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Fat hydrogenation
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| Types of fats in food |
|---|
| Components |
| Manufactured fats |
Fat hydrogenation is the process of combining unsaturated fat with hydrogen in order to partially or completely convert it into saturated fat. Typically this hydrogenation is done with liquid vegetable oils resulting in solid or semi-solid fats.[1]
Changing the degree of saturation of the fat changes some important physical properties, such as the melting range, which is why liquid oils become semi-solid. Solid or semi-solid fats are preferred for some baked goods such as biscuits and pie dough because how the fat mixes with flour produces a more desirable, crumbly texture in the baked product. Because partially hydrogenated vegetable oils are cheaper than animal fats, are available in a wide range of consistencies, and have other desirable characteristics such as increased oxidative stability and longer shelf life, they are the predominant fats used as shortening in most commercial baked goods.
The process is typically carried out at very high pressure, with the help of a nickel catalyst that is removed from the final product.
Process
[edit]Hydrogenating vegetable oil is done by raising a blend of vegetable oil and a metal catalyst, typically nickel, in near-vacuum to very high temperatures, and introducing hydrogen. This causes the carbon atoms of the oil to break double-bonds with other carbons. Each carbon atom becomes single-bonded to an individual hydrogen atom, and the double bond between carbons can no longer exist.

Full hydrogenation results in the conversion of all of the unsaturated fats into saturated fats by transforming all of the double bonds in the fat into single bonds. Partial hydrogenation reduces some, but not all, of the double bonds by the partial replacement with single bonds. The degree of hydrogenation is controlled by restricting the amount of hydrogen, reaction temperature and time, and the catalyst.[2]
History
[edit]

Nobel Prize laureate Paul Sabatier worked in the late 1890s to develop the chemistry of hydrogenation.[3] Whereas Sabatier considered hydrogenation of only vapors, the German chemist Wilhelm Normann showed in 1901 that liquid oils could be hydrogenated, and patented the process in 1902.[4][5] Normann's hydrogenation process made it possible to stabilize affordable whale oil or fish oil for human consumption, a practice kept secret to avoid consumer distaste.[6] During the years 1905–1910, Normann built a fat-hardening facility in the Herford company. At the same time, the invention was extended to a large-scale plant in Warrington, England, at Joseph Crosfield & Sons, Limited. It took only two years until the hardened fat could be successfully produced in the plant in Warrington, commencing production in late 1909. The initial year's production totalled nearly 3,000 tonnes.[6] In 1909, Procter & Gamble acquired the United States rights to the Normann patent;[7] in 1911, they began marketing the first hydrogenated shortening, Crisco (composed largely of partially hydrogenated cottonseed oil). Further success came from the marketing technique of giving away free cookbooks in which every recipe called for Crisco.
Before 1910, dietary fats in industrialized nations consisted mostly of butterfat, beef tallow, and lard. During Napoleon's reign in France in the early 19th century, a type of margarine was invented to feed troops using tallow and buttermilk. Soybeans began to be imported into the U.S. as a source of protein in the early 20th century, resulting in an abundance of soybean oil as a by-product that could be turned into a solid fat, thereby addressing a shortage of butterfat. With the advent of refrigeration, margarines based on hydrogenated fats presented the advantage that, unlike butter, they could be taken out of a refrigerator and immediately spread on bread. Some minor changes to the chemical composition of hydrogenated fats yielded superior baking properties compared to lard. As a result of these factors, margarine made from partially hydrogenated soybean oil began to replace butterfat. Partially hydrogenated fat such as Crisco and Spry, sold in England, began to replace butter and lard in baking bread, pies, cookies, and cakes in 1920.[8]
