One-pot synthesis of ABC type triblock copolymers via in situ click [3+2] and Diels-Alder [4+2] reactions

被引:204
作者
Durmaz, Hakan [1 ]
Dag, Aydan [1 ]
Altintas, Ozcan [1 ]
Erdogan, Tuba [1 ]
Hizal, Gurkan [1 ]
Tunca, Umit [1 ]
机构
[1] Istanbul Tech Univ, Dept Chem, TR-34469 Istanbul, Turkey
关键词
D O I
10.1021/ma061819l
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
We report a one-pot synthesis of ABC triblock copolymers of poly(ethylene glycol)- (PEG-) polystyrene- (PS-) poly(methyl methacrylate) (PMMA), and poly(epsilon-caprolactone)- (PCL-) PS-PMMA by combining in situ click [3 + 2] and Diels-Alder [4 + 2] reactions. For this purpose, furan-protected maleimide end-functionalized PMMA, PS with alpha-anthracene and omega-azide end-functionality, and PEG or PCL with an alkyne end-functional group were reacted in N,N-dimehtylformamide (DMF) for 36 h at 120 degrees C in order to give the corresponding triblock copolymers. All polymeric precursors with narrow molecular weight distribution and well-defined chain-end functionalities were achieved from living polymerization methods, except PEG. The obtained polymers were characterized by H-1 NMR (250 MHz), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC) measurements.
引用
收藏
页码:191 / 198
页数:8
相关论文
共 51 条
[1]   ABC-type hetero-arm star terpolymers through "click" chemistry [J].
Altintas, Ozcan ;
Hizal, Gurkan ;
Tunca, Umit .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (19) :5699-5707
[2]   Design of novel poly(methyl vinyl ether) containing AB and ABC block copolymers by the dual initiator strategy [J].
Bernaerts, KV ;
Du Prez, FE .
POLYMER, 2005, 46 (19) :8469-8482
[3]   Synthesis of poly(tetrahydrofuran)-b-polystyrene block copolymers from dual initiators for cationic ring-opening polymerization and atom transfer radical polymerization [J].
Bernaerts, KV ;
Schacht, EH ;
Goethals, EJ ;
Du Prez, FE .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2003, 41 (21) :3206-3217
[4]   Combining ring-opening metathesis polymerization (ROMP) with sharpless-type "click" reactions: An easy method for the preparation of side chain functionalized poly(oxynorbornenes) [J].
Binder, WH ;
Kluger, C .
MACROMOLECULES, 2004, 37 (25) :9321-9330
[5]   Living free-radical polymerization by reversible addition-fragmentation chain transfer: The RAFT process [J].
Chiefari, J ;
Chong, YK ;
Ercole, F ;
Krstina, J ;
Jeffery, J ;
Le, TPT ;
Mayadunne, RTA ;
Meijs, GF ;
Moad, CL ;
Moad, G ;
Rizzardo, E ;
Thang, SH .
MACROMOLECULES, 1998, 31 (16) :5559-5562
[6]   Click chemistry in materials synthesis.: 1.: Adhesive polymers from copper-catalyzed azide-alkyne cycloaddition [J].
Díaz, DD ;
Punna, S ;
Holzer, P ;
Mcpherson, AK ;
Sharpless, KB ;
Fokin, VV ;
Finn, MG .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2004, 42 (17) :4392-4403
[7]   MACROMOLECULAR ENGINEERING OF POLYLACTONES AND POLYLACTIDES .12. STUDY OF THE DEPOLYMERIZATION REACTIONS OF POLY(EPSILON-CAPROLACTONE) WITH FUNCTIONAL ALUMINUM ALKOXIDE END-GROUPS [J].
DUBOIS, P ;
BARAKAT, I ;
JEROME, R ;
TEYSSIE, P .
MACROMOLECULES, 1993, 26 (17) :4407-4412
[8]   Preparation of block copolymers via diels alder reaction of maleimide- and anthracene-end functionalized polymers [J].
Durmaz, H ;
Colakoclu, B ;
Tunca, U ;
Hizal, G .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (05) :1667-1675
[9]   Heteroarm H-shaped terpolymers through the combination of the Diels-Alder reaction and controlled/living radical polymerization techniques [J].
Durmaz, Hakan ;
Karatas, Figen ;
Tunca, Umit ;
Hizal, Gurkan .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (13) :3947-3957
[10]   Molecular weight effect on swelling of polymer gels in homopolymer solutions:: a fluorescence study [J].
Erdogan, M ;
Hizal, G ;
Tunca, Ü ;
Hayrabetyan, D ;
Pekcan, Ö .
POLYMER, 2002, 43 (06) :1925-1931