Scale-up of microwave-assisted polymerizations in batch mode:: The cationic ring-opening polymerization of 2-ethyl-2-oxazoline

被引:41
作者
Hoogenboom, Richard
Paulus, Renzo M.
Pilotti, Ake
Schubert, Ulrich S.
机构
[1] Eindhoven Univ Technol, Lab Macromol Chem & Nanosci, NL-5600 MB Eindhoven, Netherlands
[2] Dutch Polymer Inst, NL-5600 MB Eindhoven, Netherlands
[3] Biotage AB, SE-75318 Uppsala, Sweden
关键词
batch reaction; living polymerization; microwave irradiation; poly(2-oxazoline)s; ring-opening polymerization; scale-up;
D O I
10.1002/marc.200600349
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The use of microwave heating in polymer science is a rapidly growing field of research leading to faster and cleaner polymerization procedures. However, the majority of the investigations are performed at small scales (approximate to 1 mL), which is far away from potential commercial applications of microwave-assisted polymerizations. In addition, it has been shown in organic chemistry that microwave-assisted reaction protocols can be directly scaled without the need for process optimization. In this contribution, we have investigated the direct scaling of microwave-assisted polymerization procedures under pressure conditions using the cationic ring-opening polymerization of 2-ethyl-2-oxazoline as the model system. This polymerization was performed at scales ranging from 4.0 mmol (1 mL) to 1.0 mol (250 mL) in different microwave synthesizers covering both monomode and multimode devices.
引用
收藏
页码:1556 / 1560
页数:5
相关论文
共 26 条
[11]   Controlled microwave heating in modern organic synthesis [J].
Kappe, CO .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (46) :6250-6284
[12]  
Kappe CO, 2005, METH PRIN MED CHEM, V52, P1, DOI 10.1002/3527606556
[13]  
Leenen M, 2005, E-POLYMERS
[14]   Efficient large scale microwave assisted Mannich reactions using substituted acetophenones [J].
Lehmann, Fredrik ;
Pilotti, Ake ;
Luthman, Kristina .
MOLECULAR DIVERSITY, 2003, 7 (2-4) :145-152
[15]   Microwave-assisted organic synthesis: scale-up of palladium-catalyzed aminations using single-mode and multi-mode microwave equipment [J].
Loones, KTJ ;
Maes, BUW ;
Rombouts, G ;
Hostyn, S ;
Diels, G .
TETRAHEDRON, 2005, 61 (43) :10338-10348
[16]   Improvements in Diels-Alder cycloadditions with some acetylenic compounds under solvent-free microwave-assisted conditions:: experimental results and theoretical approaches [J].
Loupy, A ;
Maurel, F ;
Sabatié-Gogová, A .
TETRAHEDRON, 2004, 60 (07) :1683-1691
[17]   Acylation and related reactions under microwaves.: 5.: Development to large laboratory scale with a continuous-flow process [J].
Marquié, J ;
Salmoria, G ;
Poux, M ;
Laporterie, A ;
Dubac, J ;
Roques, N .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2001, 40 (21) :4485-4490
[18]   Ecofriendly fast batch synthesis of dioxolanes, dithiolanes, and oxathiolanes without solvent under microwave irradiation [J].
Perio, B ;
Dozias, MJ ;
Hamelin, J .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 1998, 2 (06) :428-430
[19]   Hydrodechlorination of chlorinated benzenes in a continuous microwave reactor [J].
Pillai, UR ;
Sahle-Demessie, E ;
Varma, RS .
GREEN CHEMISTRY, 2004, 6 (06) :295-298
[20]   1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and microwave-accelerated green chemistry in methylation of phenols, indoles, and benzimidazoles with dimethyl carbonate [J].
Shieh, WC ;
Dell, S ;
Repic, O .
ORGANIC LETTERS, 2001, 3 (26) :4279-4281