Archive for the ‘Biofuels & Biomaterials’ category

Biofilm, Bugs and Bioreactors: The IP Behind Coskata’s New Biofuel Facility

November 8th, 2009

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In a previous post, I wrote about Coskata’s patent-pending ethanol production process.  The Illinois-based cellulosic ethanol company’s proprietary technology makes ethanol from various feedstocks by converting it to synthesis gas, or syngas, and then fermenting the gas using anaerobic microorganisms.

Coskata owns Patent Application Publication Nos. 2008/0305539 and 2008/0305540, directed to a membrane supported bioreactor system for converting syngas to biofuels (collectively “Bioreactor Applications”). 

According to the Bioreactor Applications, the disclosed processes boost efficiency by using one side of a membrane as the syngas contact surface and the opposite side as the surface for growing the microorganisms.  The gas is fed onto the contact side and transported through the membrane to a biofilm of anaerobic microorganisms, where it is fermented into biofuels.

Last month, Coskata opened a semi-commercial ethanol facility in Madison, Pennsylvania that makes ethanol using the company’s microorganisms and bioreactor technology.  According to the company’s press release, the flex facility will produce ethanol from numerous feedstocks, including wood biomass, agricultural waste, sustainable energy crops and construction waste.

To build the facility, Coskata teamed up with Westinghouse Plasma Corporation, which suppled the gasification technology for the project.

I had the opportunity to speak to Wes Bolsen, Coskata’s CMO, about the new facility, the company’s technology and the company’s IP.  He confirmed that the Pennsylvania facility uses Coskata’s patent-pending bioreactor technology.

Bolsen also told me that Coskata has patents directed to microorganisms used in the fermentation process, but that the company favors trade secret protection for some of the newer strains of “bugs,” including some of those used in the new facility.

According to Bolsen, Coskata ”will continue with patents, trade secrets and whatever combination of the two” the company needs.  “Our IP is the core of this business,” he said.  ”Our IP and innovation is what keeps us ahead in the industry.”

GreenShift-ing Focus to Pre-Grant Damages in Ethanol Processing Patent Suit

November 5th, 2009

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GS CleanTech Corporation (GS), a wholly owned subsidiary of GreenShift Corporation, is a New York company that develops technology relating to energy efficient ethanol production processes.

GS owns U.S. Patent No. 7,601,858 (’858 Patent), entitled “Method of processing ethanol byproducts and related subsystems” and directed to methods of recovering oil from byproducts of ethanol production.

Dry milling is a popular method of producing ethanol by fermentation of the starch in corn or other grains.  However, this method creates a waste stream comprised of byproducts called whole stillage.

According to the ’858 Patent, whole stillage contains valuable oil but prior processes for recovering this oil have been expensive or inefficient.

GS’s patented method includes mechanically separating the whole stillage into distillers wet grains and thin stillage and then running the thin stillage into an evaporator to form a concentrated byproduct, or syrup.  The syrup is fed through a second centrifuge, which separates usable corn oil from the syrup.

The ’858 Patent issued on October 13, 2009.  The same day, GS filed suit in federal court in Manhattan accusing New Jersey-based separator and decanter maker GEA Westfalia Separator, Inc. (Westfalia) and multiple as yet unnamed defendants of contributory infringement and inducing infringement of the ’858 Patent. 

According to the complaint (greenshift-complaint.pdf), Westfalia sells centrifuges for corn oil extraction and directs its customers to use the methods taught in the ’858 Patent.

Because the suit was filed upon patent issuance, GS’s recoverable damages are quite limited.  So GS is claiming provisional patent rights under Section 154(d) of the patent statute, which allows recovery of a reasonable royalty if the infringer had actual notice of the published patent application and the claims of the issued patent are substantially identical to the originally published claims.

This strategy demonstrates the importance of promptly notifying any potential infringers as soon as your patent application publishes, which is 18 months after filing in the U.S.

Thanks again to the Cleantech Litigation blog for the head’s up about this case.

ExxonMobil Partners with Synthetic Genomics to Develop Algal Biofuels

August 6th, 2009

Synthetic Genomics, Inc. (SGI) is a San Diego biotech company that develops biofuels using genetic engineering and other genomic and microbiological techniques.

Last month SGI announced that it has entered a multi-year research and development agreement with ExxonMobil Research and Engineering Company (EMRE) to develop next generation biofuels using photosynthetic algae. According to SGI’s press release, total funding for R & D and milestone payments could total more than $300 million. 

