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Becky Kriger

Polymer - Condensation polymers - 1 views

  • Polymers are made up of extremely large, chainlike molecules consisting of numerous, smaller, repeating units called monomers. Polymer chains, which could be compared to paper clips linked together to make a long strand, appear in varying lengths. They can have branches, become intertwined, and can have cross-links. In addition, polymers can be composed of one or more types of monomer units, they can be joined by various kinds of chemical bonds, and they can be oriented in different ways. Monomers can be joined together by addition, in which all the atoms in the monomer are present in the polymer, or by condensation, in which a small molecule byproduct is also formed.
  • The importance of polymers is evident as they occur widely both in the natural world in such materials as wool, hair, silk and sand, and in the world of synthetic materials in nylon, rubber, plastics, Styrofoam, and many other materials.
  • Polymers are extremely large molecules composed of long chains, much like paper clips that are linked together to make a long strand. The individual subunits, which can range from as few as 50 to more than 20,000, are called monomers (from the Greek mono meaning one and meros meaning part). Because of their large size, polymers (from the Greek poly meaning many) are referred to as macromolecules.
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  • Most synthetic polymers are made from the non-renewable resource, petroleum, and as such, the "age of plastics" is limited unless other ways are found to make them. Since most polymers have carbon atoms as the basis of their structure, in theory at least, there are numerous materials that could be used as starting points.
  • Disposing of plastics is also a serious problem, both because they contribute to the growing mounds of garbage accumulating everyday and because most are not biodegradable. Researchers are busy trying to find ways to speed-up the decomposition time which, if left to occur naturally, can take decades.
  • n order for monomers to chemically combine with each other and form long chains, there must be a mechanism by which the individual units can join or bond to each other. One method by which this happens is called addition because no atoms are gained or lost in the process. The monomers simply "add" together and the polymer is called an addition polymer.
  • The simplest chemical structure by which this can happen involves monomers that contain double bonds (sharing two pairs of electrons). When the double bond breaks and changes into a single bond, each of the other two electrons are free and available to join with another monomer that has a free electron. This process can continue on and on. Polyethylene is an example of an addition polymer.
  • The polymerization process can be started by using heat and pressure or ultraviolet light or by using another more reactive chemical such as a peroxide. Under these conditions the double bond breaks leaving extremely reactive unpaired electrons called free radicals. These free radicals react readily with other free radicals or with double bonds and the polymer chain starts to form.
  • ifferent catalysts yield polymers with different properties because the size of the molecule may vary and the chains may be linear, branched, or cross-linked. Long linear chains of 10,000 or more monomers can pack very close together and form a hard, rigid, tough plastic known as high-density polyethylene or HDPE
  • Shorter, branched chains of about 500 monomers of ethylene cannot pack as closely together and this kind of polymer is known as low-density polyethylene or LDPE.
  • The ethylene monomer has two hydrogen atoms bonded to each carbon for a total of four hydrogen atoms that are not involved in the formation of the polymer. Many other polymers can be formed when one or more of these hydrogen atoms are replaced by some other atom or group of atoms.
  • Natural and synthetic rubbers are both addition polymers. Natural rubber is obtained from the sap that oozes from rubber trees. It was named by Joseph Priestley who used it to rub out pencil marks, hence, its name, a rubber. Natural rubber can be decomposed to yield monomers of isoprene.
  • It was sticky and smelly when it got too hot and it got hard and brittle in cold weather. These undesirable properties were eliminated when, in 1839, Charles Goodyear accidentally spilled a mixture of rubber and sulfur onto a hot stove and found that it did not melt but rather formed a much stronger but still elastic product. The process, called vulcanization, led to a more stable rubber product that withstood heat (without getting sticky) and cold (without getting hard) as well as being able to recover its original shape after being stretched. The sulfur makes cross-links in the long polymer chain and helps give it strength and resiliency, that is, if stretched, it will spring back to its original shape when the stress is released.
  • A second method by which monomers bond together to form polymers is called condensation.
  • Unlike addition polymers, in which all the atoms of the monomers are present in the polymer, two products result from the formation of condensation polymers, the polymer itself and another small molecule which is often, but not always, water.
  • One of the simplest of the condensation polymers is a type of nylon called nylon 6.
  • All amino acids molecules have an amine group (NH2) at one end and a carboxylic acid (COOH) group at the other end. A polymer forms when a hydrogen atom from the amine end of one molecule and an oxygen-hydrogen group (OH) from the carboxylic acid end of a second molecule split off and form a water molecule. The monomers join together as a new chemical bond forms between the nitrogen and carbon atoms. This new bond is called an amide linkage.
  • The new molecule, just like each of the monomers from which it formed, also has an amine group at one end (that can add to the carboxylic acid group of another monomer) and it has a carboxylic acid group at the other end (that can add to the amine end of another monomer). The chain can continue to grow and form very large polymers.
  • Polymers formed by this kind of condensation reaction are referred to as polyamides.
  • Nylon became a commercial product for Du Pont when their research scientists were able to draw it into long, thin, symmetrical filaments. As these polymer chains line up side-by-side, weak chemical bonds called hydrogen bonds form between adjacent chains. This makes the filaments very strong.
  • Another similar polymer of the polyamide type is the extremely light-weight but strong material known as Kevlar. It is used in bullet-proof vests, aircraft, and in recreational uses such as canoes. Like nylon, one of the monomers from which it is made is terephthalic acid. The other one is phenylenediamine.
  • Polyesters are another type of condensation polymer, so-called because the linkages formed when the monomers join together are called esters.
  • Probably the best known polyester is known by its trade name, Dacron.
  • Dacron is used primarily in fabrics and clear beverage bottles. Films of Dacron can be coated with metallic oxides, rolled into very thin sheets (only about one-thirtieth the thickness of a human hair), magnetized, and used to make audio and video tapes. When used in this way, it is extremely strong and goes by the trade name Mylar. Because it is not chemically reactive, and is not toxic, allergenic, or flammable, and because it does not promote blood-clotting, it can be used to replace human blood vessels when they are severely blocked and damaged or to replace the skin of burn victims.
Becky Kriger

