Efficiency of Alkyl Chain Packing in Dialkyl Phosphate Vesicles in Aqueous Solutions

Blandamer, Michael J.; Briggs, Barbara; Cullis, Paul M.; Engberts, Jan B. F. N.; Wagenaar, Anno; Smits, Ely; Hoekstra, Dick; Kacperska, Anna

doi:10.1021/la00022a025

Cited by 15 publications

(11 citation statements)

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“…26 In addition, the DSC measurements show that on going from DDP -Na + to DODP -Na + the patch number falls from 170 to 50. A similar trend is observed 25 for the corresponding K + derivatives although for the same dialkyl phosphate the patch number is slightly smaller. The melting temperature is also sensitive to the counter cation.…”

Section: Dialkylphosphate Vesiclessupporting

confidence: 80%

“…The melting temperature is also sensitive to the counter cation. 25 Over the range from C 12 to C 16 derivatives, T m for the K + vesicles are approximately 1 Celsius lower than the Na + derivatives but at least 20 Celsius lower for the Me 4 N + derivatives; Figure 8. The destabilization of the gel state by the latter cation was a little surprising but must indicate that the neutralizing effect of the counter cation in reducing head group repulsion is important.…”

Section: Dialkylphosphate Vesiclesmentioning

confidence: 94%

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Gel to liquid-crystal transitions in synthetic amphiphile vesicles

Blandamer¹,

Briggs²,

Cullis³

et al. 1995

Chem. Soc. Rev.

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Section: Dialkylphosphate Vesiclessupporting

confidence: 80%

Section: Dialkylphosphate Vesiclesmentioning

confidence: 94%

Gel to liquid-crystal transitions in synthetic amphiphile vesicles

Blandamer¹,

Briggs²,

Cullis³

et al. 1995

Chem. Soc. Rev.

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“…Recently, much work has been done on the formation of vesicles of di-n-alkyl phosphates, such as di-n-decyl phosphate [1], di-n-dodecyl phosphate [1][2][3], din-tetradecyl phosphate [1,3], di-n-hexadecyl phosphate [3][4][5] and di-n-octadecyl phosphate [6,7]. It was reported that di-n-alkyl phosphates with alkyl chains containing 10-18 carbon atoms form meta-stable vesicles in water [8,9], and different solutes can be entrapped in the bilayer or in the aqueous compartment of vesicles.…”

Section: Introductionmentioning

confidence: 99%

Novel Modified Pyrrole Monomers, 2: Behaviour in Water Solutions

Oberoi

Lü

Busch

et al. 2008

Designed Monomers and Polymers

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Aggregate formation of modified pyrroles was investigated in water and water/ethanol mixtures by means of light scattering for novel reactive single-chain alkyl phosphonate containing pyrrole units. The influence of concentration, pH, temperature and organic solvents on the evolution of the vesicle size is discussed. Longchain alkyl phosphonates functionalized with pyrrole units form stable vesicles in water solutions. Lowering of the pH value results in a partial protonation of the phosphonate groups and in less electrostatic repulsion between the anionic groups, leading to larger vesicle diameters and higher tendency to aggregate. Addition of ethanol, as well as increase in temperature cause an increase in the aggregate size due to better solubility of alkyl phosphonates. The reactive vesicles are extremely interesting templates for oxidative polymerisation of pyrrole and they can provide the formation of novel particles based on conjugated polymers.  Koninklijke Brill NV, Leiden, 2008

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“…We have concentrated attention on two classes of vesicular systems, dialkyldimethylammonium bromides 71 (e.g. DOAB = di-n-octadecyldimethylammonium bromide) and sodium dialkylphosphates 72 (e.g. DDP = sodium di-n-dodecyl phosphate).…”

Section: Vesiclesmentioning

confidence: 99%

Understanding organic reactions in water: from hydrophobic encounters to surfactant aggregates

2001

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A crucial factor in realising a green chemical process in solution involves the choice of a safe, non-toxic and cheap solvent. Water is the obvious choice. Despite solubility problems, considerable interest has developed recently in organic chemistry in water. This interest also results from the fact that association and chemical reactions often benefit noticeably from the special properties of water, resulting mainly from its small molecular size, its three-dimensional hydrogen-bond network and hydrophobic interactions which are so unique for liquid water. Here we discuss organic reactions and assembly processes in water, largely taken from experiments performed in the authors' laboratories. We show that non-covalent interactions in water can be utilised for fine tuning organic reactions in aqueous media.

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Efficiency of Alkyl Chain Packing in Dialkyl Phosphate Vesicles in Aqueous Solutions

Cited by 15 publications

References 0 publications

Gel to liquid-crystal transitions in synthetic amphiphile vesicles

Gel to liquid-crystal transitions in synthetic amphiphile vesicles

Novel Modified Pyrrole Monomers, 2: Behaviour in Water Solutions

Understanding organic reactions in water: from hydrophobic encounters to surfactant aggregates

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