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Epidure hydrogels protect and hydrate skin
1.
2. 2
SUMMARY
Similar structure as the polar group of phospholipid in human cell membrane
o Epidure-MF and CF contain polymers obtained from 2-methacryloyloxyethyl phosphorylcholine (MPC). MPC
polymers are applied to coating agent for medical devices, moisturizer for cosmetics, contact lenses and soaking
solution for contact lenses. We are now supplying new biocompatible and hydrophilic skincare agents for fibers,
fabrics and textiles.
Hydrogel formation
o MPC polymers form hydrogels contacting with water on fibers surface.
o The hydrogels has high hygroscopicity and durability against home laundry.
Skin protection, antistatic
o The textiles modified by Epidure-MF and CF protects any skin from any irritants.
o The textiles support the self-healing ability repairing damaged skin.
o Epidure-MF and CF work also as an antistatic agent and an SR agent.
Safety
o Epidure-MF and CF are formed with safety compounds. They have no skin irritation.
3. 3
PROPERTIES OF EPIDURE-MF AND CF
Epidure-MF3
o Properties: mild anionic
o Effect: skin protection, soil release, antistatic, hygroscopic, water absorbing
o For PET or T/C
Epidure-MF5
o Properties: mild anionic
o Effect: skin protection, soil release, antistatic, hygroscopic, water absorbing
o For PET
Epidure-CF72
o Properties: mild cationic
o Effect: skin protection, antistatic, hygroscopic, water absorbing
o For Nylon or Cotton
*Each product contains 10-25% ethanol to prevent the gel formation.
4. 4
EPIDURE (MPC)
EPIDURE is a water-soluble polymer derived from 2-methacryloyloxy ethyl phosphorylcholine (MPC). MPC is a
compound, which has the similar structure as the polar group of phospholipid in cell membrance. Various materials can be
obtained with using MPC.
MPC polymer can be useful for artificial organs with forming cell membrane-like structure on the surface.
Blood coagulation test of MPC polymer :
5. 5
PROPERTIES OF EPIDURE-MF AND CF BASED ON HYDROGEL
Problem of existing hydrophilic agents
o Less Hydrophilicity
o Less Softness
o Less Durability against home laundry
MPC Polymers forms hydrogel on fibers.
Hydrogel Layer Hydrogel Fabrics with Epidure
o Hydrophilicity
High water o Durability
o Softness
content o Hygroscopicity
Neutral o Antistaticity
o Soil guard
Soft property
Fiber Antistatic o Safety
6. 6
DURABILITY OF EPIDURE ON T/C AGAINST HOME LAUNDRY
Textile: T/C
Agent: Epidure -MF3
Conc. of agent: 5%
T/C(65/35) modified by Epidure-MF3
Method
Soak textile in the dilution
↓ C1s Spectrum P2p Spectrum
Pick-up: 80%
↓ After 30 HL
After 30 HL
Drying 100 , 2min
℃ ( )
↓ Initial
Curing 150 , 3min
℃ ( ) Initial
Surface analysis of textile
X-ray photoelectron Spectroscopy None- None-
ESCA3300 SHIMAZU
、 modified modified
P/C value
300 295 290 285 280 390
395
400
405
410
Binding Energy / eV Binding Energy / eV
P/C value: Eighty% of initial
Initial 1.79×10-2 Epidure has
After 30 HL 1.51×10-2 remained after 30 HL
Epidure-MF has good durability against home laundry.
7. 7
CYTOTOXICITY TEST FOR EPIDURE
Cytotoxicity test (Neutral red assay)
Subjects were added to SIRC cells from cornea of rabbit. The neutral red solution was added to the cells after incubation.
The cell living rate was calculated from the data of UV absorption spectrum.
Cell living rate (%)
120
Epidure-MF3
100 Epidure-MF5
80 Epidure-
60 Ethano
40 Detergen
20 Shampoo
0 SDS (surfactant)
1000.0 100.0 10.0 1.0 1 01 001
Concentration (%)
Epidure-MF and CF have high biological safety.
8. 8
SKIN IRRITATION TESTS FOR EPIDURE
Patch test using human of Epidure-MF and CF:
Test methods (This tests were done by dermatologist.)
