Novel ethoxylated inositol derivatives – Hybrid carbohydrate/oligoethylene oxide surfactants

Catanoiu, Gabriela; Blunk, Dirk

doi:10.1016/j.jcis.2011.12.054

Cited by 15 publications

(14 citation statements)

References 58 publications

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“…At first, the difference between Sulfopon 1214G and Texapon N70LS is astonishing since Texapon has a slighty shorter alkyl chain length (C 12 as opposed to C 12 -C 14 ). However, the three ethyleneoxide groups play an important role for the surface activity [14]. If we look at the molecular structure of Texapon N70LS we see that the \hydrophilicity" increases continuously from one end to the other because the ethylene oxide unit is less hydrophilic than the sulfate group.…”

Section: Discussionmentioning

confidence: 99%

“…The present study deals with the foaming properties of solutions of nonionic alkylpolyglycosides (APG) and anionic alkylsulfates. We chose technical grade surfactants with very similar chain lengths, i. e. chain lengths of C 12 -C 14 , to allow for a direct comparison. Since the APGs are able and the alkylsulfates are not able to form intersurfactant H-bonds, foams stabilized by aqueous solutions of APGs should be more stable than foams stabilized by aqueous solutions of the respective alkylsulfates if our hypothesis was true.…”

Section: Introductionmentioning

confidence: 99%

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On the Influence of Intersurfactant H-Bonds on Foam Stability: A Study with Technical Grade Surfactants

Ranieri¹,

Preisig²

2018

Tenside Surfactants Detergents

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From the literature on the foam stability of various surfactants with C 12 alkyl chains but different head groups a clear picture emerges: Foams are more stable when hydrogen bonds can form between the head groups, i. e. when the polar head group has a hydrogen bond donor and a proton acceptor. These observations suggest that hydrogen bonds between neighbouring molecules at the surface enhance foam stability. To support this hypothesis, we carried out a systematic foaming study of two types of technical grade surfactants, one of them being capable of forming H-bonds and the other one not. As was the case for the pure surfactants we found again that more stable foams are formed when the head group is capable of forming intersurfactant H-bonds: These results will certainly affect the future design of surfactants.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

On the Influence of Intersurfactant H-Bonds on Foam Stability: A Study with Technical Grade Surfactants

Ranieri¹,

Preisig²

2018

Tenside Surfactants Detergents

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“…Nonionic-ionic hybrid surfactants, especially those having a polyoxyethylene chain segment between the hydrophilic head group and hydrophobic tail, always display dual properties of both nonionic and ionic surfactants [1,2]. For example, they show better electrolyte properties and water hardness tolerance.…”

Section: Introductionmentioning

confidence: 99%

Effect of Polyoxyethylene Chain Length on the Physicochemical Properties of N,N‐Dimethyl‐N‐dodecyl Polyoxyethylene Amine Oxide Hybrid Surfactants (C₁₂EO_nAO, with n = 1–4)

Cheng

Zhang

Liu

et al. 2015

J Surfact & Detergents

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In order to determine the structure-performance relationship of nonionic-zwitterionic hybrid surfactants, N,N-dimethyl-N-dodecyl polyoxyethylene (n) amine oxides (C 12 EO n AO) with different polyoxyethylene lengths (EO n , n = 1-4) were synthesized. For homologous C 12-EO n AO, it was observed that the critical micelle concentration (CMC), the maximum surface excess (C m ), CMC/ C 20 , and the critical micelle aggregation number (N m,c ) decreased on going from 1 to 4 in EO n . However, there were concomitant increases in surface tension at the CMC (c CMC ), minimum molecular cross-sectional area (A min ), adsorption efficiency (pC 20 ), and the polarity ([I 1 /I 3 ] m ) based on the locus of solubilization for pyrene. The values of log CMC and N m,c decreased linearly with EO n lengthening from 1 to 4, although the impact of each EO unit on the CMC of C 12 EO n AO (n = 1-4) was much smaller than that typically seen for methylene units in the hydrophobic main chains of traditional surfactants. Compared to the structurally related conventional surfactant N,N-dimethyl-N-dodecyl amine oxide (C 12 AO), C 12 EO n-AO (n = 1-4) have smaller CMC, A min , and CMC/C 20 , but larger pC 20 , C m , and N m,c with a higher [I 1 /I 3 ] m . This may be attributed to the moderately amphiphilic EO n (n = 1-4) between the hydrophobic C 12 tail and the hydrophilic AO head group. Keywords Hybrid surfactant Á N,N-dimethyl-N-dodecyl polyoxyethylene (n) amine oxide Á Structure-performance relationship Electronic supplementary material The online version of this article (

