Recent progress in chitosan bio-based soft nanomaterials

Journal of Nanoscience and Nanotechnology

Volumn 14, Issue 1, 2014, Pages 308-331

  Kadib, Abdelkrim El ^a   Bousmina, Mosto ^b,c   Brunel, Daniel ^d  

^a MAScIR (Moroccan Foundation for Advanced Science Innovation and Research)   (Morocco)

^b Euro Mediterranean University of Fes (UEMF)   (Morocco)

^c HASSAN II ACADEMY OF SCIENCE AND TECHNOLOGY   (Morocco)

^d CNRS   (France)

Author keywords

Aerogels; Chitosan; Dispersed hydrogel; Polysaccharides; Porous microspheres; Super critical drying

Indexed keywords

CATALYTIC TRANSFORMATION; CHEMICAL FUNCTIONALITY; FIBRILLAR HYDROGELS; FUNCTIONAL HYBRID MATERIALS; OPEN-FRAMEWORK STRUCTURES; POROUS MICROSPHERES; SECONDARY STRUCTURES; SUPERCRITICAL DRYING;

AEROGELS; BIOCOMPATIBILITY; BIODEGRADATION; BIOMOLECULES; BIOPOLYMERS; DYES; FUNCTIONAL MATERIALS; HYDROGELS; NANOSTRUCTURED MATERIALS; POLYSACCHARIDES;

CHITOSAN;

BIOMATERIAL; CHITOSAN; NANOPARTICLE;

CHEMISTRY; CONFORMATION; CRYSTALLIZATION; HARDNESS; HYDROGEL; MACROMOLECULE; METHODOLOGY; PARTICLE SIZE; REVIEW; SURFACE PROPERTY; SYNTHESIS; ULTRASTRUCTURE; YOUNG MODULUS;

BIOCOMPATIBLE MATERIALS; CHITOSAN; CRYSTALLIZATION; ELASTIC MODULUS; HARDNESS; HYDROGELS; MACROMOLECULAR SUBSTANCES; MOLECULAR CONFORMATION; NANOPARTICLES; PARTICLE SIZE; SURFACE PROPERTIES;

EID: 84893739946     PISSN: 15334880     EISSN: 15334899     Source Type: Journal    
DOI: 10.1166/jnn.2014.9012     Document Type: Review

References (279)

