E.K. Bolton
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Elmer Keiser Bolton (June 23, 1886 – July 30, 1968) was an American chemist and research director for
DuPont Dupont, DuPont, Du Pont, duPont, or du Pont may refer to: People * Dupont (surname) Dupont, also spelled as DuPont, duPont, Du Pont, or du Pont is a French surname meaning "of the bridge", historically indicating that the holder of the surname re ...
, notable for his role in developing
neoprene Neoprene (also polychloroprene) is a family of synthetic rubbers that are produced by polymerization of chloroprene.Werner Obrecht, Jean-Pierre Lambert, Michael Happ, Christiane Oppenheimer-Stix, John Dunn and Ralf Krüger "Rubber, 4. Emulsion Rub ...
and directing the research that led to the discovery of
nylon Nylon is a family of synthetic polymers characterised by amide linkages, typically connecting aliphatic or Polyamide#Classification, semi-aromatic groups. Nylons are generally brownish in color and can possess a soft texture, with some varieti ...
.


Personal life

Bolton was born in
Frankford, Philadelphia Frankford is a neighborhood in the Northeast Philadelphia, Northeast section of Philadelphia situated about six miles (10 km) northeast of Center City, Philadelphia, Center City. Although its borders are vaguely defined, the neighborhood is ...
, Pennsylvania, the oldest of two brothers. His father ran the furniture store on Main Street, and both he and his brother attended public school in Frankford and went on to college. Bolton went to
Bucknell University Bucknell University is a Private college, private Liberal arts colleges in the United States, liberal-arts college in Lewisburg, Pennsylvania, United States. Founded in 1846 as the University at Lewisburg, it now consists of the College of Arts a ...
in Lewisburg,
Pennsylvania Pennsylvania, officially the Commonwealth of Pennsylvania, is a U.S. state, state spanning the Mid-Atlantic (United States), Mid-Atlantic, Northeastern United States, Northeastern, Appalachian, and Great Lakes region, Great Lakes regions o ...
, and took the ''Classical Course'', receiving a B.A. degree in 1908. From there he went to
Harvard University Harvard University is a Private university, private Ivy League research university in Cambridge, Massachusetts, United States. Founded in 1636 and named for its first benefactor, the History of the Puritans in North America, Puritan clergyma ...
, receiving his A.M. degree in 1910 and his Ph.D. in organic chemistry in 1913. His thesis advisor was Charles Loring Jackson, and his dissertation concerned the chemistry of periodoquinones. Several other prominent contemporaries of Bolton's at Harvard Graduate School were
Roger Adams Roger Adams (January 2, 1889 – July 6, 1971) was an American organic chemist who developed the eponymous Adams' catalyst, and helped determine the composition of natural substances such as complex vegetable oils and plant alkaloids. He isolat ...
,
Farrington Daniels Farrington Daniels (March 8, 1889 – June 23, 1972) was an American physical chemist who is considered one of the pioneers of the modern direct use of solar energy. Biography Daniels was born in Minneapolis, Minnesota on March 8, 1889. Daniel ...
, Frank C. Whitmore, James B. Sumner and
James Bryant Conant James Bryant Conant (March 26, 1893 – February 11, 1978) was an American chemist, a transformative President of Harvard University, and the first U.S. Ambassador to West Germany. Conant obtained a Ph.D. in chemistry from Harvard in 191 ...
. Adams was particularly influential through Bolton's career. They shared diverse interests, yet a drive for accomplishment in organic chemistry. In later years Adams had significant influence on Bolton's ideas about industrial support of chemical research and university students. In 1913 Bolton won the Sheldon Fellowship, which he used to work at the
Kaiser Wilhelm Institute The Kaiser Wilhelm Society for the Advancement of Science () was a German scientific institution established in the German Empire in 1911. Its functions were taken over by the Max Planck Society. The Kaiser Wilhelm Society was an umbrella organi ...
outside of
Berlin Berlin ( ; ) is the Capital of Germany, capital and largest city of Germany, by both area and List of cities in Germany by population, population. With 3.7 million inhabitants, it has the List of cities in the European Union by population withi ...
, Germany, for two years with Professor
Richard Willstätter Richard Martin Willstätter FRS(For) HFRSE (, 13 August 1872 – 3 August 1942) was a German organic chemist whose study of the structure of plant pigments, chlorophyll included, won him the 1915 Nobel Prize for Chemistry. Life Willstätter wa ...
. Here he worked on anthocyanins, a major program for Willstätter, and published three papers on isolation and structures of
anthocyanin Anthocyanins (), also called anthocyans, are solubility, water-soluble vacuole, vacuolar pigments that, depending on their pH, may appear red, purple, blue, or black. In 1835, the German pharmacist Ludwig Clamor Marquart named a chemical compou ...
pigments A pigment is a powder used to add or alter color or change visual appearance. Pigments are completely or nearly solubility, insoluble and reactivity (chemistry), chemically unreactive in water or another medium; in contrast, dyes are colored sub ...
. Willstätter, apparently impressed by Bolton's ability but frustrated by his tendency to make arithmetic mistakes, commented "You must have been a bank teller." To his surprise Bolton replied that he had been a bank teller, this was how he paid his way through college. Bolton was very impressed by Willstätter's careful, logical approach to tackling a research problem. He felt that this was the result of good training in the German university system. He also observed the relationship between German universities and industry, for which there was no counterpart in the United States. Another aspect of German research that impressed Bolton was the effort to create artificial rubber. This work was significant to German industry, and later to the German war effort in
World War II World War II or the Second World War (1 September 1939 – 2 September 1945) was a World war, global conflict between two coalitions: the Allies of World War II, Allies and the Axis powers. World War II by country, Nearly all of the wo ...
because Germany did not have ready access to sources of natural rubber. Also, the approach being used by the Germans undoubtedly lead to the development of neoprene rubber years later at DuPont Labs. Bolton married Margarite L. Duncan in 1916 and they had three children, a daughter and two sons. He retired from DuPont after a distinguished career in 1951, but continued to follow the scientific literature. He died July 30, 1968, at the age of eighty-two.


