Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

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Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

Transcript of Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

Page 1: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

Group members:Katie Chan (3)

Odilia Chan (4)Hilary Chang (5)Rachel Chen (6)

Charlotte Lee (18)

Page 2: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)
Page 3: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

• condensation polyamide• Two type of nylon – Nylon 6,6 and Nylon 6• Formed by reacting equal parts of a diamine and

a dicarboxylic acid• Peptide bonds form at both ends of each

monomer

• Polymer chain of Nylon:

Page 4: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

C

O

N

H

Polar functional group

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dicarboxylic acid

diamine

(Hexane-1,6-dicarboxylic acid)

(1,6-diaminohexane)

Page 6: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

The first approach: combining molecules with an acid (COOH) group on each end are reacted with two chemicals that contain amine (NH2) groups on each end.

Nylon 6,6, is made of hexamethylene diamine with six carbon atoms and adipic acid.

Page 7: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

The second approach: a compound has an acid at one end and an amine at the other and is polymerized to form a chain with repeating units of (-NH-[CH2]n-CO-)x.

In this equation, if n=5, then nylon 6 is the assigned name.

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Tires Tents Ropes used in the production of a high-grade

paper for U.S. currency Musical strings Fabrics

Collar part of the watch

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Elasticity and rigidityThermoplasticHigh Density and Bulk propertiesHigh crystallinity

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∵ amorphous regions contribute elasticity below melting temperatures

amorphous regions alternate with regions which are lamellar crystals

crystalline regions contribute strength and rigidity

Page 11: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

• a thermoplastic (softens and flows on repeated heating and hardens when cooled)

• melting point of 536K • extruded into fibers above this

temperature ∵ held together by hydrogen bonds• chains slide over each other

Page 12: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

• 1.15g/cm3• are light-weighted and are very fine ∵ shorter distances between the

amide groups

• above their melting temperatures• amorphous solids or viscous fluids chains approximate random coils

cause the bulky property.

Page 13: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

∵ Planar amide (-CO-NH-) groups are very polar

forms multiple hydrogen bonds among adjacent strands

Nylon backbone is so regular and symmetrical

Hydrogen bonds exist between amide groups of nylon polymer chains

Page 14: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

However…orientation of the –C=O and the –N-H groups :

1. on opposite sides (Fig. a)

Fig. a) the –C=O and the –N-H groups on opposite sides(trans-), making the chain straight

2. on the same side (Fig. b) polymer chain would be bent number of H-bonds formed between adjacent

chains would be lessC

O

NH

Fig. b) the –C=O and the –N-H groups on same sides(cis-), making the chain bent

Page 15: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)
Page 16: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

• Dacron, also known as polyethylene terphthalate, or PET

• condensation polyester• Monomer: bis-ß-hydroxyterephthalate• Synthesized by the esterification of

terphthalic acid and ethylene glycol

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• Synthesized from carboxylic acids & alcohol

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• The functional groups include ether & ketone

ether Ketone

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• Garment industry• Medical industry• Stationeries• Electronic industry• Others

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Flat cloth

Socks

Silk thread

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Gloves

Dacron polyester capacitors

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Pressure sensitive adhesive tapes

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Magnetic tapes…

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• plastic bottles made from PET widely used for soft drinks

• flexible food packaging• Plastic food tray• Space blanket• Carrier for magnetic tape

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Negative impacts:Plastics in general: Durable& degrade very slowly: • Molecular bonds• Make plastic so durable • Equally resistance to natural processes of

degradation Burning plastic -- release toxic fumes:• Manufacturing • Creates large quantities of chemical pollutantsBut• Thermoplastics can be remelted and reused•Thermoset plastics can be grounded up and make as filler

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Nylon:• * Nylon oligomers– by product from nylon-6 factory

that increases industrial wasteAND 1)Degradable• Various synthetic polyamides degraded by

microorganisms

2) Toxic substances are produced • Break down in fire • Hazardous smoke, and toxic fumes or ash containing

Hydrogen Cyanide

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3)High cost of disposal• Incinerating nylons• Recover the high energy used to create them• Most reach the garbage dumps, decaying very slowly 4) Cost of plastics rises • Rising dramatically

Major cause • Sharply rising cost of petroleum• →cost of raw material• Future oil reserves are uncertain

Page 29: Group members: Katie Chan (3) Odilia Chan (4) Hilary Chang (5) Rachel Chen (6) Charlotte Lee (18)

Positive impacts:• Plastics in general: 1)Widely used in different aspects∵ special

properties e.g. plastic containers, insulators, advertising

sign box.

2)Replacing natural materials e.g. cotton

• Nylon: 1) Insulators of electricity 2) High tensile strength ∵ presence of hydrogen

bond 3) High melting and Boiling point ∵ intermolecular

hydrogen bonds are hold between different chains

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• http://www.encyclopedia.com/html/D/Dacron.asp

• http://www.infoplease.com/ce6/society/A0814472.html

• http://en.wikipedia.org/wiki/Dacron• http://www.uwplatt.edu/~sundin/114/

l114_39.htm• http://www.cem.msu.edu/~reusch/

VirtTxtJml/polymers.htm• http://en.wikipedia.org/wiki/Nylon• http://matse1.mse.uiuc.edu/polymers/

c.html• http://www.chemguide.co.uk/

organicprops/amides/polyamides.html• http://www.uwplatt.edu

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