Skip to main content
Disciplines
Automotive Business IT + Informatics Construction + Real Estate Electrical Engineering + Electronics Energy + Sustainability Insurance + Risk Finance + Banking Management + Leadership Marketing + Sales Mechanical Engineering + Materials
Events
DE
EN
Books
Journals
Topic Page
Marketing
Start single access now
Access for companies
EXTENDED SEARCH
Log in
Top
Colloid and Polymer Science
Published in: Colloid and Polymer Science 6/2018

26-04-2018 | Original Contribution

A novel hydrogelator based on dimeric-dehydrocholic acid derivative

Authors: Haikuan Yang, Pei Qi, Hong Zhao

Published in: Colloid and Polymer Science | Issue 6/2018

Log in

Activate our intelligent search to find suitable subject content or patents.

search-config
loading …

Abstract

A dimeric-dehydrocholic acid derivative (DDAD) was synthesized and studied for its gelation ability in the potassium hydroxide solution. The DDAD-based gels were further investigated for their thermal stabilities and morphological structures by using the vial inversion method, transmission electron microscopy (TEM), scanning electron microscopy (SEM), and atomic force microscopy (AFM). Interestingly, the TEM and AFM images of the DDAD-based gels indicated that the supramolecular structures were composed of longer fibers. Importantly, Fourier transformation infrared spectra further revealed that the main driving forces in gel formation involve multiple hydrogen bonding, electrostatic, and dipole–dipole interactions among the gelator molecules. The X-ray diffraction analysis showed that the molecular packings in both the DDAD powders and the organogel phase were highly disordered. Based on these results, a mechanism for the formation of hydrogels is proposed. These findings present a novel hydrogelator and an insight into developing new types of gels as potential soft materials.
previous article An effect of the film texture on high-voltage polarization and local piezoelectric properties of the ferroelectric copolymer of vinylidene fluoride
next article The influence of zinc gluconate as an intercalating agent on the structural, thermal, morphologic, and molecular mobility of lamellar nanofiller