1. C. Sanchez, G. J. de, A. A. Soler-Illia, F. Ribot, T. Lalot, C. R. Mayer, and V. Cabuil, Chem. Mater. 13, 3061 (2001).
2. (a) L. B.-Asperilla, M. Darder, P. Aranda, L. Vázquez, M. Vázquez, and E. Ruiz-Hitzky, J. Mater. Chem. 17, 4233 (2007)
3. (b) P. Gomez-Romero, Adv. Mater. 13, 163 (2001).
4. K. J. Shea and D. A. Loy, Chem. Mater. 13, 3306 (2001).
5. (a) S. L. Burkett, S. D. Sims, and S. Mann, Chem. Comm. 1367 (1996)
6. (b) D. J. Macquarrie, Chem. Comm. 1961 (1996).
7. P. Fratzl and S. Weiner, Adv. Mater. 22, 4547 (2010).
8. (a) S. Mann, Nat. Mater. 8, 781 (2009)
9. (b) H.-B. Yao, H.-Y. Fang, X.-H. Wang, and S.-H. Yu, Chem. Soc. Rev. 40, 3764 (2011).
10. Bio-Inorganic Hybrid Nanomaterials: Strategies, Synthesis, Characterization and Application, edited by E. Ruiz-Hitzky, K. Ariga, and Y. Lvov, Wiley-VCH, Weinheim, Germany (2008).
11. Y. Levi-Kalisman, G. Falini, L. Addadi, and S. Weiner, J. Struct. Biol. 8, 135 (2001).
12. S. Mann, Biomineralization: Principles and Concepts in Bioinorganic Materials Chemistry, Oxford University Press, Oxford (2001).
13. G. M. Whitesides and B. Grzybowski, Science 295, 2418 (2002).
14. (a) I. W. Hamley, Angew. Chem. Int. Ed. 42, 1692 (2003)
15. (b) G. A. Ozin, K. Hou, B. V. Lotsch, L. Cademartiri, D. P. Puzzo, F. Scotognella, A. Ghadimi, and J. Thomson, Mater. Today 12, 12 (2009).
16. (a) G. W. Huber, S. Iborra, and A. Corma, Chem. Rev. 106, 4044 (2006)
17. (b) A. Corma, S. Iborra, and A. Velty, Chem. Rev. 107, 2411 (2007).
18. R. J. White, V. L. Budarin, R. Luque, J. H. Clark, and D. J. Macquarrie, Chem. Soc. Rev. 38, 3401 (2009).
19. (a) E. Eissen, J. O. Metzger, E. Schmidt, and U. Schneidewind, Angew. Chem., Int. Ed. 41, 414 (2002)
20. (b) U. Biermann, W. Friedt, S. Lang, W. Lühs, G. Machmüller, J. O. Metzger, G. Rüsch, M. Klaas, H. J. Schãfer, and M. P. Schneider, Angew. Chem. Int. Ed. 39, 2206 (2000)
21. (c) A. El Kadib, N. Katir, N. Marcotte, K. Molvinger, A. Castel, P. Rivière, and D. Brunel, J. Mater. Chem. 19, 6004 (2009)
22. (d) N. Katir, A. El Kadib, M. Dahrouch, A. Castel, N. Gatica, Z. Benmaarouf, and P. Rivière, Biomacromolecules 10, 850 (2009)
23. (e) A. El Kadib, F. Delpech, A. Castel, and P. Rivière, Chem. Phys. Lipids 148, 112 (2007).
24. A. Gandini, Macromolecules 41, 9491 (2008).
25. P. Sasisekharan, R. Raman, and V. Prabhakar, Annu. Rev. Biomed. Eng. 8, 181 (2006).
26. V. Ferraro, I. B. Cruz, R. F. Jorge, F. X. Malcata, M. E. Pintado, and P. M. L. Castro, Food Research International 43, 2221 (2010).
27. K. Kojima, M. Yoshikuni, and T. J. Suzuki, Appl. Polym. Sci. 24, 1587 (1979).
28. (a) Z. Schnepp, Angew. Chem. Int. Ed. 52, 1096 (2013)
29. (b) A. El Kadib and M. Bousmina, Chem. Eur. J. 18, 8264 (2012).
30. (a) M. Rinaudo, Prog. Polym. Sci. 31, 603 (2006)
31. (b) V. K. Mourya and N. N. Inamdar, React. Funct. Polym. 68, 1013 (2008)
32. (c) C. K. S. Pillai, W. Paul, and C. P. Sharma, Prog. Polym. Sci. 34, 641 (2009).
33. (a) D. M. Whitfield, S. Stojkovski, and B. Sarkar, Coord. Chem. Rev. 122, 171 (1993)
34. (b) A. Patwardhan and J. A. Cowan, Dalton Trans. 40, 1795 (2011)
35. (c) A. Corma, P. Concepción, I. Domínguez, V. Fornes, and M. J. Sabater, J. Catal. 51, 39 (2007).
36. (a) D. Wei, W. Qian, Colloids and Surfaces B: Biointerfaces 62, 136 (2008)
37. (b) S. R. Hall, A. M. Collins, N. J. Wood, W. Ogasawara, M. Morad, P. J. Miedziak, M. Sankar, D. W. Knight, and G. J. Hutching, RSC Advances 2, 2217 (2012).
38. V. R. Sinha, A. K. Singla, S. Wadhawan, R. Kaushik, R. Kumria, K. Bansal, and S. Dhawan, Int. J. Pharm. 274, 1 (2004).
39. B. Krajewska, Enzyme Microbial. Technol. 35, 126 (2004).
40. (a) C. Gupta, A. K. Sutara, and C.-C. Linb, Coord. Chem. Rev. 253, 1926 (2009)
