Deck 29: Organic Polymer Chemistry

Question 1

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

Answer 1

step growth addition

Question 2

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

Answer 2

step growth condensation

Question 3

What is the name of the following polymer?

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

Answer 3

poly(hexamethylene adipamide)

Question 4

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 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

What type of polymer is shown?

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

Question 7

Which of the following relationships is not true?

A)T_g < T_m
B)M_w $\ge$ M_n
C)polydispersity index $\le$ 1
D)M_n = (average degree of polymerization, n) * (molecular weight of repeat unit)

Question 8

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

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

Question 9

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 10

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

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

Question 11

What is the common name of the following polymer?

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

Question 12

What type of polymer is shown?

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

Question 13

What type of polymer is shown?

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

Question 14

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

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

Question 15

What type of polymer is shown?

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

Question 16

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

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

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

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

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

Question 19

What is the common name of the following polymer?

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

Question 20

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 21

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 22

The following is an example of a polyurethane.

Question 23

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

Question 24

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

Question 25

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

Question 26

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

Question 27

Consider the structure shown below. This is an example of
a. a polyurethane
b. a polyester
c. a polyamide
d. a polycarbonate

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.
This polymer would be classified as a poly______.

Question 29

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

Question 30

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

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

Question 31

The following arrangement indicates a crosslinked polymer.

Question 32

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

Question 33

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 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.
The number of types of monomers in this structure is _______.

Question 35

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

Question 36

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

Question 37

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

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

Question 38

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

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

Question 39

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

Question 40

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

Question 41

Provide the structure of polystyrene.

Question 42

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

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

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 45

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

Question 46

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 47

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

Question 48

Provide the structure of poly(methyl methacrylate).

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.
____ 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 50

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 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.
____ 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 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.
___ 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 53

Provide the structure of poly(butylene adipamide).

Question 54

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

Question 55

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

Question 56

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 57

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 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.
____ 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 59

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

Question 60

Provide the structure of poly(ethylene succinate).