世界油脂化工市场（英）

油脂化工产品的原料来自于动物性和植物性的油和脂肪,它们也衍生许多化工产品。然而,由于油脂化工产品的独特性质,它主要为肥皂、清洁剂和洗发水等产品提供广泛的表面活性剂原料。通常在制成品前,这些基本的油脂化工产品需进行进一步的转化程序。油脂化学品原料取之天然可再生,可生物降解,而石油原料却无法再生。因此,从这一点来讲油脂化学品对环境更友好。指出油和脂肪的价格变化无常,以及副产品甘油的价格因供求而变是造成油脂化工生产经济不稳定的两大因素。     

Neuere Entwicklungen auf dem Gebiet fettchemischer Tenside

New Developments in the Field of Oleochemical Surfactants A large area of application for fats and oils in the technical field is the manufacture of surfactants. The oleochemical industry has long been making intensive efforts to gain a still greater share of the world's surfactant production for oleochemical surfactants. There are some promising conditions to reach this goal. New developments in the field of anionic and nonionic surfactants are summarized in an overview. There will be discussed fatty alcohol sulfates (especially tallow alcohol sulfate), α-sulfo-fatty acid methylesters, acyl cyanamides, non-terminal fatty acid methylester sulfonates (by sulfoxidation of saturated fatty acid methylesters and by SO₃-sulfonation of unsaturated fatty acid esters), oleic acid sulfonates, alkyl- and alkenyl ether sulfonates, hydroxy alkyl ether sulfates, alkyl glucosides, fatty alcohol polyethyleneglycol alkyl ethers and -hydroxyalkyl ethers and narrow range fatty alcohol ethoxylates. The development work on new oleochemical surfactants which has been described permits the conclusion that in future oleochemical surfactants will further increase their share of world surfactant production.     

中国油脂化学工业的进展与预测

叙述了中国油脂化学工业近20年来的发展，肥皂工业经过1989年消费高峰，肥皂产量迅速下降，目前正处在产品结构调整阶段，开始有了较好的效果，油化学品一脂肪酸，脂肪醇和脂肪胺都有较大的发展，但都存在产品供大于求的困难。对此，作了分析和预测，考虑到中国植物油资源基本是以C18脂肪酸为主，对发展油脂化学工业带来了局限性，应充分利用国内外两种油脂资源。     

Trends in industrial uses of palm and lauric oils

An attempt is being made to determine the importance of palm and lauric oil today and in the coming years of this decade whereby their industrial use in western Europe is considered outside the field of human and animal nutrition. The basic oleochemicals like fatty acids, fatty acid methyl esters, fatty alcohols and their most important derivatives are discussed as the essential products. Detergents are one of the most significant areas of application for basic oleochemicals and their derivatives. Changes in the application profiles of the final products are expected for the detergent industry in the coming years. These tendencies have been scrutinized with respect to their influence on future demand for palm and lauric oil. The competitiveness of natural oil-based oleochemicals versus ethylene-and paraffin-based synthetics is of great significance for the development of natural oils. It is attempted to elucidate the chances of natural oleochemicals in connection with petrochemical raw material developments.     

Manufacture of fatty alcohols based on natural fats and oils

The present worldwide capacity of fatty alcohols is ca. 1.0 million metric tons per year. About 60% of this capacity is based on petrochemical feedstocks, 40% on natural fats and oils. Three basic dominating commercial-scale processes are used to manufacture fatty alcohols: the Ziegler process and the Oxo synthesis starting from petrochemical feedstocks, and the high-pressure hydrogenation of natural fatty acids and esters. Basically, the high-pressure hydrogenation can be used with triglycerides, fatty acids or fatty acid esters as feedstock. The direct hydrogenation of fats and oils has not been developed to a commercial-scale process, mainly because it was not possible to prevent decomposition of the valuable byproduct glycerol. Conversion of fatty acids into fatty alcohols by catalytic hydrogenation without preesterification requires corrosion-resistant materials of construction and acid-resistant catalysts. Required reaction temperatures are higher, resulting in a higher hydrocarbon content. The majority of fatty alcohol plants based on natural fats and oils use methyl esters as feedstock. These can be made either by esterification of fatty acids or by-transesterification of triglycerides. For catalytic high-pressure hydrogenation of methyl esters to fatty alcohols, several process options have been developed. The bawic distinguishing feature is the catalyst application either in a fixed bed arrangement or suspended in the methyl ester feed.     

