TW200914599A - Extraction of hydrocarbons from hydrocarbon-containing materials - Google Patents

Extraction of hydrocarbons from hydrocarbon-containing materials Download PDF

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Publication number
TW200914599A
TW200914599A TW097136228A TW97136228A TW200914599A TW 200914599 A TW200914599 A TW 200914599A TW 097136228 A TW097136228 A TW 097136228A TW 97136228 A TW97136228 A TW 97136228A TW 200914599 A TW200914599 A TW 200914599A
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Taiwan
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hydrocarbon
turpentine
liquid
turpentine liquid
volume
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TW097136228A
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Chinese (zh)
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TWI441909B (en
Inventor
Liang-Tseng Fan
Mohammad Reza Shafie
Julius Michael Tollas
William Arthur Fitzhugh Lee
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Green Source Energy Llc
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Priority claimed from US12/053,126 external-priority patent/US8101812B2/en
Priority claimed from US12/174,139 external-priority patent/US8272442B2/en
Application filed by Green Source Energy Llc filed Critical Green Source Energy Llc
Publication of TW200914599A publication Critical patent/TW200914599A/en
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    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G1/00Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal
    • C10G1/04Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal by extraction
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G1/00Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal
    • C10G1/06Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal by destructive hydrogenation
    • C10G1/065Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal by destructive hydrogenation in the presence of a solvent
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G21/00Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
    • C10G21/06Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
    • C10G21/12Organic compounds only
    • C10G21/14Hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G21/00Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
    • C10G21/06Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
    • C10G21/12Organic compounds only
    • C10G21/16Oxygen-containing compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10Feedstock materials
    • C10G2300/1011Biomass
    • C10G2300/1014Biomass of vegetal origin
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10Feedstock materials
    • C10G2300/1033Oil well production fluids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10Feedstock materials
    • C10G2300/1096Aromatics or polyaromatics
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/40Characteristics of the process deviating from typical ways of processing
    • C10G2300/4081Recycling aspects
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/80Additives
    • C10G2300/805Water
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/582Recycling of unreacted starting or intermediate materials
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P30/00Technologies relating to oil refining and petrochemical industry
    • Y02P30/20Technologies relating to oil refining and petrochemical industry using bio-feedstock

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
  • Extraction Or Liquid Replacement (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Fats And Perfumes (AREA)

Abstract

A method of extracting hydrocarbon-containing organic matter from a hydrocarbon-containing material includes the steps of providing a first liquid comprising a turpentine liquid; contacting the hydrocarbon-containing material with the turpentine liquid to form an extraction mixture; extracting the hydrocarbon material into the turpentine liquid; and separating the extracted hydrocarbon material from a residual material not extracted.

Description

200914599 九、發明說明: 【發明所屬之技術領域】 本發明係、關於自含碳氫化合物之材料萃取碳氫化合物之 領域。 本申請案為2008年7月16日提出申請之美國專利申請案 序號12/174,139與2_年3月21日提出申請之聰3,126之部份 連續案,且主張2007年9月20日提出申請之美國臨時申請: 60/973,964之權益,其每一件係據此以其全文併於本文供參 【先前技術】 化石燃料’亦稱為含碳氫化合物之有機物質,呈固體、 半固體、高度地黏稠或黏稠形式(後文個別地及共同地稱為 化石i,:料)其液化、溶解及/或》取已証實係為極端地挑 戰性且困_。當於本文中使用時,此種化石燃料包括但不 限於在煤、油頁岩、焦油砂及油砂(後文共同地稱為焦油砂) 内之含碳氫化合物有機物質,以及原油、重原油、粗瀝青、 油母貝天然遞青及/或遞青質。該困難可一部份歸因於以 下事實’此等化石燃料包含藉由氧與硫鍵結所連結之複雜 有機聚口 It ’其經常被包埋在無機化合物之基質中。有需 要產生其他液恶碳氫化合物原料,供製造液體與氣態燃料’ 、及t、生產各種化學品、醫冑及工程材料,因對於碳氫化 合物為基礎之材料之f求與消耗係增加。 各種技術或方法已被發展,以液化、溶解及/或萃取化石 燃料。但是,ρ ψ χ/ 巳5正Λ先則技藝之液化、溶解及萃取技術或 134584 200914599 方法均未能以大親禮南 .# ^ 商業化貧行於所有類型之化石燃料。 此係由於以下事實 化、溶解赤關於延々已發展之碳氳化合物液 :卒之所有先前技藝技術與方法,對於佈署與 插作係很昂責。^卜冰 „« 取之弈^ ,關於碳氫化合物液化、溶解及/或萃 =…方法與技術可能難以按比 或控制,因有—赤夕你 ^ F /5L, ⑵在極高二二述原因:⑴在過度地高厂堅下操作; 要在極k: w ’⑶需要昂貴處理容器與設備,其需 要在極知條件下由外、 觸媒及/或促進劑之、二二’⑷接党兩種或多種試劑、 毒性,且既不可H 或組合物之作用’其經常為高度 之r源,γ :’亦不可再循環;(5)需要供應特殊形式 戈萃"取歹lJ如錢輪射;⑹長製程時間供部份液化、溶解 =;⑺需要格外地微細之粒子,具有 不能夠回收盘再十分困難且昂貴;及⑻ 此 rj斤必須之試劑、觸媒及/或促進劑。因 術與方法。 材料之增加回收,有需要提供其他技 :於初期鑽探操作,可有利地採用一種方法… 捕獲3厌虱化合物之有機物質溶解及促進1移 動,然後其可被回收,€ 從進/、移 入^士 允4現有之壓力梯度迫使含碳氫化 口物之有機物質經過鑿孔。 重質碟氫化合mu 其係可用以溶解較 ,、舡過初期鑽探操作經常留在儲槽中。 關於二期與三期或叙 •工㊣之油回收操作,可有利地採用 裡方法’其會加強油之、.六姑 人M m ^折 之/合解,以回收儲槽中之含碳氫化 之有機物貝,以成本有效之方式,且不會傷害儲槽。 134584 200914599 雖然有效方法與組合物存在 牡 ' —期刼作,但在與所產生令 碳虱化合物有機物質之價值比 難,歸因於操作經費。 了現遇到困 【發明内容】 根據本發明之一項具體實施例,-種自含碳氫化合物之 材料卒取含碳氫化合物有機物質之方法係包括以下步驟, 提供第-種液體,包含松節油液體,及使含碳氫化合物之 材料與松節油液體接觸,以致形成萃取混合物,以及 物質。萃取混合物含有至少一部份含碳氣化合物之有機物 貝與松郎油液體。殘留物質包含得自含碳氫化合物材料之 不溶性物質。殘留物質在其中所有此種含碳氫化合物之材 料尚未被松節油液體溶解且移動至萃取混合物中之情況 下’亦可包含含峻氫化合物有機物質之經還原部份。然後, 使殘留物質自萃取混合物分離。萃取混合物係進一步被分 離成第-部份與第二部份。萃取混合物之第—部份包含石炭 氫化合物產物流,1包含至少—部份萃取自含碳氫化合: 材料之含碳氫化合物有機物質。萃取混合物之第二部份包 含至少一部份松節油液體。於一項具體實施例中,實質上 所有松節油液體係被回收在循環流中。 t於另一項具體實施例中,實質上所有含碳氫化合物之有 械物貝係被卒取於萃取混合物中。在此種具體實施例中, 戔留物貝係基本上不含油,且可進一步使用或棄置,而 會衝擊環境。 不 發明詳述 134584 200914599 於-方面’本發明係關於容易地佈署之組合物,供萃取、 液化及/或溶解來自煤、油頁岩、隹 田只石焦油矽專以及來自儲槽 化石燃料。 相〜< 根據-項具體實施例,係提供一種方法,1包括以下牛 驟,自含碳氫化合物之材料例如煤、油頁岩、焦油砂,^ 含有重原油、原油、天然氣(其經常與原油及其他所述化石 燃料共存)之儲槽或其組合,液化、溶解及/或萃取含碳氯200914599 IX. DESCRIPTION OF THE INVENTION: TECHNICAL FIELD OF THE INVENTION The present invention relates to the field of extracting hydrocarbons from hydrocarbon-containing materials. This application is a contiguous case of Cong 3,126, filed on July 16, 2008, filed in the U.S. Patent Application Serial No. 12/174,139, filed on March 21, 2008, and claimed to be September 2007. U.S. Provisional Application No. 60/973,964, filed on the 20th, each of which is hereby incorporated by reference in its entirety by reference to the prior art, the prior art fossil fuel, also known as hydrocarbon-containing organic matter, is solid. The liquefaction, dissolution, and/or take-up of semi-solid, highly viscous or viscous forms (hereinafter, individually and collectively referred to as fossil i, material) have proven to be extremely challenging and difficult. As used herein, such fossil fuels include, but are not limited to, hydrocarbon-containing organic materials in coal, oil shale, tar sands, and oil sands (hereinafter collectively referred to as tar sands), as well as crude oil and heavy crude oil. , coarse asphalt, mother-of-pearl natural dice and/or tallow. This difficulty can be attributed in part to the fact that these fossil fuels contain complex organic pores, which are often embedded in the matrix of inorganic compounds, by oxygen-sulfur bonds. There is a need to produce other liquid hydrocarbon feedstocks for the manufacture of liquids and gaseous fuels, and to produce a variety of chemicals, medical and engineering materials, due to the increased demand and consumption of hydrocarbon-based materials. Various techniques or methods have been developed to liquefy, dissolve and/or extract fossil fuels. However, the liquefaction, dissolution and extraction techniques of ρ ψ χ / 巳5 are not the first to be used in the liquefaction, dissolution and extraction techniques or the 134584 200914599 method. # ^ Commercialization is poor for all types of fossil fuels. This is due to the fact that the dissolution and development of the carbonaceous compound liquids that have been developed in the past: all the prior art techniques and methods are very important for the deployment and insertion system. ^卜冰„« Take the game ^, about hydrocarbon liquefaction, dissolution and / or extraction = ... methods and techniques may be difficult to control or control, because there is - Chi Xi you ^ F /5L, (2) in the extremely high two two Reasons for: (1) operation in an excessively high factory; to require expensive processing of containers and equipment at the pole k: w '(3), which requires the use of external, catalytic and/or accelerators under the well-known conditions. (4) Accepting two or more reagents and toxicity of the party, and neither the function of H nor the composition 'it is often the source of r, γ: 'can not be recycled; (5) need to supply special form lJ such as money shot; (6) long process time for partial liquefaction, dissolution =; (7) need extra fine particles, it is very difficult and expensive to not recover the disc; and (8) the reagents, catalysts and / / Or accelerators. Because of the increase in the recovery of materials, there is a need to provide other techniques: in the initial drilling operation, a method can be advantageously used... The organic substances that capture 3 anaerobic compounds dissolve and promote 1 movement, then they can be Recycling, € from entering /, moving into ^ Shi Yun 4 existing pressure The gradient forces the organic matter containing the carbonated hydride to be punctured. The heavy-disc hydrogenation system can be used to dissolve, and the initial drilling operation is often left in the storage tank. About the second and third phases or the work The positive oil recovery operation can be advantageously carried out in a cost-effective manner by using the method of 'enhancing the oil, the six agglomerates M m ^ / / solution to recover the hydrocarbon-containing organic matter in the storage tank. 134584 200914599 Although the effective method and composition exist in the oyster's period, it is difficult to compare with the value of the organic matter produced by the carbon bismuth compound, which is attributed to the operating expenses. BRIEF SUMMARY OF THE INVENTION According to one embodiment of the present invention, a method for drawing hydrocarbon-containing organic matter from a hydrocarbon-containing material includes the steps of providing a first liquid, including a turpentine liquid, and The hydrocarbon-containing material is contacted with the turpentine liquid to form an extraction mixture, and the substance. The extraction mixture contains at least a portion of the carbonaceous compound-containing organic shellfish and Matsubara oil The residual material contains insoluble matter derived from a hydrocarbon-containing material. The residual material may also contain a hydrogen-containing compound in the case where all such hydrocarbon-containing material has not been dissolved by the turpentine liquid and moved into the extraction mixture. a reduced portion of the organic compound of the compound. The residual material is then separated from the extraction mixture. The extraction mixture is further separated into a first portion and a second portion. The first portion of the extraction mixture comprises a stream of charcoal hydrogen products, 1 comprising at least a portion of a hydrocarbon-containing organic material extracted from a hydrocarbon-containing material: the second portion of the extraction mixture comprising at least a portion of the turpentine liquid. In one embodiment, substantially all of the turpentine fluid The system is recovered in a recycle stream. In another embodiment, substantially all of the hydrocarbon-containing elastomeric shellfish is drawn into the extraction mixture. In such a specific embodiment, the barrier shell is substantially free of oil and can be further used or disposed of, which can impact the environment. DETAILED DESCRIPTION OF THE INVENTION 134584 200914599 The present invention relates to an easily deployable composition for extracting, liquefying and/or dissolving coal tar shale, shale tar tar and from fossil fuel. Phase ~ < According to the specific embodiment, a method is provided, 1 comprising the following bovine, self-hydrocarbon-containing materials such as coal, oil shale, tar sands, containing heavy crude oil, crude oil, natural gas (which often a tank or a combination thereof in which crude oil and other fossil fuels coexist, liquefying, dissolving and/or extracting carbon-containing chlorine

