Abstract
The development of procedures for the synthesis of dendritic macromolecules by either the convergent or divergent growth approaches is outlined with emphasis placed on the controlled manipulation of three-dimensional structure. The utility of these techniques to prepare a wide variety of different dendritic structures is then discussed in terms of the three distinct regions associated with these novel macromolecular systems — the central core, the interior building blocks, and the chain ends. Control of these regions, coupled with changes in the synthetic approach, gives tailor-made dendritic macromolecules with predetermined physical properties and/or function. The application of current spectroscopic methods to the structural elucidation of dendritic macromolecules is then detailed along with an examination of the influence of dendritic structure on the physical properties of these novel materials. Finally, a comparison is made with the related class of highly branched polymers, hyperbranched macromolecules, and the manipulation of structure/function for these materials is examined.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
Similar content being viewed by others
References
Fréchet JMJ (1994) Science 263:1710
Tomalia DA, Baker H, Dewald J, Hall G, Kallos G, Martin S, Ryder J, Smith P (1985) Polym J 17:117
Newkome GR, Yao Z, Baker GR, Gupta VK (1985) J Org Chem 50:2003
Buhleier E, Wehner W, Vogtle F (1978) Synthesis 155
Denkewalter RG, Kolc JF, Lukasavage WJ (1981) US Pat 4,289,872
Aharoni SM, Crosby CR, Walsh EK (1982) Macromolecules 15:1093
de Brabandr van den Berg EMM, Meijer EW (1993) Angew Chem Int Ed Engl 32:1308
Fréchet JMJ, Jiang Y, Hawker CJ, Philippides A (1989) Proc IUPAC Int Symp Functional Polymers 19
Miller TM, Neenan TX (1990) Chem Mater 2:346
Hawker CJ, Fréchet JMJ (1990) J Chem Soc Chem Commun 1010
Hawker CJ, Fréchet JMJ (1990) J Am Chem Soc 112:7638
Wooley KL, Hawker CJ, Fréchet JMJ, Wudl F, Srdanov G, Shi S, Kao J (1993) J Am Chem Soc 115:9836
Ferguson G, Callagher JF, McKervey AM, Madigan E (1996) J Chem Soc Perkin Trans 1 599
Wooley KL, Hawker CJ, Fréchet JMJ (1991) J Am Chem Soc 113:4252
Hawker CJ, Fréchet JMJ (1996) In:Ebdon JR, Eastmond GC (eds) New methods of polymer Synthesis. Blackie, London, p 290
Walker KL, Kahr MS, Wilkins CL, Xu ZF, Moore JS (1994) J Am Soc Mass Spectrom 5:731
Leon JW, Fréchet JMJ (1995) Polym Bull 35:449
Wooley KL, Hawker CJ, Fréchet JMJ (1991) J Chem Soc Perkin Trans 1 1059
Hawker CJ, Fréchet JMJ (1992) J Am Chem Soc 114:8405
Miller TM, Kwock EW, Neenan TX (1992) Macromolecules 25:3143
Ihre H, Hult A, Soderlind E (1996) J Am Chem Soc 118:6388
Haddleton DM, Sahota HS, Taylor PC, Yeates SG (1996) J Chem Soc Perkin Trans 1 649
Miller TM, Neenan TX, Zayas R, Bair HE (1992) J Am Chem Soc 114:1018
Morikawa A, Kakimoto M, Imai Y (1991) Macromolecules 24:3469
Morikawa A, Kakimoto M, Imai Y (1992) Macromolecules 25:3247
Padias AB, Hall HK, Tomalia DA, McConnell JR (1987) J Org Chem 57:435
Moore JS, Xu Z (1991) Macromolecules 24:5893
Worner C, Mulhaupt R (1993) Angew Chem Int Ed Engl 32:1306
Moors R, Vogtle F (1993) Chem Ber 126:2133
Hall HK, Polis DW (1987) Polym Bull 17:409
Rengan K, Engel R (1991) J Chem Soc Chem Commun 987
Nagasaki T, Ukon M, Arimori S, Shinkai S (1992) J Chem Soc Chem Commun 608
Nagasaki T, Kimura O, Ukon M, Arimori S, Hamachi I, Shinkai S (1994) J Chem Soc Perkin Trans 1:75
