Herman Pines
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Herman Pines (January 17, 1902 – April 10, 1996) was a Russian Empire–born American chemist best known for his work with
Vladimir Ipatieff Vladimir Nikolayevich Ipatieff, also Ipatyev (; – 29 November 1952) was a Russian and American chemist. His most important contributions are in the field of petroleum chemistry and catalysts. Life and career Born in Moscow, Ipatieff first stud ...
on the catalytic conversion of high-octane aviation fuel (and innovation credited with helping the
Royal Air Force The Royal Air Force (RAF) is the Air force, air and space force of the United Kingdom, British Overseas Territories and Crown Dependencies. It was formed towards the end of the World War I, First World War on 1 April 1918, on the merger of t ...
win the
Battle of Britain The Battle of Britain () was a military campaign of the Second World War, in which the Royal Air Force (RAF) and the Fleet Air Arm (FAA) of the Royal Navy defended the United Kingdom (UK) against large-scale attacks by Nazi Germany's air force ...
). Because of his scientific contributions, new processes were developed for the
isomerization In chemistry, isomerization or isomerisation is the process in which a molecule, polyatomic ion or molecular fragment is transformed into an isomer with a different chemical structure. Enolization is an example of isomerization, as is tautomer ...
of paraffins, the
alkylation Alkylation is a chemical reaction that entails transfer of an alkyl group. The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents). Alkylating agents are reagents for effecting al ...
of aromatic compounds, and base-catalyzed organic reactions.


Biography

Herman Pines was born on January 17, 1902, to Isaac and Eugenia (Grynfeld) Pines, a Jewish couple in
Łódź Łódź is a city in central Poland and a former industrial centre. It is the capital of Łódź Voivodeship, and is located south-west of Warsaw. Łódź has a population of 655,279, making it the country's List of cities and towns in Polan ...
(then in the
Russian Empire The Russian Empire was an empire that spanned most of northern Eurasia from its establishment in November 1721 until the proclamation of the Russian Republic in September 1917. At its height in the late 19th century, it covered about , roughl ...
, now
Poland Poland, officially the Republic of Poland, is a country in Central Europe. It extends from the Baltic Sea in the north to the Sudetes and Carpathian Mountains in the south, bordered by Lithuania and Russia to the northeast, Belarus and Ukrai ...
). Pines left Łódź as a young man, because
Jewish quota A Jewish quota was a discriminatory racial quota designed to limit or deny access for Jews to various institutions. Such quotas were widespread in the 19th and 20th centuries in developed countries and frequently present in higher education, o ...
s and other anti-Jewish practices prevented Jewish students from attending university. Instead Pines went to France to study. In 1927, Pines received a degree in
chemical engineering Chemical engineering is an engineering field which deals with the study of the operation and design of chemical plants as well as methods of improving production. Chemical engineers develop economical commercial processes to convert raw materials ...
at the École Supérieure de Chimie Industrielle de Lyon (now the
École Supérieure de Chimie Physique Électronique de Lyon or CPE Lyon is a French located in Villeurbanne, near Lyon. Degrees CPE Lyon offers two ''diplôme d'ingénieur'' () and two Master's level degrees, in two disciplines and three diplomas. The chemistry and chemical engineering degrees invo ...
). In 1928 Pines emigrated to the United States. After working at routine jobs for a couple of years, he joined Universal Oil Products (now UOP LLC) in
McCook, Illinois McCook is a village in Cook County, Illinois, United States, and is an industrial suburb of Chicago. As of the 2020 census, the village population was 249, which is the lowest population of all municipalities in the county. History McCook was n ...
, in 1930. He began by doing routine analyses, and was later transferred to the research department. By 1930 Pines was a doctoral student at the University of Chicago, and working at UOP. There he met Russian-born
Vladimir Ipatieff Vladimir Nikolayevich Ipatieff, also Ipatyev (; – 29 November 1952) was a Russian and American chemist. His most important contributions are in the field of petroleum chemistry and catalysts. Life and career Born in Moscow, Ipatieff first stud ...
. Pines became his assistant, beginning a twenty-two-year scientific collaboration. Initially, the two expatriates used French and Russian as working languages, since they spoke both of them better than English. Studying at night, Pines completed a Ph.D. in
organic chemistry Organic chemistry is a subdiscipline within chemistry involving the science, scientific study of the structure, properties, and reactions of organic compounds and organic matter, organic materials, i.e., matter in its various forms that contain ...
at the
University of Chicago The University of Chicago (UChicago, Chicago, or UChi) is a Private university, private research university in Chicago, Illinois, United States. Its main campus is in the Hyde Park, Chicago, Hyde Park neighborhood on Chicago's South Side, Chic ...
in 1935 with the thesis ''A study of the electronegativities of organic radicals''. In 1941, Pines received a part-time research professorship at
Northwestern University Northwestern University (NU) is a Private university, private research university in Evanston, Illinois, United States. Established in 1851 to serve the historic Northwest Territory, it is the oldest University charter, chartered university in ...
in Evanston, Illinois. He continued to work for UOP, serving as OUP's full-time Coordinator of Exploratory Research from 1945 to 1951. After the death of Ipatieff in 1952, Pines left UOP to focus on his work at Northwestern University. In 1953 he became the Ipatieff Research Professor of Chemistry and director of the Ipatieff High Pressure and Catalytic Laboratory. Pines retired from the position in 1970, but continued to be scientifically active as a professor emeritus until a few months before his death on April 10, 1996. Pines greatly appreciated the willingness of the United States to welcome refugees.