Production of partially hydrogenated fats increased steadily in the 20th century as processed vegetable fats replaced animal fats in the U.S. and other Western countries. At first, the argument was a financial one due to the lower costs of margarines and shortenings compared to lard and butter, particularly for restaurants and manufacturers. However, during the 1980s regulators, physicians, nutritionists, popular health media, educational curricula and cookbooks began to promote diets low in saturated fats for health reasons. Advocacy groups in the U.S. responded by demanding the replacement of saturated animal and tropical fats with vegetable alternatives. The Center for Science in the Public Interest (CSPI) campaigned vigorously against the use of saturated fats by corporations, including fast-food restaurants, endorsing trans fats as a healthier alternative. The National Heart Savers Association took out full page ads in major newspapers, attacking the use of beef tallow in McDonald's French fries. They urged multinational fast-food restaurants and food manufacturers to switch to vegetable oils, and almost all targeted firms responded by replacing saturated fats with trans fats.[9][10][11]
Since then the food industry has moved away from partially hydrogenated fats in response to the health concerns about trans fats, labeling requirements, and removal of trans fats from permitted food additives.[12][13][14] They have been replaced with fully hydrogenated fats, vegetable oils that are naturally higher in saturated fat and therefore more solid at room temperature, such as palm oil and coconut oil, and interesterified fats, which cannot result in the formation of trans fats.[citation needed]
Issues
[edit]Cis–trans isomerization of some of the remaining unsaturated carbon bonds to their trans isomers during the partial hydrogenation process produces trans fat, which can increase the risk of cardiovascular problems.[15] [16] The conversion from cis to trans bonds is favored because the trans configuration has lower energy than the natural cis one. At equilibrium, the trans/cis isomer ratio is about 2:1.
See also
[edit]References
[edit]- ^ Häussinger, Peter; Lohmüller, Reiner; Watson, Allan M. (2011). "Hydrogen, 6. Uses". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.o13_o07. ISBN 978-3-527-30385-4.
- ^ Ian P. Freeman "Margarines and Shortenings" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. doi:10.1002/14356007.a16_145
- ^ Nobel Lectures, Chemistry, 1901–1921. Elsevier. 1966. Reprinted online: "Paul Sabatier, The Nobel Prize in Chemistry 1912". Nobel Foundation. Retrieved 7 January 2007.
- ^ de 141029 Process for converting unsaturated fatty acids or their glycerides into saturated compounds
- ^ Patterson HB (1998). "Hydrogenation" (PDF). Sci Lecture Papers Series. Archived from the original (PDF) on 26 September 2007. Retrieved 7 January 2007.
- ^ a b "Wilhelm Normann und die Geschichte der Fetthärtung von Martin Fiedler, 2001". 20 December 2011. Archived from the original on 1 October 2011. Retrieved 14 August 2007.
- ^ Shurtleff, William; Aoyagi, Akiko. "History of Soybeans and Soyfoods: 1100 B.C. to the 1980s". Archived from the original on 18 October 2005.
- ^ Kummerow, Fred A. (2008). Cholesterol Won't Kill You – But Trans Fat Could. Trafford Publishing. ISBN 978-1-4251-3808-0.
- ^ Schleifer D (January 2012). "The perfect solution: How trans fats became the healthy replacement for saturated fats". Technology and Culture. 53 (1): 94–119. doi:10.1353/tech.2012.0018. JSTOR 41475458. PMID 22530389. S2CID 26343964.
- ^ Henderson GD (2015). "Re: The scientific report guiding the US dietary guidelines: is it scientific?". BMJ. 351 h4962. doi:10.1136/bmj.h4962. PMID 26400973. S2CID 42013152. Retrieved 22 July 2023.
- ^ Mary G. Enig. "The Tragic Legacy of Center for Science in the Public Interest (CSPI)". Retrieved 22 July 2023.
- ^ "Ask the Experts: Hydrogenated Oils". Berkeley Wellness. Remedy Health Media. October 1, 2011. Retrieved 24 November 2018.
- ^ Collette, Robert L. (July 7, 2015). "Why a Monograph for Fully Hydrogenated Oils and Fats is Needed". Quality Matters. United States Pharmacopeial Convention. Retrieved 24 November 2018.
- ^ Haynes, Fiona (September 23, 2018). "Partially vs. Fully Hydrogenated Oils: The Truth About Trans Fats". The Spruce Eats. Dotdash. Retrieved 24 November 2018.
