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Hyperbranched Surface Graft Polymerizations

  • David E. BergbreiterEmail author
  • Andrew M. Kippenberger
Chapter
Part of the Advances in Polymer Science book series (POLYMER, volume 198)

Abstract

This review summarizes the synthesis of irregular hyperbranched polymer grafts on various inorganic and organic substrates. The synthesis of these hyperbranched grafts are generally based on “graft on a graft” polymerizations and include diverse sorts of graft polymers. The “graft-on-a-graft” strategies discussed here include chemistry leading to the synthesis of hyperbranched poly(acrylic acid) grafts, polysiloxane grafts, dendrimer/polyanhydride graft nanocomposites, ring-opening polymerization grafts, and polyamidoamine grafts. Other relevant chemistry of these grafts including chemistry leading to derivatives of hyperbranched poly(acrylic acid) grafts, further modification by polyionic interactions, polyvalent hydrogen bonding, and functional group manipulation is discussed. Examples of reactions of monomers with polyvalent surfaces that lead to hyperbranched grafts are also briefly discussed.

Dendrimer Hyperbranched grafts Nanocomposite Polyvalency Surface modification 

Abbreviations

PAA

poly(acrylic acid)

PTBA

poly(tert-buyl acrylate)

MUA

mercaptoundecanoic acid

FTIR-ERS

Fourier Transform Infrared external reflection spectroscopy

XPS

X-ray photoelectron spectroscopy

PE

polyethylene

PP

polypropylene

ATR-IR

attenuated total reflectance infrared

PNIPAM

poly(N-isopropylacrylamide)

