Penthol v. Vertex Energy

CourtCourt of Appeals for the Fifth Circuit
DecidedAugust 14, 2025
Docket24-20329
StatusPublished

This text of Penthol v. Vertex Energy (Penthol v. Vertex Energy) is published on Counsel Stack Legal Research, covering Court of Appeals for the Fifth Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Penthol v. Vertex Energy, (5th Cir. 2025).

Opinion

Case: 24-20329 Document: 79-1 Page: 1 Date Filed: 08/14/2025

United States Court of Appeals for the Fifth Circuit United States Court of Appeals Fifth Circuit ____________ FILED August 14, 2025 No. 24-20329 Lyle W. Cayce ____________ Clerk Penthol, L.L.C.,

Plaintiff—Appellee,

versus

Vertex Energy Operating, L.L.C.,

Defendant—Appellant. ______________________________

Appeal from the United States District Court for the Southern District of Texas USDC No. 4:21-CV-416 ______________________________

Before Elrod, Chief Judge, and King and Graves, Circuit Judges. James E. Graves, Jr., Circuit Judge: This appeal concerns ramifications resulting from a terminated sales agreement between Vertex Energy Operating, L.L.C. (“Vertex”), a base oil manufacturer, and Penthol, L.L.C. (“Penthol”), a trading company. Vertex contends that Penthol repudiated its contractual obligations and is therefore responsible for the agreement’s termination. Vertex also avers that it is entitled to attorneys’ fees and other legal costs based on (1) a fee-shifting provision in the sales agreement and (2) Rule 54(d) of the Federal Rules of Civil Procedure. We conclude that Penthol’s actions did not constitute an anticipatory repudiation and accordingly AFFIRM the district court’s Case: 24-20329 Document: 79-1 Page: 2 Date Filed: 08/14/2025

No. 24-20329

conclusion that the sales agreement was prematurely, but mutually, terminated. We also conclude that the district court erred in finding that the sales agreement’s fee-shifting provision barred Vertex from receiving fees associated with Penthol defaulting on its contractual obligations. We accordingly VACATE the denial of fees on that ground, and REMAND for additional proceedings. Lastly, we AFFIRM the district court’s denial of Vertex’s request for prevailing-party fees. I. In June 2016, Vertex and Penthol entered into the sales agreement that forms the locus of this dispute. Under the agreement, Vertex served as the exclusive North America sales representative of “ADbase,” a Group III base oil1 product that Penthol was tasked with distributing.2 In exchange, Penthol provided Vertex with sales commissions and profit incentives. The sales agreement was scheduled to conclude on December 31, 2021. Notably, Vertex also produced and sold a Group II base oil product, “VTX-6.” But, as the district court observed, ADbase and VTX-6 were not commercial threats to each other because “Group III base oil is a much higher quality oil than Group II and sells for a higher price.” Penthol, LLC v. Vertex Energy Operating, LLC, 722 F. Supp. 3d 660, 666 (S.D. Tex. 2024), amended, No. 4:21-CV-416, 2024 WL 3166936 (S.D. Tex. June 25, 2024) (the “Findings of Fact & Conclusions of Law”). The sales agreement also barred

_____________________ 1 Base oils are produced by refining crude oil; the refining process removes impurities and various distillates. Petroleum-based base oils are classified as Group I, II, or III, with Group I being the least refined and Group III being the most refined. 2 ADbase is manufactured by the Abu Dhabi National Oil Company (“ADNOC”). ADNOC retained Penthol to serve as its North America marketing agent.

