RETINOL FORMULATION (III)

Abstract

The present invention relates to a new formulation, which comprises a high amount of retinol in a specific solvent and in the presence of mixed tocopherol.

Description

The present invention relates to a new formulation, which comprises a high amount of retinol in a specific solvent and in the presence of mixed tocopherol.

Retinol, which is compound of the following formula

is a compound with very interesting properties in a variety of fields of applications.

Next to the application in food, feed and pharma, it is also very useful in personal care applications.

When used in the field of personal care it is mainly used for the maintenance of the skin.

Applying retinol topically it includes the following benefits:

• • Preventing wrinkles due to its minimizing effect, as well as smoothing out existing fine lines and wrinkles.
  • Brightening dull skin by exfoliating at a cellular level, which results in brighter and smoother new skin.
  • Regulating oily skin and minimizing breakouts.
  • Fading dark age spots, sun spots and hyperpigmentation and evening out complexion over time.

For the production of end-market products (like creams etc.), it is necessary to provide a formulation comprising retinol, which can be incorporated into the end market product.

It is very advantageous that the formulation, which is used to produce the end-market product, comprises the retinol in a high amount, which means that not so much of solvent and other ingredients are present. This means that the concentration of such solvents and other ingredients in the end market product can kept low and the formulation of the present invention can be used in a wide range of applications.

Furthermore, such a formulation with a high amount of retinol needs to be stable so that the content of retinol is not decreasing during the storage of the formulation.

Furthermore, it was also a goal not to use antioxidants such as butylated hydroxytoluene (BHT) or butylated hydroxyanisole (BHA), because they are banned in a variety of countries for specific applications.

It was found that when a specific solvent (for the retinol) and mixed tocopherols (as antioxidant) were chosen then it was possible to produce a high concentrated and stable retinol formulation.

The choice of the specific solvent is crucial for the formulation according to the present invention. The solvent used in the formulation is a compound of formula (I)

wherein

• • R is a

wherein n is an integer from 4 to 16;

wherein R₃ a C₁₄-C₂₂ alkene group, and

• • R₁ is a

wherein m is an integer from 4 to 16, and

• • R₂ is a

wherein o is an integer from 4 to 16; or

The present invention relates to a formulation (F) comprising

• • 40-75 weight-% (wt-%), based on the total weight of the formulation, of retinol,
  • 20-55 wt-%, based on the total weight of the formulation, of at least one solvent, and
  • 0.1-5 wt-%, based on the total weight of the formulation, of mixed tocopherol,wherein the at least one solvent is a compound of formula (I)

wherein

• • R is a

wherein n is an integer from 4 to 16;

wherein R₃ a C₁₄-C₂₂ alkene group, and

• • R₁ is a

wherein m is an integer from 4 to 16, and

• • R₂ is a

wherein o is an integer from 4 to 16; or

The present invention relates to a formulation (F1) consisting of

• • 40-75 wt-%, based on the total weight of the formulation, of retinol, and
  • 20-55 wt-%, based on the total weight of the formulation, of at least one solvent, and
  • 0.1-5 wt-%, based on the total weight of the formulation, of mixed tocopherol,wherein the at least one solvent is a compound of formula (I)

wherein

• • R is a

wherein n is an integer from 4 to 16;

wherein R₃ a C₁₄-C₂₂ alkene group, and

• • R₁ is a

wherein m is an integer from 4 to 16, and

• • R₂ is a

wherein o is an integer from 4 to 16; or

The present invention relates to a formulation (F2) consisting essentially of

• • 40-75 wt-%, based on the total weight of the formulation, of retinol, and
  • 20-55 wt-%, based on the total weight of the formulation, of at least one solvent, and
  • 0.1-5 wt-%, based on the total weight of the formulation, of mixed tocopherol,wherein the at least one solvent is a compound of formula (I)

wherein

• • R is a

wherein n is an integer from 4 to 16;

wherein R₃ a C₁₄-C₂₂ alkene group, and

• • R₁ is a

wherein m is an integer from 4 to 16, and

• • R₂ is a

wherein o is an integer from 4 to 16; or

It is obvious that the percentages in all the formulations disclosed in the present patent application are always adding up to 100.