Family

Pines married Dorothy Mlotek in 1927. The two had known each other in Poland. After her family emigrated to the United States, Mlotek remained in touch with Pines. She visited him twice while he was at university in France, where they married just after he received his degree. Mlotek then returned to the United States, and Pines joined her in Chicago in 1928. She worked for many years as a Hebrew teacher. They had a daughter, Judith or Judy (Pines) Suessmeier. Pines's mother, brothers and uncle, as well as other members of his family were killed during
The Holocaust The Holocaust (), known in Hebrew language, Hebrew as the (), was the genocide of History of the Jews in Europe, European Jews during World War II. From 1941 to 1945, Nazi Germany and Collaboration with Nazi Germany and Fascist Italy ...
. Pines was survived by his wife, daughter, three grandchildren and two great-grandchildren.


Work

Pines and Ipatieff worked closely together for 22 years, until Ipatieff died and Pines succeeded him at Northwestern University. A modest man who tended to emphasize the contributions of others, Pines has nonetheless been described as "one of the towering scientists of this century". Throughout his career, Pines made significant contributions to the understanding of
heterogeneous catalysis Heterogeneous catalysis is catalysis where the Phase (matter), phase of catalysts differs from that of the reagents or product (chemistry), products. The process contrasts with homogeneous catalysis where the reagents, products and catalyst exis ...
and the chemistry of
petroleum Petroleum, also known as crude oil or simply oil, is a naturally occurring, yellowish-black liquid chemical mixture found in geological formations, consisting mainly of hydrocarbons. The term ''petroleum'' refers both to naturally occurring un ...
hydrocarbons In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and hydrophobic; their odor is usually faint, and may b ...
. Ipatieff encouraged each person on his staff to spend 10–15% of their time on a personal project, pleasing to their "chemical soul". Early on, Pines chose to test one of the dominant doctrines of the time: the belief that paraffin hydrocarbons or alkanes were inert substances that did not react with other substances at low temperatures. The very name paraffin reflected this belief, coming from the
Latin Latin ( or ) is a classical language belonging to the Italic languages, Italic branch of the Indo-European languages. Latin was originally spoken by the Latins (Italic tribe), Latins in Latium (now known as Lazio), the lower Tiber area aroun ...
"parum affinis" (limited affinity). Pines was able to demonstrate that catalysis could occur at low temperatures, counter to previous belief. At low temperatures, in the presence of
sulfuric acid Sulfuric acid (American spelling and the preferred IUPAC name) or sulphuric acid (English in the Commonwealth of Nations, Commonwealth spelling), known in antiquity as oil of vitriol, is a mineral acid composed of the elements sulfur, oxygen, ...
( H2 SO4), isoparaffins such as isobutane reacted with olefins. This
alkylation Alkylation is a chemical reaction that entails transfer of an alkyl group. The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents). Alkylating agents are reagents for effecting al ...
process was discovered in 1932 and commercialized in 1938. Ipatieff and Pines were trying to understand complex chemical reactions that were affected by many factors including temperature, concentration of acid used, and ratio of acid to other compounds. Such reactions often resulted in the formation of a complex mixture of products, including intermediate products which could participate in further reactions. By working with pure hydrocarbons rather than petroleum fractions, Pines was better able to isolate and understand specific chemical reactions. He emphasized that a reaction was not understood until all the products of the reaction were identified and understood. His student Herbert Appel later recalled being taught, "never to be satisfied with a mechanism until it explains all the products". Pines was able to understand and describe the isomerization of butanes and pentanes. Isomerization is a
rearrangement reaction In organic chemistry, a rearrangement reaction is a broad class of organic reactions where the carbon skeleton of a molecule is rearranged to give a structural isomer of the original molecule. Often a substituent moves from one atom to another at ...
, in which one molecule is transformed into another that contains the same atoms in a different arrangement. Pines developed a method for the catalytic conversion of n-butane into isobutane. The first step was
protonation In chemistry, protonation (or hydronation) is the adding of a proton (or hydron, or hydrogen cation), usually denoted by H+, to an atom, molecule, or ion, forming a conjugate acid. (The complementary process, when a proton is removed from a Brø ...
of
butene Butene, also known as butylene, is an alkene with the formula . The word ''butene'' may refer to any of the individual compounds. They are colourless gases that are present in crude oil as a minor constituent in quantities that are too small for ...
by sulfuric acid, forming a reactive but short-lived
carbenium ion The carbenium ion is a kind of cation, positive ion with the structure RR′R″C+, that is, a chemical species with carbon atom having three covalent bonds, and it bears a +1 formal charge. Carbenium ions are a major subset of carbocations, whic ...
intermediate. The second step was alkylation of isobutane by the carbenium cations. Butane isomerization was discovered in 1935 and commercialized in 1941. Ongoing research into the chemical processes involved showed that it was impossible to achieve isomerization of paraffinic hydrocarbons without a chemical catalyst: heat alone could not be sufficient. Pure n-butane would not react without a source of olefin cations. The production of isobutane was a necessary step in the production of high-octane gasoline. The catalytic conversion of paraffins into isoparaffins has been described as "one of the cornerstones of the petroleum industry." Combining the processes of alkylation and butane isomerization led to the development of high octane fuels for use in aviation gasoline.
Isobutane Isobutane, also known as ''i''-butane, 2-methylpropane or methylpropane, is a chemical compound with molecular formula HC(CH3)3. It is an isomer of butane. Isobutane is a colorless, odorless gas. It is the simplest alkane with a tertiary carbon a ...
