Studien über die Folgeprodukte der Paraffinoxydation. II. Inhaltsstoffe technischer Fettamingemische aus PO‐Fettsäuren

Leibnitz, E.; Hager, W.; Gipp, S.; Bornemann, P.

doi:10.1002/prac.19590090502

Cited by 14 publications

(4 citation statements)

References 4 publications

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“…Long-chain aliphatic amines are known to gel a variety of organic liquids. ,,, Recently, we discovered that some alkylammonium alkylcarbamates, formed in situ and reversibly from the corresponding amines by the rapid uptake or loss of carbon dioxide gas, − are LMOGs, also . Their ability to gel organic liquids depends on the nature of the alkyl group(s) and whether the precursor amine is primary or secondary. , Here, we report in greater detail the gelation properties of a wider variety of selected primary and secondary amines ( 1 ) and their alkylammonium alkylcarbamates ( 2 ) (Scheme ).…”

Section: Introductionmentioning

confidence: 94%

Chemically Reversible Organogels via “Latent” Gelators. Aliphatic Amines with Carbon Dioxide and Their Ammonium Carbamates

2002

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Rapid and isothermal (at room temperature) uptake of CO2 by solutions or, in some cases, organogels comprised of a primary or secondary aliphatic amine (1) and an organic liquid leads to in situ chemical transformation to the corresponding alkylammonium alkylcarbamate (2) based gels. Chemical reversibility is demonstrated by removal of CO2 from 2-based gels upon gentle heating in the presence of nitrogen. This is a general strategy for reversible self-assembly or disassembly of molecular aggregates relying on the initiation or termination of ionic interactions. The dependence of the amine structure and the nature of the liquid component on the formation and stability of the 1 and 2 organogels are examined by differential scanning calorimetry, optical microscopy, and X-ray diffraction methods. In most cases, the 2 gelators are more effective (based on the minimum gelator concentration required at room temperature, the gelation temperature, and the duration of time a gel persists without bulk phase separation) and more diverse (based on the classes of liquids gelled) than their corresponding amines. The differences are attributed to the presence of ionic interactions between molecular segments of the alkylammonium alkylcarbamates that are stronger than the hydrogen-bonding interactions available between molecules of amines. The initial stages of aggregation in the gel assemblies (i.e., changes in the degree of aggregation of sols of some 2 gelators) have been examined as a function of concentration and temperature by NMR techniques.

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Section: Introductionmentioning

confidence: 94%

Chemically Reversible Organogels via “Latent” Gelators. Aliphatic Amines with Carbon Dioxide and Their Ammonium Carbamates

2002

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“…Long-chain aliphatic amines are an interesting class of LMOGs for several types of organic liquids. ,,,17c Recently, we discovered that some alkylammonium alkylcarbamates ( 2 ) (Scheme ), formed in situ upon rapid uptake of carbon dioxide gas by primary amines ( 1 ), − some of which are not gelators, become LMOGs, also …”

Section: Introductionmentioning

confidence: 99%

Primary Alkyl Amines as Latent Gelators and Their Organogel Adducts with Neutral Triatomic Molecules

2003

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A series of organogelator salts has been prepared from n-alkylamines by the rapid in situ and isothermal (at room temperature) uptake of a neutral triatomic molecule, CO2, NO2, SO2, or CS2. The organogels have been examined by differential scanning calorimetry, optical microscopy, and X-ray diffraction methods. The efficiency of each gelator has been assessed on the bases of the diversity of liquids it gelled, the minimum amount of it required for gelation, and the temporal and thermal stabilities of its gels. Thus, alkylammonium alkylcarbamates, amine-CO 2 adducts, are the most effective gelators and the amine-NO2 adducts are the least efficient. Salts from longer n-alkylamines are better gelators than those from shorter homologues. Some of the salts are reconverted to their amine and triatomic constituents by heating, while others are transformed into new compounds. In the case of the CS 2 adducts, H2S is expelled and the new species formed, N,N′-dialkylthioureas, are also gelators.

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“…DSC measurements of alkylamines and AAACs were published previously with wide deviations in melting and crystallization points, which were quoted without further comments (Supporting Information, Tables S1,2). ,,,− Existence of the metastable high-temperature structure of AAACs and detailed description of all the DSC peaks are reported here for the first time. DSC thermograms of HDA, ODA and their related AAACs are shown in Supporting Information, Figure S2.…”

mentioning

confidence: 98%

Reaction of Alkylamine Surfactants with Carbon Dioxide: Relevance to Nanocrystal Synthesis

Belman

Israelachvili

et al. 2009

Nano Lett.

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Exposure of tetradecylamine, hexadecylamine, and octadecylamine to CO(2) results in their transformation to alkylammonium alkylcarbamate (AAAC) pairs, which we find is a major source of irreproducibility in nanoparticle synthesis. Controlled exposure to CO(2) allows for highly uniform, ultranarrow ZnS nanorods coated with tetradecylamine to be reproducibly obtained in a single step. The crystal structures of the alkylamines and their AAAC analogs were investigated by powder X-ray diffraction and their isostructural three-dimensional unit cells are reported.

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Studien über die Folgeprodukte der Paraffinoxydation. II. Inhaltsstoffe technischer Fettamingemische aus PO‐Fettsäuren

Cited by 14 publications

References 4 publications

Chemically Reversible Organogels via “Latent” Gelators. Aliphatic Amines with Carbon Dioxide and Their Ammonium Carbamates

Chemically Reversible Organogels via “Latent” Gelators. Aliphatic Amines with Carbon Dioxide and Their Ammonium Carbamates

Primary Alkyl Amines as Latent Gelators and Their Organogel Adducts with Neutral Triatomic Molecules

Reaction of Alkylamine Surfactants with Carbon Dioxide: Relevance to Nanocrystal Synthesis

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