World War I and DuPont

From the 1870s up to the onset of
World War I World War I or the First World War (28 July 1914 – 11 November 1918), also known as the Great War, was a World war, global conflict between two coalitions: the Allies of World War I, Allies (or Entente) and the Central Powers. Fighting to ...
(1914), the organic chemical industry of Germany was a world-leading force in research, development, production, and
export An export in international trade is a good produced in one country that is sold into another country or a service provided in one country for a national or resident of another country. The seller of such goods or the service provider is a ...
; most organic compounds used in America, such as textile dyes and some medicines, were imported from Germany. The disruption of this trade by the war presented an industrial problem at first but simultaneously offered an opportunity for American chemical companies to meet a wartime need and to become better established in this field. When Bolton returned from Germany in 1915 he discovered American organic chemists struggling to develop methods for manufacturing these compounds. The Dupont Company needed chemists, and hired Bolton in 1915. Bolton joined the Chemical Department at the Experimental Station outside Wilmington,
Delaware Delaware ( ) is a U.S. state, state in the Mid-Atlantic (United States), Mid-Atlantic and South Atlantic states, South Atlantic regions of the United States. It borders Maryland to its south and west, Pennsylvania to its north, New Jersey ...
, where most of DuPont's research was conducted. Being groomed for advancement, he started working on the synthesis of glycerol. By 1916 Bolton was selected to lead the
Dye Juan de Guillebon, better known by his stage name DyE, is a French musician. He is known for the music video of the single "Fantasy Fantasy is a genre of speculative fiction that involves supernatural or Magic (supernatural), magical ele ...
Group that was newly formed to research the synthesis of dyes. The United States had little knowledge of dye manufacture at this time, so later in 1916 Bolton traveled to England to learn about British technology in this area, and upon return he was assigned to the Wilmington Office to be advisor on dyes and intermediates. In 1918 he transferred to the Dyestuffs Department and was assistant general manager of the Lodi Works where silk colorants were made. In 1919 he returned to the Chemical Department as manager of the Organic Division. During this time he learned much about developing manufacturing processes and developed two principles; that high priority must be given to cost and time effectiveness of research, and that a manufacturing process should be perfected using pure materials, then later adapted to use materials available to the plant. Bolton's friend from Harvard, Roger Adams shared much of Bolton's philosophy in his work at the
University of Illinois at Urbana-Champaign The University of Illinois Urbana-Champaign (UIUC, U of I, Illinois, or University of Illinois) is a public land-grant research university in the Champaign–Urbana metropolitan area, Illinois, United States. Established in 1867, it is the f ...
. In 1922 DuPont reorganized its research by dividing the entire research enterprise into four parts, each assigned to one of its four production areas. Bolton was made director of research for the Dyestuffs Department where his ability in this capacity was quickly realized. Dye manufacture requires the synthesis of a large number of intermediate compounds, and Bolton realized these could be used in many activities outside the Dyestuffs Department. By 1923 his lab was working on accelerators for manufacture of
synthetic rubber A synthetic rubber is an artificial elastomer. They are polymers synthesized from petroleum byproducts. About of rubber is produced annually in the United States, and of that amount two thirds are synthetic. Synthetic rubber, just like natural ru ...
and soon after extended the research to include
antioxidants Antioxidants are Chemical compound, compounds that inhibit Redox, oxidation, a chemical reaction that can produce Radical (chemistry), free radicals. Autoxidation leads to degradation of organic compounds, including living matter. Antioxidants ...
for gasoline and rubber, floatation agents,
insecticides Insecticides are pesticides used to kill insects. They include ovicides and larvicides used against insect eggs and larvae, respectively. The major use of insecticides is in agriculture, but they are also used in home and garden settings, in ...
, seed
disinfectants A disinfectant is a chemical substance or compound used to inactivate or destroy microorganisms on inert surfaces. Disinfection does not necessarily kill all microorganisms, especially resistant bacterial spores; it is less effective than ...
, and large scale manufacture of
tetraethyllead Tetraethyllead (commonly styled tetraethyl lead), abbreviated TEL, is an organolead compound with the formula lead, Pb(ethyl group, C2H5)4. It was widely used as a fuel additive for much of the 20th century, first being mixed with gasoline begi ...
.


