公开(公告)号：US20140275515A1

公开(公告)日：2014-09-18

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: C08B1/00

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：US20140121419A1

公开(公告)日：2014-05-01

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

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：US20140117275A1

公开(公告)日：2014-05-01

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: C08L97/00

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。 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淤浆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：US20140005444A1

公开(公告)日：2014-01-02

申请号：US13928770

申请日：2013-06-27

Applicant: SHELL OIL COMPANY

Inventor： Glenn Charles KOMPLIN ,  Joseph Broun POWELL

IPC: C07C29/132

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：US20230416171A1

公开(公告)日：2023-12-28

申请号：US18252930

申请日：2021-12-14

Applicant: SHELL OIL COMPANY

Inventor： Glenn Charles KOMPLIN ,  Heejae HUH ,  Gregory John WARD

IPC: C07C2/34 ,  B01J31/14 ,  B01J31/18 ,  C07C2/30

CPC classification number: C07C2/34 ,  B01J31/143 ,  B01J31/1815 ,  C07C2/30 ,  C07C2531/22 ,  C07C2531/14

Abstract: A process for producing alpha-olefins comprising contacting an ethylene feed with an oligomerization catalyst system in an oligomerization reaction zone under oligomerization reaction conditions to produce a product stream comprising alpha-olefins wherein the catalyst system comprises an iron-ligand complex and a co-catalyst and the molar ratio of oxygen to iron being fed to the oligomerization reaction zone is of from 1:1 to 200:1. Alternatively, the molar ratio of oxygen to aluminum in MMAO being fed to the oligomerization reaction zone is less than 1:5.

公开(公告)号：US20170037072A1

公开(公告)日：2017-02-09

申请号：US15227990

申请日：2016-08-04

Applicant: SHELL OIL COMPANY

Inventor： Joseph Broun POWELL ,  Andries Quirin Maria BOON ,  Ye-Mon CHEN ,  Glenn Charles KOMPLIN

IPC: C07H1/00 ,  B01J8/24 ,  C10G3/00 ,  B01J8/18

CPC classification number: C07H1/00 ,  C10G3/49 ,  C10G2300/202 ,  C10G2400/02 ,  C10G2400/04 ,  C10G2400/30 ,  Y02P30/20

Abstract: A method comprises introducing biomass solids to a digester comprising a reactor, a circulation system including a first injector; providing a catalyst-containing digestion medium and an organic solvent layer floating thereon; circulating the medium through the circulation system; flowing gas through the medium; keeping the medium hot enough to digest the solids; and operating the digester such a headspace exists above the solvent. The digester includes a first eductor having an inlet in the headspace, a second eductor having an inlet in the organic layer, and a downdraft tube having an inlet in the digestion medium. A motive fluid flowing from the first injector draws gas from the headspace into the first eductor, a motive fluid flowing from the first eductor draws fluid from the organic layer into the second eductor, and a motive fluid flowing from the second eductor draws fluid from the digestion medium into the downdraft tube.

Abstract translation: 一种方法包括将生物质固体引入包括反应器的消化器，包括第一注射器的循环系统; 提供含催化剂的消化介质和浮在其上的有机溶剂层; 使介质循环通过循环系统; 流过气体通过介质; 保持培养基足够热量消化固体; 并且操作蒸煮器这样的顶部空间存在于溶剂上方。 蒸煮器包括在顶部空间中具有入口的第一喷射器，在有机层中具有入口的第二喷射器和在消化介质中具有入口的向下流动管。 从第一喷射器流动的运动流体将气体从顶部空间吸入第一喷射器，从第一喷射器流动的运动流体将流体从有机层吸入第二喷射器，并且从第二喷射器流出的运动流体从 消化介质进入下降管。

公开(公告)号：US20160186073A1

公开(公告)日：2016-06-30

申请号：US14980262

申请日：2015-12-28

Applicant: SHELL OIL COMPANY

Inventor： Joseph Broun POWELL ,  Glenn Charles KOMPLIN ,  Juben Nemchand CHHEDA

IPC: C10G3/00 ,  C07C29/88 ,  C07C29/86 ,  C07C29/80 ,  B01J19/24 ,  C07C45/00 ,  C07C45/82 ,  C07C45/85 ,  C07C45/80 ,  C07C29/00 ,  C07D307/33

