Retinol preparations (I)

Abstract

The present invention relates to novel formulations containing high amounts of retinol in the presence of mixed tocopherols in specific solvents.

Description

Detailed Description of the Invention

[0001] The present invention relates to novel formulations containing high amounts of retinol in the presence of mixed tocopherols in specific solvents.

[0002] Retinol has the formula: [ka] is a compound of It is a compound with very interesting properties for applications in various fields.

[0003] Next to its uses in food, feed and pharmaceuticals, retinol is also very useful in personal care applications.

[0004] When used in personal care, retinol is primarily used for skin maintenance.

[0005] Benefits of topical application of retinol include: - Wrinkle minimizing effect not only prevents wrinkles but also smooths existing lines and wrinkles. · Brightens dull skin by exfoliating at the cellular level, resulting in brighter, smoother, new skin. Regulates oily skin and minimizes breakouts. Fades dark age spots, sun spots and hyperpigmentation for a more even complexion over time.

[0006] For the manufacture of end market products (such as creams), it is necessary to provide a formulation containing retinol that can be incorporated into the end market product.

[0007] It is highly advantageous that the formulations used to make the end market products contain a high amount of retinol, which means that there are not many solvents and other ingredients present, which means that the concentrations of such solvents and other ingredients can be kept low in the end market product, allowing the formulations of the present invention to be used in a wide range of applications.

[0008] Furthermore, such formulations with high amounts of retinol need to be stable so that the retinol content does not decrease during storage of the formulation.

[0009] Additionally, it was a goal to avoid the use of antioxidants such as butylated hydroxytoluene (BHT) or butylated hydroxyanisole (BHA), as these are banned in various countries for certain applications.

[0010] It has been discovered that with the selection of specific solvents (for retinol) and mixed tocopherols (as antioxidants), it is possible to produce highly concentrated and stable retinol formulations.

[0011] The selection of a particular solvent is very important for the formulation according to the invention: the solvent that dissolves the retinol should not contain any alcohol groups.

[0012] The solvents used are non-polar lipophilic hydrocarbons without alcohol or ester groups.

[0013] The present invention relates to 40 to 75 weight percent (wt%) of retinol based on the total weight of the formulation; 20 to 55% by weight of at least one solvent, based on the total weight of the formulation; 0.1 to 5% by weight of mixed tocopherols based on the total weight of the formulation A formulation (F) comprising: Concerning formulation (F), at least one solvent is a non-polar lipophilic hydrocarbon without alcohol or ester groups.

[0014] The present invention relates to 40 to 75% by weight of retinol based on the total weight of the formulation; 20 to 55% by weight of at least one solvent, based on the total weight of the formulation; 0.1 to 5% by weight of mixed tocopherols based on the total weight of the formulation A formulation (F1) consisting of: It concerns formulation (F1) in which at least one solvent is a non-polar lipophilic hydrocarbon without alcohol or ester groups.

[0015] The present invention relates to 40 to 75% by weight of retinol based on the total weight of the formulation; 20 to 55% by weight of at least one solvent, based on the total weight of the formulation; 0.1 to 5% by weight of mixed tocopherols based on the total weight of the formulation A formulation (F2) consisting essentially of: It concerns formulation (F2) in which at least one solvent is a non-polar lipophilic hydrocarbon without alcohol or ester groups.

[0016] It is clear that the percentages of all formulations disclosed in this patent application always add up to 100.

[0017] The formulation according to the present invention is not an emulsion.The formulation according to the present invention is an oil formulation.This means that the water content of the formulation according to the present invention can be kept as low as possible.No water is intentionally added to the formulation.The components of the formulation according to the present invention may contain traces of water.

[0018] The oil formulation of retinol according to the invention using the solvent of the invention as a solubilizer ensures easy and flexible use of such solutions in further applications, while emulsification routes of such active ingredients (having more components) may have detrimental effects on the final application.

[0019] The present invention relates to formulation (F'), which is formulation (F), which comprises less than 2% by weight of water, based on the total weight of the formulation.

[0020] The present invention relates to formulation (F''), which is formulation (F), which formulation (F'') contains less than 1% by weight of water, based on the total weight of the formulation.