2 Case: 24-20329 Document: 79-1 Page: 3 Date Filed: 08/14/2025

Vertex from selling or promoting a product that competed with Penthol’s ADbase product. After four years without significant incident, Penthol and Vertex’s sales relationship began to sour in October 2020. Penthol suspected that Vertex had received substantial capital investments that allowed it to investigate upgrading its facilities and produce a Group III base oil. Vertex believed that Penthol was independently contacting Vertex’s customers in an attempt to undermine their sales relationship. In November 2020, Vertex secured a temporary injunction in Texas state court that enjoined Penthol from independently communicating with Vertex’s customers. Shortly after the injunction issued, an employee at Pinnacle, a customer that purchased both ADbase and VTX-6, provided Penthol’s CEO with Certificates of Analysis that accompanied Vertex’s VTX-6 deliveries.3 At least one certificate showed that Vertex produced and delivered a batch of VTX-6 with a viscosity index that matched the qualities of a Group III base oil. The high figure caught Penthol’s attention and led to an exchange of five letters that culminated with the agreement’s early termination. Letter 1: On December 18, 2020, Penthol wrote to Vertex to provide “Notice of certain Early Termination Events under section 7.1(b) of the” sales agreement. Penthol alleged that Vertex produced and sold at least one batch of VTX-6 that met the commercial specifications of a Group III base oil. Penthol demanded that Vertex “cure the defaults described [in its letter] within thirty (30) business days,” and that if Vertex failed to do so, Penthol

_____________________ 3 In its Findings of Fact and Conclusions of Law, the district court defined a certificate of analysis as: “an analysis of a load of base oil that breaks down and grades/describes its primary components. These [certificates] usually accompany the product when it is delivered to the customer.” Findings of Fact & Conclusions of Law, 722 F.Supp.3d at 668–69.

3 Case: 24-20329 Document: 79-1 Page: 4 Date Filed: 08/14/2025

would “terminate the Agreement pursuant to section 7.1(b)” of the sales agreement. Letter 2: Vertex responded on January 19, 2021. It explained that VTX-6 was neither marketed nor sold as a Group III base oil, and that the properties of the identified batch did “not meet the specifications of Group III base oils.” Vertex also noted that VTX-6 had been on the market since December 2014, and that some customers purchased both products. Vertex contended that this demonstrated the products’ differentiation, and that Vertex did not impermissibly compete with Penthol. Vertex concluded by stressing that “Penthol has no legitimate basis to terminate” the sales agreement and warned that “[i]f Penthol does terminate the Agreement,” it would “seek all available remedies under the law for that breach.” Letter 3: Penthol did not immediately respond to Vertex’s letter. On January 27, eight days after its January 19 correspondence, Vertex sent a follow-up letter expressing that because “Penthol has not withdrawn its December 18, 2020 termination notice,” Vertex “considers the Agreement terminated, albeit wrongfully by Penthol.” Vertex then demanded, in accordance with Section 7.2 of the sales agreement, that Penthol pay all owed commissions within two days. Vertex also took steps to terminate the sales relationship after issuing the January 27 letter. As the district court observed, “Vertex cut off Penthol’s access to [a] shared workbook and told customers that Vertex was no longer selling ADbase on behalf of Penthol.” Findings of Fact & Conclusions of Law, 722 F.Supp.3d at 682. Letter 4: Penthol responded on January 29. It maintained that Vertex breached the sales agreement by selling a product that met the specifications of a Group III base oil, “agree[d] with Vertex that the Agreement has been

4 Case: 24-20329 Document: 79-1 Page: 5 Date Filed: 08/14/2025

terminated under section 7.1,” and criticized Vertex’s 48-hour repayment demand as unreasonable. Letter 5: Penthol “follow[ed] up” on its January 29 correspondence with a letter on February 4. In that letter, Penthol wrote that based on “the exchange of” the January 27 and 29 letters, the parties “mutually agreed that the Agreement has been terminated under section 7.1(d).” Penthol also demanded that Vertex comply with the wind-down procedures outlined in the sales agreement. On February 8, 2021, Penthol sued Vertex in the federal district court for the Southern District of Texas.

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Penthol v. Vertex Energy, Counsel Stack Legal Research, https://law.counselstack.com/opinion/penthol-v-vertex-energy-ca5-2025.