Morphological control of hybrid amphiphilic poly(N-isopropylacrylamide)/metal cyanide complexes

Polymer Journal

Volumn 48, Issue 6, 2016, Pages 729-739

  Kuroiwa, Keita ^a   Koga, Yuko ^a   Ishimaru, Yuya ^a   Nakashima, Takuya ^b   Hachisako, Hiroshi ^a   Sakurai, Shinichi ^c  

^a SOJO UNIVERSITY   (Japan)

^b NARA INSTITUTE OF SCIENCE AND TECHNOLOGY   (Japan)

^c KYOTO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLIC MONOMERS; AMIDES; ANIONIC POLYMERIZATION; CYANIDES; LIVING POLYMERIZATION; NANORODS; OLIGOMERS; POLYMERIZATION;

METAL CYANIDE COMPLEXES; MORPHOLOGICAL CONTROL; N-ISOPROPYLACRYLAMIDES; POLY (N ISOPROPYLACRYLAMIDE); RAFT POLYMERIZATION; SUPRAMOLECULAR SYSTEMS; THERMO RESPONSIVENESS; THERMOSENSITIVITIES;

SOLUTIONS;

EID: 84973281896     PISSN: 00323896     EISSN: 13490540     Source Type: Journal    
DOI: 10.1038/pj.2016.13     Document Type: Article

References (79)