Subjects: Age:19 to 61, Male and Female, Members: 43~45
Test sample and amount: undiluted Epidure, 0.01g
Patch test: A fin chamber having 0.01g of sample was put on the upper parts of their arms for 24 hours.
After 24 hours, the chamber was removed. Then the skin surface was observed by naked eyes one hour and 24 hours later.
Evaluation: ICDRG standards
MF3 MF5 CF72
1hr 24hr 1hr 24hr 1hr 24hr
Negative - No reaction 44 45 43 43 43 43
± Only redness 1 0 0 0 0 0
Positive + Redness, Infiltration, Small rash 0 0 0 0 0 0
++ Redness, Infiltration, Rash, Blister 0 0 0 0 0 0
+++ Big blister 0 0 0 0 0 0
2. Results: All of Epidure were negative in this tests.
Epidure-MF and CF have no irritation to human skin.
9. 9
SKIN PROTECTION BY EPIDURE-MF
Inhibition of skin irritation based on SDS by Epidure-MF3
Methods:
Following test solutions were put on the skin of hairless mice twice a day. After five days, the skin was observed and the
condition was scored.
Test Solution I : 1% Epidure-MF3Test Solution II : 7.5% SDS aqueous solution and 1% Epidure-MF3
Test Solution III : 7.5% SDS aqueous solution Results: No skin irritation was observed on Test Solution I. The skin irritation
of Test Solution II was less than that of Test Solution III.
Skin Irritation
Score
Skin Irritation Score after 5 days
5.2
2
5.1
1
5.0
Ⅰ Ⅱ Ⅲ
0
3FM 3FM+SDS SDS
*SDS means sodium dodecyl sulfate.
Epidure-MF inhibits skin irritation based on SDS
10. 10
SKIN PROTECTION
Textile and Test method Irritation
Textile: Cotton 100% and Cotton modified by 5% of 90
Epidure-MF3 retal ruoh 1;
Irritant: Sodium dodecyl sulfate (SDS) 80 sruoh 42;
sruoh 42;
sruoh 42;
sruoh 42;
① Textiles 6 mm
( )φ were put in the test
② Ten micro litters of 0.1 0.5% aqueous SDS solution
~ 70
were dropped on the textiles. The textiles were applied
60
on the back of
human (5 members). 50
③ After 24 hours the textiles were taken off the back,
The redness was measured by naked eye one hour and 40
24 hours later.
30
20
Evaluation: Redness was scored based on Japanese skin 10
irritation evaluation.
★ Irritation index total score number of patients 100
= / × 0
No irritation % 0.3%
1.0 0.5 0.1% 0.3% 0.5%
Results SDS SDS SDS SDS
SDS
SDS
SDS SDS SDS
In the cases of any concentration of SDS, textiles
modified by Epidure show smaller irritation index than
control textiles. The textile modified by Epidure protects Control Textile modified by MF3
human skin from irritants.
The textile modified by Epidure protects human skin from irritants.
11. Fabrics treated with Epidure support natural healing of rough skin.
Wearing Time / Day Wearing Time / Day
Damaged
4 3 2 1 0 4
4
4
4 3
3
3
3 2
2
2
2 1
1
1
1 0
0
0
0
0.0
0.0
0.0
0.0 0.0
0.0
0.0
0.0
0.01
0.01
0.01
0.01
0.5
0.5
0.5
0.5
0.02 x
0.01
0.01
0.01
de
0.03 In
0.51 L
0.04
W
0.02
0.02
0.02
0.02 E
WCKL Index t noN
tnemtaert noN : 0.05
T
enalauqS :
enalauqS :
enalauqS :
enalauqS :
27FC
27FC
27FC 0.52
0.52
0.52
0.52 enalauqS :
100 100 27FC 0
0.06
-erudipE :
-erudipE :
-erudipE :
-erudipE : -erudipE :
-erudipE :
-erudipE :
-erudipE :
Normal Normal
0.03
0.03
0.03 0
0.07
Recovered
Improvement of WCKL Index Improvement of TEWL Index
EPIDURE
RECOVERY OF ROUGH SKIN BY WEARING OF FABRICS TREATED WITH
11
12. 12
SUPPRESSING ROUGH SKIN FORMATION
The experimental rough skin formation and suppression test was performed using the cultured keratinocyte. Applying a
sodium dodecyl sulfate solution (SDS) for 24h caused Inflammation of IL-1 α such as rough skin, however these phenomena
were prevented by applying EPIDURE simultaneously.
