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This section provides an overview for norbornene as well as their applications and principles. Also, please take a look at the list of 9 norbornene manufacturers and their company rankings. Here are the top-ranked norbornene companies as of December, 2024: 1.Zhengzhou Alfa Chemical Co.,Ltd, 2.Santa Cruz Biotechnology, Inc., 3.nacalai.
Table of Contents
Norbornene is a cyclic hydrocarbon with the molecular formula C7H10.
Its IUPAC name is bicyclo[2.2.1]hepta-2-ene, and it is also known as norbornylene or norcamphene.
The CAS number used to identify the substance is 498-66-8.
Norbornene is rarely used in its pure form. It is used as a raw material for other useful compounds, as a pharmaceutical intermediate, as a pesticide ingredient, as an aromatic ingredient, and in synthetic organic research.
A characteristic application is when it is used as a monomer for polymerization due to the presence of vinyl bonds in its ring. Homopolymer, which is polymerized solely from Norbornene, has high heat resistance due to the rigid ring structure in its main chain. It is also highly transparent and has a low birefringence index, making it suitable for use as an optical waveguide for optical communications.
In addition, polymers copolymerized with other vinyl monomers, such as ethylene, propylene, and butadiene, are also used. In particular, the addition of norbornene to ethylene-propylene rubber is useful for controlling the physical properties of the rubber.
At this time, various norbornene derivative monomers have been proposed, in which substituents are added to norbornene in addition to norbornene as a monomer.
Norbornene is a white solid at room temperature and pressure and has a sour, pungent odor. Its melting point is 44-46°C and boiling point is 96°C, so it melts and vaporizes easily with a little heating. Being a simple hydrocarbon, it is virtually insoluble in water, while it is highly soluble in organic solvents.
Norbornene's skeleton is strongly distorted because it is constrained by two ring structures. The distortion at the rigid double bond is particularly large and unstable, and the reactivity of this part is very high. Therefore, ring-opening metathesis reactions and addition polymerization reactions are likely to occur.
In terms of safety, since it is a strong eye irritant, protective eyewear should be worn when working with it, and if it should get into the eye, it should be carefully flushed with water continuously. There are also concerns about the effects on unborn children and long-term toxicity to aquatic organisms, so releasing it into the environment should be discouraged. Furthermore, it is highly flammable and is designated as a hazardous material, so handling and storage of more than the designated quantity is subject to regulations.
The industrial production process for Norbornene is the Diels-Alder reaction of cyclopentadiene and ethylene. In the Diels-Alder reaction, an alkene is added to the conjugated diene to give a six-membered ring structure. Also called [4+2] cycloaddition, this reaction can be used to produce cyclic compounds such as Norbornene.
This reaction is exothermic and can cause a runaway reaction if not reacted with proper cooling. In the past, two people died in an accident at a Norbornene derivative manufacturing plant in which the reaction was in progress, but the stirrer was stopped, resulting in inadequate cooling, a runaway reaction, and the contents spewing out and catching fire. Therefore, it is a compound that must be manufactured with industrial care.
One of the most commonly used derivatives with the norbornene structure is 5-ethylidene-2-norbornene. This is a compound in which an ethylidene is added to the 5th position of Norbornene. It is used as a synthetic rubber, raw material, mainly in ethylene-propylene rubber, and is also useful as an odor-adding material for city gas.
In addition, epoxidized derivatives, taking advantage of their rigid backbone, can be used as raw materials for epoxy resins to improve the heat resistance and rigidity of epoxy resins.
However, while these derivatives may be synthesized by obtaining norbornene, one manufacturing method is to derivatize its precursor, such as cyclopentadiene, and then form the norbornene backbone later by the Diels-Alder reaction.
*Including some distributors, etc.
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Santa Cruz Biotechnology, Inc., established in 1991 and headquartered in Dallas, Texas, is an American manufacturer and supplier specializing in biological products for medical research. Initially providing antibodies to the research community, they expanded their offerings to include gene silencers like siRNA and shRNA (plasmid and lentiviral), targeting all known mouse and human genes. Over time, Santa Cruz Biotechnology provides over 175,000 research biochemicals under the brand ChemCruz, including protein-interacting inhibitors, substrates, and activators, tailored for studying protein functions. The company offers monoclonal primary antibodies, designed for various mammalian and non-mammalian protein targets, along with corresponding binding secondary antibodies.
Parchem was founded in 1999 and headquartered in Rochelle, New York. Parchem is a distributor of industrial chemicals. Parchem serves nutritional, personal care, pharmaceutical, and specialty chemical industries. Parchem offerings include coatings, adhesives, elastomers, industrial products, petrochemicals, oleochemicals, plastics, rubber, nutritional supplements, cosmetics, consumer products, catalysts, metallic salts, rare earths, flavors & fragrances, industrial & institutional, textiles, other food-related chemicals, dyes, finishes, chemicals for aerospace, oil gas drilling chemicals, electronics, and pharmaceuticals.