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

inform now

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

inform now
Appendix
Available only for authorised users
Literature
1.
Sangeetha NM, Maitra U (2005) Supramolecular gels: functions and uses. Chem Soc Rev 34:821–836CrossRef
2.
Donato RK, Migliorini MV, Benvegnú MA, Stracke MP, Gelesky MA, Pavan FA, Schrekker CML, Benvenutti EV Dupont J, Schrekker HS (2009) Synthesis of silica xerogels with highly distinct morphologies in the presence of imidazolium ionic liquids. J Sol-Gel Sci Technol 49:71–77CrossRef
3.
Chen XL, Liu LL, Liu KQ, Miao Q, Lü YC, Fang Y (2015) Compressible porous hybrid monoliths: preparation via a low molecular mass gelators-based gel-emulsion approach and exceptional performances. J Mater Chem A 3:24322–24332CrossRef
4.
Thubsuang U, Ishida H, Wongkasemjit S, Chaisuwan T (2014) Self-formation of 3D interconnected macroporous carbon xerogels derived from polybenzoxazine by selective solvent during the sol-gel process. J Mater Sci 49:4946–4961CrossRef
5.
Kirk W, Wessels W (2014) Electrophoretic mobility of weakly-charged (dipolar) hydrogels in water: contribution of hydrogen-bonding in the solvent dipole layer. J Colloid Interface Sci 416:294–305CrossRef
6.
Gao CG, Xue L, Chen YH, Li XY (2015) Supramolecular organogels based on perylenetetracarboxylic diimide trimers linked with benzenetricarboxylate. Colloid Polym Sci 293:35–48CrossRef
7.
Yang HK, Wang XX, Xiao H, Ma ZN (2016) Steroid-based A(LS)3-type gelators: probing the design criteria in creating soft materials. J Mater Sci 51:8529–8542CrossRef
8.
Yadav P, Ballabh A (2012) Synthesis, characterization and nano-particles synthesis using a simple two component supramolecular gelator: a step towards plausible mechanism of hydrogelation. Colloids Surf A: Physicochem Eng Aspects 414:333–338CrossRef
9.
Salazar-Bautista SC, Chebil A, Pickaert G, Gaucher C, Jamart-Gregoire B, Durand A, Leonard M (2017) Encapsulation and release of hydrophobic molecules from particles of gelled triglyceride with aminoacid-based low-molecular weight gelators. Colloids Surf A: Physicochem Eng Aspects 514:11–20CrossRef
10.
Geever LM, Higginbotham CL (2011) Temperature-triggered gelation and controlled drug release via NIPAAm/NVP-based hydrogels. J Mater Sci 46:3233–3240CrossRef
11.
Hoffman AS (2012) Hydrogels for biomedical applications. Adv Drug Deliv Rev 64:18–23CrossRef
12.
Chwalek K, Tsurkan MV, Freudenberg U, Werner C (2014) Glycosaminoglycan-based hydrogels to modulate heterocellular communication in vitro angiogenesis models. Sci Rep 4:4414CrossRef
13.
Park KM, Gerecht S (2014) Hypoxia-inducible hydrogels. Nat Commun 5:4075
14.
Yang ZM, Xu B (2007) Supramolecular hydrogels based on biofunctional nanofibers of self-assembled small molecules. J Mater Chem 17:2385–2393CrossRef
15.
Döring A, Birnbaum W, Kuckling D (2013) Responsive hydrogels-structurally and dimensionally optimized smart frameworks for applications in catalysis, micro-system technology and material science. Chem Soc Rev 42:7391–7420CrossRef
16.
Cao XH, Zhao N, Lv HT, Ding QQ, Gao AP, Jing QS, Yi T (2017) Strong blue emissive supramolecular self-assembly system based on naphthalimide derivatives and its ability of detection and removal of 2,4,6-trinitrophenol. Langmuir 33:7788–7798CrossRef
17.
Cao XH, Zhao N, Zou GD, Gao AP, Ding QQ, Zeng GJ, Wu YQ (2017) A dual response organogel system based on an iridium complex and a Eu(III) hybrid for volatile acid and organic amine vapors. Soft Matter 13:3802–3811CrossRef
18.
Cao XH, Zhao N, Li RH, Lv HT, Zhang ZW, Gao AP, Yi T (2016) Steric-structure-dependent gel formation, hierarchical structures, rheological behavior, and surface wettability. Chem Asian J 11:3196–3204CrossRef
19.
Cao XH, Lan HC, Li ZH, Mao YY, Chen LM, Wu YQ, Yi T (2015) White light emission from a two-component hybrid gel via an energy transfer process. Phys Chem Chem Phys 17:32297–32303CrossRef
20.
Ren Y, Li CX, Lu Y, Wang XD, Zeng XS (2010) Aggregates of cholic acid and benzylamine as templates for the formation of hollow silica spheres. J Mater Sci 45:6830–6833CrossRef
21.
Xing PY, Chu XX, Du GY, Ma MF, Li SY, Hao AY (2014) Utilizing dual responsive supramolecular gel to stabilize grapheme oxide in apolar solvents. Colloid Polym Sci 292:3223–3231CrossRef
22.
Wang JY, Han YC (2011) Tuning the stop bands of inverse opal hydrogels with double network structure by controlling the solvent and pH. J Colloid Interface Sci 353:498–505CrossRef
23.
Khimani M, Verma G, Kumar S, Hassan PA, Aswal VK, Bahadur P (2015) pH induced tuning of size, charge and viscoelastic behavior of aqueous micellar solution of Pluronic® P104–anthranilic acid mixtures: a scattering, rheology and NMR study. Colloids Surf A: Physicochem Eng Aspects 470:202–210CrossRef
24.
Ran X, Wang HT, Zhang P, Bai BL, Zhao CX, Yu ZX, Li M (2011) Photo-induced fiber-vesicle morphological change in an organogel based on an azophenyl hydrazide derivative. Soft Matter 7:8561–8566CrossRef
25.
Hao X, Liu H, Xie YJ, Fang C, Yang HY (2013) Thermal-responsive self-healing hydrogel based on hydrophobically modified chitosan and vesicle. Colloid Polym Sci 291:1749–1758CrossRef
26.
Yang HK, Zhao H, Yang PR, Huang CH (2017) How do molecular structures affect gelation properties of supramolecular gels? Insights from low-molecular-weight gelators with different aromatic cores and alkyl chain lengths. Colloids Surf A: Physicochem Eng Aspects 535:242–250CrossRef