SGI will use its proprietary tools and technologies in genomics, metagenomics, synthetic genomics and genome engineering to develop superior strains of algae for commercial scale production of biofuels.  SGI owns several pending patent applications relating to these tools and technologies. 

U.S. Application No. 2007/0264688 (’688 application) is entitled “Synthetic genomes” and is directed to methods of constructing synthetic genomes and introducing them into vesicles (cells or synthetic membrane-bound “cells”). 

The ’688 application describes generating small nucleic acid fragments, assembling them into cassettes, cloning the cassettes, assembling the cassettes into a genome, and transferring the synthetic genome into a biochemical system.  The end products produced by the biochemical systems have various applications such as energy sources (e.g., hydrogen or ethanol), therapeutics and industrial polymers.

According to the ’688 application, selection and construction of synthetic genome sequences (as opposed to conventional genetic engineering techniques) allows for easier manipulation of genetic sequences and construction of novel organisms and biological systems.

U.S. Application No. 2007/0269862 (’862 application) is directed to methods for installing a genome into a cell or cell-like system.  The genome may comprise supercoiled nucleic acid molecules (102) with scaffolding proteins (104).  The nucleic acids may also have ribosomes (106).

The supercoiled nucleic acid molecules (102) may be accompanied by small molecules (108) and single stranded nucleic acid molecules (110).  The genomes are introduced into a membrane bound aqueous volume (112) such as a lipid vesicle.

Claim 1 of the ’862 application is rather broad:

1.  A method for making a synthetic cell, the method comprising:

obtaining a genome that is not within a cell; and

introducing the genome into a cell or cell-like system.

U.S. Application No. 2009/0176280 is directed to a method for isothermal amplification of small amounts of DNA or cell-free cloning of the DNA.

Other SGI pending applications include U.S. Application Pub. No. 2007/0037196 and U.S. Application Pub. No. 2007/0037197 (relating to in vitro methods for joining two double-stranded DNA molecules) and U.S. Application No. 2007/0122826 (relating to a minimal essential gene set that codes for a free-living organism).

One theme that runs throughout SGI’s portfolio of patent applications is impatience with the limits of existing genetic engineering methods and a desire for better techniques to shatter those limits, which SGI may have found in its synthetic genome technology.  This “Description of the Related Art” from the ’688 application captures that sentiment:

Conventional genetic engineering techniques are limited to allowing manipulation of existing sequences.  It would thus be desirable to have the ability to implement dramatic alterations and arrangements of genetic content, beyond that made possible by conventional techniques.  Consequently, there is a need for synthetic genomes.

Green Patent Acquisitions: Rentech Buys SilvaGas Gasification Technologies

August 4th, 2009

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Rentech, Inc. (Rentech) is a Los Angeles company that provides clean energy solutions including biomass gasification technology and processes for converting synthetic gas (syngas) into synthetic jet fuel and diesel fuels.

Last month Rentech announced that it had completed the acquisition of Atlanta-based SilvaGas Corporation (SilvaGas) and SilvaGas’s commercial-scale biomass gasification technology, which converts urban waste feedstocks into syngas.

According to the press release, the acquisition will enable Rentech to offer integrated packages for renewable fuels and power production by combining the SilvaGas gasification technology with Rentech’s syngas conversion, conditioning and cleanup technology.

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The SilvaGas patent portfolio includes several patents and pending applications relating to high-throughput gasifier technology.  The original SilvaGas process was protected by U.S. Patent No. 4,828,581 (’581 patent), entitled “Low input gas velocity high throughput biomass gasifier”.  The ’581 patent expired in 2006.

The ’581 patent describes a process of rapidly heating biomass with hot sand using a reactor that has a fluid bed of sand.  According to the ’581 patent:

This invention comprises the unexpected discovery that it is possible to gasify biomass at very high wood throughputs but in an entrained gasifier operating at low inlet gas velocities.

Entrained gasifiers perform gasification reactions in a cloud of fine particles, which can be solids, atomized liquid fuels or fuel slurries.

Another key SilvaGas patent is U.S. Patent No. 6,613,111 (’111 patent), entitled “Small scale high throughput biomass gasification system and method”.  The ’111 patent is directed to a high-throughput combination gasifier and combustor wherein the gasifier is concentrically housed within the combustor. 

The gasifier system includes a gasifier (102) and a combustor (118).  The combustor (118) acts as a source of heat to drive the gasification reactions in the gasifier (102).  The gasifier (102) and combustor (118) transfer heat and materials to each other via circulation of a particulate inert material, such as sand, which is fluidized by gas flowing through the material. 