The Stevenson Act and synthetic rubber

In the early 1920s the supply and demand of
natural rubber Rubber, also called India rubber, latex, Amazonian rubber, ''caucho'', or ''caoutchouc'', as initially produced, consists of polymers of the organic compound isoprene, with minor impurities of other organic compounds. Types of polyisoprene ...
became a concern in international trade.. After a scramble for rubber during World War I, there was a glut when the war ended, depressing prices. In November 1922 England enacted the Stevenson Act that was intended to protect rubber producers by restricting production and keeping prices from being ruinously low. But this caused a great deal of concern in the United States because an expanding supply of rubber was needed to support the growing number of automobiles in use. Synthetic rubber as a practical, durable, affordable commodity was a problem that had resisted chemists' efforts for many decades. Bolton saw this as an opportune time to start DuPont research on synthetic rubber. However, this research did not begin in earnest until 1925, when the high price of rubber was attracting considerable attention and other scientists such as
Thomas Edison Thomas Alva Edison (February11, 1847October18, 1931) was an American inventor and businessman. He developed many devices in fields such as electric power generation, mass communication, sound recording, and motion pictures. These inventions, ...
were also taking an interest in the problem. Bolton's group's work on synthetic rubber began with the
polymerization In polymer chemistry, polymerization (American English), or polymerisation (British English), is a process of reacting monomer molecules together in a chemical reaction to form polymer chains or three-dimensional networks. There are many fo ...
of
butadiene 1,3-Butadiene () is the organic compound with the formula CH2=CH-CH=CH2. It is a colorless gas that is easily condensed to a liquid. It is important industrially as a precursor to synthetic rubber. The molecule can be viewed as the union of two ...
obtained from the
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 ...
of
diacetylene Diacetylene (also known as butadiyne) is the organic compound with the formula or . It is the simplest compound containing two triple bonds. It is first in the series of polyynes, which are of theoretical but not of practical interest. Occurre ...
, and at first not much progress was made. At the end of 1925 Bolton met chemist Julius Arthur Nieuwland from the
University of Notre Dame The University of Notre Dame du Lac (known simply as Notre Dame; ; ND) is a Private university, private Catholic research university in Notre Dame, Indiana, United States. Founded in 1842 by members of the Congregation of Holy Cross, a Cathol ...
who had discovered a way to polymerize
acetylene Acetylene (Chemical nomenclature, systematic name: ethyne) is a chemical compound with the formula and structure . It is a hydrocarbon and the simplest alkyne. This colorless gas is widely used as a fuel and a chemical building block. It is u ...
using a cuprous oxide
catalyst Catalysis () is the increase in rate of a chemical reaction due to an added substance known as a catalyst (). Catalysts are not consumed by the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recycles quick ...
. Unfortunately the resulting polymer would explode when struck, but Bolton believed the process could be modified to produce a stable compound that would replace butadiene in the reaction. Bolton brought Nieuwland into the project as a consultant to DuPont, and Nieuwland taught the DuPont chemists how to use his catalyst. A continuous-flow reactor was developed that would produce a good yield of the stable polymer Bolton was seeking. While the polymer was highly chemical resistant, it degraded with exposure to light. In 1927 DuPont's Chemical Director C.M.A. Stine persuaded the company to take on a fundamental research project for synthetic rubber and received $250,000 in funding for this purpose. In 1928
Wallace Carothers Wallace Hume Carothers (; April 27, 1896 – April 29, 1937) was an American chemist, inventor, and the leader of organic chemistry at DuPont, who was credited with the invention of nylon. Carothers was a group leader at the DuPont Experimen ...
, an instructor at Harvard University, was hired to lead the newly formed group. Bolton operated within this group and by 1929 had discovered that his polymer could be readily converted into 2- chlorobutadiene (
chloroprene Chloroprene (IUPAC name 2-chlorobuta-1,3-diene) is a chemical compound with the molecular formula CH2=CCl−CH=CH2. Chloroprene is a colorless volatile liquid, almost exclusively used as a monomer for the production of the polymer polychloroprene, ...
) with a copper catalyzed addition of
hydrogen chloride The Chemical compound, compound hydrogen chloride has the chemical formula and as such is a hydrogen halide. At room temperature, it is a colorless gas, which forms white fumes of hydrochloric acid upon contact with atmospheric water vapor. Hyd ...
