One-step functionalization of single-walled carbon nanotubes (SWCNTs) with cyclopentadienyl-capped macromolecules via diels-alder chemistry

Zydziak, N., Hübner, C., Bruns, M., & Barner-Kowollik, C. (2011) One-step functionalization of single-walled carbon nanotubes (SWCNTs) with cyclopentadienyl-capped macromolecules via diels-alder chemistry. Macromolecules, 44(9).

View at publisher

Abstract

Without previous modification, single-walled carbon nanotubes (SWCNTs) react as dienophiles in a single-step Diels-Alder [4 + 2] cycloaddition with diene terminal polymer strands. Cyclopentadienyl-capped poly(methyl methacrylate) (Mn = 2900 g mol-1, PDI = 1.2) was grafted onto SWCNTs under mild conditions at ambient temperature as well as at 80 °C in the absence of any catalyst. Thermogravimetric analysis, elemental analysis, and X-ray photoelectron spectroscopy confirm the success of the reaction and allow to estimate the grafting density of the polymer chains on the SWCNTs via the above three independent methods (average grafting density of 0.064 mmol g-1 (0.029 chains nm-2) for samples reacted at ambient temperature and 0.086 mmol g-1 (0.039 chains nm-2) for samples reacted at 80 °C). In addition, high-resolution transmission electron microscopy images confirmed the presence of an amorphous polymer layer (∼3 nm) around the SWCNTs after functionalization. © 2011 American Chemical Society.

Impact and interest:

35 citations in Scopus
Search Google Scholar™
34 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: 99290
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :31
Export Date: 5 September 2016
CODEN: MAMOB
Correspondence Address: Barner-Kowollik, C.; Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstrasse 18, 76128 Karlsruhe, Germany; email: christopher.barner-kowollik@kit.edu
References: Spitalsky, Z., Tasis, D., Papagelis, K., Galiotis, C., (2010) Prog. Polym. Sci., 35, pp. 357-401; Yang, B.-X., Shi, J.-H., Pramoda, K.P., Goh, S.H., (2007) Nanotechnology, 18, pp. 125606-125612; Blake, R., Coleman, J.N., Byrne, M.T., McCarthy, J.E., Perova, T.S., Blau, W.J., Nagy, J.B., Gun'Ko, Y.K., (2006) J. Mater.Chem., 16, pp. 4206-4213; Bauhofer, W., Kovacs, J.Z., (2008) Compos. Sci. Technol., 69, pp. 1486-1511; Huang, Y.Y., Terentjev, E.M., (2010) Adv. Funct. Mater., 23, pp. 4062-4068; Bose, S., Bhattacharyya, A.R., Kulkarni, A.R., Pötschke, P., (2009) Compos. Sci. Technol., 69, pp. 365-372; Fujigaya, T., Fukumaru, T., Nakashima, N., (2009) Synth. Met., 159, pp. 827-830; Li, X., Gao, H., Scrivens, W.A., Fei, D., Xu, X., Sutton, M.A., Reynolds, A.P., Myrick, M.L., (2007) J. Nanosci. Nanotechnol., 7, pp. 2309-2317; Kashiwagi, T., Fagan, J., Douglas, J.F., Yamamoto, K., Heckert, A.N., Leigh, S.D., Obrzut, J., Haggenmueller, R., (2007) Polymer, 48, pp. 4855-4866; Uchida, T., Kumar, S., (2005) J. Appl. Polym. Sci., 98, pp. 985-989; Hirsch, A., Votroswsky, O., (2005) Top. Curr. Chem., 245, pp. 193-237; Banerjee, S., Hemraj-Benny, T., Wong, S.S., (2005) Adv. Mater., 1, pp. 17-29; Peng, X., Wong, S.S., (2009) Adv. Mater., 21, pp. 625-642; Tchoul, M.N., Ford, W.T., Lolli, G., Resasco, D.E., Arepalli, S., (2007) Chem. Mater., 19, pp. 5765-5772; Datsyuk, V., Kalyva, M., Papagelis, K., Parthenios, J., Tasis, D., Siokou, A., Kallitsis, I., Galiotis, C., (2008) Carbon, 46, pp. 833-840; Touhara, H., Inahara, J., Mizuno, T., Yokoyama, Y., Okanoa, S., Yaganiuch, K., Mukopadhyay, I., Tomita, A., (2002) J. Fluorine Chem., 114, pp. 181-188; Ying, Y., Saini, R.K., Liang, F., Sadana, A.K., Billups, W.E., (2003) Org. Lett., 5, pp. 1471-1473; Holzinger, M., Votrowski, O., Hirsch, A., Hennrich, F., Kappes, M., Weiss, R., Jellen, F., (2001) Angew. Chem., 40, pp. 4002-4005; Brunetti, F., Ferrrero, M., Munoz, J., Meneghetti, M., Prato, M., Vasquez, E., (2008) J. Am. Chem. Soc., 130, pp. 8094-8100; Coleman, K.S., Bailey, S.R., Fogden, S., Green, M.L.H., (2003) J. Am. Chem. Soc., 125, pp. 8722-8723; Gebhardt, B., Graupner, R., Hauke, F., Hirsch, A., (2010) Eur. J. Org. Chem., 8, pp. 1494-1501; Martinez-Rubi, Y., Guan, J., Lin, S., Scriver, C., Sturgeon, R.E., Simard, B., (2007) Chem. Commun., 48, pp. 5146-5148; 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; Nebhani, L., Barner-Kowollik, C., (2010) Macromol. Rapid Commun., 31, pp. 1298-1305; Giacalone, F., Martin, N., (2006) Chem. Rev., 106, pp. 5136-5190; Kymakis, E., Servati, P., Tzanetakis, P., Koudoumas, E., Kornolios, N., Rompogiannakis, I., Franghiadakis, Y., Amaratunga, G.A.J., (2007) Nanotechnology, 18, pp. 435702-435705; Lu, X., Tian, F., Wang, N., Zhang, Q., (2002) Org. Lett., 24, pp. 4313-4315; Mercuri, F., Sgamellotti, A., (2009) Phys. Chem. Chem. Phys., 11, pp. 563-567; Nunzi, F., Smagellotti, A., De Angelis, F., (2009) Chem.-Eur. J., 15, pp. 4182-4189; Ménard-Moyon, C., Dumas, E., Doris, F., Mioskowski, C., (2006) J. Am. Chem. Soc., 128, pp. 14764-14765; Munirasu, S., Albuerne, J., Boschetti-De-Fierro, A., Abetz, V., (2010) Macromol. Rapid Commun., 31, pp. 574-579; Sakellariou, G., Ji, H., Mays, J.W., Hadjichristidis, N., Baskaran, D., (2007) Chem. Mater., 19, pp. 6370-6372; Gruendling, T., Weidner, S., Falkenhagen, J., Barner-Kowollik, C., (2010) Polym. Chem., 1, pp. 599-617; Advoshenko, S.M., Ioffe, I.N., Kozlov, A.A., Markov, V.Y., Nikolaev, E.N., Sidorov, L.N., (2008) Rapid Commun. Mass Spectrom., 22, pp. 1372-1376; Inglis, A.J., Paulöhrl, T., Barner-Kowollik, C., (2010) Macromolecules, 43, pp. 33-36; Parry, K.L., Shard, A.G., Short, R.D., White, R.G., Whittle, J.D., Wright, A., (2006) Surf. Interface Anal., 38, pp. 1497-1504; Scofield, J.H., (1976) J. Electron Spectrosc. Relat. Phenom., 8, pp. 129-148; Tanuma, S., Powell, C.J., Penn, D.R., (1994) Surf. Interface Anal., 21, pp. 165-176; Peigney, A., Laurent, C., Flahaut, E., Bacsa, R.R., Rousset, A., (2001) Carbon, 39, pp. 507-514; Rubinstein, M., Colby, R., (2001) Polymer Physics, pp. 40-70. , Rubinstein M. Colby R. Eds.; Oxford University Press: New York; Retzko, I., Unger, W.E.S., (2003) Adv. Eng. Mater., 5, pp. 519-522; Pumera, M., Smid, B., Veltruska, K., (2009) J. Nanosci. Nanotechnol., 9, pp. 2671-2676; De Marco, C., Eaton, S.M., Suriano, R., Turri, S., Levo, M., Rampino, R., Cerullo, G., Osellame, R., (2010) ACS Appl. Mater. Interfaces, 2, pp. 2377-2384
Keywords: [4 + 2] cycloaddition, Ambient temperatures, Amorphous polymers, Cyclopentadienyls, Diels-Alder, Dienophiles, Elemental analysis, Functionalizations, Grafting densities, Polymer chains, Polymer strands, Single-step, Cycloaddition, Esters, Functional polymers, Grafting (chemical), High resolution transmission electron microscopy, Olefins, Polymers, Single-walled carbon nanotubes (SWCN), Temperature, X ray photoelectron spectroscopy, Thermogravimetric analysis
DOI: 10.1021/ma200107z
ISSN: 00249297
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: 05 Oct 2016 01:16

Export: EndNote | Dublin Core | BibTeX

Repository Staff Only: item control page