1. Gómez-Romero, P., & Sanchez, C. Functional Hybrid Materials (eds Gómez-Romero P., & Sanchez, C.) (Wiley-VCH: Weinheim, Germany, 2004
2. Hirai, H., Chawanya, H., & Toshima, N. Colloidal palladium protected with poly(N-vinyl-2-pyrrolidinone) for selective hydrogenation of cyclopentadiene. React. Polym. Ion Exchangers Sorbents 3, 127-141 (1985
3. Hirai, H., Nakao, Y., & Toshima, N. Colloidal rhodium in poly(vinylpyrrolidone) as hydrogenation catalyst for internal olefins. Chem. Lett. 7, 545-548 (1978
4. Chujo, Y., & Saegusa, T. Organic polymer hybrids with silica gel formed by means of the sol-gel method. Adv. Polym. Sci. 100, 11-29 (1992
5. Chujo, Y., Ihara, E., Kure, S., Suzuki, K., & Saegusa, T. Block copolymer of 2-methyl-2-oxazoline with silica gel. An organic-inorganic hybrid polymer. Makromol. Chem. Macromol. Symp. 42/43, 303-312 (1991
6. Kim, S., & Bawendi, M. G. Oligomeric ligands for luminescent and stable nanocrystal quantum dots. J. Am. Chem. Soc. 125, 14652-14653 (2003
7. Gangopadhyay, R., & De, A. Conducting polymer nanocomposites: a brief overview. Chem. Mater. 12, 608-622 (2000
8. Thakur, V. K., Ding, G., Ma, J., Lee, P. S., & Lu, X. Hybrid materials and polymer electrolytes for electrochromic device applications. Adv. Mater. 24, 4071-4096 (2012
9. Gómez-Romero, P. Hybrid organic-inorganic materials-in search of synergic activity. Adv. Mater. 13, 163-174 (2001
10. Walcarius, A. Electrochemical applications of silica-based organic-inorganic hybrid materials. Chem. Mater. 13, 3351-3372 (2001
11. Gómez-Romero, P., Cuentas-gallegos, K., Lira-cantú, M., & Casaň-pastor, N. Hybrid nanocomposite materials for energy storage and conversion applications. J. Mater. Sci. 40, 1423-1428 (2002
12. Zhou, R., & Xue, J. Hybrid polymer-nanocrystal materials for photovoltaic applications. Chem. Phys. Chem. 13, 2471-2480 (2012
13. Holder, E., Tessler, N., & Rogach, A. L. Hybrid nanocomposite materials with organic and inorganic components for opto-electronic devices. J. Mater. Chem. 18, 1064-1078 (2008
14. Sessolo, M., & Bolink, H. J. Hybrid organic-inorganic light-emitting diodes. Adv. Mater. 23, 1829-1845 (2011
15. Jäekle, L. Advances in the synthesis of organoborane polymers for optical, electronic, and sensory applications. Chem. Rev. 110, 3985-4022 (2010
16. Zhao, L., & Lin, Z. Crafting semiconductor organic-inorganic nanocomposites via placing conjugated polymers in intimate contact with nanocrystals for hybrid solar cells. Adv. Mater. 24, 4353-4368 (2012
17. Watanabe, H., Vendamme, R., & Kunitake, T. Development of fabrication of giant nanomembranes. Bull. Chem. Soc. Jpn 80, 433-440 (2007
18. Watanabe, H., & Kunitake, T. A large, freestanding, 20 nm thick nanomembrane based on an epoxy resin. Adv. Mater. 19, 909-912 (2007
19. Chujo, Y., & Tanaka, K. New polymeric materials based on element-blocks. Bull. Chem. Soc. Jpn 88, 633-643 (2015
20. Kuroiwa, K., Yoshida, M., Masaoka, S., Kaneko, K., Sakai, K., & Kimizuka, N. Self-Assembly of tubular microstructures from mixed-valence metal complexes and their reversible transformation by external stimuli. Angew Chem. Int. Ed. 51, 656-659 (2012
21. Kuroiwa, K. Dynamic self-Assembly from mixed-valence metal complexes and their reversible transformations by external stimuli. Kobunshi Ronbunshu 69, 485-492 (2012
22. Kuroiwa, K., & Kimizuka, N. Self-Assembly and functionalization of lipophilic metal-triazole complexes in various media. Polym. J. 45, 384-390 (2013
23. Kuroiwa, K., Arie, T., Sakurai, S., Hayami, S., & Deming, T. J. Supramolecular control of reverse spin transitions in cobalt(II) terpyridine complexes with diblock copolypeptide amphiphiles. J. Mater. Chem. C 3, 7779-7783 (2015
24. Kuroiwa, K., Masaki, Y., Koga, Y., & Deming, T. J. Self-Assembly of discrete metal complexes in aqueous solution via block copolypeptide amphiphiles. Int. J. Mol. Sci. 14, 2022-2035 (2013
