
EtOH | 705 | 58 600 | 717 | 0.29 f | |||
CH3CN | 700 | 52 700 | 713 | 0.25 f | |||
CH2Cl2 | 706 | 53 700 | 718 | 0.35 f | |||
NIR-ASiPj3 | Me | COCF3 | PBS | 711 | 79 500 | 724 | 0.04 f |
EtOH | 713 | 90 600 | 728 | 0.27 f | |||
CH3CN | 711 | 95 300 | 726 | 0.21 f | |||
CH2Cl2 | 715 | 87 400 | 730 | 0.32 f |
aMaximum absorption wavelength.
bMolar extinction coefficient.
cMaximum emission wavelength.
dFluorescence quantum yields determined in CH3CN using
efluorescein (Φ = 0.95 in 0.1 M NaOH) or
fNile blue (Φ = 0.27 in ethanol) as reference dyes.