应对月桂油的短缺

随着油脂化工生产的扩张，价格和基本原材料的获得是其成功的关键。月桂油（棕榈仁油和椰子油）对于油脂化学品的需求而言，在价格方面是最敏感的油品。目前月桂油主要用于食品方面，因此，油脂化工需求的增加必然导致月桂油的供应面临困难。月桂油的供应取决于椰子油和棕榈仁油的产量。油棕的产油率比椰棕高。很明显，将来月桂油供应主要取决于棕榈仁油生产的增加，这是棕榈油产量提高的结果。因此，为了提供充足的月桂油以满足油脂化学工业的需要，其用于食用方面的量将不得不减少。     

Selective hydrogenation of fatty acids and methyl esters of fatty acids to obtain fatty alcohols–a review

In this paper, a review is presented of the evolution of different catalytic systems and operating conditions used in the selective hydrogenation of acids and esters of fatty acids to obtain fatty alcohols, which have broad industrial applications in the oleochemical industry. In addition, the current status of the different technologies used industrially (Lurgi, Davy and Henkel) for obtaining fatty alcohols, as well as major global sources of raw materials for the oleochemical industry are put forward. Finally, the reaction mechanisms of the selective hydrogenation process of oleic acid and methyl oleate to obtain the corresponding unsaturated alcohol as well as the new catalysts proposed by researchers are described. © 2016 Society of Chemical Industry     

Challenges to a mature industry: Marketing and economics of oleochemicals in the United States

Fatty acids, accounting for more than half of oleochemicals discussed, grew at an annual rate of ca. 3% during the 1970s, with no growth since 1979. As competition intensified, the number of companies in the industry declined or owenrship changed. Challenges are covered under five major headings—markets, raw materials, competition, research and profitability. Oleochemical markets are extremely diverse but usually involve surface modification. Fatty acid disposition and real consumer personal income correlate closely. Growth of consumer income in the 1980s will be the most important factor in determining growth of fatty chemicals. Fatty chemicals compete with petroleum-derived products; and, therefore, price relationship of natural fats versus petroleum will affect market share. Tallow and other natural fats and oils are approximately the same price as 15 years ago, whereas ethylene has about doubled. Interchangeability of natural fats tends to moderate price fluctuations. Competition remains intense with market shares divided among many companies. Neither imports nor exports have played a significant role in the US fatty chemical industry. There are large exports of fatty acid derivatives, particularly to South America. Research will concentrate on energy reduction as oleochemical production is highly energy-intensive. Enzymatic splitting is a potential commercial process for this purpose. Improved hydrogenation catalysts and development of new specialty oilseeds are additional research objectives. Success of researchers will probably play the biggest role of all in future marketing and economics of fatty chemical companies. The belief is that the fatty chemical industry has had difficulty in consistently maintaining acceptable levels of profitability. To avoid extinction and achieve reasonable rates of return, business strategies must (a) identify, create and exploit growth segments; (b) emphasize product quality and innovative product improvement; and (c) systematically improve production and distribution efficiencies.     

Fatty alcohols: Natural or petrochemical feedstocks in the 1980s?

The economics of fatty alcohol use and production is reviewed. Beyond that in place or announced, there is little likelihood of more US fatty alcohol capacity in the next ten years. Barring a cataclysmic event, the real price of ethylene will increase at a rate approximately equal to the rate of increase for coconut oil price in the next ten years. Producers of fatty alcohols will be indifferent, if feedstock economics are the only consideration, between natural and petrochemical raw material bases for this class of oleochemicals. Presented at the 73rd annual meeting of the AOCS, Toronto, May 1982.     

Methyl esters in the fatty acid industry

Methyl esters, derived from natural fats or oils, can be used as alternatives to fatty acids in the production of a number of derivatives. The derivatives that can be made from methyl esters include fatty alkanolamides, fatty alcohols, isopropyl esters, and sucrose polyesters. By using methyl esters as the raw materials, several benefits may be realized, such as, the ability to make higher purity finished products, the use of milder conditions during syntheses, and the need for less expensive materials of construction. In addition to the applications mentioned, methyl esters are being used increasingly in fractional distillations because they have lower boiling points and are less corrosive than fatty acids.     