Chemistry - Condensation polymer - 0 views

  • Condensation polymers are any class of polymer formed through a condensation reaction, as opposed to addition polymers which involve the reaction of unsaturated monomers. Types of condensation polymer include polyamides and polyesters.
  • The carboxylic acids and amines link to form peptide bonds, also known as amide groups. Proteins are condensation polymers made from amino acid monomers. Carbohydrates are also condensation polymers made from sugar monomers such as glucose and galactose.
  • Condensation Polymers, unlike Addition polymers are bio-degradable. The peptide or ester bonds between monomers can be hydrolysed by acid catalysts or bacterial enzymes breaking the polymer chain into smaller pieces.
Becky Kriger

Condensation Polymerization - 0 views

  • The monomers that are involved in condensation polymerization are not the same as those in addition polymerization. The monomers for condensation polymerization have two main characteristics:. Instead of double bonds, these monomers have functional groups (like alcohol, amine, or carboxylic acid groups). Each monomer has at least two reactive sites, which usually means two functional groups. Some monomers have more than two reactive sites, allowing for branching between chains, as well as increasing the molecular mass of the polymer.
  • Let's look again at the functional groups on these monomers. We've seen three: The carboxylic acid group The amino group The alcohol group
  • You might have learned in chemistry or biology class that these groups can combine in such a way that a small molecule (often H2O) is given off. The Amide Linkage:When a carboxylic acid and an amine react, a water molecule is removed, and an amide molecule is formed. Because of this amide formation, this bond is known as an amide linkage. The Ester Linkage:When a carboxylic acid and an alcohol react, a water molecule is removed, and an ester molecule is formed. Because of this ester formation, this bond is known as an ester linkage.
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  • Example 1:A carboxylic acid monomer and an amine monomer can join in an amide linkage. As before, a water molecule is removed, and an amide linkage is formed. Notice that an acid group remains on one end of the chain, which can react with another amine monomer. Similarly, an amine group remains on the other end of the chain, which can react with another acid monomer. Thus, monomers can continue to join by amide linkages to form a long chain. Because of the type of bond that links the monomers, this polymer is called a polyamide.
  • Example 2:A carboxylic acid monomer and an alcohol monomer can join in an ester linkage. A water molecule is removed as the ester linkage is formed. Notice the acid and the alcohol groups that are still available for bonding.
  • Because the monomers above are all joined by ester linkages, the polymer chain is a polyester. This one is called PET, which stands for poly(ethylene terephthalate). (PET is used to make soft-drink bottles, magnetic tape, and many other plastic products.)
Becky Kriger

