公开(公告)号：US09527788B2

公开(公告)日：2016-12-27

申请号：US13928770

申请日：2013-06-27

Applicant: SHELL OIL COMPANY

Inventor： Glenn Charles Komplin ,  Joseph Broun Powell

IPC: C07C29/132 ,  C13K1/02 ,  C10G3/00 ,  D21C3/22 ,  C10L9/08 ,  C10L1/02 ,  C10G1/06 ,  C10G1/08

CPC classification number: C07C29/132 ,  C10G1/065 ,  C10G1/083 ,  C10G3/42 ,  C10G3/50 ,  C10L1/02 ,  C10L9/086 ,  C10L2230/04 ,  C13K1/02 ,  D21C3/222 ,  Y02E50/10 ,  Y02E50/16 ,  Y02E50/30 ,  Y02P30/20 ,  Y02T50/678

Abstract: Digesting cellulosic biomass solids in the presence of a well-distributed slurry catalyst capable of activating molecular hydrogen may limit the amount of degradation products that form during digestion. Methods for digesting cellulosic biomass solids can comprise: providing cellulosic biomass solids and a slurry catalyst in a hydrothermal digestion unit, the slurry catalyst being capable of activating molecular hydrogen; distributing the slurry catalyst within the cellulosic biomass solids using upwardly directed fluid flow in the hydrothermal digestion unit; heating the cellulosic biomass solids in the hydrothermal digestion unit in the presence of the slurry catalyst, a digestion solvent, and molecular hydrogen, thereby forming a liquor phase comprising soluble carbohydrates; and performing a first catalytic reduction reaction on the soluble carbohydrates within the hydrothermal digestion unit, thereby at least partially forming a reaction product comprising a triol, a diol, a monohydric alcohol, or any combination thereof in the hydrothermal digestion unit.

Abstract translation: 在能够活化分子氢的分布良好的浆料催化剂存在下，消化纤维素生物质固体可能会限制消化过程中形成的降解产物的量。 用于消化纤维素生物质固体的方法可以包括：在水热消解单元中提供纤维素生物质固体和浆料催化剂，所述浆料催化剂能够活化分子氢; 在水热消解单元中使用向上引导的流体流将浆料催化剂分散在纤维素生物质固体内; 在浆液催化剂，消解溶剂和分子氢的存在下，加热水热消解装置中的纤维素生物质固体，从而形成包含可溶性碳水化合物的液相; 对水热消解装置内的可溶性碳水化合物进行第一催化还原反应，由此在水热消解装置中至少部分地形成包含三醇，二醇，一元醇或其任何组合的反应产物。

公开(公告)号：US20160184734A1

公开(公告)日：2016-06-30

申请号：US14980589

申请日：2015-12-28

Applicant: SHELL OIL COMPANY

Inventor： Joseph Broun Powell ,  Glenn Charles Komplin ,  Juben Nemchand Chheda

IPC: B01D11/04 ,  B01J19/24 ,  B01D3/06 ,  B01J8/18

CPC classification number: B01D11/04 ,  B01D3/06 ,  B01J8/18 ,  B01J19/24 ,  B01J2219/24 ,  C10G1/002 ,  C10G1/065 ,  C10G1/083 ,  C10G3/50 ,  Y02P30/20

Abstract: Separation of a product of digestion of cellulosic biomass solids may be challenging due to the various components contained therein. Methods and systems for processing cellulosic biomass, particularly a reaction product of a hydrothermal reaction containing lignin-derived products, such as phenolics, comprise providing the reaction product to a separation zone comprising a liquid-liquid extraction unit. The liquid-liquid extraction unit can provide an aqueous portion and a non-aqueous portion, where these portions can be separated into various fractions individually. For example, desirable compounds in the aqueous portion and non-aqueous portion can be recovered from the portions individually and optionally combined to be further processed into a fuels product. Heavier components in the aqueous portion and non-aqueous portion can be recovered from the portions individually and used in the process, such as phenolics that can be used as a digestion solvent.

