Heterobifunctional poly(ε-caprolactone): Synthesis of α-cholesterol-ω-pyrene PCL via combination of ring-opening polymerization and “click” chemistry
作者： Sevinc Ilkar Erdagi , Erdinc Doganci , Cavit Uyanik , Faruk Yilmaz
DOI: 10.1016/J.REACTFUNCTPOLYM.2015.12.005
关键词:
摘要: Abstract A well-defined novel α -cholesterol and ω -pyrene heterobifunctional poly(e-caprolactone) (Chol-PCL-Pyr) was synthesized by a combination of ring-opening polymerization (ROP) “click” chemistry techniques. cholesterol compound with hydroxyl functional group used as the initiator in ROP e-caprolactone (e-CL) to prepare -cholesterol- -hydroxy PCL polymer (Chol-PCL-OH). -Hydroxy functionality Chol-PCL-OH then successfully converted into bromide azide. Further end-group modification -azide (Chol-PCL-N 3 ) achieved quantitatively copper (I)-catalyzed cycloaddition azide 1-ethynyl pyrene, which led desired groups (Chol-PCL-Pyr). The effect molar ratio e-CL on molecular weight obtained Chol-PCL-Pyr also investigated.
sci-hub.se 参考文章(76)
Valery P. Shibaev, Nicolai A. Platé, Yakov S. Freidzon, Yelena G. Tropsha, Thermotropic liquid crystalline polymers, 21. Peculiarities of selective reflection of light by cholesteric homopolymers Die Makromolekulare Chemie, Rapid Communications. ,vol. 6, pp. 625- 629 ,(1985) , 10.1002/MARC.1985.030060907
P. Chytil, T. Etrych, Č. Koňák, M. Šírová, T. Mrkvan, J. Bouček, B. Říhová, K. Ulbrich, New HPMA copolymer-based drug carriers with covalently bound hydrophobic substituents for solid tumour targeting Journal of Controlled Release. ,vol. 127, pp. 121- 130 ,(2008) , 10.1016/J.JCONREL.2008.01.007
Yijiang Liu, Yanzhai Wang, Dequan Zhuang, Junjiao Yang, Jing Yang, Bionanoparticles of amphiphilic copolymers polyacrylate bearing cholesterol and ascorbate for drug delivery. joint international conference on information sciences. ,vol. 377, pp. 197- 206 ,(2012) , 10.1016/J.JCIS.2012.04.004
Keru Zhao, Taihong Liu, Gang Wang, Xingmao Chang, Dong Xue, Kevin D. Belfield, Yu Fang, A butterfly-shaped pyrene derivative of cholesterol and its uses as a fluorescent probe. Journal of Physical Chemistry B. ,vol. 117, pp. 5659- 5667 ,(2013) , 10.1021/JP312318B
Ling Zhang, Qing-Rong Wang, Xue-Song Jiang, Si-Xue Cheng, Ren-Xi Zhuo, Studies on functionalization of poly(ε-caprolactone) by a cholesteryl moiety Journal of Biomaterials Science-polymer Edition. ,vol. 16, pp. 1095- 1108 ,(2005) , 10.1163/1568562054798527
Rafael Piñol, Lin Jia, Francesca Gubellini, Daniel Lévy, Pierre-Antoine Albouy, Patrick Keller, Amin Cao, Min-Hui Li, Self-assembly of PEG-b-liquid crystal polymer : The role of smectic order in the formation of nanofibers Macromolecules. ,vol. 40, pp. 5625- 5627 ,(2007) , 10.1021/MA071064Y
Jian-Yong Hu, Xing Feng, Nobuyuki Seto, Jung-Hee Do, Xi Zeng, Zhu Tao, Takehiko Yamato, Synthesis, structural and spectral properties of diarylamino-functionalized pyrene derivatives via Buchwald–Hartwig amination reaction Journal of Molecular Structure. ,vol. 1035, pp. 19- 26 ,(2013) , 10.1016/J.MOLSTRUC.2012.09.028
Pushkaraj Joshi, Giridhar Madras, Degradation of polycaprolactone in supercritical fluids Polymer Degradation and Stability. ,vol. 93, pp. 1901- 1908 ,(2008) , 10.1016/J.POLYMDEGRADSTAB.2008.07.002
Julio Ballesta-Claver, Javier Ametis-Cabello, Julia Morales-Sanfrutos, Alicia Megía-Fernández, M Carmen Valencia-Mirón, Francisco Santoyo-González, Luis Fermín Capitán-Vallvey, Electrochemiluminescent disposable cholesterol biosensor based on avidin-biotin assembling with the electroformed luminescent conducting polymer poly(luminol-biotinylated pyrrole). Analytica Chimica Acta. ,vol. 754, pp. 91- 98 ,(2012) , 10.1016/J.ACA.2012.10.006
M Ahola, J Rich, P Kortesuo, J Kiesvaara, J Seppälä, A Yli-Urpo, In vitro evaluation of biodegradable ε-caprolactone-co-D,L-lactide/silica xerogel composites containing toremifene citrate International Journal of Pharmaceutics. ,vol. 181, pp. 181- 191 ,(1999) , 10.1016/S0378-5173(99)00022-8