41. (b) M. Chtchigrovsky, A. Primo, P. Gonzalez, K. Molvinger, M. Robitzer, F. Quignard, and F. Taran, Angew. Chem. Int. Ed. 48, 5916 (2009).
42. (a) N. M. Alves and J. F. Mano, Int. J. Biol. Macromol. 43, 401 (2008)
43. (b) V. K. Mourya and N. N. Inamdar, React. Funct. Polym. 68, 1013 (2008)
44. (c) X. Peng and L. Zhang, Langmuir 23, 10493 (2007)
45. (d) I. Aranaz, R. Harris, and A. Heras, Curr. Org. Chem. 14, 308 (2010).
46. V. R. Sinha, A. K. Singla, S. Wadhawan, R. Kaushik, R. Kumria, K. Bansal, and S. Dhawan, Int. J. Pharm. 274, 1 (2004).
47. (a) R. A. A. Muzzarelli, Carbohydr. Polym. 76, 167 (2009)
48. (b) R. A. A. Muzzarelli and C. Muzzarelli, Adv. Polym. Sci. 186, 151 (2005).
49. R. A. A. Muzzarelli, Cell. Mol. Life Sci. 53, 131 (1997).
50. (a) X. F. Liu, Y. L. Guan, D. Z. Yang, Z. Li, and K. De Yao, J. Appl. Polym. Sci. 79, 1324 (2001)
51. (b) E. Khor and L. Y. Lim, Biomaterials 24, 2339 (2003)
52. (c) D. Li, J. Diao, J. Zhang, and J. Liu, J. Nanosci. Nanotechnol. 11, 4733 (2011).
53. P. K. Dutta, S. Tripathi, G. K. Mehrotra, and J. Dutta, Food Chem. 114, 1173 (2009).
54. (a) E. Guibal, Prog. Polym. Sci. 30, 71 (2005)
55. (b) D. Wan, S. Yuan, G. L. Li, K. G. Neoh, and E. T. Kang, ACS Appl. Mater. Interface 2, 3083 (2010)
56. (c) G. Crini and P.-M. Badot, Prog. Polym. Sci. 33, 399 (2008)
57. (d) N. T. Han, K. H. Soo, and K. S. Moo, J. Nanosci. Nanotechnol. 13, 5296 (2013)
58. (e) H. Ennajih, R. Bouhfid, E. Essassi, M. Bousmina, and A. El Kadib, Micro. Meso. Mater. 152, 208 (2012)
59. (f) A. L. Kavitha, H. G. Prabu, S. A. Babu, and S. K. Suja, J. Nanosci. Nanotechnol. 13, 98 (2013).
60. (a) J. Berger, M. Reist, J. M. Mayer, O. Felt, N. A. Peppas, and R. Gurny, Eur. J. Pharm. Biopharm. 57, 19 (2004)
61. (b) J. Berger, M. Reist, J. M. Mayer, O. Felt, and R. Gurny, Eur. J. Pharm. Biopharm. 57, 35 (2004).
62. S. Boddohi and M. Kipper, Adv. Mater. 22, 2998 (2010).
63. S. R. Collinson and W. Thielemans, Coord. Chem. Rev. 254, 1854 (2010).
64. (a) H. P. Brack, S. A. Tirmizi, and W. M. Risen, Polymer 38, 2351 (1997)
65. (b) E. Guibal and T. Vincent, Solvent Extr. Ion Exch. 18, 1241 (2000)
66. (c) L. Dambies, T. Vincent, A. Domard, and E. Guibal, Biomacromolecules 2, 1198 (2001).
67. (a) F. L. Mi, S. S. Shyu, T. B. Wong, S. F. Jang, S. T. Lee, and K. T. Lu, J. Appl. Polym. Sci. 74, 1093 (1999)
68. (b) A. D. Sezer and J. Akbuga, Int. J. Pharm. 121, 113 (1995).
69. X. Z. Shu and K. J. Zhu, Int. J. Pharm. 233, 217 (2002).
70. Y. Huang and Y. Lapitsky, Langmuir 27, 10392 (2011).
71. (a) V. R. Sinha, A. K. Singla, S. Wadhawan, R. Kaushik, R. Kumria, K. Bansal, and S. Dhawan, Int. J. Pharm. 274, 1 (2004).
72. H. J. Kim, H. C. Lee, J. S. Oh, B. A. Shin, C. S. Oh, R. D. Park, K. S. Yang, and C. S. Cho, J. Biomater. Sci. Polym. Edn. 10, 543 (1999).
73. K. D. Yao, H. Tu, F. Cheng, J. W. Zhang, and J. Liu, Angew. Makromol. Chem. 245, 63 (1997).
74. S. Dimitriu and E. Chornet, Chitin Enzymol. 2, 527 (2000).
75. M. N. Taravel and A. Domard, Biomaterials 17, 451 (1996).
76. (a) G. Lamarque, C. Viton, and A. Domard, Biomacromolecules 5, 992 (2004)
77. (b) G. Lamarque, J.-M. Lucas, C. Viton, and A. Domard, Biomacromolecules 6, 131 (2005).
78. Y. Saito, J. L. Putaux, T. Okano, F. Gaill, and H. Chanzy, Macromolecules 30 (1997).
79. J. Hu, L. Yin, and L. Jia, J. Sep. Science 34, 565 (2011).
80. (a) E.-J. Lee, D.-S. Shin, H.-E. Kim, H.-W. Kim, Y.-H. Koh, and J.-H. Jang, Biomaterials 30, 743 (2009)
81. (b) M. N. V. R. Kumar, R. A. A. Muzzarelli, H. Sashiwa, and J. A. Domb, Chem. Rev. 104, 6017 (2004).
82. A. M. Durango, N. F. F. Soares, S. Benevides, J. Teixeira, M. Carvalho, C. Wobeto, and N. J. Andrade, Packag. Technol. Sci. 19, 55 (2006).