The formulation according to the present invention is no emulsion. The formulation according to the present invention is an oil formulation. This means that the water content of the inventive formulation can be kept as low as possible. No water is added to the formulation intentionally. It might be possible that the ingredients of the formulation according to the present invention can contain traces of water.

The oil formulation of retinol according to the present invention using the solvents of the present invention as solubilizer is ensuring an easy and more flexible use of such a solution in further applications, while an emulsification route (having more ingredients) of such active would have detrimental effect on final applications.

The present invention relates to a formulation (F′), which is formulation (F) wherein the formulation comprises less than 2 wt-%, based on the total weight of the formulation, of water.

The present invention relates to a formulation (F″), which is formulation (F) wherein the formulation comprises less than 1 wt-%, based on the total weight of the formulation, of water.

The present invention relates to a formulation (F″), which is formulation (F) wherein the formulation comprises less than 0.5 wt-%, based on the total weight of the formulation, of water.

The retinol can be from a natural source or it can be produced chemically. Also mixture of such sourced retinols can be used. Some trace of other ingredient (impurities) can be present depending on its production or its extraction. But these impurities are usually present in an amount of less than 1 wt % (based on the weight of the retinol).

The amount of the retinol in the formulation according to the present invention is 40-75 wt-%, based on the total weight of the formulation.

Preferably the formulation according to the present invention comprises 40-70 wt-%, more preferably 42-70 wt-%, 42-65 wt-%, 45-65 wt-%, 45-60 wt-%, 45-55 wt-%, always based on the total weight of the formulation, of retinol.

Therefore, the present invention relates to a formulation (F3), which is formulation (F), (F′), (F″), (F′″), (F1) or (F2), comprising 40-70 wt-%, based on the total weight of the formulation, of retinol.

Therefore, the present invention relates to a formulation (F3′), which is formulation (F), (F′), (F″), (F′″), (F1) or (F2), comprising 42-70 wt-%, based on the total weight of the formulation, of retinol.

Therefore, the present invention relates to a formulation (F3″), which is formulation (F), (F′), (F″), (F′″), (F1) or (F2), comprising 42-65 wt-%, based on the total weight of the formulation, of retinol.

Therefore, the present invention relates to a formulation (F3″), which is formulation (F), (F′), (F″), (F′″), (F1) or (F2), comprising 45-65 wt-%, based on the total weight of the formulation, of retinol.

Therefore, the present invention relates to a formulation (F3″), which is formulation (F), (F′), (F″), (F′″), (F1) or (F2), comprising 45-60 wt-%, always based on the total weight of the formulation, of retinol.

Therefore, the present invention relates to a formulation (F3″), which is formulation (F), (F′), (F″), (F′″), (F1) or (F2), comprising 45-55 wt-%, based on the total weight of the formulation, of retinol.

As stated above the choice of the solvent is crucial for the stability of the formulation according to the present invention.

At least one solvent of formula (I) is used in the formulation according to the present invention.

Preferred solvents are compounds of formula (I)

wherein

• • R is a

wherein n is an integer chosen from 6, 8 and 14;

wherein R₃ a C₁₄-C₂₂ alkene group, and

• • R₁ is a

wherein m is an integer chosen from 6, 8 and 14, and

• • R₂ is a

wherein o is an integer chosen from 6, 8 and 14; or

More referred solvents are compounds of formula (Ia) and/or (Ib) as well as a mixture of them

Such suitable solvents are available commercially available from a variety of suppliers (such as i.e. BASF) under tradenames such as i.e. Myritol.

Therefore, the present invention relates to a formulation (F4), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″) or (F3′″″), wherein the at least one solvent is a compound of formula (I),

herein

R is a

wherein n is an integer chosen from 6, 8 and 14;

wherein R₃ a C₁₄-C₂₂ alkene group, and

• • R₁ is a

wherein m is an integer chosen from 6, 8 and 14, and

• • R₂ is a

wherein o is an integer chosen from 6, 8 and 14; or

Therefore, the present invention relates to a formulation (F4′), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″) or (F3′″″), wherein the at least one solvent is chosen from the group consisting of

Therefore, the present invention relates to a formulation (F4″), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″) or (F3′″″), wherein the solvent is

The formulation according to the present invention comprises 45-55 wt-%, based on the total weight of the formulation, of at least one solvent.

