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2022 | OriginalPaper | Buchkapitel

1. Supramolecular Ionic Networks: Design and Synthesis

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Abstract

Supramolecular polymer networks are chains of low molecular mass monomers held together by reversible non-covalent interactions, such as hydrogen bonds, metal–ligand bonds, hydrophobic or π−π  stacking interactions. The reversibility and low energy bonding bring about additional features compared to conventional covalent polymers, which potentially lead to new properties such as improved processing, self-healing behavior, and stimuli-responsiveness. Whereas the use of (multiple) hydrogen bonds is leading the discoveries in this area, the emerging ionic chemistry has also been translated to the development of supramolecular assemblies based on ionic interactions. This approach provides exciting opportunities for synthesizing new supramolecular materials via manipulation of the type and strength of the ion pair as well as the number of interactions. In this chapter, the most relevant advances and current knowledge in design and synthesis of supramolecular ionic networks, including those prepared from low molecular weight molecules, polymers, or a combination of the two are briefly reviewed. Their flexible and simple construction is depicted via several examples and case studies. Finally, the important concerns and possible opportunities are explained to inspire critical discussions and boost further findings.

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Literatur
1.
Zurück zum Zitat Lehn J (1995) Supramolecular chemistry: concepts and PerspectiVes. Wiley-VCH Verlag GmbH & Co, KGaA, WeinheimCrossRef Lehn J (1995) Supramolecular chemistry: concepts and PerspectiVes. Wiley-VCH Verlag GmbH & Co, KGaA, WeinheimCrossRef
2.
Zurück zum Zitat Atwood JL, Davies JED, MacNicol DD et al (1996) Comprehensive supramolecular chemistry. Pergamon, Oxford Atwood JL, Davies JED, MacNicol DD et al (1996) Comprehensive supramolecular chemistry. Pergamon, Oxford
4.
Zurück zum Zitat Nelson A, Cantrill SJ, Turnbull WB, Stoddart JF (2005) Multivalency and cooperativity in supramolecular. Chemistry 38:723–732 Nelson A, Cantrill SJ, Turnbull WB, Stoddart JF (2005) Multivalency and cooperativity in supramolecular. Chemistry 38:723–732
5.
Zurück zum Zitat Sijbesma RP, Beijer FH, Brunsveld L et al (1997) Reversible polymers formed from self-complementary monomers using quadruple hydrogen bonding Published by : American Association for the advancement of science stable. http://www.jstor.org/stable/2894863 Your use of the JSTOR archive indicates your a. 278:1601–1604 Sijbesma RP, Beijer FH, Brunsveld L et al (1997) Reversible polymers formed from self-complementary monomers using quadruple hydrogen bonding Published by : American Association for the advancement of science stable. http://​www.​jstor.​org/​stable/​2894863 Your use of the JSTOR archive indicates your a. 278:1601–1604
6.
Zurück zum Zitat Brunsveld L, Folmer BJB, Meijer EW, Sijbesma RP (2001) Supramolecular polymers 5–8 Brunsveld L, Folmer BJB, Meijer EW, Sijbesma RP (2001) Supramolecular polymers 5–8
9.
Zurück zum Zitat Yamauchi K, Lizotte JR, Hercules DM et al (2002) Combinations of microphase separation and terminal multiple hydrogen bonding in novel macromolecules. J Am Chem Soc 124:8599–8604CrossRef Yamauchi K, Lizotte JR, Hercules DM et al (2002) Combinations of microphase separation and terminal multiple hydrogen bonding in novel macromolecules. J Am Chem Soc 124:8599–8604CrossRef
10.
Zurück zum Zitat Lehn BJ (1990) Perspectives in supramolecular chemistry-from molecular recognition towards molecular information processing and self-organization. Angew Chem Int Ed Engl 29:1304–1319CrossRef Lehn BJ (1990) Perspectives in supramolecular chemistry-from molecular recognition towards molecular information processing and self-organization. Angew Chem Int Ed Engl 29:1304–1319CrossRef
11.
Zurück zum Zitat Feldman KE, Kade MJ, de Greef TFA et al (2008) Polymers with multiple hydrogen-bonded end groups and their blends. Macromolecules 4694–4700 Feldman KE, Kade MJ, de Greef TFA et al (2008) Polymers with multiple hydrogen-bonded end groups and their blends. Macromolecules 4694–4700
13.
