Synthesis of azido end-functionalized polyacrylates via atom transfer radical polymerization

被引:102
作者
Coessens, V [1 ]
Nakagawa, Y [1 ]
Matyjaszewski, K [1 ]
机构
[1] Carnegie Mellon Univ, Dept Chem, Pittsburgh, PA 15213 USA
关键词
D O I
10.1007/s002890050234
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Atom transfer radical polymerization (ATRP) was demonstrated to yield well-defined polyacrylates with halogen end groups. These halogen end groups were transformed to azide groups which were subsequently reduced into amino groups. The replacement of the halogen end groups by azide groups was obtained either by using sodium azide or by treatment with trimethylsilyl azide in the presence of both stoichiometric and catalytic amounts of tetrabutylammonium fluoride(TBAF). The azide end groups were reacted with triphenylphosphine in order to obtain iminophosphorane groups which were then hydrolyzed yielding amino terminated polyacrylates.
引用
收藏
页码:135 / 142
页数:8
相关论文
共 20 条
[1]   Living radical polymerization of methyl methacrylate with ruthenium complex: Formation of polymers with controlled molecular weights and very narrow distributions [J].
Ando, T ;
Kato, M ;
Kamigaito, M ;
Sawamoto, M .
MACROMOLECULES, 1996, 29 (03) :1070-1072
[2]  
DUBOIS GE, 1981, J ORG CHEM, V47, P1319
[3]   CONTROLLED RADICAL POLYMERIZATION BY DEGENERATIVE TRANSFER - EFFECT OF THE STRUCTURE OF THE TRANSFER AGENT [J].
GAYNOR, SG ;
WANG, JS ;
MATYJASZEWSKI, K .
MACROMOLECULES, 1995, 28 (24) :8051-8056
[4]   NARROW MOLECULAR-WEIGHT RESINS BY A FREE-RADICAL POLYMERIZATION PROCESS [J].
GEORGES, MK ;
VEREGIN, RPN ;
KAZMAIER, PM ;
HAMER, GK .
MACROMOLECULES, 1993, 26 (11) :2987-2988
[5]   Controlled radical polymerization of methacrylic monomers in the presence of a bis(ortho-chelated) arylnickel(II) complex and different activated alkyl halides [J].
Granel, C ;
Dubois, P ;
Jerome, R ;
Teyssie, P .
MACROMOLECULES, 1996, 29 (27) :8576-8582
[6]   Controlled/''living'' radical polymerization of methyl methacrylate by atom transfer radical polymerization [J].
Grimaud, T ;
Matyjaszewski, K .
MACROMOLECULES, 1997, 30 (07) :2216-2218
[7]   Atom transfer radical polymerization of methyl methacrylate initiated by alkyl bromide and 2-pyridinecarbaldehyde imine copper(I) complexes [J].
Haddleton, DM ;
Jasieczek, CB ;
Hannon, MJ ;
Shooter, AJ .
MACROMOLECULES, 1997, 30 (07) :2190-2193
[8]   POLYMERIZATION OF METHYL-METHACRYLATE WITH THE CARBON-TETRACHLORIDE DICHLOROTRIS(TRIPHENYLPHOSPHINE)RUTHENIUM(II) METHYLALUMINUM BIS(2,6-DI-TERT-BUTYLPHENOXIDE) INITIATING SYSTEM - POSSIBILITY OF LIVING RADICAL POLYMERIZATION [J].
KATO, M ;
KAMIGAITO, M ;
SAWAMOTO, M ;
HIGASHIMURA, T .
MACROMOLECULES, 1995, 28 (05) :1721-1723
[9]  
MATYJASZEWSKI K, 1997, ACS POLYM MAT SCI EN, V76, P147
[10]   Evidence for living radical polymerization of methyl methacrylate with ruthenium complex: Effects of protic and radical compounds and reinitiation from the recovered polymers [J].
Nishikawa, T ;
Ando, T ;
Kamigaito, M ;
Sawamoto, M .
MACROMOLECULES, 1997, 30 (08) :2244-2248