[0021] The present invention relates to formulation (F'''), which is formulation (F), which formulation (F''') contains less than 0.5% by weight of water, based on the total weight of the formulation.

[0022] Retinol may be from natural sources or may be chemically produced. Mixtures of such sourced retinols may also be used. Trace amounts of other components (impurities) may be present in some amounts depending on the production or extraction. However, these impurities are usually present in amounts less than 1% by weight (based on the weight of retinol).

[0023] The amount of retinol in the formulation according to the present invention is 40-75% by weight, based on the total weight of the formulation.

[0024] The formulations according to the present invention preferably contain 40-70% by weight, more preferably 42-70% by weight, 42-65% by weight, 45-65% by weight, 45-60% by weight, 45-55% by weight of retinol, always based on the total weight of the formulation.

[0025] Thus, the present invention relates to formulation (F3), which is formulation (F), (F'), (F'', (F''), (F1) or (F2), and which contains 40 to 70% by weight of retinol, based on the total weight of the formulation.

[0026] Thus, the present invention relates to formulation (F3') which is formulation (F), (F'), (F'', (F'''), (F1) or (F2), and which contains 42 to 70% by weight of retinol, based on the total weight of the formulation.

[0027] Thus, the present invention relates to formulation (F3'') which is formulation (F), (F'), (F'', (F'''), (F1) or (F2), and which contains 42 to 65% by weight of retinol, based on the total weight of the formulation.

[0028] Thus, the present invention relates to formulation (F3'''), which is formulation (F), (F'), (F'', (F'''), (F1) or (F2), and which contains 45 to 65% by weight of retinol, based on the total weight of the formulation.

[0029] The present invention therefore relates to formulation (F3'''') which is formulation (F), (F'), (F'', (F'''), (F1) or (F2), and which always contains 45 to 60% by weight of retinol, based on the total weight of the formulation.

[0030] Thus, the present invention relates to formulation (F3'''''), which is formulation (F), (F'), (F'', (F'''), (F1) or (F2), and which contains 45 to 55% by weight of retinol, based on the total weight of the formulation.

[0031] As mentioned above, the choice of solvent is very important for the stability of the formulation according to the invention.

[0032] At least one non-polar lipophilic hydrocarbon without alcohol or ester groups is used in the formulation according to the invention.

[0033] Preferred solvents are alkanes having from 8 to 42 carbon atoms, which may be linear or branched.

[0034] More preferably, linear or branched C 10 ~C 40 It is an alkane.

[0035] Particularly preferred are the following solvents (by themselves or as mixtures): decane, undecane, dodecane, tridecane, tetradecane, pentadecane, hexadecane, heptadecane, octadecene, nonadecane, icosane, henicosane, docosane, tricosane, tetracosane, pentacosane, hexacosane, heptacosane, octacosane, nonacosane, triacontane, hentriacontane, dotriacontane, tritriacontane, tetratriacontane, pentatriacontane, hexatriacontane, heptatriacontane, octatriacontane, nonatriacontane and tetracontane. All these alkanes may be linear or branched.

[0036] Most preferred are undecane, tridecane, pentadecane, hexadecane, heptadecane, octadecene, nonadecane and triacontane.

[0037] Such suitable solvents are available from a variety of manufacturers (such as BASF, Seppic, and Aprinnova) under trade names such as Emogreen L19, Emogreen L15, Cetiol Ultimate, and Neossance Squalane.

[0038] Thus, the present invention relates to formulation (F4), which is formulation (F), (F'), (F'', (F''', (F1), (F2), (F3), (F3'), (F3'', (F3''', (F3''''), (F3'''') or (F3'''''', wherein at least one solvent is a C8-C 42 Concerning formulation (F4), which is an alkane.

[0039] The present invention therefore relates to formulation (F4'), which is formulation (F), (F'), (F'', (F''', F1), (F2), (F3), (F3'), (F3'', (F3''', F3'''', (F3'''') or (F3'''''', in which at least one solvent is a C-type or branched solvent. 10 ~C 40 Concerning formulation (F4'), which is an alkane.