公开(公告)号：US09102584B2

公开(公告)日：2015-08-11

申请号：US14133709

申请日：2013-12-19

Applicant: Shell Oil Company

Inventor： Joseph Broun Powell ,  Glenn Charles Komplin ,  John Anthony Smegal ,  Kimberly Ann Johnson

IPC: C07C29/153 ,  C01G1/02 ,  C07C29/60 ,  B01J21/06 ,  C10G1/06 ,  C10G3/00 ,  B01J37/20 ,  B01J23/882 ,  B01J27/19 ,  B01J37/02 ,  B01J23/86 ,  B01J23/88 ,  B01J27/188 ,  B01J35/00 ,  B01J35/10

CPC classification number: C07C29/60 ,  B01J21/063 ,  B01J21/066 ,  B01J23/86 ,  B01J23/88 ,  B01J23/882 ,  B01J27/188 ,  B01J27/19 ,  B01J35/002 ,  B01J35/008 ,  B01J35/1009 ,  B01J35/1014 ,  B01J35/1019 ,  B01J35/1038 ,  B01J35/1061 ,  B01J37/0201 ,  B01J37/20 ,  B01J2523/00 ,  C10G1/065 ,  C10G3/46 ,  C10G3/48 ,  C10G3/50 ,  C10G2300/1014 ,  Y02E50/343 ,  Y02P30/20 ,  B01J2523/48 ,  B01J2523/51 ,  B01J2523/68 ,  B01J2523/845

Abstract: A method of hydrothermal hydrocatalytic treating biomass is provided. Lignocellulosic biomass solids is provided to a hydrothermal digestion unit in the presence of a digestive solvent, and a supported hydrogenolysis catalyst containing (a) sulfur, (b) Mo or W, and (c) Co, Ni or mixture thereof, incorporated into a group 4 metal oxide support; (ii) heating the lignocellulosic biomass solids and digestive solvent in the presence of hydrogen, and the supported hydrogenolysis catalyst thereby forming a product solution containing plurality of oxygenated hydrocarbons, said catalyst retaining a crush strength of at least 50% after being subjected to an aqueous phase stability test compared with before the aqueous phase stability test or a crush strength of at least 0.25 kg after being subjected to an aqueous phase stability test.

Abstract translation: 提供了一种水热催化处理生物质的方法。 在消化溶剂存在下，将木质纤维素生物质固体提供给水热消解装置，以及含有（a）硫，（b）Mo或W的负载型氢解催化剂和（c）Co，Ni或其混合物 第4组金属氧化物载体; （ii）在氢气存在下加热木质纤维素生物质固体和消化溶剂，以及负载的氢解催化剂，由此形成含有多个氧化烃的产物溶液，所述催化剂在经受水溶液后保持至少50％的压碎强度 进行水相稳定性试验后的相稳定性试验或进行水相稳定性试验后的至少0.25kg的压碎强度。

公开(公告)号：US09562160B2

公开(公告)日：2017-02-07

申请号：US14067330

申请日：2013-10-30

Applicant: SHELL OIL COMPANY

Inventor： Joseph Broun Powell ,  Kimberly Ann Johnson ,  Glenn Charles Komplin ,  Edward James Denton

IPC: D21C3/00 ,  D21C3/20 ,  C08L97/00 ,  C08H7/00 ,  C08H8/00 ,  C10G1/06 ,  C10G3/00 ,  C08L97/02

CPC classification number: C08L97/005 ,  C08H6/00 ,  C08H8/00 ,  C08L97/02 ,  C08L2203/40 ,  C10G1/065 ,  C10G3/42 ,  C10G3/50 ,  C10G2300/1014 ,  C10G2400/02 ,  C10G2400/04 ,  C10G2400/06 ,  C10G2400/20 ,  C10G2400/22 ,  D21C3/20 ,  Y02P30/20

Abstract: Digestion of cellulosic biomass solids may be complicated by release of lignin therefrom. Methods for digesting cellulosic biomass solids may comprise: providing cellulosic biomass solids in a digestion solvent; at least partially converting the cellulosic biomass solids into a phenolics liquid phase comprising lignin, an aqueous phase comprising an alcoholic component derived from the cellulosic biomass solids, and an optional light organics phase; and separating the phenolics liquid phase from the aqueous phase.

