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Dendritic and Hyperbranched Macromolecules — Precisely Controlled Macromolecular Architectures

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Part of the book series: Advances in Polymer Science ((POLYMER,volume 147))

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.

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References

  1. Fréchet JMJ (1994) Science 263:1710

    Article  Google Scholar 

  2. Tomalia DA, Baker H, Dewald J, Hall G, Kallos G, Martin S, Ryder J, Smith P (1985) Polym J 17:117

    Article  CAS  Google Scholar 

  3. Newkome GR, Yao Z, Baker GR, Gupta VK (1985) J Org Chem 50:2003

    Article  CAS  Google Scholar 

  4. Buhleier E, Wehner W, Vogtle F (1978) Synthesis 155

    Google Scholar 

  5. Denkewalter RG, Kolc JF, Lukasavage WJ (1981) US Pat 4,289,872

    Google Scholar 

  6. Aharoni SM, Crosby CR, Walsh EK (1982) Macromolecules 15:1093

    Article  CAS  Google Scholar 

  7. de Brabandr van den Berg EMM, Meijer EW (1993) Angew Chem Int Ed Engl 32:1308

    Article  Google Scholar 

  8. Fréchet JMJ, Jiang Y, Hawker CJ, Philippides A (1989) Proc IUPAC Int Symp Functional Polymers 19

    Google Scholar 

  9. Miller TM, Neenan TX (1990) Chem Mater 2:346

    Article  CAS  Google Scholar 

  10. Hawker CJ, Fréchet JMJ (1990) J Chem Soc Chem Commun 1010

    Google Scholar 

  11. Hawker CJ, Fréchet JMJ (1990) J Am Chem Soc 112:7638

    Article  CAS  Google Scholar 

  12. Wooley KL, Hawker CJ, Fréchet JMJ, Wudl F, Srdanov G, Shi S, Kao J (1993) J Am Chem Soc 115:9836

    Article  CAS  Google Scholar 

  13. Ferguson G, Callagher JF, McKervey AM, Madigan E (1996) J Chem Soc Perkin Trans 1 599

    Article  Google Scholar 

  14. Wooley KL, Hawker CJ, Fréchet JMJ (1991) J Am Chem Soc 113:4252

    Article  CAS  Google Scholar 

  15. Hawker CJ, Fréchet JMJ (1996) In:Ebdon JR, Eastmond GC (eds) New methods of polymer Synthesis. Blackie, London, p 290