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A fluidizing gas inlet (110) provides a flow of gas into the gasifier (102), and gas exits the gasifier at exit (112), flows through a separator (114), and exits as product gas through product gas exit (116).  Biomass feedstock is introduced through the entry opening (106), and the particulate material travels from the combustor (118) into the gasifier (102) through a recirculation opening (108).

According to the ’111 patent, the arrangement of the gasifier (102) concentrically within the combustor (102) minimizes heat loss from the surface of the gasifier and improves the efficiency of the system.  This helps to make the patented system suitable for small scale gasification having a relatively low feedstock input rate.

Most of the other SilvaGas patents and applications are directed to improvements or variations of these core technologies, including U.S. Patent No. 6,808,543 (methods for reducing ash agglomeration, reducing erosion and facilitating sand flow), U.S. Patent No. 6,680,137 (an energy system connecting a gasifier and a combustor to a fuel cell) and U.S. Application Pub. No. 2008/0022592 (a more efficient gasification system having certain diameter and height specs).

OriginOil Provides Full Service Algae Support

June 11th, 2009

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OriginOil, Inc. (OriginOil) is a Los Angeles company developing a full range of technologies to improve the processes of algae growth and oil extraction.  OriginOil’s methods may substantially reduce the amount of energy necessary to extract oil from algae (see the Matter Network story here).

Unlike some algae biodiesel companies who only focus on the extraction step, OriginOil’s innovations span a much broader approach.  The company’s suite of technologies is covered by several pending patent applications, which “apply to the whole life cycle of algae production, not just extraction” according to OriginOil’s President and CEO Riggs Eckelberry. 

OriginOil’s U.S. Patent Application Pub. No. 2009/0029445 (’445 application), is entitled “Algae growth system for oil production” and is directed to systems for growth and processing of microorganisms such as micro-algae. 

The systems attempt to duplicate the optimum natural growth promoting environment for algae, including thorough exposure to carbon dioxide, growth promoting admixtures, exposure to light and extraction.

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The key to this Quantum Fracturing process is breaking down water, carbon dioxide and other nutrients into micron-sized bubbles.  The increased surface area of these bubbles facilitates high absorption of carbon dioxide and nutrients by micro-algae during the growth phase.

Several as yet unpublished patent applications are directed to other aspects of OriginOil’s algae technology, including:

an application filed in 2008 directed to the Helix Bioreactor, which optimizes delivery of light to algae by providing light at closely spaced intervals within a photobioreactor;

an application filed in 2008 directed to the company’s Modular and Scalable Growth System, which facilitates large scale algae production through stacking of multiple Helix Bioreactors into an integrated network; and

an application filed this year directed to a Single-step Extraction Process, which combines Quantum Fracturing with electromagnetics and pH modification to break down cell walls and extract oil in one step.

OriginOil recently announced the filing of an international or PCT patent application, which Mr. Eckelberry said combines several of the company’s technologies and is now its consolidated “lead application” going forward. 

With this holistic approach, Eckelberry said OriginOil’s business model is to help other companies make algae and provide full support for its customers producing the oil.  The company’s new partnerships include one with Desmet Ballestra and one with the U.S. Department of Energy’s Idaho National Laboratory, wherein the latter will team with OriginOil on algae scalability issues.

Metabolix Bioplastics Are Cleanly Made and Biodegrade

June 4th, 2009

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Metabolix is a Massachusetts biotech company that makes alternatives to petrochemical-based plastics. 

Metabolix’s bioplastic technology includes polymers known as polyhydroxyalkanoates (PHA) and enzymes that make these polymers.

According to this Seeking Alpha article, PHA are “linear polyesters produced in nature by bacterial fermentation of sugar and lipids.”  In other words, PHA are made by microoorganisms through photosynthesis.

CleanTechnica reports that Metabolix is working with the Strategic Environmental Research and Development Program to develop its bioplastic for military use in food packaging.

The company also formed a joint venture with Archer Daniels Midland called Telles to market its bioplastic, which it sells under the brand name Mirel.

Some of Metabolix’s key patents and applications include U.S. Patent Nos. 6,620,869 (’869 patent), 7,202,064 (’064 patent), 7,208,535 (’535 patent) and U.S. Patent Application Pub. No. 2008/0275208 (’208 application), which are directed to PHA biopolymer compositions.

These inventions include improved thin film formation through PHA pellet compositions (’869 patent and ’535 patent) and methods of making PHA compositions that can be readily extended to incorporate additional monomers by mutagenesis or genetic engineering of PHA-producing microorganisms (’064 patent and ’208 application).