- ^ Ascherio A, Stampfer MJ, Willett WC (1999). "Trans fatty acids and coronary heart disease". The New England Journal of Medicine. 340 (25): 1994–8. doi:10.1056/NEJM199906243402511. PMID 10379026. Archived from the original on 3 September 2006. Retrieved 14 September 2006.
- ^ Teresa Tarrago-Trani, Maria; Phillips, Katherine M.; Lemar, Linda E.; Holden, Joanne M. (2006). "New and Existing Oils and Fats Used in Products with Reduced Trans-Fatty Acid Content" (PDF). Journal of the American Dietetic Association. 106 (6): 867–880. doi:10.1016/j.jada.2006.03.010. PMID 16720128.
External links
[edit]- Shurtleff, William; Aoyagi, Akiko (2020). History of Hydrogenation, Shortening and Margarine (1860-2020): Extensively Annotated Bibliography and Sourcebook (PDF). Lafayette, CA: Soyinfo Center. ISBN 978-1-948436-18-2.
Fat hydrogenation
View on GrokipediaChemical and Technical Foundations
Definition and Basic Mechanism
Fat hydrogenation is the process of adding hydrogen to the carbon-carbon double bonds in unsaturated fatty acids within triglycerides, thereby converting liquid oils into semi-solid or solid fats with higher melting points and greater oxidative stability.[11] This reaction reduces the degree of unsaturation, altering physical properties to suit applications like shortenings and margarines.[12] The basic mechanism follows the Horiuti-Polanyi model of heterogeneous catalytic hydrogenation. Molecular hydrogen adsorbs and dissociates into atomic hydrogen on the catalyst surface, typically nickel; the unsaturated fatty acid chain then adsorbs via its double bond, allowing sequential addition of hydrogen atoms.[13] Half-hydrogenated intermediates form, which can either fully saturate by adding a second hydrogen or desorb after isomerization, shifting cis double bonds to trans configurations under partial conditions.[13] The process occurs at temperatures of 100–250 °C and hydrogen pressures influencing solubility and rate, with the exothermic reaction controlled to achieve desired saturation levels.[13][14]Types of Hydrogenation: Partial versus Full
Partial hydrogenation of vegetable oils involves the controlled addition of hydrogen to unsaturated fatty acids under catalytic conditions, typically using nickel catalysts at elevated temperatures and pressures, resulting in a semi-solid consistency suitable for products like margarine and shortenings.[1] This process reduces polyunsaturated fatty acids to monounsaturated or less saturated forms but often leads to the isomerization of cis double bonds to trans configurations, producing trans fatty acids (TFAs) in concentrations up to 40-50% depending on reaction conditions.[15] The partial nature allows for desired plasticity and oxidative stability while destroying labile fatty acids like linolenic acid to extend shelf life.[16] In contrast, full hydrogenation saturates all double bonds in the fatty acids, yielding fully saturated fats that are solid and hard at room temperature without forming trans isomers.[17] This complete reaction requires sufficient hydrogen and appropriate conditions to eliminate unsaturation entirely, producing stearic acid from oleic and linoleic precursors in oils like soybean or palm.[18] Fully hydrogenated fats lack the TFA content associated with partial processes and are often blended with liquid oils to achieve texture without health concerns linked to trans fats, though they contribute to higher saturated fat levels.[12]| Aspect | Partial Hydrogenation | Full Hydrogenation |
|---|---|---|
| Saturation Level | Incomplete; retains some double bonds, often as trans isomers | Complete; all double bonds saturated |
| TFA Formation | Significant (e.g., 20-50% in products); due to cis-to-trans isomerization | None; no isomerization occurs |
| Physical Properties | Semi-solid, plastic fats for spreads and baking | Hard, brittle solids requiring blending for usability |
| Primary Applications | Margarine, shortenings for texture and stability | Base for interesterified fats or additives in formulations without TFAs |
| Health Implications | Associated with elevated LDL cholesterol from TFAs | Primarily saturated fats; no trans-related risks |
Historical Context
Invention and Early Commercialization