    Google Scholar 

  16. Walker KL, Kahr MS, Wilkins CL, Xu ZF, Moore JS (1994) J Am Soc Mass Spectrom 5:731

    Article  CAS  Google Scholar 

  17. Leon JW, Fréchet JMJ (1995) Polym Bull 35:449

    Article  CAS  Google Scholar 

  18. Wooley KL, Hawker CJ, Fréchet JMJ (1991) J Chem Soc Perkin Trans 1 1059

    Article  Google Scholar 

  19. Hawker CJ, Fréchet JMJ (1992) J Am Chem Soc 114:8405

    Article  CAS  Google Scholar 

  20. Miller TM, Kwock EW, Neenan TX (1992) Macromolecules 25:3143

    Article  CAS  Google Scholar 

  21. Ihre H, Hult A, Soderlind E (1996) J Am Chem Soc 118:6388

    Article  CAS  Google Scholar 

  22. Haddleton DM, Sahota HS, Taylor PC, Yeates SG (1996) J Chem Soc Perkin Trans 1 649

    Article  Google Scholar 

  23. Miller TM, Neenan TX, Zayas R, Bair HE (1992) J Am Chem Soc 114:1018

    Article  CAS  Google Scholar 

  24. Morikawa A, Kakimoto M, Imai Y (1991) Macromolecules 24:3469

    Article  CAS  Google Scholar 

  25. Morikawa A, Kakimoto M, Imai Y (1992) Macromolecules 25:3247

    Article  CAS  Google Scholar 

  26. Padias AB, Hall HK, Tomalia DA, McConnell JR (1987) J Org Chem 57:435

    Google Scholar 

  27. Moore JS, Xu Z (1991) Macromolecules 24:5893

    Article  CAS  Google Scholar 

  28. Worner C, Mulhaupt R (1993) Angew Chem Int Ed Engl 32:1306

    Article  Google Scholar 

  29. Moors R, Vogtle F (1993) Chem Ber 126:2133

    Article  CAS  Google Scholar 

  30. Hall HK, Polis DW (1987) Polym Bull 17:409

    CAS  Google Scholar 

  31. Rengan K, Engel R (1991) J Chem Soc Chem Commun 987

    Google Scholar 

  32. Nagasaki T, Ukon M, Arimori S, Shinkai S (1992) J Chem Soc Chem Commun 608

    Google Scholar 

  33. Nagasaki T, Kimura O, Ukon M, Arimori S, Hamachi I, Shinkai S (1994) J Chem Soc Perkin Trans 1:75

    Article  Google Scholar 

  34. Lorenz K, Holter D, Stuhn B, Mulhaupt R, Frey H (1996) Adv Mater 8:414

    Article  CAS  Google Scholar 

  35. Chessa G, Scrivanti A (1996) J Chem Soc Perkin Trans 1:307

    Article  Google Scholar 

  36. Newkome GR, Lin X, Weis CD (1991) Tet Assym 2:957

    Article  CAS  Google Scholar 

  37. Kremers JA, Meijer EW (1994) J Org Chem 59:4262

    Article  CAS  Google Scholar 

  38. McGrath DV, Wu M, Chaudhry U (1996) Tet Letts 37:6077

    Article  CAS  Google Scholar 

  39. Chang HT, Chen C, Kondo T, Siuzdak G, Sharpless KB (1996) Angew Chem Int Ed Engl 35:182

    Article  CAS  Google Scholar 

  40. Newkome GR (1994) Advances in dendritic Macromolecules, vol 1. JAI Publ

    Google Scholar 

  41. Xu Z, Moore JS (1993) Angew Chem Int Ed Engl 32:1354

    Article  Google Scholar 

  42. Wang P, Liu Y, Devandoss C, Bharathi P, Moore JS (1996) Adv Mater 8:237

    Article  CAS  Google Scholar 

  43. Lorenz K, Holter D, Stuhn B, Mulhaupt R, Frey H (1996) Adv Mater 8:414

    Article  CAS  Google Scholar 

  44. Launay N, Slany M, Caminade A, Majoral J (1996) J Org Chem 61:3799

    Article  CAS  Google Scholar 

  45. Laio YH, Moss JR (1993) J Chem Soc Chem Commun 1774

    Google Scholar 

  46. Fillaut JL, Astruc D (1993) J Chem Soc Chem Commun 1320

    Google Scholar 

  47. Knapen JWJ, van der Made AW, de Wilde JC, van Leeuwen PWNM, Wijkens P, Grove DM, van Koten G (1994) Nature 372:659

    Article  CAS  Google Scholar 

  48. Huck W, Veggel F, Kropman B, Keim E, Reinhoudt D (1995) J Am Chem Soc 117:8293

    Article  CAS  Google Scholar 

  49. Lange P, Beruda H, Hiller W, Schmidbaur H (1994) Z Naturforsch 49:781

    CAS  Google Scholar 

  50. Newkome GR, Cardullo F, Constable EC, Moorefield CN, Thompson AMWC (1993) J Chem Soc Chem Commun 925

    Google Scholar 

  51. Denti G, Campagna S, Serroni S, Ciano M, Balzani V (1992) J Am Chem Soc 114:2944

    Article  CAS  Google Scholar 

  52. Campagna S, Denti G, Serroni S, Ciano M, Juris A, Balzani V (1992) Inorg Chem 31:2982

    Article  CAS  Google Scholar 