83. (a) A. El Kadib, R. Chimenton, A. Sachse, F. Fajula, A. Galarneau, and B. Coq, Angew. Chem. Int. Ed. 48, 4969 (2009)
84. (b) F. Svec and J. M. J. Frechet, Science 273, 205 (1996).
85. (a) R. Valentin, K. Molvinger, F. Quignard, and D. Brunel, New J. Chem. 27, 1690 (2003)
86. (b) M. Iza, S. Woerly, C. Danumah, S. Kaliaguine, and M. Bousmina, Polymer 41, 5885 (2000).
87. C. J. Brinker and G. W. Scherer, Sol-Gel Science, Academic Press, New York (1990).
88. S. S. Kistler, J. Phys. Chem. 36, 52 (1932).
89. A. C. Pierre and G. M. Pajonk, Chem. Rev. 102, 4243 (2002).
90. (a) S. J. Gregg and K. S. W. Sing, Adsorption, Surface Area and Porosity, 2nd edn., Academic Press, London (1982), pp. 94-102
91. (b) F. Rouquerol, J. Rouquerol, and K. S. W. Sing, Adsorption by Powders and Porous Solids, Academic Press, San Diego (1999), p. 172.
92. R. Valentin, B. Bonelli, E. Garrone, F. Di Renzo, and F. Quignard, Biomacromolecule 8, 3646 (2007).
93. R. Moucel, K. Perrigaud, J. M. Goupil, P. J. Madec, S. Marinel, E. Guibal, A. C. Gaumont, and I. Dez, Adv. Synth. Catal. 352, 433 (2010).
94. (a) M. Gomes, H. Azevedo, P. Malafaya, S. Silva, J. Oliveira, G. Silva, R. Sousa, J. Mano, and R. Reis, Tissue Engineering 145 (2008)
95. (b) I. Armentano, M. Dottori, E. Fortunati, S. Mattioli, and J. M. Kenny, Polym. Degrad. Stab. 95, 2126 (2010).
96. (a) M. Hartmann, Chem. Mater. 17, 4577 (2005)
97. (b) M. Tagliabue, D. Farrusseng, S. V. Susana, S. Aguado, U. Ravon, C. Rizzo, A. Corma, and C. Mirodatos, Chem. Eng. J. 155, 553 (2009).
98. W. Shmidt, Chem. Cat. Chem. 1, 53 (2009)
99. C. Martinez and A. Corma, Coord. Chem. Rev. 255, 13 (2011).
100. J. P. Randall, M. A. B. Meador, and S. C. Jana, ACS Appl. Mater. Interface 3, 613 (2011).
101. M. Z. Wang, Y. Fang, and D. D. Hu, React. Funct. Polym. 48, 215 (2001).
102. O. A. C. Monteiro and C. Airoldi, Int. J. Biol. Macromol. 26, 119 (1999).
103. R. O. Beauchamp, M. B. St. Clair, T. R. Fennell, D. O. Clarke, and K. T. Morgan, Crit. Rev. Toxicol. 22, 143 (1992).
104. N. Murata-Kamiya, H. Kamiya, H. Kaji, and H. Kasai, Mutat. Res. 377, 255 (1997).
105. A. A. De Angelis, D. Capitani, and V. Crescenzi, Macromolecules 31, 1595 (1998).
106. S. Hirano, R. Yamaguchi, N. Fukui, and M. Iwata, Carbohydr. Res. 201, 145 (1990).
107. W. S. W. Ngah, C. S. Endud, and R. Mayanar, React. Funct. Polym. 50, 181 (2002)
108. W. S. W. Ngah, S. Ab Ghani, and R. Mayanar, React. Funct. Polym. 96, 443 (2005).
109. (a) X. F. Zeng and E. Ruckenstein, Ind. Eng. Chem. Res. 35, 4169 (1996)
110. (b) X. F. Zeng and E. Ruckenstein, J. Membrane Sci. 148, 195 (1998).
111. (a) F. L. Mi, H. W. Sung, and S. S. Shyu, J. Polym. Sci. Part A Polym. Chem. 38, 2804 (2000)
112. (b) M. A. Pujana, L. P.-Alvarez, L. C. C. Iturbe, and I. Katime, Carbohydrate Polym. 94, 836 (2013)
113. (c) Y. Yauan, B. M. Chesnutt, G. U. Hurkar, W. D. Haggar, Y. Yang, J. L. Ong, and J. D. Bumgardner, Carbohydrate Polym. 68, 561 (2009)
114. (d) R. A. A. Muzzarelli, Carbohydrate Polym. 77, 1 (2009).
115. F. L. Mi, Y. C. Tan, H. F. Liang, and H. W. Sung, Biomaterials 23, 181 (2002).
116. S. S. Kim, Y. M. Lee, and C. S. Cho, Polymer 36, 4497 (1995).
117. V. Crescenzi, G. Paradossi, P. Desideri, M. Dentini, F. Cavalieri, E. Amici, and R. Lisi, Polym. Gels Netw. 5, 225 (1997).
118. A. Dal Pozzo, L. Vanini, M. Fagnoni, M. Guerrini, A. De Benedittis, and R. Muzzarelli, Carbohydr. Polym. 42, 201 (2000).
119. (a) M. R. Avadi, A. M. M. Sadeghi, A. Tahzibi, Kh. Bayati, M. Pouladzadeh, M. J. Zohuriaan-Mehr, and M. Rafiee-Tehrani, Eur. Polymer J. 40, 1355 (2004)
120. (b) J. Y. Kim, J. K. lee, T. S. Lee, and W. H. Park, Int. J. Biol. Macromol. 32, 23 (2003).
121. (a) C. Qin, Q. Xiao, H. Li, M. Fang, Y. Liu, X. Chen, and Q. Li, Int. J. Biol. Macromol. 34, 121 (2004)