and C3–C4
olefins In organic chemistry, an alkene, or olefin, is a hydrocarbon containing a carbon–carbon double bond. The double bond may be internal or at the terminal position. Terminal alkenes are also known as α-olefins. The International Union of P ...
are by-products of
fluid catalytic cracking Fluid catalytic cracking (FCC) is the conversion process used in petroleum refineries to convert the high-boiling point, high-molecular weight hydrocarbon fractions of petroleum (crude oils) into gasoline, alkene gases, and other petroleum produc ...
and other catalytic and thermal conversion processes. During the alkylation process, light
molecular weight A molecule is a group of two or more atoms that are held together by Force, attractive forces known as chemical bonds; depending on context, the term may or may not include ions that satisfy this criterion. In quantum physics, organic chemi ...
iso-paraffins such as isobutane can be combined with C3–C4 olefins to form higher weight iso-paraffins or alkylates that do not contain olefinic or aromatic hydrocarbons. These methods of preparation were kept secret by the Americans during World War II, but the fuels were made available to the Allies for their Spitfires and
Hurricanes A tropical cyclone is a rapidly rotating storm system with a low-pressure area, a closed low-level atmospheric circulation, strong winds, and a spiral arrangement of thunderstorms that produce heavy rain and squalls. Depending on its locat ...
, and are said to have given the
Royal Air Force The Royal Air Force (RAF) is the Air force, air and space force of the United Kingdom, British Overseas Territories and Crown Dependencies. It was formed towards the end of the World War I, First World War on 1 April 1918, on the merger of t ...
an advantage in the
Battle of Britain The Battle of Britain () was a military campaign of the Second World War, in which the Royal Air Force (RAF) and the Fleet Air Arm (FAA) of the Royal Navy defended the United Kingdom (UK) against large-scale attacks by Nazi Germany's air force ...
. Another war-time accomplishment by Pines and his co-workers was the chemical analysis of the fuel of German aircraft. This enabled the Allies to target mines and other facilities that produced materials critical to the German war effort. Alkylation processes have since been used to produce gasoline for motors, as engines became more powerful. Alkylation can be a preferable process for environmental reasons as well. Having established that such reactions were possible, Pines and his co-workers explored the mechanisms involved in the catalysis of hydrocarbons. They studied a variety of transformations including "polymerization, alkylation, cyclization, additions, eliminations and hydride transfer reactions." They made basic discoveries that furthered the understanding of mechanisms involving carbonium ions, carbanions,
free radicals In chemistry, a radical, also known as a free radical, is an atom, molecule, or ion that has at least one unpaired electron, unpaired valence electron. With some exceptions, these unpaired electrons make radicals highly chemical reaction, chemi ...
, intermediates, thermal reactions, and relationships between catalytic behavior and surface chemistry. Pines studied both
acid An acid is a molecule or ion capable of either donating a proton (i.e. Hydron, hydrogen cation, H+), known as a Brønsted–Lowry acid–base theory, Brønsted–Lowry acid, or forming a covalent bond with an electron pair, known as a Lewis ...
and base catalysis; catalytic properties of
alumina Aluminium oxide (or aluminium(III) oxide) is a chemical compound of aluminium and oxygen with the chemical formula . It is the most commonly occurring of several aluminium oxides, and specifically identified as aluminium oxide. It is commonly ...
s; and
aromatization Aromatization is a chemical reaction in which an aromaticity, aromatic system is formed from a single nonaromatic precursor. Typically aromatization is achieved by dehydrogenation of existing cyclic compounds, illustrated by the conversion of cycl ...
,
dehydrogenation In chemistry, dehydrogenation is a chemical reaction that involves the removal of hydrogen, usually from an organic molecule. It is the reverse of hydrogenation. Dehydrogenation is important, both as a useful reaction and a serious problem. At ...
and metal
hydrogenation Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a catalyst such as nickel, palladium or platinum. The process is commonly employed to redox, reduce or Saturated ...
catalysts. He has contributed to understanding the mechanism of dehydration of alcohols on alumina as a catalyst and supporter. He has also examined mechanisms of aromatization of alkanes over chromia. He has analyzed hydrogen transfer reactions involving aromatic hydrocarbons. His work influenced Nobel winner George Andrew Olah, who was able to chemically stabilize carbocations and further investigate their structure and activity. Pines and Ipatieff's discoveries about the catalysis of hydrocarbon reactions laid fundamental groundwork for the oil refining and chemical industries. These industries use various types of catalysts to unlock the saturated hydrocarbons in natural gas and raw oil. Processes involving noble-metal, liquid- and solid-acid catalysts are essential to the production of energy and of widely-used industrial chemicals in the twentieth century. The work of Pines, Ipatieff, Louis Schmerling, Herman S. Bloch,
Vladimir Haensel Vladimir Haensel (1 September 1914 – 15 December 2002) was an American chemical engineer who invented the platforming process - a ''plat''inum catalytic process for re''forming'' petroleum hydrocarbons into gasoline. In addition, he was influe ...
and others at Universal Oil Products (UOP)'s Riverside Laboratory has been recognized by the presentation of a National Historic Chemical Landmark at the laboratory building in
McCook, Illinois McCook is a village in Cook County, Illinois, United States, and is an industrial suburb of Chicago. As of the 2020 census, the village population was 249, which is the lowest population of all municipalities in the county. History McCook was n ...
, on November 15, 1995. Pines was a founder of the Catalysis Club of Chicago. Since 1999, the Catalysis Club of Chicago and Honeywell-Universal Oil Products (UOP) have given an annual award, the Herman Pines Award, to recognize exceptional research in catalysis.