  53. Balzani V (1994) New Sci 12 November 32

    Google Scholar 

  54. Devonport W, Hawker CJ (1996) Polym News (in press)

    Google Scholar 

  55. Hawker CJ, Wooley KL, Fréchet JMJ (1993) J Am Chem Soc 115:4375

    Article  CAS  Google Scholar 

  56. Mourey TH, Turner SR, Rubenstein M, Fréchet JMJ, Hawker CJ, Wooley KL (1992) Macromolecules 25:2401

    Article  CAS  Google Scholar 

  57. Naylor AM, Goddard WA, Kiefer GE, Tomalia DA (1989) J Am Chem Soc 111:2339

    Article  CAS  Google Scholar 

  58. Moreno-Bondi MC, Orellana G, Turro NJ, Tomalia DA (1990) Macromolecules 23:910

    Article  CAS  Google Scholar 

  59. Godipas KR, Leheny AR, Caminati G, Turro NJ, Tomalia DA (1991) J Am Chem Soc 113:7335

    Article  Google Scholar 

  60. Jin R, Aida T, Inoue S (1993) J Chem Soc Chem Commun 1260

    Google Scholar 

  61. Jiang D, Aida T (1996) J Chem Soc Chem Commun 1523

    Google Scholar 

  62. Tomoyose Y, Jiang D, Jin R, Aida T, Yamashita T, Horie K, Yashina E, Okamoto Y (1996) Macromolecules 29:5236

    Article  CAS  Google Scholar 

  63. Sadamoto R, Tomioka N, Aida T (1996) J Am Chem Soc 118:3978

    Article  CAS  Google Scholar 

  64. Hawker CJ, Wooley KL, Fréchet JMJ (1994) J Chem Soc Chem Commun 925

    Google Scholar 

  65. Nemoto H, Wilson JG, Nakamura H, Yamamoto Y (1992) J Org Chem 57:435

    Article  CAS  Google Scholar 

  66. Ferguson G, Gallagher JF, McKervey A, Madigan E (1996) J Chem Soc Perkin Trans 1 599

    Article  Google Scholar 

  67. Bhyrappa P, Young JK, Moore JS, Suslick KS (1996) J Am Chem Soc 118:5708

    Article  CAS  Google Scholar 

  68. Zimmerman S, Zeng F, Reichert D, Kolotuchn S (1996) Science 271:1095

    Article  CAS  Google Scholar 

  69. Gitsov I, Wooley KL, Hawker CJ, Fréchet JMJ (1991) Polym Prep 32:631

    CAS  Google Scholar 

  70. Gitsov I, Fréchet JMJ (1994) Macromolecules 27:7309

    Article  CAS  Google Scholar 

  71. Gitsov I, Wooley KL, Fréchet JMJ (1992) Angew Chem Int Ed Engl 31:1200

    Article  Google Scholar 

  72. Gitsov I, Wooley KL, Hawker CJ, Ivanova PT, Fréchet JMJ (1993) Macromolecules 26:5621

    Article  CAS  Google Scholar 

  73. Gitsov I, Fréchet JMJ (1993) Macromolecules 26:6536

    Article  CAS  Google Scholar 

  74. Hawker CJ, Fréchet JMJ (1992) Polymer 33:1507

    Article  CAS  Google Scholar 

  75. Chapman TM, Hillyer GL, Mahan EJ, Schaffer (1994) J Am Chem Soc 116:11,195

    CAS  Google Scholar 

  76. van Hest JCM, Baars MWPL, Delnoye DAP, van Genderen MHP, Meijer EW (1995) Science 268:1592

    Article  Google Scholar 

  77. Claussen W, Schulte N, Schluter AD (1995) Macromol Rapid Commun 16:89

    Article  CAS  Google Scholar 

  78. Gitsov I, Fréchet JMJ (1996) J Am Chem Soc 118:3785

    Article  CAS  Google Scholar 

  79. Chen Y, Chen C, Liu W, Xi F (1996) Macromol Rapid Commun 17:401

    Article  CAS  Google Scholar 

  80. Gitsov I, Ivanova PT, Fréchet JMJ (1994) Macromol Rapid Commun 15:387

    Article  CAS  Google Scholar 

  81. Leduc M, Hawker CJ, Dao J, Fréchet (1996) J Am Chem Soc 118 (in press)

    Google Scholar 

  82. Hawker CJ, Fréchet (1990) Macromolecules 23:4726

    Article  CAS  Google Scholar 

  83. Wooley KL, Hawker CJ, Fréchet JMJ (1993) J Am Chem Soc 115:11,496

    CAS  Google Scholar 

  84. Hawker CJ, Wooley KL, Fréchet JMJ (1993) J Chem Soc Perkin Trans 1:1287

    Article  Google Scholar 

  85. Atkinson NA, Hawker CJ (unpublished results)

    Google Scholar 

  86. Newkome GR, Moorefield CN, Baker GR, Saunders MJ, Grossman SH, (1991) Angew Chem Int Ed Engl 30:1178

    Article  Google Scholar 

  87. Kim YH, Webster OW (1990) J Am Chem Soc 112:4592

    Article  CAS  Google Scholar 

  88. Tomalia DA, Berry V, Hall M, Hedstrand DM (1987) Macromolecules 20:1164

    Article  CAS  Google Scholar 

  89. Newkome GR, Young JK, Baker GR, Potter RL, Audoly L, Cooper D, Weis CD, Morris K, Johnson CS (1993) Macromolecules 26:2394