27.
Wei HL, Yao K, Chu HJ, Li ZC, Zhu J, Shen YM, Zhao ZX, Feng YL (2012) Click synthesis of the thermo- and pH-sensitive hydrogels containing β-cyclodextrins. J Mater Sci 47:332–340CrossRef
28.
Yu Y, Wang S, Jia L, Zhou MM, Pan QD, Zhai YC, Wang CS (2016) Organogels from different self-assembling novel L-proline dihydrazide derivatives: gelation mechanism and morphology investigations. J Sol-Gel Sci Technol 78:218–227CrossRef
29.
Yao CH, Sun Q, Xia W, Zhang J, Lin C, Wang LY (2017) Ferrocenyl-guest tunable organogel constructed from a pillar[6]arenefunctionalized cholesterol derivative. J Organomet Chem 847:68–73CrossRef
30.
Travaglini L, D'Annibale A, Schillén K, Olsson U, Sennato S, Pavela NV, Galantini L (2012) Amino acid-bile acid based molecules: extremely narrow surfactant nanotubes formed by a phenylalanine-substituted cholic acid. Chem Commun 48:12011–12013CrossRef
31.
Jung JH, Parka M, Shinkai S (2010) Fabrication of silica nanotubes by using self-assembled gels and their applications in environmental and biological fields. Chem Soc Rev 39:4286–4302CrossRef
32.
Löfman M, Koivukorpi J, Noponen V, Salo H, Sievänen E (2011) Bile acid alkylamide derivatives as low molecular weight organogelators: systematic gelation studies and qualitative structural analysis of the systems. J Colloid Interface Sci 360:633–644CrossRef
33.
Ghosh K, Panja S, Bhattacharya S (2017) Visual sensing of Ag+ ions through gelation of cholesterol-appended benzimidazole and associated ion conducting behavior. Chemistry Select 2:959–966
34.
Ghosh K, Kar D, Panja S, Bhattacharya S (2014) Ion conducting cholesterol appended pyridinium bisamide-based gel for the selective detection of Ag+ and Cl– ions. RSC Adv 4:3798–3803
35.
Banerjee S, Vidya VM, Savyasachi AJ, Maitra U (2011) Perfluoroalkyl bile esters: a new class of efficient gelators of organic and aqueous-organic media. J Mater Chem 21:14693–14705CrossRef
36.
Nonappa MU (2007) Simple esters of cholic acid as potent organogelators: direct imaging of the collapse of SAFINs. Soft Matter 3:1428–1433CrossRef
37.
Virtanen E, Kolehmainen E (2004) Use of bile acids in pharmacological and supramolecular applications. Eur J Org Chem 2004:3385–3399CrossRef
38.
Cravotto G, Binello A, Boffa L, Rosati O, Boccalini M, Chimichi S (2006) Regio- and stereoselective reductions of dehydrocholic acid. Steroids 71:469–475CrossRef
39.
Jeon HJ, Kang MK, Park C, Kim KT, Chang JY, Kim C, Song HH (2007) Supramolecular ordering of amide dendrons in lyotropic and thermotropic conditions. Langmuir 23:13109–13116CrossRef
40.
Yang HK, Wang XX, Yan YK (2016) Two-component dendritic gel: influence of the aromatic chain length on the organogel stability and supramolecular architecture. Colloids and Surfaces A: Physicochem Eng Aspects 497:72–80CrossRef
41.
Eldridge JE, Ferry JD (1954) Studies of the crosslinking process in gelatin gels. III. Dependence of melting point on concentration and molecular weight. J Phys Chem 58:992–995CrossRef
42.
Tran NB, Moon JR, Jeon YS, Kim JY, Kim JH (2017) Adhesive and self-healing soft gel based on metal-coordinated imidazole-containing polyaspartamide. Colloid Polym Sci 295:655–664CrossRef
43.
He PL, Liu J, Liu KQ, Ding LP, Yan JL, Gao D, Fang Y (2010) Preparation of novel organometallic derivatives of cholesterol and their gel-formation properties. Colloids and Surfaces A: Physicochem Eng Aspects 362:127–134CrossRef
44.
Wu JD, Lu JR, Hu J, Gao YX, Ma Q, Ju Y (2013) Self-assembly of sodium glycyrrhetinate into a hydrogel: characterisation and properties. RSC Adv 3:24906–24909CrossRef
45.
Bag BG, Dash SS (2016) Self-assembly of sodium and potassium betulinates into hydro- and organo-gels: entrapment and removal studies of fluorophores and synthesis of gel-gold nanoparticle hybrid materials. RSC Adv 6:17290–17296CrossRef
46.
Lan Y, Corradini MG, Weiss RG, Raghavanc SR, Rogers MA (2015) To gel or not to gel: correlating molecular gelation with solvent parameters. Chem Soc Rev 44:6035–6058CrossRef
47.
Buerkle LE, Rowan SJ (2012) Supramolecular gels formed from multi-component low molecular weight species. Chem Soc Rev 41:6089–6102CrossRef
Metadata
Title
A novel hydrogelator based on dimeric-dehydrocholic acid derivative
Authors
Haikuan Yang
Pei Qi
Hong Zhao
Publication date
26-04-2018
Publisher
Springer Berlin Heidelberg
Published in
Colloid and Polymer Science / Issue 6/2018
Print ISSN: 0303-402X
Electronic ISSN: 1435-1536
DOI
https://doi.org/10.1007/s00396-018-4324-9

Other articles of this Issue 6/2018

Colloid and Polymer Science 6/2018 Go to the issue

Original Contribution

pH-responsive magnetic Pickering Janus emulsions

Original Contribution

The tuning of the plasmon resonance of the metal nanoparticles in terms of the SERS effect

Original Contribution

The influence of zinc gluconate as an intercalating agent on the structural, thermal, morphologic, and molecular mobility of lamellar nanofiller

Original Contribution

A study of liquid drainage rate from foam with population balance equation: impact of bubble evolution

Original Contribution

Poly(amino acid)-based nanogel by horseradish peroxidase catalyzed crosslinking in an inverse miniemulsion

Original Contribution

Design and synthesis of multi-functional silsesquioxane nanoparticles having two distinct optoelectronic functionalities

Premium Partners

    Image Credits