TEA

2-thiopheneethyleneamine

ROP

ring opening polymerization

APES

3-aminopropyltriethoxysilane

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References

  1. 1.
    Mori H, Seng DC, Zhang MF, Müller AHE (2002) Langmuir 18:3682 CrossRefGoogle Scholar
  2. 2.
    Mori H, Böker A, Krausch G, Müller AHE (2001) Macromolecules 34:6871 CrossRefGoogle Scholar
  3. 3.
    Nakayama Y, Sudo M, Uchida K, Matsuda T (2002) Langmuir 18:2601 CrossRefGoogle Scholar
  4. 4.
    Lee HJ, Nakayama Y, Matsuda T (1999) Macromolecules 32:6989 CrossRefGoogle Scholar
  5. 5.
    Takeuchi Y, Fujiki K, Tsubokawa N (1998) Polym Bull 41:85 CrossRefGoogle Scholar
  6. 6.
    Tsubokawa N, Hayashi S, Nishimura J (2002) Prog Org Coatings 44:69 CrossRefGoogle Scholar
  7. 7.
    Hayashi S, Fujiki K, Tsubokawa N (2000) React Funct Polym 46:193 CrossRefGoogle Scholar
  8. 8.
    Sidorenko A, Zhai XW, Simon F, Pleul D, Tsukruk VV (2002) Macromolecules 35:5131 CrossRefGoogle Scholar
  9. 9.
    Sidorenko A, Zhai XW, Greco A, Tsukruk VV (2002) Langmuir 18:3408 CrossRefGoogle Scholar
  10. 10.
    Tully DC, Frechet JMJ (2001) Chem Commun:1229 Google Scholar
  11. 11.
    Casado CM, Cuadrado I, Moran M, Alonso B, Garcia B, Gonzalez B, Losada J (1999) Coord Chem Rev 186:53 CrossRefGoogle Scholar
  12. 12.
    Kriesel JW, Tilley TD (2001) Adv Mater 13:1645 CrossRefGoogle Scholar
  13. 13.
    Crooks RM, Ricco AJ (1998) Acc Chem Res 31:219 CrossRefGoogle Scholar
  14. 14.
    Fail CA, Evenson SA, Ward LJ, Schofield WCE, Badyal JPS (2002) Langmuir 18:264 CrossRefGoogle Scholar
  15. 15.
    Minelli C, Blondiaux N, Losson M, Liley M, Jeney S, Hinderling C, Pugin R, Joester D, Diederich F, Vancso J, Hempenius M, Heinzelmann H (2003) Chimia 57:646 CrossRefGoogle Scholar
  16. 16.
    Zhou YF, Bruening ML, Bergbreiter DE, Crooks RM, Wells M (1996) J Am Chem Soc 118:3773 CrossRefGoogle Scholar
  17. 17.
    Bergbreiter DE, Tao GL, Kippenberger AM (2000) Org Lett 2:2853 CrossRefGoogle Scholar
  18. 18.
    Bergbreiter DE, Xu GF, Zapata C (1994) Macromolecules 27:1597 CrossRefGoogle Scholar
  19. 19.
    Bergbreiter DE, Jing Z (1992) Journal of Polym Sci Part A, Polym Chemistry 30:2049 Google Scholar
  20. 20.
    Kleinfeld ER, Ferguson GS (1996) Chem Mater 8:1575 CrossRefGoogle Scholar
  21. 21.
    Moad G, Solomon DH (1995) The Chemistry of Free Radical Polymerization. Pergamon, Oxford Google Scholar
  22. 22.
    Bruening ML, Zhou YF, Aguilar G, Agee R, Bergbreiter DE, Crooks RM (1997) Langmuir 13:770 CrossRefGoogle Scholar
  23. 23.
    Lackowski WM, Franchina JG, Bergbreiter DE, Crooks RM (1999) Adv Mater 11:1368 CrossRefGoogle Scholar
  24. 24.
    Zhao MQ, Zhou YF, Bruening ML, Bergbreiter DE, Crooks RM (1997) Langmuir 13:1388 CrossRefGoogle Scholar
  25. 25.
    Zhou YF, Bruening ML, Liu YL, Crooks RM, Bergbreiter DE (1996) Langmuir 12:5519 CrossRefGoogle Scholar
  26. 26.
    Zhao MQ, Bruening ML, Zhou YF, Bergbreiter DE, Crooks RM (1997) Isr J Chem 37:277 Google Scholar
  27. 27.
    Dermody DL, Peez RF, Bergbreiter DE, Crooks RM (1999) Langmuir 15:885 CrossRefGoogle Scholar
  28. 28.
    Peez RF, Dermody DL, Franchina JG, Jones SJ, Bruening ML, Bergbreiter DE, Crooks RM (1998) Langmuir 14:4232 CrossRefGoogle Scholar
  29. 29.
    Franchina JG, Lackowski WM, Dermody DL, Crooks RM, Bergbreiter DE, Sirkar K, Russell RJ, Pishko MV (1999) Anal Chem 71:3133 CrossRefGoogle Scholar
  30. 30.
    Bergbreiter DE, Tao GL, Franchina JG, Sussman L (2001) Macromolecules 34:3018 CrossRefGoogle Scholar
  31. 31.
    Bergbreiter DE, Tao CL (2000) J Polym Sci Part A, Polym Chem 38:3944 Google Scholar
  32. 32.
