Tertiary-amine-containing thermo- and pH-sensitive hydrophilic ABA triblock copolymers: Effect of different tertiary amines on thermally induced sol-gel transitions

Langmuir

Volumn 30, Issue 9, 2014, Pages 2541-2550

  Henn, Daniel M ^a   Wright, Roger A E ^a   Woodcock, Jeremiah W ^a   Hu, Bin ^a   Zhao, Bin ^a  

^a UNIVERSITY OF TENNESSEE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ABA TRIBLOCK COPOLYMER; N ,N-DIETHYLAMINOETHYL METHACRYLATE; PHOSPHATE BUFFERS; POLY (ETHYLENE OXIDE) (PEO); RELEASE BEHAVIORS; RHEOLOGICAL MEASUREMENTS; SOL-GEL TRANSITIONS; THERMALLY INDUCED;

AMINES; ATOM TRANSFER RADICAL POLYMERIZATION; BLOCK COPOLYMERS; DEXTRAN; ETHYLENE GLYCOL; HYDROPHOBICITY; POLYETHYLENE OXIDES; POLYOLS; SOL-GEL PROCESS; SOL-GELS; SOLUTIONS;

PH EFFECTS;

EID: 84896803061     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la4049924     Document Type: Article

References (42)

1. Hamley, I. W. Block Copolymers in Solution: Fundamentals and Applications; John Wiley & Sons: Chichester, 2005.
2. Gil, E. S.; Hudson, S. M. Stimuli-Responsive Polymers and Their Bioconjugates Prog. Polym. Sci. 2004, 29, 1173-1222
3. Dimitrov, I.; Trzebicka, B.; Müller, A. H. E.; Dworak, A.; Tsvetanov, C. B. Thermosensitive Water-Soluble Copolymers with Doubly Responsive Reversibly Interacting Entities Prog. Polym. Chem. 2007, 32, 1275-1343
4. Joo, M. K.; Park, M. H.; Choi, B. G.; Jeong, B. Reverse Thermogelling Biodegradable Polymer Aqueous Solutions J. Mater. Chem. 2009, 19, 5891-5905
5. He, C. L.; Kim, S. W.; Lee, D. S. In situ Gelling Stimuli-Sensitive Block Copolymer Hydrogels for Drug Delivery J. Controlled Release 2008, 127, 189-207
6. Jeong, B.; Kim, S. W.; Bae, Y. H. Thermosensitive Sol-Gel Reversible Hydrogels Adv. Drug Delivery Rev. 2002, 54, 37-51
7. Yu, L.; Ding, J. Injectable Hydrogels as Unique Biomedical Materials Chem. Soc. Rev. 2008, 37, 1473-1481
8. Ahn, S. -K.; Kasi, R. M.; Kim, S. -C.; Sharma, N.; Zhou, Y. Stimuli-Responsive Polymer Gels Soft Matter 2008, 4, 1151-1157
9. Li, C.; Tang, Y.; Armes, S. P.; Morris, C. J.; Rose, S. F.; Lloyd, A. W.; Lewis, A. L. Synthesis and Characterization of Biocompatible Thermo-Responsive Gelators Based on ABA Triblock Copolymers Biomacromolecules 2005, 6, 994-999
10. Li, C.; Buurma, N. J.; Haq, I.; Turner, C.; Armes, S. P. Synthesis and Characterization of Biocompatible, Thermoresponsive ABC and ABA Triblock Copolymer Gelators Langmuir 2005, 21, 11026-11033
11. Ma, Y.; Tang, Y.; Billingham, N. C.; Armes, S. P.; Lewis, A. L. Synthesis of Biocompatible, Stimuli-Responsive, Physical Gels Based on ABA Triblock Copolymers Biomacromolecules 2003, 4, 864-868
12. Castelletto, V.; Hamley, I. W.; Ma, Y.; Bories-Azeau, X.; Armes, S. P.; Lewis, A. L. Microstructure and Physical Properties of a pH-Responsive Gel Based on a Novel Biocompatible ABA-Type Triblock Copolymer Langmuir 2004, 20, 4306-4309