Hefei TNJ Chemical Industry Co., Ltd, established in 2001, is headquartered in China. The company is a chemical manufacturer and supplier of chemicals to domestic Chinese and global consumers in four primary markets: chemicals, food, pharmaceuticals, and personal care. Chemicals include fine chemicals, agrochemicals, and other chemicals. Food includes agrochemicals, vitamins, amino acids, and food ingredients. Pharmaceuticals include specific chemicals such as Povidone iodine, Clotrimazole crystalline, and Lincomycin. The company also features a CAS databank for CAS-registered chemical compounds.
Zhengzhou Alfa Chemical Co., Ltd. (ZACC) is a manufacturer of organic chemicals and catalysts established in 2010 and based in Jiaozuo, Henan. The company primarily produces pharmaceutical and organic intermediates as well as photoelectric materials for customers in life science, polymers, dyes, and metallurgy. The company's product lineup includes condensed ring compounds, heterocyclic compounds, COFS/MOFS, and metal catalysts. These supply client corporations such as Bayer AG, Pfizer Inc., and Sumitomo Chemical Company, Ltd. ZACC also offers gram- to ton-level contract synthesis and production services.
TCI America (TCI) was founded in 1946 and is a worldwide manufacturer of specialty organic chemicals. The company produces organic laboratory chemicals as well as pharmaceutical, cosmetic, and functional materials. TCI’s product segments include Chemistry, Life Science, Materials Science, Analytical Chemistry, and Custom & Bulk. For materials science, the company manufactures battery materials, nanocarbon materials, and magnetic materials. For life sciences, the company produces antibodies, reagents, and chemicals for cancer research. The company produces HLC, NMR, various chemicals, and resins and media for analytical chemistry.
Merck, started in 1668 and based in Darmstadt, Germany, is a supplier of solutions and services for research, development, and manufacture of pharmaceutical and biotechnological drug therapies. The company serves the life science industry and has a broad portfolio of 300,000 products, including biopharmaceutical manufacturing, industrial microbiology, reagent, life science research, and water purification products. It is available in 66 countries, brings together six brands, and has several ISO certifications, including ISO 13485, ISO 14001, ISO 13485, and ISO 50001.
Nacalai Tesque Inc., founded in 1846 and headquartered in Kyoto, Japan, is a manufacturer of research chemicals, fine chemicals, diagnostics, and the related instruments. Some of its products include cytokines, nucleic acid electrophoresis, cell dissociation reagents, and sialic acid-related products, and it also offers custom and bulk service for bulk reagents and cell culture media. The company has more than 50 domestic distributors and several worldwide, including Asia, the Middle East, Oceania, Europe, and Africa. It is ISO 9001 and ISO 9002 certified, while the Kyoto South brand and Tesque factory are ISO 14001 certified.
Merck Millipore, founded in 1954 and headquartered in Darmstadt, Germany, is a manufacturer, distributor, and supplier of life science products and services. Their diverse range of products finds applications in research, development, and manufacturing of biotechnological and pharmaceutical drug therapies. Some of their offerings include filters for removing contaminants from liquids and gases, chromatography columns for separating and analyzing complex mixtures, reagents used in various laboratory assays, antibodies for detecting and quantifying specific molecules, and cell culture media for growing and maintaining cells in culture. Their products and services are utilized significantly in the advancement of life sciences and drug development.
National Analytical Corporation (NAC) is located in Mumbai, India. NAC was founded in 2009 as a distributor of laboratory grade chemicals used in numerous industries. NAC’s chemical offerings include biochemical & reagents such s Prunetin and 1,2-dipalmitoly-rac-glycerol, analytical grade chemicals such as chicoric acid and Vitamin E solutions, laboratory chemicals such as formic acid and nitric acid, gas chromatography chemicals such as Aalborg mass flowmeter battery kits and DEX 225, reference standard chemicals such as Palladium in HNO3, oral solid dosage forms, such as cellulosic and protect film coating systems, parenteral dosage forms, beverage & nutrition, and coating chemicals.
Ranking as of December 2024
Derivation Method| Rank | Company | Click Share |
|---|---|---|
| 1 | Zhengzhou Alfa Chemical Co.,Ltd |
23.5%
|
| 2 | Santa Cruz Biotechnology, Inc. |
20.6%
|
| 3 | nacalai |
20.6%
|
| 4 | Hefei TNJ Chemical Industry Co.,Ltd. |
14.7%
|
| 5 | Tokyo Chemical Industry Co., Ltd. |
8.8%
|
| 6 | NATIONAL ANALYTICAL CORPORATION |
2.9%
|
| 7 | Parchem |
2.9%
|
| 8 | Merck Millipore |
2.9%
|
| 9 | Merck |
2.9%
|
Derivation Method
The ranking is calculated based on the click share within the norbornene page as of December 2024. Click share is defined as the total number of clicks for all companies during the period divided by the number of clicks for each company.Number of Employees
Newly Established Company
Company with a History
*Including some distributors, etc.
*Including some distributors, etc.
| Country | Number of Companies | Share (%) |
|---|---|---|
|
United States of America
|
2 | 28.6% |
|
China
|
2 | 28.6% |
|
Japan
|
2 | 28.6% |
|
India
|
1 | 14.3% |
