12-3+Introduction+of+Melamine

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What is a melamine? Melamine is an organic compound that is often combined with formaldehyde to produce melamine resin, a synthetic polymer which is fire resistant and heat tolerant. Melamine resin is a very versatile material with a highly stable structure. Uses for melamine include whiteboard, floor tiles, kitchenware, fire retardant fabrics, and commercial filters. Melamine can be easily molded while warm, but will set into a fixed form. This property makes it ideally suited to certain industrial applications. Melamine is an organic base and a trimer of cyanamide, with a 1,3,5-triazine skeleton. Like cyanamide, it contains 66% nitrogen by mass and, if mixed with resins, has fire retardant properties due to its release of nitrogen gas when burned or charred, and has several other industrial uses. Melamine is also a metabolite of cyromazine, a pesticide. It is formed in the body of mammals who have ingested cyromazine. It has been reported that cyromazine can also be converted to melamine in plants.

Melamine resin is manufactured by mixing melamine with formaldehyde, and sometimes urea, under heat and pressure. The substances begin to polymerize and are forced into a mold which will create the desired shape. Under pressure, melamine releases water, which could make the plastic unstable if it is not removed. The materials finish polymerizing and create a finished product, melamine resin.

Melamine resin is known as a thermoset plastic, because the plastic is fixed after molding. If exposed to enough heat, melamine will decompose. For this reason, melamine dishware should not be exposed to high temperatures like those in the oven and microwave. The plastic is able to withstand higher temperatures than other plastics, however. Because it is a thermoset plastic, melamine resin is difficult to recycle.

Etymology of melamine The German word melamin was coined by combining the names of 2 other chemical products: Melam (a distillation derivative of ammonium thiocyanate) and Amine. Melamine etymology is thus not derived from the root mela (μελα, meaning black in Greek), such as, e.g., the pigment melanin, the hormone melatonin, or the melanotan peptides.

What is the use of melamine? Melamine is combined with formaldehyde to produce melamine resin, a very durable thermosetting plastic used in Formica, and melamine foam, a polymeric cleaning product. The end products include countertops, dry erase boards, fabrics, glues, housewares, guitar saddles, guitar nuts, and flame retardants. Melamine is one of the major components in Pigment Yellow 150, a colorant in inks and plastics.

Melamine also enters the fabrication of melamine poly-sulfonate used as superplasticizer for making high-resistance concrete. Sulfonated melamine formaldehyde (SMF) is a polymer used as cement admixture to reduce the water content in concrete while increasing the fluidity and the workability of the mix during its handling and pouring. It results in concrete with a lower porosity and a higher mechanical strength exhibiting an improved resistance to aggressive environments and a longer life-time.

The use of melamine as fertilizer for crops had been envisaged during the '50s and '60s because of its high nitrogen content (2/3). However melamine is much more expensive to produce than other common nitrogen fertilizers, such as urea. To be effective as a fertilizer, it is essential that the plant nutrients are released or made available in a manner that matches the needs of the growing crop. The nitrogen mineralization process for melamine is extremely slow, making this product both economically and scientifically impractical for use as a fertilizer.

Melamine derivatives of arsenical drugs are potentially important in the treatment of African trypanosomiasis. Melamine use as non-protein nitrogen (NPN) for cattle was described in a 1958 patent. In 1978, however, a study concluded that melamine "may not be an acceptable non-protein N source for ruminants" because its hydrolysis in cattle is slower and less complete than other nitrogen sources such as cottonseed meal and urea. Melamine is sometimes illegally added to food products in order to increase the apparent protein content. Standard tests such as the Kjeldahl and Dumas tests estimate protein levels by measuring the nitrogen content, so they can be misled by adding nitrogen-rich compounds such as melamine.

Melamine can be made into a foam product. Melamine foam has a distinctive structure composed of stacked bubble shapes, which are extremely hard and therefore can easily clean a wide variety of substances. Melamine foam is marketed under a variety of commercial names including Magic Eraser, a cleaning tool well known for removing scuffs and dirt from a wide range of surfaces.

Melamine resin is used in Formica and similar construction products made from composite materials. Formica is made using melamine resin, which is used to coat the fibers in the upper layer of the construction product. The melamine resin makes the end result heat resistant, so that hot objects can be set on the counter without concern. The surface of the material is designed to be easily wiped and cleaned, creating a long lived household product.