How Is Nylon Made? - 0 views

  • nylon was used to make parachutes, clothes, military uniforms, tires, machine parts and other necessary items
  • Nylon is made through a complex chemical reaction known as ring opening polymerization. In this reaction, a molecule with a ring shape such as hydrocarbons found in petroleum are submitted to various types of acids and bases. The ensuing chemical reactions cause the ring-shape molecular structure to flatten and lengthen. These molecules are caused to connect with one another to form molecular chains by being heated well above 600 degrees Fahrenheit. When done, what you have is a liquid with a high surface tension. If it cools down it will harden into a solid useless mass, so while it's still a liquid it is extruded through a hole with a diameter slightly greater than that of a human hair.
  • There is one problem, however, with this is process called hydrolysis. It's a chemical reaction during which the oxygen and hydrogen molecules in nylon's molecular chain can be broken away from the chain to produce water. This is the primary means by which nylon decays. It does not happen over time, but is instead a reaction to contact with certain caustic materials such as sulfuric or hydrochloric acid
Becky Kriger

Chemical of the Week -- Polymers - 0 views

  •  Polymers are substances whose molecules have high molar masses and are composed of a large number of repeating units. There are both naturally occurring and synthetic polymers. Among naturally occurring polymers are proteins, starches, cellulose, and latex. Synthetic polymers are produced commercially on a very large scale and have a wide range of properties and uses. The materials commonly called plastics are all synthetic polymers.
  •    Polymers are formed by chemical reactions in which a large number of molecules called monomers are joined sequentially, forming a chain.
  • If all atoms in the monomers are incorporated into the polymer, the polymer is called an addition polymer. If some of the atoms of the monomers are released into small molecules, such as water, the polymer is called a condensation polymer.
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  • Polyethylene terephthalate (PET), or polyethylene terephthalic ester (PETE), is a condensation polymer produced from the monomers ethylene glycol, HOCH2CH2OH, a dialcohol, and dimethyl terephthalate, CH3O2C–C6H4–CO2CH3, a diester. By the process of transesterification, these monomers form ester linkages between them, yielding a polyester
  • PETE fibers are manufactured under the trade names of Dacron and Fortrel.
  • Pleats and creases can be permanently heat set in fabrics containing polyester fibers, so-called permanent press fabrics. PETE can also be formed into transparent sheets and castings.
  • Transparent 2-liter carbonated beverage bottles are made from PETE.
  • ne form of PETE is the hardest known polymer and is used in eyeglass lenses.
  •      Polyethylene is perhaps the simplest polymer, composed of chains of repeating –CH2– units. It is produced by the addition polymerization of ethylene, CH2=CH2 (ethene)
  • HDPE is hard, tough, and resilient. Most HDPE is used in the manufacture of containers, such as milk bottles and laundry detergent jugs.
  • LDPE is relatively soft, and most of it is used in the production of plastic films, such as those used in sandwich bags.
  • Polymerization of vinyl chloride, CH2=CHCl (chloroethene), produces a polymer similar to polyethylene, but having chlorine atoms at alternate carbon atoms on the chain.
  • About two-thirds of the PVC produced annually is used in the manufacture of pipe. It is also used in the production of “vinyl” siding for houses and clear plastic bottles.
  • is used to form flexible articles such as raincoats and shower curtains.
  • This polymer is produced by the addition polymerization of propylene, CH2=CHCH3 (propene). Its molecular structure is similar to that of polyethylene, but has a methyl group (–CH3) on alternate carbon atoms of the chain.
  • olypropylene is used extensively in the automotive industry for interior trim, such as instrument panels, and in food packaging, such as yogurt containers. It is formed into fibers of very low absorbance and high stain resistance, used in clothing and home furnishings, especially carpeting.
  • Styrene, CH2=CH–C6H5, polymerizes readily to form polystyrene (PS), a hard, highly transparent polymer.