Analysis of surfactant mixtures. I

Summary Some data on the use of 93% phosphoric acid as a reagent for recovering the hydrophobic portion of surfactants are presented, and their application to the analysis of surfactant mixtures is discussed. Aromatic sulfonates, straight-chain alkyl sulfates, fatty acid amides, and fatty acid esters decomposed to give good yields of the starting hydrophobic materials. Dioctylsulfosuccinate gave a mixture of octyl alcohols and olefins while the ethylene oxide condensates of lauryl alcohol, tridecyl alcohol, and tertiary dodecyl mercaptan gave olefins derived from the starting hydrophobic materials. Diisobutylene phenol-ethylene oxide condensate decomposed to olefins, conjugated olefins, and alcohols formed by rupture of the aromatic ring. The products are characteristic of the hydrophobic oils, and in most cases products from mixtures of surfactants can be separated by known analytical methods.Alpha-sulfo fatty acids or alkane sulfonates do not give recoverable oils by this treatment.     

Fats and oils as feedstocks for oleochemicals

The approximate quantity of 3 million tons estimated to be required at present for the production of oleochemicals is to be covered from a total production of more than 60 million tons of vegetable and animal fats. While the quantity of eleochemicals produced has nearly doubled in recent years, vegetable oil production alone has increased from 25 to 40 million tons in the same period. More than half the feedstocks required for oleochemicals are acid oils and other fats and oils which are unsuitable for human food. The demand for fats and oils for oleochemicals will certainly grow for price and technological reasons, but only the use of large quantities of oils and fats for diesel engines could shift this balance drastically and endanger the world supply of edible fats. A bottleneck may arise in the supply of fatty acids of medium chain length, although the use of coconut and palm kernel oil by the food industry in the highly developed countries has been on the decline. The green revolution goes on and the fat supply grows faster than the population. In addition, new approaches to plant breeding and agriculture, and biochemical processes as well, might help circumvent any conceivable shortage in the supply of oils and fats in general, and in the supply of special fatty acids in particular.     

Darstellung und Eigenschaften von Fettsäurepolyglykolestersulfaten

Production and Properties of Fatty Acid Polyglycol Ester Sulfates Fatty alcohol oxethylates, produced by reaction of fatty alcohols from hydrogenated fatty acid methyl esters with ethylene oxide, are the basic material for an important class of anionic tensides, the fatty alcohol ether sulfates. The fatty acid polyglycol ester sulfates are a very interesting alternative to the fatty alcohol ether sulfates. The former are available by saving hydrogenation, in principle directly by fatty acid oxethylation or interesterification of fatty acids with polyglycols, followed by sulfatation. We report about the production of fatty acid ester sulfates by sulfatation of the fatty acid polyglycol monoesters by sulfurtrioxide or chlorosulfonic acid. By means of the results of physicochemical measurements and process trials it is discussed how far fatty acid polyglycol monoester sulfates are suited as alternative tenside raw material fatty alcohol ether sulfates.     

Industrial uses of palm,palm kernel and coconut oils: Nitrogen derivatives

Palm, palm kernel and coconut oils are sources of fatty acids that can be converted to other oleochemicals that have many applications. This paper describes manufacturing procedures, product characteristics and uses for many fatty acids, alcohols, primary amides, monosubstituted amides, diamides, disubstituted amides, nitrites, primary amines, secondary amines, tertiary amines, diamines, quaternary ammonium compounds, amphoterics, amine oxides and polyoxyalkylene alkylamines.     

Glycerin - Ein fettchemischer Grundstoff im Wandel der Zeit

Glycerine - The History of an Oleochemical Raw Material Being a constituent of all fats and oils, natural glycerine has always played a key role in oleochemical manufacturing processes. Owing to its special physical and chemical properties, glycerine, which is obtained as a byproduct in neutral oil saponification and in the splitting and transesterification of fats and oils, has succeeded in becoming established and gaining in importance even under changing economic conditions. The major part of glycerine and its derivatives produced worldwide is nowadays used in the cosmetic and pharmaceutical industries, the food and tabacco industries, and in plastics manufacturing. Often its lack in color and odor and the fact that it presents no health hazards are of decisive importance. The range of applications is accordingly very wide. The current world consumption is estimated at about 500000 tons per year. Therefore the useful and economically efficient production, processing and marketing of this valuable oleochemical raw material continues to be one of the focal activities of the chemical industry today.     

