SET-LRP of hydrophobic and hydrophilic acrylates in trifluoroethanol

被引：66

作者：

Samanta, Shampa R. ^{[1
]}

Levere, Martin E. ^{[1
]}

Percec, Virgil ^{[1
]}

机构：

[1] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA

来源：

POLYMER CHEMISTRY | 2013年 / 4卷 / 11期

基金：

美国国家科学基金会;

关键词：

LIVING RADICAL POLYMERIZATION; AMPHIPHILIC GRAFT COPOLYMER; BROMO CLICK CHEMISTRY; ACTIVATED CU(0) WIRE; METHYL ACRYLATE; VINYL-CHLORIDE; FLUORINATED ALCOHOLS; ROOM-TEMPERATURE; MULTIBLOCK COPOLYMERS; COMPLETE CONVERSION;

D O I：

10.1039/c3py00289f

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Efficient disproportionation of CuBr-Me-6-TREN in 2,2,2-trifluoroethanol (TFE) to produce "nascent" Cu(0) and CuBr2-Me-6-TREN indicates that this semifluorinated alcohol has the potential to be an excellent solvent for Cu(0) mediated single electron transfer-living radical polymerization (SET-LRP). Herein, we report the SET-LRP of a range of hydrophobic and hydrophilic acrylates, including methyl acrylate (MA), n-butyl acrylate (nBA), tert-butyl acrylate (tBA), 2-ethylhexyl acrylate (EHA) and 2-hydroxyethyl acrylate (HEA) using 2-bromopropionate (MBP) and 2-ethylbromoisopropionate (EBiB) as initiators, and Me-6-TREN as ligand in TFE. Analysis of the kinetics of polymerization and of the polymer chain ends by a combination of H-1 NMR, GPC, MALDI-TOF and chain-end functionalization by "thio-bromo" click reaction demonstrated the synthesis of perfect or near-perfect chain-end functional polyacrylates by SET-LRP in TFE.

引用

页码：3212 / 3224

页数：13

共 102 条

[1] Metal catalyzed living radical polymerization of acrylonitrile initiated with sulfonyl chlorides [J].

Barboiu, B ;

Percec, V .

MACROMOLECULES, 2001, 34 (25) :8626-8636

[2]

Basel Y, 2001, SYNTHESIS-STUTTGART, P550

[3] Fluorinated alcohols:: A new medium for selective and clean reaction [J].

Bégué, JP ;

Bonnet-Delpon, D ;

Crousse, B .

SYNLETT, 2004, (01) :18-29

[4]

BEGUE JP, 2005, HDB FLUOROUS CHEM, P341

[5] Copper(0)- mediated radical polymerisation in a self-generating biphasic system [J].

Boyer, Cyrille ;

Atme, Amir ;

Waldron, Christopher ;

Anastasaki, Athina ;

Wilson, Paul ;

Zetterlund, Per B. ;

Haddleton, David ;

Whittaker, Michael R. .

POLYMER CHEMISTRY, 2013, 4 (01) :106-112

[6] Synthesis of Complex Multiblock Copolymers via a Simple Iterative Cu(0)-Mediated Radical Polymerization Approach [J].

Boyer, Cyrille ;

Soeriyadi, Alexander H. ;

Zetterlund, Per B. ;

Whittaker, Michael R. .

MACROMOLECULES, 2011, 44 (20) :8028-8033

[7] Tunable thermoresponsive water-dispersed multiwalled carbon nanotubes [J].

Chen, Gaojian ;

Wright, Peter M. ;

Geng, Jin ;

Mantovani, Giuseppe ;

Haddleton, David M. .

CHEMICAL COMMUNICATIONS, 2008, (09) :1097-1099

[8] 5-COORDINATED HIGH-SPIN COMPLEXES OF BIVALENT COBALT NICKEL AND COPPER WITH TRIS(2-DIMETHYLAMINOETHYL)AMINE [J].

CIAMPOLINI, M ;

NARDI, N .

INORGANIC CHEMISTRY, 1966, 5 (01) :41-+

[9] Single electron transfer-degenerative chain transfer living radical polymerization of N-butyl acrylate catalyzed by Na2S2O4 in water media [J].

Coelho, JFJ ;

Silva, AMFP ;

Popov, AV ;

Percec, V ;

Abreu, MV ;

Gonçalves, PMOF ;

Gil, MH .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (09) :2809-2825

[10] Functionalization of Graphene Oxide Towards Thermo-Sensitive Nanocomposites via Moderate In Situ SET-LRP [J].

Deng, Yan ;

Li, Yongjun ;

Dai, Jing ;

Lang, Meidong ;

Huang, Xiaoyu .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2011, 49 (22) :4747-4755

← 1 2 3 4 5 6 7 8 9 10 →