. This material was both chemical and light resistant, with the properties of a synthetic rubber. The new material was announced at the Rubber Division of 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 ...
on November 2, 1931, and was named with the trademark Duprene (today the generic name is
neoprene Neoprene (also polychloroprene) is a family of synthetic rubbers that are produced by polymerization of chloroprene.Werner Obrecht, Jean-Pierre Lambert, Michael Happ, Christiane Oppenheimer-Stix, John Dunn and Ralf Krüger "Rubber, 4. Emulsion Rub ...
). By this time the Stevenson Act had been repealed and the
Great Depression The Great Depression was a severe global economic downturn from 1929 to 1939. The period was characterized by high rates of unemployment and poverty, drastic reductions in industrial production and international trade, and widespread bank and ...
had begun. Rubber prices were low and the new material cost twenty times what natural rubber cost. Therefore, DuPont's first neoprene never became a substitute for natural rubber, but it did find commercial use in applications where a rubber compound was needed that was more resistant to oils and outdoor degradation. It thus made an important economic contribution albeit in a different way from its original conception: instead of replacing natural rubber supplies as envisioned, it augmented them and extended the applications of rubber (in both natural and artificial forms). Today, applications of neoprene include: the
Rigid-hulled inflatable boat A rigid inflatable boat (RIB), also rigid-hull inflatable boat or rigid-hulled inflatable boat (RHIB), is a lightweight but high-performance and high-capacity boat constructed with a rigid hull (watercraft), hull bottom joined to side-forming a ...
;
diving suit A diving suit is a garment or device designed to protect a diver from the underwater environment. A diving suit may also incorporate a breathing gas supply (such as for a standard diving dress or atmospheric diving suit), but in most cases th ...
s, and diveskins;
glove A glove is a garment covering the hand, with separate sheaths or openings for each finger including the thumb. Gloves protect and comfort hands against cold or heat, damage by friction, abrasion or chemicals, and disease; or in turn to provide a ...
s, balaclavas, sleepsacks, Knee high boots, wetsocks and other protective clothing;
radar absorbent material In materials science, radiation-absorbent material (RAM) is a material which has been specially designed and shaped to absorb incident RF radiation (also known as non-ionising radiation), as effectively as possible, from as many incident direc ...
;
plumbing fixture A plumbing fixture is an exchangeable device which can be connected to a plumbing system to deliver and drain water. Common fixtures Supply The most common plumbing fixtures are: *Bathtubs * Bidets * Channel drains * Drinking fountains * Showe ...
s;
gaskets image:gaskets.jpg, Some seals and gaskets A gasket is a Seal (mechanical), mechanical seal which fills the space between two or more mating surfaces, generally to prevent leakage from or into the joined objects while under compression (physical), ...
,
hose A hose is a flexible hollow tube or pipe designed to carry fluids from one location to another, often from a faucet or hydrant. Early hoses were made of leather, although modern hoses are typically made of rubber, canvas, and helically wound w ...
s,
seal Seal may refer to any of the following: Common uses * Pinniped, a diverse group of semi-aquatic marine mammals, many of which are commonly called seals, particularly: ** Earless seal, also called "true seal" ** Fur seal ** Eared seal * Seal ( ...
s and belts;
foam Foams are two-phase materials science, material systems where a gas is dispersed in a second, non-gaseous material, specifically, in which gas cells are enclosed by a distinct liquid or solid material. Note, this source focuses only on liquid ...
(
mousepad A mousepad or mousemat is a surface for placing and moving a computer mouse. A mousepad enhances the usability of the mouse compared to using a mouse directly on a table by providing a surface to allow it to measure movement accurately and with ...
,
wetsuit A wetsuit is a garment worn to provide thermal protection while wet. It is usually made of foamed neoprene, and is worn by surfers, divers, windsurfers, canoeists, and others engaged in water sports and other activities in or on the water. ...
);
orthopedic brace Orthotics () is a medical specialty that focuses on the design and application of orthoses, sometimes known as braces, calipers, or splints. An is "an externally applied device used to influence the structural and functional characteristics of ...
s; and solid fuel rocket propellant (''see
AGM-114 Hellfire The AGM-114 Hellfire is an American missile developed for anti-armor use, later developed for precision drone strikes against other target types, especially high-value targets. It was originally developed under the name " Heliborne laser, fi ...
'').


