27.9 Plastics and the Environment

Learning Objectives

By the end of this section, you will be able to:

  • Describe the problems associated with plastics.
  • Identify potential improvements in the formation and end-life of plastics.

Watch What really happens to the plastic you throw away – Emma Bryce on YouTube (4 mins)

Video source: TED-ED. (2015, April 21). What really happens to the plastic you throw away – Emma Bryce [Video]. YouTube.

Problems with Plastics

Due to their low cost, ease of manufacture, versatility, and imperviousness to water, plastics are used in a multitude of products of different scale, including paper clips and spacecraft. They have prevailed over traditional materials such as wood, stone, horn and bone, leather, metal, glass, and ceramic. However, there are numerous problems encountered with plastic use.

Small-molecule release

Many kinds of polymers contain small molecules — either unreacted monomers, or substances specifically added (plasticizers, UV absorbers, flame retardants, etc.) to modify their properties. Many of these smaller molecules are able to diffuse through the material and be released into any liquid or air in contact with the plastic and eventually into the aquatic environment. Those that are used for building materials (in mobile homes, for example) can build up in closed environments and contribute to indoor air pollution.

Residual monomer

Formation of long polymer chains is a complicated and somewhat random process that is never perfectly stoichiometric. It is therefore not uncommon for some unreacted monomer to remain in the finished product. Some of these monomers, such as formaldehyde, styrene (from polystyrene, including polystyrene foam food take-out containers), vinyl chloride, and bisphenol-A (from polycarbonates) are known carcinogens. Although there is little evidence that the small quantities that diffuse into the air or leach out into fluids pose a quantifiable health risk, people are understandably reluctant to tolerate these exposures, and public policy is gradually beginning to regulate them.

For example, perfluorooctanoic acid (PFOA), the monomer from which Teflon is made, has been the subject of a 2004 lawsuit against a DuPont factory that contaminated groundwater. Small amounts of PFOA have been detected in gaseous emissions from hot fluorocarbon products.

Decomposition products

Most commonly used polymers are not readily biodegradable, particularly under the anaerobic conditions of most landfills. Also, what decomposition does occur will combine with rainwater to form leachates that can contaminate nearby streams and groundwater supplies. Partial photodecomposition, initiated by exposure to sunlight, is a more likely long-term fate for exposed plastics, resulting in tiny broken-up fragments. Many of these materials are less dense than seawater, and once they enter the oceans through coastal sewage outfalls or from marine vessel wastes, they tend to remain there indefinitely.

Open burning of polymeric materials containing chlorine (polyvinyl chloride, for example) is known to release compounds such as dioxins that persist in the environment. Incineration under the right conditions can effectively eliminate this hazard. Disposed products containing fluorocarbons (Teflon-coated ware, some personal-care, waterproofing and anti-stick materials) break down into perfluorooctane sulfonate which has been shown to damage aquatic animals.

Hazards to animals

There are two general types of hazards that polymers can introduce into the aquatic environment. One of these relates to the release of small molecules that act as hormone disrupters as described above. It is well established that small aquatic animals such as fish are being seriously affected by such substances in many rivers and estuarine systems, but details of the sources and identities of these molecules have not been identified. One confounding factor is the release of sewage water containing human birth-control drugs (which have a feminizing effect on sexual development) into many waterways.

The other hazard relates to pieces of plastic waste that aquatic animals mistake for food or become entangled in (Figure 27.9a.).

 

Two images are shown. The first image shows a sea turtle with a plastic bag stuck around its neck. The second image shows the remains of an albatross that mistook bits of plastic as food and eventually died.
Figure 27.9a. A plastic bag (probably mistaken for a jellyfish, the sea turtle’s only food) cannot be regurgitated and leads to intestinal blockage and slow death (left) remains of an albatross that mistook bits of plastic junk for food (right) (credit modifications of left: work by Coordinador copy, CC BY-SA 4.0; work by USFWS – Pacific Region, CC BY-NC 2.0)

These dangers occur throughout the ocean but are greatly accentuated in regions known as gyres. These are regions of the ocean in which a combination of ocean currents drives permanent vortices that tend to collect and concentrate floating materials. The most notorious of these are the Great Pacific Gyres (Figure 27.9b.) that have accumulated astounding quantities of plastic waste.

Image of the North Pacific Ocean with marine debris accumulation sites.
Figure 27.9b. Marine debris accumulation locations in the North Pacific Ocean (Credit: work by NOAA, PD)

Plastics and Fire Hazards

The term fire (or flame)-retardant as applied to organic (carbon based) materials is intended to refer to reduced fire hazard, as all will burn under certain circumstances. Fabric flammability is an important textile issue, especially for stage drapery that will be used in a public space such as a school, theatre or special event venue. In the United States, federal regulations require that drapery fabrics used in such spaces be certified as flame or fire-retardant. For draperies and other fabrics used in public places, this is known as the NFPA 701 Test, which follows standards developed by the National Fire Protection Association (NFPA). Although all fabrics will burn, some are naturally more resistant to fire than others. Those that are more flammable can have their fire resistance drastically improved by treatment with fire-retardant chemicals. Inherently flame-retardant fabrics such as polyester are commonly used for flame retardant curtain fabrics.

