个人简介
B.S., 1977, Purdue Univ.
Ph.D., 1981, Massachusetts Institute of Technology.
AwardOrganizationDivisionLevel CodeType CodeStart DateEnd Date
Science and Technology Awards from Corp! magazineDraths CorporationProfessionalProfessional Activities20102010
OrganizerU.S. Department of Energy (DOE) Catalysis Workshop - biocatalysis working group and authored sections dealing with biocatalysis in the report entitled "Opportunities for Catalysis Science in the 21st Century"ProfessionalAdministration2002
Distinguished Faculty AwardMichigan State UniversityCollege of Natural ScienceProfessionalHonors2000
Session Organizer"Industrial Chemicals" 21st Symposium on Biotechnology for Fuels and ChemicalsProfessionalAdministration1999
ParticipantEPA/NSFJoint Technology for a Sustainable Environment Review WorkshopProfessionalProfessional Activities1999
Co-ChairpersonNational Science Foundation/DOEWorkshop on Molecular Energy and Environmental ScienceProfessionalAdministration1999
The Presidential Green Chemistry Challenge AwardEnvironmental Protection AgencyProfessionalHonors1998
ParticipantNational Institutes of HealthMetabolic Engineering Workshop - this gathering advised NIH on the establishment of an initiative in metabolic engineering.ProfessionalProfessional Activities1995
FacilitatorU.S. Environmental Protection Agency and the National Science Foundation "Workshop on Green Syntheses and Processing in Chemical Manufacturing" benign organic synthesis working groupProfessionalProfessional Activities1994
Organizing Committee MemberCouncil for Chemical Research Workshop on Environmental ChemistryProfessionalProfessional Activities1994
Co-Chairperson"Biocatalysis" Gordon Research ConferenceProfessionalAdministration1992
Co-organizer"Workshop in Environmental Chemistry" National Science FoundationProfessionalAdministration1992
Cyanamid Faculty AwardProfessionalHonors1991
Co-organizer"Strategies and Opportunities at the Interface Between Chemistry, Chemical Engineering and Life Sciences" The 39th Industrial Affiliates Symposium, Stanford UniversityProfessionalAdministration1988
"Environmental Chemistry and Chemical Processes" National Science Foundation WorkshopProfessionalAdministration1987
Teacher-Scholar AwardCamille and Henry Dreyfus FoundationProfessionalHonors19871992
Lilly GranteeProfessionalHonors19871989
Organizer"Environmental Chemistry and Chemical Processes" National Science Foundation WorkshopProfessionalAdministration1987
Alfred P. Sloan FellowshipAlfred P. Sloan FoundationProfessionalFellowship19871989
Summer Faculty FellowshipRohm and HaasProfessionalFellowship1985
Searle ScholarProfessionalHonors19851988
Ph.D.Massachusetts Institute of TechnologyGraduateDegree1981
Postdoctoral FellowshipNational Institutes of HealthPostdoctoralFellowship19811983
Postdoctoral FellowshipHarvard UniversityPostdoctoralFellowship19811983
Bachelor of SciencePurdue UniversityUndergraduateDegree1977
Phi Beta KappaPhi Beta KappaUndergraduateHonors1977
Graduate with DistinctionPurdue UniversityUndergraduateHonors1977
Phi Kappa PhiPhi Kappa PhiUndergraduateHonors1977
研究领域
Biological Organic
(Research Description PDF - 665 kb)
Green chemistry is being elaborated that enables CO2 fixed by plants to be converted into chemicals currently derived from the BTX (benzene toluene xylene) fraction of petroleum refining. Nonrenewable fossil fuel feedstocks, carcinogenic starting materials and toxic intermediates are avoided. In addition, an array of new monomers is being synthesized to identify structures that are: (a) free of endocrine disruption activity, and (b) lead to polymers and plasticizers characterized by novel materials properties.
Current commercial synthesis of p-hydroxybenzoic acid begins with BTX-derived benzene and proceeds through cumene and phenol as intermediates. Carboxylation of potassium phenolate affords p-hydroxybenzoic acid monomer, which typically constitutes 50% of the mass of liquid crystalline polymers. A green synthetic alternative has been elaborated whereby p-hydroxybenzoic acid is synthesized in a single step in high conversion and good selectivity from nontoxic shikimic acid. Shikimic acid, in turn, is microbially synthesized from plant-derived glucose or isolated directly from plants such as Ginkgo biloba. Shikimic acid’s solubility in n-butanol and propensity to crystallize from n-butanol facilitate its isolation from fermentation broth or plant tissue. Green synthesis of p-hydroxybenzoic acid eliminates the need for using carcinogenic benzene as a starting material and toxic phenol as an intermediate.
BTX-derived xylene is industrially oxidized to terephthalic acid, which is polymerized with ethylene glycol to produce poly(ethylene terephthalate) PET. Over 50 × 109 kg of terephthalic acid are globally produced each year. Two green synthetic alternative routes have been developed. Isoprene and acrylic acid microbially synthesized from glucose undergo a cycloaddition to form 4-methylcyclohex-3-ene-1-carboxylic acid. Dehydrogenation affords terephthalic acid. Alternatively, cis,cis-muconic acid microbially synthesized from glucose is isomerized and the resulting trans,trans-muconic acid reacted in a cycloaddition with bioethanol-derived ethene to yield cyclohex-2-ene-1,4-dicarboxylic acid. Dehydrogenation affords terephthalic acid. In addition to use of renewable feedstocks, the new routes enable the first practical synthesis of substituted terephthalates when substituted acrylic acids and substituted ethenes are employed. Furthermore, a parallel world of 1,4-cyclohexane and 1,4-cyclohexene 1,4- dicarboxylic acids has been created, which affords unique opportunities to avoid aromatic-associated, endocrine disruption activity while enabling the fabrication of novel materials.
近期论文
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erephthalic and Trimellitic Based Acids and Carboxylate Derivatives Thereof, John W. Frost, Adeline Miermont, Dirk Schweitzer, Vu Bui, Douglas A Wicks, U.S. Patent 8,367,858, February 5, 2013.
Cyclohexane 1,4-Carboxylates, John W. Frost, Adeline Miermont, Dirk Schweitzer, Vu Bui, Douglas A Wicks, U.S. Patent 8,367,859, February 5, 2013.
Biobased Polyesters, John W. Frost, Adeline Miermont, Dirk Schweitzer, Vu Bui, Edward Paschke, Douglas A Wicks, U.S. Patent 8,415,496, April 9, 2013.
Methods and Materials for the Production of Shikimic Acid, John W. Frost, U.S. Patent 8,372,621, February 12, 2013.
Biosynthesis of Phloroglucinol and Preparation of 1,3-Dihydroxybenzene Therefrom, John W. Frost, U.S. Patent 8,329,445, December 11, 2012.
Catalytic Deamination for Caprolactam Production, John W. Frost, U.S. Patent 8,283,466, October 9, 2012.