Zurück zum Zitat Broze G, Jerome R, Teyssi P (1982) Halato-telechelic polymers. 4 Synthesis and dilute-solution behavior. Macromolecules 15:920–927CrossRef Broze G, Jerome R, Teyssi P (1982) Halato-telechelic polymers. 4 Synthesis and dilute-solution behavior. Macromolecules 15:920–927CrossRef
14.
Zurück zum Zitat Yount WC, Juwarker H, Craig SL (2003) Orthogonal control of dissociation dynamics relative to thermodynamics in a main-chain reversible polymer. J Am Chem Soc 125:15302–15303CrossRef Yount WC, Juwarker H, Craig SL (2003) Orthogonal control of dissociation dynamics relative to thermodynamics in a main-chain reversible polymer. J Am Chem Soc 125:15302–15303CrossRef
16.
Zurück zum Zitat Li J (2011) Polymer networks containing reversibly associating side-groups. University of Rochester, New York Li J (2011) Polymer networks containing reversibly associating side-groups. University of Rochester, New York
18.
Zurück zum Zitat De GTFA, Smulders MMJ, Wolffs M et al (2009) Supramolecular polymerization. Chem Rev 109:5687–5754CrossRef De GTFA, Smulders MMJ, Wolffs M et al (2009) Supramolecular polymerization. Chem Rev 109:5687–5754CrossRef
19.
Zurück zum Zitat Wang J, Jiang M (2006) Polymeric self-assembly into micelles and hollow spheres with multiscale cavities driven by inclusion complexation. J Am Chem Soc 128:3703–3708CrossRef Wang J, Jiang M (2006) Polymeric self-assembly into micelles and hollow spheres with multiscale cavities driven by inclusion complexation. J Am Chem Soc 128:3703–3708CrossRef
23.
Zurück zum Zitat Lange RFM, Gurp MVAN, Meijer EW (1999) Hydrogen-bonded supramolecular polymer networks. J Polym Sci Part A Polym Chem 37:3657–3670CrossRef Lange RFM, Gurp MVAN, Meijer EW (1999) Hydrogen-bonded supramolecular polymer networks. J Polym Sci Part A Polym Chem 37:3657–3670CrossRef
24.
Zurück zum Zitat Yamauchi K, Lizotte JR, Long TE (2003) Thermoreversible poly(alkyl acrylates consisting of self-complementary multiple hydrogen bonding. 1083–1088 Yamauchi K, Lizotte JR, Long TE (2003) Thermoreversible poly(alkyl acrylates consisting of self-complementary multiple hydrogen bonding. 1083–1088
26.
Zurück zum Zitat Montarnal D, Tournilhac F, Hidalgo M et al (2009) Versatile one-pot synthesis of supramolecular plastics and self-healing rubbers. J Am Chem Soc 131:7966–7967CrossRef Montarnal D, Tournilhac F, Hidalgo M et al (2009) Versatile one-pot synthesis of supramolecular plastics and self-healing rubbers. J Am Chem Soc 131:7966–7967CrossRef
27.
Zurück zum Zitat Montarnal D, Cordier P, Soulié-Ziakovic C et al (2008) Synthesis of self-healing supramolecular rubbers from fatty acid derivatives, diethylene triamine, and urea. J Polym Sci Part A Polym Chem 46:7925–7936. https://doi.org/10.1002/polaCrossRef Montarnal D, Cordier P, Soulié-Ziakovic C et al (2008) Synthesis of self-healing supramolecular rubbers from fatty acid derivatives, diethylene triamine, and urea. J Polym Sci Part A Polym Chem 46:7925–7936. https://​doi.​org/​10.​1002/​polaCrossRef
32.
Zurück zum Zitat Lehn J (1988) Supramolecular chemistry-scope and perspectives molecules, supermolecules, and molecular devices (Nobel lecture). Angew Chem Inr Ed 27:89–112CrossRef Lehn J (1988) Supramolecular chemistry-scope and perspectives molecules, supermolecules, and molecular devices (Nobel lecture). Angew Chem Inr Ed 27:89–112CrossRef
33.
Zurück zum Zitat Lehn J (1993) Supramolecular chemistry. Science (80)260:1762–1763 Lehn J (1993) Supramolecular chemistry. Science (80)260:1762–1763
34.
Zurück zum Zitat Piguet C, Bernardinelli G, Hopfgartner G (1997) Helicates as versatile supramolecular complexes. Chem Rev 97:2005–2062CrossRef Piguet C, Bernardinelli G, Hopfgartner G (1997) Helicates as versatile supramolecular complexes. Chem Rev 97:2005–2062CrossRef
35.
