NATURAL C12-15 ALKYL BENZOATES

Abstract

C12-15 Alkyl Benzoates that are made at least in part from natural sources, e.g., from various plant based alkyl compounds having chain lengths in the range of 12 to 15 carbon atoms, e.g., palm-based C12 compounds, that are useful for a full array of cosmetic uses, including in all known uses for known C12-15 Alkyl Benzoates, which C12-15 Alkyl Benzoates provide a large number of advantages over known products in the art, including costs savings as well as providing a more natural product, which would be more desirable especially in the fields of uses of cosmetics, and beauty and/or body care products as well as in fragrances, where naturally sourced materials are typically highly valued by customers.

Claims

1. An alkyl benzoate composition, having identifying characteristics as provided in FIG. 1 by HPLC @ 230 nm; or having peak area ratios for five main peaks by HPLC @ 230 nm of about as followsTABLE-US-00010 peak# peak area ratio 1 47.4 2 9.5 3 23.4 4 7.2 5 3.8 or having four main peaks by HPLC @ 230 nm at about 14.609, 17.861, 22.020, and 27.333; or having been prepared at least in part from plant based alkyl groups, preferably having 12 to 14 carbon atoms, e.g., palm-based C12 compounds; or having been prepared from plant based alkyl groups, wherein the plant based alkyl groups represent 70% or more of the alkyl groups in the alkyl benzoates.

2. A composition according to any of claim 1, to which C15 alkyl benzoate compounds are added.

3. A cosmetics, or beauty and/or body care product or fragrance, comprising the composition according to claim 1.

Description

BRIEF DESCRIPTION OF DRAWINGS

[0023] The patent or application file contains at least one drawing executed in color. Copies of this patent or patent application publication with color drawing(s) will be provided by the Office upon request and payment of the necessary fee.

[0024] FIG. 1 illustrates HPLC results for Sample A

[0025] FIG. 2 illustrates HPLC results for Sample B

[0026] FIG. 3 illustrates an exemplified manufacturing flow chart

EXAMPLES

[0027] Sample A was produced in accord with the recipe provided in FIG. 3.

Results: Report of C12-15 Alkyl Benzoate Made with Palm-Based C12 Versus Synthetic C15

[0028] Comparison study was done with two samples: [0029] 1. Natural C-12, sample A [0030] 2. FINSOLV® TN from Innospec, sample B

[0031] FINSOLV® TN has the following chemical description based on public information.

##STR00002##

[0032] Composition of compounds by HPLC method @ 230 nm provided the information illustrated in FIGS. 1 and 2 for samples A and B, respectively.

TABLE-US-00003 The peak area ratios for five main peaks peak# Sample A Sample B 1 47.4 25.9 2 9.5 29.3 3 23.4 14.0 4 7.2 11.4 5 3.8 0.1

[0033] It is apparent from the scans and % compositions, the compound contributions from these two samples are very different due to different starting materials used.

TABLE-US-00004 Viscosity, dielectric constant, solubilities comparison table Viscosity (cst, 25° C.) Dielectric constant, RT Solubilities (w/w), RT %AVO %BTZ %DHHB %EHT Sample A 12.97 3.94 12 8.2 8.2 1.8 Sample B 13.14 3.98 12 9.3 8.2 1.8 AVO = Avobenzone = Butyl Methoxydibenzoylmethane BTZ = Bemotrizinol = Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine DHHB = Diethylamino Hydroxybenzoyl Hexyl Benzoate EHT = Ethylhexyl Triazone

[0034] In the table above, very similar properties are contributed by these two samples. This means generally that their uses in industry can significantly overlap.

Freeze Point

[0035] Sample A and sample B were kept in a freezer (-15° C.) overnight. Both were solid at room temperature right after freezer, and sample A turned to liquid faster than sample B. It means that sample A has higher freeze point then sample B.

