Nicotinamide-based supergelator self-assembling via asymmetric hydrogen bonding NH⋯OC and H⋯Br− pattern for reusable, moldable and self-healable nontoxic fuel gels

<h3>Hypothesis</h3><p dir="ltr">Development of highly efficient low-molecular weight gelators (LMWGs) for safe energy storage materials is of great demand. Energy storage materials as fuel gels are often achieved by construction of hybrid organic frameworks capable of mul...

وصف كامل

محفوظ في:
التفاصيل البيبلوغرافية
المؤلف الرئيسي: Peter Kasak (1360617) (author)
مؤلفون آخرون: Peter Hrobárik (2474395) (author), Josef Osička (17269210) (author), Dominika Soláriková (17269213) (author), Branislav Horváth (17269216) (author), Jan Tkac (1360614) (author), Kishor K. Sadasivuni (17269219) (author), Mariam A. AlMaadeed (17269222) (author), Roman Mikláš (17269225) (author)
منشور في: 2021
الموضوعات:
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_version_ 1864513547778654208
author Peter Kasak (1360617)
author2 Peter Hrobárik (2474395)
Josef Osička (17269210)
Dominika Soláriková (17269213)
Branislav Horváth (17269216)
Jan Tkac (1360614)
Kishor K. Sadasivuni (17269219)
Mariam A. AlMaadeed (17269222)
Roman Mikláš (17269225)
author2_role author
author
author
author
author
author
author
author
author_facet Peter Kasak (1360617)
Peter Hrobárik (2474395)
Josef Osička (17269210)
Dominika Soláriková (17269213)
Branislav Horváth (17269216)
Jan Tkac (1360614)
Kishor K. Sadasivuni (17269219)
Mariam A. AlMaadeed (17269222)
Roman Mikláš (17269225)
author_role author
dc.creator.none.fl_str_mv Peter Kasak (1360617)
Peter Hrobárik (2474395)
Josef Osička (17269210)
Dominika Soláriková (17269213)
Branislav Horváth (17269216)
Jan Tkac (1360614)
Kishor K. Sadasivuni (17269219)
Mariam A. AlMaadeed (17269222)
Roman Mikláš (17269225)
dc.date.none.fl_str_mv 2021-12-01T00:00:00Z
dc.identifier.none.fl_str_mv 10.1016/j.jcis.2021.06.071
dc.relation.none.fl_str_mv https://figshare.com/articles/journal_contribution/Nicotinamide-based_supergelator_self-assembling_via_asymmetric_hydrogen_bonding_NH_OC_and_H_Br_pattern_for_reusable_moldable_and_self-healable_nontoxic_fuel_gels/24420532
dc.rights.none.fl_str_mv CC BY 4.0
info:eu-repo/semantics/openAccess
dc.subject.none.fl_str_mv Chemical sciences
Physical chemistry
Engineering
Materials engineering
Nanotechnology
Physical sciences
Condensed matter physics
Fuel gel
Supergelation
Nicotinamide derivative
Low-molecular weight gelators
DFT calculations
Circular dichroism
dc.title.none.fl_str_mv Nicotinamide-based supergelator self-assembling via asymmetric hydrogen bonding NH⋯OC and H⋯Br− pattern for reusable, moldable and self-healable nontoxic fuel gels
dc.type.none.fl_str_mv Text
Journal contribution
info:eu-repo/semantics/publishedVersion
text
contribution to journal
description <h3>Hypothesis</h3><p dir="ltr">Development of highly efficient low-molecular weight gelators (LMWGs) for safe energy storage materials is of great demand. Energy storage materials as fuel gels are often achieved by construction of hybrid organic frameworks capable of multiple noncovalent interactions in self-assembly, which allow tuning required properties at the molecular level by altering individual building blocks of the LMWG. However, LMWGs have limited rechargeable capability due to their chemical instability.</p><h3>Experiments</h3><p dir="ltr">We designed, synthesized and characterized a novel, bio-inspired chiral gemini amphiphile derivative 1 containing N-hexadecyl aliphatic tails from quaternized nicotinamide-based segment and bromide anion showing supergelation ability in water, alcohols, aprotic polar and aromatic solvents, with critical gel concentrations as low as 0.1 and 0.035 wt% in isopropanol and water, respectively.</p><h3>Findings</h3><p dir="ltr">Nanostructural architecture of the network depended on the solvent used and showed variations in size and shape of 1D nanofibers. Supergelation is attributed to a unique asymmetric NH⋯OC, H⋯Br− hydrogen bonding pattern between H-2 hydrogens from nicotinamide-based segment, amide functional groups from chiral trans-cyclohexane-1,2-diamide-based segment and bromide ions, supporting the intermolecular amide–amide interactions appearing across one strand of the self-assembly. Gels formed from 1 exhibit high stiffness, self-healing, moldable and colorable properties. In addition, isopropanol gels of 1 are attractive as reusable, shape-persistent non-toxic fuels maintaining the chemical structure with gelation efficiency for at least five consecutive burning cycles.</p><h2>Other Information</h2><p dir="ltr">Published in: Journal of Colloid and Interface Science<br>License: <a href="http://creativecommons.org/licenses/by/4.0/" target="_blank">http://creativecommons.org/licenses/by/4.0/</a><br>See article on publisher's website: <a href="https://dx.doi.org/10.1016/j.jcis.2021.06.071" target="_blank">https://dx.doi.org/10.1016/j.jcis.2021.06.071</a></p>
eu_rights_str_mv openAccess
id Manara2_8ea6ed756d781329b590cea8df1d5657
identifier_str_mv 10.1016/j.jcis.2021.06.071
network_acronym_str Manara2
network_name_str Manara2