122. (b) S. M. van der Merwe, J. C. Verhoef, J. H. M. Verheijden, A. F. Kotzé, and H. E. Junginger, Eur. J. Pharm. Biopharm. 58, 225 (2004).
123. S. R. Jameela and A. Jayakrishnan, Biomaterials 16, 769 (1995).
124. S. R. Jameela, T. V. Kumary, A. V. Lal, and A. Jayakrishnan, J. Control. Release 52, 17 (1998).
125. K. C. Gupta and F. H. Jabrail, Carbohydr. Polym. 66, 43 (2006).
126. V. H. Kulkarni, P. V. Kulkarni, and J. Keshavayya, J. Appl. Polym. Sci. 103, 211 (2006).
127. A. J. Varma, S. V. Deshpande, and J. F. Kennedy, Carbohydr. Polym. 55, 72 (2004).
128. (a) M. Ruiz, A. M. Sastre, and E. Guibal, React. Funct. Polym. 45, 155 (2000)
129. (b) Z. Cao, H. Ge, and S. Lai, Eur. Polym. J. 37, 2141 (2001).
130. X. Chang, D. Chen, and X. Jiao, J. Phys. Chem. B 112, 7721 (2008).
131. S.-I. Suye and A. Mizusawa, Sení Gakkaishi 55, 73 (1999).
132. D. Archibald and S. Mann, Nature 364, 430 (1993).
133. (a) B. Heywood and S. Mann, Adv. Mater. 6, 9 (1994)
134. (b) B. Zhang, S. A David, N. H. Mendelson, and S. Mann, Chem. Comm. 781 (2000)
135. (c) M. Breulmann, S. A. Davis, S. Mann, H.-P. Hentze, and M. Antonietti, Adv. Mater. 12, 502 (2000).
136. Y. Ono, K. Nakashima, M. Sano, J. Hoio, and S. Shinakai, J. Mater. Chem. 11, 2412 (2001).
137. F. Caruso, H. Lichtenfeld, M. Giersig, and H. Mohwald, J. Am. Chem. Soc. 120, 8523 (1998).
138. (a) N. V. Dziomkina and G. J. Vancso, Soft Mater. 4, 265 (2005)
139. (b) R. A. Caruso and M. Antonietti, Chem. Mater. 13, 3272 (2001).
140. C. G. Goltner, S. Henke, M. C. Weisenberger, and M. Antonietti, Angew. Chem. Int. Ed. 37, 613 (1998).
141. N. Baccile, F. Babonneau, B. Thomas, and T. Coradin, J. Mater. Chem. 19, 8537 (2009).
142. T. Coradin and J. Livage, Acc. Chem. Res. 40, 819 (2007).
143. (a) N. Nassif and J. Livage, Chem. Soc. Rev. 40, 849 (2011)
144. (b) A. Walcarius and M. Collinson, Annual Rev. Anal. Chem. 2, 121 (2009)
145. (c) A. Corma and H. Garcia, Adv. Synth. Catal. 348, 1391 (2006).
146. (a) W. Ogasawara, W. Shenton, S. A. Davis, and S. Mann, Chem. Mater. 12, 2835 (2000)
147. (b) K. Spinde, M. Kammer, K. Freyer, H. Ehrlich, J. N. Vournakis, and E. Brunner, Chem. Mater. 23, 2973 (2011)
148. (c) B. Alonso, and E. Belamie, Angew. Chem. Int. Ed. 49, 8201 (2010).
149. N. Kroger, R. Deutzmann, C. Bergsdorf, and M. Sumper, Proc. Natl. Acad. Sci. USA 97, 14133 (2000).
150. V. Pedroni, P. C. Shulz, M. E. G. de Ferreira, and M. A. Morini, Colloid Polym. Sci. 278, 964 (2000).
151. M. R. Ayers and A. J. Hunt, J. Non-Cryst. Solids 285, 123 (2001).
152. S. Fuentes, P. Retuert, and G. Gonzalez, Int. J. Polym. Mater. 35, 61 (1997).
153. S. Fuentes, P. Retuert, A. Ubilla, J. Fernandez, and G. Gonzalez, Biomacromolecules 1, 239 (2000).
154. C. Aireldo and O. A. C. Monteiro, J. Apply. Polym. Sci. 77, 797 (2000).
155. Y.-L. Liu, Y.-H. Su, and J.-Y. Lai, Polymer 45, 6831 (2004).
156. S. S. Silva, R. A. S. Ferriera, L. Fu, L. D. Carlos, J. F. Mano, R. L. Reis, and J. Rocha, J. Mater. Chem. 15, 3952 (2005).
157. K. Molvinger, F. Quignard, D. Brunel, M. Boissière, and J.-M. Devoiselle, Chem. Mater. 16, 3367 (2004).
158. F. Di Renzo, R. Valentin, M. Boissiere, A. Tourrette, G. Sparapano, K. Molvinger, J.-M. Devoisselle, C. Gerardin, and F. Quignard, Chem. Mater. 17, 4693 (2005).
159. F. Liu, L. D. Carlos, R. A. S. Ferreira, J. Rocha, M. C. Ferro, A. Tourrette, F. Quignard, and M. Robitzer, J. Phys. Chem. B 114, 77 (2010).
160. (a) Z. Deng, Z. Zhen, X. Hu, S. Wu, Z. Xu, and P. K. Chu, Biomaterials 3, 4976 (2011)
161. (b) E. Yan, Y. Fu, X. Wang, Y. Ding, H. Qian, C.-H. Wang, Y. Hu, and X. Jiang, J. Mater. Chem. 21, 3147 (2011).