Synthetic fibers

When Wallace Carothers arrived at DuPont in 1928 one of the tasks his group took on was the development of new
synthetic fiber Synthetic fibers or synthetic fibres (in British English; see spelling differences) are fibers made by humans through chemical synthesis, as opposed to natural fibers that are directly derived from living organisms, such as plants like cott ...
s for
textiles Textile is an Hyponymy and hypernymy, umbrella term that includes various Fiber, fiber-based materials, including fibers, yarns, Staple (textiles)#Filament fiber, filaments, Thread (yarn), threads, and different types of #Fabric, fabric. ...
. At that time a number of natural
polymers A polymer () is a substance or material that consists of very large molecules, or macromolecules, that are constituted by many repeating subunits derived from one or more species of monomers. Due to their broad spectrum of properties, b ...
such as
latex Latex is an emulsion (stable dispersion) of polymer microparticles in water. Latices are found in nature, but synthetic latices are common as well. In nature, latex is found as a wikt:milky, milky fluid, which is present in 10% of all floweri ...
and
cellulose Cellulose is an organic compound with the chemical formula, formula , a polysaccharide consisting of a linear chain of several hundred to many thousands of glycosidic bond, β(1→4) linked glucose, D-glucose units. Cellulose is an important s ...
were in common use,
rayon Rayon, also called viscose and commercialised in some countries as sabra silk or cactus silk, is a semi-synthetic fiber made from natural sources of regenerated cellulose fiber, cellulose, such as wood and related agricultural products. It has t ...
as a semisynthetic from nitrated cellulose had recently been improved and begun upending the textile industries, and some fully synthetic
polymers A polymer () is a substance or material that consists of very large molecules, or macromolecules, that are constituted by many repeating subunits derived from one or more species of monomers. Due to their broad spectrum of properties, b ...
such as
bakelite Bakelite ( ), formally , is a thermosetting polymer, thermosetting phenol formaldehyde resin, formed from a condensation reaction of phenol with formaldehyde. The first plastic made from synthetic components, it was developed by Belgian chemist ...
were also known and being used for certain applications, but the existing fully synthetic polymers could not be drawn into fibers and spun into thread, so great opportunity existed to manufacture thread and
yarn Yarn is a long continuous length of interlocked fibres, used in sewing, crocheting, knitting, weaving, embroidery, ropemaking, and the production of textiles. '' Thread'' is a type of yarn intended for sewing by hand or machine. Modern ...
from synthetic polymers to join or replace the existing fibers in the market (
natural fiber Natural fibers or natural fibres (see Spelling differences#-re, -er, spelling differences) are fibers that are produced by geology, geological processes, or from the bodies of plants or animals. They can be used as a component of Composite mate ...
s such as
cotton Cotton (), first recorded in ancient India, is a soft, fluffy staple fiber that grows in a boll, or protective case, around the seeds of the cotton plants of the genus '' Gossypium'' in the mallow family Malvaceae. The fiber is almost pure ...
,
wool Wool is the textile fiber obtained from sheep and other mammals, especially goats, rabbits, and camelids. The term may also refer to inorganic materials, such as mineral wool and glass wool, that have some properties similar to animal w ...
,
linen Linen () is a textile made from the fibers of the flax plant. Linen is very strong and absorbent, and it dries faster than cotton. Because of these properties, linen is comfortable to wear in hot weather and is valued for use in garments. Lin ...
, and
silk Silk is a natural fiber, natural protein fiber, some forms of which can be weaving, woven into textiles. The protein fiber of silk is composed mainly of fibroin and is most commonly produced by certain insect larvae to form cocoon (silk), c ...