Melamine also plays a role in a wide range of flame resistant materials. These include textiles used in upholstery and the uniforms worn by firemen. Thermal liners, heat resistant gloves, and aprons to protect from splashback of hot substances are made using melamine. Melamine will protect a wearer from heat hazards, and will help to resist the spread of fire in aircraft and buses by providing a fire blocker.

Melamine is also used in the manufacture of some filters. The material is porous and will admit substances to pass through, but can be used to filter out particles of a particular size. Melamine filters are capable of handling a high capacity and can be used in hot environments due to the heat resistance of melamine. Melamine filters are also extremely efficient.

What is a toxicity of melamine? Melamine is described as being "Harmful if swallowed, inhaled or absorbed through the skin. Chronic exposure may cause cancer or reproductive damage. Eye, skin and respiratory irritant.” However, the short-term lethal dose is on a par with common table salt with an LD50 of more than 3 grams per kilogram of bodyweight. U.S. Food and Drug Administration (FDA) scientists explained that when melamine and cyanuric acid are absorbed into the bloodstream, they concentrate and interact in the urine-filled renal microtubules, then crystallize and form large numbers of round, yellow crystals, which in turn block and damage the renal cells that line the tubes, causing the kidneys to malfunction.

The European Union set a standard for acceptable human consumption (Tolerable Daily Intake) of melamine at 0.5 milligrams per kg of body mass (reduced to 0.2 mg per kg in April 2010), Canada declared a limit of 0.35 mg and the US FDA’s limit was put at 0.63 mg, but was later reduced to 0.063 mg daily. The World Health Organization’s food safety director estimated that the amount of melamine a person could stand per day without incurring a bigger health risk, the "tolerable daily intake" (TDI), was 0.2 mg per kg of body mass.

What is a acute toxicity of melamine? Melamine is reported to have an oral LD50 of 3248 mg/kg based on rat data. It is also an irritant when inhaled or in contact with the skin or eyes. The reported dermal LD50 is >1000 mg/kg for rabbits. A study by USSR researchers in the 1980s suggested that melamine cyanurate, commonly used as a fire retardant, could be more toxic than either melamine or cyanuric acid alone.

For rats and mice, the reported LD50 for melamine cyanurate was 4.1 g/kg (given inside the stomach) and 3.5 g/kg (via inhalation), compared to 6.0 and 4.3 g/kg for melamine and 7.7 and 3.4 g/kg for cyanuric acid, respectively.

A toxicology study in animals conducted after recalls of contaminated pet food concluded that the combination of melamine and cyanuric acid in diet does lead to acute renal failure in cats. A 2008 study produced similar experimental results in rats and characterized the melamine and cyanuric acid in contaminated pet food from the 2007 outbreak. A 2010 study from Lanzhou University attributed renal failure in humans to uric acid stone accumulation after ingestion of melamine resulting in a rapid aggradation of metabolites such as cyanuric acid diamide (ammeline) and cyanuric acid.

What is a chronic toxicity of melamine? Ingestion of melamine may lead to reproductive damage, or bladder or kidney stones, which can lead to bladder cancer. A study in 1953 reported that dogs fed 3% melamine for a year had the following changes in their urine: (1) reduced specific gravity, (2) increased output, (3) melamine crystalluria, and (4) protein and occult blood.

A survey commissioned by the American Association of Veterinary Laboratory Diagnosticians suggested that crystals formed in the kidneys when melamine combined with cyanuric acid, "don't dissolve easily. They go away slowly, if at all, so there is the potential for chronic toxicity."

What is a synthesis of melamine? Melamine was first synthesized by the German chemist Justus von Liebig in 1834. In early production, first calcium cyanamide is converted into dicyandiamide, then heated above its melting temperature to produce melamine. However, today most industrial manufacturers use urea in the following reaction to produce melamine:

6 (NH2)2CO → C3H6N6 + 6 NH3 + 3 CO2

It can be understood as two steps. First, urea decomposes into cyanic acid and ammonia in an endothermic reaction:

(NH2)2CO → HCNO + NH3

Then, cyanic acid polymerizes to form melamine and carbon dioxide:

6 HCNO → C3H6N6 + 3 CO2

The second reaction is exothermic but the overall process is endothermic. The above reaction can be carried out by either of two methods: catalyzed gas-phase production or high pressure liquid-phase production. In one method, molten urea is introduced onto a fluidized bed with catalyst for reaction. Hot ammonia gas is also present to fluidize the bed and inhibit deammonization. The effluent then is cooled. Ammonia and carbon dioxide in the off-gas are separated from the melamine-containing slurry. The slurry is further concentrated and crystallized to yield melamine. Major manufacturers and licensors such as DSM, BASF, and Eurotecnica have developed some proprietary methods. The off-gas contains large amounts of ammonia. Therefore melamine production is often integrated into urea production which uses ammonia as feedstock.

