Sulfur-Containing Volatile Organic Compounds In Cannabis

Patent No. US12098350 (titled "Sulfur-Containing Volatile Organic Compounds In Cannabis") was filed by Abstrax Tech Inc on Dec 7, 2021.

What is this patent about?

’350 is related to the field of flavor and fragrance enhancement, particularly for products aiming to replicate or augment the "gassy" aroma associated with certain cannabis strains. The background acknowledges the increasing interest in terpenes and other compounds that contribute to the unique scent and flavor profiles of cannabis, but notes the difficulty in replicating the complex "gassy" aroma, often described as sulfuric and reminiscent of gasoline, using existing terpene blends.

The underlying idea behind ’350 is that specific organosulfur compounds , when combined with terpenes, can effectively recreate or enhance the sought-after "gassy" aroma. The inventors discovered that certain sulfur-containing molecules, even in small concentrations, contribute significantly to this aroma profile, which was previously attributed primarily to terpenes. This insight allows for the creation of more accurate and potent flavor and fragrance compositions.

The claims of ’350 focus on a process for augmenting or enhancing the gassy aroma or taste of a product by adding an organosulfur compound. The organosulfur compound is selected from a group consisting of prenyl mercaptan, 2-methylthiophene, 3-methylthiophene, diprenyl disulfide, 3-methyl-2-buten-1-yl thiolacetate, 3-methyl-1-[(3-methyl-2-buten-1-yl)sulfanyl]-2-butene, prenylmethylthiol (1-(methylsulfanyl)-3-methyl-2-butene), prenyl thioacetate, thiogeraniol, and a combination of any two or more thereof. The product is an edible product, an aerosol product, a flavor product, a fragrance product, or an inhalable product.

In practice, the invention involves incorporating one or more of the specified organosulfur compounds into a base composition, such as a food, beverage, aerosol, or fragrance. The concentration of the organosulfur compound is carefully controlled, typically ranging from trace amounts (0.000001 wt %) to about 0.3 wt %, to achieve the desired gassy aroma without overpowering the other sensory characteristics of the product. The composition may also include primary terpenes like myrcene, β-caryophyllene, and limonene to further refine the aroma profile.

The differentiation from prior approaches lies in the recognition and utilization of organosulfur compounds as key contributors to the gassy aroma. Previous attempts to replicate this aroma relied heavily on terpenes, often falling short of capturing the full complexity and pungency. By incorporating specific sulfur-containing molecules, ’350 provides a more effective and nuanced method for achieving a realistic and desirable "gassy" scent in a variety of products, offering a significant improvement over existing flavor and fragrance formulations. The use of prenyl mercaptan and 2-methylthiophene is particularly highlighted.

How does this patent fit in bigger picture?

Technical landscape at the time

In the late 2010s when ’350 was filed, at a time when gas chromatography was a common technique for analyzing volatile organic compounds, there was increasing interest in identifying the specific compounds responsible for the unique aromas of various substances. Systems commonly relied on identifying major components, but capturing the complete aroma profile, especially for complex mixtures, remained a challenge. Hardware or software constraints made it non-trivial to accurately replicate complex aromas using artificial blends based solely on gas chromatographic data.

Novelty and Inventive Step

The examiner approved the claims because the prior art failed to teach or suggest a process for augmenting or enhancing a gassy aroma or taste of a product. This process involves adding an organosulfur compound selected from a specific group of compounds, where the product is an edible, aerosol, flavor, fragrance, or inhalable product. Although the closest prior art, Alarcon (US 20210068444), teaches a process, it does not teach the claimed process with the specific organosulfur compounds. Other references also do not teach or suggest the combined limitations.

Claims

US12,098,350 has 14 claims, with claim 1 being the only independent claim. Independent claim 1 is directed to a process for enhancing the gassy aroma or taste of a product by adding an organosulfur compound. The dependent claims generally specify particular products, amounts, and additional compounds used in the process.

Key Claim Terms New

Definitions of key terms used in the patent claims.

Term (Source)Support for SpecificationInterpretation
2-methylthiophene
(Claim 1)
“Suitable organosulfur compounds, include, but are not limited to, prenyl mercaptan, 2-methylthiophene, 3-methylthiophene, dimethyl disulfide, diprenyl disulfide, 3-methyl-2-buten-1-yl thiolacetate, 3-methyl-1-[(3-methyl-2-buten-1-yl)sulfanyl]-2-butene, prenylmethylthiol (1-(methylsulfanyl)-3-methyl-2-butene), prenyl thioacetate, thiogeraniol, and dimethyl sulfide.”A specific organosulfur compound that contributes to the gassy aroma.
Gassy aroma
(Claim 1)
“As used herein, the term “gassy” is understood to be an organoleptic descriptor that represents a type of Cannabis aroma that emulates a sulfurous petroleum odor.”A type of aroma that emulates a sulfurous petroleum odor, particularly associated with Cannabis.
Organosulfur compound
(Claim 1)
“Provided herein are compositions comprising organosulfur compounds that are capable of providing a gassy aroma and/or and modifying the olfactory qualities of the gassy aroma. The organosulfur compounds include known organosulfur compounds, such as for example and without limitation, mercaptans, thiols, sulfides, disulfides, polysilfides, and thioesters that contribute to or enhance the desired aroma and/or olfactory qualities of the composition.”A compound containing sulfur, selected from the list in claim 1, that contributes to or enhances the gassy aroma or taste of a product.
Prenyl mercaptan
(Claim 1)
“Suitable organosulfur compounds, include, but are not limited to, prenyl mercaptan, 2-methylthiophene, 3-methylthiophene, dimethyl disulfide, diprenyl disulfide, 3-methyl-2-buten-1-yl thiolacetate, 3-methyl-1-[(3-methyl-2-buten-1-yl)sulfanyl]-2-butene, prenylmethylthiol (1-(methylsulfanyl)-3-methyl-2-butene), prenyl thioacetate, thiogeraniol, and dimethyl sulfide.”A specific organosulfur compound that contributes to the gassy aroma.
Prenyl thioacetate
(Claim 1)
“Suitable organosulfur compounds, include, but are not limited to, prenyl mercaptan, 2-methylthiophene, 3-methylthiophene, dimethyl disulfide, diprenyl disulfide, 3-methyl-2-buten-1-yl thiolacetate, 3-methyl-1-[(3-methyl-2-buten-1-yl)sulfanyl]-2-butene, prenylmethylthiol (1-(methylsulfanyl)-3-methyl-2-butene), prenyl thioacetate, thiogeraniol, and dimethyl sulfide.”A specific organosulfur compound that contributes to the gassy aroma.

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US12098350

ABSTRAX TECH INC
Application Number
US17544225
Filing Date
Dec 7, 2021
Status
Granted
Expiry Date
Feb 26, 2042
External Links
Slate, USPTO, Google Patents