and artificial fiber in the various recently emerged types of rayon). The approach taken by Carothers' group was to adapt known syntheses that produced short-chain polymers to produce long-chain molecules. The first break was finding that bifunctional esterification could produce long molecule chains which today are known as
aliphatic In organic chemistry, hydrocarbons ( compounds composed solely of carbon and hydrogen) are divided into two classes: aromatic compounds and aliphatic compounds (; G. ''aleiphar'', fat, oil). Aliphatic compounds can be saturated (in which all ...
polyester Polyester is a category of polymers that contain one or two ester linkages in every repeat unit of their main chain. As a specific material, it most commonly refers to a type called polyethylene terephthalate (PET). Polyesters include some natura ...
s, but at that time were called superpolymers. Then there was the key observation by Julian W. Hill in April, 1930 in which it was seen that the superpolymers could be drawn in the molten state to form thin, transparent fibers that were much stronger than the polymers were in the undrawn state. However, the superpolymers the group was able to synthesize either had too low a boiling point and insufficient chemical resistivity or had too high a melting point to be spun. By late 1932 the entire project was discontinued. Bolton, now the Chemistry department director, refused to give up. Most likely he was aware of the re-discovery of
polyethylene Polyethylene or polythene (abbreviated PE; IUPAC name polyethene or poly(methylene)) is the most commonly produced plastic. It is a polymer, primarily used for packaging (plastic bags, plastic films, geomembranes and containers including bott ...
by
Eric Fawcett Eric Fawcett (23 August 1927 – 2 September 2000), was a professor of physics at the University of Toronto for 23 years. He also co-founded Science for Peace. Academic and professional life Fawcett began his prestigious career in physics wi ...
and Reginald Gibson at
Imperial Chemical Industries Imperial Chemical Industries (ICI) was a British Chemical industry, chemical company. It was, for much of its history, the largest manufacturer in Britain. Its headquarters were at Millbank in London. ICI was listed on the London Stock Exchange ...
in 1933. In early 1934 Bolton urged Carothers to continue the research, and Carothers decided to take another look at
polyamides A polyamide is a polymer with repeating units linked by amide bonds. Polyamides occur both naturally and artificially. Examples of naturally occurring polyamides are proteins, such as wool and silk. Artificially made polyamides can be made throug ...
. Carothers surmised that the problem with the polyamides that had been made from ε-
aminocaproic acid Aminocaproic acid (also known as ε-aminocaproic acid, ε-Ahx, or 6-aminohexanoic acid) is a derivative and analogue of the amino acid lysine, which makes it an effective inhibitor for enzymes that bind that particular residue. Such enzymes inc ...
was due to cyclization reactions, so he replaced ε-
aminocaproic acid Aminocaproic acid (also known as ε-aminocaproic acid, ε-Ahx, or 6-aminohexanoic acid) is a derivative and analogue of the amino acid lysine, which makes it an effective inhibitor for enzymes that bind that particular residue. Such enzymes inc ...
with 9- aminononoic acid which would not cyclize. This produced results that were encouraging, so Carother's group prepared polyamides from a variety of compounds including
amino acids Amino acids are organic compounds that contain both amino and carboxylic acid functional groups. Although over 500 amino acids exist in nature, by far the most important are the Proteinogenic amino acid, 22 α-amino acids incorporated into p ...
, dibase acids and
diamine A diamine is an amine with two amino groups. Diamines are used as monomers to prepare polyamides, polyimides, and polyureas. The term ''diamine'' refers mostly to Primary (chemistry), primary diamines, as those are the most reactive. In terms of ...