oai_identifier_str oai:figshare.com:article/24420532
publishDate 2021
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spelling Nicotinamide-based supergelator self-assembling via asymmetric hydrogen bonding NH⋯OC and H⋯Br− pattern for reusable, moldable and self-healable nontoxic fuel gelsPeter Kasak (1360617)Peter Hrobárik (2474395)Josef Osička (17269210)Dominika Soláriková (17269213)Branislav Horváth (17269216)Jan Tkac (1360614)Kishor K. Sadasivuni (17269219)Mariam A. AlMaadeed (17269222)Roman Mikláš (17269225)Chemical sciencesPhysical chemistryEngineeringMaterials engineeringNanotechnologyPhysical sciencesCondensed matter physicsFuel gelSupergelationNicotinamide derivativeLow-molecular weight gelatorsDFT calculationsCircular dichroism<h3>Hypothesis</h3><p dir="ltr">Development of highly efficient low-molecular weight gelators (LMWGs) for safe energy storage materials is of great demand. Energy storage materials as fuel gels are often achieved by construction of hybrid organic frameworks capable of multiple noncovalent interactions in self-assembly, which allow tuning required properties at the molecular level by altering individual building blocks of the LMWG. However, LMWGs have limited rechargeable capability due to their chemical instability.</p><h3>Experiments</h3><p dir="ltr">We designed, synthesized and characterized a novel, bio-inspired chiral gemini amphiphile derivative 1 containing N-hexadecyl aliphatic tails from quaternized nicotinamide-based segment and bromide anion showing supergelation ability in water, alcohols, aprotic polar and aromatic solvents, with critical gel concentrations as low as 0.1 and 0.035 wt% in isopropanol and water, respectively.</p><h3>Findings</h3><p dir="ltr">Nanostructural architecture of the network depended on the solvent used and showed variations in size and shape of 1D nanofibers. Supergelation is attributed to a unique asymmetric NH⋯OC, H⋯Br− hydrogen bonding pattern between H-2 hydrogens from nicotinamide-based segment, amide functional groups from chiral trans-cyclohexane-1,2-diamide-based segment and bromide ions, supporting the intermolecular amide–amide interactions appearing across one strand of the self-assembly. Gels formed from 1 exhibit high stiffness, self-healing, moldable and colorable properties. In addition, isopropanol gels of 1 are attractive as reusable, shape-persistent non-toxic fuels maintaining the chemical structure with gelation efficiency for at least five consecutive burning cycles.</p><h2>Other Information</h2><p dir="ltr">Published in: Journal of Colloid and Interface Science<br>License: <a href="http://creativecommons.org/licenses/by/4.0/" target="_blank">http://creativecommons.org/licenses/by/4.0/</a><br>See article on publisher's website: <a href="https://dx.doi.org/10.1016/j.jcis.2021.06.071" target="_blank">https://dx.doi.org/10.1016/j.jcis.2021.06.071</a></p>2021-12-01T00:00:00ZTextJournal contributioninfo:eu-repo/semantics/publishedVersiontextcontribution to journal10.1016/j.jcis.2021.06.071https://figshare.com/articles/journal_contribution/Nicotinamide-based_supergelator_self-assembling_via_asymmetric_hydrogen_bonding_NH_OC_and_H_Br_pattern_for_reusable_moldable_and_self-healable_nontoxic_fuel_gels/24420532CC BY 4.0info:eu-repo/semantics/openAccessoai:figshare.com:article/244205322021-12-01T00:00:00Z
spellingShingle Nicotinamide-based supergelator self-assembling via asymmetric hydrogen bonding NH⋯OC and H⋯Br− pattern for reusable, moldable and self-healable nontoxic fuel gels
Peter Kasak (1360617)
Chemical sciences
Physical chemistry
Engineering
Materials engineering
Nanotechnology
Physical sciences
Condensed matter physics
Fuel gel
Supergelation
Nicotinamide derivative
Low-molecular weight gelators
DFT calculations
Circular dichroism
status_str publishedVersion
title Nicotinamide-based supergelator self-assembling via asymmetric hydrogen bonding NH⋯OC and H⋯Br− pattern for reusable, moldable and self-healable nontoxic fuel gels
title_full Nicotinamide-based supergelator self-assembling via asymmetric hydrogen bonding NH⋯OC and H⋯Br− pattern for reusable, moldable and self-healable nontoxic fuel gels
title_fullStr Nicotinamide-based supergelator self-assembling via asymmetric hydrogen bonding NH⋯OC and H⋯Br− pattern for reusable, moldable and self-healable nontoxic fuel gels
title_full_unstemmed Nicotinamide-based supergelator self-assembling via asymmetric hydrogen bonding NH⋯OC and H⋯Br− pattern for reusable, moldable and self-healable nontoxic fuel gels
title_short Nicotinamide-based supergelator self-assembling via asymmetric hydrogen bonding NH⋯OC and H⋯Br− pattern for reusable, moldable and self-healable nontoxic fuel gels
title_sort Nicotinamide-based supergelator self-assembling via asymmetric hydrogen bonding NH⋯OC and H⋯Br− pattern for reusable, moldable and self-healable nontoxic fuel gels
topic Chemical sciences
Physical chemistry
Engineering
Materials engineering
Nanotechnology
Physical sciences
Condensed matter physics
Fuel gel
Supergelation
Nicotinamide derivative
Low-molecular weight gelators
DFT calculations
Circular dichroism