Synthesis of poly(2-acetamidoacrylic acid) and its PEGMA block copolymer via ATRP in water

被引:8
作者
Kadayifcioglu, Neslihan [1 ]
Acar, Havva Yagci [1 ,2 ]
机构
[1] Koc Univ, Grad Sch Mat Sci & Engn, TR-34450 Istanbul, Turkey
[2] Koc Univ, Dept Chem, TR-34450 Istanbul, Turkey
关键词
ATRP; Captodative; 2-Acetamidoacrylic acid; Depolymerization; SPION; TRANSFER RADICAL POLYMERIZATION; PEPTIDE ANTIBIOTIC NISIN; AMBIENT-TEMPERATURE; AQUEOUS-MEDIA; METHACRYLATE; COPPER; POLYMERS; ACRYLATE;
D O I
10.1016/j.eurpolymj.2013.07.014
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Controlled polymerization of a captodative monomer, 2-acetamidoacrylic acid (AAA), was studied for the first time in the literature. Salt of the monomer in water was polymerized using ATRP method and influence of several factors, including solvent composition, halogen exchange and additives like pyridine and halide salts were investigated to improve the control. Captodative monomers form very stable radicals favoring the active species over the dormant one. Depolymerization at room temperature under ATRP conditions was determined as the major obstacle in front of the high molecular weight polymers and block copolymer formation. Nevertheless, poly(AAA-b-(AAA-co-PEGMA)) block polymers were prepared through ATRP and possible applications were discussed. As an example, pH responsive nature and ability to coat superparamagnetic iron oxide nanoparticles were demonstrated. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3366 / 3376
页数:11
相关论文
共 39 条
[1]   PREPARATION OF POLY(N-ACETYL-ALPHA-AMINO ACRYLIC-ACID) [POLY(N-ACETYL DEHYDROALANINE)] AND POLY(ALPHA-AMINO ACRYLIC-ACID) (POLYDEHYDROALANINE) [J].
ASQUITH, RS ;
GARDNER, KL ;
YEUNG, KW .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1978, 16 (12) :3275-3280
[2]   MADIX polymerization of captodative ethyl α-acetoxyacrylate with acrylate monomers [J].
Batt-Coutrot, D ;
Robin, JJ ;
Bzducha, W ;
Destarac, M .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2005, 206 (17) :1709-1717
[3]   Structure-activity relationships in the peptide antibiotic nisin: Role of dehydroalanine 5 [J].
Chan, WC ;
Dodd, HM ;
Horn, N ;
Maclean, K ;
Lian, LY ;
Bycroft, BW ;
Gasson, MJ ;
Roberts, GCK .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1996, 62 (08) :2966-2969
[4]   Structure-activity relationships in the peptide antibiotic nisin: Antibacterial activity of fragments of nisin [J].
Chan, WC ;
Leyland, M ;
Clark, J ;
Dodd, HM ;
Lian, LY ;
Gasson, MJ ;
Bycroft, BW ;
Roberts, GCK .
FEBS LETTERS, 1996, 390 (02) :129-132
[5]   Atom transfer radical polymerization of styrenesulfonic acid sodium salts (SSNa) in aqueous phase [J].
Choi, CK ;
Kim, YB .
POLYMER BULLETIN, 2003, 49 (06) :433-439
[6]   Synthesis of amino acid-based polymers via atom transfer radical polymerization in aqueous media at ambient temperature [J].
Chung, ID ;
Britt, P ;
Xie, D ;
Harth, E ;
Mays, J .
CHEMICAL COMMUNICATIONS, 2005, (08) :1046-1048
[7]   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-+
[8]  
Coca S, 1998, J POLYM SCI POL CHEM, V36, P1417, DOI 10.1002/(SICI)1099-0518(19980715)36:9<1417::AID-POLA9>3.0.CO
[9]  
2-P
[10]   Preparation and Characterization of Inorganic-Organic Composites with Highly Dense CdS Nanoparticles Using Poly(2-acetamidoacrylic acid) Hydrogels [J].
Ha, Eun-Ju ;
Park, Chun-Ho ;
An, Scong Soo A. ;
Paik, Hyun-jong ;
Lee, Jang-Oo .
COMPOSITE INTERFACES, 2009, 16 (4-6) :493-505