    Article  CAS  Google Scholar 

  90. James TD, Shinmori H, Takeuchi M, Shinkai S (1996) J Chem Soc Chem Commun 705

    Google Scholar 

  91. Qualmann B, Kessels MM, Musiol HJ, Sierralta WD, Jungblut PW, Moroder L (1996) Angew Chem Int Ed Engl 35:909

    Article  CAS  Google Scholar 

  92. Wooley KL, Hawker CJ, Pochan JM, Fréchet JMJ (1993) Macromolecules 26:1514

    Article  CAS  Google Scholar 

  93. Kim YH, Webster OW (1992) Macromolecules 25:5561

    Article  CAS  Google Scholar 

  94. Hawker CJ, Fréchet JMJ (1992) J Chem Soc Perkin Trans 1 2459

    Article  Google Scholar 

  95. Roy R, Zanini D, Meunier SJ, Romanowska A (1993) J Chem Soc Chem Commun 1869

    Google Scholar 

  96. Miller LL, Hashimoto T, Tabokovoc I, Swanson DR, Tomalia DA (1995) Chem Mater 7:9

    Article  CAS  Google Scholar 

  97. Bryce MR, Devonport W, Moore AJ (1994) Angew Chem Int Ed Engl 33:1761

    Article  Google Scholar 

  98. Flory PJ (1952) J Am Chem Soc 74:2718

    Article  CAS  Google Scholar 

  99. Hawker CJ, Lee R, Fréchet JMJ (1991) J Am Chem Soc 113:4583

    Article  CAS  Google Scholar 

  100. Hawker CJ, Chu F (1996) Macromolecules 29:4370

    Article  CAS  Google Scholar 

  101. Percec V, Chu P, Kawasumi M (1994) Macromolecules 27:4441

    Article  CAS  Google Scholar 

  102. Voit BI (1995) Acta Polymer 46:87

    Article  CAS  Google Scholar 

  103. Hawker CJ, Kambouris P (1993) J Chem Soc Perkin Trans 1:2717

    Google Scholar 

  104. Wooley KL, Hawker CJ, Lee R, Fréchet JMJ (1994) Polym J 26:187

    Article  CAS  Google Scholar 

  105. Malmstrom E, Johannson M, Hult A (1995) Macromolecules 28:1698

    Article  Google Scholar 

  106. Chu F, Hawker CJ (1993) Polym Bull 30:265

    Article  CAS  Google Scholar 

  107. Turner SR, Voit BI, Mourey TM (1993) Macromolecules 26:4617

    Article  CAS  Google Scholar 

  108. Turner SR, Walter F, Voit BI, Mourey TM (1994) Macromolecules 27:1611

    Article  CAS  Google Scholar 

  109. Massa DJ, Shriner KA, Turner SR, Voit BI (1995) Macromolecules 28:3214

    Article  CAS  Google Scholar 

  110. Uhrich KE, Hawker CJ, Fréchet JMJ, Turner SR (1992) Macromolecules 25:4583

    Article  CAS  Google Scholar 

  111. Percec V, Kawasumi M (1992) Macromolecules 25:3843

    Article  CAS  Google Scholar 

  112. Percec V, Chu P, Ungar G, Zhou J (1951) J Am Chem Soc 117:11,441

    Google Scholar 

  113. Kim YH (1992) J Am Chem Soc 114:4947

    Article  CAS  Google Scholar 

  114. Mathias LJ, Carothers TW (1991) J Am Chem Soc 113:4043

    Article  CAS  Google Scholar 

  115. Zhang Y, Wang L, Wada T, Sasabe H (1996) J Polym Sci Polym Chem 34:1359

    Article  CAS  Google Scholar 

  116. Miller TM, Neenan TX, Kwock EW, Stein SM (1993) J Am Chem Soc 115:356

    Article  CAS  Google Scholar 

  117. Spindler R, Fréchet JMJ (1993) Macromolecules 26:4809

    Article  CAS  Google Scholar 

  118. Kumar A, Ramakrishnan S (1993) J Chem Soc Chem Commun 1453

    Google Scholar 

  119. Suzuki M, Ii A, Saegusa T (1992) Macromolecules 25:7071

    Article  CAS  Google Scholar 

  120. Fréchet JMJ, Hemmi M, Gitsov I, Aoshima S, Leduc MR, Grubbs RB (1995) Science 269:1080

    Article  Google Scholar 

  121. Hawker CJ, Fréchet JMJ, Grubbs RB, Dao J (1995) J Am Chem Soc 117:10,763

    CAS  Google Scholar 

  122. Huck WTS, van Veggel FCJM, Kropman BL, Blank DHA, Keim EG, Smithers MMA, Reinhoudt DN (1995) J Am Chem Soc 117:8293

    Article  CAS  Google Scholar 

  123. Kim YH, Beckerbauer R (1994) Macromolecules 27:1968

    Article  CAS  Google Scholar 

  124. Stutz H (1995) J Polym Sci Polym Phys 33:333

    Article  CAS  Google Scholar 

  125. Fréchet JMJ, Hawker CJ, Wooley KL (1994) J M S Pure Appl Chem A31:1627

    Article  Google Scholar 

  126. Fréchet JMJ, Hawker CJ (1996) Comprehensive polymer Science (in press)

    Google Scholar 

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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

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  • DOI: https://doi.org/10.1007/3-540-49196-1_3

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