Cultured keratinocyte add SDS and
(NHEK) Medium change Epidure
Measurement of
Extra IL - 1α
48 h 24 h 24h
Inflammation
SDS : 30µ g/l
µ
1600
1400
IL - 1α (pg/ml)
1200
1000
800
600
400
200
0
SDS SDS+0.1% Epidure SDS+0.5% Epidure 0.5% Epidure
13. 13
PROTECTION THE SURFACE OF CUTICLE FROM DAMAGE
When shampooed hair was tied up, the surface of the cuticle was lifted. On the other hand, the surface of the cuticle whose
hair was applied with EPIDURE was not lifted up. EPIDURE is effective for protecting hair, with developing smoothness.
(A) After shampoo (B) Applying Epidure after shampoo
14. 14
PREVENTION OF THE CUTICLE SURFACE FROM DAMAGE
Hair damaged by 10 times of bleaching and EPIDURE-C treated hair, which was prepared by soaking the damaged hair in 1%
EPIDURE solution, were observed under SEM (Photographs 1 and 2). Lifting up of cuticle was prevented effectively by EPIDURE-C .
Picture 1. Damaged Hair
Picture 2. EPIDURE-C treated Hair
15. 15
WATER RETENTION CAPABILITY
Though EPIDURE has a high hygroscopicity and moisture retention capability, the biggest difference compared with
Hyaluronic acid is that the hygroscopicity and moisture retention capability are retained even after rinsing with water.
2.5
Water holding capacity
2
(relative value)
1.5
After washing
1 hour after washing with water
1
0.5
0
Hyaluronic acid Epidure
16. 16
SUSTAINABILITY
EPIDURE is not easily removed from the surface of the skin. This was demonstrated that coating of EPIDURE labeled by
fluorescence to the skin equivalent remained even 3 hours after rinsing with large amounts of PBS solution.
EPIDURE has been proven for safe with conducting following tests.
1. Acute toxicity test
2. Continuous skin irritation test
3. Phototoxicity test
4. Acute eye irritation test
5. Human patch test
6. Skin primary irritation test
7. Maximization sensitization test
8. Skin photosensitization test
9. Mutagenicity test
17. 17
EPIDURE-HM, PMB:
Homopolymer made from MPC monomer. NOF has two types of 40% and 5% aqueous solution (EPIDURE-HM-500).
INCI Name: F Polyphosphorylcholine Glycol Acrylate
EPIDURE-HM-500:
Copolymer made from MPC and butylmethacrylate of hydrophobic monomer; 5% aqueous solution
INCI Name: F Polyquaternium-51
Chemical structure of EPIDURE-HM,HM-500
Chemical structure of EPIDURE-PMB
18. 18
QUALITY STANDARD
Standard
Items EPIDURE- Testing method
EPIDURE-PMB
HM
Colorless liquid, scentless or a slight
Properties Visual observation
peculiar odor
Residue on General testing method for
43-48% 4-6%
drying JSCI
General testing method for
pH 4 -6
JSCI
General testing method for
JSCI
Viscosity *500`3000cps **6`60cst
*: the 2nd method, **: the
1st method
Heavy General testing method for
20ppm or less
metals JSCI, the 2nd method, 1g
General testing method for
As 2ppm or less JSCI, the 3rd method,
apparatus B, 1g
19. 19
EPIDURE-A,C
We introduce " EPIDURE-A " and " EPIDURE-C ", which are new products of the EPIDURE series and were developed for
hair-care products. New EPIDURE can restore damaged hair (damage caused by repetitive bleaching etc.) into healthy hair
by adhering to the hair fibers and moisturizing the hair since the EPIDURE polymers contain all cationic, anionic and
hydrophobic monomers as shown in Figure 1.