Ethoxylation of detergent-range oxo alcohols derived from fischer-tropsch α-olefins

Detergent-range alcohols currently are produced from a variety of basic raw materials including natural fats and oils, natural gas, and petroleum. Joining this list of basic raw materials is coal. Olefins are formed in the conversion from coal via the Fischer-Tropsch (F-T) process and are then converted to alcohol via the oxo process. This paper describes the characteristics of Fischer-Tropsch oxo alcohol and its ethoxylation properties in comparison with other common detergentrange alcohols. This work shows that oxo 1213 alcohol (i.e., a mixture of primary fatty alcohols containing both 12 and 13 carbons in their hydrocarbon backbone) reacts with ethylene oxide similarly to linear alcohol, yielding low levels of unethoxylated alcohol. Substitution at the C₂ position has more impact on the ethoxylation of an alcohol than the degree of linearity.     

Umwelt und Fettchemie — Eine Herausforderung

Environment and Oleochemicals — A Challenge Oleochemistry is faced with two basic questions: Would oleochemicals make faster progress than at present if ecological awareness were to gain momentum and if environmental problems were to be taken more seriously? If the answer were affirmative and renewable resource were used in much larger quantities, would this help or harm the environment? The ecological influence of oleochemicals is described. With the help of a quantitative ecological balance, the energy consumption and the CO₂ generation of two basic raw materials of surfactant chemistry — of fatty alcohol and linear alkylbenzene sulphonate — are compared. “For and against” renewable raw materials is discussed: monocultures, destruction of rain forests, agricultural surpluses, energy saving — to name just some key word. The effect of increased use of renewable resources on the carbon cycle and the availability of oils and fats with increasing demand are shown. It can be seen that the possibilities of energy saving and a certain CO₂ reduction are beneficial rather than detrimental to the environment.     

New developments in the fatty acid industry in America

Although acquisition, divestiture and other organizational changes within the American oleochemical industry are still the most startling and attention-attracting, the development of new technology continues to be of paramount scientific interest. Noteworthy among the new developments are (a) the continuing development of new vegetable oil raw materials like 90% erucic acid rapeseed oil and 80% oleic acid sunflower; (b) the intense process development under way in some areas for the minimization of thermal energy requirements of certain reactions like polymerization (dimer acids), glycerolysis (mono- and diglycerides) and fat splitting; (c) the ever-increasing substitution of methyl esters for fatty acids in the production of a whole series of oleochemicals; (d) development of new esterification catalysts; (e) lipase catalysis of interesterification; (f) development of new corrosion-resistant materials of construction; (g) the use of irradition sulfoxylation as a preferred production route to randomly sulfonated methyl esters; and (h) superemulsification as an aid to hydrophobic/hydrophilic liquid chemical reactions. Continued attention to alternative feedstocks, biotechnology, microprocessor technology, pollution control and lower energy consumption are certain to receive considerable attention for the next several years.     

Production of fatty alcohols from fatty acids

Detergent-range alcohols from natural feedstock can be produced by high pressure hydrogenation of either methyl esters or fatty acids. The increasing quantities of fats and oils on the world market secure a reliable and economically priced material. Although fatty acid is an abundant worldwide commodity, most alcohol producers hydrogenate methyl esters, because direct hydrogenation of fatty acids is difficult as the catalyst is sensitive to acid attack. The process described here makes it possible to hydrogenate fatty acids directly to alcohols of high quality without prior esterification. The reaction takes place in the liquid phase over a fine-grained copper chromite slurry in a single reactor vessel. A special reactor design with an optimum arragement of the feeding nozzles causing an appropriate circulation of the reacting components inside the reactor facilitates the rapid “in situ” esterification reaction. This minimizes the free fatty acid concentration in the reactor to nearly zero. This results in a low consumption of catalyst. The most important advantages of the process are: direct feed of fatty acids of various origins, use of reasonably priced raw materials such as soapstock fatty acids and lower grade tallow acids, no process steps with methanol, and excellent economics. The process is industrially proven.     

Gewinnung leichter Kohlenwasserstoffe aus schweren Ölen — Verfahren und Entwicklungen

Manufacture of light hydrocarbons from heavy oils – processes and developments . High quality crude oils are running short and their price continues to increase. At the same time there is a trend towards light petroleum products for use as transportation fuels or petrochemical raw materials. Consequently, the conversion of heavy oils, i.e., particularly distillation residues but also heavy oils from tar sands, is gaining increasing commercial importance. The cracking processes currently used in the refining industry are reviewed. Emphasis is placed on their application to metal-and asphaltene-containing heavy oils. Feed pretreatment by solvent deasphalting is discussed and the manufacture of syncrude from tar sands is considered. New developments for conversion of heavy oils are outlined. The future production of shale oil and of transportation fuels from oil shale is briefly treated.