Preferably 25-55 wt-%, 28-55 wt-%, 35-55, wt-%, always based on the total weight of the formulation of at least one solvent.

Therefore, the present invention relates to a formulation (F5), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′) or (F4″), comprising 25-55 wt-%, based on the total weight of the formulation, of the at least one solvent.

Therefore, the present invention relates to a formulation (F5′), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′) or (F4″), comprising 28-55 wt-%, based on the total weight of the formulation, of the at least one solvent.

Therefore, the present invention relates to a formulation (F5″), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′) or (F4″), comprising 35-55 wt-%, based on the total weight of the formulation, of the at least one solvent.

The formulation according to the present invention comprises mixed tocopherols as antioxidant (0.1-5 wt-%, based on the total weight of the formulation).

Mixed tocopherol is a mixture of the following 4 compounds

• • α-tocopherol and
  • β-tocopherol and
  • γ-tocopherol and
  • δ-tocopherol.

Usually mixed tocopherol comprises

• • up to 20 wt-%, based on the total weight of the mixed tocopherol, of α-tocopherol and
  • up to 5 wt-%, based on the total weight of the mixed tocopherol, of β-tocopherol and
  • up to 75 wt-%, based on the total weight of the mixed tocopherol, of γ-tocopherol and
  • up to 35 wt-%, based on the total weight of the mixed tocopherol, of δ-tocopherol.

A preferred mixed tocopherol comprises

• • 10-20 wt-%, based on the total weight of the mixed tocopherol, of α-tocopherol and
  • 1 to 5 wt-%, based on the total weight of the mixed tocopherol, of β-tocopherol and
  • 50 to 75 wt-%, based on the total weight of the mixed tocopherol, of γ-tocopherol and
  • 15 to 35 wt-%, based on the total weight of the mixed tocopherol, of δ-tocopherol.

Therefore, the present invention relates to a formulation (F6), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′) or (F5″), wherein the mixed tocopherol comprises

• • up to 20 wt-%, based on the total weight of the mixed tocopherol, of α-tocopherol and
  • up to 5 wt-%, based on the total weight of the mixed tocopherol, of β-tocopherol and
  • up to 75 wt-%, based on the total weight of the mixed tocopherol, of γ-tocopherol and
  • up to 35 wt-%, based on the total weight of the mixed tocopherol, of δ-tocopherol.

Therefore, the present invention relates to a formulation (F6′), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′) or (F5″), wherein the mixed tocopherol comprises

• • 10-20 wt-%, based on the total weight of the mixed tocopherol, of α-tocopherol and
  • 1 to 5 wt-%, based on the total weight of the mixed tocopherol, of β-tocopherol and
  • 50 to 75 wt-%, based on the total weight of the mixed tocopherol, of γ-tocopherol and
  • 15 to 35 wt-%, based on the total weight of the mixed tocopherol, of δ-tocopherol.

Mixed tocopherols are commercially available from a variety of suppliers (such as BASF, DuPont, Merck and DSM).

The formulation according to the present invention does not comprise any further antioxidants (such as BHA and BHT) than the mixed tocopherol.

Therefore, the present invention relates to a formulation (F7), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6) or (F6′), wherein the formulation does not comprise any further antioxidants (other than the mixed tocopherol).

Therefore, the present invention relates to a formulation (F7′), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6) or (F6′), wherein the formulation is (essentially) free from BHA and BHT.

The formulations according to the present invention comprises 0.1 to 5 wt-%, based on the total weight of the present invention, of mixed tocopherol.

Preferably, the formulation according to the present invention comprises 0.2 to 4.5 wt-%, 0.2 to 4 wt-%, 0.3 to 4 wt-%, 0.4 to 3.5 wt-%, 0.4 to 3 wt-%, 0.4 to 2.5 wt-%, 0.4 to 2 wt %, always based on the total weight of the formulation, of mixed tocopherol.

