Process of generating a renewable biofuel from a hydrotreated stream of condensed oxygenates
원문보기
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C10G-003/00
C10G-045/02
C10G-045/04
출원번호
US-0843406
(2013-03-15)
등록번호
US-9200209
(2015-12-01)
발명자
/ 주소
Bauer, Lorenz J.
May, Leslie
Trewella, Jeffrey C.
Ramirez Corredores, Maria Magdalena
Paradise, Christopher
Kent, Nicholas
출원인 / 주소
KiOR, Inc.
대리인 / 주소
Jones, John Wilson
인용정보
피인용 횟수 :
1인용 특허 :
8
초록▼
A renewable fuel may be obtained from a bio-oil containing C3-C5 oxygenates. In a first step, the bio-oil is subjected to a condensation reaction in which the oxygenates undergo a carbon-carbon bond forming reaction to produce a stream containing C6+ oxygenates. In a second step, the stream is hydro
A renewable fuel may be obtained from a bio-oil containing C3-C5 oxygenates. In a first step, the bio-oil is subjected to a condensation reaction in which the oxygenates undergo a carbon-carbon bond forming reaction to produce a stream containing C6+ oxygenates. In a second step, the stream is hydrotreated to produce C6+ hydrocarbons.
대표청구항▼
1. A process for producing a renewable biofuel from liquid bio-oil, the process comprising: (a) subjecting a liquid bio-oil feedstream containing carbonyl oxygenates to a carbon-carbon bond forming condensation reaction to form C6+ enriched condensates, wherein the oxygenates are selected from the g
1. A process for producing a renewable biofuel from liquid bio-oil, the process comprising: (a) subjecting a liquid bio-oil feedstream containing carbonyl oxygenates to a carbon-carbon bond forming condensation reaction to form C6+ enriched condensates, wherein the oxygenates are selected from the group consisting of C3 oxygenates, C4 oxygenates, C5 oxygenates and mixtures thereof, and further wherein the C3, C4 and C5 oxygenates are selected from the group consisting of carboxylic acids, carboxylic acid esters, ketones and aldehydes;(b) contacting the bio-oil containing condensates of step (a) with hydrogen and hydrotreating the condensates to form a hydrotreated bio-oil comprising C6+ hydrocarbons; and(c) fractionating the hydrotreated bio-oil to obtain a C6+ renewable biofuel, wherein the condensation reaction in step (a) and the hydrotreating in step (b) occurs in the same reactor. 2. The process of claim 1, wherein the feedstream containing carbonyl oxygenates originates from an aqueous stream removed from a solids separator. 3. The process of claim 1, wherein condensation occurs in the presence of a heterogeneous acid catalyst. 4. The process of claim 3, wherein the heterogeneous acid catalyst is selected from the group consisting of organic sulfonic acids; perfluoroalkylsulfonic acids; zeolites; sulfated transition metal oxides, and perfluorinated ion exchange polymers containing pendant sulfonic acid, carboxylic acid, or sulfonic acid groups; sulfonated copolymers of styrene and divinylbenzene; sulfated silicas, aluminas, titania and/or zirconia; and amorphous SiAl and mixtures thereof. 5. The process of claim 4, wherein the heterogeneous acid catalyst is selected from the group consisting of ZSM-type zeolites, zeolite beta, sulfonated fluoropolymers or copolymers, sulfated zirconia and amorphous SiAl. 6. The process of claim 3, wherein the heterogeneous catalyst is a zeolite beta. 7. The process of claim 1, wherein condensation occurs in the presence of a basic catalyst selected from the group consisting of alkaline oxides, alkaline earth metal oxides, Group IIB oxides and Groups IIIB oxides and mixtures thereof. 8. The process of claim 7, wherein the basic catalyst is selected from the group consisting of MgO, CaO, SrO, BaO, ZrO2, TiO2, CeO and mixtures thereof. 9. The process of claim 8, wherein the basic catalyst is a supported catalyst. 10. The process of claim 1, wherein the carbon-carbon bond forming condensation reaction is a Diels-Alder reaction. 11. The process of claim 1, wherein the condensates of step (a) are prepared through a Michael addition reaction. 12. The process of claim 1, wherein the condensates of step (a) are prepared through a Robinson annulations reaction. 13. The process of claim 1, wherein the ketones are methyl vinyl ketone and ethyl vinyl ketone. 14. A process for producing a renewable biofuel from biomass, the process comprising: (a) converting biomass in a biomass conversion reactor into gaseous, liquid and solid components;(b) separating gaseous components from liquid and solid components;(c) separating solids from the liquid components in a solids separator and separating the liquid components into an aqueous phase and an organic stream;(d) fractionating the organic stream into two or more distillates, wherein one of the distillates has the boiling point of naphtha;(e) feeding into a single reactor an organic phase containing carbonyl-containing oxygenates and condensing and hydrotreating the organic phase in the single reactor to produce a hydrotreated C6+ enriched stream, wherein the oxygenates are selected from the group consisting of C3 oxygenates, C4 oxygenates, C5 oxygenates and mixtures thereof, and further wherein the C3, C4 and C5 oxygenates are selected from the group consisting of carboxylic acids, carboxylic acid esters, ketones and aldehydes; and(f) fractionating the hydrotreated C6+ enriched stream to obtain a renewable biofuel; wherein the organic phase fed into the single reactor originates from at least one of the following streams: (i) the gaseous component from the biomass conversion reactor, wherein the gaseous components are compressed into a liquid stream;(ii) the distillate having the boiling point of naphtha; or(iii) the aqueous phase of step (c). 