13. Madsen, J.; Armes, S. P.; Bertal, K.; Lomas, H.; MacNeil, S.; Lewis, A. L. Biocompatible Wound Dressings Based on Chemically Degradable Triblock Copolymer Hydrogels Biomacromolecules 2008, 9, 2265-2275
14. Mortensen, K.; Brown, W.; Jørgensen, E. Phase Behavior of Poly(propy1ene oxide)-Poly(ethy1ene oxide)-Poly(propy1ene oxide) Triblock Copolymer Melt and Aqueous Solutions Macromolecules 1994, 27, 5654-5666
15. Hietala, S.; Nuopponen, M.; Kalliomaki, K.; Tenhu, H. Thermoassociating Poly(N -isopropylacrylamide) A-B-A Stereoblock Copolymers Macromolecules 2008, 41, 2627-2631
16. Kirkland, S. E.; Hensarling, R. M.; McConaught, S. D.; Guo, Y.; Jarrett, W. L.; McCormick, C. L. Thermoreversible Hydrogels from RAFT-Synthesized BAB Triblock Copolymers: Steps toward Biomimetic Matrices for Tissue Regeneration Biomacromolecules 2008, 9, 481-486
17. Iatridi, Z.; Mattheolabakis, G.; Avgoustakis, K.; Tsitsilianis, C. Self-Assembly and Drug Delivery Studies of pH/Thermo-Sensitive Polyampholytic (A- co -B)- b -C- b -(A- co -B) Segmented Terpolymers Soft Matter 2011, 7, 11160-11168
18. Li, C.; Madsen, J.; Armes, S. P.; Lewis, A. L. A New Class of Biochemically Degradable, Stimulus-Responsive Triblock Copolymer Gelators Angew. Chem., Int. Ed. 2006, 45, 3510-3513
19. Sun, K. H.; Sohn, Y. S.; Jeong, B. Thermogelling Poly(ethylene oxide- b -propylene oxide- b -ethylene oxide) Disulfide Multiblock Copolymer as a Thiol-Sensitive Degradable Polymer Biomacromolecules 2006, 7, 2871-2848
20. Vogt, A. P.; Sumerlin, B. S. Temperature and Redox Responsive Hydrogels from ABA Triblock Copolymers Prepared by RAFT Polymerization Soft Mater 2009, 5, 2347-2351
21. Woodcock, J. W.; Wright, R. A. E.; Jiang, X. G.; O'Lenick, T. G.; Zhao, B. Dually Responsive Aqueous Gels from Thermo- and Light-Sensitive Hydrophilic ABA Triblock Copolymers Soft Matter 2010, 6, 3325-3336
22. Anderson, B. C.; Cox, S. M.; Bloom, P. D.; Sheares, V. V.; Mallapragada, S. K. Synthesis and Characterization of Diblock and Gel-Forming Pentablock Copolymers of Tertiary Amine Methacrylates, Poly(ethylene glycol), and Poly(propylene glycol) Macromolecules 2003, 36, 1670-1676
23. Determan, M. D.; Guo, L.; Thiyagarajan, P.; Mallapragada, S. K. Supramolecular Self-Assembly of Multiblock Copolymers in Aqueous Solution Langmuir 2006, 22, 1469-1473
24. Shim, W. S.; Yoo, J. S.; Bae, Y. H.; Lee, D. S. Novel Injectable pH and Temperature Sensitive Block Copolymer Hydrogel Biomacromolecules 2005, 6, 2930-2934
25. Shim, W. S.; Kim, S. W.; Lee, D. S. Sulfonamide-Based pH- and Temperature-Sensitive Biodegradable Block Copolymer Hydrogels Biomacromolecules 2006, 7, 1935-1941
26. Dayananda, K.; Pi, B. S.; Kim, B. S.; Park, T. G.; Lee, D. S. Synthesis and Characterization of pH/Temperature-Sensitive Block Copolymers via Atom Transfer Radical Polymerization Polymer 2007, 48, 758-762
27. Park, S. Y.; Lee, Y.; Bae, K. H.; Ahn, C. H.; Park, T. G. Temperature/pH-Sensitive Hydrogels Prepared from Pluronic Copolymers End-Capped with Carboxylic Acid Groups via an Oligolactide Spacer Macromol. Rapid Commun. 2007, 28, 1172-1176