Therefore, the present invention relates to a formulation (F8), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3″), (F3″), (F3″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6), (F6′), (F7) or (F7′), comprising 0.2-4.5 wt-%, based on the total weight of the formulation, of mixed tocopherol.

Therefore, the present invention relates to a formulation (F8′), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6), (F6′), (F7) or (F7′), comprising 0.2-4 wt-%, based on the total weight of the formulation, of mixed tocopherol.

Therefore, the present invention relates to a formulation (F8″), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3″), (F3″), (F3″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6), (F6′), (F7) or (F7′), comprising 0.3-4 wt-%, based on the total weight of the formulation, of mixed tocopherol.

Therefore, the present invention relates to a formulation (F8″), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6), (F6′), (F7) or (F7′), comprising 0.4-3.5 wt-%, based on the total weight of the formulation, of mixed tocopherol.

Therefore the present invention relates to a formulation (F8″″), which is formulation (F), (F′), (F″), (F″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6), (F6′), (F7) or (F7′), comprising 0.4-3 wt-%, based on the total weight of the formulation, of mixed tocopherol.

Therefore, the present invention relates to a formulation (F8′″″), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6), (F6′), (F7) or (F7′), comprising 0.4-2.5 wt-%, based on the total weight of the formulation, of mixed tocopherol.

Therefore, the present invention relates to a formulation (F8″″″″), which is formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6), (F6′), (F7) or (F7′), comprising 0.4-2 wt-%, based on the total weight of the formulation, of mixed tocopherol.

The formulation according to the present invention are produced by using commonly known method and using commonly used devices.

A general way to produce the formulation according to the present invention is the following

• • Mixing the retinol and the mixed tocopherol at elevated temperature (usually at a temperature range of from 40 to 65° C.)
  • Heating the at least one solvent up to a similar temperature as the retinol/mixed tocopherol mixture (usually at a temperature range of from 40 to 65° C.)
  • Adding the at least one solvent to the retinol/mixed tocopherol mixture (or vice versa) at elevated temperature (usually at a temperature range of from 40 to 65° C.) and mixing it at this temperature
  • Cool down the mixture slowly.

Therefore, the present invention also relates to the process of producing any of the formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6), (F6′), (F7), (F7′), (F8), (F8′), (F8″), (F8″), (F8″), (F8″) or (F8″″) comprising the following steps

• • Mixing the retinol and the mixed tocopherol at elevated temperature (40 to 65° C.)
  • Heating the at least one solvent up to a similar temperature as the retinol/mixed tocopherol mixture (usually at a temperature range of from 40 to 65° C.)
  • Adding the at least one solvent to the retinol/mixed tocopherol mixture (or vice versa) at elevated temperature (usually at a temperature range of from 40 to 65° C.) and mixing it at this temperature
  • Cool down the mixture slowly.

It is also possible to mix the retinol in the solvent first (usually at a temperature range of from 40 to 65° C.) and then mix it with the mixed tocopherol (usually at a temperature range of from 40 to 65° C.) and the cool down the mixture slowly.

It is also possible to mix the mixed tocopherol in the solvent first (usually at a temperature range of from 40 to 65° C.) and then mix it with the retinol (usually at a temperature range of from 40 to 65° C.) and the cool down the mixture slowly.

The formulations according to the present invention can be used in a variety of fields of application, such as food, feed, pharma and personal care.

Preferably the formulations according to the present invention are used for incorporating into personal care products (such as creams, lotions, etc.).

Therefore, the present invention also related to the use of at least one formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6), (F6′), (F7), (F7′), (F8), (F8′), (F8″), (F8″), (F8′″), (F8″) or (F8″) in food, feed, pharma and personal care products.

Therefore, the present invention also related to the use of at least one formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3″), (F3″), (F3″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6), (F6′), (F7), (F7′), (F8), (F8′), (F8″), (F8′″), (F8″), (F8″) or (F8″) in personal care products (such as creams, lotions).

Furthermore, the present invention also relates to food, feed, pharma and personal care personal care products comprising at least one formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6), (F6′), (F7), (F7′), (F8), (F8′), (F8″), (F8″), (F8″), (F8″) or (F8″).

