Mesomorphic amino sugars

Stangier, Peter; Vill, V.; Rohde, Stefan; Jeschke, Udo; Thiem, Joachim

doi:10.1080/02678299408036743

Cited by 21 publications

(6 citation statements)

References 10 publications

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“…The same compounds have already been studied in water as their hydrochloride form, 14 that is as cationic surfactants. The mesophases of these pure compounds (dry state) have also recently been studied; 15 smectic thermotropic liquid crystals were found around 100 °C depending on alkyl chain length.…”

Section: Introductionmentioning

confidence: 99%

Surface Active Properties and Micellar Aggregation of Alkyl 2-Amino-2-deoxy-β-d-glucopyranosides

Boullanger

Chevalier

1996

Langmuir

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A series of alkyl 2-amino-2-deoxy-β-d-glucopyranosides having n-alkyl chain lengths of 8, 9, or 12 carbon atoms have been studied in pure water solutions and at different temperatures. The measured critical micellar concentrations (cmc's), areas at the air−water interface (a 0), and micellar aggregation numbers show little dependence on temperature. The cmc decrease with respect to alkyl chain length is similar to that of nonionic surfactants. The a 0 values are on the order of 50 Å2/molecule, irrespective of the alkyl chain length. Aggregation numbers are significantly larger than the Tanford limit for spherical micelles. pH measurements show the low protonation of the amino group in pure water above the cmc. These glucosamine-based surfactants behave as typical neutral alkyl glucosides; headgroups are close packed at interfaces, leading to large micelles as compared to other types of surfactants of similar hydrophobic chains.

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Section: Introductionmentioning

confidence: 99%

Surface Active Properties and Micellar Aggregation of Alkyl 2-Amino-2-deoxy-β-d-glucopyranosides

Boullanger

Chevalier

1996

Langmuir

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“…18 in Abb.7), die ebenfalls thermotropes wie lyotropes Verhalten zeigen. Die Verbindungen weisen eine den thermomesomorphen 4-Alkoxyphenyl-P-D-glucosiden [69] ahnliche Grundstruktur auf und bilden wie diese smektische (SA) Phasen aus, wenn die n-Alkylkette am Coumarinbaustein mindestens 9 C- ; 9, 10 [71]; 11 [65]; 12 [44], ahnliche Strukturen [43]; 13 [59, 721; 14 [73]; 15 [74];16 [57,71,751,ahnliche Strukturen [76]; 17 [49, 77, 781. Atome aufweist. Das Nonyl-Derivat zeigt allerdings noch monotropes Verhalten.…”

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Thermotrop fl�ssigkristalline Kohlenhydrat-Amphiphile

1995

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Thermotropic Liquid Crystals Based on Amphiphilic Carbohydrates The paper gives an advanced report (related to the reviews of Jeffrey) on thermotropic mesogens based on carbohydrate amphiphiles. The different influences being responsible for the formation, stabilization, and for the type of the mesophases, such as the hydrogen bond network, the van der Waals interactions of the lipophilic chains, the regio‐ and stereochemical arrangements, and the molecular geometry are discussed more in detail. Furthermore, fluorinated sugars and selected inositol derivatives are involved in order to discuss the liquid crystalline behaviour of amphiphilic sugar mesogens.

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“…This shows clearly the importance of the primary OH-group of the sugar headgroup. The NH 2 group is less polar, so it acts less efficiently in the hydrogen network, whereas the carboxylic function is more polar than the OH-group and stabilises the mesophase (Stangier et al, 1994). …”

Section: Thermotropic Propertiesmentioning

confidence: 99%