TY - JOUR
T1 - Preparation of block copolymers via Diels Alder reaction of maleimide- And anthracene-end functionalized polymers
AU - Durmaz, Hakan
AU - Colakoglu, Bige
AU - Tunca, Umit
AU - Hizal, Gurkan
PY - 2006/3/1
Y1 - 2006/3/1
N2 - A number of diblock copolymers were successfully prepared by Diels-Alder reaction, between maleimide- and anthracene-end functionalized poly (methyl methacrylate) (PMMA), polystyrene (PS), poly(tert-butyl acrylate) (PtBA), and poly(ethylene glycol) (PEG) in toluene, at 110 °C. For this purpose, 2-bromo-2-methyl-propionic acid 2-(3,5-dioxo-10-oxa-4-azatricyclo[5.2.1.02,6] dec-8-en-4-yl)-ethyl ester, 2, 9-anthyrylmethyl 2-bromo-2-methyl propanoate, 3, and 2-bromo-propionic acid 2-(3,5-dioxo-10-oxa-4-azatricyclo[5.2.1.02,6]dec-8- en-4-yl)-ethyl ester, 4, were used as initiators in atom transfer radical polymerization, in the presence of Cu(I) salt and pentamethyldiethylenetriamine (PMDETA), at various temperatures. On the other hand, PEG with maleimide- or anthracene-end functionality was achieved by esterification between monohydroxy PEG and succinic acid monoathracen-9-ylmethyl ester, 1, or 4-maleimido-benzoyl chloride. Thus-obtained PMMA-b-PS, PEG-b-PS, PtBA-b-PS, and PMMA-b-PEG block copolymers were characterized by 1H NMR, UV, and GPC.
AB - A number of diblock copolymers were successfully prepared by Diels-Alder reaction, between maleimide- and anthracene-end functionalized poly (methyl methacrylate) (PMMA), polystyrene (PS), poly(tert-butyl acrylate) (PtBA), and poly(ethylene glycol) (PEG) in toluene, at 110 °C. For this purpose, 2-bromo-2-methyl-propionic acid 2-(3,5-dioxo-10-oxa-4-azatricyclo[5.2.1.02,6] dec-8-en-4-yl)-ethyl ester, 2, 9-anthyrylmethyl 2-bromo-2-methyl propanoate, 3, and 2-bromo-propionic acid 2-(3,5-dioxo-10-oxa-4-azatricyclo[5.2.1.02,6]dec-8- en-4-yl)-ethyl ester, 4, were used as initiators in atom transfer radical polymerization, in the presence of Cu(I) salt and pentamethyldiethylenetriamine (PMDETA), at various temperatures. On the other hand, PEG with maleimide- or anthracene-end functionality was achieved by esterification between monohydroxy PEG and succinic acid monoathracen-9-ylmethyl ester, 1, or 4-maleimido-benzoyl chloride. Thus-obtained PMMA-b-PS, PEG-b-PS, PtBA-b-PS, and PMMA-b-PEG block copolymers were characterized by 1H NMR, UV, and GPC.
KW - Anthracene
KW - Atom transfer radical polymerization
KW - Diblock copolymer
KW - Diels-Alder reaction
KW - Maleimide
UR - http://www.scopus.com/inward/record.url?scp=33644999340&partnerID=8YFLogxK
U2 - 10.1002/pola.21275
DO - 10.1002/pola.21275
M3 - Article
AN - SCOPUS:33644999340
SN - 0887-624X
VL - 44
SP - 1667
EP - 1675
JO - Journal of Polymer Science, Part A: Polymer Chemistry
JF - Journal of Polymer Science, Part A: Polymer Chemistry
IS - 5
ER -