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13 June 2016 Glypure™ GL: A New Anti-Aging Active Ingredient Meeting the Needs of Today’s Consumer The Chemours Company

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13 June 2016

Glypure™ GL:

A New Anti-Aging Active Ingredient Meeting the Needs of Today’s

Consumer

The Chemours Company

What’s Critical for Consumers

in Today’s Market?

• More youthful looking skin

• Fast acting with long lasting effects

• And, of course, gentleness on the skin

Glycolic Acid – A Known Active

Glypure™ Cosmetic Grade Glycolic Acid

Glycolic acid is a well known, proven skin rejuvenation ingredient.

Products formulated with glycolic acid demonstrate:

• Minimization of fine lines and wrinkles

• Improved skin elasticity

• More even skin tone

• Skin moisturization

New products continue to be introduced that realize the many

benefits of glycolic acid.

The Downsides to Glycolic Acid and

Other Alpha Hydroxy Acids (AHAs)…

Acidity

To see faster results, more acid and/or lower pH is

needed. It is the fully protonated acid that penetrates the

skin. But this increases the chance of skin irritation.

Perception

Many preconceived views exist based upon early use

patterns of AHA’s when technology was first introduced.

Namely, more must be better! Which resulted in irritation

cases and more negative reactions.

Sensitivity

Certain skin types have a higher level of sensitivity to

AHAs.

Glypure™ GL: A new active ingredient

Over two years of research have demonstrated

that Glypure™ GL is an active ingredient that:

Delivers the benefits of an AHA without

applying acid to the skin

Generates glycolic acid in situ upon

exposure to moisture in the skin

More efficient in delivering active ingredient

Offers lower irritation potential than AHAs

Patent pending application

Clear evidence of wrinkle reduction

10-person, 4-week study completed by AMA

Laboratories

Glypure™ GL: Current State of Development

0

0.5

1

1.5

2

2.5

3

3.5

Baseline Week 1 Week 2 Week 4

[VALUE] 0.00%

[VALUE] -9.80%

[VALUE] -19.08% [VALUE]

-30.55%

[SEr

]

Study Time Points

Roughness Reduction [SEr] via Visioscan

Decrease of fine lines and wrinkles

Glypure™ GL Development Results -

10-person, 4-week study recently completed

80.000

90.000

100.000

110.000

120.000

130.000

140.000

150.000

160.000

170.000

Baseline Week 1 Week 2 Week 4

[VALUE] 0.00%

[VALUE] 11.98%

[VALUE] 14.24%

[VALUE] 19.33%

[Re

lati

ve N

ova

me

ter

Un

its]

Study Time Points

Electroconductivity via Novameter

Skin water content improvement

Glypure™ GL Development Results -

10-person, 4-week study recently completed

0.290

0.295

0.300

0.305

0.310

0.315

0.320

Baseline Week 1 Week 2 Week 4

[VALUE] 0.00%

[VALUE] 0.71%

[VALUE] 0.95%

[VALUE] 4.48%

[R7

]

Study Time Points

Skin Elasticity via Cutometer (R7)

Elasticity improvement

Glypure™ GL Development Results -

10-person, 4-week study recently completed

Latest Research Results: Cumulative Irritation Study

13 June 2016 Title of Presentation 11

0

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350

400

0 2 4 6 8 10 12 14 16

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Time (Evaulation Days)

Summation of Panelists Scores vs Time

10% Glycolic Acid

10% Glypure™ GL

5% Glypure™ GL

Glypure™ GL – The New Active

Glypure™ GL – the Chemistry

Glypure™ GL is the cyclic diester of glycolic acid called glycolide. Glycolide is

formed by the dehydration reaction of two glycolic acid molecules into a ring

structure.

Equally important is the delivery technology to get the molecule in its cyclic

state into the stratum corneum for maximum efficiency and benefit.

H2O HO OH

H2O

HO

OH

HO

OH

Glypure™ GL – Stages of Development

* indicates solvents that fall in the Hansen solubility area highlighted above.

Solvents

Dimethylacetamide*

Acetonitrile*

Dimethyl isosorbide*

Dimethylformamide*

Ethyl Acetate

1-Butanol

1-Octanol

Isopropyl Palmitate

Ethanol

Methanol (Dried)

Benzyl Alcohol

DPM

Ethyl lactate

Ethanol

1.3 Propanediol

Tetrahydrofuran

Dimethicone

Stage 1. Determining the solubility and stability of

Glypure™ GL in various solvents.

O

O

O

O

H2O

HO

O

O

OH

O

HO

OH

O

G

F

A

B D

E J K

Stage 2. Measuring Glypure™ GL vs Glycolic Acid Determining the stability of Glypure™ GL via 14C NMR Spectroscopy

Stage 3. Determining Glypure™ GL Stability Over Time Demonstrated stability in dried DMI over several weeks.