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“…It could be attributed to the hydrophilicity of the hybrid surfactants in this work 'continuously' increasing from hydrophobic (C 12 ) to less hydrophobic/less hydrophilic (EO 3 ) then to hydrophilic (AO, Be, and SBe). As regards the change in the hydrophilicity at the water-air interface, one can argue that it changes from hydrophobic (air) over a less hydrophobic/less hydrophilic interfacial zone (EO 3 ) between the two bulk phases to hydrophilic (water) [1]. However, the hydrophilicity of the structure-related counterparts changes 'discontinuously' from hydrophobic tails to hydrophilic head groups without a less hydrophobic/less hydrophilic transition zone (EO 3 ), which, in turn, explains the higher surface activity of the hybrid surfactants in this work.…”

Section: Resultsmentioning

confidence: 99%

“…Ethoxylated surfactants, especially those having a chain segment of polyoxyethylene between hydrophilic head group and hydrophobic tail, are called hybrid surfactants [1,2]. The traditional representatives are alcohol ether sulfates (AES) [3,4], alcohol ether carboxylates (AEC) [5] and sodium alkyl-benzyl polyoxyethylenated propane sulfonates (ABEPS) [2].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Surface Properties of N,N‐Dimethyl‐N‐dodecyl Polyoxyethylene Amine‐Based Surfactants: Amine Oxide, Betaine and Sulfobetaine

Hou

Zhang

Chen

et al. 2013

J Surfact & Detergents

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Nonionic–zwitterionic hybrid surfactants, namely N,N‐dimethyl‐N‐dodecyl polyoxyethylene (3) amine oxide, and the corresponding betaine and/or sulfobetaine, have been synthesized. Their molecule structures were characterized by means of electrospray ionization mass spectrometry and 1H nuclear magnetic resonance. Compared to the structurally related conventional amine oxide, betaine and sulfobetaine, the critical micelle concentrations of the three hybrid surfactants are one order of magnitude smaller than those of traditional ones. The polyoxyethylene segment between the hydrophilic head group and the hydrophobic tail makes the surface activities of the hybrid surfactants superior to their structure‐related counterparts.

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Novel ethoxylated inositol derivatives – Hybrid carbohydrate/oligoethylene oxide surfactants

Cited by 15 publications

References 58 publications

On the Influence of Intersurfactant H-Bonds on Foam Stability: A Study with Technical Grade Surfactants

On the Influence of Intersurfactant H-Bonds on Foam Stability: A Study with Technical Grade Surfactants

Effect of Polyoxyethylene Chain Length on the Physicochemical Properties of N,N‐Dimethyl‐N‐dodecyl Polyoxyethylene Amine Oxide Hybrid Surfactants (C₁₂EO_nAO, with n = 1–4)

Synthesis and Surface Properties of N,N‐Dimethyl‐N‐dodecyl Polyoxyethylene Amine‐Based Surfactants: Amine Oxide, Betaine and Sulfobetaine

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Novel ethoxylated inositol derivatives – Hybrid carbohydrate/oligoethylene oxide surfactants

Cited by 15 publications

References 58 publications

On the Influence of Intersurfactant H-Bonds on Foam Stability: A Study with Technical Grade Surfactants

On the Influence of Intersurfactant H-Bonds on Foam Stability: A Study with Technical Grade Surfactants

Effect of Polyoxyethylene Chain Length on the Physicochemical Properties of N,N‐Dimethyl‐N‐dodecyl Polyoxyethylene Amine Oxide Hybrid Surfactants (C12EOnAO, with n = 1–4)

Synthesis and Surface Properties of N,N‐Dimethyl‐N‐dodecyl Polyoxyethylene Amine‐Based Surfactants: Amine Oxide, Betaine and Sulfobetaine

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Effect of Polyoxyethylene Chain Length on the Physicochemical Properties of N,N‐Dimethyl‐N‐dodecyl Polyoxyethylene Amine Oxide Hybrid Surfactants (C₁₂EO_nAO, with n = 1–4)