25. Kuroiwa, K., Higuma, C., Shimogawa, Y., Hachisako, H., & Sakurai, S. Development of amphiphilic n-isopropylacrylamide oligomers and polymers, and their composites with metal ions. Kobunshi Ronbunshu 71, 457-466 (2014
26. Heskins, M., Guillet, J. E., & James, E. Solution properties of poly(N-isopropylacrylamide). J. Macromol. Sci. Chem. 2, 1441-1455 (1968
27. Schild, H. G. Poly(N-isopropylacrylamide): experiment, theory and application. Prog. Polym. Sci. 17, 163-249 1992)
28. Smithenry, D. W., Kang, M.-S., & Gupta, V. K. Telechelic poly(N-isopropylacrylamide): polymerization and chain aggregation in solution. Macromolecules 34, 8503-8511 (2001
29. Kujawa, P., Watanabe, H., Tanaka, F., & Winnik, F. M. Amphiphilic telechelic poly(N-isopropylacrylamide) in water: from micelles to gels. Eur. Phys. J. E: Soft Matter 17, 129-137 (2005
30. Kujawa, P., Segui, F., Shaban, S., Diab, C., Okada, Y., Tanaka, F., & Winnik, F. M. Impact of end-group association and main-chain hydration on the thermosensitive properties of hydrophobically modified telechelic poly(N-isopropylacrylamides) in water. Macromolecules 39, 341-348 (2006
31. Plummer, R., Hill, D. J. T., & Whittaker, A. K. Solution properties of star and linear poly (N-isopropylacrylamide). Macromolecules 39, 8379-8388 (2006
32. Housni, A., & Narain, R. Aqueous solution behavior of P(N-isopropyl acrylamide) in the presence of water-soluble macromolecular species. Eur. Polym. J. 43, 4344-4354 (2007
33. Yusa, S.-i., Yamago, S., Sugahara, M., Morikawa, S., Yamamoto, T., & Morishima, Y. Thermo-responsive diblock copolymers of poly(N-isopropylacrylamide) and poly(N-vinyl-2-pyrroridone) synthesized via organotellurium-mediated controlled radical polymerization (TERP). Macromolecules 40, 5907-5915 (2007
34. Shan, J., Zhao, Y., Granqvist, N., & Tenhu, H. Thermoresponsive properties of Nisopropylacrylamide oligomer brushes grafted to gold nanoparticles: effects of molar mass and gold core size. Macromolecules 42, 2696-2701 (2009
35. Nagai, A., Yoshii, R., Otsuka, T., Kokado, K., & Chujo, Y. BODIPY-based chain transfer agent: reversibly thermoswitchable luminescent gold nanoparticle stabilized by BODIPY-terminated water-soluble polymer. Langmuir 26, 15644-15649 (2010
36. Smith, A. E., Xu, X., Savin, D. A., & McCormick, C. L. Reversible gold "locked" synthetic vesicles derived from stimuli-responsive diblock copolymers. Polym. Chem. 1, 628-630 (2010
37. Lian, X., Jin, J., Tian, J., & Zhao, H. Thermoresponsive nanohydrogels cross-linked by gold nanoparticles. ACS Appl. Mater. Interfaces 2, 2261-2268 (2010
38. Liang, M., Lin, I.-C., Whittaker, M. R., Minchin, R. F., Monteiro, M. J., & Toth, I. Cellular uptake of densely packed polymer coatings on gold nanoparticles. ACS Nano 4, 403-413 (2010
39. Liu, Y., Tu, W., & Cao, D. Synthesis of gold nanoparticles coated with polystyrene-blockpoly( N-isopropylacrylamide) and their thermoresponsive ultraviolet-visible absorbance. Ind. Eng. Chem. Res. 49, 2707-2715 (2010
40. Sistach, S., Beija, M., Rahal, V., Brulet, A., Marty, J.-D., Destarac, M., & Mingotaud, C. Thermoresponsive amphiphilic diblock copolymers synthesized by MADIX/RAFT: properties in aqueous solutions and use for the preparation and stabilization of gold nanoparticles. Chem. Mater. 22, 3712-3724 (2010
41. Ebeling, B., & Vana, P. RAFT-polymers with single and multiple trithiocarbonate groups as uniform gold-nanoparticle coatings. Macromolecules 46, 4862-4871 (2013
42. Li, W., Cai, X., Kim, C., Sun, G., Zhang, Y., Deng, R., Yang, M., Chen, J., Achilefu, S., Wang, L. V., & Xia, Y. Gold nanocages covered with thermally-responsive polymers for controlled release by high-intensity focused ultrasound. Nanoscale 3, 1724-1730 (2011