The deaths in fiery crashes of race car drivers Fireball Roberts at Charlotte, and Eddie Sachs and Dave MacDonald at Indianapolis in 1964 led to the use of flame-resistant fabrics such as Nomex. Nomex and related aramid polymers are related to nylon, but have aromatic backbones, and hence are more rigid and more durable. Nomex is an example of a meta variant of the aramids.  Kevlar is a para aramid. Unlike Kevlar, Nomex strands cannot align during filament polymerization and has less strength. However, it has excellent thermal, chemical, and radiation resistance for a polymer material.

A Nomex hood is a common piece of racing and firefighting equipment. It is placed on the head on top of a firefighter’s face mask (Figure 27.9c.). The hood protects the portions of the head not covered by the helmet and face mask from the intense heat of the fire. Wildland firefighters wear Nomex shirts and trousers as part of their personal protective equipment during wildfire suppression activities.  Racing car drivers wear driving suits constructed of Nomex and or other fire-retardant materials, along with Nomex gloves, long underwear, balaclavas, socks, helmet lining and shoes, to protect them in the event of a fire. Military pilots and aircrew wear flight suits made of over 92 percent Nomex to protect them from the possibility of cockpit fires and other mishaps. Recently, troops riding in ground vehicles have also begun wearing Nomex. Kevlar thread is often used to hold the fabric together at seams. Military tank drivers also typically use Nomex hoods as protection against fire.

A photo of a firefighter wearing a Nomex hood.
Figure 27.9c. A firefighter in Toronto, Canada wears a Nomex hood in 2007. (Credit: Image by Sherurcij, ©)

Plasticizers and Pollution

Plasticizers or dispersants are additives that increase the plasticity or decrease the viscosity of a material. These substances are compounded into certain types of plastics to render them more flexible by lowering the glass transition temperature. They accomplish this by taking up space between the polymer chains and acting as lubricants to enable the chains to more readily slip over each other (Figure 27.9d.). Many are small enough to be diffusible and a potential source of health problems.

Two boxes are shown. The box on the left contains blue lines representing polymer chains. The box on the right shows the same blue lines alongside red dots which represent plasticizer molecules which allow for more space making the material more flexible.
Figure 27.9d: The blue lines represent the polymer chains; the red dots represent the plasticizer molecules. After the addition of the plasticizer the chains have more space, thus the material is more flexible. (Credit: Image by DaraDaraDara , CC BY-SA 4.0)

Polyvinyl chloride polymers are one of the most widely plasticized types, and the odours often associated with flexible vinyl materials such as garden hoses, waterbeds, cheap shower curtains, raincoats and upholstery are testament to their ability to migrate into the environment.  The well-known “new car smell” is largely due to plasticizer release from upholstery and internal trim.  According to 2014 data, the total global market for plasticizers was 8.4 million metric tonnes including 1.3 million metric tonnes in Europe.

Substantial concerns have been expressed over the safety of some plasticizers, especially because some low molecular weight ortho-phthalates have been classified as potential endocrine disruptors with some developmental toxicity reported. A common plasticizer identified in many common plastic containers was BPA or bisphenol-A (Figure 27.9f.).  Due to health concerns, especially with young children, most plastic drinking cups and other kids items are listed as BPA-Free.  Heating plastics containing plasticizers can encourage leaching of the chemicals. (Hein et al., 2014)

 

Chemical structure of bisphenol A (BPA). Contains 2 ring structures with a hydroxyl group attached to each and linked by a carbon with 2 methyl groups.
Figure 27.9e. Structure of bisphenol-A (BPA). (Credit: Image by Edgar181, PDM)

Plastics of the Future

Current research is looking to the plastics of the future.  Biodegradable plastics (Infographic 27.9a.) and different uses of plastic waste are regularly being reported.  New sources of starting materials for plastics are being used (Infographic 27.9b.).

Infographic 27.9a.  Chemistry of biodegradable plastics. Read more about “What’s your biodegradable coffee cup made of – and how biodegradable is it?” by Andy Brunning / Compound Interest, CC BY-NC-ND, or access a text-based summary of infographic 27.9a [New tab].
Infographic 27.9b.  Turning carbon dioxide into useful plastics.  Chemistry of biodegradable plastics. Read more about “RealTimeChem Week: Turning Carbon Dioxide into Useful Plastics” by Andy Brunning / Compound Interest, CC BY-NC-ND, or access a text-based summary of infographic 27.9b [New tab].

Attribution & References

Except where otherwise noted, this page has been adapted by Samantha Sullivan Sauer from

References cited in text

Hein, M., Pattison, S., Arena, S., & Best, L. R. (2014). Introduction to General, Organic, and Biochemistry (11th ed.). Wiley.

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Organic and Biochemistry Supplement to Enhanced Introductory College Chemistry Copyright © 2024 by Gregory Anderson; Caryn Fahey; Adrienne Richards; Samantha Sullivan Sauer; David Wegman; and Jen Booth is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License, except where otherwise noted.

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