KOSEN 한인과학기술자네트워크

>1,3-diene의 역사와 일반적인 성격이 나와있는 자료등을 찾습니다..ㅜㅜ 하나의 알켄분자에 2개의 2중결합이 단일결합을 사이에 두고 존재하는 알켄을 짝디엔(conjugated diene)이라 한다. 1, 3-부타디엔 CH=CHCH=CH나 이소프렌(2-메틸-1, 3-부타디엔) CHC(CH)CH=CH는 대표적인 예로서 일반적인 알켄보다도 훨씬 중합되기 쉬워서 각각 폴리부타디엔·폴리이소프렌이라 불리는 고무상태의 성질을 갖는 중합체를 생성한다. 특히 폴리이소프렌은 천연고무와 거의 같은 구조를 취한다. 또 부타디엔은 스티렌이나 아크릴로니트릴과 함께 중합되어 중합체를 제조한다. 이러한 중합체는 합성고무로서 이용된다. 일반적으로 2중 결합이 단일결합을 사이에 두고 수없이 연결된 것을 짝폴리엔이라 하는데, 탄소사슬이 길어지면 색이 나타난다. 비타민A·카로틴 등이 대표적인 보기로 알려져 있다 http://kr.dic.yahoo.com/search/enc/result.html?pk=15861100&type=enc&field=id&userquery= 다음 사전에서 http://encyclopedia.thefreedictionary.com/1%2c3-Butadiene 1,3-Butadiene is a simple conjugated diene. It is an important industrial chemical used as a monomer in the production of synthetic rubber. When the word butadiene is used, most of the time it refers to 1,3-butadiene. The name butadiene can also refer to the isomer, 1,2-butadiene, which is a cumulated diene. However, this allene is difficult to prepare and has no industrial significance. HistoryIn 1863, a French chemist isolated a previously unknown hydrocarbon from the pyrolysis of amyl alcohol.[1] This hydrocarbon was identified as butadiene in 1886, after Henry Edward Armstrong isolated it from among the pyrolysis products of petroleum.[2] In 1910, the Russian chemist Sergei Lebedev polymerized butadiene, and obtained a material with rubber-like properties. This polymer was, however, too soft to replace natural rubber in many roles, especially automobile tires. The butadiene industry originated in the years leading up to World War II. Many of the belligerent nations realized that in the event of war, they could be cut off from rubber plantations controlled by the British Empire, and sought to remove their dependence on natural rubber. In 1929, Eduard Tschunker and Walter Bock, working for IG Farben in Germany, made a copolymer of styrene and butadiene that could be used in automobile tires. Worldwide production quickly ensued, with butadiene being produced from grain alcohol in the Soviet Union and the United States and from coal-derived acetylene in Germany. ProductionIn the United States, western Europe, and Japan, butadiene is produced as a byproduct of the steam cracking process used to produce ethylene and other olefins. When mixed with steam and briefly heated to very high temperatures (often over 900 °C), aliphatic hydrocarbons give up hydrogen to produce a complex mixture of unsaturated hydrocarbons, including butadiene. The quantity of butadiene produced depends on the hydrocarbons used as feed. Light feeds, such as ethane, give primarily ethylene when cracked, but heavier favor the formation of heavier olefins, butadiene, and aromatic hydrocarbons. Butadiene is typically isolated from the other four-carbon hydrocarbons produced in steam cracking by extraction into a polar aprotic solvent such as acetonitrile or dimethylformamide, from which it is then stripped by distillation.[3] Butadiene can also be produced by the catalytic dehydrogenation of normal butane. The first such commercial plant, producing 65,000 tons per year of butadiene, began operations in 1957 in Houston, Texas.[4] From ethanol In other parts of the world, including eastern Europe, China, and India, butadiene is also produced from ethanol. While not competitive with steam cracking for producing large volumes of butadiene, lower capital costs make production from ethanol a viable option for smaller-capacity plants. Two processes are in use. In the single-step process developed by Sergei Lebedev, ethanol is converted to butadiene, hydrogen, and water at 400?450 °C over any of a variety of metal oxide catalysts:[5] 2 CH3CH2OH → CH2=CH-CH=CH2 + 2 H2O + H2 This process was the basis for the Soviet Union's synthetic rubber industry during and after World War II, and it remains in limited use in Russia and other parts of eastern Europe. In the other, two-step process, developed by the Russian chemist Ivan Ostromislensky, ethanol is oxidized to acetaldehyde, which reacts with additional ethanol over a tantalum-promoted porous silica catalyst at 325?350 °C to yield butadiene:[5] CH3CH2OH + CH3CHO → CH2=CH-CH=CH2 + 2 H2O This process was used in the United States to produce government rubber during World War II, and remains in use today in China and India. UsesMost butadiene is polymerized to produce synthetic rubber. While polybutadiene itself is a very soft, almost liquid material, polymers prepared from mixtures of butadiene with styrene or acrylonitrile, such as ABS, are both tough and elastic. Styrene-butadiene rubber is the material most commonly used for the production of automobile tires. Smaller amounts of butadiene are used to make nylon via the intermediate adiponitrile, other synthetic rubber materials such as chloroprene, and the solvent sulfolane. Butadiene is used in the industrial production of cyclododecatriene via a trimerization reaction. SafetyAt acute high exposure, damage to the central nervous system will start to occur. Symptoms such as distorted blurred vision, vertigo, general tiredness, decreased blood pressure, headache, nausea, decreased pulse rate, and fainting may be witnessed. As the exposure to butadiene occurs at a higher level and for a longer duration, the effects witnessed will become more serious. The actual link between chronic effects of butadiene has been argued over the years, though human epidemiological studies have been performed over the years showing increased risks in serious adverse health effects. Several studies show butadiene exposure increases risk in cardiovascular diseases and cancer. Animal data suggests the carcinogenic effects of butadiene may have a higher sensitivity to females over men when exposed to the chemical. While this data reveals important implications to the risks of human exposure to butadiene, more data is necessary to draw more conclusive risk assessments. There is also a lack of human data on the effects butadiene has on reproductive and developmental effects shown to occur in mice, but animal studies have shown breathing butadiene during pregnancy can increase the number of birth defects.