化合物之有機物質。含碳氫化合物之有機物質包括但不: 於重原油、原;由、天然氣等。含碳氫化合物之有機物質可、 為固體、半固體、液體'淤泥、黏稠液體、液體或氣體形 式。供使用本發明方法處理之適當含碳氫化合物材料之其 他材料包括液體與固體,其包括含碳氫化合物之材料以^ 殘留物質。舉例之含碳氫化合物之材料亦可包括油槽桶底 部料、油坑或池塘淤泥與漿液混合物、拋棄之食物、糞便-、 污泥或城市垃圾。液化、溶解及/或萃取含碳氫化合物之有 機物質係包括以下步驟’提供松節油液體,使含碳氣化合 ,之材料與松節油液體接觸,以自該含碳氫化合物之材: 萃取至少一部份該含碳氫化合物之有機物質至該松節油液 體中,以產生萃取混合物,《包含已自含碳氫化合物之: 料移除之含碳氫化合物有機物質與松節油液體,及自任何 未被萃取之殘留物質分離已萃取之有機物質在松節油液: 中。松節油液體可包含一數量之萜品醇。天然生成之松節 油液體包含一數量之萜烯。於一項具體實施例中,松節2 液體包含α-萜品醇。 134584 200914599 松節油液體對含碳氫化合物材料Organic matter of the compound. Organic substances containing hydrocarbons include but not: heavy crude oil, crude oil, natural gas, and the like. The hydrocarbon-containing organic material may be in the form of a solid, a semi-solid, a liquid 'sludge, a viscous liquid, a liquid or a gas. Other materials for suitable hydrocarbon-containing materials to be treated using the process of the present invention include liquids and solids, including hydrocarbon-containing materials to form residual materials. Examples of hydrocarbon-containing materials may also include tank bottoms, oil pits or pond sludge and slurry mixtures, discarded food, manure-, sludge or municipal waste. Liquefaction, dissolution, and/or extraction of hydrocarbon-containing organic materials includes the steps of 'providing a turpentine liquid to bring a carbon-containing gas into contact with a turpentine liquid from the hydrocarbon-containing material: extracting at least one a portion of the hydrocarbon-containing organic material to the turpentine liquid to produce an extraction mixture, "containing a hydrocarbon-containing organic material and a turpentine liquid that has been removed from the hydrocarbon-containing material, and from any unextracted The residual material separates the extracted organic matter in the turpentine oil: The turpentine liquid may contain a quantity of terpineol. The naturally occurring turpentine oil liquid contains a quantity of terpene. In a specific embodiment, the pine knot 2 liquid comprises alpha-terpineol. 134584 200914599 Turpentine liquid to hydrocarbon-containing materials