162. P. Van Der Voort, C. Vercaemst, D. Schaubroeck, and F. Verpoort, Phys. Chem. Chem. Phys. 10, 347 (2008).
163. D. Yang, J. Li, Z. Jiang, L. Lu, and X. Chen, Chem. Eng. Sci. 64, 3130 (2009).
164. X. Zhao, L. Lv, B. Pan, W. Zhang, S. Zhang, and Q. Zhang, Chem. Eng. J. 170, 381 (2011).
165. J. D. Bumgardner, R. Wiser, S. H. Elder, R. Jouett, Y. Yang, and J. L. Ong, J. Biomater. Sci. Polym. Ed. 14, 1401 (2003).
166. Y. Yan, B. Hao, and G. Chen, J. Mater. Chem. 21, 10755 (2011).
167. S. L. Sewell, R. D. Rutledge, and D. W. Wright, Dalton Trans. 18, 3821 (2008).
168. A. Thomas and M. Antoniette, Adv. Funct. Mater. 13, 763 (2003).
169. A. El Kadib, K. Molvinger, C. Guillmon, F. Quignard, and D. Brunel, Chem. Mater. 20, 2198 (2008).
170. A. El Kadib, K. Molvinger, T. Cacciaguerra, M. Bousmina, and D. Brunel, Micro. Meso. Mater. 142, 301 (2011).
171. A. El Kadib, K. Molvinger, M. Bousmina, and D. Brunel, J. Catal. 273, 147 (2010).
172. A. El Kadib, K. Molvinger, M. Bousmina, and D. Brunel, Org. Lett. 12, 948 (2010).
173. H. Fric and U. Schubert, New J. Chem. 29, 232 (2005).
174. (a) F. Q. Dang, Q. J. Yan, J. J. Li, J. X. Cheng, C. S. Liu, and G. X. Chen, Carbohydr. Polym. 83, 171 (2011)
175. (b) B. Guo, A. Finne-Wistrand, and A. C. Albertsson, Biomacromolecules 12, 2601 (2011).
176. (a) C. J. Brinker and G. W. Scherer, Sol-Gel Science: The Physics and Chemistry of Sol-Gel Processing, Academic Press, San Diego 1990
177. (b) B. W. Glasspoole, J. D. Webb, and C. M. Crudden, J. Catal. 265, 148 (2009)
178. (c) S. Jun, J. M. Kim, R. Ryoo, Y. S. Ahn, and M. H. Han, Micro. Meso. Mater. 41, 119 (2000)
179. (d) R. Mokaza, J. Phys. Chem. B 103, 10204 (1999).
180. (a) M. Etienne and A. Walcarius, Talanta 59, 1173 (2003)
181. (b) R. K. Iller, The Chemistry of Silicon, Wiley, New York (1979)
182. (c) M. Etienne, S. Goubert-Renaudin, Y. Rousselin, C. Marichal, F. Denat, B. Lebeau, and A. Walcarius, Langmuir 25, 3137 (2009).
183. F. A. Al-Sagheer and S. Merchant, Carbohydr. Polym. 85, 356 (2011).
184. (a) S. Lassiaz, A. Galarneau, P. Trens, D. Labarre, H. Mutin, and D. Brunel, New J. Chem. 34, 1424 (2010)
185. (b) Y. Brahmi, N. Katir, A. Hameau, A. Essoumhi, E. M. Essassi, A. M. Caminade, M. Bousmina, J. P. Majoral, and A. El Kadib, Chem. Comm. 47, 8626 (2011).
186. (a) T. Jose, N. Sudheesh, and R. S. Shukla, J. Mol. Catal. A: Chem. 321, 77 (2010)
187. (b) K. R. Reddy, K. Rajgopal, C. U. Maheswari, and M. L. Kantam, New J. Chem. 30, 1549 (2006).
188. (a) C. E. Garrett and K. Prasad, Adv. Synth. Catal. 346, 889 (2004)
189. (b) K. Kçnigsberger, G. P. Chen, R. R. Wu, M. J. Girgis, K. Prasad, O. Repic, and T. J. Blacklock, Org. Process Res. Dev. 7, 733 (2003)
190. (c) A. El Kadib, K. McEleney, T. Seki, T. K. Wood, and C. M. Crudden, Chem. Cat. Chem. 3, 1281 (2011).
191. W. D. Bossaert, D. E. De Vos, W. M. Van Rhijn, J. Bullen, P. J. Grobet, and P. A. Jacobs, J. Catal. 182, 156 (1999).
192. C. M. Lock, A. P. J. Mank, and J. P. Ward, Chem. Phys. Lipids 36, 329 (1985).
193. C. M. Lock, J. P. Ward, and D. A. Van Dorp, Chem. Phys. Lipids 16, 115 (1976).
194. J. M. Chong and K. B. Sharpless, J. Org. Chem. 50, 1557 (1985).
195. A. Cauvel, G. Renard, and D. Brunel, J. Org. Chem. 62, 749 (1997).
196. El Hankari, B. Motos-Perez, P. Hesemann, A. Bouhaouss, and J. J. E. Moreau, J. Mater. Chem. 21, 6948 (2011).
197. (a) K. Ma and J. You, Chem. Eur. J. 13, 1863 (2007)
198. (b) C. Palomo, M. Oiarbide, and A. Laso, Angew. Chem. Int. Ed. 44, 3881 (2005)
199. (c) T. Risgaard, K. V. Gothelf, and K. A. Jorgensen, Org. Biomol. Chem. 1, 153 (2003)
200. (d) T. Ooi, K. Doda, and K. Maruoka, J. Am. Chem. Soc. 125, 2054 (2003).
201. (a) M. Tada, K. Motokura, and Y. Iwasawa, Top. Catal. 48, 32 (2008)
