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Mechanochemical Reactions Reporting and Repairing Bond Scission in Polymers

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Polymer Mechanochemistry

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 369))

Abstract

The past 10 years have seen a resurgence of interest in the field of polymer mechanochemistry. Whilst the destructive effects of mechanical force on polymer chains have been known for decades, it was only recently that researchers tapped into these forces to realize more useful chemical transformations. The current review discusses the strategic incorporation of weak covalent bonds in polymers to create materials with stress-sensing and damage-repairing properties. Firstly, the development of mechanochromism and mechanoluminescence as stress reporters is considered. The second half focuses on the net formation of covalent bonds as a response to mechanical force, via mechanocatalysis and mechanically unmasked chemical reactivity, and concludes with perspectives for the field.

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References

  1. Beyer MK, Clausen-Schaumann H (2005) Chem Rev 105:2921

    Article  CAS  Google Scholar 

  2. Potisek SL, Davis DA, Sottos NR, White SR, Moore JS (2007) J Am Chem Soc 129:13808

    Article  CAS  Google Scholar 

  3. Paulusse JMJ, Sijbesma RP (2004) Angew Chem Int Ed 43:4460

    Article  CAS  Google Scholar 

  4. Hickenboth CR, Moore JS, White SR, Sottos NR, Baudry J, Wilson SR (2007) Nature 446:423

    Article  CAS  Google Scholar 

  5. Hermes M, Boulatov R (2011) J Am Chem Soc 133:20044

    Article  CAS  Google Scholar 

  6. Konda SSM, Brantley JN, Varghese BT, Wiggins KM, Bielawski CW, Makarov DE (2013) J Am Chem Soc 135:12722

    Google Scholar 

  7. Huang Z, Boulatov R (2011) Chem Soc Rev 40:2359

    Article  CAS  Google Scholar 

  8. Lenhardt JM, Black AL, Craig SL (2009) J Am Chem Soc 131:10818

    Article  CAS  Google Scholar 

  9. Gossweiler GR, Hewage GB, Soriano G, Wang Q, Welshofer GW, Zhao X, Craig SL (2014) ACS Macro Lett 3:216

    Article  CAS  Google Scholar 

  10. Kean ZS, Black Ramirez AL, Yan Y, Craig SL (2012) J Am Chem Soc 134:12939

    Article  CAS  Google Scholar 

  11. Chen Y, Spiering AJH, Karthikeyan S, Peters GWM, Meijer EW, Sijbesma RP (2012) Nat Chem 4:559

    Article  CAS  Google Scholar 

  12. Davis DA, Hamilton A, Yang J, Cremar LD, Van Gough D, Potisek SL, Ong MT, Braun PV, Martínez TJ, White SR, Moore JS, Sottos NR (2009) Nature 459:68