15. The process of claim 14, wherein condensation occurs in the presence of a heterogeneous acid catalyst. 16. The process of claim 14, wherein condensation occurs in the presence of a basic catalyst selected from the group consisting of alkaline oxides, alkaline earth metal oxides, Group IIB oxides and Groups IIIB oxides and mixtures thereof. 17. The process of claim 16, wherein the basic catalyst is selected from the group consisting of MgO, CaO, SrO, BaO, ZrO2, TiO2, CeO and mixtures thereof. 18. A process for producing a renewable biofuel from biomass, the process comprising: (a) subjecting a biomass to catalytic thermolysis and separating liquid products and solid products(b) separating a bio-oil from the liquid product of step (a), wherein the bio-oil contains C3 oxygenates, C4 oxygenates, C5 oxygenates and mixtures thereof, and further wherein the C3, C4 and C5 oxygenates are selected from the group consisting of carboxylic acids, carboxylic acid esters, ketones and aldehydes;(c) subjecting the C3 oxygenates, C4 oxygenates, C5 oxygenates and mixtures thereof in the bio-oil to condensation and forming C6+ enriched condensates;(d) hydrotreating the bio-oil containing the C6+ enriched condensates with hydrogen to form a hydrotreated C6+ enriched stream; and(e) fractionating the hydrotreated C6+ enriched stream to obtain a C6+ renewable biofuel; wherein the condensation of the C3 oxygenates, C4 oxygenates, C5 oxygenates and mixtures thereof in step (c) and hydrotreating of the C6+ enriched condensates in step (d) occurs in the same reactor. 19. The process of claim 18, wherein the amount of C3-C5 oxygenates in the bio-oil subjected to condensation is from about 1 to about 25 weight percent. 20. The process of claim 18, wherein the oxygen content of the bio-oil subjected to condensation is between from 10 to 50 weight percent. 21. The process of claim 18, wherein a light fraction having a boiling point between from about 150° F. to about 180° F., an intermediate fraction having a boiling point between from about 180° F. to about 420° F. and a heavy fraction having a boiling point above 420° F. are separated in the fractionator. 22. A process for producing a renewable biofuel which comprises: (a) subjecting a biomass feedstream to thermolysis in a biomass conversion unit;(b) separating solids, a first organic stream containing C3-C5 oxygenates and an aqueous stream from an effluent of the biomass conversion unit;(c) separating water and a second organic stream from the aqueous stream, wherein the second organic stream further contains C3-C5 oxygenates;(d) fractionating the first organic stream into two or more distillate streams wherein at least one of the distillate streams has the boiling point of naphtha;(e) introducing at least a portion of the distillate stream having the boiling point of naphtha and the second organic stream into a reactor and condensing C3-C5 oxygenates into a C6+ enriched stream in the reactor and then hydrotreating the C6+ enriched stream in the reactor;(f) recovering the hydrotreated C6+ enriched stream from the reactor; and(g) fractionating the hydrotreated C6+ enriched stream to obtain a renewable biofuel; wherein the C3-C5 oxygenates are selected from the group consisting of carboxylic acids, carboxylic acid esters, ketones and aldehydes. 23. The process of claim 22, further comprising: (i) producing a gaseous stream in the biomass conversion unit;(ii) compressing the gaseous stream into a liquid stream containing C3-C5 oxygenates; and(iii) feeding the liquid stream of step (ii) into the reactor.
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이 특허에 인용된 특허 (8)
Dessau, Ralph M., Diels-Alder Cyclization over low acidity large-pore zeolites.
Dumesic, James A.; Huber, George W.; Chheda, Juben N.; Barrett, Christopher J., Method to make alkanes and saturated polyhydroxy compounds from carbonyl compounds.
Diebold James P. (Lakewood CO) Scahill John W. (Evergreen CO) Chum Helena L. (Arvada CO) Evans Robert J. (Lakewood CO) Rejai Bahman (Lakewood CO) Bain Richard L. (Golden CO) Overend Ralph P. (Lakewoo, Process to convert biomass and refuse derived fuel to ethers and/or alcohols.
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