NEW VANILLIN AND OR ETHYLVANILLIN, PROCESS FOR THEIR PREPARATIONS AND USE THEREOF
The present invention relates to a new bio-sourced vanillin and/or ethylvanillin, containing specific impurities. The invention further relates to a process for their preparations and the use of such compounds.
1 . A composition, comprising vanillin and/or ethylvanillin and at least one compound selected from the group consisting of 2-hydroxy-2-(4-hydroxy-3-m ethoxyphenyl)acetic acid, 4-hydroxy-5-methoxyisophthalaldehyde, 2,2′-(4-hydroxy-5-methoxy-1,3-phenylene)bis(2-hydroxy-acetic acid), 2-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-2-(2-hydroxy-3-methoxyphenyl)acetic acid, 2-(3-ethoxy-4-hydroxyphenyl)-2-hydroxyacetic acid, 2-(3-ethoxy-2-hydroxyphenyl)-2-hydroxyacetic acid, 2,2′-(5-ethoxy-4-hydroxy-1,3-phenylene)bis(2-hydroxyacetic acid), 5-ethoxy-4-hydroxyisophthalaldehyde, 3-ethoxy-2-hydroxybenzaldehyde, (E or Z)-3-(4-hydroxy-3-methoxybenzylidene)-7-methoxybenzofuran-2(3H)-one, and (E or Z)-7-ethoxy-3-(3-ethoxy-4-hydroxybenzylidene)benzofuran-2(3H)-one, and having a bio-based carbon content of between 75% and 100%.
2 . The composition according to claim 1 , wherein vanillin and/or ethylvanillin has a bio-based carbon content above 80%.
3 . The composition according to claim 1 , wherein the vanillin and/or ethylvanillin displays a mean isotopic 13 C deviation of from −33% to −23%.
4 . The composition according to claim 1 , wherein the composition comprises vanillin and at least one compound selected from the group consisting of 2-hydroxy-2-(4-hydroxy-3-m ethoxyphenyl)acetic acid, 4-hydroxy-5-methoxyisophthalaldehyde, 2,2′-(4-hydroxy-5-methoxy-1,3-phenylene)bis(2-hydroxyacetic acid), 2-hydroxy-3-methoxybenzaldehyde,2-hydroxy-2-(2-hydroxy-3-methoxyphenyl)acetic acid, and (E or Z)-3-(4-hydroxy-3-methoxybenzylidene)-7-methoxybenzofuran-2(3H).
5 . The composition according to claim 1 , wherein the composition comprises vanillin having a purity higher than 90%.
6 . The composition according to claim 1 , wherein the composition comprises vanillin and is in the form of flakes, beads, prills, or powder.
7 . The composition according to claim 1 , wherein the composition comprises vanillin and exhibits satisfactory organoleptic properties.
8 . The composition according to claim 1 , wherein the composition comprises ethylvanillin and at least one compound selected from the group consisting of 2-(3-ethoxy-4-hydroxyphenyl)-2-hydroxyacetic acid, 2-(3-ethoxy-2-hydroxyphenyl)-2-hydroxyacetic acid, 2,2′-(5-ethoxy-4-hydroxy-1,3-phenylene)bis(2-hydroxyacetic acid), 5-ethoxy-4-hydroxyisophthalaldehyde, 3-ethoxy-2-hydroxybenzaldehyde, and (E or Z)-7-ethoxy-3-(3-ethoxy-4-hydroxybenzylidene)benzofuran-2(3H)-one.
9 . The composition according to claim 1 , wherein the composition comprises ethylvanillin having a purity higher than 90%.
10 . The composition according to claim 1 , wherein the composition comprises ethylvanillin and is in the form of flakes, beads, prills, or powder.
11 . A process for the preparation of vanillin and/or ethylvanillin, which bio-based carbon content is between 75% and 100%, comprising
(a) reacting, in a condensation reaction, guaiacol, and/or of guetol, which bio-based carbon content is between 75% and 100%, with glyoxylic acid, and
(b) oxidizing the condensation product of step (a).
12 . A process for the preparation of a vanillin and/or ethylvanillin composition according to claim 1 , comprising
(a) reacting, in a condensation reaction, guaiacol, which bio-based carbon content is between 75% and 100%, and/or of guetol, which bio-based carbon content is between 75% and 100%, with glyoxylic acid, and a step
(b) oxidizing the condensation product of step (a).
13 . A process according to claim 11 , wherein glyoxylic acid has a bio-based carbon content above 50%.
13 . (canceled)
14 . (canceled)
15 . A process for imparting a flavor and/or fragrance to a food, beverage, cosmetic, pharmaceutical, or fragrance composition, comprising adding a composition according to claim 1 to the food, beverage, cosmetic, pharmaceutical, or fragrance composition.
16 . A food product, beverage, cosmetic formulation, pharmaceutical formulation, or fragrance, comprising a composition according to claim 1 .
17 . The composition according to claim 2 , wherein the composition has a bio-based carbon content of between 75% and 100%.
18 . The composition according to claim 3 , wherein the composition displays a mean isotopic 13 C deviation of from −30% to −26%.
19 . The composition according to claim 5 , comprising vanillin having a purity of higher than 99%.
20 . The composition according to claim 9 , comprising ethylvanillin having a purity of higher than 99%.
21 . A process according to claim 13 , wherein glyoxylic acid has a bio-based carbon content of between 75% and 100%.
22 . The composition according to claim 3 , wherein the composition displays a mean isotopic 13 C deviation of from −31% to −25%.
23 . The composition of claim 1 , wherein the vanillin and/or ethylvanillin is derived from guaiacol having a bio-based carbon content of between 75% and 100% and/or guetol having a bio-based carbon content of between 75% and 100%.