A new approach for modular polymer-polymer conjugations via Heck coupling

Winkler, M., Montero De Espinosa, L., Barner-Kowollik, C., & Meier, M. A. R. (2012) A new approach for modular polymer-polymer conjugations via Heck coupling. Chemical Science, 3(8).

View at publisher

Abstract

Heck coupling reactions are introduced as a modular, very efficient and highly orthogonal method for polymer-polymer conjugation. Several diblock and triblock copolymers (5200 Da ≤ Mn ≤ 17300 Da, 1.08 ≤ PDI ≤ 1.33) were prepared via Heck coupling reactions of acrylate-terminated and aryliodide-terminated polymers. The coupling reactions were performed using the so-called Jeffery's conditions, which allowed the use of equimolar amounts of reacting polymers and low reaction temperatures. Acrylated poly(ethylene glycol) monomethyl ether (PEG), poly(ε-caprolactone) (PCL) and polymers synthesized via head-to-tail selective acyclic diene metathesis (ADMET) polymerisation have been successfully conjugated with both a PEG and PCL containing an aryliodide moiety. © The Royal Society of Chemistry 2012.

Impact and interest:

20 citations in Scopus
Search Google Scholar™
24 citations in Web of Science®

Citation counts are sourced monthly from Scopus and Web of Science® citation databases.

These databases contain citations from different subsets of available publications and different time periods and thus the citation count from each is usually different. Some works are not in either database and no count is displayed. Scopus includes citations from articles published in 1996 onwards, and Web of Science® generally from 1980 onwards.

Citations counts from the Google Scholar™ indexing service can be viewed at the linked Google Scholar™ search.

