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Applications of PVC
Applications of PVC
O
O
O
O
plasticizers
Polymerization
In 1920, German Hermann
Staudinger published theories on
polyaddition
Nine year later published the
polymerization of polystyrene.
Ph Ph Ph Ph Ph
1%
+
Ph Ph Ph
Polystyrene
Dow Chemical brought
polystyrene to the U.S.
in 1937
Toy shark, in
Polystyrene, with
moving jaw, Made in
USA around 1950
Merrifield resins
Styrofoam
Foam egg cartons, burger containers, coffee cups ,
"peanuts" used in packing and the lightweight foam
pieces that cushion new appliances and electronics.
Gas is blown in during the polymerization-- 95 % of
styrofoam is air (try dissolving in acetone)
CFCs were used until the 80s: phased out and
replaced with pentane or CO2
Polystyrene up close
Dr. Wallace H. Carothers
1930s research on
polymer chains at
DuPont Chemical
Department
Invented Neoprene and
Nylon
Nylons
Condensates of aliphatic diacids with aliphatic
diamines
Introduced in the 1939 Worlds Fair
Nylonmania interrupted during WWII, but
resumed after the war (the infamous Nylon
riots of 1946)
O
OH
O
HO
H
2
N
NH
2
O
N
H
O
H
N
H
N
N
H
O
O
etc. . .
+
- H
2
O
Nylon 66
co-crystalline
Fibers are spun (showerhead)
Neoprene: The first Synthetic Rubber
Cl
R
Cl
R
Cl
Cl
R
Cl
etc
benzoyl peroxide
inititates free radical
polymerization
Synthetic Rubbers
Gasoline pump hoses,
Hoses for automobile engines
Styrene/Butadiene copolymer (SBR) is the most important synthetic rubber,
and was the first and most widely produced rubber of WWII
Plexiglass: anionic polymerization
Me CO
2
Me
Polymethylmethacrylate:
cat Nu
Me
CO
2
Me
Nu
Me CO
2
Me
Me CO
2
Me
MeO
2
C
Me
Windshields, plastic coatings, hard and soft contact lenses
Ok, but how can I make a leisure suit
Polyesters
O
OMe
MeO
O
OH
HO
O
O
O
O
O
O
O O O
O
O
O
Dacron
Teflon
Teflon
Polytetrafluoroethylene
(PTFE)
Dupont Chemical
Department
First used for artillery shell
covers
F F
F F
World War II
Polyethylene (1933)
Imperial Chemical Industries in England
E.W. Fawcett & R.O. Gibson
First used for underwater cable coatings and insulation
for radar
High density polyethylene
Ziegler-Natta catalysts
Low density polyethylene
1939
Polyethylene
1943 Karl Ziegler changed
polymerization of polyethylene
Use of catalysts
Now is most widely produced
and perhaps most versatile
plastic
Polypropylene
Guilio Natta continued Zieglers work
Created polypropylene in 1957
Substituted for polyethylene where high
temperatures were involved
Ex. Dishwasher safe dishes
Cars front bumper made of
polypropylene in 1978
Stereochemistry and Polymer Properties
isotactic
syndiotactic
atactic
Isotactic: fabrics for carpets, automobile parts, battery casings,
medicine bottles
Syndiotactic: new applications are emerging
Atactic: soft, and not very useful
Relevant Additional Links
History of Plastic and Leo Bakeland
inventors.about.com/library/inventors/blplastic.htm
History of Plastics
www.lle.mdx.ac.uk/site/docs/dt/Historyofplastics.html
About Plastics
www.americanplasticscouncil.org/benefits/about_plasti
cs/history.html
Thank You