Petroleum nitrogen compounds

The main index headings for search other than the names of specific compounds are Paraffins nitration of Paraffins, nitro Paraffins, from nitration of— Paraffins, dinitro Hydrocaibons, nitration of Nitration of hydrocarbons Nitration of paraffins Petroleum, nitrogen compounds from Olefins, nitro derivatives and Acetylenes, nitro derivatives. These items are not mutually inclusive, e.g., references under Paraffins, nitration of are not necessarily to be found under Nitration of paraffins. In Chemical Abstracts collective index for 1937 to 1946, there are 19 entries under the first heading and 12 entries under the second only 10 are common to both lists. 

Petroleum, particulady shale oil, also contains organic oxygen and nitrogen compounds. Model reactions for the removal of these materials with hydrogen include... 

Damascenine, CjqHj3N03, is a nitrogenous compound of an alkaloidal nature, which is present in the oil of Nigella damascena to the extent of about 9 per cent. It can be extracted from the oil by shaking it with dilute hydrochloric acid, rendering the aqueous liquid alkaline and extracting the alkaline liquid with petroleum ether. 

Certain aromatic, nitrogen compounds (e.g., pyridines and quinolines) are basic and can cause coking on acid catalysts during petroleum processing. 

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. 

PLA/PCL-OMMT nano-composites were prepared effectively using fatty amides as clay modifier. The nano-composites shows increasing mechanical properties and thermal stability (Hoidy et al, 2010c). New biopolymer nano-composites were prepared by treatment of epoxidized soybean oil and palm oil, respectively plasticized PLA modified MMT with fatty nitrogen compounds. The XRD and TEM results confirmed the production of nanocomposites. The novelty of these studies is use of fatty nitrogen compoimds which reduces the dependence on petroleum-based surfactants (Al-Mulla et al., 2011 Al-Mulla et ah, 2011 Al- Mulla et ah, 2010c). 

A two phase process, in which the feedstock (e.g., petroleum) was mixed with water and an organic solvent to improve denitrogenation of aromatic nitrogen compounds [102], led to an improvement of the process. Additionally, a surfactant was used to increase the interfacial area. Carbazole and quinoline and their alkyl derivatives were used as primary compounds for demonstration. The biocatalyst is used in resting stage and is continuously fed to the system to keep the reaction rate at an acceptable level. It was observed that quinoline was hardly removed under the conditions at which carbazole was decomposed and assimilated. 

ISAL A hydrotreating process for removing sulfur and nitrogen compounds from petroleum fractions without reducing their octane values. Developed by Intevep SA, the research and technology arm of Venezuela s state petroleum company PDVSA. A proprietary zeolite catalyst first saturates the olefins and then isomerizes them to higher octane-value compounds. 

MRH (2) A hydrocracking process for difficult petroleum residues, i. e., those containing high levels of metals, sulfur, and nitrogen compounds. It uses catalytic hydrogenation in a slurry bed. Developed by the MW Kellogg Company. 

Unisol A process for extracting organic sulfur and nitrogen compounds from petroleum fractions by solvent extraction with aqueous sodium or potassium hydroxide containing... 

In very general terms, petroleum is a mixture of (1) hydrocarbon types, (2) nitrogen compounds, (3) oxygen compounds, (4) sulfur compounds, and (5) metallic constituents. Petrolenm prodncts are less well defined in terms of heteroatom compounds and are better defined in terms of the hydrocarbon types present. However, this general definition is not adequate to describe the true composition as it relates to the behavior of the petroleum, and its products, in the environment. For example, the occnrrence of amphoteric species (i.e., compounds having a mixed acid-base natnre) is not always addressed, nor is the phenomenon of molecnlar size or the occnrrence of specific functional types that can play a major role in petrolenm behavior. 

Chemical and Physical Properties Petroleum fuels contain paraffins, isoparaffins, naphthenes, and aromatics, plus organic sulfur, oxygen, and nitrogen compounds that were not removed by refining. Olefins are absent or negligible except when created by severe refining. Vacuum-tower distillate with a final boiling point equivalent to 730 to 840 K (850 to 1050°F) at atmospheric pressure may contain from 0.1 to... 

Our knowledge of the composition of nitrogen compounds in petroleum is due largely to the investigations at the University of Texas, including the work of Bailey and coworkers from 1928 to 1941, and the more recent work of Lochte and coworkers. These and other pertinent data have been summarized recently by Lochte (30). Approximately half of the nitrogen in California petroleum is present in the form of nitrogen bases, and... 

The other nitrogen compounds which are nonbasic, and are not extracted from hydrocarbons by dilute acid, have not been investigated in detail, though there are indications that they contain pyrroles. In addition, it is possible that some part of the nitrogen in this material is present in the form of amides, derived from primary or secondary amines and petroleum acids. 

Table 3-4 Types of Organic Nitrogen Compounds in Petroleum...

Thus, the hydrodesulfurization process is a very complex sequence of reactions due, no doubt, to the complexity of the feedstock. Furthermore, the fact that feedstocks usually contain nitrogen and oxygen compounds (in addition to metal compounds) increases the complexity of the reactions that occur as part of the hydrodesulfurization process. The nitrogen compounds that may be present are typified by pyridine derivatives, quinoline derivatives, carbazole derivatives, indole derivatives, and pyrrole derivatives. Oxygen may be present as phenols (Ar-OH, where Ar is an aromatic moiety) and carboxylic acids (-C02H). The most common metals to occur in petroleum are nickel (Ni) and vanadium (V) (Reynolds, 1997). 

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