Zurück zum Zitat Kelch S, Rehahn M (1997) High-molecular-weight Ruthenium(ii) coordination polymers: synthesis and solution properties. Macromolecules 30:6185–6193CrossRef Kelch S, Rehahn M (1997) High-molecular-weight Ruthenium(ii) coordination polymers: synthesis and solution properties. Macromolecules 30:6185–6193CrossRef
36.
Zurück zum Zitat Knapp R, Schott A, Rehahn M (1996) A novel synthetic strategy toward soluble, well-defined Ruthenium(II) coordination polymers. Macromolecules 29:478–480CrossRef Knapp R, Schott A, Rehahn M (1996) A novel synthetic strategy toward soluble, well-defined Ruthenium(II) coordination polymers. Macromolecules 29:478–480CrossRef
37.
Zurück zum Zitat Lohmeijer BGG, Schubert US (2002) Supramolecular engineering with macromolecules: an alternative concept for block copolymers. Angew Chem Int Ed 41:3825–3829CrossRef Lohmeijer BGG, Schubert US (2002) Supramolecular engineering with macromolecules: an alternative concept for block copolymers. Angew Chem Int Ed 41:3825–3829CrossRef
38.
Zurück zum Zitat Schmatloch S, González MF, Schubert US (2002) Metallo-supramolecular diethylene glycol: water-soluble reversible polymers. Macromol Rapid Commun 23:957–961CrossRef Schmatloch S, González MF, Schubert US (2002) Metallo-supramolecular diethylene glycol: water-soluble reversible polymers. Macromol Rapid Commun 23:957–961CrossRef
41.
Zurück zum Zitat Markovitsi D, Bengs H, Ringsdorf H (1992) Charge-transfer absorption in doped columnar liquid crystals. J Chem Soc Faraday Trans 88:1275–1279CrossRef Markovitsi D, Bengs H, Ringsdorf H (1992) Charge-transfer absorption in doped columnar liquid crystals. J Chem Soc Faraday Trans 88:1275–1279CrossRef
42.
Zurück zum Zitat Ringsdorf H, Schlarb B, Venzmer J (1988) Molekulare Architektur und Funktion von polymeren orientierten Systemen – Modelle für das Studium von Organisation, Oberflächenerkennung und Dynamik bei Biomembranen. Angew Chem Int Ed 100:117–162CrossRef Ringsdorf H, Schlarb B, Venzmer J (1988) Molekulare Architektur und Funktion von polymeren orientierten Systemen – Modelle für das Studium von Organisation, Oberflächenerkennung und Dynamik bei Biomembranen. Angew Chem Int Ed 100:117–162CrossRef
44.
Zurück zum Zitat Percec V, Imam MR, Peterca M et al (2009) Self-assembly of dendronized triphenylenes into helical pyramidal columns and chiral spheres. J Am Chem Soc 131:7662–7677CrossRef Percec V, Imam MR, Peterca M et al (2009) Self-assembly of dendronized triphenylenes into helical pyramidal columns and chiral spheres. J Am Chem Soc 131:7662–7677CrossRef
45.
Zurück zum Zitat Burattini S, Greenland BW, Merino DH et al (2010) A healable supramolecular polymer blend based on aromatic π–π stacking and hydrogen-bonding interactions. J Am Chem Soc 132:12051–12058CrossRef Burattini S, Greenland BW, Merino DH et al (2010) A healable supramolecular polymer blend based on aromatic π–π stacking and hydrogen-bonding interactions. J Am Chem Soc 132:12051–12058CrossRef
47.
Zurück zum Zitat Burattini S, Colquhoun HM, Fox JD et al (2009) A self-repairing, supramolecular polymer system: healability as a consequence of donor-acceptor π–π stacking interactions. Chem Commun 6717–6719. https://doi.org/10.1039/b910648k Burattini S, Colquhoun HM, Fox JD et al (2009) A self-repairing, supramolecular polymer system: healability as a consequence of donor-acceptor π–π stacking interactions. Chem Commun 6717–6719. https://​doi.​org/​10.​1039/​b910648k
49.
Zurück zum Zitat Hoeben FJM, Jonkheijm P, Meijer EW, Schenning APHJ (2005) About supramolecular assemblies of π-conjugated systems. Chem Rev 105 Hoeben FJM, Jonkheijm P, Meijer EW, Schenning APHJ (2005) About supramolecular assemblies of π-conjugated systems. Chem Rev 105
54.
Zurück zum Zitat Masanori H (1993) Polyelectrolytes, science and technology. Marcel Dekker, New York Masanori H (1993) Polyelectrolytes, science and technology. Marcel Dekker, New York
58.
