Nylon 6 Fiber

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NYLON6FIBER
By: Asaye Dessie
Jan. 2019
NYLON6FIBER
By: Asaye Dessie
Jan. 2019
1

Content
Introduction
Caprolactam
Synthesis and production of Caprolactam
Polymerization process
Fiber formation
The average molecular weight
Chemical structure of nylon 6
Characteristics
End use
Content
Introduction
Caprolactam
Synthesis and production of Caprolactam
Polymerization process
Fiber formation
The average molecular weight
Chemical structure of nylon 6
Characteristics
End use
Content
Introduction
Caprolactam
Synthesis and production of Caprolactam
Polymerization process
Fiber formation
The average molecular weight
Chemical structure of nylon 6
Characteristics
End use
Content
Introduction
Caprolactam
Synthesis and production of Caprolactam
Polymerization process
Fiber formation
The average molecular weight
Chemical structure of nylon 6
Characteristics
End use
2

NYLON 6NYLON 6
Nylon 6orpolycaprolactamis a polymer developed by Paul Schlack at
IGFarbento reproduce the properties of nylon 6,6.
Nylon 6 isa family of polymers called linear polyamides.
Nylon-6is made from a monomer called caprolactam.
It is formed by ring-opening polymerization.
It is a semi-crystalline polyamide.
Nylon is produced by melt spinning.
Available in staple, tow, monofilament, and multi-filament form.
It is sold under numerous trade names includingPerlon,Dederon,
Nylatron,Capron,Ultramid,Akulon, Kapron andDurethan.
Introduction
Nylon 6orpolycaprolactamis a polymer developed by Paul Schlack at
IGFarbento reproduce the properties of nylon 6,6.
Nylon 6 isa family of polymers called linear polyamides.
Nylon-6is made from a monomer called caprolactam.
It is formed by ring-opening polymerization.
It is a semi-crystalline polyamide.
Nylon is produced by melt spinning.
Available in staple, tow, monofilament, and multi-filament form.
It is sold under numerous trade names includingPerlon,Dederon,
Nylatron,Capron,Ultramid,Akulon, Kapron andDurethan.
3

CaprolactamCaprolactam
Caprolactam is an organic compound with the formula (CH
2)
5C(O)NH.
Thiscolourlesssolid is a lactam (a cyclic amide) ofcaproicacid.
Caprolactam is the precursor to Nylon 6, a widely used synthetic polymer.
Caprolactam was first described in the late 1800s when it was prepared by
the cyclization ofε-aminocaproicacid, the product of the hydrolysis of
caprolactam.
ε-Caprolactam: Crude oil → benzene → cyclohexane → cyclohexanone
→ cyclohexanone oxime → caprolactam
Caprolactam is an organic compound with the formula (CH
2)
5C(O)NH.
Thiscolourlesssolid is a lactam (a cyclic amide) ofcaproicacid.
Caprolactam is the precursor to Nylon 6, a widely used synthetic polymer.
Caprolactam was first described in the late 1800s when it was prepared by
the cyclization ofε-aminocaproicacid, the product of the hydrolysis of
caprolactam.
ε-Caprolactam: Crude oil → benzene → cyclohexane → cyclohexanone
→ cyclohexanone oxime → caprolactam
Caprolactam is an organic compound with the formula (CH
2)
5C(O)NH.
Thiscolourlesssolid is a lactam (a cyclic amide) ofcaproicacid.
Caprolactam is the precursor to Nylon 6, a widely used synthetic polymer.
Caprolactam was first described in the late 1800s when it was prepared by
the cyclization ofε-aminocaproicacid, the product of the hydrolysis of
caprolactam.
ε-Caprolactam: Crude oil → benzene → cyclohexane → cyclohexanone
→ cyclohexanone oxime → caprolactam
Caprolactam is an organic compound with the formula (CH
2)
5C(O)NH.
Thiscolourlesssolid is a lactam (a cyclic amide) ofcaproicacid.
Caprolactam is the precursor to Nylon 6, a widely used synthetic polymer.
Caprolactam was first described in the late 1800s when it was prepared by
the cyclization ofε-aminocaproicacid, the product of the hydrolysis of
caprolactam.
ε-Caprolactam: Crude oil → benzene → cyclohexane → cyclohexanone
→ cyclohexanone oxime → caprolactam
Chemical structure of caprolactam
4

Synthesis and production of CaprolactamSynthesis and production of Caprolactam
Many methods have been developed for the production of caprolactam.
Most of the caprolactam issynthesisedfromcyclohexanone, which is
first converted to itsoxime.
Treatment of thisoximewith acid induces the Beckmann rearrangement
to give caprolactam:
Many methods have been developed for the production of caprolactam.
Most of the caprolactam issynthesisedfromcyclohexanone, which is
first converted to itsoxime.
Treatment of thisoximewith acid induces the Beckmann rearrangement
to give caprolactam:
Many methods have been developed for the production of caprolactam.
Most of the caprolactam issynthesisedfromcyclohexanone, which is
first converted to itsoxime.
Treatment of thisoximewith acid induces the Beckmann rearrangement
to give caprolactam:
The other methods involves formation of theoximefromcyclohexane
usingnitrosylchloride.
Cyclohexaneis less expensive thancyclohexanone.
5