[0040] The present invention therefore relates to a formulation (F4'') which is formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3'''', (F3'''') or (F3'''') in which the at least one solvent is decane, undecane, dodecane, tridecane, tetradecane, pentadecane, hexadecane, heptadecane, octadecene, nonadecane, icosane, henicosane, docosane, tricosane, , tetracosane, pentacosane, hexacosane, heptacosane, octacosane, nonacosane, triacontane, hentriacontane, dotriacontane, tritriacontane, tetratriacontane, pentatriacontane, hexatriacontane, heptatriacontane, octatriacontane, nonatriacontane and tetracontane, and these alkanes may be linear or branched alkanes (F4'').

[0041] The present invention therefore relates to formulation (F4'''), which is formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''', (F3''''), (F3'''') or (F3''''), in which at least one solvent is selected from the group consisting of undecane, tridecane, pentadecane, hexadecane, heptadecane, octadecene, nonadecane and triacontane, and these alkanes may be linear or branched alkanes (F4''').

[0042] The formulation according to the invention comprises 20-55% by weight of at least one solvent, based on the total weight of the formulation.

[0043] At least one solvent is preferably present in an amount of 25-55 wt %, 28-55 wt %, 35-55 wt %, always based on the total weight of the formulation.

[0044] Thus, the present invention relates to formulation (F5) which is formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3'''', (F3'''''), (F4), (F4'), (F4'') or (F4'''), which comprises 25 to 55% by weight of at least one solvent, based on the total weight of the formulation.

[0045] Thus, the present invention relates to formulation (F5') which is formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3'''', (F3'''''), (F4), (F4'), (F4'') or (F4'''), which comprises 28 to 55% by weight of at least one solvent, based on the total weight of the formulation.

[0046] The present invention therefore relates to formulation (F5'') which is formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3''''), (F4), (F4'), (F4'') or (F4'''), which formulation (F5'') comprises 35 to 55% by weight of at least one solvent, based on the total weight of the formulation.

[0047] The formulation according to the present invention contains mixed tocopherols (0.1-5% by weight, based on the total weight of the formulation) as an antioxidant.

[0048] Mixed tocopherols are made up of the following four compounds: α-tocopherol, β-tocopherol, γ-tocopherol, It is a mixture with delta-tocopherol.

[0049] Mixed tocopherols are usually up to 20% by weight of α-tocopherol, based on the total weight of the mixed tocopherols; up to 5% by weight of β-tocopherol, based on the total weight of the mixed tocopherols; up to 75% by weight of gamma-tocopherol, based on the total weight of the mixed tocopherols; Up to 35% by weight of δ-tocopherol, based on the total weight of mixed tocopherols Includes.

[0050] Preferred mixed tocopherols are: 10 to 20% by weight of α-tocopherol based on the total weight of the mixed tocopherols; 1 to 5% by weight of β-tocopherol based on the total weight of the mixed tocopherols; 50 to 75% by weight of γ-tocopherol based on the total weight of the mixed tocopherols; 15 to 35% by weight of δ-tocopherol based on the total weight of mixed tocopherols Includes.

[0051] Thus, the present invention relates to formulation (F6), which is formulation (F), (F'), (F'', (F''', F'), (F1), (F2), (F3), (F3'), (F3'', (F3''', (F3'''', (F3'''', F4), (F4'), (F4'', (F4'''', F5, (F5') or (F5''), wherein the mixed tocopherols are up to 20% by weight of α-tocopherol, based on the total weight of the mixed tocopherols; up to 5% by weight of β-tocopherol, based on the total weight of the mixed tocopherols; up to 75% by weight of gamma-tocopherol, based on the total weight of the mixed tocopherols; Up to 35% by weight of δ-tocopherol, based on the total weight of mixed tocopherols The present invention relates to a formulation (F6) comprising

[0052] Thus, the present invention relates to formulation (F6'), which is formulation (F), (F'), (F'', (F''', F'), (F1), (F2), (F3), (F3'), (F3'', (F3''', (F3'''', (F3'''', F3''''', (F4), (F4'), (F4'', (F4'''', (F5), (F5') or (F5''), wherein the mixed tocopherols are 10 to 20% by weight of α-tocopherol based on the total weight of the mixed tocopherols; 1 to 5% by weight of β-tocopherol based on the total weight of the mixed tocopherols; 50 to 75% by weight of γ-tocopherol based on the total weight of the mixed tocopherols; 15 to 35% by weight of δ-tocopherol based on the total weight of mixed tocopherols The present invention relates to a formulation (F6') comprising

[0053] Mixed tocopherols are commercially available from a variety of manufacturers, including BASF, DuPont, Merck, and DSM.