Goal: Demonstrate ability to measure Glypure GL vs. glycolic acid in skin

systems

TRI Princeton contracted to do a series of analytical and skin penetration

studies

Study validated:

ability to discern Glypure GL from glycolic acid (via ATR-FTIR)

water vapor alone was enough to drive ring opening action

Pure glycolide was placed in desiccator with 100% and 75% water content

100% humidity 75% humidity 1 week after 75% humidity Pure component Glycolide

Shift demonstrating conversion of glycolide to glycolic acid

Stage 4. Measuring Glypure™ GL Conversion to

Glycolic Acid (ATR-FTIR Fingerprint)

1766 cm-1 Glycolide Measurement

Three means of Glypure™ GL control:

1. Concentration of Glypure™ GL

2. Choice of Solvent

3. Concentration of DMI

Next step: ex vivo swine skin penetration studies.

ATR-FTIR analysis via tape strips

Stage 5. Control of Glypure™ GL Skin Penetration

At equal concentrations glycolide penetrates the skin to a higher degree

than glycolic acid. (V = 10% glycolic acid, Z = 10% Glypure™ GL).

Sample

L

V

W

Z

Composition

66% Petroleum Jelly 32% Mineral Oil 2% Glycolide

90% DMI 10% Glycolic Acid

66% Petroleum Jelly 32% Mineral Oil 2% Lactide

90% DMI 10% Glycolide

Stage 5. Glypure™ GL vs Glycolic Acid

Standard industry desquamation testing carried out by

TRI Princeton.

Stage 6. Demonstration of Desquamation Properties

Sample

Preparation

Stage 6. Demonstration of Desquamation Properties

Desquamation

Experiment

Each desquamation tapes were analyzed at 4 different areas.

Examples of images from desquamation tapes.

After previous time periods the samples were removed from the desiccator and dried at room temperature during 45 minutes before desquamation experiments.

Each groups were analyzed with 3 desquamation tapes

Dry Samples

0.0

10.0

20.0

30.0

40.0

50.0

60.0

70.0

1% 2.50% 5% 7.50% 10% 1% 2.50% 5% 7.50% 10%

control DMI Glycolide * Glycolic Acid *

24 hours

24 hours

Stage 6. Demonstration of Desquamation Properties

After 24 hours, Glypure™ GL had a peak effect at 5%

concentration vs glycolic acid peak effect at 7.5%

concentration.

Challenge: Develop a user friendly, anhydrous

formulation.

Two test formulations developed: Solid stick product. Much like a lipstick or chap stick

type product.

A viscous gel formula dispensed via an airless pump

sprayer

Stage 7. Glypure™ GL Formulation Development

Stage 7. Glypure™ GL Formulation Development

Formulation #: 14G-15 (Stick)

Date: 1/5/2015

A1 Polyester-4 LexFeel 700 Inolex 52.50

A2 Propylene Glycol Dibenzoate Lexfeel Shine Inolex 5.00

A3 Caprylic/Caprylic Triglyceride Protachem CTG Protameen 8.00

A4 Oleyl Lactate Pelemol OL Phoenix Chemical 4.00

A5 Tocopheryl Acetate Tocopheryl Acetate NF Ruger 0.50

A6 Dimethicone DC 200/20 cst Dow Corning 1.00

A7 C18-36 Acid Triglyceride Syncrowax HGL-C Croda 12.00

A8 C18-36 Acid Glycol Ester Syncrowax ERL-C Croda 3.00

B1 Dimethyl Isosorbide Arlasolve DMI-LQ-(AP) Croda 10.00

B2 Glycolide Glypure™ GL Chemours 4.00

Total: 100.00

Chemours Formulation w/Glypure™ GL

Raw

Material Ingredient Trade Name(s) Supplier Wt %

"Night Stick"

Manufacturing ProcedureNOTE: All equipment must be cleaned, sanitized and abolutely dry. Any moisture intoduced into the

manufacturing process may destabilize the Glypure™ GL.

1. To the main vessel equipped with a prop mixer, add raw materials of Phase A (A1 thru A8).

2. Heat to 68°- 74°C and mix until items A7 & A8 are completely soluble. The mix should be

clear amber.

3. At 68°-74°C, add B1 and B2 and mix until the Glyp[ure™ GL is completely soluble.

4. Cool to 64°-68°C and pour into appropriate molds or components. (Processing thru a cooling

tunnel helps reduce/minimize cavitation during cooling.