Zurück zum Zitat Consorti CS, Suarez PAZ, de Souza RF et al (2005) Identification of 1, 3-dialkylimidazolium salt supramolecular aggregates in solution. J Phys Chem B 109:4341–4349CrossRef Consorti CS, Suarez PAZ, de Souza RF et al (2005) Identification of 1, 3-dialkylimidazolium salt supramolecular aggregates in solution. J Phys Chem B 109:4341–4349CrossRef
59.
Zurück zum Zitat Paulechka YU, Kabo GJ, Blokhin AV et al (2009) IR and X-ray study of polymorphism in 1-Alkyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imides. J Phys Chem B 113:9538–9546CrossRef Paulechka YU, Kabo GJ, Blokhin AV et al (2009) IR and X-ray study of polymorphism in 1-Alkyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imides. J Phys Chem B 113:9538–9546CrossRef
62.
Zurück zum Zitat Hosseini MW, Ruppert R, Schaeffer P et al (1994) A molecular approach to solid-state synthesis: prediction and synthesis of self-assembled infinite rods. J Chem Soc Chem Commun 2135–2136 Hosseini MW, Ruppert R, Schaeffer P et al (1994) A molecular approach to solid-state synthesis: prediction and synthesis of self-assembled infinite rods. J Chem Soc Chem Commun 2135–2136
63.
Zurück zum Zitat Felix O, Hosseini MW, De Cian A (2001) Design of 2-D hydrogen bonded molecular networks using pyromellitate dianion and cyclic bisamidinium dication as complementary tectons. Solid State Sci 3:789–793CrossRef Felix O, Hosseini MW, De Cian A (2001) Design of 2-D hydrogen bonded molecular networks using pyromellitate dianion and cyclic bisamidinium dication as complementary tectons. Solid State Sci 3:789–793CrossRef
64.
Zurück zum Zitat Wathier M, Grinstaff MW (2008) Synthesis and properties of supramolecular ionic networks. J Am Chem Soc 130:9648–9649CrossRef Wathier M, Grinstaff MW (2008) Synthesis and properties of supramolecular ionic networks. J Am Chem Soc 130:9648–9649CrossRef
75.
Zurück zum Zitat Hei ZH, Song GL, Zhao CY et al (2016) Supramolecular porous ionic network based on triazinonide and imidazolium: a template-free synthesis of meso-/macroporous organic materials: via a one-pot reaction-assembly procedure. RSC Adv 6:92443–92448. https://doi.org/10.1039/c6ra20590aCrossRef Hei ZH, Song GL, Zhao CY et al (2016) Supramolecular porous ionic network based on triazinonide and imidazolium: a template-free synthesis of meso-/macroporous organic materials: via a one-pot reaction-assembly procedure. RSC Adv 6:92443–92448. https://​doi.​org/​10.​1039/​c6ra20590aCrossRef
90.
94.
Zurück zum Zitat Michaels AS, Miekka RG (1961) Polycation-polyanion complexes: preparation and properties of poly-(vinylbenzyltrimethylammonium) poly-(styrenesulfonate). J Phys Chem 65:1765–1773CrossRef Michaels AS, Miekka RG (1961) Polycation-polyanion complexes: preparation and properties of poly-(vinylbenzyltrimethylammonium) poly-(styrenesulfonate). J Phys Chem 65:1765–1773CrossRef
95.
Zurück zum Zitat Harada A, Kataoka K (1995) Formation of polyion complex micelles in an aqueous milieu from a pair of oppositely-charged block copolymers with poly(ethylene glycol) segments. Macromolecules 28:5294–5299CrossRef Harada A, Kataoka K (1995) Formation of polyion complex micelles in an aqueous milieu from a pair of oppositely-charged block copolymers with poly(ethylene glycol) segments. Macromolecules 28:5294–5299CrossRef
96.
98.
Zurück zum Zitat Kataoka K, Togawa H, Harada A et al (1996) Spontaneous formation of polyion complex micelles with narrow distribution from antisense oligonucleotide and cationic block copolymer in physiological saline. Macromolecules 29:8556–8557. https://doi.org/10.1021/ma961217+CrossRef Kataoka K, Togawa H, Harada A et al (1996) Spontaneous formation of polyion complex micelles with narrow distribution from antisense oligonucleotide and cationic block copolymer in physiological saline. Macromolecules 29:8556–8557. https://​doi.​org/​10.​1021/​ma961217+CrossRef
101.
Zurück zum Zitat Verma IM, Somia N (1997) Gene therapy—promises, problems and prospects. Nature 389:239–242CrossRef Verma IM, Somia N (1997) Gene therapy—promises, problems and prospects. Nature 389:239–242CrossRef
102.