s. The leading candidate for development became 5/10 polyamide made from pentamethylenediamine and sebic acid. It had the right melting point, the desired properties in fiber form and could be
spun ''Spun'' is a 2002 American black comedy crime drama film directed by Jonas Åkerlund from an original screenplay by William De Los Santos and Creighton Vero, based on three days of De Los Santos's life in the Eugene, Oregon drug subculture. I ...
without gel formation. Bolton at this point made a bold and characteristically visionary decision. He decided that practical synthetic fibers could not be made from
castor oil Castor oil is a vegetable oil pressed from castor beans, the seeds of the plant ''Ricinus communis''. The seeds are 40 to 60 percent oil. It is a colourless or pale yellow liquid with a distinct taste and odor. Its boiling point is and its den ...
, the only practical source of
sebacic acid Sebacic acid is a naturally occurring dicarboxylic acid with the chemical formula . It is a white flake or powdered solid. ''Sebaceus'' is Latin for tallow candle, ''sebum'' is Latin for tallow, and refers to its use in the manufacture of candles. ...
. To use an
agricultural Agriculture encompasses crop and livestock production, aquaculture, and forestry for food and non-food products. Agriculture was a key factor in the rise of sedentary human civilization, whereby farming of domesticated species created f ...
product as a primary feedstock would mean the new synthetic material would have very similar mass production problems as existing natural fibers had. Instead he wanted to use
benzene Benzene is an Organic compound, organic chemical compound with the Chemical formula#Molecular formula, molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar hexagonal Ring (chemistry), ring with one hyd ...
as the feedstock for making both
adipic acid Adipic acid or hexanedioic acid is the organic compound with the formula C6H10O4. It a white crystalline powder at standard temperature and pressure. From an industrial perspective, it is the most important dicarboxylic acid at about 2.5 billion ...
and
hexamethylenediamine Hexamethylenediamine or hexane-1,6-diamine, is the organic compound with the formula H2N(CH2)6NH2. The molecule is a diamine, consisting of a hexamethylene hydrocarbon chain terminated with amine functional groups. The colorless solid (yellowish f ...
to make a 6/6 polyamide. This polymer was first made early in 1935, and thanks to concurrent development of
polyamine A polyamine is an organic compound having two or more amino groups. Alkyl polyamines occur naturally, but some are synthetic. Alkylpolyamines are colorless, hygroscopic, and water soluble. Near neutral pH, they exist as the ammonium derivatives. ...
spinning technologies, could be spun into fibers. The fibers had high strength and elasticity, were insensitive to common solvents and melted at 263 °C, well above ironing temperatures. Bolton insisted that every aspect of the synthesis of this polymer be thoroughly worked out in a pilot plant at the Experimental Station. He insisted that the development begin with pure materials then be adapted to use materials available to a plant in bulk. On October 27, 1938 DuPont announced it would build a plant at
Seaford, Delaware Seaford is a city located along the Nanticoke River in Sussex County, Delaware, United States. According to the 2010 Census Bureau figures, the population of the city is 6,928, an increase of 3.4% from the 2000 census. It is part of the Salisbu ...
to make
nylon Nylon is a family of synthetic polymers characterised by amide linkages, typically connecting aliphatic or Polyamide#Classification, semi-aromatic groups. Nylons are generally brownish in color and can possess a soft texture, with some varieti ...
, the world's first fully synthetic fiber. The Seaford plant was essentially a scaled-up version of the pilot plant, and had remarkably trouble-free startup.