TABLE-US-00005 Photostability - Experimentation was done in an Ethyl Acetate system Formula# JZ13-207 #1 JZ13-207 #2 JZ13-207 #3 JZ13-207 #4 Material tested Sample A Sample B Sample A Sample B % Ethylhexyl methoxycinnamate 7.5 7.5 %Butyl Methoxydibenzoylmethane 3.0 3.0 %Material tested 25.0 25.0 25.0 25.0 PA-18, film former 2.0 2.0 2.0 2.0 Ethyl acetate 65.5 65.5 70.0 70.0 %remaining @306 nm 93.8 90.4 %remaining @357 nm 69.5 71.7

[0036] In photostability test, sample A and sample B have very similar photostability for the two UV filters tested. Thus, one can just as effectively use the novel C12-15 Alkyl Benzoates Made with Palm-Based C12 as known products in the industry that are, e.g., fully synthetic.

TABLE-US-00006 Behavior in a typical product formulation Formulas of Comparing Performance Formula# Sample A Sample B Oil Phase Ingredients C12-15 alkyl benzoates 30.00 30.00 Cetearyl alcohol 1.00 1.00 Glyceryl stearate 2.40 2.40 PEG-100 stearate 2.10 2.10 Water 63.60 63.60 Xanthan Gum 0.30 0.30 Phenoxyethanol, Methylparaben, Ethylparaben, Butylparaben, Propylparaben, Isobutylparaben 0.60 0.60 Total 100.00 100.00 Viscosity (Brk, DV II, Sp.20, RVTD, after 24 h at room temperature, 25C), CPS 5100 6900 pH 4.6 6.3

[0037] In the comparison work on real formulations, [0038] The batch containing 30% sample A had lower viscosity than 30%sample B [0039] The batch containing 30% sample A had lower pH than 30%sample B

[0040] pH may be adjusted by a variety of known ways if closer to neutral pH would be desired. Typical approaches for adjusting pH include cosmetic grade alkaline materials including metallic hydroxides and various amines.

TABLE-US-00007 Provision of further characteristics of exemplified embodiment ANALYSIS TENATIVE SPECIFICATIONS RESULTS Color, APHA 50 Max 17 Appearance Clear Liquid Clear Liquid Acid Value, mgKOH/g 0.5 Max 0.22 Odor Odorless to Mild Pass Saponification Value, mgKOH/g 169 - 182 179.0

TABLE-US-00008 Provision of characteristics of C-SYN Neodol 25 Benzoate LRL05-440 - which complies with ISO 16128 requirements for derived natural materials which are considered a special benefit to customers ANALYSIS SPECIFICATIONS RESULTS APPEARANCE OF PRODUCT CLEAR LIQUID CLEAR LIQUID ODOR @ 25° C. ODORLESS TO VERY MILD VERY MILD ACID VALUE (MGKOH/G) 0.00 - 0.50 0.031 SAPONIFICATION VALUE (MGKOH/G) 169.00 - 182.00 170.40 SPECIFIC GRAVITY @ 25° C. 0.9150 - 0.9350 0.9309 REFRACTIVE INDEX @ 20° C. 1.4830 - 1.4850 1.4850 APHA 0.0-50.0 40.0

TABLE-US-00009 Provision of characteristics of FINSOLV® TN data, which is known to be purely synthetic Boiling point 300° C. Pour point 14° C. (approx.) Freezing point range - 12° C. - 3° C. Flash point 163° C. 166° C. Required HLB 12 13 Surface tension dynes/cm @ 15° C., (Du Nuoy) 315 Interfacial tension in water dynes/cm @ 15° C. 7.13 Spreading coefficient dynes/cm @ 15° C. 34.5

[0041] Thus, an objective is to achieve similar characteristics by the novel C12-15 Alkyl Benzoates to both the set of characteristics provided in Tables 6 and 7, so that customers would consider the novel C12-15 Alkyl Benzoates natural or natural enough, while providing the beneficial characteristics of fully synthetic C12-15 Alkyl Benzoates .

[0042] Further noted is that the solvency and low melting point of the novel C12-15 Alkyl Benzoates are such as needed to successfully replace FINSOLV® TN as a one to one substitution in commercial products, thus, providing all the well-known benefits in many commercial products, while providing a more natural, greener, environmentally friendlier, lower synthetic, e.g., lower petro based sourced material, and thus a more costumer desired end product.

[0043] In sum, the novel C12-15 Alkyl Benzoates containing natural plant based materials are surprisingly able to emulate the beneficial properties of synthetic C12-15 Alkyl Benzoates such as FINSOLV® TN even when the amount of plant based material is high, e.g., more than 60%, 70%, 71%, 75%, or even as high as 80% or above.