Furthermore, the present invention also relates to personal care products (such as creams, lotions etc.) comprising at least one formulation (F), (F′), (F″), (F′″), (F1), (F2), (F3), (F3′), (F3″), (F3′″), (F3″″), (F3′″″), (F4), (F4′), (F4″), (F5), (F5′), (F5″), (F6), (F6′), (F7), (F7′), (F8), (F8′), (F8″), (F8′″), (F8″), (F8″) or (F8″).

As stated above the one of the advantages of the formulation according to the present invention is the high amount of retinol (and therefore the reduced amount of other ingredients). Another very important advantage is that the formulation is in an oily form and not in form of a classical emulsion.

When incorporated into end-market products (food, feed, pharma and personal care personal care products) the amount of the formulation depends on how much retinol is needed in these final products.

The following examples serve to illustrate the invention.

EXAMPLES

All the following examples are made according to the following method:

Melting and mixing the retinol and the mixed tocopherol a temperature of 63° C. to 65° C. for about 5 to 10 min under nitrogen;

Then heating the solvent to a temperature of 63° C. to 65° C.

Then mixing (under stirring) the retinol/mixed tocopherol mixture and the solvent at 63° C. to 65° C. for a few minutes 2-5 minutes and the let the formulation cool down to room temperature slowly.

The following solvents have been used are

• • Mixture of MCT/Lecithin: MCT is medium-chain triglyceride
  • Myritol 318 (from BASF): this is a Caprylic/Capric Triglyceride

Mixed tocopherols 95 (from DSM) was used

TABLE 1
All values in the table are wt-%, based
on the total weight of the formulation
	Example	1	2
	Lecithin	—	21
	MCT	—	30
	Myritol 318	51	—
	Mixed tocopherols 95	1	1
	Retinol	48	48

To determine the stability of these formulations, they were stored (at 40° C.) for 2 weeks and 6 weeks. And the loss of retinol was measured (the initial value was 100%)

TABLE 2
the retinol content was determined after storage
	Example	1	2
	Initial	100	100
	2 weeks	93.5	99
	6 weeks	88.9	93.7

It can be seen from the table that the formulations according to the present invention are very stable.

As stated above, the inventive retinol formulations of the present invention can be incorporated into a variety of compositions.

For example, in the following personal care compositions listed in the following tables (all values are given in weight-%, based on the total weight of the composition)

Examples: O/W-Emulsions	3	4	6
Cetearyl Alcohol + Sodium	3.00	3.00	2.00
Cetylstearylsulfat
Glycerylstearat SE	2.00	2.00	4.00
Octyldodecanol	2.00	2.00	2.00
C12-15 Alkylbenzoate	1.00	1.00	1.00
C13-16 Isoparaffin	3.00	3.00	3.00
Undecane, tridecane	2.00	2.00	2.00
Glycerine	5.00	5.00	6.00
Dimethicone	0.50	0.50	0.50
Sodium ascorbylphosphate	0.10
Ethylhexylsalicylate	0.50	0.50	0.50
Glycyrrhetic acid	—	—	0.10
Retinol formulation of Example 1	0.1	0.16	0.02
BEL-EVEN ™	—	—	0.50
Grape seed oil	0.50	0.50	0.50
Dihydroxyacetone	—	—	2.00
Paraffinum Liquidum + Ginkgo Biloba	0.25	0.25	0.25
Extract
Citric acid	0.09	0.09	0.09
Sodium citrate	0.17	0.17	0.17
Xanthan gum	—	—	0.10
Ammonium Acryloyldimethyltaurate/VP	0.40	0.40	—
Copolymer
Carbomer	—	—	0.30
Parabene	0.30	0.30	0.30
Phenoxyethanol	0.50	0.50	0.50
Alcohol Denat.	3.50	3.50	3.50
Perfume	q.s	q.s	q.s
Water	ad 100	ad 100	ad 100