Awards

* 1946: member of Alpha Gamma chapter of Phi Lambda Upsilon (Honorary Chemical Society) on June 6, 1946 * 1956: Ernest Guenther Award in the Chemistry of Natural Products (originally the Fritzsche Award) from the
American Chemical Society The American Chemical Society (ACS) is a scientific society based in the United States that supports scientific inquiry in the field of chemistry. Founded in 1876 at New York University, the ACS currently has more than 155,000 members at all ...
* 1981: Eugene J. Houdry Award in Applied Catalysis * 1981: George A. Olah Award in Hydrocarbon or Petroleum Chemistry, from the American Chemical Society * 1982: Chemical Pioneer Award, from the American Institute of Chemists * 1983: E. V. Murphree Award in Industrial and Engineering Chemistry, from the American Chemical Society * 1995: Designation of the laboratory building in
McCook, Illinois McCook is a village in Cook County, Illinois, United States, and is an industrial suburb of Chicago. As of the 2020 census, the village population was 249, which is the lowest population of all municipalities in the county. History McCook was n ...
, as a National Historic Chemical Landmark on November 15, 1995


Publications

Pines published at least 265 scientific publications. He held 145 U.S. patents. He co-edited ''Advances in Catalysis'' for more than twenty years. He wrote three books: * * *


Papers

Pines's papers are in the archives of Northwestern University. * *


References

{{DEFAULTSORT:Pines, Herman 1902 births 1996 deaths 20th-century American chemists American chemical engineers American people of Polish-Jewish descent Polish emigrants to the United States 20th-century American inventors