Zurück zum Zitat Jeong JH, Kim SW, Park TG (2003) Novel intracellular delivery system of antisense oligonucleotide by self-assembled hybrid micelles composed of DNA/PEG conjugate and cationic fusogenic peptide. Bioconjugate Chem 14:473–479CrossRef Jeong JH, Kim SW, Park TG (2003) Novel intracellular delivery system of antisense oligonucleotide by self-assembled hybrid micelles composed of DNA/PEG conjugate and cationic fusogenic peptide. Bioconjugate Chem 14:473–479CrossRef
104.
Zurück zum Zitat Oishi M, Sasaki S, Nagasaki Y, Kataoka K (2003) pH-responsive Oligodeoxynucleotide (ODN)—Poly (Ethylene Glycol) conjugate through acid-labile—thiopropionate linkage: preparation and polyion complex micelle formation. Biomacromol 4:1426–1432CrossRef Oishi M, Sasaki S, Nagasaki Y, Kataoka K (2003) pH-responsive Oligodeoxynucleotide (ODN)—Poly (Ethylene Glycol) conjugate through acid-labile—thiopropionate linkage: preparation and polyion complex micelle formation. Biomacromol 4:1426–1432CrossRef
105.
Zurück zum Zitat Takae S, Miyata K, Oba M et al (2008) PEG-detachable polyplex micelles based on disulfide-linked block catiomers as bioresponsive nonviral gene vectors. J Am Chem Soc 130:6001–6009CrossRef Takae S, Miyata K, Oba M et al (2008) PEG-detachable polyplex micelles based on disulfide-linked block catiomers as bioresponsive nonviral gene vectors. J Am Chem Soc 130:6001–6009CrossRef
106.
Zurück zum Zitat Wakebayashi D, Nishiyama N, Itaka K et al (2004) Polyion complex micelles of pDNA with acetal-poly(ethylene glycol)-poly(2-(dimethylamino)ethyl methacrylate) block copolymer as the gene carrier system: physicochemical properties of micelles relevant to gene transfection efficacy. Biomacromol 5:2128–2136CrossRef Wakebayashi D, Nishiyama N, Itaka K et al (2004) Polyion complex micelles of pDNA with acetal-poly(ethylene glycol)-poly(2-(dimethylamino)ethyl methacrylate) block copolymer as the gene carrier system: physicochemical properties of micelles relevant to gene transfection efficacy. Biomacromol 5:2128–2136CrossRef
113.
120.
Zurück zum Zitat Anzai J, Kobayashi Y, Nakamura N et al (1999) Layer-by-layer construction of multilayer thin films composed of avidin and biotin-labeled poly (amine)s. Langmuir 15:221–226CrossRef Anzai J, Kobayashi Y, Nakamura N et al (1999) Layer-by-layer construction of multilayer thin films composed of avidin and biotin-labeled poly (amine)s. Langmuir 15:221–226CrossRef
121.
Zurück zum Zitat Cheung JH, Stockton WB, Rubner MF (1997) Molecular-level processing of conjugated polymers. 3. Layer-by-layer manipulation of polyaniline via electrostatic interactions. Macromolecules 30:2712–2716CrossRef Cheung JH, Stockton WB, Rubner MF (1997) Molecular-level processing of conjugated polymers. 3. Layer-by-layer manipulation of polyaniline via electrostatic interactions. Macromolecules 30:2712–2716CrossRef
124.
Zurück zum Zitat Lvov Y, Munge B, Giraldo O et al (2000) Films of manganese oxide nanoparticles with polycations or myoglobin from alternate-layer adsorption. Langmuir 16:8850–8857CrossRef Lvov Y, Munge B, Giraldo O et al (2000) Films of manganese oxide nanoparticles with polycations or myoglobin from alternate-layer adsorption. Langmuir 16:8850–8857CrossRef
129.
Zurück zum Zitat Alkekhia D, Hammond PT, Shukla A (2020) Layer-by-layer biomaterials for drug delivery. Annu Rev Biomed Eng 22:1–24CrossRef Alkekhia D, Hammond PT, Shukla A (2020) Layer-by-layer biomaterials for drug delivery. Annu Rev Biomed Eng 22:1–24CrossRef
Metadaten
Titel
Supramolecular Ionic Networks: Design and Synthesis
verfasst von
M. Ali Aboudzadeh
Copyright-Jahr
2022
DOI
https://doi.org/10.1007/978-3-031-00657-9_1

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