貝石阶,含碳氫化合物材料之體積可更直接地度量。 在某些具體實施例中,松節: 之比例係大於或等於約1:2與4:1 於或專於約1:1,而在一些具體. 或等於2:1。在關於缺播阳,丨 在某些具體實施例中,被包含在含碳氫化合物材料中之 取少有機物質係大於或等於含碳氫化合物材料之約i重量 %,在其他具體實施例中,大於或等於約10重量%,而在 又進一步具體實施例中,大於或等於約14重量%。 於本發明之一項具體實施例中,對含碳氫化合物物質所 選擇之液化、溶解或萃取試劑係為天然、合成或礦物松節 油’其可包含仏萜品醇’或〇!_萜品醇本身。 在某些具體實施例中,化石燃料或含碳氫化合物有機物 質之液化、溶解及/或萃取,可在約2。〇至約30(rc範圍内之 溫度下進行。在某些具體實施例中,有機物質或材料係與 松節油液體,在低於約3〇〇t或低於約60t:之溫度下接觸。 在其他具體實施例中,液化、溶解及/或萃取溫度可在約20 c至約200°C之範圍内。欲於其下進行化石燃料之液化、溶 解及/或萃取之壓力,典型上可在約i0xl04巴斯卡(01大氣 壓)至約5.0X106巴斯卡(50.0大氣壓)之範圍内。在某些具體實 134584 -10- 200914599 施例中m可在約5_0χ104巴斯卡(〇·5大氣壓)至約8〇χΐ〇5 巴斯卡(8.0大氣磨)間之壓力下進行。在某些其他具體實施 例中,欲藉由浸沒在-或多種松節油液體中或與其接觸而 被液化、溶解及/或萃取之化石燃料或含m合物之有機 物質’可呈化石燃料之粒子、片塊'長條或板塊床之形式, 其大小係在約0.74毫来至約10毫米之範圍内,在含有一或多 種該液化、溶解及/或萃取試劑之液化、溶解或萃取容器(後 r、 文反應器)中。在某些具體實施例中,化石燃料之粒子、片 塊、長條或板塊之大小係在約〇149毫米(卿網目)至約况毫 米之範圍内。在某些具體實施例中,化石燃料之粒子、片 塊、長條或板塊床係被授動,其方式是使一或多種液化、 溶解及/或萃取試劑,呈液體形式,通過粒子、片塊、長條 或板塊床,藉由使該—或多種試劑沸騰。在某些具體實施 例中,液化、溶解及/或萃取之延續時間係在約卜分鐘至約 90分鐘之間。化石燃料可被部份或完全液化、溶解及/或萃 取:液化、溶解及/或萃取之程度可藉由控制操作條件,譬 如皿度壓力、授動之強度及操作之延續時間,及/或調整 反應器中-或多種液化、溶解或萃取試劑之類型、相對量 及濃度而達成。 本_月丨面之基礎係為令人意外地發現,當約500克試 齊1 ^品醇被添加至淺盤中之得自郡 之Pittsburgh礦層之約25〇克6〇'網目煤試樣時,試劑顏色幾乎 立即轉變成遞青黑色’且於數小時之後仍然保持如此。這 表不顏色改變並非由於煤粒子之懸浮液,而是含碳氮化合 134584 200914599 物之有機物質自煤萃取之指標。接著,將此4品醇與煤 試樣之2:1混合物從淺盤轉移至經加蓋且緊密地密封之廣 口瓶,且在約2(TC與稍低於約L〇lxl〇5巴斯卡(1大氣壓)之環 境條件下保㈣25天。煤試樣之轉化率(意即液化作用之程 度),係在過遽、以乙醇洗膝、乾燥及稱重之後,經測定為 ⑽重量%。此71重量%轉化率係相當於存在於煤試樣中 之幾乎所有可溶解遞青(有機物質),其近似分析係為· 重量%之剛收到時之水份、9·25重量%之乾燥灰分、㈣重 量%之無水揮發物及顧重量%之乾燥固定碳。使用煤, 以及油頁岩與焦油砂,在各種操作條件下之一系列後續實 驗’已註實試劑之族群,包括天然及/或合成松節油,含有 获烯,及获稀之醇類’意即?|品醇,係在化石燃料包括详、 油頁岩、焦油砂、重原油及/或原油中,於液化、溶解及/ 或卒取油母質(有機物質)、遞青(有機物質)及/或遞青質 (有機物質)上传非赍&古4 ^ . 姑 糸非吊地有效’而無需任何觸媒或鹼性金屬 輔助。此等試劑,除 “ 生自石油之礦物松節油之外,係 马可再生且"綠多丨',咅Pl3你主u 用於化石…所有:他::相對較不昂貴,當與 有,、他已知液化、溶解及/或萃取試劑比 早乂時,譬如四氫芏、- 物夕々 "一甲本 '悤,及此等試劑與其他化合 ::各;溶液或混合物。即使是衍生自石油之礦物松節油, 發:二I再生,但係為相對較低毒性且為不昂貴。亦已 燃料之 化、溶解及/或萃取試料滲透或擴散至化石 下::子、片塊、板塊或長條中,在可感覺得到之速率 、、’工過其孔隙,因此&出卜卜望私工 此以成此4粒子H長條或板塊接 134584 • 12- 200914599 者釋出=彼等中之可液化、可溶解或可萃取離份,經常幾 乎接&即使在遠為較溫和條件下亦然,例如環境 溫度與壓力’相較於關於化石燃料譬如煤、油頁岩、焦油 砂、原油及重原油之液化、溶解及/或萃取之最近發明所兩 要者。 而 本發明之—方面係提供—種自含碳氫化合物之材料嬖如 煤、油頁岩及焦油砂液化、溶解及/或萃取化石燃料或切 鼠化合物之有機物皙之古土 -, ㈣貝之方法,其中係使一部份固體或半固 體化石燃料與松節油液體在萃取混合物中接觸,其可於鹼 金屬、觸媒、氣⑹及/或—氧化碳(co)不存在下。雖缺氯 與CO可作為混合劑使用, 上γ 但本發明之—項具體實施例係包 括虱與CO不存在下之方法與組合物。 人在某些具體實施例中’松節油液體係選自天然松節油、 :成tr油4物松節油、松油、祕稀、錄蝉、純品 ^ r帖-酵、其聚合體及其混合物。在 其他具體實施例中,松節油液體係選 稀: 二戍烯(對-簿;^ ^ ^ …:了-1’8--稀)、諾波W、菠烧、氫過氧化2_ 派烷 '帖—醇水合物、2_落 _ —+ 知一虱未仙醇(myCen〇i)、異龍 8其專何频、醋酸喊二醇西旨、香茅醇、醋酸對-薄荷 =、7’二氫香茅醛1醇及其混合物。在其他 松節油液體係選自…腦、輸對甲基異丙 i別3,7_二甲基^辛二稀、錯酸異福酿、羅勒 ,勒細、別羅勒烯醇類、2_甲氧基_2紅甲基_7,8_環 礼土辛規、樟腦、檸檬酸、7_甲氧基二氣_香茅駿、10_樟腦 134584 -13- 200914599 石黃酸、香茅藤、薄荷酿j及其混合物。 根據一方面,固體或半固體化 々懲科或其他含碳氫化合 物之材料,譬如煤、油頁岩、焦油 飞 ^及重原油,或例如油 槽桶底部料、油坑或池塘淤泥 ,,,^ ^ 也棄之食物、糞便、污泥 或城市垃圾,可以任何大小提供, 垃觸,,_ .. 、,、有助於與松節油液體 接=。化石燃料或含碳氫化合物之材料可被提供為粒子、 塊’例如煤或油頁岩之大碎片或片塊。根 f :粒子二:面,化石燃料或含碳氯化合物之材料係 以粒子知供。根據本發 面,化石燃料或含碳氫 化5物材料之粒子呈有平 /'有千均粒子大小為約_4毫米至約 ^ 在某些其他具體實施例中,化石燃料之粒子具有 平均粒子大小為約0074毫米至約25毫米。 ' 根據本發明之一方面,The shellfish scale, the volume of the hydrocarbon-containing material can be measured more directly. In some embodiments, the ratio of the knots: is greater than or equal to about 1:2 and 4:1 or is specific to about 1:1, and in some specific. or equal to 2:1. In the specific embodiment, the organic matter contained in the hydrocarbon-containing material is greater than or equal to about i% by weight of the hydrocarbon-containing material, in other embodiments. , greater than or equal to about 10% by weight, and in still further embodiments, greater than or equal to about 14% by weight. In a particular embodiment of the invention, the liquefaction, dissolution or extraction reagent selected for the hydrocarbon-containing material is a natural, synthetic or mineral turpentine which may comprise terpineol or 〇! itself. In some embodiments, the liquefaction, dissolution, and/or extraction of fossil fuels or hydrocarbon-containing organic materials can be about 2. The crucible is carried out at a temperature in the range of about 30. In some embodiments, the organic material or material is contacted with the turpentine liquid at a temperature below about 3 Torr or below about 60 Torr. In other embodiments, the liquefaction, dissolution, and/or extraction temperatures may range from about 20 c to about 200 C. The pressure at which the fossil fuel is liquefied, dissolved, and/or extracted is typically employed. About i0xl04 Baska (01 atmosphere) to about 5.0X106 Baska (50.0 atmosphere). In some concrete examples 134584 -10- 200914599, m can be about 5_0χ104 Baska (〇·5 atm) ) to a pressure of between about 8 〇χΐ〇 5 kPa (8.0 atmosphere mill). In some other specific embodiments, it is intended to be liquefied and dissolved by immersion in or contact with a turpentine liquid. And/or the extracted fossil fuel or the organic substance containing the m-form may be in the form of particles of a fossil fuel, a sheet of strips or a slab bed, and the size thereof is in the range of about 0.74 millimeters to about 10 millimeters. Including one or more of the liquefaction, dissolution and/or extraction reagents a solution, a solution, or an extraction vessel (post-r, reactor). In some embodiments, the size, size, length, or plate of the fossil fuel is between about 149 mm (yellow mesh) to about In the range of millimeters. In some embodiments, the particles, sheets, strips or plate beds of fossil fuels are actuated by one or more liquefaction, dissolution and/or extraction reagents in liquid form. Form, by particle, tablet, strip or plate bed, by boiling the reagent or reagents. In some embodiments, the duration of liquefaction, dissolution, and/or extraction is from about 0.25 minutes to about 90 minutes. Between minutes, fossil fuels may be partially or fully liquefied, dissolved and/or extracted: the extent of liquefaction, dissolution and/or extraction may be controlled by operating conditions such as vessel pressure, intensity of the actuation and duration of operation. And/or adjust the type, relative amount and concentration of the reagents in the reactor - or a variety of liquefaction, dissolution or extraction reagents. The basis of this _ 丨 丨 is surprisingly found, when about 500 grams try 1 ^ Alcohol is added to the tray In the case of the approximately 25 gram 6 〇 'mesh coal sample from the Pittsburgh mine in the county, the color of the reagent changed almost immediately into a cyan black' and remained so after a few hours. This color change is not due to coal particles. a suspension, but an indicator of the extraction of organic matter from coal with carbonitrides 134584 200914599. Next, the 2:1 mixture of the 4 alcohols and the coal sample is transferred from the shallow pan to the capped and tightly sealed The jar, and at (about) 25 days under the environmental conditions of about 2 (TC and slightly less than about L〇lxl〇5 Baska (1 atm). The conversion rate of the coal sample (meaning the degree of liquefaction) After being washed, padded with ethanol, dried and weighed, it was determined to be (10)% by weight. The 71% by weight conversion is equivalent to almost all soluble tellable (organic matter) present in the coal sample, and the approximate analysis is · % by weight of water just received, 9.25% by weight Dry ash, (iv) % by weight of anhydrous volatiles and % by weight of dry fixed carbon. Using coal, as well as oil shale and tar sands, in a series of follow-up experiments under various operating conditions, 'the group of reagents that have been infused, including natural and/or synthetic turpentine, containing olefins, and dilute alcohols' means? Alcohol, which is used in liquefaction, dissolution and/or stroke of kerogen (organic matter), dicedar (organic matter) and/or in fossil fuels including oil shale, tar sands, heavy crude oil and/or crude oil. Or the application of cytoplasmic (organic matter) to non-赍 & ancient 4 ^. Aunts are not effective in lifting] without any catalyst or alkaline metal assist. These reagents, except for the mineral turpentine derived from petroleum, are recyclable and "green 丨', 咅Pl3 your main u for fossils...all: he:: relatively inexpensive, when there is, He knows that liquefaction, dissolution and/or extraction reagents are earlier than hydrazine, such as tetrahydroanthracene, - 物 々 quot 一 一 一 一 一 一 一 一 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及Is derived from petroleum mineral turpentine, hair: two I regeneration, but is relatively low toxicity and is not expensive. It has also been fueled, dissolved and / or extracted sample penetration or diffusion to the fossil::, pieces , in a plate or strip, at a rate that can be perceived, 'worked through its pores, so & the outpoor of the private worker to make this 4 particle H strip or plate connected 134584 • 12- 200914599 released = liquefiable, soluble or extractable excipients in these, often almost & even in far milder conditions, such as ambient temperature and pressure' compared to fossil fuels such as coal, oil shale, Liquefaction, dissolution and/or extraction of tar sands, crude oil and heavy crude oil Nearly the inventors of the present invention. Aspects of the present invention provide for the liquefaction, dissolution and/or extraction of fossil fuels or organic compounds of chelating compounds from hydrocarbon-containing materials such as coal, oil shale and tar sands. An ancient earth-, (four) shell method in which a portion of a solid or semi-solid fossil fuel is contacted with a turpentine liquid in an extraction mixture, which may be in an alkali metal, a catalyst, a gas (6) and/or a carbon oxide (co). In the absence of chlorine, CO and CO can be used as a mixture, but gamma, but the specific embodiment of the invention includes methods and compositions in the absence of hydrazine and CO. In some embodiments, turpentine The liquid system is selected from the group consisting of natural turpentine, tar oil, turpentine, pine oil, secret, sputum, pure product, polymer, and mixtures thereof. In other specific embodiments, the turpentine oil system is selected. Rare: Diterpene (p-book; ^ ^ ^ ...: -1'8--lean), Novo W, spinach, hydroperoxide 2_Peptane's-alcohol hydrate, 2_fall_ + Know one of the unscented alcohol (myCen〇i), the different dragons, the frequency of the special Alcohol, acetic acid p-menthion =, 7' dihydro citronellal 1 alcohol and mixtures thereof. In other turpentine oil system selected from ... brain, trans-p-methyl isopropyl i 3,7- dimethyl octane , wrong acid, different sour, basil, Lele, bellerolol, 2_methoxy 2 red methyl _7,8_ cyclazone, camphor, citric acid, 7-methoxy Gas_香茅骏,10_樟脑134584 -13- 200914599 Rhein, citronella, mint, and mixtures thereof. According to one aspect, solid or semi-solid sputum or other hydrocarbon-containing materials, Such as coal, oil shale, tar fly and heavy crude oil, or for example, oil tank bottom material, oil pit or pond sludge,, ^ ^ also discarded food, manure, sludge or municipal waste, can be provided in any size, touch ,, _ .. , , , helps to connect with turpentine liquid =. Fossil fuels or hydrocarbon-containing materials can be provided as large fragments or pieces of particles, such as coal or oil shale. Root f: Particle 2: Surface, fossil fuel or material containing carbon and chlorine compounds. According to the present invention, the particles of the fossil fuel or the hydrocarbon-containing material are present in a flat/'s mean particle size of from about _4 mm to about 约. In certain other embodiments, the particles of the fossil fuel have average particles. The size is from about 0,074 mm to about 25 mm. According to an aspect of the invention,

Cj J將弟一種液體添加至松節油液 :❹根據本發明之某一方面,第二種液體可選自低碳脂 、Ί、院類、芳族化合物、脂族胺類、芳族胺類、二硫 2 σ物。舉例之混合物包括在石油精煉中所製造 '、 s 士彳員析/由、輕循環油及石油腦,或在乾館煤與 分餾液化煤中所製造之溶劑。 /、 ; 中使用之低碳脂族醇係指一級、二級及三級單經 =夕鉍醇類,具有2與12個碳原子之間。於本文中使用之烷 颁係私直鏈與分枝鏈烷類,在5與22個碳原子之間。於本文 中使用之芳族化合物係指單環狀、雜環族及多環狀化合 物。於本文φ # m 便用之脂族胺類係指一級、二級及三級胺類, ”有1與15個碳原子間之烷基取代基。在某些具體實施例 134584 -14- 200914599 2係使用本'奈1苯或其組合。於另一項具體實施例 ,可使用上文指出之低碳脂族醇。於—項具體實施例中, 溶劑係選自乙醇、两醇、異丙醇、丁醇'戍炫、庚烧 烧:苯:甲苯:二甲苯、莕、葱、四氣茶'三乙胺、苯胺、 一^化奴及其混合物,在可操作以保持溶劑呈液體形式之 溫度與壓力下。 在某些具體實施例中,松節油液體對被包含在該流體中 r 之任何其他松節油可混溶劑之比例係大於或等於1:1,在某 ,具體實施例中’大於或等於約9:4。在某些具體實施例 l該比㈣大於或等於㈣。在又其他具體實施例中, β亥比例係大於或等於4:1。 根據本發明之—方面’化石燃料與松節油液體係在約2 :至約之溫度下接觸。在某些具體實施例中,化石燃 /糸被松即油液體在低於約靴之溫度下接觸。 ,據,發明之進—步方面,化石燃料與松節油液體 4巴斯她大氣壓)至約_6巴斯卡⑼大氣壓)之 接觸。根據一方面,此方法係在約〇5大氣壓至約8 大軋壓之壓力下實施。 X據本&明之_方面,此方法進—步包括提供萃取容器, :體或半固體化石燃料係於其中與松節油液體接觸。根據 萃=二提供授拌裝置,而其中係將被包含在反應器或 。之化石燃料與松節油液體混合與攪拌。 =本發明之一方面’化石燃料與松節油液體可在保持 中培養’以延長其接觸時間。根據進-步方面,液化、 134584 -15- 200914599 溶解及/或萃取之程度係藉由固體或半固體化石燃料與松 節油液體接觸之時間長度及/或化石燃料與松節油液體混 合物之溫度而加以控制。 根據本發明之-方面’化石燃料係與包含松節油液體及 水作為攪拌劑之非均質液體接觸。Cj J adds a liquid to the turpentine oil: ❹ According to one aspect of the invention, the second liquid may be selected from the group consisting of low carbon fats, hydrazines, yards, aromatics, aliphatic amines, aromatic amines, Disulfide 2 σ. Examples of mixtures include 'manufactured in petroleum refining', s siemen's analysis/supply, light cycle oil and petroleum brain, or solvents produced in dry coal and fractionated liquefied coal. The low-carbon aliphatic alcohol used in the group refers to the primary, secondary and tertiary mono-alcohols having between 2 and 12 carbon atoms. As used herein, the alkane is a straight chain and a branched alkane between 5 and 22 carbon atoms. The aromatic compound as used herein refers to a monocyclic, heterocyclic, and polycyclic compound. The aliphatic amines used herein are primary, secondary and tertiary amines, "having an alkyl substituent between 1 and 15 carbon atoms. In some embodiments 134584 -14- 200914599 2 is the use of the present invention or a combination thereof. In another specific embodiment, the low carbon aliphatic alcohol indicated above may be used. In the specific embodiment, the solvent is selected from the group consisting of ethanol, two alcohols, and different Propyl alcohol, butanol '戍 、, 庚 烧 burning: benzene: toluene: xylene, hydrazine, onion, four gas tea 'triethylamine, aniline, sulfonate and their mixture, can be operated to keep the solvent liquid The temperature and pressure of the form. In some embodiments, the ratio of the turpentine liquid to any other turpentine miscible solvent contained in the fluid is greater than or equal to 1:1, in a particular embodiment Greater than or equal to about 9: 4. In some embodiments 1, the ratio (four) is greater than or equal to (d). In still other embodiments, the beta ratio is greater than or equal to 4: 1. The fossil according to the present invention The fuel is contacted with the turpentine fluid system at a temperature of from about 2: to about. In some embodiments The fossil fuel/糸 is contacted by the loose oil liquid at a temperature lower than about the boot. According to the invention, the fossil fuel and the turpentine liquid 4 Bass atmospheric pressure) to about _6 Baska (9) atmospheric pressure. According to one aspect, the method is carried out at a pressure of from about 5 atmospheres to about 8 rolls. X. According to this & the method further comprises providing an extraction vessel, body or half The solid fossil fuel is in contact with the turpentine liquid. The mixing device is provided according to the extraction = 2, and the fossil fuel contained in the reactor or the turpentine liquid is mixed and stirred. = One aspect of the invention 'fossil fuel And turpentine liquid can be cultured in the holding to extend its contact time. According to the further step, liquefaction, 134584 -15- 200914599 The degree of dissolution and / or extraction is the time of contact with the turpentine liquid by solid or semi-solid fossil fuel The length and/or the temperature of the fossil fuel and the turpentine liquid mixture are controlled. According to the aspect of the invention, the fossil fuel system comprises a turpentine liquid and water as a stirring agent. Non-homogeneous liquid contact.

