Aqueous RAFT Polymerization of 2-Aminoethyl Methacrylate to Produce Well-Defined, Primary Amine Functional Homo- and Copolymers

被引：61

作者：

Alidedeoglu, Alp H. ^{[1
]}

York, Adam W. ^{[1
]}

McCormick, Charles L. ^{[1
]}

Morgan, Sarah E. ^{[1
]}

机构：

[1] Univ So Mississippi, Sch Polymers & High Performance Mat, Hattiesburg, MS 39406 USA

来源：

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY | 2009年 / 47卷 / 20期

基金：

美国国家科学基金会;

关键词：

aqueous reversible addition-fragmentation chain transfer (RAFT); block copolymers; functionalization of polymers; polymerization kinetics; WATER-SOLUBLE POLYMERS; AMPHIPHILIC DIBLOCK COPOLYMERS; CHAIN TRANSFER AGENTS; N-ISOPROPYLACRYLAMIDE; BLOCK-COPOLYMERS; HPMA COPOLYMERS; RADICAL POLYMERIZATION; AMBIENT-TEMPERATURE; HYDROPHILIC POLYMER; COLLOIDAL STABILITY;

D O I：

10.1002/pola.23590

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 the direct homopolymerization and block copolymerization of 2-aminoethyl methacrylate (AEMA) via aqueous reversible addition-fragmentation chain transfer (RAFT) polymerization. The controlled "living" polymerization of AEMA was carried out directly in aqueous buffer using 4-cyanopentanoic acid dithiobenzoate (CTP) as the chain transfer agent (CTA), and 2,2'-azobis(2-imidazolinylpropane) dihydrochloride (VA-044) as the initiator at 50 degrees C. The controlled "living" character of the polymerization was verified with pseudo-first order kinetic plots, a linear increase of the molecular weight with conversion, and low polydispersities (PDIs) (<1.2). In addition, well-defined copolymers of poly(AEMA-b-HPMA) have been prepared through chain extension of poly(AEMA) macroCTA with N-(2-hydroxypropyl)methacrylamide (HPMA) in water. It is shown that the macroCTA can be extended in a controlled fashion resulting in near monodisperse block copolymers. (C) 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 5405-5415, 2009

引用

页码：5405 / 5415

页数：11

共 72 条

[1] The future of reversible addition fragmentation chain transfer polymerization [J].

Barner-Kowollik, Christopher ;

Perrier, Sebastien .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (17) :5715-5723

[2] Sub-micrometer patterning of proteins by electric lithography [J].

Chang, Yu ;

Ahn, Yong Sik ;

Hahn, H. Thomas ;

Chen, Yong .

LANGMUIR, 2007, 23 (08) :4112-4114

[3] Synthesis of hydrophilic polymer-grafted ultrafine inorganic oxide particles in protic media at ambient temperature via atom transfer radical polymerization: use of an electrostatically adsorbed polyelectrolytic macroinitiator [J].

Chen, XY ;

Armes, SP ;

Greaves, SJ ;

Watts, JF .

LANGMUIR, 2004, 20 (03) :587-595

[4] Surface polymerization of hydrophilic methacrylates from ultrafine silica sols in protic media at ambient temperature: A novel approach to surface functionalization using a polyelectrolytic macroinitiator [J].

Chen, XY ;

Armes, SP .

ADVANCED MATERIALS, 2003, 15 (18) :1558-+

[5] Direct synthesis of thermally responsive DMA/NIPAM diblock and DMA/NIPAM/DMA triblock copolymers via aqueous, room temperature RAFT polymerization [J].

Convertine, AJ ;

Lokitz, BS ;

Vasileva, Y ;

Myrick, LJ ;

Scales, CW ;

Lowe, AB ;

McCormick, CL .

MACROMOLECULES, 2006, 39 (05) :1724-1730

[6] Facile, controlled, room-temperature RAFT polymerization of N-isopropylacrylamide [J].

Convertine, AJ ;

Ayres, N ;

Scales, CW ;

Lowe, AB ;

McCormick, CL .

BIOMACROMOLECULES, 2004, 5 (04) :1177-1180

[7] Design of a multivalent galactoside ligand for selective targeting of HPMA copolymer-doxorubicin conjugates to human colon cancer cells [J].

David, A ;

Kopecková, P ;

Minko, T ;

Rubinstein, A ;

Kopecek, J .

EUROPEAN JOURNAL OF CANCER, 2004, 40 (01) :148-157

[8] KINETICS AND MECHANISM OF POLYTHIOAMIDATION IN SOLUTION .1. REACTION OF MONO(DITHIOESTER)S AND BIS(DITHIOESTER)S WITH EXCESS AMINE [J].

DELETRE, M ;

LEVESQUE, G .

MACROMOLECULES, 1990, 23 (22) :4733-4741

[9] Facile synthesis of block copolypeptides of defined architecture [J].

Deming, TJ .

NATURE, 1997, 390 (6658) :386-389

[10] Facile synthesis of controlled-structure primary amine-based methacrylamide polymers via the reversible addition-fragmentation chain transfer process [J].

Deng, Zhicheng ;

Bouchekif, Hassen ;

Babooram, Keshwaree ;

Housni, Adelghani ;

Choytun, Nankishoresing ;

Narain, Ravin .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (15) :4984-4996

← 1 2 3 4 5 6 7 8 →