202. (b) K. K. Sharma and T. Asefa, Angew. Chem. Int. Ed. 46, 2879 (2007)
203. (c) K. Motokura, M. Tomita, M. Tada, and Y. Iwasawa, Chem. Eur. J. 14, 4017 (2008)
204. (d) S. Huh, H. T. Chen, J. Z. Wiench, M. Pruski, and V. S.-Y. Lin, Angew. Chem. Int. Ed. 44, 1826 (2005)
205. (e) J. D. Bass, A. Solovyov, A. J. Pascall, and A. Katz, J. Am. Chem. Soc. 128, 3737 (2006).
206. (a) D. Brunel, A. C. Blanc, E. Garrone, B. Onida, M. Rocchia, J. B. Nagy, and D. J. Macquarrie, Stud. Surf. Sci. Catal. 142, 1395 (2002)
207. (b) D. Brunel, Micro. Meso. Mater. 27, 329 (1999).
208. B. Voit, Angew. Chem. Int. Ed. 45, 4238 (2006).
209. (a) E. L. Margelefsky, R. K. Zeidan, and M. E. Davis, Chem. Soc. Rev. 37, 1118 (2008)
210. (b) J. M. Notenstein and A. Katz, Chem. Eur. J. 12, 3954 (2006)
211. (c) S. Shylesh and W. R. Thiel, Chem. Cat. Chem. 3, 278 (2011).
212. A. M. C. F. Castelijns, H. J. A. Dielemans, and R. Green, European Patent 0771780 A1 (1997).
213. M. J. Climent, A. Corma, H. Garcia, R. Guil-Lopez, S. Iborra, and V. Fornés, J. Catal. 197, 385 (2001).
214. (a) M. J. Climent, A. Corma, V. Fornés, R. Guil-Lopez, and S. Iborra, Adv. Synth. Catal. 344, 1090 (2002)
215. (b) M. J. Climent, A. Corma, R. Guil-Lopez, S. Iborra, and J. Primo, J. Catal. 175, 70 (1998)
216. (c) S. K. Sharma, H. A. Patel, and R. Jasra, J. Mol. Catal. A.: Chem. 280, 61 (2008).
217. F. Gandara, M. E. Medina, N. Snejko, B. Gomez-Lor, M. Iglesias, E. Gutierrez-Puebla, and M. A. Monge, Inorg. Chem. 47, 6791 (2008).
218. (a) H. Zhao and F. P. Gabbai, Nat. Chem. 2, 984 (2010)
219. (b) A. Amgoune and D. Bourissou, Chem. Comm. 47, 859 (2011)
220. (c) L. Brunsveld, B. J. B. Folmer, E. W. Meijer, and R. P. Sijbesma, Chem. Rev. 101, 4071 (2001)
221. (d) V. Balzani, A. Juris, M. Venturi, S. Campagna, and S. Serroni, Chem. Rev. 96, 759 (1996).
222. H. Chae, D. Y. Siberio-Perez, J. Kim, Y. B. Go, M. Eddaoudi, A. J. Matzger, M. O'Keeffe, and O. M. Yaghi, Nature 427, 523 (1992).
223. (a) S. Wang, X.-H. Ding, J.-L. Zuo, X.-Z. You, and W. Huang, Coord. Chem. Rev. 255, 1713 (2011)
224. (b) P. V. Bernhardt, F. Bozoglian, B. P. Macpherson, and M. Martinez, Coord. Chem. Rev. 249, 1902 (2005)
225. (c) L. M. Baraldo, P. Forlano, A. R. Parise, L. D Slep, and J. A. Olabe, Coord. Chem. Rev. 219-221, 881 (2001).
226. (a) O. Hatlevik, W. E. Buschmann, J. Zhang, J. L. Manson, and J. S. Miller, Adv. Mater. 11, 914 (1999)
227. (b) S. M. Holmes, and G. S. Girolami, J. Am. Chem. Soc. 121, 5593 (1999)
228. (c) W. E. Buschmann, S. C. Paulson, C. M. Wynn, M. Girtu, A. J. Epstein, H. S. White, and J. S. Miller, Adv. Mater. 9, 645 (1997)
229. (d) T. Mallah, S. Thiebaut, M. Verdaguer, and P. Veillet, Science 262, 1554 (1993)
230. (e) S. Ohkoshi and K. Hashimoto, J. Am. Chem. Soc. 121, 10591 (1999).
231. R. Koncki, Crit. Rev. Anal. Chem. 32, 79 (2002).
232. E. Dujardin and S. Mann, Adv. Mater. 16, 1125 (2004).
233. S. P. Moulik, G. C. De, A. K. Panda, B. B. Bhowmik, and A. R. Das, Langmuir 15, 8361 (1999).
234. S. Vaucher, M. Li, and S. Mann, Angew. Chem. Int. Ed. 39, 1793 (2000).
235. (a) L. Catala, T. Gacoin, J.-P. Boilot, E. Riviere, C. Paulsen, E. Lhotel, and T. Mallah, Adv. Mater. 15, 826 (2003)
236. (b) M. Yamada, M. Arai, M. Kurihara, M. Skamoto, and M. Miyake, J. Am. Chem. Soc. 126, 9482 (2004).
237. (a) T. Uemura and S. Kitagawa, J. Am. Chem. Soc. 125, 7814 (2003)
238. (b) L. Catala, A. Gloter, O. Stephan, G. Rogez and T. Mallah, Chem. Commun. 1018 (2006)
239. (c) J. M. Domingez-Vera and E. Colacio, Inorg. Chem. 42, 6983 (2003).
240. (a) J. G. Moore, E. J. Lochner, C. Ramsey, N. S. Dalal, and A. E. Stiegman, Angew. Chem. Int. Ed. 42, 2741 (2003)
241. (b) B. Folch, Y. Guari, J. Larionova, C. Luna, C. Sangregorio, C. Innocenti, A. Caneschi, and C. Guerin, New J. Chem. 32, 273 (2008).