*在某些具體實施例中,松節油流體對水之比例係大於或 等於約1:1體積比,以避免漿液形成,其可使得在含松節油 液體之流體中之經萃取有機物質之分離困難。 、根據本發明之一方面’化石燃料係於能量輸入存在下, 被松節油液體接觸,該能量選自熱能,超過約30(TC ,壓力 超過大氣壓,微波能量、超音波能量、電離㈣能量、 機械剪切力及其混合。 、、根據本發明之—方面,係提供液化或溶解觸媒至化石燃 料與松節油液體之混合物中。 根據本發明之—方面’反應或溶解混合物係藉由添加化 合物而被補充’該化合物選自氫、一氧化碳…金屬氧 化物、金屬及其混合物。 根據本魯明之—方面’微生物係被加人反應或溶解混合 物中。在化石燃料及其他含碳氫化合物之材料之碳氫化合 ,中之選擇化學鍵’例如硫交聯鍵與氧交聯鍵,係經由以 牙孢桿菌屬類型之親熱性與礦質化學營養性微生物之生物 處理而被打斷’該微生物選自天然生成之單離物,衍生自 ,硫續泉。此等選擇化學鍵之斷裂會幫助化石燃料及其他 3碳氫化合物之材料中之碳氫化合物之溶解。 134584 -16- 200914599 本發明之又其他方面與優點’將由熟諳此藝者自本說明 =而變得易於明瞭’其中係顯示與描述本發明之某些具體 實施例’其僅只是作為意欲進行本發明之最良好模式之說 明。正如即將明白的,本發明能夠有其他及不同具體實施 例,且其數項細節係能夠在未偏離本發明下,於各種顯著 事貝上t &因此’ β兒明文在本性上係、欲被認為是說明性, 而非限制性。 根據本發明之一項具體實施例,係提供一種自含碳氫化 合物之材料萃取含碳氫化合物之有機物質之方法,該材料 包括黏稠液體、液體或氣體化石燃料材料。該方法係提供 第種液體,包括松節油液體。松節油液體係與含碳氫化 合物之材料,當場在含有該化石燃料材料之地下構造中接 觸,於是形成萃取混合物,以萃取含碳氫化合物之有機物 貝至》玄权即油液體中’及形成萃取液體。將萃取液體自該 構造移除’其中萃取液體包括含有該經萃取含錢化合物 有機物質之松節油液體。經萃取之含碳氫化合物之有機物 質係與未被萃取之殘留物質分離。此方法可進一步包括使 該經萃取之碳氫化合物材料與松節油液體分離。黏稠液 體、液體或氣體化石燃料材料可為重原油、原油、天然氣 或其組合。地下構造可為例如原油儲槽或天然氣儲槽。 本《明可谷易地當場展開作業,以直接地液化及/或溶解 也下構以中之化石燃料,及自此種構造萃取所形成之液體 產物。 本發明之萃取試劑係為液體,其具有與瀝青有機物質之 134584 -17- 200914599 極強物理化學親和力,該物質包括遞青、油母質及/或焦油, 在α體煤/由頁岩及焦油砂中。當本發明之萃取試劑及主 要包含碳氫化合物之瀝青有機物質係彼此直接接觸時,有 機物貝係洛解至本發明萃取試劑中,^使有機物質液 化。、於接觸時,本發明之碳氫化合物與萃取試劑係快速地 形成均勻溶液,意即單相液體。 可利用本發明之萃取試劑與遞青物質間之物理化學親和 力’以提高在當場條件下自油槽之油回收。迄今被應用於 油槽上之先前技藝當場回收技術大部份係訴諸所謂前沿替 換,。此方法係精確地藉由多孔性介質中多相流體流動之 特试加以控制。這易於留下大部份C經常超過約娜)之最初 :由未被回收,即使對於,,良好”低黏度油槽㈣。本發明之 /卒取试劑會藉由克服在當場條件下所施行多相流動之複雜 行為而提局油回收。 本發明係、利用松節油液體之極強物S化學親和力。 本發月之種方法係將本發明之萃取試劑經過注射井注 射至油或天然氣儲槽中。 t係被溶於本發明之萃取試劑中(當此兩者於油槽中接 觸時),於是產生均勾溶液,意即單相液體。當本發明之萃 取=劑自注射井運行至生產井時,其並不僅只是置換油; 先岫捕獲油之溶解於本發明之萃取試劑中係持續,直到萃 取試劑被油完全飽和為止。然後,萃取試劑會在其他油回 收過程中變得不活性,並以單相液體單純地流經儲槽之孔 隙’最後抵達生產井。 134584 -18- 200914599 下文係說明本發明油回收之當場方法之三種特殊具體實 施例。 於第一種當場具體實施例中,係將約三⑽至七⑽個孔 隙體積之本發明萃取試劑注入已經水淹沒至殘留油飽和之 油槽中’㈣在儲槽中產生約51%最初油。萃取試劑之注 射可令人意外地在儲槽中產生約另外41%最初油。該方法 此員具體Λ知例係於實驗上經確認有效,如 中所述。 「又貝1歹j* In some embodiments, the ratio of turpentine fluid to water is greater than or equal to about 1:1 by volume to avoid slurry formation which can make separation of the extracted organic material in the fluid containing the turpentine liquid difficult. According to one aspect of the invention, the fossil fuel is contacted by a turpentine liquid in the presence of an energy input, the energy being selected from the group consisting of thermal energy, exceeding about 30 (TC, pressure over atmospheric pressure, microwave energy, ultrasonic energy, ionization (four) energy, mechanical Shear force and its mixing. According to an aspect of the invention, a liquefaction or dissolution catalyst is provided in a mixture of a fossil fuel and a turpentine liquid. According to the invention, the reaction or dissolution mixture is by adding a compound. It is supplemented with 'the compound is selected from the group consisting of hydrogen, carbon monoxide, metal oxides, metals and mixtures thereof. According to Ben Lumin's - the 'microbes' are added to the reaction or dissolved in the mixture. In fossil fuels and other hydrocarbon-containing materials In a hydrocarbon, a chemical bond selected, for example, a sulfur crosslink and an oxygen crosslink, are interrupted by biological treatment with a thermophilic type of the genus Geobacillus and a mineral nutrient microbial microorganism. The resulting single object, derived from the sulfur spring. These choices of chemical bond breaks will help fossil fuels and other The dissolution of the hydrocarbons in the material of the hydrocarbons. 134584 -16- 200914599 Still other aspects and advantages of the present invention will become apparent from the description of the present invention. The detailed description of the present invention is intended to be illustrative of the preferred embodiments of the invention. In the following, the present invention is intended to be illustrative, and not limiting. According to a specific embodiment of the present invention, a self-hydrocarbon-containing hydrocarbon is provided. A method of extracting a hydrocarbon-containing organic material comprising a viscous liquid, a liquid or a gas fossil fuel material. The method provides a first liquid, including a turpentine liquid, a turpentine oil system and a hydrocarbon-containing material, On-the-spot contact in a subterranean formation containing the fossil fuel material, thus forming an extraction mixture to extract hydrocarbon-containing compounds物物贝至》玄权为油液' and forming an extraction liquid. The extraction liquid is removed from the structure' wherein the extraction liquid comprises a turpentine liquid containing the extracted organic compound of the money-containing compound. The extracted hydrocarbon-containing compound The organic material is separated from the unextracted residual material. The method may further comprise separating the extracted hydrocarbon material from the turpentine liquid. The viscous liquid, liquid or gas fossil fuel material may be heavy crude oil, crude oil, natural gas or The underground structure may be, for example, a crude oil storage tank or a natural gas storage tank. The "Mingke Valley" is operated on the spot to directly liquefy and/or dissolve the fossil fuel in the middle, and from such a structure extracting plant. The liquid product formed. The extraction reagent of the present invention is a liquid having a strong physical and chemical affinity with the asphalt organic substance 134584 -17- 200914599, the substance including bidet, kerogen and/or tar, in the alpha body coal / by shale and tar sands. When the extracting agent of the present invention and the bituminous organic substance mainly containing a hydrocarbon are in direct contact with each other, the organic matter is dissolved in the extracting reagent of the present invention to liquefy the organic substance. At the time of contact, the hydrocarbon of the present invention and the extraction reagent rapidly form a homogeneous solution, i.e., a single phase liquid. The physicochemical affinity between the extraction reagent of the present invention and the telling material can be utilized to increase oil recovery from the oil sump under field conditions. Most of the prior art on-site recycling techniques that have been applied to oil tanks to date have appealed to so-called frontier replacements. This method is precisely controlled by special tests of multiphase fluid flow in a porous medium. It is easy to leave most of the C often overJona's original: from unrecovered, even if, good "low viscosity oil sump (4). The invention / stroke reagent will be overcome by overcoming the conditions on the spot The complex behavior of multiphase flow and the recovery of oil. The present invention utilizes the chemical affinity of the extremely strong substance S of the turpentine liquid. The method of the present month is to inject the extraction reagent of the present invention into the oil or natural gas storage tank through the injection well. The t system is dissolved in the extraction reagent of the present invention (when the two are in contact with the oil bath), thus producing a homogenous solution, that is, a single phase liquid. When the extraction agent of the present invention runs from the injection well to the production In the well, it is not only a replacement oil; the first trapping oil is dissolved in the extraction reagent of the present invention until the extraction reagent is completely saturated with the oil. Then, the extraction reagent becomes inactive during other oil recovery processes. And the single-phase liquid simply flows through the pores of the storage tank and finally reaches the production well. 134584 -18- 200914599 The following are three specific specific examples of the on-the-spot method for oil recovery of the present invention. In a first embodiment of the present invention, about three (10) to seven (10) pore volumes of the inventive extraction reagent are injected into an oil bath that has been submerged to residual oil saturation. (IV) Approximately 51% of the initial oil is produced in the storage tank. The injection of the reagent can surprisingly produce about 41% of the initial oil in the reservoir. This method is known to be effective in the experiment, as described in the above.