Lorenz K, Holter D, Stuhn B, Mulhaupt R, Frey H (1996) Adv Mater 8:414
Chessa G, Scrivanti A (1996) J Chem Soc Perkin Trans 1:307
Newkome GR, Lin X, Weis CD (1991) Tet Assym 2:957
Kremers JA, Meijer EW (1994) J Org Chem 59:4262
McGrath DV, Wu M, Chaudhry U (1996) Tet Letts 37:6077
Chang HT, Chen C, Kondo T, Siuzdak G, Sharpless KB (1996) Angew Chem Int Ed Engl 35:182
Newkome GR (1994) Advances in dendritic Macromolecules, vol 1. JAI Publ
Xu Z, Moore JS (1993) Angew Chem Int Ed Engl 32:1354
Wang P, Liu Y, Devandoss C, Bharathi P, Moore JS (1996) Adv Mater 8:237
Lorenz K, Holter D, Stuhn B, Mulhaupt R, Frey H (1996) Adv Mater 8:414
Launay N, Slany M, Caminade A, Majoral J (1996) J Org Chem 61:3799
Laio YH, Moss JR (1993) J Chem Soc Chem Commun 1774
Fillaut JL, Astruc D (1993) J Chem Soc Chem Commun 1320
Knapen JWJ, van der Made AW, de Wilde JC, van Leeuwen PWNM, Wijkens P, Grove DM, van Koten G (1994) Nature 372:659
Huck W, Veggel F, Kropman B, Keim E, Reinhoudt D (1995) J Am Chem Soc 117:8293
Lange P, Beruda H, Hiller W, Schmidbaur H (1994) Z Naturforsch 49:781
Newkome GR, Cardullo F, Constable EC, Moorefield CN, Thompson AMWC (1993) J Chem Soc Chem Commun 925
Denti G, Campagna S, Serroni S, Ciano M, Balzani V (1992) J Am Chem Soc 114:2944
Campagna S, Denti G, Serroni S, Ciano M, Juris A, Balzani V (1992) Inorg Chem 31:2982
Balzani V (1994) New Sci 12 November 32
Devonport W, Hawker CJ (1996) Polym News (in press)
Hawker CJ, Wooley KL, Fréchet JMJ (1993) J Am Chem Soc 115:4375
Mourey TH, Turner SR, Rubenstein M, Fréchet JMJ, Hawker CJ, Wooley KL (1992) Macromolecules 25:2401
Naylor AM, Goddard WA, Kiefer GE, Tomalia DA (1989) J Am Chem Soc 111:2339
Moreno-Bondi MC, Orellana G, Turro NJ, Tomalia DA (1990) Macromolecules 23:910
Godipas KR, Leheny AR, Caminati G, Turro NJ, Tomalia DA (1991) J Am Chem Soc 113:7335
Jin R, Aida T, Inoue S (1993) J Chem Soc Chem Commun 1260
Jiang D, Aida T (1996) J Chem Soc Chem Commun 1523
Tomoyose Y, Jiang D, Jin R, Aida T, Yamashita T, Horie K, Yashina E, Okamoto Y (1996) Macromolecules 29:5236
Sadamoto R, Tomioka N, Aida T (1996) J Am Chem Soc 118:3978
Hawker CJ, Wooley KL, Fréchet JMJ (1994) J Chem Soc Chem Commun 925
Nemoto H, Wilson JG, Nakamura H, Yamamoto Y (1992) J Org Chem 57:435
Ferguson G, Gallagher JF, McKervey A, Madigan E (1996) J Chem Soc Perkin Trans 1 599
Bhyrappa P, Young JK, Moore JS, Suslick KS (1996) J Am Chem Soc 118:5708
Zimmerman S, Zeng F, Reichert D, Kolotuchn S (1996) Science 271:1095
Gitsov I, Wooley KL, Hawker CJ, Fréchet JMJ (1991) Polym Prep 32:631
Gitsov I, Fréchet JMJ (1994) Macromolecules 27:7309
Gitsov I, Wooley KL, Fréchet JMJ (1992) Angew Chem Int Ed Engl 31:1200
Gitsov I, Wooley KL, Hawker CJ, Ivanova PT, Fréchet JMJ (1993) Macromolecules 26:5621
Gitsov I, Fréchet JMJ (1993) Macromolecules 26:6536
Hawker CJ, Fréchet JMJ (1992) Polymer 33:1507
Chapman TM, Hillyer GL, Mahan EJ, Schaffer (1994) J Am Chem Soc 116:11,195
van Hest JCM, Baars MWPL, Delnoye DAP, van Genderen MHP, Meijer EW (1995) Science 268:1592
Claussen W, Schulte N, Schluter AD (1995) Macromol Rapid Commun 16:89
Gitsov I, Fréchet JMJ (1996) J Am Chem Soc 118:3785
Chen Y, Chen C, Liu W, Xi F (1996) Macromol Rapid Commun 17:401
Gitsov I, Ivanova PT, Fréchet JMJ (1994) Macromol Rapid Commun 15:387
Leduc M, Hawker CJ, Dao J, Fréchet (1996) J Am Chem Soc 118 (in press)
Hawker CJ, Fréchet (1990) Macromolecules 23:4726
Wooley KL, Hawker CJ, Fréchet JMJ (1993) J Am Chem Soc 115:11,496
