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On the photo-oxidation of perylene bisimide dyes in alcoholic solutions
By Lub, Johan; van Hal, Paul A.; Smits, Roel; Malassenet, Lise; Pikkemaat, Jeroen; Hikmet, Rifat A. M.
From Journal of Luminescence, 207, 585-588; 2019
Published by Elsevier B.V.
Products
Reactants
Reagents
Procedure
CAS RN: 2406288-30-8
2,9-Bis[2,6-bis(1-methylethyl)phenyl]anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline1,3,8,10(2H,9H)-tetrone, CAS RN: 82953-57-9
Ethanol, CAS RN: 64-17-5
Oxygen, CAS RN: 7782-44-7
1. Use a homebuilt lighting device with 12 blue LEDs (450 nm) for irradiation and drive at
48 V and 0.9A yielding a light intensity of ca 4 W/cm2 at a distance of 12 mm.
2. Irradiate 6 ml samples with a concentration of about 0.2 mmol L-1 for 4 h in a glass tube
with diameter 25 mm and provide with a magnetic stirrer.
3. Perform the anaerobic experiments with tubes that underwent three freeze thaw cycles
before irradiation.
4. Thermostat the tubes in a water bath at 70 °C to avoid uncontrol heating by the LED
device.
5. Take the distance from the vessel wall to the lamp is 12 mm.
1H
NMR
13C
NMR
UV/Vis
CAS Method Number
(300 MHz, δ in ppm, J in Hz): = 9.79 (d, J=8.3, 1H), 8.81 (d, J=8.0, 1H), 8.80 (d, J=8.3 1H),
8.79 (d, J=8.1, 1H), 8.75 (d, J=8.2, 1H), 8.71 (d, J=7.9, 1H), 8.59 (s, 1H), 7.53 (t, J=7.5,
1H), 7.52 (t, J=7.5, 1H), 7.38 (d, J=7.5, 2H), 7.37 (d, J=7.5, 2H), 4.68 (q, J=6.9, 2H), 2.77
(m, J=7.1, 2H), 2.76 (m, J=7.0, 2H), 1.77 (t, J=6.9, 3H), 1.20 (d, J=7.0, 24H).
(75 MHz, δ in ppm, *: CH, CH2 or CH3): 163.83, 163.65, 163.62, 163.29, 157.97, 145.59,
145.57, 139.19, 135.21, 135.10, 134.52, 132.53 *, 131.35*, 130.59, 130.39, 129.79,
129.72*, 129.63*, 129.54*, 128.85, 128.70*, 127.46, 124.91, 124.12*, 124.10*, 123.84*,
122.89, 122,76, 122.23*, 121.69, 121.09, 119.22*, 66.49*, 29.70*, 24.00*, 14.14*. M + H =
755.35.
λmax (ethyl acetate) = 551 nm, ε = 91,500 L mol-1 cm-1 and 526 nm ε = 67,000 L mol-1 cm1.
3-614-CAS-4502649
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