[0054] Formulations according to the present invention do not further contain any antioxidants other than the mixed tocopherols (i.e., BHA, BHT, etc.).

[0055] Thus, the present invention relates to formulation (F7), which is formulation (F), (F'), (F'', (F''',) (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3'''', (F3''''',) (F4), (F4'), (F4'', (F4'''',) (F5), (F5'), (F5''), (F6) or (F6'), wherein the formulation (F7) does not further comprise any antioxidant (other than mixed tocopherols).

[0056] Thus, the present invention relates to formulation (F7') which is formulation (F), (F'), (F'', (F''',), (F1), (F2), (F3), (F3'), (F3'', (F3''', (F3'''', (F3'''',), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6) or (F6'), which formulation (F7') is (substantially) free of BHA and BHT.

[0057] The formulation according to the present invention contains 0.1 to 5% by weight of mixed tocopherols based on the total weight of the formulation.

[0058] Preferably, the formulation according to the present invention contains 0.2-4.5% by weight, 0.2-4% by weight, 0.3-4% by weight, 0.4-3.5% by weight, 0.4-3% by weight, 0.4-2.5% by weight, 0.4-2% by weight of mixed tocopherols, always based on the total weight of the formulation.

[0059] Thus, the present invention relates to formulation (F8) which is formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3'''', (F3'''''), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6), (F6'), (F7) or (F7'), which contains 0.2 to 4.5% by weight of mixed tocopherols based on the total weight of the formulation.

[0060] Thus, the present invention relates to formulation (F8') which is formulation (F), (F'), (F'', (F''',), (F1), (F2), (F3), (F3'), (F3'', (F3''', (F3'''', (F3''''), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6), (F6'), (F7) or (F7'), which contains 0.2 to 4% by weight of mixed tocopherols, based on the total weight of the formulation.

[0061] Thus, the present invention relates to formulation (F8'') which is formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3'''', (F3'''''), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6), (F6'), (F7) or (F7'), wherein formulation (F8'') comprises 0.3 to 4% by weight of mixed tocopherols, based on the total weight of the formulation.

[0062] Thus, the present invention relates to formulation (F8''') which is formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3'''', (F3'''''), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6), (F6'), (F7) or (F7'), which formulation (F8''') contains 0.4 to 3.5% by weight of mixed tocopherols, based on the total weight of the formulation.

[0063] Thus, the present invention relates to formulation (F8'''') which is formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3'''', (F3'''''), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6), (F6'), (F7) or (F7'), wherein formulation (F8'''') comprises 0.4 to 3% by weight of mixed tocopherols, based on the total weight of the formulation.

[0064] Thus, the present invention relates to formulation (F8''''') which is formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3'''', (F3'''''), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6), (F6'), (F7) or (F7'), wherein formulation (F8'''''') comprises 0.4 to 2.5% by weight of mixed tocopherols, based on the total weight of the formulation.

[0065] Thus, the present invention relates to formulation (F8'''''') which is formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3'''', (F3''''), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6), (F6'), (F7) or (F7'), wherein formulation (F8'''''') comprises 0.4 to 2% by weight of mixed tocopherols, based on the total weight of the formulation.

[0066] The formulations according to the invention are generally prepared using known methods and with commonly used equipment.

[0067] A general method for preparing a formulation according to the invention is as follows: Retinol and mixed tocopherols are mixed at high temperatures (usually between 40 and 65°C). Heat at least one solvent to a temperature similar to that of the retinol / mixed tocopherol mixture (usually in the temperature range of 40-65°C). Adding at least one solvent to the retinol / mixed tocopherol mixture (or vice versa) at an elevated temperature (usually in the temperature range of 40-65°C) and mixing it at this temperature. Allow the mixture to cool slowly.