C 於第二種當場具體實施例中,係將約二⑽至五⑽個孔 隙體積之本發日月I % y 4,、 °式知1丨'主入油槽中。於最初,注射僅合 造成油被產生,直到約:分 ^ —刀之—(〇·3)至四分之三(0.75)孔隙 a、之本發明萃取試劑被注射為止;然後油被溶於並中之 ^發明萃取試劑係'被產生。大部份所存在之油可於注射約 、個半(1.5)至三個半(35HL隙體積間之試劑時被回收。此方 法令人意外地會回收儲槽中之約·最初油。該方法之此 項具體實施例亦於實驗上經確認有效,如下文實例22中所 述。 於第三種當場具體實施例中,係注射本發明之萃取試劑, ^自含有極黏稠油之油槽之油时,例如在venezuda 中之” Orinoco油皮帶"之儲槽。使用先前技藝回收方法 收因數很低’範圍為此種儲槽中最初油之至15%。隨著 注射本發明之松節油液體萃取試劑,而在自此等儲槽 ^率上之令人意外增加,可經由對產生器與注射器 用水平井’及此等井之週期性蒸汽浸泡,而進-步被提高。 134584 -19- 200914599 天然氣自大氣體儲槽之最後回收,可隨著本發明萃取試 劑之注射至儲槽中而被增加。此種儲槽之氣體生產形式係 經常造成在氣體場表面上之危險大規模陷落,例如在荷蘭 中之Groemngen場。因此,儲槽壓力必須藉由水注射保持。 被注入儲槽中之水會在高壓下,當場捕獲約30%氣體,此 係由於水與氣體兩相流經具有低滲透性之儲槽所致。隨著 本發明卒取試劑之注射,在儲槽中經捕獲之氣體係被溶於 f °式劑中,且流動至生產井。藉由分離表面上之試劑與氣體, 、 將氣體回收,並將試劑再循環供重複利用。 於凡成一或多種幫助油生產之已知方法後,例如c〇2或天 然氣注射與界面活性劑添加,可施行本發明之萃取方法。 關於進行本發明之列舉具體實施例 煤 在某些具體實施例中,無煙煤或煙煤可被研磨成範圍為 約0.841宅米(2〇網目)至約〇 149毫米(1〇〇網目)之大小,且接 Q 著在約L0x105巴斯卡(1大氣壓)至約2.0xl05巴斯卡(2.0大氣 壓)範圍内之壓力下,藉由浸沒在松節油液體中而被溶解及 /或萃取,意即液化。在某些其他具體實施例中,松節油液 月A可為天然、合成或礦物松節油,其包含至高約50-70體積 %之α-萜品醇、約20-40體積%之尽萜品醇及約1〇體積%之其 他成份。在某些具體實施例中’經研磨之無煙煤或煙煤床 可在80 C與約130。(:間之範圍内’或可能高達該松節油液體 沸點之溫度下,經由使該松節油液體通過而被攪動。在某 些其他具體實施例中,溶解及/或萃取,意即液化之延續時 134584 -20- 200914599 間可在約10分鐘至約40分鐘内。在某些具體實施例中,自 煤萃取含碳氫化合物之有機物質之接觸時間係 '小於5分鐘。 在一些具體實施例中,褐煤、褐色煤或任何其他低級煤 可被研磨成範圍為約α419毫米⑼網目)至約刪毫米_In the second embodiment of the present invention, C is about two (10) to five (10) of the aperture volume of the present day and month I % y 4, and the formula is known as the 'into the oil sump. Initially, the injection only causes the oil to be produced until about: the knives - (〇·3) to three-quarters (0.75) of the pores a, the extraction reagent of the present invention is injected; then the oil is dissolved And the invention of the extraction reagent system 'is produced. Most of the oil present can be recovered by injecting about one-half (1.5) to three and a half (reagents between 35 liters of space). This method surprisingly recovers the initial oil in the tank. This particular embodiment of the method has also been experimentally validated as described in Example 22 below. In a third embodiment of the field, the extraction reagent of the present invention is injected, from an oil bath containing a very viscous oil. When oil is used, for example, in the tank of "Orinoco oil belt" in venezuda. The use of the prior art recovery method has a very low 'range' of 15% of the initial oil in this tank. With the injection of the turpentine liquid of the present invention The extraction of the reagents, and the unexpected increase in the rate of the reservoirs, can be improved by the horizontal wells of the generators and injectors and the periodic steam soaking of such wells. 134584 -19- 200914599 The final recovery of natural gas from a large gas storage tank can be increased with the injection of the extraction reagent of the present invention into a storage tank. The gas production form of such a storage tank often causes a dangerous large-scale collapse on the surface of the gas field, example For example, in the Groemngen field in the Netherlands. Therefore, the tank pressure must be maintained by water injection. The water injected into the tank will capture about 30% of the gas at high pressure under high pressure, which is due to the flow of water and gas. Due to the low permeability reservoir, with the injection of the stroke reagent of the present invention, the captured gas system in the reservoir is dissolved in the f ° agent and flows to the production well. By separating the reagents on the surface Recovering the gas with the gas, recycling the reagents, and recycling the reagents. After Yu Fancheng one or more known methods to help oil production, such as c〇2 or natural gas injection and surfactant addition, the extraction of the present invention can be performed. DETAILED DESCRIPTION OF THE INVENTION Example of Carrying Out the Invention Coal In certain embodiments, anthracite or bituminous coal may be ground to a range of from about 0.841 house meters (2 inches mesh) to about 〇 149 mm (1 mesh) Size, and Q is dissolved and/or extracted by immersion in a turpentine liquid at a pressure in the range of about L0x105 Baska (1 atm) to about 2.0 x 105 Bass (2.0 atmosphere). liquefaction In certain other embodiments, the turpentine oil month A can be a natural, synthetic or mineral turpentine comprising up to about 50-70% by volume of alpha-terpineol, about 20-40% by volume of terpineol and About 1% by volume of other components. In some embodiments, the 'milled anthracite or bituminous coal bed can be at a temperature between 80 C and about 130. (or in the range of - or possibly up to the boiling point of the turpentine liquid, Stirring by passing the turpentine liquid. In some other specific embodiments, dissolution and/or extraction, meaning that the liquefaction continues between 134584 -20 and 200914599, may range from about 10 minutes to about 40 minutes. In some embodiments, the contact time of the hydrocarbon-containing organic material from the coal is 'less than 5 minutes. In some embodiments, lignite, brown coal or any other lower grade coal may be ground to a range of from about 419 mm (9) mesh to about MM.

網目)之大小,且接著在約1Όχ1〇5巴斯卡(1大氣壓)至約 2細5巴斯卡(2.0大氣壓)範圍内之壓力下,藉由料在松節 油液體中而被溶解及/或萃取,意即液化。在某些其他具體 實施例中’松節油液體可為天然、合成或礦物松節油,其 包含約70-90體積%之4 口口口醇、約5_25體積%之减品醇及 約5體積%之其他成份。在其他具體實施例中,經研磨之褐 煤、褐色煤或任何其他低級煤床可在約8(rc與約13(rc間之 範圍内,或可能高達該松節油液體沸點之溫度下,經由使 該松節油液體通過而被攪動。在某些其他具體實施例中, 溶解及/或卒取,意即液化,可在約2〇分鐘至約6〇分鐘内。 在某些具體實施例中,自煤萃取含碳氫化合物之有機物質 之接觸時間係小於5分鐘。 油頁岩 在某些具體實施例中,油頁岩可被研磨成範圍為約〇419 毫米(40網目)至0.074毫米(200網目)之大小,且接著在約 l.OxlO5巴斯卡(1大氣壓)至約2.0xl05巴斯卡(2.0大氣壓)範圍 内之壓力下,藉由浸沒在松節油液體中而被溶解及/或萃 取,意即液化。在其他具體實施例中,松節油液體可為天 然、合成或礦物松節油,其包含約70_9〇體積%之萜品醇、 約5-25體積%之尽萜品醇及約5體積%之其他成份。在某些 134584 -21 · 200914599 其他具體只施例中,經研磨之油頁岩床可在約8〇。〇與約i3〇 c間之範圍内,或可能高達該松節油液體沸點之溫度下, 經由使該松節油液體通過而被攪動。在其他具體實施例中, 溶解及/或萃取,意即液化,可在約3G分鐘至約6G分鐘内。 在某二具貝施例中,自油頁岩萃取含碳氫化合物之有機 物質之接觸時間係小於5分鐘。 焦油砂The size of the mesh, and then dissolved and/or dissolved in the turpentine liquid at a pressure in the range of about 1Όχ5〇5 Bass (1 atm) to about 2 fine 5 Bass (2.0 atmospheres) Extraction, meaning liquefaction. In certain other embodiments, the 'turpentine oil' may be a natural, synthetic or mineral turpentine comprising from about 70 to 90% by volume of 4 oral alcohols, from about 5% to about 5% by volume of reduced alcohol, and about 5% by volume of the other Ingredients. In other embodiments, the ground lignite, brown coal, or any other lower grade coal bed may be at a temperature of between about 8 (rc and about 13 (r), or possibly up to the boiling point of the turpentine liquid. The turpentine liquid is agitated by passage. In some other specific embodiments, dissolution and/or stroke, meaning liquefaction, may range from about 2 minutes to about 6 minutes. In some embodiments, from coal The contact time for extracting the hydrocarbon-containing organic material is less than 5 minutes. Oil Shale In some embodiments, the oil shale can be ground to a range of about 419 mm (40 mesh) to 0.074 mm (200 mesh). Size, and then dissolved and/or extracted by immersion in a turpentine liquid at a pressure in the range of about 1.00 x 10 5 Bass (1 atmosphere) to about 2.0 x 105 Bass (2.0 atmospheres) In other embodiments, the turpentine liquid may be a natural, synthetic or mineral turpentine comprising about 70-9% by volume of terpineol, about 5-25% by volume of terpineol, and about 5% by volume of the other. Ingredients. In a certain 134584 -21 · 200914599 In other specific examples, the ground oil shale bed may be in the range of about 8 〇 between 〇 and about i3〇c, or may be as high as the boiling point of the turpentine liquid, by making the turpentine The liquid is agitated by the passage of the liquid. In other embodiments, the dissolution and/or extraction, that is, liquefaction, may be in the range of from about 3 G minutes to about 6 G minutes. In a second embodiment, the hydrocarbon-bearing shale is extracted from the hydrocarbon-bearing shale. The contact time of the organic substance of the compound is less than 5 minutes.