Crystallization and washing of melamine generates a considerable amount of waste water, which is a pollutant if discharged directly into the environment. The waste water may be concentrated into a solid (1.5–5% of the weight) for easier disposal. The solid may contain approximately 70% melamine, 23% oxytriazines (ammeline, ammelide, and cyanuric acid), 0.7% polycondensates (melem, melam, and melon). In the Eurotecnica process, however, there is no solid waste and the contaminants are decomposed to ammonia and carbon dioxide and sent as off gas to the upstream urea plant; accordingly, the waste water can be recycled to the melamine plant itself or used as clean cooling water make-up.

What is a testing in food of melamine? Until the 2007 pet food recalls, melamine had not routinely been monitored in food, except in the context of plastic safety or insecticide residue. This could be due to the previously assumed low toxicity of melamine, and the relatively expensive methods of detection. Following the 2008 health scare in China over powdered milk, the Joint Research Centre (JRC) of the European Commission in Belgium set-up a website about methods to detect melamine. In May 2009, the JRC published the results of a study that benchmarked the ability of labs around the world to accurately measure melamine in food. The study concluded that the majority of labs can effectively detect melamine in food.

In October 2008, the U.S. Food and Drug Administration (FDA) issued new methods for the analysis of melamine and cyanuric acid in infant formulations in the Laboratory Information Bulletin No 4421. Similar recommendations have been issued by other authorities, like the Japanese Ministry of Health, Labor and Welfare, both based on liquid chromatography – mass spectrometry (LC/MS) detection after hydrophilic interaction liquid chromatography (HILIC) separation.

The existing methods for melamine determination using a triple quadrupole liquid chromatography – mass spectrometry (LC/MS) after solid phase extraction (SPE) are often complex and time consuming. However, electrospray ionization methods coupled with mass spectrometry allow a rapid and direct analysis of samples with complex matrices: the native liquid samples are directly ionized under ambient conditions in their original solution. In December 2008, two new fast and inexpensive methods for detecting melamine in liquids have been published on-line in the Chem. Comm. Journal of the Royal Society of Chemistry (UK).

Ultrasound-assisted extractive electrospray ionization mass spectrometry (EESI-MS) has been developed at ETH Zurich (Switzerland) by Zhu et al., (2008) for a rapid detection of melamine in untreated food samples. Ultrasounds are used to nebulize the melamine-containing liquids into a fine spray. The spray is then ionised by extractive electrospray ionisation (EESI) and analysed using tandem mass spectrometry (MS/MS). An analysis requires 30 seconds per sample. The limit of detection of melamine is a few nanograms of melamine per gram of milk.

Huang et al., (2008) have also developed at Purdue University (US) a simpler instrumentation and a faster method by using a low-temperature plasma probe to ionize the samples. The major obstacles being solved, the ESI-MS technique allows now high-throughput analysis of melamine traces in complex mixtures. The Melaminometer was a hypothetical design for a synthetic biology circuit, to used for detecting melamine and related chemical analogues such as cyanuric acid. The conceptual project is hosted at OpenWetWare as open source biology in collaboration with DIYbio and has been discussed in various newspapers in the context of homebrew biotechnology. As of October 2009, the design has not been verified.

Because melamine resin is often used in food packaging and tableware, melamine at ppm level (1 part per million) in food and beverage has been reported due to migration from melamine-containing resins. Small amounts of melamine have also been reported in foodstuff as a metabolite product of cyromazine, an insecticide used on animals and crops.

The Food Safety and Inspection Service (FSIS) of the United States Department of Agriculture (USDA) provides a test method for analyzing cyromazine and melamine in animal tissues. In 2007, the FDA began using a high performance liquid chromatography test to determine the melamine, ammeline, ammelide, and cyanuric acid contamination in food. Another procedure is based on surface-enhanced Raman spectroscopy (SERS). Member States of the European Union are required under Commission Decision 2008/757/EC to ensure that all composite products containing at least 15% of milk product, originating from China, are systematically tested before import into the Community and that all such products which are shown to contain melamine in excess of 2.5 mg/kg are immediately destroyed.

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