[0068] The present invention therefore also relates to a method for producing any of formulations (F), (F'), (F'', (F''',), (F1), (F2), (F3), (F3'), (F3'', (F3''', (F3'''', (F3''''), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6), (F6'), (F7), (F7'), (F8), (F8'), (F8'', (F8'''', (F8'''', (F8'''') or (F8''''''), comprising the steps of: Mixing retinol and mixed tocopherols at high temperature (usually in the temperature range of 40-65°C); heating at least one solvent to a temperature similar to that of the retinol / mixed tocopherols mixture (usually in the temperature range of 40-65° C.); adding at least one solvent to the retinol / mixed tocopherols mixture (or vice versa) at an elevated temperature (usually in the temperature range of 40-65° C.) and mixing it at this temperature; slowly cooling the mixture; The present invention relates to a method comprising the steps of:

[0069] It is also possible to first mix the retinol in a solvent (usually at a temperature range of 40-65° C.) and then mix it with the mixed tocopherols (usually at a temperature range of 40-65° C.) and slowly cool the mixture.

[0070] It is also possible to first mix the mixed tocopherols in a solvent (usually at a temperature range of 40-65° C.) and then mix it with the retinol (usually at a temperature range of 40-65° C.) and slowly cool the mixture.

[0071] The formulations according to the invention can be used in a variety of fields of application, such as food, feed, pharmaceutical and personal care.

[0072] The formulations according to the invention are preferably used for incorporation into personal care products (creams, lotions, etc.).

[0073] The present invention therefore also relates to the use of at least one formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3'''', (F3'''''), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6), (F6'), (F7), (F7'), (F8), (F8'), (F8'', (F8'''', (F8'''', (F8'''') or (F8'''''') in food, feed, drug and personal care products.

[0074] Thus, the present invention also relates to the use of at least one formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3'''', (F3'''''), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6), (F6'), (F7), (F7'), (F8), (F8'), (F8'', (F8'''', (F8'''', (F8'''') or (F8'''''') in a personal care product (cream, lotion, etc.).

[0075] Furthermore, the present invention also relates to food, feed, pharmaceutical and personal care products comprising at least one formulation (F), (F'), (F'', (F''',), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3'''', (F3''''',), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6), (F6'), (F7), (F7'), (F8), (F8'), (F8'', (F8'''', (F8'''', (F8'''') or (F8'''''').

[0076] Furthermore, the present invention also relates to personal care products (creams, lotions, etc.) comprising at least one formulation (F), (F'), (F'', (F'''), (F1), (F2), (F3), (F3'), (F3'', (F3''), (F3''', (F3'''', (F3''''), (F4), (F4'), (F4'', (F4'''), (F5), (F5'), (F5''), (F6), (F6'), (F7), (F7'), (F8), (F8'), (F8'', (F8'''', (F8'''', (F8'''') or (F8'''''').

[0077] As mentioned above, one advantage of the formulation according to the invention is the high amount of retinol (and therefore the low amount of other ingredients), another important advantage is that the formulation is oily and not in the form of a classical emulsion.

[0078] When incorporated into end market products (food, feed, pharmaceutical and personal care products), the amount of formulation will vary depending on the amount of retinol required in those end products.

[0079] The following examples serve to illustrate the invention.

[0080] [Example] All of the following examples are carried out in the following manner: Melt and mix the retinol and mixed tocopherols under nitrogen at a temperature of 63°C to 65°C for approximately 5 to 10 minutes; The solvent is then heated to a temperature of 63°C to 65°C.

[0081] The retinol / mixed tocopherol mixture and solvent are then mixed (with stirring) at 63°C-65°C for a few minutes, 2-5 minutes, and the formulation is allowed to cool slowly to room temperature.