在某二具體貫施例中,焦油砂可被破碎成範圍為約 毫米σ網目)至4.76毫来(4網目)之大小,且接著在約ι 〇χΐ〇5 片卡(1大氣塵)至約2·〇χΐ〇5巴斯卡(2〇大氣壓)範圍内之屢 力下,稭由浸沒在松節油液體中而被溶解及/或萃取,意即 夜化在其他具體貫施例中,松節油液體可為天然、合成 或礦物,其&含約觸體積%之_品醇、約30-50體積% 之純品醇、5體積%之《及/❹菠稀及約5體積%之其他 成份。於另—項具體實施例中’經研磨之油頁岩床可在約 與約9叱間之範圍内’或可能高達該松節油液體冻點之 -度下’經由使該松節油液體通過而被攪動。在苴他呈體 實施例中,溶解及/或萃取,意特化,可在㈣分鐘㈣ 2鐘内。在某些具體實施例中,自焦油砂萃取含碳氣化 口物之有機物質之接觸時間係小於5分鐘。 原油 在某些具體實施例中, (1.0)至約五(5 0)個孔隙體積 自地下儲槽移除,供初期 輕與中等原油可藉由注射約一 之松節油液體而當場製成,意即 '二期或三期回收。在其他具體 134584 -22 - 200914599 實施例中’可注射約二(2.0)與約四(4 〇)個孔隙體積間之松節 油液體。在某些具體實施例中,松節油液體可為天然、合 成或礦物松節油,其包含約40-70體積%之仏萜品醇、約30_40 體積%之/3-萜品醇、1〇體積%之α及/或床蒎烯及約1〇體積 %之其他成份。在某些具體實施例中,松節油液體之注射 可接著以約一(1.0)至約三(3·0)個孔隙體積之水進行水淹沒。In a specific embodiment, the tar sand can be broken into a size ranging from about mm σ mesh to 4.76 mA (4 mesh), and then in about ι 〇χΐ〇 5 cards (1 atmospheric dust) to Under the force of about 2 〇χΐ〇 5 Baska (2 〇 atmospheric pressure), the straw is dissolved and/or extracted by immersion in the turpentine liquid, meaning that night smelting is in other specific examples, turpentine The liquid may be natural, synthetic or mineral, and it contains about % by volume of _ of the alcohol, about 30-50% by volume of pure alcohol, 5% by volume of "and / ❹ spinach and about 5% by volume of the other Ingredients. In another embodiment, the ground oil shale bed may be agitated by passing the turpentine liquid within a range of between about 9 Torr or possibly up to the turpentine liquid freezing point. In the present embodiment, dissolution and/or extraction, which is intended to be specific, can be carried out within (four) minutes (four) within two minutes. In some embodiments, the contact time of the organic material from the tar sands to extract the carbonaceous gasification is less than 5 minutes. Crude oil In some embodiments, (1.0) to about five (50) pore volumes are removed from the underground storage tank for initial light and medium crude oils to be produced on the spot by injecting about one turpentine liquid. That is, 'two or three phases of recycling. In other embodiments 134584-22 - 200914599, turpentine liquid between about two (2.0) and about four (4 〇) pore volumes can be injected. In certain embodiments, the turpentine liquid can be a natural, synthetic or mineral turpentine comprising from about 40% to about 70% by volume of terpineol, from about 30% to about 40% by volume of 3-terpineol, and from 1% by volume. α and/or bed terpene and about 1% by volume of other components. In some embodiments, the injection of the turpentine liquid can then be submerged with water in the range of from about one (1.0) to about three (3·0) pore volumes.

在某些具體實施例中,重與特重原油可藉由注射約一 (1.0)至約五(5.0)個孔隙體積之松節油液體而當場製成,意即 自地下儲槽移除,供初期、二期或三期回收。在其他具體 實施例中’可注射約二⑽與約四(4 〇)個孔隙體積間之松節 油液體。在某些具體實施例中,松節油液體可為天然、合 成或礦物松節油,其包含約5〇_7〇體積%之α-萜品醇、約2〇_35 體積%之純品醇、1()體積及/或錄烯及約5體積% 之其他成份’可併用蒸汽注射。 參考圖1’係提供自焦油砂回收含碳氫化合物有機物質 之裝置。裝置100包括松節油液體供應處1〇2,其可視情況 聯結至泵1G4 ’以供應松節油液體至接觸容器或萃取容器 110。在某些具體實施例中,松節油液體供應處可包括加敎 松節油液體之設置。在某些具體實施例中,接觸容器可為 傾斜旋轉濾器或迴㈣。對輸送機觸或類似進料裝置提供 焦油砂試樣106 ’以供應焦油砂至接觸容器11〇之入口 送機應可視情況包括過渡網或類似分離裝置,以防止大: 子被引進至此製程中。接觸容請包括至少-個用於於L 油液體被引進且與焦油砂接觸之人口。接觸容器⑽可^ 134584 -23- 200914599 多個㈣或葉片114 ’經設計以保持焦油砂在接觸容器中, 歷經特定量之日㈣,及增加或控職油砂粒子與松節油液 體門之接觸。在某些具體實施例中,接觸容器可為傾斜旋 轉遽益。包含萃取液體及萃取自焦油砂之含碳氫化合物有 機物質之萃取混合物係經由出口 116自接觸容器110移除, 該出口可包括濾Is 118 ’以防止移除具有包含所萃取含碳氯 化口物有機物質之萃取混合物之固體。泵12〇可被聯結至出 116以幫助供應萃取混合物至保持槽桶122。管線124可 被聯結至保持槽桶112,以供應萃取混合物用於進一步處 理。於含碳氫化合物有機物質之萃取後,不可溶於松節油 液體中之無機固體及其他材料可經由第二個輸送機既自 接觸容器移除。-些松節油液體包括但不限於包含純品 醇與/5-萜品醇之液體。 現在芩考圖2,係提供裝置2〇〇,以自油頁岩及包含可回 收碳氫化合物材料之其他沉降岩石構造回收含碳氫化合物 之有機物貝。油頁岩試樣2〇2係被供應至研磨機或壓碎機 204以降低油頁岩之大小。研磨機或壓碎機2〇4較佳係降 低油頁石至約〇·074與〇 42毫米直徑之間。經壓碎之油頁岩可 視It况被供應至濾器,以確保均勻及/或適合粒子大小。第 個輸送機206係從研磨機或壓碎機2〇4提供粒子至接觸容 态208。接觸容器208係被聯結至松節油液體供應處21〇,其 可視情況被聯結至泵,且其係供應松節油液體到至少—個 經聯結至接觸容器208之入口 212。在某些具體實施例中, 松即油液體供應處可包括用於加熱松節油液體之設置。接 134584 200914599 觸容器208可包括多個淺盤或葉片214,經設計以保持焦油 砂在接觸容器中,歷經特定量之時間,及增加或控制焦油 砂粒子與松節油液體間之接觸。在某些具體實施例中,接 觸容器可為傾斜旋轉遽器或迴旋筛。包含松節油液體及回 收自油頁岩之含碳氫化合物有機物質之萃取混合物流係經 216收木且被供應至保持槽桶220。泵218係視情.兄 被聯結至…,以幫助供應萃取混合物流至保持槽桶 r 220。卒取混合物流可被聯結至管線222,以供應萃取混人 物流至進一步處理。第二個輸送機224會幫助自接觸容器 观移除無機或不溶性物質。松節油液體可包含但不限於& 萜品醇與/5-萜品醇。 現在參考圖3,係提供裝置,以自煤回收含碳氫化合 物之有機物質。煤^樣3〇2係被供應至研磨機或壓碎機 3〇4,以降低煤之大小。研磨機或壓碎機綱較佳 至約咖與毫米直徑之間,依煤試樣之品質而定。在^ 些具體貫施例中’研磨機或壓碎機3〇4可為濕磨機。經壓碎 之煤可視情況被供應至濾、器,以確保均勾及/或適合粒子大 ] '、工壓碎之煤係、被供應至第_個接觸容器施。第一個接 觸容器306亦被聯結至松節油液體供應處細, 被聯結至泵310,且其係供岸,、1視1^况 糸仏應#印油液體至第-個接觸容器 〇1°在某些具體實施例中’松節油液體供應處可包括用於 加熱松節油液體之設置。第一個接觸容器3〇6包括混合設置 ,經设相授動固體煤粒子與松節油液體,及改良或控 制彼等間之接觸。包含松節油液體及自油頁岩所回收之; 134584 -25- 200914599 碳氫化合物有機物質之苯·θ …取-合物流係經由第一個接觸容 态出口 313收集,且被供應 „ ^ .w ^ ^ 罘—個接觸容器310。泵314係In some embodiments, heavy and extra heavy crude oil can be produced on the spot by injecting about one (1.0) to about five (5.0) pore volumes of turpentine liquid, meaning to be removed from the underground storage tank for initial , second or third phase of recycling. In other embodiments, a turpentine liquid between about two (10) and about four (4 Torr) pore volumes can be injected. In certain embodiments, the turpentine liquid can be a natural, synthetic or mineral turpentine comprising about 5 〇 7 7% by volume of alpha-terpineol, about 2 〇 _ 35 vol% of pure alcohol, 1 ( The volume and / or the recorded olefin and about 5% by volume of other components 'may be combined with steam injection. Referring to Figure 1', a device for recovering hydrocarbon-containing organic matter from tar sands is provided. Apparatus 100 includes a turpentine liquid supply 1〇2, which may optionally be coupled to pump 1G4' to supply turpentine liquid to contact vessel or extraction vessel 110. In some embodiments, the turpentine liquid supply can include a setting of a twisted turpentine liquid. In some embodiments, the contact container can be a tilting rotary filter or back (four). The tar sand sample 106' is supplied to the conveyor or similar feeding device to supply the tar sand to the inlet of the contact vessel 11 送. The delivery machine should optionally include a transition net or similar separation device to prevent the large: sub-introduction into the process. . The contact volume includes at least one population for the introduction of L oil liquid and contact with tar sands. The contact container (10) can be 134 584 -23- 200914599. The plurality (4) or the blade 114 ′ is designed to keep the tar sand in contact with the container for a certain amount of time (4), and to increase or contact the oil sand particles with the turpentine body door. In some embodiments, the contact container can be a tilting rotation benefit. The extraction mixture comprising the extraction liquid and the hydrocarbon-containing organic material extracted from the tar sands is removed from the contact vessel 110 via an outlet 116, which may include filtration Is 118 ' to prevent removal of the carbon-containing chloride containing the extracted carbonaceous A solid of the extraction mixture of organic matter. The pump 12A can be coupled to the outlet 116 to assist in supplying the extraction mixture to the holding tank 122. Line 124 can be coupled to holding tank 112 to supply the extraction mixture for further processing. After extraction with hydrocarbon-containing organic materials, inorganic solids and other materials that are insoluble in the turpentine liquid can be removed from the contact vessel via a second conveyor. - Some turpentine liquids include, but are not limited to, liquids containing pure alcohol and /5-terpineol. Referring now to Figure 2, a device 2 is provided for recovering hydrocarbon-containing organic shells from oil shale and other settled rock structures containing recoverable hydrocarbon materials. The oil shale sample 2〇2 is supplied to a grinder or crusher 204 to reduce the size of the oil shale. Preferably, the grinder or crusher 2 4 reduces the oil shale to between about 074 074 and 〇 42 mm in diameter. The crushed oil shale can be supplied to the filter depending on the condition of It to ensure uniformity and/or suitable particle size. The first conveyor 206 provides particles from the grinder or crusher 2 to contact 208. Contact container 208 is coupled to turpentine liquid supply 21A, which may optionally be coupled to a pump, and which supplies turpentine liquid to at least one inlet 212 that is coupled to contact vessel 208. In some embodiments, the loose oil liquid supply can include an arrangement for heating the turpentine liquid. 134584 200914599 The contact container 208 can include a plurality of shallow trays or vanes 214 designed to maintain tar sand in contact with the container for a specified amount of time and to increase or control contact between the tar sand particles and the turpentine liquid. In some embodiments, the contact container can be a tilting rotary or swirling screen. The extract mixture stream comprising the turpentine liquid and the hydrocarbon-containing organic material recovered from the oil shale is 216 collected and supplied to the holding tank 220. The pump 218 is attached to the ... to help supply the extraction mixture to the holding tank r 220. The draw mixture stream can be coupled to line 222 to supply the extracted mixed stream for further processing. The second conveyor 224 will assist in the removal of inorganic or insoluble materials from the contact container. Turpentine liquids may include, but are not limited to, < terpineol and/5-terpineol. Referring now to Figure 3, a means is provided for recovering hydrocarbon-containing organic materials from coal. The coal sample 3〇2 is supplied to a grinder or crusher 3〇4 to reduce the size of the coal. The grinder or crusher is preferably between about ca and mm in diameter, depending on the quality of the coal sample. In some specific embodiments, the grinder or crusher 3〇4 may be a wet mill. The crushed coal may be supplied to the filter, as appropriate, to ensure that the hooks and/or the particles are large, and that the crushed coal system is supplied to the first contact container. The first contact container 306 is also coupled to the turpentine liquid supply to be thinned, coupled to the pump 310, and is supplied to the shore, 1 11 糸仏 糸仏 # 印 印 印 印 印 印 印 印 印 印 印 印 印 印 印 印 印 印In some embodiments, the 'turpentine liquid supply may include an arrangement for heating the turpentine liquid. The first contact vessel 3〇6 comprises a mixing arrangement for phase-acting the solid coal particles with the turpentine liquid and for improving or controlling the contact therebetween. Containing turpentine liquid and recovered from oil shale; 134584 -25- 200914599 The benzene θ θ of the hydrocarbon organic matter is collected via the first contact volume outlet 313 and supplied „ ^ .w ^ ^ 罘 - contact container 310. Pump 314