242. G. Layrac, D. Tichit, J. Larionova, Y. Guari, and C. Guerin, J. Phys. Chem. C 115, 3263 (2011).
243. G. Clavel, J. Larionova, Y. Guari and C. Guerin, Chem.-Eur. J. 12, 3798 (2006).
244. (a) Y. Guari, J. Larionova, K. Molvinger, B. Folch, and C. Guerin, Chem. Comm. 2613 (2006)
245. (b) B. Folch, J. Larionova, Y. Guari, K. Molvinger, C. Luna, C. Sangregorio, C. Innocenti, A. Caneshi, and C. Guerin, Phys. Chem. Chem. Phys. 12, 12760 (2010)
246. (c) J. Larionova, L. Salmon, Y. Guari, A. Tokarev, K. Molvinger, G. Molnar, and A. Bousseksou, Angew. Chem. Int. Ed. 47, 8236 (2008).
247. A. Primo and F. Quignard, Chem. Commun. 46, 5593 (2010).
248. (a) M. M. Beppu, E. J. Arruda, R. S. Vieira, and N. N. Santos, J. Membr. Sci. 240, 227 (2004)
249. (b) I. M. N. Vold, K. M. Varum, E. Guibal, and O. Smidsrod, Carbohydr. Polym. 54, 471 (2003).
250. A. El Kadib, A. Primo, K. Molvinger, M. Bousmina, and D. Brunel, Chem. Eur. J. 17, 7940 (2011).
251. B. Jebasingh and V. Alexander, Inorg. Chem. 44, 9434 (2005).
252. Y. Guari, J. Larionova, M. Corti, A. Lascialfari, M. Marinone, G. Poletti, K. Molvinger, and C. Guerin, Dalton Trans. 3658 (2008).
253. E. Chelebaeva, J. Larionova, Y. Guari, R. A. S. Ferreira, L. D. Carlos, A. A. Trifonov, T. Kalaivani, A. Lascialfari, C. Guerin, K. Molvinger, L. Datas, M. Maynadier, M. G. Bobo, and M. Garcia, Nanoscale 3, 1200 (2011).
254. H. Yang and D. Zhao, J. Mater. Chem. 15, 1217 (2005).
255. (a) C. Sanchez, J. Livage, M. Henry, and F. Babonneau, J. Non-Cryst. Solids 100, 65 (1988)
256. (b) A. Léaustic, F. Babonneau, and J. Livage, Chem. Mater. 1, 240 (1989)
257. (c) J. El Haskouri, S. Cabrera, C. Guillem, J. Latorre, A. Beltrán-Porter, D. Beltrán-Porter, M. D. Marcos, and P. Amorós, Chem. Mater. 14, 5015 (2002)
258. (d) A. Mehner, T. Ruffer, H. Lang, A. Pohlers, W. Hoyer, and S. Spange, Adv. Mater. 20, 4113 (2008).
259. (a) D. M. Anotonelli, Micropor. Mesopor. Mater. 30, 315 (1990)
260. (b) Y. Brahmi, N. Katir, M. Ianchuk, V. Colliere, E. M. Essassi, A. Ouali, A.-M. Caminade, M. Bousmina, J. P. Majoral, and A. El Kadib, Nanoscale 5, 2850 (2013).
261. (a) X. Sun and Y. D. Li, Angew. Chem. Int. Ed. 43, 597 (2004)
262. (b) X. Sun and Y. D. Li, Angew. Chem. Int. Ed. 43, 3827 (2004)
263. (c) X. Sun, J. Liu, and Y. Li, Chem. Eur. J. 12, 2039 (2006).
264. (a) J. Huang and T. Kunitake, J. Am. Chem. Soc. 125, 11834 (2003)
265. (b) J. Huang, I. Ichinose, and T. Kunitake, Chem. Commun. 1717 (2005).
266. (a) Y. Gu and J. Huang, J. Mater. Chem. 19, 3764 (2009)
267. (b) Y. Gu, X. Liu, T. Niu, and J. Huang, Chem. Commun. 46, 6096 (2010)
268. (c) X. Liu, Y. Gu, and J. Huang, Chem. Eur. J. 16, 7730 (2010).
269. (a) R. A. Caruso and J. H. Schattka, Adv. Mater. 12, 1921 (2000)
270. (b) U. Meyer, A. Larsson, H. P. Hentze, and R. A. Caruso, Adv. Mater. 14, 1768 (2002).
271. (a) T. Peng, D. Zhao, K. Dai, W. Shi, and K. Hirao, J. Phys. Chem. B 109, 4947 (2005)
272. (b) C. Aprile, A. Corma, and H. Garcia, Phys. Chem. Chem. Phys. 10, 769 (2008).
273. A. B. Sifontes, G. Gonzalez, J. L. Ochoa, L. M. Tovar, T. Zoltan, and E. Canizales, Mater. Res. Bull. 46, 1794 (2011).
274. J. Retuert, R. Quijada, and V. Arias, Chem. Mater. 10, 3923 (1998).
275. (a) A. Primo, P. Atienzar, E. Sanchez, J. M. Delgado, and H. García, Chem. Commun. 48, 9254 (2012)
276. (b) A. Primo, A. Forneli, A. Corma, and H. Garcia, Chem. Sus. Chem. 5, 2207 (2012).
277. A. Primo, T. Marino, A. Corma, R. Molinari, and H. García, J. Am. Chem. Soc. 133, 6930 (2011).
278. M. B.-Sogo, M. Serra, A. Primo, M. Alvaro, and H. Garcia, Chem. Cat. Chem. 5, 513 (2012).
279. M. L.-Sanchez, A. Primo, and H. Garcia, J. Mater. Chem. 22, 21373 (2012).