Publications

*E.K. Bolton, ''Development of Nylon'', Industrial and Engineering Chemistry, (Jan 1942) *Twenty-one U.S. Patents


Awards and honors

Bucknell University Bucknell University is a Private college, private Liberal arts colleges in the United States, liberal-arts college in Lewisburg, Pennsylvania, United States. Founded in 1846 as the University at Lewisburg, it now consists of the College of Arts a ...
: **Honorary D.Sc. degree (1932) **Board of Trustees (1937-1967) **Trustee Emeritus (1967-1968) *
University of Delaware The University of Delaware (colloquially known as UD, UDel, or Delaware) is a Statutory college#Delaware, privately governed, state-assisted Land-grant university, land-grant research university in Newark, Delaware, United States. UD offers f ...
, Honorary D.Sc. degree (1942) *
Massachusetts Institute of Technology The Massachusetts Institute of Technology (MIT) is a Private university, private research university in Cambridge, Massachusetts, United States. Established in 1861, MIT has played a significant role in the development of many areas of moder ...
visiting committees (1938-1939) *
Harvard University Harvard University is a Private university, private Ivy League research university in Cambridge, Massachusetts, United States. Founded in 1636 and named for its first benefactor, the History of the Puritans in North America, Puritan clergyma ...
visiting committees (1940-1941) *
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 ...
: **regional director (1936-1938) **director-at-large (1940-1943) *'' Industrial and Engineering Chemistry and Chemical Engineering News'' Advisory Board (1948-1949) *The Chemical Industry Medal (1941) *The
Perkin Medal The Perkin Medal is an award given annually by the Society of Chemical Industry (American Section) to a scientist residing in America for an "innovation in applied chemistry resulting in outstanding commercial development." It is considered the ...
(1945) *Elected to the
National Academy of Sciences The National Academy of Sciences (NAS) is a United States nonprofit, NGO, non-governmental organization. NAS is part of the National Academies of Sciences, Engineering, and Medicine, along with the National Academy of Engineering (NAE) and the ...
(1946) *The Willard Gibbs Medal (1954)


References


Bibliography

*
Robert M. Joyce, ''Elmer Keiser Bolton'' Biographical Memoirs V.54 page 50, National Academy of Sciences (1983)
*Patrick J McGrath, ''Scientists, Business, and the State, 1890-1960'', UNC Press (Jan 3, 2002),
DuPont Heritage: Elmer K. BoltonDuPont Heritage: Jackson Laboratory1903: Basic Research


External links


National Academy of Sciences Biographical Memoir
{{DEFAULTSORT:Bolton, Elmer Keiser 1886 births 1968 deaths Bucknell University alumni Harvard University alumni 20th-century American chemists Members of the United States National Academy of Sciences