Synthesis, Cyclopolymerization and Cyclo-Copolymerization of 9-(2-Diallylaminoethyl)adenine and Its Hydrochloride Salt
Abstract
:1. Introduction
2. Results and Discussion
Entry | Initiator b | Monomer | Solvent | Monomer | T | Yield | Mn d | Mw | Mz | PDI | dn/dc | |
---|---|---|---|---|---|---|---|---|---|---|---|---|
1 | 2 | (°C) | (%) c | (kDa) | (kDa) | (kDa) | ||||||
(mL/g) | ||||||||||||
1 | V-50 | DAAC | H2O | - | 70 | 67 | 14.1 | 28.8 | 54.5 | 1.98 | 0.173 | |
2 | TBHP | 7 | H2O | - | 80 | 3.7 | - | - | - | - | - | |
3 | V-50 | 7 | H2O | - | 70 | 5 | - | - | - | - | - | |
4 | APS | 7 | H2O | - | 85 | 17 | 2 | 2.5 | 3 | 1.25 | 0.183 | |
5 | V-50 | DAAC | MeOH | SO2 | 70 | 92 | 1350 | 1700 | 2190 | 1.32 | 0.181 | |
6 | V-50 | 7 | MeOH | SO2 | 70 | trace | - | - | - | - | - | |
7 | V-50 | 7 | DMSO | SO2 | 70 | 7 | - | - | - | - | - | |
8 | V-50 | 4 | MeOH | SO2 | 70 | 35 | 6 | 6.2 | 6.3 | 1.03 | 0.183 | |
9 | VPE-0201 | 4 | MeOH | SO2 | 70 | 10.6 | - | - | - | - | - | |
10 | V-50 | 4 | DMSO | SO2 | 70 | trace | - | - | - | - | - | |
11 | V-50 | 4 | DMSO | - | 70 | trace | - | - | - | - | - |
PDAAC-SO2 | 8 | |||||
---|---|---|---|---|---|---|
Solvent | Є a | bp (°C) | Cold b | Hot c | Cold b | Hot c |
Formamide | 111 | 210 | + | + | + | + |
Water | 78.4 | 100 | + | + | + | + |
Formic Acid | 58.5 | 100–101 | + | + | + | + |
DMSO | 47.2 | 189 | + | ± | − | ± |
DMF | 38.3 | 153 | − | − | − | − |
Ethylene glycol | 37.3 | 196–198 | ± | + | ± | + |
Methanol | 32.3 | 65 | − | − | − | − |
Ethanol | 24.3 | 78 | − | − | − | − |
Acetone | 20.7 | 56 | − | − | − | − |
Diglyme | 7 | 162 | − | − | − | − |
Dioxane | 2.2 | 101 | − | − | − | − |
3. Experimental
3.1. General
3.2. Measurements
3.3. Procedure for Cyclopolymerization of DAAC with V-50
3.4. Procedure for Cyclo-Copolymerization of DAAC with V-50
3.5. Procedure for Cyclopolymerization of 7 with V-50
3.6. Procedure for Cyclopolymerization of 7 with Ammonium Persulfate
3.7. Procedure for the Cyclo-Copolymerization of 7 with V-50
3.8. Procedure for Cyclo-Copolymerization of 4 with V-50
4. Conclusions
Acknowledgements
References
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Bouhadir, K.H.; Abramian, L.; Ezzeddine, A.; Usher, K.; Vladimirov, N. Synthesis, Cyclopolymerization and Cyclo-Copolymerization of 9-(2-Diallylaminoethyl)adenine and Its Hydrochloride Salt. Molecules 2012, 17, 13290-13306. https://doi.org/10.3390/molecules171113290
Bouhadir KH, Abramian L, Ezzeddine A, Usher K, Vladimirov N. Synthesis, Cyclopolymerization and Cyclo-Copolymerization of 9-(2-Diallylaminoethyl)adenine and Its Hydrochloride Salt. Molecules. 2012; 17(11):13290-13306. https://doi.org/10.3390/molecules171113290
Chicago/Turabian StyleBouhadir, Kamal H., Lara Abramian, Alaa Ezzeddine, Karyn Usher, and Nikolay Vladimirov. 2012. "Synthesis, Cyclopolymerization and Cyclo-Copolymerization of 9-(2-Diallylaminoethyl)adenine and Its Hydrochloride Salt" Molecules 17, no. 11: 13290-13306. https://doi.org/10.3390/molecules171113290