Metabolix recently announced that its Mirel bioplastic resins have received the OK Compost Home certification (provided by Belgian inspection and certification firm Vincotte), which means that the materials will biodegrade in home composting systems of varying temperatures. 

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Its materials previously received the OK Compost certification for industrial composting.  (read about the Vincotte OK Compost certifications: vincotte_cb_05.pdf

Unfortunately, Mirel bioplastics are not yet cost competitive with plastics made from petroleum (Mirel sells at $1.50 per pound versus 70 cents per pound for traditional plastics), but the company believes that many customers will pay a premium for its cleanly made, compostable materials, especially in the disposable plastics market.

Coskata Uses Biofilm to Make Biofuel from Biomass

December 31st, 2008

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A recent DOE newsletter reported that the U.S. Department of Agriculture (USDA) is offering loan guarantees for commercial-scale plants producing advanced biofuels (i.e., biofuels produced from materials other than corn kernel starch).  

The article mentions that U.S. Sugar Corporation (USSC) will apply for the loan guarantees to help fund a 100-million gallon per year ethanol facility in Clewiston, Florida.  

USGC has teamed up with Coskata, an Illinois cellulosic ethanol company that owns proprietary technology for converting leftover sugar cane material into ethanol.  Instead of fermenting the plant material, the Coskata process first converts it to synthesis gas, or syngas, and then ferments the gas using anaerobic microorganisms to produce ethanol.

Coskata owns two related patent applications that cover its ethanol production technology.  Patent Application Pub. Nos. 2008/0305539 and 2008/0305540 are directed to a membrane supported bioreactor system for converting syngas to biofuels (collectively “Bioreactor Applications”).  Both applications published on December 11, 2008.

According to the Bioreactor Applications, some major challenges of the gasification and fermentation approach to ethanol production are that it requires large quantities of syngas, highly efficient dissolution and transfer of the gas to microorganisms, and growth and maintenance of a large density of microorganisms. 

Some bioreactors increase the density of the microorganisms using membranes to develop biofilms, but these reactors must be very large or they won’t provide sufficient gas dissolution rates.

The Bioreactor Applications overcome these drawbacks by using one side of a membrane as the syngas contact surface and the opposite side as the surface for growing the microorganisms.  The gas is fed onto the contact side and transported through the membrane to a biofilm of anaerobic microorganisms, where it is fermented into biofuels.

According to the Bioreactor Applications:

 The result is a highly efficient and economical transfer of the syngas at essentially 100% dissolution and utilization, overcoming limitations for the other fermentation methods and fermenter configurations. The syngas diffuses through the membrane from the gas side and into the biofilm where it is transformed by the microbes to the soluble product of interest. Liquid is passed in the liquid side of the membranes via pumping, stirring or similar means to remove the ethanol and other soluble products formed; the products are recovered via a variety of suitable methods.

If the USSC-Coskata project comes to fruition, it would be the world’s largest second generation (made of non-food biomass) ethanol facility (see the Green Car Congress article here) and would be a testament to the power of using biofilm to convert biomass to biofuel.

Court Bounces Idaho Energy DJ for Lack of PJ

November 2nd, 2008

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In a previous post I wrote about parties to a biodiesel processor dispute battling over home court advantage.  There, Agri-Process Innovations (API) succeeded in getting its case against Greenline Industries heard in API’s home state of Arkansas.

The most common litigation tool for getting a case heard on your home turf is the declaratory judgment action (DJ).  In the patent infringement context, this means the accused infringer (or DJ plaintiff) beats the patent holder (or DJ defendant) to the punch by filing suit first and asking the court for a judgment of no infringement or patent invalidity.

The DJ plaintiff in a patent case must show that an actual controversy exists between the parties having adverse legal interests and that the DJ plaintiff is engaging in infringement or concrete steps with the intent to engage in infringement.

As in all lawsuits, the DJ plaintiff also has to establish personal jurisdiction (PJ) over the DJ Defendants.  Personal jurisdiction can be either general (i.e., the defendant has sufficient contacts in the forum state generally to justify PJ regardless of whether there was a connection between the acts leading to the lawsuit and the state) or specific (there was a connection between the specific acts leading to the lawsuit and the forum state).

Idaho Energy LP, dba Energy Products of Idaho (EPI) is an Idaho company that designs, manufactures and sells fluidized bed energy systems.  Harris Contracting Company (Harris), Alliant Energy Corporate Services and Von Roll, Inc. (collectively DJ Defendants) are co-holders of U.S. Patent No. 7,263,934 (’934 patent), entitled “Methods for generating energy using agricultural biofuel.” 