    Article  CAS  Google Scholar 

  13. Kingsbury CM, May PA, Davis DA, White SR, Moore JS, Sottos NR (2011) J Mater Chem 21:8381

    Article  CAS  Google Scholar 

  14. Lee CK, Davis DA, White SR, Moore JS, Sottos NR, Braun PV (2010) J Am Chem Soc 132:16107

    Article  CAS  Google Scholar 

  15. Fang X, Zhang H, Chen Y, Lin Y, Xu Y, Weng W (2013) Macromolecules 46:6566

    Article  CAS  Google Scholar 

  16. Beiermann BA, Davis DA, Kramer SLB, Moore JS, Sottos NR, White SR (2011) J Mater Chem 21:8443

    Article  CAS  Google Scholar 

  17. Beiermann BA, Kramer SLB, Moore JS, White SR, Sottos NR (2012) ACS Macro Lett 1:163

    Article  CAS  Google Scholar 

  18. Beiermann BA, Kramer SLB, May PA, Moore JS, White SR, Sottos NR (2014) Adv Funct Mater 24:1529

    Article  CAS  Google Scholar 

  19. Degen CM, May PA, Moore JS, White SR, Sottos NR (2013) Macromolecules 46:8917

    Article  CAS  Google Scholar 

  20. Lee CK, Diesendruck CE, Lu E, Pickett AN, May PA, Moore JS, Braun PV (2014) Macromolecules 47:2690

    Article  CAS  Google Scholar 

  21. Grady ME, Beiermann BA, Moore JS, Sottos NR (2014) ACS Appl Mater Interfaces 6:5350

    Article  CAS  Google Scholar 

  22. Wang Q, Gossweiler GR, Craig SL, Zhao X (2014) Nat Commun 5:4899

    Article  CAS  Google Scholar 

  23. Lee CK, Beiermann BA, Silberstein MN, Wang J, Moore JS, Sottos NR, Braun PV (2013) Macromolecules 46:3746

    Article  CAS  Google Scholar 

  24. Celestine A-DN, Beiermann BA, May PA, Moore JS, Sottos NR, White SR (2014) Polymer 55:4164

    Article  CAS  Google Scholar 

  25. Hong G, Zhang H, Lin Y, Chen Y, Xu Y, Weng W, Xia H (2013) Macromolecules 46:8649

    Article  CAS  Google Scholar 

  26. Wieringa JH, Strating J, Wynberg H, Adam W (1972) Tetrahedron Lett 13:169

    Article  Google Scholar 

  27. Caruso MM, Davis DA, Shen Q, Odom SA, Sottos NR, White SR, Moore JS (2009) Chem Rev 109:5755

    Article  CAS  Google Scholar 

  28. Kuijpers MWA, Iedema PD, Kemmere MF, Keurentjes JTF (2004) Polymer 45:6461

    Article  CAS  Google Scholar 

  29. Odell JA, Muller AJ, Narh KA, Keller A (1990) Macromolecules 23:3092

    Article  CAS  Google Scholar 

  30. Ribas-Arino J, Shiga M, Marx D (2009) Chem Eur J 15:13331

    Article  CAS  Google Scholar 

  31. Encina MV, Lissi E, Sarasúa M, Gargallo L, Radic D (1980) J Polym Sci Polym Lett Ed 18:757

    Article  CAS  Google Scholar 

  32. Ducrot E, Chen Y, Bulters M, Sijbesma RP, Creton C (2014) Science 344:186

    Article  CAS  Google Scholar 

  33. Kean ZS, Hawk JL, Lin S, Zhao X, Sijbesma RP, Craig SL (2014) Adv Mater 26:6013

    Article  CAS  Google Scholar 

  34. Chen Y, Sijbesma RP (2014) Macromolecules 47:3797

    Article  CAS  Google Scholar 

  35. Clough JM, Sijbesma RP (2014) ChemPhysChem 15:3565

    Google Scholar 

  36. Scaiano J (1989) In: Scaiano J (ed) CRC handbook of organic photochemistry, vol 2. CRC, Boca Raton, pp 271–327

    Google Scholar 

  37. Turro NJ, Devaquet A (1975) J Am Chem Soc 97:3859

    Article  CAS  Google Scholar 

  38. De Vico L, Liu Y-J, Krogh JW, Lindh R (2007) J Phys Chem A 111:8013

    Article  Google Scholar 

  39. Farahani P, Roca-Sanjuán D, Zapata F, Lindh R (2013) J Chem Theory Comput 9:5404

    Article  CAS  Google Scholar 

  40. Kryger MJ, Ong MT, Odom SA, Sottos NR, White SR, Martinez TJ, Moore JS (2010) J Am Chem Soc 132:4558

    Article  CAS  Google Scholar 

  41. Wang J, Kouznetsova TB, Niu Z, Ong MT, Klukovich HM, Rheingold AL, Martinez TJ, Craig SL (2015) Nat Chem. doi:10.1038/nchem.2185, advance online publication