Polymerization ProcessPolymerization Process
Nylon 6 can be modified usingcomonomersor stabilizers during
polymerization to introducenew chain endorfunctional groups.
Nylon 6 is only made from one kind of monomer, a monomer called
caprolactam.
It is synthesizedbyring-opening polymerizationofcaprolactam.
Caprolactam has 6 carbons, hence'Nylon 6'.
Caprolactamis heated at about533°Kinan inertatmosphereof
nitrogenforabout4-5 hours, thering breaks and undergoes
polymerization.
Thenthemolten massis passed through spinnerets to formfibresof
nylon6.
Nylon 6 can be modified usingcomonomersor stabilizers during
polymerization to introducenew chain endorfunctional groups.
Nylon 6 is only made from one kind of monomer, a monomer called
caprolactam.
It is synthesizedbyring-opening polymerizationofcaprolactam.
Caprolactam has 6 carbons, hence'Nylon 6'.
Caprolactamis heated at about533°Kinan inertatmosphereof
nitrogenforabout4-5 hours, thering breaks and undergoes
polymerization.
Thenthemolten massis passed through spinnerets to formfibresof
nylon6. 6

Cont.Cont.
During polymerization, theamide bondwithin each caprolactam molecule
is broken.
With the active groups on each sidere-formingtwo new bonds as the
monomer becomes part of the polymer backbone.
All nylon 6 amide bonds lie in thesame direction.
Two ways to carry out a ring-opening polymerization ofe-caprolactam.
Nylon 6 is made using awater-initiated process.
Nylon 6 is made using astrong baseas an initiator.
Carriedout in asemi batch reactoror acontinuous tubular reactor(V K
Tube).
During polymerization, theamide bondwithin each caprolactam molecule
is broken.
With the active groups on each sidere-formingtwo new bonds as the
monomer becomes part of the polymer backbone.
All nylon 6 amide bonds lie in thesame direction.
Two ways to carry out a ring-opening polymerization ofe-caprolactam.
Nylon 6 is made using awater-initiated process.
Nylon 6 is made using astrong baseas an initiator.
Carriedout in asemi batch reactoror acontinuous tubular reactor(V K
Tube).
7

Cont.…Cont.…
8

Fiber ProductionFiber Production
9

Average Molecular WeightAverage Molecular Weight
One of the most important factors in polymer processing is viscosity, which
is a function of molecular weight.
SincePolycaprolactamcan be regarded at equilibrium as a
polycondensationpolymer, the number-average molecular weight alone is
sufficient for its characterization.
The number-average molecular weight, of nylon 6 has been determined by
the methylation method.
The starting polymers were prepared from caprolactam and polymerized in
the presence of water in a glass capsule.
In a typical synthesis,5% water was employed and reacted for4h at 240 ºC.
The reaction mass was ground to a particle size of0.2-0.5 mm.
Thelactamin the sample was extracted with boiling methanol.
One of the most important factors in polymer processing is viscosity, which
is a function of molecular weight.
SincePolycaprolactamcan be regarded at equilibrium as a
polycondensationpolymer, the number-average molecular weight alone is
sufficient for its characterization.
The number-average molecular weight, of nylon 6 has been determined by
the methylation method.
The starting polymers were prepared from caprolactam and polymerized in
the presence of water in a glass capsule.
In a typical synthesis,5% water was employed and reacted for4h at 240 ºC.
The reaction mass was ground to a particle size of0.2-0.5 mm.
Thelactamin the sample was extracted with boiling methanol.
10

Cont.Cont.
Polycaprolactamsuitable for fiber production has a molecular weight ranging from
14,000-20,000.
Molecularweight of repeat unit: 113.16 g/mol.
Molecular weights of nylon 6 are generally in the same range as those of nylon 6,6.
The melt viscosity of the polymer can be represented as a function of molecular
weight by the relationship:
In the case of nylons, the value of exponent a normally is in the range of 3.4-3.8.
MWav (polymer) = DPxMWav (mer)
Polycaprolactamsuitable for fiber production has a molecular weight ranging from
14,000-20,000.
Molecularweight of repeat unit: 113.16 g/mol.
Molecular weights of nylon 6 are generally in the same range as those of nylon 6,6.
The melt viscosity of the polymer can be represented as a function of molecular
weight by the relationship:
In the case of nylons, the value of exponent a normally is in the range of 3.4-3.8.
η=K (M
w)
a
11

Nylon 6 StructureNylon 6 Structure
oExtensive H-bonding between amide groups
oVander walls forces between flexible methyl chains
oTendency ofhydrophobicity
oExtensive H-bonding between amide groups
oVander walls forces between flexible methyl chains
oTendency ofhydrophobicity
oExtensive H-bonding between amide groups
oVander walls forces between flexible methyl chains
oTendency ofhydrophobicity
oExtensive H-bonding between amide groups
oVander walls forces between flexible methyl chains
oTendency ofhydrophobicity
Polymerization:ring openingpolymerization
Functional group: amide group-(-CO-NH-)-
Molecular configuration: linear zigzag
Crystallinity:High
Cross-sectional and longitudinal shape: can be any thing
Polymerization:ring openingpolymerization
Functional group: amide group-(-CO-NH-)-
Molecular configuration: linear zigzag
Crystallinity:High
Cross-sectional and longitudinal shape: can be any thing
12

