Fatty acids nitrogen derivatives

Phospholipids. Phospholipids, components of every cell membrane, are active determinants of membrane permeabiUty. They are sources of energy, components of certain enzyme systems, and involved in Hpid transport in plasma. Because of their polar nature, phosphoUpids can act as emulsifying agents (42). The stmcture of most phosphoUpids resembles that of triglycerides except that one fatty acid radical has been replaced by a radical derived from phosphoric acid and a nitrogen base, eg, choline or serine. 

Fatty amines are nitrogen derivatives of fatty acids, olefins, or alcohols prepared from natural sources, fats and oils, or petrochemical raw materials. Commercially available fatty amines consist of either a mixture of carbon chains or a specific chain length from C The amines are classified as... 

S. H. Shapiro, "Commercial Nitrogen Derivatives of Fatty Acids," in E. Pattison, ed., Patty A.cids and Their Industrial Applications, Marcel Dekker, Inc., New York, 1968, pp. 77—154. 

Most of the inhibitors in use are organic nitrogen compounds and these have been classified by Bregman as (a) aliphatic fatty acid derivatives, b) imidazolines, (c) quaternaries, (d) rosin derivatives (complex amine mixtures based on abietic acid) all of these will tend to have long-chain hydrocarbons, e.g. CigH, as part of the structure, (e) petroleum sulphonic acid salts of long-chain diamines (preferred to the diamines), (/) other salts of diamines and (g) fatty amides of aliphatic diamines. Actual compounds in use in classes (a) to d) include oleic and naphthenic acid salts of n-tallowpropylenediamine diamines RNH(CH2) NH2 in which R is a carbon chain of 8-22 atoms and x = 2-10 and reaction products of diamines with acids from the partial oxidation of liquid hydrocarbons. Attention has also been drawn to polyethoxylated compounds in which the water solubility can be controlled by the amount of ethylene oxide added to the molecule. 

Presence of various nitrogen-containing compounds, or of fatty acids or their derivatives, controls the vigorous interaction of the ether and chlorosulfuric acid at above 40°C, producing higher yields of 4,4/-oxybisbenzenesulfonyl chloride. 

Phospholipids derived from glycerols, fatty acids, phosphoric acid and a nitrogen containing base (Both have hydrophilic heads and hydrophobic tails)... 

FADAs are nitrogen derivatives of coconut oil synthesised from fatty acid and diethanolamine. Equimolar amounts of the two starting compounds yield water-insoluble monoethanolamides, whereas the reaction of two moles of diethanolamine with one of the acids results in water-soluble FADA possessing the typical alkyl chain distribution with the C12/C14 homologues prevailing [33]. 

These are the most common class of complex lipid (Figure 12.11) and contain a phosphoric acid residue (phosphate group) and two fatty acids esterified to glycerol. Attached to the phosphate group is an amino alcohol, sometimes referred to as the nitrogenous base, which may be either serine, choline or ethanolamine or sometimes the monomethyl or dimethyl derivatives of ethanolamine (Table 12.4). Alternatively, a polyhydroxy compound which is either glycerol, myo-inositol or one of their derivatives is attached instead... 

Low levels of nitrogen dioxide react with the polyunsaturated fatty acids under anaerobic conditions to give allylic nitro and allylic nitrite derivatives of methyl linoleate and methyl linolenate. These were identified by NICI-MS558. 

The only cationic surfactant (Fig. 23) found in any quantity in the environment is ditallow dimethylammonium chloride (DTDMAC), which is mainly the quaternary ammonium salt distearyldimethylammonium chloride (DSDMAC). The organic chemistry and characterization of cationic surfactants has been reported and reviewed [330 - 332 ]. The different types of cationic surfactants are fatty acid amides [333], amidoamine [334], imidazoline [335], petroleum feed stock derived surfactants [336], nitrile-derived surfactants [337], aromatic and cyclic surfactants [338], non-nitrogen containing compounds [339], polymeric cationic surfactants [340], and amine oxides [341]. 

C. W. Glankler, J. Am. Oil Chem. Soc. 56, 802A-805A (1979) . .Nitrogen Derivatives of Fatty Acids, Secondary and Tertiary Amines, Quaternary Salts, Diamines, Imidazolines". 

Essential oils may comprise volatile compounds of terpenoid or non-terpe-noid origin. All of them are hydrocarbons and their oxygenated derivatives. Some may also contain nitrogen or sulphur derivatives. They may exist in the form of alcohols, acids, esters, epoxides, aldehydes, ketones, amines, sulphides, etc. Monoterpenes, sesquiterpenes and even diterpenes constitute the composition of many essential oils. In addition, phenylpropanoids, fatty acids and their esters, or their decomposition products are also encountered as volatiles [1-16, 21-33, 36-38]. 

A number of nitrogen- and sulfur-containing heterocyclic compounds are effective corrosion inhibitors (62MI11502), the imidazolines and the benzotriazoles being particularly important types. The imidazolines are derived from ethyleneamines by reaction with fatty acids the free bases (53), the fatty acid salts (54), and various derivatives obtained by reaction with anhydrides, isocyanates or alkyl halides (55) are effective inhibitors. 

To improve the separation of the derivatives of fatty acids with the same effective carbon number, e.g., palmitoleic (C16 1), linoleic (18 2), andmyristic (C14 0), Baty et al. (33) reported the preparation of the anthrylmethyl esters derivatives of several fatty acids (with 9-hydroxy-methylanthracene and the catalyst 2-bromo-l-methylpyridinium iodide (BMPI)) with a view to analysis by HPLC and LC-MS (with gradient elution on a ZORBAK 5-/zm Cl8 column) (see Chemical Structure 1). The excess reagents were evaporated under nitrogen at 50°C, and the de-rivatized acids were taken up in 1 ml of mobile phase prior to chromatography. This method did not allow the resolution of the C16 1, 08 2, and C14 0 esters, although HPLC data obtained for the other acids correlated well with that obtained by capillary gas-liquid chromatography. 

Additives. Because of their versatility, imparted via chemical modification, the applications of ethyleneimine encompass the entire additive sector. The addition of PEI to PVC plastisols increases the adhesion of the coatings by selective adsorption at the substrate surface (410). PEI derivatives are also used as adhesion promoters in paper coating (411). The adducts formed from fatty alcohol epoxides and PEI are used as dispersants and emulsifiers (412). They are able to control the viscosity of dispersions, and thus facilitate transport in pipe systems (413). Fatty acid derivatives of PEI are even able to control the viscosity of pigment dispersions (414). The bigb nitrogen content of PEIs has a flame-retardant effect. This property is used, in combination with phosphoms compounds, for providing wood panels (415), cellulose (416), or polymer blends (417,418) with a flame-retardant finish. 

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