    Google Scholar 

  42. Kryger MJ, Munaretto AM, Moore JS (2011) J Am Chem Soc 133:18992

    Article  CAS  Google Scholar 

  43. Ramirez ALB, Kean ZS, Orlicki JA, Champhekar M, Elsakr SM, Krause WE, Craig SL (2013) Nat Chem 5:757

    Article  CAS  Google Scholar 

  44. Black Ramirez AL, Ogle JW, Schmitt AL, Lenhardt JM, Cashion MP, Mahanthappa MK, Craig SL (2012) ACS Macro Lett 1:23

    Article  CAS  Google Scholar 

  45. Wu D, Lenhardt JM, Black AL, Akhremitchev BB, Craig SL (2010) J Am Chem Soc 132:15936

    Article  CAS  Google Scholar 

  46. Black AL, Orlicki JA, Craig SL (2011) J Mater Chem 21:8460

    Article  CAS  Google Scholar 

  47. Wang J, Kouznetsova TB, Kean ZS, Fan L, Mar BD, Martínez TJ, Craig SL (2014) J Am Chem Soc 136:15162

    Article  CAS  Google Scholar 

  48. Lenhardt JM, Black AL, Beiermann BA, Steinberg BD, Rahman F, Samborski T, Elsakr J, Moore JS, Sottos NR, Craig SL (2011) J Mater Chem 21:8454

    Article  CAS  Google Scholar 

  49. Lenhardt JM, Ong MT, Choe R, Evenhuis CR, Martinez TJ, Craig SL (2010) Science 329:1057

    Article  CAS  Google Scholar 

  50. Lenhardt JM, Ogle JW, Ong MT, Choe R, Martinez TJ, Craig SL (2011) J Am Chem Soc 133:3222

    Article  CAS  Google Scholar 

  51. Klukovich HM, Kean ZS, Ramirez ALB, Lenhardt JM, Lin J, Hu X, Craig SL (2012) J Am Chem Soc 134:9577

    Article  CAS  Google Scholar 

  52. Klukovich HM, Kouznetsova TB, Kean ZS, Lenhardt JM, Craig SL (2012) Nat Chem 5:110

    Article  Google Scholar 

  53. Klukovich HM, Kean ZS, Iacono ST, Craig SL (2011) J Am Chem Soc 133:17882

    Article  CAS  Google Scholar 

  54. Kean ZS, Niu Z, Hewage GB, Rheingold AL, Craig SL (2013) J Am Chem Soc 135:13598

    Article  CAS  Google Scholar 

  55. Sottos NR (2014) Nat Chem 6:381

    Article  CAS  Google Scholar 

  56. Wiggins KM, Brantley JN, Bielawski CW (2013) Chem Soc Rev 42:7130

    Article  CAS  Google Scholar 

  57. Diesendruck CE, Steinberg BD, Sugai N, Silberstein MN, Sottos NR, White SR, Braun PV, Moore JS (2012) J Am Chem Soc 134:12446

    Article  CAS  Google Scholar 

  58. Larsen MB, Boydston AJ (2013) J Am Chem Soc 135:8189

    Article  CAS  Google Scholar 

  59. Larsen MB, Boydston AJ (2014) J Am Chem Soc 136:1276

    Article  CAS  Google Scholar 

  60. Diesendruck CE, Peterson GI, Kulik HJ, Kaitz JA, Mar BD, May PA, White SR, Martínez TJ, Boydston AJ, Moore JS (2014) Nat Chem 6:623

