/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Problem 48 Explain why aqueous NaOH solutio... [FREE SOLUTION] | 91Ó°ÊÓ

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Explain why aqueous NaOH solution can be stored indefinitely in polyethylene bottles, but spilling aqueous base on a polyester shirt or nylon stockings quickly makes a hole.

Short Answer

Expert verified
NaOH does not react with polyethylene but hydrolyzes polyester and nylon, causing holes.

Step by step solution

01

Understanding the Materials

NaOH, or sodium hydroxide, is a strong base that can react with certain organic materials. Polyethylene, polyester, and nylon are all polymers, but they have different chemical structures, which affects how they react with NaOH.
02

Explaining Polyethylene's Resistance

Polyethylene is made up of long chains of ethylene molecules, creating a relatively non-polar and chemically inert material. NaOH does not interact significantly with polyethylene because it lacks functional groups that can react with the hydroxide ions. Therefore, polyethylene is resistant to NaOH.
03

Explaining Polyester's and Nylon's Susceptibility

Both polyester and nylon contain ester and amide linkages, respectively, within their structures. NaOH can hydrolyze these linkages. In polyester, the hydroxide ions (OH-) cleave the ester bonds, breaking down the polymer. In nylon, NaOH attacks the amide bonds, leading to the degradation of the material, thus forming holes.
04

Conclusion

The ability of NaOH to break down polyester and nylon but not polyethylene is due to the presence of susceptible functional groups in polyester and nylon that are absent in polyethylene.

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

Polyethylene
Polyethylene is a widely used polymer known for its exceptional resilience and chemical resistance. It is composed of long chains made up of repeated ethylene units, which create a structure that is non-polar and chemically inert. This characteristic is pivotal in understanding why polyethylene resists the effects of harsh chemicals like sodium hydroxide (NaOH).

Because polyethylene lacks significant functional groups like esters or amides, it does not provide reactive sites for the hydroxide ions (OH-) of NaOH to attack. Hence, it remains unaltered and stable even when in prolonged contact with strong bases. This makes polyethylene an ideal material for storing chemicals such as NaOH, ensuring safe and durable containment without degradation.
Polyester
Polyester is another common polymer, often found in fabrics, that features ester linkages in its molecular structure. These esters are susceptible to attack by strong bases like sodium hydroxide. When NaOH is spilled onto polyester materials, the hydroxide ions initiate a reaction called hydrolysis.

During hydrolysis, the NaOH cleaves the ester bonds within the polymer, effectively breaking down the polymer chains. This decomposition weakens the material substantially, leading to the formation of holes and rendering the fabric unusable. Thus, special care must be taken to avoid exposing polyester clothing to NaOH, which can significantly compromise its structural integrity.
Nylon
Nylon is a synthetic polymer known for its durability and elasticity, commonly used in textiles and industrial applications. Similar to polyester, nylon contains chemical linkages that are vulnerable to chemical attack. Specifically, nylon is characterized by amide linkages within its structure.

When exposed to sodium hydroxide, the hydroxide ions target and hydrolyze the amide bonds in nylon. This reaction results in the breaking of these bonds, causing the polymer to degrade. As a consequence, the structural integrity of nylon is compromised rapidly, leading to visible damage such as holes in fabric. Hence, nylon needs protection from strong bases like NaOH to maintain its durability.
Sodium Hydroxide (NaOH)
Sodium hydroxide, commonly known as lye or caustic soda, is a powerful base used in various industrial and household applications. Its chemical formula is NaOH, and it is highly effective at breaking down materials through the process of hydrolysis.

NaOH is especially reactive with materials that contain ester and amide linkages, making it particularly damaging to polymers like polyester and nylon. However, it does not affect polyethylene due to the absence of reactive functional groups in its molecular structure.
  • NaOH is safe to store in polyethylene containers.
  • It can cause significant damage to polyester and nylon fabrics.
  • Proper handling and storage of NaOH are essential to prevent accidental damage.
Understanding the chemical reactivity of NaOH can help mitigate potential harm and preserve materials that would otherwise degrade upon exposure.

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Most popular questions from this chapter

Melmac, a thermosetting polymer formed from melamine and formaldehyde \(\left(\mathrm{CH}_{2}=\mathrm{O}\right)\), is used to make dishes and countertops. Draw a stepwise mechanism for the condensation of one mole of formaldehyde with two moles of melamine, which begins the synthesis of Melmac.

Sometimes a polymer is too stiff and brittle to be useful in many applications. In this case, a low molecular weight compound called a plasticizer is added to soften the polymer and give it flexibility. The plasticizer interacts with the polymer chains, replacing some of the intermolecular interactions between the polymer chains. This lowers the crystallinity of the polymer, making it more amorphous and softer. Dibutyl phthalate is a plasticizer added to the poly(vinyl chloride) used in vinyl upholstery and garden hoses. Since plasticizers are more volatile than the high molecular weight polymers, they slowly evaporate with time, making the polymer brittle and easily cracked. Plasticizers like dibutyl phthalate that contain hydrolyzable functional groups are also slowly degraded by chemical reactions.

Explain why radical polymerization of styrene forms branched chains with \(4^{\circ}\) carbons as in A, but none with \(3^{\circ}\) carbons as in \(\mathbf{B}\).

Explain why cationic polymerization is an effective method of polymerizing \(\mathrm{CH}_{2}=\mathrm{C}\left(\mathrm{CH}_{3}\right)_{2}\) but not \(\mathrm{CH}_{2}=\mathrm{CH}_{2}\)

Draw the alternating copolymer formed from each set of monomers. a. \(\mathrm{CH}_{2}=\mathrm{CHPh}\) and \(\mathrm{CH}_{2}=\mathrm{CHCN}\) b. \(\mathrm{F}_{2} \mathrm{C}=\mathrm{CFCF}_{3}\) and \(\mathrm{CH}_{2}=\mathrm{CF}_{2}\)

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