The ’934 patent is directed to a process for producing steam from ethanol byproducts such as grain stillage syrup by combusting the byproducts in a fluidized bed reactor.

After several communications and license offers between Harris and EPI and one alleged instance of Harris threatening one of EPI’s potential customers about the ’934 patent, EPI filed a DJ action in federal court in Boise, Idaho seeking a declaratory judgment of patent invalidity and making other claims including business defamation, unfair competition, trade libel and interference with prospective economic advantage.

The DJ Defendants moved to dismiss the case for lack of DJ jurisdiction and lack of PJ.  Recently, Judge Edward J. Lodge issued an order (epi_order.pdf) in which he found that there was DJ jurisdiction, but EPI had failed to establish PJ over the DJ defendants.  

The court found that none of the DJ Defendants did business in Idaho or had any other continuous presence in the state, so there was no general jurisidiction over them. 

As to specific jurisdiction, the court held that none of the alleged actions leading to the lawsuit had a connection to Idaho.  The alleged improper statement made to EPI’s potential customer did not involve Idaho customers and was not directed to the state.

The court also noted that letters threatening infringement litigation or the need for a license are insufficient to confer personal jurisdiction without other actions directed to the forum state.  So EPI’s DJ was dismissed for lack of PJ.

Solazyme to Market Algal Oil for Jet Fuel

October 20th, 2008

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Solazyme is a South San Francisco biotech company that makes oil from algae.  While most algal oil makers harness the ability of algae to use energy from sunlight, Solazyme uses algae that grow in the dark and feed on sugar.

The company has identified natural strains of algae that thrive in the dark and is developing its own strains through genetic engineering.

Currently the company is operating in the cosmetics market where its oil will be used in anti-wrinkle products.

Solazyme recently announced that it will enter the jet fuel market (see the greentechmedia article here).  Its oil has been tested for viability as jet fuel by an independent lab, the Southwest Research Institute (SRI).

SRI tested many elements of Solazyme’s algal oil, including density, thickness and freezing point, and determined that the oil meets the ASTM D1655 standard for aviation turbine fuel.

Solazyme owns one issued patent and eleven published patent applications relating to genetic engineering methods, gene sequences and protein sequences that cause microbes to perform various biochemical functions.

Those functions include generating hydrogen (U.S. Patent No. 7,135,290) and boosting photosynthetic energy production by increasing a microorganism’s ability to harvest photons of light (U.S. Patent Application Pub No. 2008/124756).

Biofuel for air travel has the potential to be a huge market, and commercial airlines are looking to algae and other renewables to reduce their reliance on traditional jet fuel.

Agri-Process Innovations Wins Home Court Advantage in Biodiesel Processor Suit

October 16th, 2008

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I’ve written in this space before about the lawsuits between California biofuel processor designer Greenline Industries (Greenline) and Agri-Process Innovations (API), an Arkansas engineering firm, involving processor design copyrights and allegations of breach of contract, misappropriation of trade secrets and false advertising.

The technology relates to processors that convert feedstocks such as seed oils and animal fats into biodiesel fuels.

Greenline’s proprietary technology provides waterless systems to clean the fuel, allowing producers to avoid the time and money associated with introducing water into the process and later separating it out. 

Greenline also enjoys an exclusive worldwide license to continuous flow technology, which greatly increases its processors’ production capacity. 

A recent post discussed the companies’ tussle over venue, with Greenline trying to move a suit API initially filed in Arkansas to federal court in California and API fighting to transfer Greenline’s subsequent northern California case to Arkansas. 

In July the federal court in Oakland, California, where Greenline had filed suit, decided to defer to the Arkansas court to decide where the cases should go forward.

In an order signed last month (greenline_arkansas_order.pdf), Judge Brian S. Miller of the Eastern District of Arkansas in Little Rock ruled that Arkansas is the proper venue for the case. 

In the event that two lawsuits involving the same parties and same issues are filed in different jurisdictions, federal courts apply a first-to-file rule, subject to certain limited exceptions, to determine where the suit will proceed. 

Judge Miller held that none of the exceptions, which include inequitable conduct, bad faith, anticipatory suit and forum shopping, applied in this case, and so the case will proceed in API’s home state of Arkansas because API beat its opponent to the punch, filing suit there before Greenline sued in California.

There is a third lawsuit pending between Greenline and API in federal court in Los Angeles, which also may be transferred to Arkansas.  API has moved to dismiss that case, and in the alternative, to transfer the case to Arkansas to be tried together with the other suits (api_motion_transfer.pdf).