視情況被聯結至出口 313,以智邮似A ,n ^ _ σ 以幫助供應萃取混合物流至第二 個接觸谷器316。第二個接觸容 埜Η ”… 安蜩谷益316可包括-系列淺盤或 葉片318 ’經設計以增加岑抻 笛⑴“ 次控制固體與松節油液體之分離。 弟二個接觸容器316可視情況為傾斜旋轉濾器或迴旋筛。萃Optionally, it is coupled to outlet 313, which is like A, n^ _ σ to help supply the extraction mixture to the second contact bar 316. The second contact volume ”” Anzhengyi 316 may include a series of platters or blades 318 ′ designed to increase the separation of the sub-control solids from the turpentine liquid. The two contact containers 316 may optionally be tilted rotary filters or rotary screens. Extract

取混合物流可被收集自第二個接觸容器出口畑,其可視情 況被聯結至泵322,以幫助供虛茲 ^ 寬助么、應卒取混合物流至保持槽桶 於t持槽桶324中所存在之液體煤與任何松節油液體, 可經由官線326被供應至液體煤精煉裝置或其他處理步 驟。輸送機328可被聯結至第二個接觸容器316,供移除盘 回收固體’作為此製程之副產物。松節油液體可包含二 限於α-萜品醇與尽萜品醇。奘 油頁^ 4置3〇0亦可用以處理高與低級 現在參考圖4 ’係提供自含碳氫化合物之表面下構造加 強回收含碳氫化合物有機物質之製程4〇〇。含碳氫化合物之 儲槽404係顯示位於表面下方。生產井福已於操作中。 提供注射井408,用於經由管線注射松節油液體。松節 油液體會幫助儲槽中所存在之含碳氫化合物有機物質之液 化、溶解及/或萃取,以及提供驅動力’以推送構造中之1 碳氮化合物有機物質朝向生產井。包含所注射松節油液二 之碳氫化合物產物流係經由管線412收集。松 含但不限㈣品醇與純品醇。 液體了包 在某些具體實施例中,係提供用於增加產生自油井之松 134584 -26· 200914599 節油液體,其包含至少30體積% 油、礦物松節油、松油、—;:即=松】 帖口口私、r-帖品醇、萜烯樹脂、仏祐 ^ 苴,、日人私> # 邱尽帖烯、7-萜烯或 八此口物。在其他具體實施例中, y少夭接1 私即油液體包含30體積The mixture stream can be collected from a second contact vessel outlet port, which can optionally be coupled to pump 322 to assist in the flow of the draw mixture to the holding tank in the holding tank 324. The liquid coal present and any turpentine liquid may be supplied to the liquid coal refining unit or other processing steps via the official line 326. Conveyor 328 can be coupled to a second contact vessel 316 for removing the disc to recover solids' as a by-product of the process. The turpentine liquid may comprise two to the alpha-terpineol and the terpineol.奘 Oil page ^ 4 set 3〇0 can also be used to handle high and low levels. Referring now to Figure 4, the process of strengthening the recovery of hydrocarbon-containing organic substances from the subsurface structure containing hydrocarbons is provided. The hydrocarbon containing reservoir 404 is shown below the surface. Production wells are already in operation. An injection well 408 is provided for injecting turpentine liquid via a line. The turpentine fluid aids in the liquefaction, dissolution, and/or extraction of hydrocarbon-containing organic materials present in the tank, as well as providing a driving force to push the organic carbonaceous material in the structure toward the production well. A hydrocarbon product stream comprising the injected turpentine oil 2 is collected via line 412. Pine contains but not limited to (four) alcohol and pure alcohol. The liquid package, in some embodiments, is provided to increase the amount of oil 134584 -26· 200914599 oil produced from the oil well, which comprises at least 30% by volume oil, mineral turpentine, pine oil, —; 】 口口口私, r-帖醇醇, terpene resin, 仏佑^ 苴,, 日人私>#邱尽烯,7-pinene or eight of this mouth. In other embodiments, the y is less than 1 and the private liquid is 30 volumes.

%之香葉酵、3-㈣、二戊稀(對-薄荷 J (nopol)、蒎烷 '氫過氧化2_蒎烷、 / _ ^ —私水合物' 2-蒎醇、 :虱::醇(-_、異龍腦、對输醇、醋酸 f、 酉曰、香茅醇、醋酸對薄荷_8_基 七甘.θ人 7 & 二氳香茅輕、蓋醇 或一#。在又其他具艘實施例中,松節油液艘包含至 灣積%之大編、炭烯;對甲基異丙基笨、菌香搭、 3,7_一甲基*辛二烯、醋酸嶋' 羅勒烯、別羅勒稀、 別羅勒烯醇類' 2-曱氧基_2,6-二曱基_7 8胃4 ^ — ,8衣虱基辛烷、樟腦、 争楝駿、7_f氧基:氫韻酸、1()_樟腦㈣ 荷酮或其混合物。 矛路4 在某些具體實施例中,松節油液體包含約4〇體積%仏萜 品醇。在其他具體實施例中’松節油液體包含至少約㈣ 積鳩品醇。在又其他具體實施例中,松節油液體包= 至少約40體積% α-萜品醇與至少約25體積%尽萜品醇。在其 他具體實施例中’松節油液體包含至少約5〇%喊品醇/而 在某些具體實施例中’,亦包含尽萜品醇。在某些具體實施 例中,松節油液體包含至少20體積%之庄萜品醇。在某些 具體實施例中,松節油液體包含約5〇與7〇體積%間之士萜 品醇及約10與40體積%間之尽萜品醇。 於另一方面,係提供一種進行經加強之回收操作,以增 134584 -27- 200914599 加產生自表面下含碳氫化合物儲槽之方法’其包括將松節 油液體經過注射井注入儲槽中,以刺激含碳氯化合物材料 之生產。松節油液體可包含至少-種化合物,選自天缺松 節油、合成松節油'礦物松節油、松油、祕稀'趙稀: 醇二編醇、巧品醇、益稀樹脂、㈣烯、尽 帖細、r-帖烯及其混合物。在其他具體實施例中,松 液體可包含至少一種化合物,選自香葉醇、巧烯、二戊 駟對-薄荷从二稀)、諾波―)、落院、氫過氧化2_蔽烧、 =酵水合物、2韻、二氫米仙醇(«、異龍腦、對 /何8-醇、醋酸二醇酯、香茅醇、醋酸對 ^二氣香茅搭、蓋醇及其混合物。在又其他具體二 !:松節油液體可包含至少-種化合物,選自大茵香腦、 坎細,對甲基異丙基苯' 窗香駿、3,7_二甲基仏辛二稀、 酉曰酸異宿醋、羅勒稀、別羅勒烯、別羅勒烯醇類、2_甲氧 基-2,6-一甲基-7,8_環氧基辛烷、樟腦、檸檬醛、'甲氧其二 :她,樟腦續酸、香㈣、薄荷酮及其混合物二 含松卽油液體與戶斤同攸山$ /、和“聽合物之含碳氫化合物有機物 //,L係回收自與含碳氫化合物儲槽結合之生產井。 含碳氫化合物之有機物暂+ 、生產可被分離成所回收之碳氫 化,物流與松節油液體循環流。在某些具體實施例中,立 他方法可進一步包衽肱从a, 括將松即油液體循環流注入注射井中之 步驟。 :另一方面’係提供-種進行經加強之回收操作,以增 自含碳氣化合物表面下碳氫化合物構造之方法。此 134584 -28 ‘ 200914599 =包括:松節油液體經過注射井注入構造中之步驟。在 某二具體貫施例中,松節 萨彻s ( ,田履體包3至少40體積%仏萜品% of geranium, 3-(tetra), dipentane (p-mental J (nopol), decane 'hydroperoxide 2 decane, / _ ^ - hydrate hydrate ' 2- sterol, :虱:: Alcohol (-_, isoborneol, trans-alcohol, acetic acid f, hydrazine, citronellol, acetic acid versus peppermint _8_ ki-7. ta human 7 & citronella light, cover alcohol or one #. In still other embodiments, the turpentine oil tank contains a large amount of carbonic acid to the Gulf of China; p-methyl isopropyl stupid, bacteriophage, 3,7-monomethyl*octadiene, cesium acetate ' basilene, bellele, bellerolol' 2-methoxy-2,6-dimercapto_7 8 stomach 4 ^ — , 8 decyl octane, camphor, 楝 楝, 7_f oxygen Base: Hydrogen acid, 1 () _ camphor (IV) ketone or a mixture thereof. Spear Road 4 In some embodiments, the turpentine liquid comprises about 4% by volume of terpineol. In other embodiments, 'turpentine oil The liquid comprises at least about (iv) antimony alcohol. In still other embodiments, the turpentine liquid package = at least about 40% by volume of alpha-terpineol and at least about 25% by volume of terpineol. In other embodiments' Turpentine liquid contains at least about 5〇% shout The alcohol/and in some embodiments' also includes terpineol. In certain embodiments, the turpentine liquid comprises at least 20% by volume of the sterol alcohol. In certain embodiments, the turpentine liquid comprises about 〇 〇 〇 〇 〇 〇 萜 萜 萜 及 及 及 及 及 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 A method of producing a subterranean hydrocarbon-containing sump comprising 'injecting turpentine liquid into a sump through an injection well to stimulate production of a chlorocarbon-containing material. The turpentine liquid may comprise at least one compound selected from the group consisting of turpentine , the synthesis of turpentine 'mineral turpentine, pine oil, secret thin 'Zhao thin: alcohol di-alcohol, chocolate alcohol, dilute resin, (tetra) ene, fine, r- ene and mixtures thereof. In other embodiments , the pine liquid may comprise at least one compound selected from the group consisting of geraniol, xylenol, dipentaquinone-menthol from dilute), nopo-), falling down, hydroperoxide 2_blocking, = leaven hydrate, 2 rhyme, dihydromyristyl alcohol («, Dragon brain, p-/he 8-alcohol, glycol acetate, citronellol, acetic acid, dimethoate, capitol, and mixtures thereof. In other specific two!: turpentine liquid may contain at least one compound, From the big scented brain, cans, p-methyl cumene's window scent, 3,7-dimethyl oxadipine, bismuth citrate, basil, allo-olene, belle basil Enols, 2-methoxy-2,6-monomethyl-7,8-epoxyoctane, camphor, citral, 'methoxydi: she, camphor, acid (4), menthone And the mixture thereof contains a pine eucalyptus oil liquid and a household tongtong 攸山 $ /, and "the hydrocarbon compound of the organic compound / /, the L system is recovered from the production well combined with the hydrocarbon-containing storage tank. The hydrocarbon-containing organic matter is temporarily +, and the production can be separated into the recovered hydrocarbon, the stream and the turpentine liquid circulating stream. In some embodiments, the alternative method further entails the step of injecting a stream of loose oily liquid into the injection well from a. On the other hand, it provides a method for carrying out enhanced recovery operations to increase the structure of hydrocarbons under the surface of carbon-containing gas compounds. This 134584 -28 ‘ 200914599 = includes: the step of injecting the turpentine liquid into the construction through the injection well. In a specific implementation example, Matsutake Sacher s (, at least 40% by volume of the product