EIPIDURE-A
EIPIDURE-C
Figure 1. Chemical structures of EPIDURE-A and EPIDURE-C
20. 20
FRICTION COEFFICIENT OF HAIR
Friction coefficients were measured using a friction tester KSE-SE (Kato Tech Co,ltd.) for healthy hair, hair damaged by 10 times of bleaching,
and EPIDURE-A and -C treated hair, which was prepared by soaking the damaged hair in 1% solution of EPIDUREA or C (Figure 2). From the
resultant friction coefficients, which show the smoothness of hair, EPIDURE-A and -C treatment was found to improve the smoothness up to
that of the healthy hair.
Friction coefficient of hair
3.05
3
2.95
2.9
MIU
2.85
2.8
2.75
2.7
Healthy hair Damaged hair Epidure-A Epidure-C
Figure 2. Friction coefficient of Hair
21. 21
TENSILE PROPERTY OF HAIR
Tensile strength test of the test samples was conducted using the same treatment methods as in the friction test (Figure 3).
The strength of damaged hair was recovered by EPIDURE-A and -C treatment
Tensile property of hair
140
120
100
Tensile strength/gf
80
60
40
20
0
Healthy hair Damaged hair Epidure-A Epidure-C
Figure 3. Tensile Property of Hair
22. 22
ANTISTATIC EFFECT OF HAIR
For healthy hair, hair damaged by 10 times of bleaching, and EPIDURE-A treated hair, which was prepared by soaking the
damaged hair in 1% EPIDURE solution, the static charges of the hair specimens were measured using SIMCO electrostatic
field meter after rubbing the specimens with PET film for 30 times; and we monitored decreases in static charge in the
course of time. (Figure 4) EPIDURE-A treatment reduced the static charge of the hair, thus it is expected to prevent static
flyaway of the hair.
Antistatic effect of hair
4.5
4
3.5
3
static charge /kv
2.5 Healthy hair
Damaged hair
2
Epidure-A
1.5
1
0.5
0
0 10 20 30 40 50 60 70 80 90
Tim e/sec
Figure 4. Antistatic effect of Hair
23. 23
PRODUCTS
EPIDURE-A
Copolymer made from MPC, sodium methacrylate (anionic monomer) and butyl methacrylate; 5% aqueous solution.
INCI name: polyquaternium-65
EPIDURE-C
Copolymer made form MPC and -2-hydroxv-3-methacryloyloxypropyltrimethylammnonium chloride (cationic monomer) ; 5%
aqueous solution.
INCI name: polyquaternium-64
EPIDURE-NR-NA
NOF Corporation started the sales of “EPIDURE-NR” and “EPIDURE-NA”, which have new functions and concepts. Produced using
EPIDURE-S (Fig.1) as the main ingredient, EPIDURE-NR is a solution of polymers in multivalent alcohol. EPIDURE-NA is dispersion
of nano-particles of polymer (Ave. particle size: 50nm) in water.
Figure 1.
24. 24
“EPIDURE-NR” and “EPIDURE-NA” have unique characteristics. They form nano scale
lamella structures on an applied surface when they dry.
treatment
drying
Dispersion of
Epidure-NR or Skin, hair
Epidure-NA Skin, hair
Lamella phase formation
Figure 2
26. 26
The new products are effective cosmetic ingredients for skin care and hair care. They restore and protect healthy skin and
hair.
EPIDURE-NR
5% EPIDURE-S solution in multivalent alcohol, which is a mixture of Butylene Glycol and Glycerin
INCI names: Glycerin, Butylene Glycol, and Polyquaternium-61
Characteristics
EPIDURE-NR:
Encloses and reserves active components stably,
Forms lamella structure on the skin surface and protects the skin, and
Increases the penetration efficiency of active components.
(Demonstration of Reserving effect)
EPIDURE-NR can enclose oily active components such as Vitamins. The enclosed ingredients were confirmed to remain on
the hair surface. Here, the model material used as an active component was florescent oil. Fluorescence was incorporated in
EPIDURE-NR. Observations under a fluorescent microscope of damaged hair that was immersed into the EPIDURE-NR
showed fluorescence.