Abstract translation: 纤维素生物质固体的消化可能由于从其中释放木质素而变得复杂。 消化纤维素生物质固体的方法可以包括：在消化溶剂中提供纤维素生物质固体; 至少部分地将纤维素生物质固体转化成包含木质素的酚醛液相，包含衍生自纤维素生物质固体的醇组分的水相和可选的轻有机相; 并将酚类液相与水相分离。

公开(公告)号：US20160186068A1

公开(公告)日：2016-06-30

申请号：US14980516

申请日：2015-12-28

Applicant: SHELL OIL COMPANY

Inventor： Joseph Broun Powell ,  Glenn Charles Komplin ,  Juben Nemchand Chheda

IPC: C10G1/06 ,  C10G3/00

CPC classification number: C10G1/065 ,  C10G1/002 ,  C10G1/083 ,  C10G3/00 ,  C10G3/50 ,  C10G2300/1014 ,  D21C3/20 ,  D21C3/222 ,  D21C5/005 ,  D21C11/0007 ,  D21C11/0042 ,  Y02P30/20

Abstract: Separation of a product of digestion of cellulosic biomass solids may be challenging due to the various components contained therein. Methods and systems for processing cellulosic biomass, particularly a reaction product of a hydrothermal reaction containing lignin-derived products, such as phenolics, comprise providing the reaction product to a separation zone comprising a liquid-liquid extraction unit. The liquid-liquid extraction unit can provide an aqueous portion and a non-aqueous portion, where these portions can be separated into various fractions individually. For example, desirable compounds in the aqueous portion and non-aqueous portion can be recovered from the portions individually and optionally combined to be further processed into a fuels product. Heavier components in the aqueous portion and non-aqueous portion can be recovered from the portions individually and used in the process, such as phenolics that can be used as a digestion solvent.

公开(公告)号：US09284242B2

公开(公告)日：2016-03-15

申请号：US14067501

申请日：2013-10-30

Applicant: SHELL OIL COMPANY

Inventor： Joseph Broun Powell ,  Kimberly Ann Johnson ,  Glenn Charles Komplin ,  Edward James Denton

IPC: C07C29/132 ,  C08H7/00 ,  C08H8/00 ,  C10G1/06 ,  C10G3/00

CPC classification number: C07C29/132 ,  C08H6/00 ,  C08H8/00 ,  C08L2203/40 ,  C10G1/065 ,  C10G3/42 ,  C10G3/50 ,  C10G2300/1014 ,  C10G2400/02 ,  C10G2400/04 ,  C10G2400/06 ,  C10G2400/20 ,  C10G2400/22 ,  Y02E50/13 ,  Y02P30/20

Abstract: Digestion of cellulosic biomass solids may be complicated by release of lignin therefrom. Methods for digesting cellulosic biomass solids may comprise: providing cellulosic biomass solids in a digestion solvent; at least partially converting the cellulosic biomass solids into a phenolics liquid phase comprising lignin, an aqueous phase comprising an alcoholic component derived from the cellulosic biomass solids, and an optional light organics phase; combining at least the phenolics liquid phase and the aqueous phase with one another, thereby forming a combined phase; and separating at least a portion of the alcoholic component from at least a portion of the combined phase.

Abstract translation: 纤维素生物质固体的消化可能由于从其中释放木质素而变得复杂。 消化纤维素生物质固体的方法可以包括：在消化溶剂中提供纤维素生物质固体; 至少部分地将纤维素生物质固体转化成包含木质素的酚醛液相，包含衍生自纤维素生物质固体的醇组分的水相和可选的轻有机相; 将至少酚类液相和水相彼此结合，从而形成组合相; 以及从组合相的至少一部分分离至少一部分醇组分。

公开(公告)号：US09593242B2

公开(公告)日：2017-03-14

申请号：US14067309

申请日：2013-10-30

Applicant: SHELL OIL COMPANY

Inventor： Joseph Broun Powell ,  Glenn Charles Komplin

IPC: D21C3/20 ,  C08L97/00 ,  C08H7/00 ,  C08H8/00 ,  C10G1/00 ,  C10G1/06 ,  C10G1/08 ,  C10G3/00 ,  D21C3/22 ,  D21C7/14 ,  C08L97/02

CPC classification number: C08L97/005 ,  C08H6/00 ,  C08H8/00 ,  C08L97/02 ,  C10G1/002 ,  C10G1/065 ,  C10G1/083 ,  C10G3/42 ,  C10G3/50 ,  C10G2300/1014 ,  C10G2300/4081 ,  C10G2400/02 ,  C10G2400/04 ,  C10G2400/06 ,  C10G2400/20 ,  C10G2400/22 ,  D21C3/222 ,  D21C7/14 ,  Y02E50/343 ,  Y02P30/20