CPC classification number: C10G3/49 ,  B01D3/00 ,  B01J19/24 ,  B01J19/245 ,  B01J2219/24 ,  C07C29/00 ,  C07C29/80 ,  C07C29/86 ,  C07C29/88 ,  C07C45/00 ,  C07C45/80 ,  C07C45/82 ,  C07C45/85 ,  C07D307/33 ,  C08H6/00 ,  C08H8/00 ,  C10G1/002 ,  C10G1/065 ,  C10G1/083 ,  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, and organic salts, comprise providing acid solution to the organic salt containing process stream to convert the organic acid salts to acids to for further processing.

Abstract translation: 纤维素生物质固体的消化产物的分离可能是由于其中所含的各种组分而具有挑战性的。 用于处理纤维素生物质的方法和系统，特别是含有木质素衍生产物如酚类和有机盐的水热反应的反应产物包括向含有机盐的工艺流提供酸溶液以将有机酸盐转化为酸， 进一步处理。

公开(公告)号：US20140005445A1

公开(公告)日：2014-01-02

申请号：US13928877

申请日：2013-06-27

Applicant: SHELL OIL COMPANY

Inventor： Glenn Charles KOMPLIN ,  Joseph Broun KOMPLIN

IPC: C07C29/132

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。

公开(公告)号：US20240018069A1

公开(公告)日：2024-01-18

申请号：US18253826

申请日：2021-12-15

Applicant: SHELL OIL COMPANY

Inventor： Glenn Charles KOMPLIN ,  Heejae HUH

IPC: C07C2/34 ,  C07C11/107

CPC classification number: C07C2/34 ,  C07C11/107

Abstract: A process for producing alpha-olefins comprising: a) contacting an ethylene feed with an oligomerization catalyst system in an oligomerization reaction zone under oligomerization reaction conditions to produce a product stream comprising alpha-olefins; and b) cooling at least a portion of the reaction zone using a heat exchange medium having an inlet temperature and an outlet temperature wherein the catalyst system comprises a metal-ligand complex and a co-catalyst; the oligomerization reaction conditions comprise a reaction temperature of greater than 70° C.; and the difference between the reaction zone temperature and the inlet temperature of the heat exchange medium is from 0.5 to 15° C.

公开(公告)号：US20160184796A1

公开(公告)日：2016-06-30

申请号：US14980427

申请日：2015-12-28

Applicant: SHELL OIL COMPANY

Inventor： Joseph Broun POWELL ,  Glenn Charles KOMPLIN ,  Juben Nemchand CHHEDA

IPC: B01J19/24 ,  B01D3/14 ,  B01D11/04

CPC classification number: B01J19/24 ,  B01D3/143 ,  B01D3/148 ,  B01D11/04 ,  B01D11/0488 ,  B01J2219/24 ,  C10G1/002 ,  C10G1/065 ,  C10G1/083 ,  C10G3/50 ,  C10G2300/1014 ,  D21C3/20 ,  D21C3/222 ,  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 or phase separation unit. The liquid-liquid extraction or phase separation 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.

Abstract translation: 纤维素生物质固体的消化产物的分离可能是由于其中所含的各种组分而具有挑战性的。 用于处理纤维素生物质的方法和系统，特别是含有木质素衍生产物如酚醛的水热反应的反应产物包括将反应产物提供到包括液 - 液萃取或相分离单元的分离区。 液 - 液萃取或相分离装置可提供含水部分和非水部分，其中这些部分可分别分成各种馏分。 例如，水性部分和非水部分中的期望的化合物可以从这些部分单独回收并任选地组合以进一步加工成燃料产物。 水性部分和非水部分中的较重组分可以单独回收并在该方法中使用，例如可用作消化溶剂的酚类。