[0082] The following solvents were used: Emogreen L19 (from Seppic): This is a 15 ~C 19 Alkane mixture Cetiol Ultimate (from BASF): This is a mixture of undecane and tridecane. Cetiol 5 (from BASF): This is cococaprylate (comparative example) Eutanol G (from BASF): This is octyldodecanol (comparative example)

[0083] Mixed tocopherols are Mixed Tocopherols 95 (from DSM)

[0084] [Table 1]

[0085] To determine the stability of these formulations, they were stored (at 40° C.) for 2 and 6 weeks, and the loss of retinol was measured (initial value was 100%).

[0086] [Table 2]

[0087] From the table it can be seen that the formulation according to the invention is very stable and how the stability of comparative examples 3 and 4 is less than that of the formulation according to the invention.

[0088] As discussed above, the inventive retinol formulations of the present invention can be incorporated into a variety of compositions.

[0089] For example, in the following personal care compositions listed in the table below (all values ​​expressed as weight percent based on the total weight of the composition):

[0090] [Table 3]

[0091] [Table 4]

[0092]

Table 5

Claims

1. 1. A formulation comprising: 40 to 75% by weight of retinol based on the total weight of the formulation; 20-55% by weight of at least one solvent, based on the total weight of the formulation; 0.1 to 5% by weight of mixed tocopherols based on the total weight of the formulation; Including, A formulation wherein said at least one solvent is a non-polar lipophilic hydrocarbon without alcohol or ester groups.

2. 1. A formulation comprising: 40 to 75% by weight of retinol based on the total weight of the formulation; 20-55% by weight of at least one solvent, based on the total weight of the formulation; 0.1 to 5% by weight of mixed tocopherols based on the total weight of the formulation; It consists of: A formulation wherein said at least one solvent is a non-polar lipophilic hydrocarbon without alcohol or ester groups.

3. 3. The formulation according to claim 1 or 2, comprising 40-70% by weight of retinol, based on the total weight of the formulation.

4. The at least one solvent may be linear or branched. ８ ~C ４２ The formulation according to claim 1 or 2, which is an alkane.

5. 3. The formulation of claim 1 or 2, wherein the at least one solvent is selected from the group consisting of decane, undecane, dodecane, tridecane, tetradecane, pentadecane, hexadecane, heptadecane, octadecene, nonadecane, icosane, henicosane, docosane, tricosane, tetracosane, pentacosane, hexacosane, heptacosane, octacosane, nonacosane, triacontane, hentriacontane, dotriacontane, tritriacontane, tetratriacontane, pentatriacontane, hexatriacontane, heptatriacontane, octatriacontane, nonatriacontane and tetracontane, wherein these alkanes may be linear or branched.

6. 3. The formulation according to claim 1 or 2, comprising 25 to 55% by weight of said at least one solvent, based on the total weight of the formulation.

7. The mixed tocopherols are up to 20% by weight of α-tocopherol, based on the total weight of the mixed tocopherols; up to 5% by weight of β-tocopherol, based on the total weight of the mixed tocopherols; up to 75% by weight of gamma-tocopherol, based on the total weight of the mixed tocopherols; Up to 35% by weight of δ-tocopherol, based on the total weight of the mixed tocopherols. The formulation of claim 1 or 2, comprising:

8. 3. The formulation of claim 1 or 2, wherein the formulation does not contain any antioxidants other than the mixed tocopherols.

9. 3. The formulation of claim 1 or 2, comprising 0.2 to 4.5% by weight of mixed tocopherols, based on the total weight of the formulation.

10. A method for producing the formulation according to claim 1 or 2, comprising the steps of: mixing the retinol and the mixed tocopherols at 40-65°C; heating said at least one solvent to a temperature similar to that of said retinol / mixed tocopherols mixture in the range of 40-65°C; adding said at least one solvent to said retinol / mixed tocopherols mixture (or vice versa) at 40-65° C. and mixing it at this temperature; - slowly cooling the mixture The method includes:

11. Use of at least one of the formulations described in claim 1 or 2 in food, feed, pharmaceutical and personal care products.

12. Food, feed, pharmaceutical and personal care products comprising at least one formulation according to claim 1 or 2.

13. A personal care product comprising at least one of the formulations of claims 1 or 2.