Examples: O/W-Emulsions	7	8	9
Cetearyl Alcohol + Sodium	3.00	3.00	2.00
Cetylstearylsulfat
Glycerylstearat SE	2.00	2.00	4.00
Octyldodecanol	2.00	2.00	2.00
C12-15 Alkylbenzoate	1.00	1.00	1.00
C13-16 Isoparaffin	3.00	3.00	3.00
Undecane, tridecane	2.00	2.00	2.00
Glycerine	5.00	5.00	6.00
Dimethicone	0.50	0.50	0.50
Sodium ascorbylphosphate	0.10
Ethylhexylsalicylate	0.50	0.50	0.50
Glycyrrhetic acid	—	—	0.10
Retinol formulation of Example 2	0.1	0.16	0.02
BEL-EVEN ™	—	—	0.50
Grape seed oil	0.50	0.50	0.50
Dihydroxyacetone	—	—	2.00
Paraffinum Liquidum + Ginkgo Biloba	0.25	0.25	0.25
Extract
Citric acid	0.09	0.09	0.09
Sodium citrate	0.17	0.17	0.17
Xanthan gum	—	—	0.10
Ammonium Acryloyldimethyltaurate/VP	0.40	0.40	—
Copolymer
Carbomer	—	—	0.30
Parabene	0.30	0.30	0.30
Phenoxyethanol	0.50	0.50	0.50
Alcohol Denat.	3.50	3.50	3.50
Perfume	q.s	q.s	q.s
Water	ad 100	ad 100	ad 100

Examples: Hydrodispersions	10	11	12
Glyceryl Stearate Citrate	0.4
Sodium Carbomer
Acrylates/C10-30 Alkyl Acrylate		0.1	0.2
Crosspolymer
Ceteareth-20
Potassium Cetyl Phosphate
Xanthan Gum		0.5	0.2
Dimethicone/Vinyl Dimethicone		3	1.5
Crosspolymer
2-(4-Diethylamino-2-hydroxybenzoyl)-		1.5
benzoic Acid Hexylester
2,4,6-Tribiphenyl-4-yl-1,3,5 Triazine			0.5
Butyl Methoxydibenzoylmethane			5
Ethylhexyl Bis-Isopentylbenzoxazolylphenyl		2
Melamine
Bis-Ethylhexyloxyphenol	2
Methoxyphenyltriazine
Disodium Phenyl Dibenzimidazole		1
Tetrasulfonate
Phenylbenzimidazole Sulfonic Acid	1
Ethylhexyl Methoxycinnamate		8
Ethylhexyl Salicylate
Homosalate
Diethylhexyl Butamido Triazone
Ethylhexyl Triazone	3		1
Octocrylene
Polysilicone-15	0.9
Methylbenzylidene Camphor			2
BEL-EVEN ™	0.5	—	—
Titanium Dioxide	2	1	2
Drometrizole Trisiloxane		0.5
Terephthalidene Dicamphor Sulfonic Acid		0.75
C12-15 Alkyl Benzoate
Butylene Glycol Dicaprylate/Dicaprate
Dicaprylyl Carbonate	3
Dicaprylylether	2
Cyclomethicone			3
2-Phenylethylbenzoate
Diethylhexylnaphthalate
Tridecylsalicylate	3	0.5	3
PVP Hexadecene Copolymer		1
Glycerin	5	8
Butylene Glycol	7
Glycine Soja			1
Vitamin E Acetate	0.25	1	0.25
Alpha-Glycosylrutin
Retinol formulation of Example 1	0.1	0.02	0.1
DHA		1.0
Erythrulose		0.5
Trisodium EDTA	0.1		0.1
Tromethamine
Ethanol	10	1
Preservatives	q.s	q.s	q.s
Fragrance, Colours	q.s	q.s	q.s
Water	Ad 100	Ad 100	Ad 100

