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Polypropylene is used in making polymer banknotes and textiles.

  1. Give the structure of polypropylene.
  2. Is this an addition polymer or a condensation polymer?
  3. What conditions (cationic, anionic, free-radical) would be the most appropriate for polymerization of propylene? Explain your answer.

Short Answer

Expert verified

(b) Polypropylene is an addition polymer since, no molecule is lost in the formation of polypropylene.

(c) Cationic polymerization would be the most appropriate for polymerization of propylene.

Step by step solution

01

Step-1. Explanation of part (a):

Polypropylene is formed from propylene monomer, and it is a type of polyolefin which is harder than polyethylene. It has low density and high heat resistance. It is a tough, rigid, and crystalline thermoplastic produced from propylene monomer. It is second most widely produced volume plastic after polyethylene.

Structure of polypropylene

02

Step-2. Explanation of part (b):

Addition polymers are produced from addition polymerization and no by-products are formed in the process. Molecular weight of the resulting polymer is an integral multiple of monomer’s molecular weight. Reaction results in high molecular weight polymers at once. Polypropylene is an addition polymer since during the polymerization process, no molecule is lost.

03

Step-3. Explanation of part (c):

Cationic polymerization would be most appropriate for the polymerization of propylene. During the polymerization process, tertiary carbocation forms which is stable and is the driving force for the mechanism and thus, cationic polymerization is the pathway which is followed. Propylene is a monomer in this mechanism and adds onto the growing chain of polymer to generate polypropylene. No molecule is lost in this mechanism and high molecular weight polymer results.

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Most popular questions from this chapter

Poly (vinyl alcohol), a hydrophilic polymer used in aqueous adhesives, is made by polymerizing vinyl acetate and then hydrolyzing the ester linkages.

(a) Give the structures of poly (vinyl acetate) and poly (vinyl alcohol).

(b) Vinyl acetate is an ester. Is poly (vinyl acetate) therefore a polyester? Explain.

(c) We have seen that basic hydrolysis destroys the Dacron polymer. Poly (vinyl acetate) is converted to poly (vinyl alcohol) by a basic hydrolysis of the ester groups. Why doesn’t the hydrolysis destroy the poly (vinyl alcohol) polymer?

(d) Why is poly (vinyl alcohol) made by this circuitous route? Why not just polymerize vinyl alcohol?

One of the earliest commercial plastics was BakeliteR, formed by the reaction of phenol with a little more than one equivalent of formaldehyde under acidic or basic conditions. Bayer first discovered this reaction in 1872, and practical methods for casting and molding. Bakelite were developed around 1909. Phenol-formaldehyde plastics and resins (also called phenolics) are highly cross-linked because each phenol ring has three sites (two ortho and one para) that can be linked by condensation with formaldehyde. Suggest a general structure for a phenol-formaldehyde resin, and propose a mechanism for its formation under acidic conditions. (Hint: Condensation of phenol with formaldehyde resembles the condensation of phenol with acetone, used in Problem 26-17, to make bisphenol A.)

Give the structure of the polyurethane formed by the reaction of toluene diisocyanate

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(a) Draw the structure of cellulose acetate.

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(c) (A true story) An organic chemistry student wore a long-sleeved blouse to the laboratory. She was rinsing a warm separatory funnel with acetone when the pressure rose and blew out the stopper. Her right arm was drenched with acetone, but she was unconcerned because acetone is not very toxic. About ten minutes later, the right arm of the student’s blouse disintegrated into a pile of white fluff, leaving her with a ragged short sleeve and the tatters of a cuff remaining around her wrist. Explain how a substance as innocuous as acetone ruined the student’s blouse.

(d) Predict what usually happens when students wear polyvinyl chloride shoes to the organic laboratory.

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