Cont..
Round & rod like with smooth surface and no striations
13

The Main difference in between nylon 6 and nylon 6,6The Main difference in between nylon 6 and nylon 6,6
They have difference in polymer structure and physical properties.
Length of repeat unit anddirectionality
Polymerization mode
More favorable hydrogen bonding
•The arrangement of atoms for type 6,6 nylon allows for more favorable hydrogen
bonding than type 6 nylon.
More highly ordered
•Type 6,6 nylon is more crystalline and ordered than type 6 nylon
Higher melting point
•Type6,6 nylon melts at255-265°C, type6 nylon melts at210-220°C.
Lower permeability
•Type 6,6 nylon with its tighter, more dense, more ordered polymer structure retards
stain penetration due to lower permeability than type 6 nylon.
They have difference in polymer structure and physical properties.
Length of repeat unit anddirectionality
Polymerization mode
More favorable hydrogen bonding
•The arrangement of atoms for type 6,6 nylon allows for more favorable hydrogen
bonding than type 6 nylon.
More highly ordered
•Type 6,6 nylon is more crystalline and ordered than type 6 nylon
Higher melting point
•Type6,6 nylon melts at255-265°C, type6 nylon melts at210-220°C.
Lower permeability
•Type 6,6 nylon with its tighter, more dense, more ordered polymer structure retards
stain penetration due to lower permeability than type 6 nylon.
14

Nylon 6 CharacteristicsNylon 6 Characteristics
Nylon 6fibresaretough, possessinghigh tensile strength, as well as
elasticityandlustre.
Theyarewrinkle proofandhighly resistant to abrasionandchemicals
such as acids and alkalis.
Thefibrescan absorb up to2.4% of water, although this lowers tensile
strength.
Theglass transition temperature of Nylon 6is 47°C.
As a synthetic fiber, Nylon 6 is generallywhitebut can bedyedto in a
solution bath prior to production fordifferent colorresults.
Itstenacity is between6 and 8.5 gm/denwith a density of1.14 gm/cc.
Itsmelting point is at215°Cand can protect heat up to150°Con average.
Nylon 6fibresaretough, possessinghigh tensile strength, as well as
elasticityandlustre.
Theyarewrinkle proofandhighly resistant to abrasionandchemicals
such as acids and alkalis.
Thefibrescan absorb up to2.4% of water, although this lowers tensile
strength.
Theglass transition temperature of Nylon 6is 47°C.
As a synthetic fiber, Nylon 6 is generallywhitebut can bedyedto in a
solution bath prior to production fordifferent colorresults.
Itstenacity is between6 and 8.5 gm/denwith a density of1.14 gm/cc.
Itsmelting point is at215°Cand can protect heat up to150°Con average.
15

Nylon 6CharacteristicsNylon 6Characteristics
Tenacity: high
Elongation: high
Recovery: high
Energy of rupture: high due to high tenacity and high elongation
Flexibility: high
Resiliency: Excellent.
Dimensional stability: Good.
Specific gravity: 1.14g/cc
Softening point: nylon 6,6–229
0
C, nylon 6–149
0
C.
Easy to wash
Poor resistance tosunlight
Hand feel: Soft and smooth.
Meltsinstead of burning
Tenacity: high
Elongation: high
Recovery: high
Energy of rupture: high due to high tenacity and high elongation
Flexibility: high
Resiliency: Excellent.
Dimensional stability: Good.
Specific gravity: 1.14g/cc
Softening point: nylon 6,6–229
0
C, nylon 6–149
0
C.
Easy to wash
Poor resistance tosunlight
Hand feel: Soft and smooth.
Meltsinstead of burning
16

SomeMajor Nylon Fiber UsesSomeMajor Nylon Fiber Uses
Apparel:Blouses, dresses, foundation garments, hosiery, lingerie,
underwear, raincoats, ski apparel, windbreakers, swimwear, and
cycle wear
Home Furnishings:Bedspreads, carpets, curtains, upholstery
Industrial and Other Uses: Tire cord, hoses, conveyer and seat
belts, parachutes, racket strings, ropes and nets, sleeping bags,
tarpaulins, tents, thread, monofilament fishing line, dental floss
Apparel:Blouses, dresses, foundation garments, hosiery, lingerie,
underwear, raincoats, ski apparel, windbreakers, swimwear, and
cycle wear
Home Furnishings:Bedspreads, carpets, curtains, upholstery
Industrial and Other Uses: Tire cord, hoses, conveyer and seat
belts, parachutes, racket strings, ropes and nets, sleeping bags,
tarpaulins, tents, thread, monofilament fishing line, dental floss
17

Thank You For Your Attention!!Thank You For Your Attention!!
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