43. Sun, X.-L., He, W.-D., Li, J., He, N., Han, S.-C., & Li, L.-Y. Preparation of polypyrrole-graft-poly(N-isopropylacrylamide)/silver nanocomposites from pyrrolyl-capped macromonomer by AgNO3 and their stimuli responsibility of light emission. J. Polym. Sci. A Polym. Chem. 46, 6950-6960 (2008
44. Li, Q., Zhang, L., Bai, L., Zhang, Z., Zhu, J., Zhou, N., Cheng, Z., & Zhu, X. Multistimuli-responsive hybrid nanoparticles with magnetic core and thermoresponsive fluorescence-labeled shell via surface-initiated RAFT polymerization. Soft Matter 7, 6958-6966 (2011
45. Wu, X., He, X., Zhong, L., Lin, S., Wang, D., Zhu, X., & Yan, D. Water-soluble dendritic-linear triblock copolymer-modified magnetic nanoparticles: preparation, characterization and drug release properties. J. Mater. Chem. 21, 13611-13620 (2011
46. Wang, H., Luo, W., & Chen, J. Fabrication and characterization of thermoresponsive Fe3O4@PNIPAM hybrid nanomaterials by surface-initiated RAFT polymerization. J. Mater. Sci. 47, 5918-5925 (2012
47. Budgin, A. M., Kabachii, Y. A., Shifrina, Z. B., Valetsky, P. M., Kochev, S. S., Stein, B. D., Malyutin, A., & Bronstein, L. M. Functionalization of magnetic nanoparticles with amphiphilic block copolymers: self-Assembled thermoresponsive submicrometer particles. Langmuir 28, 4142-4151 (2012
48. You, Y.-Z., Kalebaila, K. K., Brock, S. L., & Oupický, D. Temperature-controlled uptake and release in PNIPAM-modified porous silica nanoparticles. Chem. Mater. 20, 3354-3359 (2008
49. Chen, J., Liu, M., Chen, C., Gong, H., & Gao, C. Synthesis and characterization of silica nanoparticles with well-defined thermoresponsive PNIPAM via a combination of RAFT and click chemistry. ACS Appl. Mater. Interfaces 3, 3215-3223 (2011
50. Xu, L., Pan, J., Xia, Q., Shi, F., Dai, J. i., Wei, X., & Yan, Y. Composites of silica and molecularly imprinted polymers for degradation of sulfadiazine. J. Phys. Chem. C 116, 25309-25318 (2012
51. Masuda, T., Yamamoto, S.-i., Moriya, O., Kashio, M., & Sugizaki, T. Preparation of amphiphilic polysilsesquioxane by grafting of block copolymer of acrylamide monomers. Polym. J. 39, 220-229 (2007
52. Zhang, W., Liu, L., Zhuang, X., Li, X., Bai, J., & Chen, Y. Synthesis and self-Assembly of tadpole-shaped organic/inorganic hybrid poly(N-isopropylacrylamide) containing polyhedral oligomeric silsesquioxane via RAFT polymerization. J. Polym. Sci. A: Polym. Chem. 46, 7049-7061 (2008
53. Wang, L., Zeng, K., & Zheng, S. Hepta(3, 3, 3-trifluoropropyl) polyhedral oligomeric silsesquioxane-capped poly(N-isopropylacrylamide) telechelics: synthesis and behavior of physical hydrogels. ACS Appl. Mater. Interfaces 3, 898-909 (2011
54. Zhang, W., Wang, S., Li, X., Yuan, J., & Wang, S. Organic/inorganic hybrid star-shaped block copolymers of poly(l-lactide) and poly(N-isopropylacrylamide) with a polyhedral oligomeric silsesquioxane core: synthesis and self-Assembly. Eur. Polym. J. 48, 720-729 (2012
55. Lehto, J., Vaaramaa, K., Vesterinen, E., & Tenhu, H. Uptake of zinc, nickel, and chromium by N-isopropyl acrylamide polymer gels. J. Appl. Polym. Sci. 68, 355-362 (1998
56. Zhang, L.-J., Cao, L.-Q., Wang, X.-H., & Wang, J.-D. Preparation of the thermosensitive metal ion imprinted polymer in supercritical carbon dioxide: application in the selective recognition of copper (II). Polym. Adv. Technol. 23, 1174-1180 (2012
57. Irie, M., Misumi, Y., & Tanaka, T. Stimuli-responsive polymers: chemical induced reversible phase separation of an aqueous solution of poly(N-isopropylacrylamide) with pendent crown ether groups. Polymer 34, 4531-4535 (1993
58. Kuckling, D., & Pareek, P. Synthesis of transition-metal-ion-selective poly(N-isopropylacrylamide) hydrogels by the incorporation of an aza crown ether. J. Polym. Sci. A Polym. Chem. 41, 1594-1602 (2003
59. Chayama, K., Morita, Y., & Iwatsuki, S. Thermosensitive gels incorporating polythioether units for the selective extraction of class B metal ions. J. Chromatogr. A 1217, 6785-6790 (2010
