Processes And Systems For Catalytic Manufacture Of Wax Ester Derivatives

Patent No. US12180530 (titled "Processes And Systems For Catalytic Manufacture Of Wax Ester Derivatives") was filed by Cargill Inc on Jan 26, 2023.

What is this patent about?

’530 is related to the field of processing wax esters, specifically transesterification. Wax esters, formed from fatty acids and fatty alcohols, are used in cosmetics and personal care products. Traditional transesterification methods often involve chemical catalysts at high temperatures, leading to undesirable side reactions that degrade beneficial components and reduce product yield and stability.

The underlying idea behind ’530 is to use lipase enzymes to catalyze the transesterification of wax esters, particularly jojoba wax esters, at lower temperatures and ambient pressure. This enzymatic approach avoids the harsh conditions of chemical catalysis, preserving valuable components like antioxidants, sterols, and volatile compounds naturally present in the wax ester feedstock. The enzymatic process also avoids the formation of unwanted byproducts like fatty acid methyl esters and free fatty alcohols.

The claims of ’530 focus on a process involving contacting a feedstock containing jojoba wax esters, hydrogenated jojoba wax esters, and an antioxidant with a lipase enzyme. The lipase then catalyzes the transesterification of the wax esters, resulting in a product containing transesterified wax esters and the antioxidant. Crucially, the resulting product contains no free fatty alcohol .

In practice, the enzymatic transesterification can be performed in continuous reactors, where the wax ester feedstock flows through a column containing immobilized lipase. This continuous process allows for efficient and scalable production. The use of enzymes also simplifies the downstream processing, eliminating the need for neutralization, bleaching, and waste separation steps required in chemically catalyzed processes. The oxidative stability index (OSI) of the product can be greater than, equal to, or less than the feedstock.

This enzymatic approach offers several advantages over traditional chemical methods. By preserving natural antioxidants like tocopherols, the resulting transesterified product exhibits improved oxidative stability and shelf life. Furthermore, the absence of fatty acid methyl esters and free fatty alcohols results in a product with superior emollient and viscosity control properties, making it more suitable for cosmetic and personal care applications. The high yield of product per unit of catalyst is also a significant improvement.

How does this patent fit in bigger picture?

Technical landscape at the time

In the mid-2010s when ’530 was filed, at a time when chemical processes were typically implemented using batch reactors or continuous stirred-tank reactors, optimizing reaction yields and product purity often involved careful control of temperature, pressure, and reactant ratios. When systems commonly relied on traditional separation techniques such as distillation or solvent extraction rather than more advanced membrane separation or chromatographic methods, achieving high selectivity in chemical transformations was non-trivial.

Novelty and Inventive Step

The application was a continuation of U.S. patent application Ser. No. 14/578,075, filed Dec. 19, 2014, now U.S. Pat. No. 11,248,245, issued Feb. 15, 2022. Claims were amended during prosecution. The examiner issued rejections based on anticipation, obviousness, and double patenting. The applicant made claim amendments and presented arguments to overcome these rejections. The application was issued as a patent.

Claims

This patent contains 20 claims, with independent claims numbered 1, 19, and 20. The independent claims focus on a process for preparing enzymatically transesterified wax esters using a lipase enzyme and a feedstock containing jojoba wax esters, hydrogenated jojoba wax esters, and an antioxidant. The dependent claims generally elaborate on specific aspects of the process defined in claim 1, such as the composition of the feedstock, the type of lipase enzyme used, and process parameters.

Key Claim Terms New

Definitions of key terms used in the patent claims.

Term (Source)Support for SpecificationInterpretation
Feedstock wax esters
(Claim 1, Claim 19, Claim 20)
“Implementations of processes for transesterifying wax esters may include: providing a feedstock including wax esters, contacting the feedstock with a lipase, and catalytically transesterifying the wax esters in the feedstock with the lipase to form a transesterified product.”Wax esters that are part of the feedstock and are reacted with a lipase enzyme.
Hydrogenated jojoba wax esters
(Claim 1, Claim 19, Claim 20)
“The jojoba wax esters may further include hydrogenated jojoba wax esters.”Jojoba wax esters that have been hydrogenated, used as part of the feedstock.
Jojoba wax esters
(Claim 1, Claim 19, Claim 20)
“Wax esters are found in various animals and plants, including the jojoba plant (Simmondsia chinensis). Wax esters are used in various applications, including in cosmetic and personal care products.”A type of wax ester derived from the jojoba plant, used as part of the feedstock.
Lipase enzyme
(Claim 1, Claim 19, Claim 20)
“Implementations of processes for transesterifying wax esters may include: providing a feedstock including wax esters, contacting the feedstock with a lipase, and catalytically transesterifying the wax esters in the feedstock with the lipase to form a transesterified product.”An enzyme used to react with the feedstock wax esters.
Oxidative stability index
(Claim 1, Claim 19, Claim 20)
“Implementations of processes for transesterifying wax esters may include: providing a feedstock including wax esters, contacting the feedstock with a lipase, and catalytically transesterifying the wax esters in the feedstock with the lipase to form a transesterified product. An oxidative stability index (OSI) of the transesterified product may be greater than an OSI of the feedstock.”A measure of the resistance of the feedstock and product to oxidation.

Litigation Cases New

US Latest litigation cases involving this patent.

Case NumberFiling DateTitle
1:25-cv-00690Jun 4, 2025Cargill, Incorporated V. Vantage Specialty Chemicals, Inc.

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US12180530

CARGILL INC
Application Number
US18159745
Filing Date
Jan 26, 2023
Status
Granted
Expiry Date
Dec 19, 2034
External Links
Slate, USPTO, Google Patents