Abstract: Digestion of cellulosic biomass solids may be complicated by release of lignin therefrom. Methods for digesting cellulosic biomass solids may comprise: heating cellulosic biomass solids and a digestion solvent in the presence of molecular hydrogen and a slurry catalyst capable of activating molecular hydrogen, thereby forming a phenolics liquid phase comprising lignin, an aqueous phase comprising an alcoholic component derived from the cellulosic biomass solids, and an optional light organics phase, the slurry catalyst being distributed in the cellulosic biomass solids and at least a portion of the slurry catalyst accumulating in the phenolics liquid phase as it forms; conveying at least a portion of the phenolics liquid phase and the slurry catalyst to a location above at least a portion of the cellulosic biomass solids; and after conveying the phenolics liquid phase and the slurry catalyst, releasing them such that they come in contact with the cellulosic biomass solids.

Abstract translation: 纤维素生物质固体的消化可能由于从其中释放木质素而变得复杂。 用于消化纤维素生物质固体的方法可以包括：在分子氢和能够活化分子氢的浆料催化剂存在下加热纤维素生物质固体和消化溶剂，从而形成包含木质素的酚醛液相，包含衍生的醇组分的水相 来自纤维素生物质固体和任选的轻质有机相，浆料催化剂分布在纤维素生物质固体中，并且至少一部分淤浆催化剂在其形成时聚集在酚醛液相中; 将至少一部分酚类液相和浆料催化剂输送到纤维素生物质固体的至少一部分上方的位置; 并且在输送酚类液相和浆料催化剂之后，释放它们使得它们与纤维素生物质固体接触。

公开(公告)号：US09458247B2

公开(公告)日：2016-10-04

申请号：US14207945

申请日：2014-03-13

Applicant: SHELL OIL COMPANY

Inventor： Joseph Broun Powell ,  Edward James Denton ,  Glenn Charles Komplin

IPC: D21C3/00 ,  C07C37/54 ,  C07C39/04 ,  C07C39/06 ,  C07C39/07 ,  C08B1/00 ,  D21C3/20 ,  D21C3/22 ,  D21C7/14 ,  D21C11/00

CPC classification number: C08B1/003 ,  D21C3/20 ,  D21C3/222 ,  D21C7/14 ,  D21C11/0007 ,  Y02E50/16 ,  Y02P30/20

Abstract: Digestion of cellulosic biomass solids can be enhanced in the presence of a phenolic solvent. Methods for digesting cellulosic biomass solids can comprise providing cellulosic biomass solids containing up to about 50% water by mass in a digestion medium comprising about 50% or more of an organic solvent by volume; heating the cellulosic biomass solids and the digestion medium in a digestion unit in the presence of molecular hydrogen and a slurry catalyst capable of activating molecular hydrogen, thereby forming an alcoholic component derived from the cellulosic biomass solids and liberating lignin therefrom; wherein the digestion medium and the water form a biphasic mixture in which the alcoholic component, slurry catalyst, and lignin are contained; removing at least a portion of the biphasic mixture from the digestion unit; converting at least a portion of the lignin into a phenolic solvent; and returning the phenolic solvent to the digestion unit.

Abstract translation: 可以在酚类溶剂的存在下提高纤维素生物质固体的消化。 消化纤维素生物质固体的方法可以包括提供在包含约50％或更多的有机溶剂体积的消化介质中含有最多约50％水的纤维素生物质固体; 在分子氢和能够活化分子氢的浆料催化剂的存在下在消化单元中加热纤维素生物质固体和消化介质，从而形成源自纤维素生物质固体的醇组分并从其中释放出木质素; 其中消化介质和水形成含有醇组分，浆液催化剂和木质素的两相混合物; 从消化单元中除去至少一部分双相混合物; 将至少一部分木质素转化成酚类溶剂; 并将酚类溶剂返回到消化单元。

公开(公告)号：US09580602B2

公开(公告)日：2017-02-28

申请号：US14067250

申请日：2013-10-30

Applicant: SHELL OIL COMPANY

Inventor： Joseph Broun Powell ,  Kimberly Ann Johnson ,  Glenn Charles Komplin ,  Juben Nemchand Chheda