    Zhang LJ, Shulman MA, Whitesides GM, Grabowski JJ (1990) J Am Chem Soc 112:7069 CrossRefGoogle Scholar
  33. 33.
    Decher G (1997) Science 277:1232 CrossRefGoogle Scholar
  34. 34.
    Crooks RM (2001) Chemphyschem 2:644 Google Scholar
  35. 35.
    Aoki A, Ghosh P, Crooks RM (1999) Langmuir 15:7418 CrossRefGoogle Scholar
  36. 36.
    Lackowski WM, Ghosh P, Crooks RM (1999) J Am Chem Soc 121:1419 CrossRefGoogle Scholar
  37. 37.
    Ghosh P, Crooks RM (1999) J Am Chem Soc 121:8395 CrossRefGoogle Scholar
  38. 38.
    Ghosh P, Amirpour ML, Lackowski WM, Pishko MV, Crooks RM (1999) Angew Chem Int Ed 38:1592 CrossRefGoogle Scholar
  39. 39.
    Rowan B, Wheeler MA, Crooks RM (2002) Langmuir 18:9914 CrossRefGoogle Scholar
  40. 40.
    Amirpour ML, Ghosh P, Lackowski WM, Crooks RM, Pishko MV (2001) Anal Chem 73:1560 CrossRefGoogle Scholar
  41. 41.
    Ghosh P, Lackowski WM, Crooks RM (2001) Macromolecules 34:1230 CrossRefGoogle Scholar
  42. 42.
    Bergbreiter DE, Franchina JG, Kabza K (1999) Macromolecules 32:4993 CrossRefGoogle Scholar
  43. 43.
    Tao GL, Gong AJ, Lu JJ, Sue HJ, Bergbreiter DE (2001) Macromolecules 34:7672 CrossRefGoogle Scholar
  44. 44.
    Shoichet MS, Mccarthy TJ (1991) Macromolecules 24:982 CrossRefGoogle Scholar
  45. 45.
    Mammen M, Choi SK, Whitesides GM (1998) Angew Chem Int Ed 37:2755 CrossRefGoogle Scholar
  46. 46.
    Bergbreiter DE, Srinivas B, Gray HN (1993) Macromolecules 26:3245 CrossRefGoogle Scholar
  47. 47.
    McDowall DJ, Gupta BS, Stannett VT (1984) Prog Polym Sci 10:1 CrossRefGoogle Scholar
  48. 48.
    Bergbreiter DE, Liu ML (2001) J Polym Sci, Part A Polym Chem 39:4119 Google Scholar
  49. 49.
    Egelhaaf HJ, Olkkrug D, Gebauer W, Sokolowski M, Umbach E, Fisher T, Bäuerle P (1998) Opt Mater 9:59 CrossRefGoogle Scholar
  50. 50.
    Kippenberger AM (2004) PhD Thesis, Texas A&M University Google Scholar
  51. 51.
    Comina PJ, Beck AK, Seebach D (1998) Org Proc Res Dev 2:18 CrossRefGoogle Scholar
  52. 52.
    Bergbreiter DE, Chen BS, Lynch TJ (1983) J Org Chem 48:4179 CrossRefGoogle Scholar
  53. 53.
    Bergbreiter DE, Kippenberger AM, Tao GL (2002) Chem Commun:2158 Google Scholar
  54. 54.
    Liu YL, Zhao MQ, Bergbreiter DE, Crooks RM (1997) J Am Chem Soc 119:8720 CrossRefGoogle Scholar
  55. 55.
    Zhao MQ, Liu YL, Crooks RM, Bergbreiter DE (1999) J Am Chem Soc 121:923 CrossRefGoogle Scholar
  56. 56.
    Liu YL, Bruening ML, Bergbreiter DE, Crooks RM (1997) Angew Chem Int Ed 36:2114 CrossRefGoogle Scholar
  57. 57.
    Perez GP, Yelton WG, Cernosek RW, Simonson RJ, Crooks RM (2003) Anal Chem 75:3625 CrossRefGoogle Scholar
  58. 58.
    Dai JH, Sullivan DM, Bruening ML (2000) Ind Eng Chem Res 39:3528 CrossRefGoogle Scholar
  59. 59.
    Lee PH, Sawan SP, Modrusan Z, Arnold LJ, Reynolds MA (2002) Bioconjugate Chem 13:97 CrossRefGoogle Scholar
  60. 60.
    Steffensen MB, Simanek EE (2003) Org Lett 5:2359 CrossRefGoogle Scholar
  61. 61.
    Jordan R, Ulman A (1998) J Am Chem Soc 120:243 CrossRefGoogle Scholar
  62. 62.
    Yoon KR, Chi YS, Lee KB, Lee JK, Kim DJ, Koh YJ, Joo SW, Yun WS, Choi IS (2003) J Mater Chem 13:2910 CrossRefGoogle Scholar
  63. 63.
    Jeong SY, Kim JY, Yang HD, Yoon BN, Choi SH, Kang HK, Yang CW, Lee YH (2003) Adv Mater 15:1172 CrossRefGoogle Scholar
  64. 64.
    Yoon KR, Koh YJ, Choi IS (2003) Macromol Rapid Commun 24:207 CrossRefGoogle Scholar
  65. 65.
    Jordan R, West N, Ulman A, Chou YM, Nuyken O (2001) Macromolecules 34:1606 CrossRefGoogle Scholar
  66. 66.
    Harada Y, Girolami GS, Nuzzo RG (2003) Langmuir 19:5104 CrossRefGoogle Scholar
  67. 67.
    Juang A, Scherman OA, Grubbs RH, Lewis NS (2001) Langmuir 17:1321 CrossRefGoogle Scholar