German chemist Wilhelm Normann developed the process of catalytic hydrogenation for converting liquid vegetable and animal oils into solid fats in 1901, using finely divided nickel as a catalyst to add hydrogen across carbon-carbon double bonds in unsaturated fatty acids.[4] This breakthrough enabled the production of stable, semi-solid fats from inexpensive liquid oils such as whale oil, fish oil, and cottonseed oil, which previously spoiled quickly or remained liquid at room temperature.[3] Normann filed a patent application in Germany on August 14, 1902, for the method, receiving German Patent 141,029 on July 13, 1903, titled "Process for the Reduction of Unsaturated Compounds of the Fatty Acid Series."[21] The technology's early commercialization began in Europe when British soap manufacturer Joseph Crosfield & Sons acquired rights to Normann's patent and established the world's first industrial fat hydrogenation plant in Warrington, England, in 1907, producing hardened oils primarily for soap and candle manufacturing.[3] By 1909, annual production reached nearly 3,000 tonnes, with applications expanding to edible fats to stabilize low-cost oils for margarine and shortenings.[22] In the United States, Procter & Gamble secured the American rights to Normann's patent in 1909 from Crosfield and developed the first fully hydrogenated vegetable shortening, Crisco, using partially hydrogenated cottonseed oil.[3] Launched in June 1911, Crisco was marketed as a pure, economical alternative to animal-based lard and butter, with an iodine value of 65-82 indicating partial hydrogenation for spreadable consistency and extended shelf life.[21] Initial sales were promoted through recipe books and demonstrations, achieving rapid adoption in baking and frying due to its high smoke point and plasticity.[23] Early adoption faced technical challenges, including catalyst poisoning and inconsistent solidity, but refinements in nickel catalyst preparation and reaction conditions by 1915 improved yield and purity, facilitating broader industrial scaling.[3] By the late 1910s, hydrogenated fats comprised a significant portion of margarine production, with U.S. output exceeding 100 million pounds annually by 1920, driven by wartime shortages of animal fats.[21]Widespread Adoption in the 20th Century Food Industry
Partial hydrogenation of vegetable oils gained traction in the food industry shortly after Wilhelm Normann's 1902 patent, with the first large-scale commercial plant established in England by Joseph Crosfield & Sons in 1906.[24] Procter & Gamble acquired U.S. rights to the process in 1909 and introduced Crisco in June 1911 as the first hydrogenated vegetable shortening, derived primarily from cottonseed oil, marketed as a stable, economical alternative to animal-based lard and butter.[24] [25] This innovation addressed limitations of liquid oils by producing semi-solid fats suitable for baking and frying, enabling mass production of consistent food products.[26] By 1910, partial hydrogenation was integrated into margarine manufacturing, transforming liquid vegetable oils into spreadable forms and facilitating the shift from animal fats like tallow.[27] In the U.S., vegetable margarine appeared commercially in 1914, with early incorporations of soybean oil in both margarine and shortening by 1912.[24] Companies such as Lever Brothers (later Unilever) adopted the process to harden oils for margarine, enhancing texture and shelf life while reducing reliance on costly or scarce animal derivatives.[28] World War I shortages of animal fats accelerated domestic vegetable oil processing, with U.S. soybean oil imports surging to 264.9 million pounds in 1917, much of it directed toward hydrogenated products.[24] The interwar period saw expanded industrial implementation, as hydrogenation enabled flavor stability and resistance to rancidity in processed foods.[3] By the 1930s, advancements like continuous solvent extraction by Archer Daniels Midland in 1934 supported larger-scale production of hydrogenatable oils such as soybean.[24] During World War II, further animal fat rationing propelled vegetable shortenings; soybean oil overtook cottonseed oil as the primary U.S. shortening ingredient by 1944, with 1,245.8 million pounds used.[24] Postwar economic growth and the rise of convenience foods entrenched hydrogenated fats in baked goods, snacks, and frying applications, with margarine availability per capita rising as butter declined from 16.4 pounds in 1942 to 5.0 pounds by 1972.[29] By mid-century, partially hydrogenated oils had become staples in the U.S. food supply, comprising key components in an estimated 75% of processed soy oil uses for shortenings and margarines.[30]
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