IPC: D21C3/20 ,  C08L97/00 ,  C10G1/00 ,  C10G1/06 ,  C10G3/00 ,  D21C11/00

CPC classification number: C08L97/005 ,  C10G1/002 ,  C10G1/065 ,  C10G3/50 ,  C10G2300/1014 ,  C10G2300/302 ,  D21C11/0007 ,  Y02P30/20

Abstract: Digestion of cellulosic biomass solids may be complicated by lignin release therefrom, which can produce a highly viscous phenolics liquid phase comprising lignin polymer. Methods for digesting cellulosic biomass solids may comprise: providing cellulosic biomass solids in the presence of a digestion solvent, molecular hydrogen, and a slurry catalyst capable of activating molecular hydrogen; at least partially converting the cellulosic biomass solids into a phenolics liquid phase comprising lignin, an aqueous phase comprising an alcoholic component derived from the cellulosic biomass solids, and an optional light organics phase; wherein at least a portion of the slurry catalyst accumulates in the phenolics liquid phase as it forms; and reducing the viscosity of the phenolics liquid phase.

Abstract translation: 纤维素生物质固体的消化可能由于木质素释放而复杂化，这可能产生包含木质素聚合物的高粘度酚醛液相。 用于消化纤维素生物质固体的方法可以包括：在消化溶剂，分子氢和能够活化分子氢的浆料催化剂的存在下提供纤维素生物质固体; 至少部分地将纤维素生物质固体转化成包含木质素的酚醛液相，包含衍生自纤维素生物质固体的醇组分的水相和可选的轻有机相; 其中至少一部分浆料催化剂在其形成时在酚醛液相中累积; 并降低酚醛液相的粘度。

公开(公告)号：US09174898B2

公开(公告)日：2015-11-03

申请号：US13928877

申请日：2013-06-27

Applicant: SHELL OIL COMPANY

Inventor： Glenn Charles Komplin ,  Joseph Broun Powell

IPC: C07C27/00 ,  C07C29/132 ,  C13K1/02 ,  D21C3/22 ,  C10L1/02 ,  C10L9/08 ,  C10G3/00

CPC classification number: C07C29/132 ,  C10G3/42 ,  C10G3/52 ,  C10G3/56 ,  C10G2300/1011 ,  C10G2300/1014 ,  C10G2400/02 ,  C10L1/02 ,  C10L1/026 ,  C10L9/086 ,  C13K1/02 ,  D21C3/222 ,  Y02E50/10 ,  Y02E50/30 ,  Y02P30/20 ,  Y02T50/678

Abstract: Digesting cellulosic biomass in the presence of a slurry catalyst may reduce degradation product formation, but catalyst distribution and retention can be problematic. Digestion methods can comprise: providing cellulosic biomass solids and a slurry catalyst capable of activating molecular hydrogen in a digestion unit; providing a digestible filter aid in the digestion unit; distributing the slurry catalyst within the cellulosic biomass solids using fluid flow; retaining at least a portion of the slurry catalyst in a fixed location using the digestible filter aid; heating the cellulosic biomass solids in the presence of the slurry catalyst, a digestion solvent, and molecular hydrogen, thereby forming a liquor phase comprising soluble carbohydrates; and performing a catalytic reduction reaction on the soluble carbohydrates within the digestion unit, thereby at least partially forming a reaction product comprising a triol, a diol, a monohydric alcohol, or any combination thereof in the digestion unit.

Abstract translation: 在淤浆催化剂存在下消化纤维素生物质可能会降低产物的形成，但催化剂的分布和保留可能是有问题的。 消化方法可以包括：提供纤维素生物质固体和能够在消化单元中活化分子氢的淤浆催化剂; 在消化单元中提供可消化的助滤剂; 使用流体流将浆料催化剂分散在纤维素生物质固体内; 使用可消化助滤剂将至少一部分浆料催化剂保持在固定位置; 在淤浆催化剂，消化溶剂和分子氢的存在下加热纤维素生物质固体，从而形成包含可溶性碳水化合物的液相; 并对消化单元内的可溶性碳水化合物进行催化还原反应，由此在消化单元中至少部分地形成包含三醇，二醇，一元醇或其任何组合的反应产物。