Tuesday, March 4, 2014

Isoprene

Isoprene
 
Rubber is a natural polymer that is ubiquitously applied to various machinery and industrially produced and manufactured products such as elastic bands and car tires. Rubber consists of repeating units of one type of monomer, isoprene, or C5H8. Isoprene is the smallest natural monomer component and could undergo polymerization reactions to form rubber with either the cis configuration or the trans configuration. The cis isomer of isoprene is responsible for the elasticity of the rubber and for the desired properties of rubber. The cis isomer involves the hydrogen atom at the top and the trans isomer involves the hydrogen atom at the bottom of the molecular structure; the two double bonds present in the molecular structure of isoprene locks the attached components in position and do not permit a rotational symmetry to other, giving rise to the possibility of diasteriomers. The polymerization of cis isoprene and trans isoprene produces polymers with different properties. Rubber with the cis configurations is elastic and rubber with the trans configurations is brittle, non-elastic, and lacks flexibility. The two substances, balata and gutta-percha obtained from the latex of the Sapotaceae family contain the trans isoprene polymer naturally and have been applied to fill in cavities and for dental applications. Golf balls constructed form the trans isoprene rubber became brittle and hard over time and eventually broke apart into pieces while being hit with the club. The unprocessed cis isoprene polymer also interfered with golf games because in humid or hot conditions, the golf ball would become sticky and disintegrate. The first use of rubber involved forming decorations and other products rubber has been found in Central and South America and in Mesopotamia between 1600 and 1200 B.C. During hot weathers, the rubber became sticky and smelly and became hard and brittle during the European weathers; the results trace to the fact that vulcanization of rubber has not occurred and the technological advancements were not available during that epoch or period of time. Treatment with sulfur and heat causes rubber to be resistant to hot and cold temperatures. Various experiments with rubber have occurred during the eighteenth and nineteenth centuries, including the production of nitrated rubber and rubber treated with naphtha (a waste product from the local gas works), and sulfur-treated rubber as erasers, raincoats, and other materials. Goodyear, a chemist, in 1839, accidently poured a trace of rubber on sulfur on a heated stove and noticed the formation of a mass with potentially applicable and desirable properties for the production of a variety of materials and appliances. The sulfur-treated tuber is strong, tough, elastic to a certain extent (depending on the percentage composition of sulfur), resistant to various solvents, and resistant to hot and cold temperatures the rubber that Goodyear has accidently synthesized has been patented and produced on a large industrial scale to make floors, ships, car springs, rubber banknotes, sails, jewelry, and other materials. However, since Goodyear is not very financially capable and orientated, has been incarcerated because he did not pay his bills during a technicality during the vulcanization process, which involves the polymerization of cis isoprene and treating it with sulfur and heat to stabilize it. Heat catalyzes the formation of the cross-linkages and sulfur actually forms the cross-linkages between the rubber molecules and anchors the long chains into place; cross-linking strengthens the molecule, but decreases its elasticity. The elastic properties of cis isoprene links to its molecular structure, which involves the coiled chains slipping and sliding past on another when tension is applied and restoring their coils when the force of tension subsides; the cis isoprene polymer or rubber is a flexible elastomer and the formation of disulfide bonds aids in the stability and flexibility of the rubber molecules, yet suppresses the elasticity of the molecules. The elastic forms of rubber contained approximately 1 to 3 percent sulfur and the non-elastic rubber contains 3 to 10 percent sulfur and this type of rubber is applied to produce car tires. The vulcanization process discovered by Goodyear impacted civilization and technological advancements significantly. The rubber monopoly in the Amazon area has generated huge profits and produced significant amounts of rubber through cultivation and arduous labor; however the Castilla tree, which is used to isolate and produce natural rubber was about to face extinction due to the depletion of the resource and constant cutting down of those trees to obtain the resource that had a very high demand. Leopold, a member of the rubber trade, established a regime in central Africa and enslaved many people to cultivate, isolate, and produce natural rubber; however the conditions were very harsh and inhumane at the plantations and the selected land to cultivate rubber. despite the humanitarian protest, other corporations forced many other people into labor to produce rubber on a large scale. Since the demand for natural rubber has been so high, resources were being depleted rapidly and a majority of rubber had to be cultivated and produced in other areas of the world such as southeast Asia because the supply of natural rubber from the Amazon area has been insufficient and negligible. The polymerization of isoprene has also been unsuccessful because certain enzymes in the plant species control the polymerization of isoprene to form rubber with the cis configurations; however industrial isoprene polymerization to lead to the production of mixtures containing cis isoprene and trans isoprene polymers of rubber, which would not be very applicable. The growing gum industry in the United States has been influenced by the substance, chicle, which has been applied to form paraffin chewing gums. Later on, German chemical companies began to produce styrene butadiene rubber, which is a polymer of two monomers, styrene and butadiene. The polymerization of styrene leads to the production of polystyrene, which is a condensation polymer used to for Styrofoam products such as cups. Large scale productions of synthetic rubber products of approximately 800,000 tons by 1945 have occurred due to the growing demand for rubber-based products. The production of rubber-based products caused the depletion of natural resources in the Amazon basin, the synthesis of rubber-like products such as butyl rubber and neoprene, and the enslavement of many people to meet the demands of people in society; mechanization has been influences by the isolation of natural rubber and the synthesis of man-made rubber because many different materials were produced using different materials and many items became more stable and comfortable to use, as a result of the presense of rubber in the items. Therefore, the large scale production of a variety of products from man-made rubber and natural rubber influenced society and civilization significantly because rubber could be found in many different items and products and is a component of very essential transportation tools and clothing such as boots and car tires. The rubber boots that we wear during a rainy day required the synthesis of alternatives of rubber which resemble its properties and the arduous effort of many people to cultivate and isolate the cis isoprene polymer from the plants that contain the natural rubber to produce these types of products.  
 
         

 


1 comment: