Deck 29: Organic Polymer Chemistry

Question 1

What type of polymer is shown?

A) polyamide
B) polyurea
C) polyurethane
D) polyamine

Answer 1

polyamide

Question 2

Which of the following relationships is not true?

A) T_g < T_m
B) M_w ≥ M_n
C) polydispersity index ≤ 1
D) M_n = (average degree of polymerization, n) × (molecular weight of repeat unit)

Answer 2

polydispersity index ≤ 1

Question 3

What type of polymer is shown?

A) polyamide
B) polyurea
C) polyurethane
D) polyamine

Answer 3

polyurethane

Question 4

What is the name of the following polymer?

A) poly(hexamethylene adipate)
B) poly(hexamethylene adipamide)
C) poly(hexamethylene succinate)
D) poly(tetramethylene adipamide)

Question 5

Which of the following combinations of terms best describes the polymerization of propene to form polypropylene?

A) step growth addition
B) step growth condensation
C) chain growth addition
D) chain growth condensation

Question 6

Which term describes the arrangement of substituents on the segment of polypropylene shown below?

A) atactic
B) isotactic
C) syndiotactic
D) stereoirregular

Question 7

Which of the following combinations of terms best describes the polymerization of a diisocyanate (OCN−R−NCO) and a diol to form a polyurethane?

A) step growth addition
B) step growth condensation
C) chain growth addition
D) chain growth condensation

Question 8

Which term describes the arrangement of substituents on the segment of polypropylene shown below?

A) atactic
B) isotactic
C) syndiotactic
D) stereoirregular

Question 9

What type of polymer is shown?

A) polycarbonate
B) polyester
C) polyurethane
D) polyether

Question 10

What type of intermediate is formed in the polymerization of styrene with butyllithium?

A) carbocation
B) carbanion
C) radical
D) radical anion

Question 11

What type of polymer is shown?

A) polycarbonate
B) polyester
C) polyurethane
D) polyether

Question 12

Which of the following is not true?

A) crystalline polymers are more opaque than amorphous polymers
B) thermoplastic polymers can be melted
C) polymers become flexible above their T_g
D) elastomers are elastic below T_g

Question 13

What is the common name of the following polymer?

A) Kevlar
B) PET
C) Nylon-6
D) Nylon-6,6

Question 14

Which type of polymerization can be used to polymerize methyl 2-cyanoacrylate, H₂C=C(CN)CO₂CH₃?

A) anionic
B) cationic
C) radical
D) Ziegler-Natta

Question 15

What is the common name of the following polymer?

A) Kevlar
B) PET
C) Nylon-6
D) Nylon-6,6

Question 16

What type of intermediate is formed in the polymerization of isobutylene with BF₃/H₂O?

A) carbocation
B) carbanion
C) radical
D) radical anion

Question 17

What type of intermediate is formed in the polymerization of styrene with AIBN?

A) carbocation
B) carbanion
C) radical
D) organometallic complex

Question 18

Which of the following combinations of terms best describes the polymerization of a diol and a diacid to form a polyester?

A) step growth addition
B) step growth condensation
C) chain growth addition
D) chain growth condensation

Question 19

Which term describes the arrangement of substituents on the segment of polypropylene shown below?

A) atactic
B) isotactic
C) syndiotactic
D) stereoregular

Question 20

What is the name of the following polymer?

A) poly(ethylene terephthalamide)
B) poly(ethylene terephthalate)
C) poly(ethylene succinate)
D) poly(ethylene phenylate)

Question 21

Which type of polymerization can be used to polymerize isobutylene, (CH₃)₂C=CH₂?

A) anionic
B) cationic
C) radical
D) Ziegler-Natta

Question 22

High degrees of crystallinity are associated with polymers with weak intermolecular forces.

Question 23

Consider the following two structures. The following represents the repeating unit of the polymer formed by these two substances.

Question 24

Consider the structure shown below. This is an example of

A) a polyurethane
B) a polyester
C) a polyamide
D) a polycarbonate

Question 25

Consider the structure given below which might be found in a protein. Answer the following questions by filling in the blank with the appropriate word or term.
Nitroethylene is expected to be _______ reactive than ethylene toward anionic polymerization.

Question 26

Thermosetting polymers continue to crosslink on heating followed by cooling to irreversibly produce an extremely hard material that cannot be remelted.

Question 27

A polymer has the repeating unit drawn below: The two monomers used to make the polymer are shown below.

Question 28

Consider the structure given below which might be found in a protein. Answer the following questions by filling in the blank with the appropriate word or term.
The number of types of monomers in this structure is _______.

Question 29

Which type of polymerization is initiated by a mixture of naphthalene and sodium metal?

A) anionic
B) cationic
C) radical
D) Ziegler-Natta

Question 30

Consider the polymeric structure below for amylose (a type of starch). The structure for the monomer is given below.

Question 31

Consider the structure given below which might be found in a protein. Answer the following questions by filling in the blank with the appropriate word or term.
Nitroethylene is expected to be _______ reactive than ethylene toward cationic polymerization.

Question 32

The following arrangement indicates a crosslinked polymer.

Question 33

The name of the polymer formed by the molecule shown below is _________________.

Question 34

Consider the structure given below which might be found in a protein. Answer the following questions by filling in the blank with the appropriate word or term.
This polymer would be classified as a poly______.

Question 35

Ziegler-Natta catalysts, used to prepare linear polymer molecules, consist of: organoaluminum compounds and transition metal salts.

Question 36

2,4-Toluene diisocyanate is a very important chemical in the synthesis of polyurethanes used in foam pillows and freezer insulation and has the following structure.

Question 37

A good initiator for a free radical addition polymerization is acetyl chloride.

Question 38

The following is an example of a polyurethane.

Question 39

Which type of polymerization is used to make high density polyethylene (HDPE)?

A) anionic
B) cationic
C) radical
D) Ziegler-Natta

Question 40

Classify each polymer below as step-growth or chain-growth. Place the appropriate term in the blank provide
_________________

Question 41

Provide the mechanism for backbiting of a radical chain end of polyethylene, which results in a butyl side chain on the polymer backbone.

Question 42

Provide the structure of poly(ethylene succinate).

Question 43

MATCH a term or structure from the list below to each of the following definitions or names. Place the letter of the term or structure in the blank to the left of the definition or name which it describes.
____ Absent in amorphous domains

A)crystallite
B)elastomer
C)chain-growth polymer
D)Al(CH₂CH₃)₃ + TiCl₄
E)
F)
G)thermoplastic
H)homopolymer
I)T_m
J)epoxy resins
K)copolymers
L)step-growth polymer
M)"catalyst"
N)T_g
O)
P) ​
​

Question 44

Provide the structure of the poly(lactic acid) that is formed by base catalyzed ring opening polymerization of the dilactone shown below.

Question 45

MATCH a term or structure from the list below to each of the following definitions or names. Place the letter of the term or structure in the blank to the left of the definition or name which it describes.
____ a Ziegler-Natta catalyst

A)crystallite
B)elastomer
C)chain-growth polymer
D)Al(CH₂CH₃)₃ + TiCl₄
E)
F)
G)thermoplastic
H)homopolymer
I)T_m
J)epoxy resins
K)copolymers
L)step-growth polymer
M)"catalyst"
N)T_g
O)
P) ​
​

Question 46

Provide the structure of polystyrene.

Question 47

MATCH a term or structure from the list below to each of the following definitions or names. Place the letter of the term or structure in the blank to the left of the definition or name which it describes.
____ Bakelite is this type of polymer.

A)crystallite
B)elastomer
C)chain-growth polymer
D)Al(CH₂CH₃)₃ + TiCl₄
E)
F)
G)thermoplastic
H)homopolymer
I)T_m
J)epoxy resins
K)copolymers
L)step-growth polymer
M)"catalyst"
N)T_g
O)
P) ​
​

Question 48

Provide the structure of polyacetylene that is formed by ring-opening metathesis polymerization of 1,3,5,7-cyclooctatetraene.

Question 49

MATCH a term or structure from the list below to each of the following definitions or names. Place the letter of the term or structure in the blank to the left of the definition or name which it describes.
___ Isotactic propylene

A)crystallite
B)elastomer
C)chain-growth polymer
D)Al(CH₂CH₃)₃ + TiCl₄
E)
F)
G)thermoplastic
H)homopolymer
I)T_m
J)epoxy resins
K)copolymers
L)step-growth polymer
M)"catalyst"
N)T_g
O)
P) ​
​

Question 50

Classify each polymer below as step-growth or chain-growth. Place the appropriate term in the blank provide
_________________

Question 51

MATCH a term or structure from the list below to each of the following definitions or names. Place the letter of the term or structure in the blank to the left of the definition or name which it describes.
____ Amorphous polymers that have the ability to stretch out and spring back to their original shape.

A)crystallite
B)elastomer
C)chain-growth polymer
D)Al(CH₂CH₃)₃ + TiCl₄
E)
F)
G)thermoplastic
H)homopolymer
I)T_m
J)epoxy resins
K)copolymers
L)step-growth polymer
M)"catalyst"
N)T_g
O)
P) ​
​

Question 52

MATCH a term or structure from the list below to each of the following definitions or names. Place the letter of the term or structure in the blank to the left of the definition or name which it describes.
____ A polyurethane

A)crystallite
B)elastomer
C)chain-growth polymer
D)Al(CH₂CH₃)₃ + TiCl₄
E)
F)
G)thermoplastic
H)homopolymer
I)T_m
J)epoxy resins
K)copolymers
L)step-growth polymer
M)"catalyst"
N)T_g
O)
P) ​
​

Question 53

Provide the structure of azoisobutyronitrile, AIBN, and show the mechanism whereby it undergoes thermal decomposition to give two radicals and a molecule of N₂.

Question 54

Provide the structure of poly(methyl methacrylate).

Question 55

Provide the mechanism whereby two radical chain ends undergo dispropotionation to give two dead chain ends.

Question 56

Provide the structure of poly(butylene adipamide).

Question 57

MATCH a term or structure from the list below to each of the following definitions or names. Place the letter of the term or structure in the blank to the left of the definition or name which it describes.
____ Produced by reactions in which each bond in the polymer is formed independently of the others.

A)crystallite
B)elastomer
C)chain-growth polymer
D)Al(CH₂CH₃)₃ + TiCl₄
E)
F)
G)thermoplastic
H)homopolymer
I)T_m
J)epoxy resins
K)copolymers
L)step-growth polymer
M)"catalyst"
N)T_g
O)
P) ​
​

Question 58

MATCH a term or structure from the list below to each of the following definitions or names. Place the letter of the term or structure in the blank to the left of the definition or name which it describes.
____ Characteristic of crystallites

A)crystallite
B)elastomer
C)chain-growth polymer
D)Al(CH₂CH₃)₃ + TiCl₄
E)
F)
G)thermoplastic
H)homopolymer
I)T_m
J)epoxy resins
K)copolymers
L)step-growth polymer
M)"catalyst"
N)T_g
O)
P) ​
​

Question 59

MATCH a term or structure from the list below to each of the following definitions or names. Place the letter of the term or structure in the blank to the left of the definition or name which it describes.
____ Polymers obtained when two or more different monomers are allowed to polymerize together.

A)crystallite
B)elastomer
C)chain-growth polymer
D)Al(CH₂CH₃)₃ + TiCl₄
E)
F)
G)thermoplastic
H)homopolymer
I)T_m
J)epoxy resins
K)copolymers
L)step-growth polymer
M)"catalyst"
N)T_g
O)
P) ​
​

Question 60

Classify each polymer below as step-growth or chain-growth. Place the appropriate term in the blank provide
_________________

Question 61

Which of the following compounds is not a free radical initiator? ​

A) Tert-butyl hydroperoxide
B) Azoisobutyronitrile
C) Peracetic acid
D) Methyl iodide

Question 62

Which of the following cycloalkenes is least reactive toward ROMP?

A)

B)

C)

D)

Question 63

The weight average molecular weight of a polymer was found to be 30,000, and the number average molecular weight of the compound was 20,000. What is the PDI of the polymer?

A) 0.0
B) 1.0
C) 1.5
D) 0.5

Question 64

Identify the final product of the following reaction. ​

A) Terephthalic acid
B) Kevlar
C) Lexan
D) Nylon 6

Question 65

Rubber materials must have low _____ to behave as elastomers.

Question 66

Identify the compound that is not a conductive polymer.

A) Polyphenylene vinylene
B) Polyvinyl chloride
C) Polypyrrole
D) Polyacetylene

Question 67

The ratio of the weight average molecular weight to the number average molecular weight of a polymer was found to be 3:2. Which of the following statements is true about the polymer?

A) It is monodisperse.
B) It has chains of varying length.
C) It has chains of equal length.
D) It has a polydispersity value of less than one.

Question 68

Provide the structure of poly(propylene oxide) that is formed by base catalyzed ring opening polymerization of the propylene oxide shown below.