60. Liu, T., Hu, J., Yin, J., Zhang, Y., Li, C., & Liu, S. Enhancing detection sensitivity of responsive microgel-based Cu(II) chemosensors via thermo-induced volume phase transitions. Chem. Mater. 21, 3439-3446 (2009
61. Chiper, M., Fournier, D., Hoogenboom, R., & Schubert, U. S. Thermosensitive and switchable terpyridine-functionalized metallo-supramolecular poly(N-isopropylacrylamide). Macromol. Rapid Commun. 29, 1640-1647 (2008
62. Qin, L., He, X.-W., Zhang, W., Li, W.-Y., & Zhang, Y.-K. Macroporous thermosensitive imprinted hydrogel for recognition of protein by metal coordinate interaction. Anal. Chem. 81, 7206-7216 (2009
63. Alexandridis, P., & Lindman, B. Amphiphilic Block Copolymers. Self-Assembly and Applications (eds Alexandridis, P., & Lindman, B.) (Elsevier, Amsterdam, The Netherlands, 2000
64. Nagarajan, R. Amphiphiles Molecular Assembly and Applications (ed Nagarajan, R.) (Oxford Univ. Press, Oxford, UK, 2012
65. Tien, N.-D., Sasaki, S., Masunaga, H., Shimizu, N., Igarashi, N., & Sakurai, S. Small-Angle X-ray scattering studies on melting and recrystallization behaviors of poly (oxyethylene) crystallites in poly(D, L-lactide)/poly(oxyethylene) blends. Polymer 55, 2562-2569 (2014
66. Lai, J. T., Filla, D., & Shea, R. Functional polymers from novel carboxyl-terminated trithiocarbonates as highly efficient RAFT agents. Macromolecules 35, 6754-6756 (2002
67. Zhang, X., Li, J., Li, W., & Zhang, A. Synthesis and characterization of thermo- and pH-responsive double-hydrophilic diblock copolypeptides. Biomacromolecules 8, 3557-3567 (2007
68. Wang, R., McCormick, C. L., & Lowe, A. B. Synthesis and evaluation of new dicarboxylic acid functional trithiocarbonates: RAFT synthesis of telechelic poly(n-butyl acrylate)s. Macromolecules 38, 9518-9525 (2005
69. Bouchékif, H., & Narain, R. Reversible addition-fragmentation chain transfer polymerization of N-isopropylacrylamide: a comparison between a conventional and a fast initiator. J. Phys. Chem. B 111, 11120-11126 (2007
70. Vega-Rios, A., & Licea-Claveríe, A. Controlled synthesis of block copolymers containing n-isopropylacrylamide by reversible addition-fragmentation chain-transfer (RAFT) polymerization. J. Mex. Chem. Soc. 55, 21-32 (2011
71. Xia, Y., Burke, N. A. D., & Stöver, H. D. H. End group effect on the thermal response of narrow-disperse poly(N-isopropylacrylamide) prepared by atom transfer radical polymerization. Macromolecules 39, 2275-2283 (2006
72. Nuopponen, M., Ojala, J., & Tenhu, H. Aggregation behaviour of well defined amphiphilic diblock copolymers with poly(N-isopropylacrylamide) and hydrophobic blocks. Polymer 45, 3643-3650 (2004
73. Corey, R. B., & Pauling, L. Molecular models of amino acids, peptides, and proteins. Rev. Sci. Instrum. 24, 621-627 (1953
74. Feil, H., Bae, Y. H., Feijen, J., & Kim, S. W. Effect of comonomer hydrophilicity and ionization on the lower critical solution temperature of N-isopropylacrylamide copolymers. Macromolecules 26, 2496-2500 (1993
75. Park, T. G., & Hoffman, A. S. Sodium chloride-induced phase transition in nonionic poly(N-isopropylacrylamide) gel. Macromolecules 26, 5045-5048 (1993
76. Suzuki, A. Phase transition in gels of sub-millimeter size induced by interaction with stimuli. Adv. Polym. Sci. 110, 199-240 (1993
77. Rawashdeh-Omary, M. A., Omary, M. A., & Patterson, H. H. Oligomerization of Au(CN)2- and Ag(CN)2- ions in solution via ground-state aurophilic and argentophilic bonding. J. Am. Chem. Soc. 122, 10371-10380 (2000
78. Yersin, H. Energy transfer from linear stacks of tetracyanoplatinates(II) to rare earth ions. J. Chem. Phys. 68, 4707-4713 (1978
79. Rawashdeh-Omary, M. A., Omary, M. A., Patterson, H. H., & Fackler, J. P. Jr. Excited-state interactions for [Au(CN)2-]n and [Ag(CN)2-]n oligomers in solution. Formation of luminescent gold-gold bonded excimers and exciplexes. J. Am. Chem. Soc. 123, 11237-11247 (2001