Inclusion of the fluorescent probe (active components) into EPIDURE-NR. It dissolves into water by mixing for 30 min at 50
to 60°C. While stirring water of 50 to 60°C, just add EPIDURE-NR to which fluorescence is included. With this simple
method, nano particles are formed. There is no need to use ultra high-presser homogenizer (ex. microfluidizer).
27. 27
Epidure-NR with
Fluorescence fluorescence included
Mix 30 mins at Mix 10 mins Fluorescent probe
at 50-60ºC at 50-60ºC
Epidure-NR
Water
Water
1. Add Fluorescent probe 2. While stirring water of 50-60ºC 3. Inclusion of fluorescence
with to to Epidure-NR add Epidure-NR with in Epidure-NR
fluorescence included
Figure 4
28. 28
Microscopic photographs of:
1) non-treated damaged hair,
2) fluorescence dissolving in water from surfactant-treated hair, and
3) inclusion of fluorescence in EPIDURE-NR treated hair.
1. Immerse hair on Epidure-NA 2. Rinse off with water 4. Observation under a microscope
3. Dry up
Epidure-NA with
fluorescent probe
Non-treated Treated with fluorescent Treated with Epidure-NR and
probe only fluorescent probe
100 gm 100 gm 100 gm
Epidure-NR with active components remains on
hair even after rinsing with water
Figure 5.
29. 29
Only EPIDURE-NR treated hair showed strong fluorescence. This shows that EPIDURE-NR with active components remained on the hair
even after the hair was rinsed with water. This is likely because the active component in EPIDURE-NR was included in the newly formed
lamella structure on the hair.
2.EPIDURE-NA
1% EPIDURE-S water dispersion. EPIDURE-S is added to 9.5% Glycerin, 9.5% Butylene Glycol and 0.25% PCA Ethyl Cocoylarginate, which is a
preservative. INCI names: Water, Glycerin, Butylene Glycol, Polyquaternium-61 and PCA Ethyl Cocoylarginate
(Characteristics)
EPIDURE-NA
Repairs damaged hair by forming lamella structure on the hair,
Makes the hair antistatic, and
Protects the hair from discoloring.
(Demonstration of the repair efficacy of damaged hair)
We observed the wetting effect under a high power microscope.
A drop of water on the surface of a healthy hair fiber
Damaged hair by bleaching
Damaged hair that was treated with hair care ingredient solutions (active conc. 0.05%)
Epidure-NA treated
hair
Figure 6.
30. 30
Damaged hair showed decreases in contact angle with water from that of healthy hair. Because the lipid phase at the outermost surface on the
hair fiber was damaged, the hair surface became hydrophilic. On the other hand, EPIDURE-NA treated hair showed high repellency similar to
that of healthy hair. EPIDURE-NA restored the hair fiber to be hydrophobic again by forming a lamella structure on the hair. The damaged hair
was restored into healthy hair.
3.Safety
Safety of EPIDURE(R)-NR and EPIDURE(R)-NA
Result
Item
EPIDURE-NR EPIDURE-NA
Acute oral toxicity test >2000mg/kg >2000mg/kg
Skin primary irritation test Non-irritation Non-irritation
Human patch test negative negative
Table 1.
Item Result
Acute oral toxicity test >2000mg/kg
Mutagenicity test negative
Skin primary irritation test Non-irritation
Continuous skin irritation test Non-irritation
ocular irritation testing Very slight
Skin sensitization testing Non-sensitization
Human patch test negative
31. 31
METHODS FOR USE
1. Contents and Storage
Contents: 16 kg
Storage: Store in a dark and cool place.
2. Caution for use
Check compatibility with other agents before using Epidure.
Do the laboratory test before using Epidure in the factory.
3. Examples of use
Padding (MF3、MF5) Epidure conc.: 3-10%
Pick –up: 70-100%
Drying: 100℃, 2 min.
Setting: more than 140℃, 2 min.
Soaking (CF72) Epidure conc.: 3-10%owf
Temp: 30-40℃
pH control: 4-7
Anionic water-soluble PET finishing agents in
addition give the textile softness and durability.