    Article  CAS  Google Scholar 

  61. Zocchi G (2009) Annu Rev Biophys 38:75

    Article  CAS  Google Scholar 

  62. Klibanov AM, Samokhin GP, Martinek K, Berezin IV (1976) Biochim Biophys Acta BBA Enzymol 438:1

    Article  CAS  Google Scholar 

  63. Kean ZS, Akbulatov S, Tian Y, Widenhoefer RA, Boulatov R, Craig SL (2014) Angew Chem Int Ed 53:14508

    Article  CAS  Google Scholar 

  64. Fèvre M, Pinaud J, Gnanou Y, Vignolle J, Taton D (2013) Chem Soc Rev 42:2142

    Article  Google Scholar 

  65. Marion N, Díez-González S, Nolan SP (2007) Angew Chem Int Ed 46:2988

    Article  CAS  Google Scholar 

  66. Hopkinson MN, Richter C, Schedler M, Glorius F (2014) Nature 510:485

    Article  CAS  Google Scholar 

  67. Moore JL, Rovis T (2010) Top Curr Chem 291:77

    Article  CAS  Google Scholar 

  68. Bantu B, Pawar GM, Decker U, Wurst K, Schmidt AM, Buchmeiser MR (2009) Chem Eur J 15:3103

    Article  CAS  Google Scholar 

  69. Naumann S, Schmidt FG, Schowner R, Frey W, Buchmeiser MR (2013) Polym Chem 4:2731

    Article  CAS  Google Scholar 

  70. Naumann S, Schmidt FG, Frey W, Buchmeiser MR (2013) Polym Chem 4:4172

    Article  CAS  Google Scholar 

  71. Naumann S, Schmidt FG, Speiser M, Böhl M, Epple S, Bonten C, Buchmeiser MR (2013) Macromolecules 46:8426

    Article  CAS  Google Scholar 

  72. Naumann S, Speiser M, Schowner R, Giebel E, Buchmeiser MR (2014) Macromolecules 47:4548

    Article  CAS  Google Scholar 

  73. Kantchev EAB, O’Brien CJ, Organ MG (2007) Angew Chem Int Ed 46:2768

    Article  CAS  Google Scholar 

  74. Monsaert S, Lozano Vila A, Drozdzak R, Van Der Voort P, Verpoort F (2009) Chem Soc Rev 38:3360

    Google Scholar 

  75. Rooze J, Groote R, Jakobs RTM, Sijbesma RP, van Iersel MM, Rebrov EV, Schouten JC, Keurentjes JTF (2011) J Phys Chem B 115:11038

    Article  CAS  Google Scholar 

  76. Groote R, Jakobs RTM, Sijbesma RP (2012) ACS Macro Lett 1:1012

    Article  CAS  Google Scholar 

  77. Groote R, Szyja BM, Pidko EA, Hensen EJM, Sijbesma RP (2011) Macromolecules 44:9187

    Article  CAS  Google Scholar 

  78. Paulusse JMJ, Huijbers JPJ, Sijbesma RP (2005) Macromolecules 38:6290

    Article  CAS  Google Scholar 

  79. Paulusse JMJ, Sijbesma RP (2006) J Polym Sci Part Polym Chem 44:5445

    Article  CAS  Google Scholar 

  80. Paulusse JMJ, Sijbesma RP (2008) Chem Commun 37:4416

    Google Scholar 

  81. Karthikeyan S, Potisek SL, Piermattei A, Sijbesma RP (2008) J Am Chem Soc 130:14968

    Article  CAS  Google Scholar 

  82. Piermattei A, Karthikeyan S, Sijbesma RP (2009) Nat Chem 1:133

    Article  CAS  Google Scholar 

  83. Groote R, van Haandel L, Sijbesma RP (2012) J Polym Sci Part Polym Chem 50:4929

    Article  CAS  Google Scholar 

  84. Jakobs RTM, Sijbesma RP (2012) Organometallics 31:2476

    Article  CAS  Google Scholar 

  85. Dias EL, Nguyen ST, Grubbs RH (1997) J Am Chem Soc 119:3887

    Article  CAS  Google Scholar 

  86. Van der Schaaf PA, Kolly R, Kirner H-J, Rime F, Mühlebach A, Hafner A (2000) J Organomet Chem 606:65

    Article  Google Scholar 

  87. Jakobs RTM, Ma S, Sijbesma RP (2013) ACS Macro Lett 2:613

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Laboratory of Supramolecular Polymer Chemistry, Department of Chemical Engineering and Chemistry, Institute for Complex Molecular Systems, Eindhoven University of Technology, 513, 5600 MB, Eindhoven, The Netherlands

    Jess M. Clough, Abidin Balan & Rint P. Sijbesma

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  1. Jess M. Clough
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  2. Abidin Balan
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  3. Rint P. Sijbesma
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Correspondence to Rint P. Sijbesma .

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Editors and Affiliations

  1. Department of Chemistry, University of Liverpool, Liverpool, United Kingdom

    Roman Boulatov

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Clough, J.M., Balan, A., Sijbesma, R.P. (2015). Mechanochemical Reactions Reporting and Repairing Bond Scission in Polymers. In: Boulatov, R. (eds) Polymer Mechanochemistry. Topics in Current Chemistry, vol 369. Springer, Cham. https://doi.org/10.1007/128_2015_641

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