  • A large portion of production goes into packaging. The thin, rigid, transparent containers in which fresh foods, such as salads, are packaged are made from polystyrene. Polystyrene is readily foamed or formed into beads. These foams and beads are excellent thermal insulators and are used to produce home insulation and containers for hot foods. Styrofoam is a trade name for foamed polystyrene.
  • eflon is a trade name of polytetrafluoroethylene, PTFE. It is formed by the addition polymerization of tetrafluoroethylene, CF2=CF2 (tetrafluoroethene). PTFE is distinguished by its complete resistance to attack by virtually all chemicals and by its slippery surface. It maintains its physical properties over a large temperature range, -270° to 385°C. These properties make it especially useful for components that must operate under harsh chemical conditions and at temperature extremes. Its most familiar household use is as a coating on cooking utensils.
  • his important class of polymers is formed by the addition polymerization of an diisocyanate (whose molecules contain two –NCO groups) and a dialcohol (two –OH groups).
  • Polyurethane is spun into elastic fibers, called spandex, and sold under the trade name Lycra. Polyurethane can also be foamed. Soft polyurethane foams are used in upholstery, and hard foams are used structurally in light aircraft wings and sail boards.
  • Polyamides are a group of condensation polymers commonly known as nylon. Nylon is made from two monomers, one a dichloride and the other a diamine.
  • Nylon can be readily formed into fibers that are strong and long wearing, making them well suited for use in carpeting, upholstery fabric, tire cords, brushes, and turf for athletic fields. Nylon is also formed into rods, bars, and sheets that are easily formed and machined.
  • Polyacrylamide is a condensation polymer with an unusual and useful property.
  • This produces a network of polymer chains, rather like a tiny sponge. The free, unlinked amide groups, because they contain –NH2 groups, can form hydrogen bonds with water. This gives the tiny cross linked sponges a great affinity for water. Polyacrylamide can absorb many times its mass in water. T
  • his property is useful in a variety of applications, such as in diapers and in potting soil. The polyacrylamide will release the absorbed water if a substance that interferes with hydrogen bonding is added. Ionic substances, such as salt, cause polyacrylamide to release its absorbed water.
  • Over the past few decades, the use of polymers in disposable consumer goods has grown tremendously. This growth is proving to be taxing on the waste disposal system, consuming a large fraction of available landfill space.
  • To help sort wastes by type of polymer, most disposable polymeric goods are labeled with a recycling code: three arrows around a number above the polymer's acronym. These are intended to help consumers separate the waste polymers according to type before disposing of them. In the city of Madison, currently only type 1 (PETE) and type 2 (HDPE) polymers are being recycled – see below. The recycling of polymers is not a closed loop, where a material is reformed into new products repeatedly, such as in the case with aluminum. Most polymeric materials are recycled only once, and the product made of recycled polymer is discarded after use
  • General Rules Remove and discard all lids or caps. Rinse all containers. Remove and discard sprayer tops. CRUSH all plastic bottles to save space. No 5 gallon pails. No containers with metal handles.
  • What can be Recycled?Plastic Code Number Recyclable Containers Soda Bottles Water Bottles Juice Bottles Cooking Oil Bottles Soap/Detergent Bottles Shampoo Bottles Clear Liquor Bottles Food Jars (Peanut Butter etc.) Plastic Code Number Recyclable Containers Milk Bottles Water Bottles Juice Bottles Cooking Oil Containers Windshield Washer Fluid Bottles Shampoo Bottles Butter/Margarine Tubs Cottage Cheese Containers Ice Cream Containers Without Metal Handles Baby Wipe Containers Do NOT Recycle This Plastic 1. Automotive Product Containers Including: Motor Oil Bottles Anti-Freeze Containers Gasoline and Oil Additive Bottles 2. Brown Liquor Bottles 3. All Containers Marked With The Following Codes:            
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