Stage 7. Glypure™ GL Formulation Development

Formulation #: 14G-18 (Gel)

Date: 1/5/2015

A1 Dimethyl Isosorbide Arlasolve DMI-LQ-(AP) Croda 8.00

A2 Diisocetyl Dodecanedioate Liquiwax DICDD Croda 2.00

A3 Oleyl Lactate Pelemol OL Phoenix Chemical 5.00

A4 Glycolide Glypure™ GL Chemours 2.50

B1 Lauryl PEG/PPG 18/18-Methicone DC 5200 Formulation Aid Dow Corning 1.00

B2 Cyclopentasiloxane (and) Cyclohexasiloxane DC 345 Dow Corning 5.00

C1 Ethylene Brassylate Ethylene Glycol Brassylate TCI America 0.30

C2 Cyclopentasiloxane (and) Dimethicone DC 9546 Dow Corning 76.20

Crosspolymer (and) Dimethicone/

Vinyl Dimethicone Crosspolymer (and)

Dimethiconol

Total: 100.00

Chemours Formulations w/Glypure™ GL

Ingredient Trade Name(s) Supplier Wt %

Raw

Material

Manufacturing ProcedureNOTE: All equipment must be cleaned, sanitized and abolutely dry. Any moisture intoduced into the

manufacturing process may destabilize the Glypure™ GL.

1. To the main vessel equipped with an anchor or counter rotating blade equipped with side-

scrapers,

add raw materials A1 - A4.

2. Heat to 28°- 40°C and mix until item A4 is completely soluble. The mix should be clear.

3. Add items B1 and B2 and mix until a uniform opaque dispersion is observed.

4. Add items C1 and C2 and mix until completely uniform.

5. Cool to ambient temperature.

EpiDerm™ testing indicated Glypure™ GL formulations (5%

and 15%) were non-corrosive.

Human Repeat Insult Patch Testing (HRIPT) completed on

formulation indicating low irritation potential (AMA

Laboratories; New City, NY).

Stage 8. Glypure™ GL Human Panel Studies

Performed first human subject trials at AMA Laboratories to

look for wrinkle reduction on human subjects.

Study Background:

Apply Glypure GL using solid stick formulation (4% active)

Directed to use twice per day to maximize short term effect.

Measured: baseline, 1 week and 2 week results

Stage 9. 2-Week Scouting Trial

Clear evidence of wrinkle reduction

10-person, 4-week study completed by AMA Laboratories Directed to use stick formulation, once per day at night.

Glypure™ GL: Current State of Development

0

0.5

1

1.5

2

2.5

3

3.5

Baseline Week 1 Week 2 Week 4

[VALUE] 0.00%

[VALUE] -9.80%

[VALUE] -19.08% [VALUE]

-30.55%

[SEr

]

Study Time Points

Roughness Reduction [SEr] via Visioscan

Decrease of fine lines and wrinkles

Glypure™ GL Development Results -

10-person, 4-week study recently completed

80.000

90.000

100.000

110.000

120.000

130.000

140.000

150.000

160.000

170.000

Baseline Week 1 Week 2 Week 4

[VALUE] 0.00%

[VALUE] 11.98%

[VALUE] 14.24%

[VALUE] 19.33%

[Re

lati

ve N

ova

me

ter

Un

its]

Study Time Points

Electroconductivity via Novameter

Skin water content improvement

Glypure™ GL Development Results -

10-person, 4-week study recently completed

0.290

0.295

0.300

0.305

0.310

0.315

0.320

Baseline Week 1 Week 2 Week 4

[VALUE] 0.00%

[VALUE] 0.71%

[VALUE] 0.95%

[VALUE] 4.48%

[R7

]

Study Time Points

Skin Elasticity via Cutometer (R7)

Elasticity improvement

Glypure™ GL Development Results -

10-person, 4-week study recently completed

Latest Research Results: Cumulative Irritation Study

13 June 2016 Title of Presentation 33

0

50

100

150

200

250

300

350

400

0 2 4 6 8 10 12 14 16

Su

mm

atio

n S

core

of

Pan

elis

ts

Time (Evaulation Days)

Summation of Panelists Scores vs Time

10% Glycolic Acid

10% Glypure™ GL

5% Glypure™ GL

Novel technology to efficiently deliver a proactive form of

glycolic acid to the stratum corneum.

No or very low acid content providing lower irritation

potential.

Formulation will deliver the active ingredient more efficiently

than applying AHA directly on to skin.

Multiple means of controlling degree of penetration.

Two patent applications have been submitted. Patent

pending applications instruct how to deliver glycolide in an

anhydrous solvent system for the benefit in skin care

formulations.

Glypure™ GL: A New Skin Care Active Ingredient Meeting the

Needs of the Modern Consumer

Thank You You!

April 14, 2015

Glypure™ GL:

A New Anti-Aging Active Ingredient Meeting the

Needs of Today’s Consumer

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