28. Suh, J. M.; Bae, S. J.; Jeong, B. Thermogelling Multiblock Poloxamer Aqueous Solutions with Closed-Loop Sol-Gel-Sol Transitions on Increasing pH Adv. Mater. 2005, 17, 118-120
29. Huynh, D. P.; Nguyen, M. K.; Kim, B. S.; Lee, D. S. Molecular Design of Novel pH/Temperature-Sensitive Hydrogels Polymer 2009, 50, 2565-2571
30. Schmalz, A.; Schmalz, H.; Müller, A. H. E. Smart Hydrogels Based on Responsive Star-Block Copolymers Soft Matter 2012, 8, 9436-9445
31. O'Lenick, T. G.; Jiang, X. G.; Zhao, B. Thermosensitive Aqueous Gels with Tunable Sol-Gel Transition Temperatures from Thermo- and pH-Sensitive Hydrophilic ABA Triblock Copolymer Langmuir 2010, 26, 8787-8796
32. O'Lenick, T. G.; Jin, N. X.; Woodcock, J. W.; Zhao, B. Rheological Properties of Aqueous Micellar Gels of a Thermo- and pH-Sensitive ABA Triblock Copolymer J. Phys. Chem. B 2011, 115, 2870-2881
33. Zhou, K. J.; Wang, Y. G.; Huang, X. N.; Luby-Phelps, K.; Sumer, B. D.; Gao, J. M. Tunable, Ultrasensitive pH-Responsive Nanoparticles Targeting Specific Endocytic Organelles in Living Cells Angew. Chem., Int. Ed. 2011, 50, 6109-6114
34. Han, S.; Hagiwara, M.; Ishizone, T. Synthesis of Thermally Sensitive Water-Soluble Polymethacrylates by Living Anionic Polymerizations of Oligo(ethylene glycol) Methyl Ether Methacrylates Macromolecules 2003, 36, 8312-8319
35. Ishizone, T.; Seki, A.; Hagiwara, M.; Han, S.; Yokoyama, H.; Oyane, A.; Deffieux, A.; Carlotti, S. Anionic Polymerizations of Oligo(ethylene glycol) Alkyl Ether Methacrylates: Effect of Side Chain Length and ω-Alkyl Group of Side Chain on Cloud Point in Water Macromoleucles 2008, 41, 2963-2967
36. Li, D. J.; Jones, G. J.; Dunlap, J. R.; Hua, F. J.; Zhao, B. Thermosensitive Hairy Hybrid Nanoparticles Synthesized by Surface-Initiated Atom Transfer Radical Polymerization Langmuir 2006, 22, 3344-3351
37. Lutz, J.-F.; Hoth, A. Preparation of Ideal PEG Analogues with a Tunable Thermosensitivity by Controlled Radical Copolymerization of 2-(2-Methoxyethoxy) ethyl Methacrylate and Oligo(ethylene glycol) Methacrylate Macromolecules 2006, 39, 893-896
38. Jin, N. X.; Morin, E. A.; Henn, D. M.; Cao, Y.; Woodcock, J. W.; Tang, S. C.; He, W.; Zhao, B. Agarose Hydrogels Embedded with pH-Responsive Diblock Copolymer Micelles for Triggered Release of Substances Biomacromolecules 2013, 14, 2713-2723
39. Jiang, X. G.; Jin, S.; Zhong, Q. X.; Dadmun, M. D.; Zhao, B. Stimuli-Induced Multiple Sol-Gel-Sol Transitions of Aqueous Solution of a Thermo- and Light-Sensitive Hydrophilic Block Copolymer Macromolecules 2009, 42, 8468-8476
40. 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 1993, 26, 2496-2500
41. Noro, A.; Matshushita, Y.; Lodge, T. P. Gelation Mechanism of Thermoreversible Supramacromolecular Ion Gels via Hydrogen Bonding Macromolecules 2009, 42, 5802-5810
42. Zhao, B.; Moore, J. S. Fast pH-and Ionic Strength-Responsive Hydrogels in Microchannels Langmuir 2001, 17, 4758-4763