Hawker CJ, Wooley KL, Fréchet JMJ (1993) J Chem Soc Perkin Trans 1:1287
Atkinson NA, Hawker CJ (unpublished results)
Newkome GR, Moorefield CN, Baker GR, Saunders MJ, Grossman SH, (1991) Angew Chem Int Ed Engl 30:1178
Kim YH, Webster OW (1990) J Am Chem Soc 112:4592
Tomalia DA, Berry V, Hall M, Hedstrand DM (1987) Macromolecules 20:1164
Newkome GR, Young JK, Baker GR, Potter RL, Audoly L, Cooper D, Weis CD, Morris K, Johnson CS (1993) Macromolecules 26:2394
James TD, Shinmori H, Takeuchi M, Shinkai S (1996) J Chem Soc Chem Commun 705
Qualmann B, Kessels MM, Musiol HJ, Sierralta WD, Jungblut PW, Moroder L (1996) Angew Chem Int Ed Engl 35:909
Wooley KL, Hawker CJ, Pochan JM, Fréchet JMJ (1993) Macromolecules 26:1514
Kim YH, Webster OW (1992) Macromolecules 25:5561
Hawker CJ, Fréchet JMJ (1992) J Chem Soc Perkin Trans 1 2459
Roy R, Zanini D, Meunier SJ, Romanowska A (1993) J Chem Soc Chem Commun 1869
Miller LL, Hashimoto T, Tabokovoc I, Swanson DR, Tomalia DA (1995) Chem Mater 7:9
Bryce MR, Devonport W, Moore AJ (1994) Angew Chem Int Ed Engl 33:1761
Flory PJ (1952) J Am Chem Soc 74:2718
Hawker CJ, Lee R, Fréchet JMJ (1991) J Am Chem Soc 113:4583
Hawker CJ, Chu F (1996) Macromolecules 29:4370
Percec V, Chu P, Kawasumi M (1994) Macromolecules 27:4441
Voit BI (1995) Acta Polymer 46:87
Hawker CJ, Kambouris P (1993) J Chem Soc Perkin Trans 1:2717
Wooley KL, Hawker CJ, Lee R, Fréchet JMJ (1994) Polym J 26:187
Malmstrom E, Johannson M, Hult A (1995) Macromolecules 28:1698
Chu F, Hawker CJ (1993) Polym Bull 30:265
Turner SR, Voit BI, Mourey TM (1993) Macromolecules 26:4617
Turner SR, Walter F, Voit BI, Mourey TM (1994) Macromolecules 27:1611
Massa DJ, Shriner KA, Turner SR, Voit BI (1995) Macromolecules 28:3214
Uhrich KE, Hawker CJ, Fréchet JMJ, Turner SR (1992) Macromolecules 25:4583
Percec V, Kawasumi M (1992) Macromolecules 25:3843
Percec V, Chu P, Ungar G, Zhou J (1951) J Am Chem Soc 117:11,441
Kim YH (1992) J Am Chem Soc 114:4947
Mathias LJ, Carothers TW (1991) J Am Chem Soc 113:4043
Zhang Y, Wang L, Wada T, Sasabe H (1996) J Polym Sci Polym Chem 34:1359
Miller TM, Neenan TX, Kwock EW, Stein SM (1993) J Am Chem Soc 115:356
Spindler R, Fréchet JMJ (1993) Macromolecules 26:4809
Kumar A, Ramakrishnan S (1993) J Chem Soc Chem Commun 1453
Suzuki M, Ii A, Saegusa T (1992) Macromolecules 25:7071
Fréchet JMJ, Hemmi M, Gitsov I, Aoshima S, Leduc MR, Grubbs RB (1995) Science 269:1080
Hawker CJ, Fréchet JMJ, Grubbs RB, Dao J (1995) J Am Chem Soc 117:10,763
Huck WTS, van Veggel FCJM, Kropman BL, Blank DHA, Keim EG, Smithers MMA, Reinhoudt DN (1995) J Am Chem Soc 117:8293
Kim YH, Beckerbauer R (1994) Macromolecules 27:1968
Stutz H (1995) J Polym Sci Polym Phys 33:333
Fréchet JMJ, Hawker CJ, Wooley KL (1994) J M S Pure Appl Chem A31:1627
Fréchet JMJ, Hawker CJ (1996) Comprehensive polymer Science (in press)
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1999 Springer-Verlag Berlin Heidelberg
About this chapter
Cite this chapter
Hawker, C.J. (1999). Dendritic and Hyperbranched Macromolecules — Precisely Controlled Macromolecular Architectures. In: Hilborn, J.G., et al. Macromolecular Architectures. Advances in Polymer Science, vol 147. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-49196-1_3
Download citation
DOI: https://doi.org/10.1007/3-540-49196-1_3
Received:
Published:
Publisher Name: Springer, Berlin, Heidelberg
Print ISBN: 978-3-540-65576-3
Online ISBN: 978-3-540-49196-5
eBook Packages: Springer Book Archive