  68. 68.
    Buchmeiser MR, Sinner F, Mupa M, Wurst K (2000) Macromolecules 33:32 CrossRefGoogle Scholar
  69. 69.
    Weck M, Jackiw JJ, Rossi RR, Weiss PS, Grubbs RH (1999) J Am Chem Soc 121:4088 CrossRefGoogle Scholar
  70. 70.
    Kim NY, Jeon NL, Choi IS, Takami S, Harada Y, Finnie KR, Girolami GS, Nuzzo RG, Whitesides GM, Laibinis PE (2000) Macromolecules 33:2793 CrossRefGoogle Scholar
  71. 71.
    Li XM, Huskens J, Reinhoudt DN (2003) Nanotechnology 14:1064 CrossRefGoogle Scholar
  72. 72.
    Khan M, Huck WTS (2003) Macromolecules 36:5088 CrossRefGoogle Scholar
  73. 73.
    Kim CO, Cho SJ, Park JW (2003) J Colloid Interface Sci 260:374 CrossRefGoogle Scholar
  74. 74.
    Kim HJ, Moon JH, Park JW (2000) J Colloid Interface Sci 227:247 CrossRefGoogle Scholar
  75. 75.
    Moon JH, Kim JH, Kim K, Kang TH, Kim B, Kim CH, Hahn JH, Park JW (1997) Langmuir 13:4305 CrossRefGoogle Scholar
  76. 76.
    Gomez-Romero P (2001) Adv Mater 13:163 CrossRefGoogle Scholar
  77. 77.
    Sharp KG (1998) Adv Mater 10:1243 CrossRefGoogle Scholar
  78. 78.
    Hagrman PJ, Hagrman D, Zubieta J (1999) Angew Chem Int Ed 38:2639 Google Scholar
  79. 79.
    Errington J, Mcdonald WS, Shaw BL (1980) J Chem Soc Dalton Transactions: 2312 Google Scholar
  80. 80.
    Chojnowski J, Cypryk M, Fortuniak W, Scibiorek M, Rozga-Wijas K (2003) Macromolecules 36:3890 CrossRefGoogle Scholar
  81. 81.
    Michalska ZM, Rogalski L, Rozga-Wijas K, Chojnowski J, Fortuniak W, Scibiorek M (2004) J Mol Catal A Chem 208:187 CrossRefGoogle Scholar
  82. 82.
    Rozga-Wijas K, Chojnowski J, Fortuniak W, Scibiorek M, Michalska Z, Rogalski L (2003) J Mater Chem 13:2301 CrossRefGoogle Scholar
  83. 83.
    van der Boom ME, Milstein D (2003) Chem Rev 103:1759 CrossRefGoogle Scholar
  84. 84.
    Bergbreiter DE, Osburn PL, Liu YS (1999) J Am Chem Soc 121:9531 CrossRefGoogle Scholar
  85. 85.
    Pollino JM, Weck M (2002) Org Lett 4:753 CrossRefGoogle Scholar
  86. 86.
    Albrecht M, van Koten G (2001) Angew Chem Int Ed 40:3750 CrossRefGoogle Scholar
  87. 87.
    Huisman BH, Schönherr H, Huck WTS, Friggeri A, van Manen HJ, Menozzi E, Vancso GJ, van Veggel FCJM, Reinhoudt DN (1999) Angew Chem Int Ed 38:2248 CrossRefGoogle Scholar
  88. 88.
    Friggeri A, van Manen HJ, Auletta T, Li XM, Zapotoczny S, Schönherr H, Vancso GJ, Huskens J, van Veggel FCJM, Reinhoudt DN (2001) J Am Chem Soc 123:6388 CrossRefGoogle Scholar
  89. 89.
    Tsubokawa N, Satoh T, Murota M, Sato S, Shimizu H (2001) Polym Adv Tech 12:596 CrossRefGoogle Scholar
  90. 90.
    Tsubokawa N, Takayama T (2000) React Funct Polym 43:341 CrossRefGoogle Scholar
  91. 91.
    Fujiki K, Sakamoto M, Yoshikawa S, Sato T, Tsubokawa N (1999) Composite Interfaces 6:215 Google Scholar
  92. 92.
    Tsubokawa N, Ichioka H, Satoh T, Hayashi S, Fujiki K (1998) React Funct Polym 37:75 CrossRefGoogle Scholar
  93. 93.
    Yoshikawa S, Satoh T, Tsubokawa N (1999) Colloids Surf A, Physicochem Eng Aspects 153:395 CrossRefGoogle Scholar
  94. 94.
    Okazaki M, Murota M, Kawaguchi Y, Tsubokawa N (2001) J Appl Polym Sci 80:573 CrossRefGoogle Scholar
  95. 95.
    Murota M, Sato S, Tsubokawa N (2002) Polym Adv Tech 13:144 CrossRefGoogle Scholar
  96. 96.
    Nakada S, Sawatari C, Tamura K, Yagi T (2001) Colloid Polym Sci 279:754 CrossRefGoogle Scholar
  97. 97.
    Acosta EG, Gonzalez SO, Simanek EE (2003) Polym Mater Sci Eng 89:793 Google Scholar

Authors and Affiliations

  • David E. Bergbreiter
    • 1
    Email author
  • Andrew M. Kippenberger
    • 1
  1. 1.Department of Chemistry, College StationTexas A&M UniversityTexasUSA

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