ID Code: 99330
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :19
Export Date: 5 September 2016
CODEN: CSHCC
Correspondence Address: Barner-Kowollik, C.; Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstr. 18, 76128 Karlsruhe, Germany; email: christopher.barner-kowollik@kit.edu
References: Hawker, C.J., Wooley, K.L., (2005) Science, 309, pp. 1200-1205; Roy, D., Cambre, J.N., Sumerlin, B.S., (2010) Prog. Polym. Sci., 35, pp. 278-301; Barner-Kowollik, C., Inglis, A.J., (2009) Macromol. Chem. Phys., 210, pp. 987-992; Kilbinger, A.F.M., (2010) Angew. Chem., Int. Ed., 49, pp. 1191-1192; Sumerlin, B.S., Vogt, A.P., (2009) Macromolecules, 43, pp. 1-13; Binder, W.H., Sachsenhofer, R., (2007) Macromol. Rapid Commun., 28, pp. 15-54; Kolb, H.C., Finn, M.G., Sharpless, K.B., (2001) Angew. Chem., Int. Ed., 40, pp. 2004-2021; Barner-Kowollik, C., Du Prez, F.E., Espeel, P., Hawker, C.J., Junkers, T., Schlaad, H., Van Camp, W., (2011) Angew. Chem., Int. Ed., 50, pp. 60-62; Gao, H., Matyjaszewski, K., (2007) J. Am. Chem. Soc., 129, pp. 6633-6639; Sinnwell, S., Inglis, A.J., Davis, T.P., Stenzel, M.H., Barner-Kowollik, C., (2008) Chem. Commun., pp. 2052-2054; Gruendling, T., Oehlenschlaeger, K.K., Frick, E., Glassner, M., Schmid, C., Barner-Kowollik, C., (2011) Macromol. Rapid Commun., 32, pp. 807-812; Pauloehrl, T., Delaittre, G., Winkler, V., Welle, A., Bruns, M., Börner, H.G., Greiner, A.M., Barner-Kowollik, C., (2012) Angew. Chem., Int. Ed., 51, pp. 1071-1074; Inglis, A., Sinnwell, S., Stenzel, M., Barner-Kowollik, C., (2009) Angew. Chem., Int. Ed., 48, pp. 2411-2414; Qiu, X.-P., Winnik, F.M., (2006) Macromol. Rapid Commun., 27, pp. 1648-1653; Mather, B.D., Viswanathan, K., Miller, K.M., Long, T.E., (2006) Prog. Polym. Sci., 31, pp. 487-531; Hoyle, C.E., Bowman, C.N., (2010) Angew. Chem., Int. Ed., 49, pp. 1540-1573; Koo, S.P.S., Stamenović, M.M., Prasath, R.A., Inglis, A.J., Du Prez, F.E., Barner-Kowollik, C., Van Camp, W., Junkers, T., (2010) J. Polym. Sci., Part A: Polym. Chem., 48, pp. 1699-1713; Montero De Espinosa, L., Meier, M.A.R., (2011) Chem. Commun., 47, pp. 1908-1910; De Meijere, A., Meyer, F.E., (1994) Angew. Chem., 106, pp. 2473-2506; Beletskaya, I.P., Cheprakov, A.V., (2000) Chem. Rev., 100, pp. 3009-3066; Xu, S., Liu, Y., Li, J., Wang, Y., Cao, S., (2010) Polym. Adv. Technol., 21, pp. 663-668; Yurteri, S., Cianga, I., Degirmenci, M., Yagci, Y., (2004) Polym. Int., 53, pp. 1219-1225; Tamami, B., Allahyari, H., Ghasemi, S., Farjadian, F., (2011) J. Organomet. Chem., 696, pp. 594-599; Carsten, B., He, F., Son, H.J., Xu, T., Yu, L., (2011) Chem. Rev., 111, pp. 1493-1528; Usui, M., Fukumoto, H., Yamamoto, T., (2010) Bull. Chem. Soc. Jpn., 83, pp. 1397-1399; Cheng, Y.-J., Luh, T.-Y., (2004) J. Organomet. Chem., 689, pp. 4137-4148; Bao, Z., Chen, Y., Cai, R., Yu, L., (1993) Macromolecules, 26, pp. 5281-5286; Peng, Z., Gharavi, A.R., Yu, L., (1997) J. Am. Chem. Soc., 119, pp. 4622-4632; Nicolaou, K.C., Bulger, P.G., Sarlah, D., (2005) Angew. Chem., Int. Ed., 44, pp. 4442-4489; Tornøe, C.W., Christensen, C., Meldal, M., (2002) J. Org. Chem., 67, pp. 3057-3064; Evans, R.A., (2007) Aust. J. Chem., 60, pp. 384-395; Jeffery, T., (1984) J. Chem. Soc., Chem. Commun., pp. 1287-1289; Jeffery, T., (1985) Tetrahedron Lett., 26, pp. 2667-2670; Carrow, B.P., Hartwig, J.F., (2010) J. Am. Chem. Soc., 132, pp. 79-81; Pratt, R.C., Lohmeijer, B.G.G., Long, D.A., Waymouth, R.M., Hedrick, J.L., (2006) J. Am. Chem. Soc., 128, pp. 4556-4557; Zhou, Z., Alper, H., (1996) Organometallics, 15, pp. 3282-3288; Barner-Kowollik, C., (2009) Macromol. Rapid Commun., 30, pp. 1625-1631; Preuss, C.M., Barner-Kowollik, C., (2011) Macromol. Theory Simul., 20, pp. 700-708; He, C., Sun, J., Deng, C., Zhao, T., Deng, M., Chen, X., Jing, X., (2004) Biomacromolecules, 5, pp. 2042-2047; Detrembleur, C., Mazza, M., Lou, X., Halleux, O., Lecomte, P., Mecerreyes, D., Hedrick, J.L., Jérôme, R., (2000) Macromolecules, 33, pp. 7751-7760
Keywords: Acyclic diene metathesis, Coupling reaction, Equimolar amount, Heck coupling reaction, Monomethyl ethers, New approaches, Orthogonal method, Reaction temperature, Chemical reactions, Conjugated polymers, Polyethylene glycols, Polymers
DOI: 10.1039/c2sc20402a
ISSN: 20416520
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 30 Sep 2016 03:25

Export: EndNote | Dublin Core | BibTeX

Repository Staff Only: item control page