Microwave-assisted esterification of methacrylic acid and polymer-analogous esterification of poly[ethylene-co-(acrylic acid)] with dissimilar phenols

被引:15
作者
Bezdushna, Ella [1 ]
Ritter, Helmut [1 ]
机构
[1] Univ Dusseldorf, Inst Organ Chem & Makromol Chem, Lehrstuhl 2, D-40225 Dusseldorf, Germany
关键词
D O I
10.1002/marc.200600716
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Phenyl methacrylate and p-tolyl methacrylate were synthesized by starting directly from methacrylic acid and the corresponding phenols. Polymer-analogous esterification on poly [ethylene-co-(acrylic acid)] (PEAA) was performed with phenol, p-methoxyphenol, and 2,4,6-trimethylphenol. The synthesized compounds were characterized by FT-IR and H-1 NMR measurements. The esterification reactions were performed under solvent-free conditions using an acid catalyst under microwave irradiation and in an oil-bath, for comparison. It was shown that MW irradiation effectively promotes the esterification especially on the polymeric system. Differential scanning calorimetry was employed to study the thermal behavior of modified and unmodified PEAA. One pot reaction and reaction time within minutes are the main advantages of the MW method.
引用
收藏
页码:443 / 448
页数:6
相关论文
共 15 条
  • [1] Microwave-assisted single-step synthesis of poly(alkylene hydrogen phosphonate)s by transesterification of dimethyl hydrogen phosphonate with poly(ethylene glycol)
    Bezdushna, E
    Ritter, H
    Troev, K
    [J]. MACROMOLECULAR RAPID COMMUNICATIONS, 2005, 26 (06) : 471 - 476
  • [2] Braun D., 2004, POLYM SYNTHESIS THEO
  • [3] IONOMER STUDIES OF POLYETHYLENE ACRYLIC-ACID COPOLYMER .1. FIBER PREPARATION AND PROPERTIES
    BROUGHTON, RM
    HALL, DM
    [J]. JOURNAL OF APPLIED POLYMER SCIENCE, 1993, 48 (09) : 1501 - 1513
  • [4] Polyethylene-co-acrylic acid as coating for biosensor application:: A quartz crystal microbalance study
    Chong, KT
    Su, XD
    Lee, EJD
    O'Shea, SJ
    [J]. LANGMUIR, 2002, 18 (25) : 9932 - 9936
  • [5] Microwave-assisted direct synthesis and polymerization of chiral acrylamide
    Iannelli, M
    Ritter, H
    [J]. MACROMOLECULAR CHEMISTRY AND PHYSICS, 2005, 206 (03) : 349 - 353
  • [6] Influence of microwave irradiation on the lipase-catalyzed ring-opening polymerization of ε-caprolactone
    Kerep, Patrick
    Ritter, Helmut
    [J]. MACROMOLECULAR RAPID COMMUNICATIONS, 2006, 27 (09) : 707 - 710
  • [7] KLINK M, 2005, E POLYM
  • [8] Microwave-assisted polymer chemistry: Heck-reaction, transesterification, Baeyer-Villiger oxidation, oxazoline polymerization, acrylamides, and porous materials
    Koopmans, C
    Iannelli, M
    Kerep, P
    Klink, M
    Schmitz, S
    Sinnwell, S
    Ritter, H
    [J]. TETRAHEDRON, 2006, 62 (19) : 4709 - 4714
  • [9] Reactivity and selectivity under microwaves in organic chemistry. Relation with medium effects and reaction mechanisms
    Loupy, A
    Perreux, L
    Liagre, M
    Burle, K
    Moneuse, M
    [J]. PURE AND APPLIED CHEMISTRY, 2001, 73 (01) : 161 - 166
  • [10] Chemoselectivity in reactions of esterification
    Nahmany, M
    Melman, A
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (11) : 1563 - 1572