Examples: Hydrodispersions	13	14	15
Glyceryl Stearate Citrate	0.4
Sodium Carbomer
Acrylates/C10-30 Alkyl Acrylate		0.1	0.2
Crosspolymer
Ceteareth-20
Potassium Cetyl Phosphate
Xanthan Gum		0.5	0.2
Dimethicone/Vinyl Dimethicone		3	1.5
Crosspolymer
2-(4-Diethylamino-2-hydroxybenzoyl)-		1.5
benzoic Acid Hexylester
2,4,6-Tribiphenyl-4-yl-1,3,5 Triazine			0.5
Butyl Methoxydibenzoylmethane			5
Ethylhexyl Bis-Isopentylbenzoxazolylphenyl		2
Melamine
Bis-Ethylhexyloxyphenol	2
Methoxyphenyltriazine
Disodium Phenyl Dibenzimidazole		1
Tetrasulfonate
Phenylbenzimidazole Sulfonic Acid	1
Ethylhexyl Methoxycinnamate		8
Ethylhexyl Salicylate
Homosalate
Diethylhexyl Butamido Triazone
Ethylhexyl Triazone	3		1
Octocrylene
Polysilicone-15	0.9
Methylbenzylidene Camphor			2
BEL-EVEN ™	0.5	—	—
Titanium Dioxide	2	1	2
Drometrizole Trisiloxane		0.5
Terephthalidene Dicamphor Sulfonic Acid		0.75
C12-15 Alkyl Benzoate
Butylene Glycol Dicaprylate/Dicaprate
Dicaprylyl Carbonate	3
Dicaprylylether	2
Cyclomethicone			3
2-Phenylethylbenzoate
Diethylhexylnaphthalate
Tridecylsalicylate	3	0.5	3
PVP Hexadecene Copolymer		1
Glycerin	5	8
Butylene Glycol	7
Glycine Soja			1
Vitamin E Acetate	0.25	1	0.25
Alpha-Glycosylrutin
Retinol formulation of Example 2	0.1	0.02	0.1
DHA		1.0
Erythrulose		0.5
Trisodium EDTA	0.1		0.1
Tromethamine
Ethanol	10	1
Preservatives	q.s	q.s	q.s
Fragrance, Colours	q.s	q.s	q.s
Water	Ad 100	Ad 100	Ad 100

Claims

1. A formulation comprising 40-75 weight-% (wt-%), based on the total weight of the formulation, of retinol,20-55 wt-%, based on the total weight of the formulation, of at least one solvent, and0.1-5 wt-%, based on the total weight of the formulation, of mixed tocopherol,wherein the at least one solvent is a compound of formula (I)

2. A formulation consisting (essentially) of 40-75 wt-%, based on the total weight of the formulation, of retinol, and20-55 wt-%, based on the total weight of the formulation, of at least one solvent, and0.1-5 wt-%, based on the total weight of the formulation, of mixed tocopherol,wherein the at least one solvent is a compound of formula (I)

3. The formulation according to claim 1, comprising 40-70 wt-%, based on the total weight of the formulation, of retinol.

4. The formulation according to claim 1, wherein the at least one solvent is a compound of formula (I), wherein R is a

5. The formulation according to claim 1, wherein the solvent is chosen from the group consisting of

6. The formulation according to claim 1, comprising 25-55 wt-%, based on the total weight of the formulation, of the at least one solvent.

7. The formulation according to claim 1, wherein the mixed tocopherol comprises up to 20 wt-%, based on the total weight of the mixed tocopherol, of α-tocopherol andup to 5 wt-%, based on the total weight of the mixed tocopherol, of β-tocopherol andup to 75 wt-%, based on the total weight of the mixed tocopherol, of γ-tocopherol andup to 35 wt-%, based on the total weight of the mixed tocopherol, of δ-tocopherol.

8. The formulation according to claim 1, wherein the formulation does not comprise any further antioxidants (other than the mixed tocopherol).

9. The formulation according to claim 1, comprising 0.2-4.5 wt-%, based on the total weight of the formulation, of mixed tocopherol.

10. Process of producing a formulation according to comprising the following steps Mixing the retinol and the mixed tocopherol at elevated temperature (40 to 65° C.)Heating the at least one solvent up to a similar temperature as the retinol/mixed tocopherol mixture (40 to 65° C.)Adding the at least one solvent to the retinol/mixed tocopherol mixture (or vice versa) at elevated temperature (40 to 65° C.) and mixing it at this temperatureCool down the mixture slowly.

11. Use of at least one formulation according to claim 1 in food, feed, pharma and personal care products (preferably in personal care products).

12. Food, feed, pharma and personal care personal care products comprising at least one formulation according to claim 1.

13. Personal care personal care products comprising at least one formulation according to claim 1.