Ο 咖均積观品醇。松節油液體會自構造溶解、 卒取及/或置換含碳氫化合物之材料,其係接著經過生產井 自具有松節油液體之構造回收。在某些具體實施例中,此 方法進-步包括使碳氫化合物與松節油液體分離。在又盆 他具體實施例中’此方法進—步包括使松節油液體再猶環 至注射井。在某些具體實施例中,_品醇係以約奶旬〇 體積%間之量存在。在某些其他具體實施例中m醇 ,以至少70體積%之量存在。在又其他具體實施例中,尽 祐品醇係以約10盘40魏籍 ^^、叫體積%間之χ存在。在其他具體實施 例中’松節油液體進一步包含至高約1〇體積”萜品醇。 在其他具體實施例中,松節油液體可包含至高約25體積% 之有機溶劑’選自甲醇、乙醇、丙醇、甲笨及二甲苯。此 方法可在初期、二期及三期回收操作期間,包括在包含水 淹/又之—期回收操作之後,用於回收含碳氫化合物之有機 物質。 於另一方面,係提供用於自焦油砂回收含碳氫化合物有 機物質之松節油液體。於—項具體實施例中,節油液體 包含至少約30體積% α_萜品醇與至少約25體積%少萜品 醇。於另一項具體實施例中,松節油液體包含約3〇與7〇體 積%間之a-萜品醇、約25與55體積%間之尽萜品醇、至高約 10體積% 萜烯及至高約1〇體積%序萜烯。 於另方面’係提供用於自高級煤來源例如無煙煤或煙 134584 -29- 200914599 $回收3石反氫化合物有機物質之松節油液體。於一項具體 實此例中,松節油液體包含至少約^體積% 4品醇與至 少㈣體積%純品醇。於另一項具體實施例中,松節油 液體包含約45與80體積%間之—品醇、約15與奶體積% 〗之召萜醇、至向約1〇體積% α•萜烯及至高約體積-萜烯。 ' 於另-方面,係提供用於自低級煤來源回收含碳氣化合 物有機物質之松節油液體。於一項具體實施例中,松節油 2體包含至少約60體積% 4品醇與至高約30體積%純 品醇。於另-項具體實施例中,松節油液體包含約6〇與95 體積%間之“品醇、至高約3〇體積%尽莊品醇、至高約5 體積% α-萜烯及至高約5體積%尽萜烯。 ;另方面,係提供用於自油頁岩回收含碳氯化合物有 機物質之松節油液體。當於本文中使用時’油頁岩一般係 指=有瀝青物質之任何沉降岩石。於一項具體實施例中, 即^由液體包含至少約6〇體積% ^品醇與至高約%體積 /5帖。。醇。於另一項具體實施例中’松節油液體包含約 古〇與95體積%間之“品醇、至高約3{)體積品醇、至 兩約5體積%仏萜烯及至高約5體積%尽萜烯。 於另一方面’係提供松節油液體,用於自輕與中等原油 ,回收含碳氫化合物之有機物質。於一項具體實施例中,松 即油液體包含至少約40與70體積%喊品醇及至少約%食 ,積品醇。於又再另一項具體實施例中,松節油 液體包含約40與70體積%間之品醇、約3〇與4〇_ 134584 -30- 200914599 f之純品醇、至高約關積%純烯及至高㈣體積Μ 萜烯。 fi 於另-方面’係提供松節油液體,用於自重與特重原油 回收含碳氫化合物之有機物質。於—項具體實施例中,松 即油液體包含至少約50與70體積%喊品醇及至少約30愈 4〇體積%純品醇。於另一項具體實施财,松節油液體 一 3勺50與70體積%間之α_萜品醇、約3〇與體積%間之々 -帖品醇、至高㈣體積%_烯及至高約1〇體積稀。 機方面’係提供一種自焦油砂回收含碳氫化合物有 供隹、H方法。此方法包括開採富含焦油砂之構造,以提Ο 咖 均 均 醇 醇 醇 醇The turpentine liquid is self-structuring to dissolve, draw, and/or replace the hydrocarbon-containing material, which is then recovered from the production well from a structure having a turpentine liquid. In some embodiments, the method further comprises separating the hydrocarbon from the turpentine liquid. In a further embodiment of the invention, the method further comprises re-circulating the turpentine liquid to the injection well. In some embodiments, the _ sterol is present in an amount between about 10,000 vol. In certain other embodiments, the m alcohol is present in an amount of at least 70% by volume. In still other embodiments, the desired alcohol is present in between about 10 discs, 40 Wei, and 5% by volume. In other embodiments, the 'turpentine liquid further comprises up to about 1 volume of terpineol. In other embodiments, the turpentine liquid may comprise up to about 25% by volume of the organic solvent' selected from the group consisting of methanol, ethanol, propanol, A stupid and xylene. This method can be used to recover hydrocarbon-containing organic materials during initial, second and third recovery operations, including after flooding/recycling operations. Providing a turpentine liquid for recovering hydrocarbon-containing organic matter from tar sands. In a specific embodiment, the fuel-saving liquid comprises at least about 30% by volume of α-terpineol and at least about 25% by volume of less than In another embodiment, the turpentine liquid comprises between about 3 and 7 volume percent of a-terpineol, between about 25 and 55 volume percent of terpineol, up to about 10 volume percent of terpenes. And up to about 1% by volume of decene. In another aspect, a turpentine liquid for recovering 3 stone antihydrogen organic substances from a high-grade coal source such as anthracite or smoke 134584 -29- 200914599 is provided. In this embodiment, the turpentine liquid comprises at least about 5% by volume of tetrahydrin and at least (four) vol% of pure alcohol. In another embodiment, the turpentine liquid comprises between about 45 and 80 vol% of the alcohol, About 15% by volume of milk, 至 萜 、 、 、 、 、 至 约 约 约 约 约 约 ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' A turpentine liquid of an organic material. In one embodiment, the turpentine 2 body comprises at least about 60% by volume of tetrahydrin and up to about 30% by volume of pure alcohol. In another embodiment, the turpentine liquid comprises about 6品 and 95% by volume of "decyl alcohol, up to about 3% by volume of sterols, up to about 5% by volume of alpha-pinene and up to about 5% by volume of decene. On the other hand, a turpentine liquid for recovering organic substances containing chlorocarbons from oil shale is provided. As used herein, oil shale generally refers to any settled rock with asphaltic material. In one embodiment, the liquid comprises at least about 6 vol% by volume of the alcohol and up to about 5% by volume of the plaque. . alcohol. In another embodiment, the 'turpentine oil liquid comprises between about 95% by volume of "terraol, up to about 3{) by volume of alcohol, to about 5% by volume of decene and up to about 5% by volume. Terpene. In another aspect, a turpentine liquid is provided for recovering hydrocarbon-containing organic materials from light and medium crude oil. In one embodiment, the loose oil liquid comprises at least about 40 and 70% by volume. In another embodiment, the turpentine liquid comprises between about 40 and 70% by volume of the alcohol, about 3 〇 and 4 〇 _ 134584 -30- 200914599. f pure alcohol, up to about % pure olefin and up to (four) volume 萜 decene. fi in another - 'provides a turpentine liquid for the weight and heavy oil recovery of hydrocarbon-containing organic matter. In a specific embodiment, the loose oil liquid comprises at least about 50 and 70% by volume of serool and at least about 30% by volume of pure alcohol. In another embodiment, a turpentine liquid of 3 scoops 50 and 70 Between the volume % of α_terpineol, about 3〇 and vol% Alcohol, (iv) a high volume% and a high of about _ alkenyl 1〇 lean volume. Dryer regard 'to provide a system recovery from the tar sands with a hydrocarbon-containing donor short-tailed, H method. This method comprises the tar sands mining enriched configured to provide

In砂:樣:其中焦油砂試樣包含可回收含碳氫化合物 庫至接殘留無機或不溶性物質。焦油砂試樣係被供 應至接觸谷态,且中旅錨六 體之入口,用於自、隹味 少一個供應松節油液 與松節油液體接觸,以自隹油㈣以…由八式樣係 物質,以產味& 卞取3 %虱化合物之有機 :=::rw 機 = ·合物產物流與松“ 實施例再循環至接觸容器之步驟。在其他具體 產物流盘二混合物可藉蒸德分離,以產生碳氫化合物 桃舁松即油液體循環流。 其中’松節油液體可包含一。於 Μ中’松節油液體可包含至少約40體積%仏 134584 31 200914599 帖品醇及Η)與40重量%間之純品醇。於某些具體實施例 中,在α5與4當量間之松節油液體係用以使焦油砂愈所回 收之碳氫化合物接觸。於某些具體實施例中,在〇5旬” 量間之松節油液體係用以使焦油砂與所回收之碳氣化合: 接觸。 於另一方面,係提供-種自t含碳氫化合物之油頁岩回 收含碳氫化合物有機物質之方法。此方法包括開採包含含 碳氫化合物有機物質之岩石,以產生含碳氫化合物之油頁 岩,其包含可回收碳氫化合物材料與無機或不溶性物質。 油頁岩係經研磨以產生經壓碎之含碳氣化合物油頁岩。铁 後,將壓碎之含碳氣化合物油頁岩以過I網過濾,以防止 或控制過大粒子被供應至萃取製程。壓碎之含碳氣化合物 油頁岩係被傲至接觸容器中,其中接觸容器包括至少—個 供應松節油液體之入口,用於自壓碎之含碳氫化合物油頁 岩回收碳氫化合物。麗碎之含碳氫化合物油頁岩係與松節 Ο 液體接觸卩自壓碎之含碳氫化合物油頁岩萃取含碳氫 化合物之有機物質,以產生無機固體及包含松節油液體: 相收錢化合物之萃取混合物。將無機或不溶性物質自、 :取混合物移除,且使所回收之碳氫化合物與松節油液體 刀離以產生奴氫化合物產物流與松節油液體循環流。在 ϋ具體實施例中,松節油液體循環流係被再循環至接觸 今為°在其他具體實施例中,屢碎之含碳氯化合物油頁岩 具有平均粒子大小為小於約α42毫米直徑。在自油頁岩回收 含碳氫化合物有機物質之方法之其他具體實施例中,松節 134584 -32· 200914599 油液體包含至少一種化合物,選自 …、私郎油、合成私於 油、礦物松節油、松油、α_蒎烯、 现私卸 歸、α-萜品醇、沒 帖品酵' r-帖品醇、萜烯樹脂、α_萜煤、 斤 斤蘇烯、γ-益、膝—、 其混合物。在其他具體實施例中,松節油液體包含至少: 種化合物’選自香葉醇、削、二戊烯(對_薄荷 諾波(nopol)、蒎烷、氫過氧化2_蒎烷、 > 帖—醇水合物、2 醇、二氫米仙醇(mycen〇l)、異龍腦、 — / & 一 > 了,専何-8-醇、醋酸α_ 帖二醇酯、香茅醇、醋酸對_薄荷_8 ^ 幾一虱香茅醛、 k醇及其混合物。於其他具體實施例中,松節油液體包人 :少-種化合物,選自大菌香腦、崁烯;對甲基異丙基苯3、 @香醛、3J-二甲基·辛二烯 '醋酸異為、、羅勒稀、別 羅勒烯、別羅勒烯醇類、2•曱氧基办二曱H環氧 烷、樟腦、擰檬醛、7-甲堇其-备夭甘讲 土 豕跄/ T礼基一虱-香茅醛、1〇_樟腦碏酸、 香茅醒、薄荷酮及其混合物。於某些具體實施例中,松節 油液體可包含純品醇。於其他具體實施例中,松節油液 體可包含至少約40體積% α_;^品醇及1Q與4()重量%間之0 益品醇。於某些具體實施例中’在〇5與4當量間之松節油 液體係用以使油頁岩與所回收之含碳氫化合物有機物質接 觸。於某些具體實施例中,在α5與2.0當量間之松節油液體 係用以使油頁岩與所回收之碳氫化合物接觸。 ;另方面係k供一種自富含煤之表面下構造回收含 碳氫化合物有機物質之方法。此方法包括開採表面下構 k,以產生煤,其中煤包含可回收含碳氫化合物之有機物 質與無機或不溶性物質。煤係經研磨以產生壓碎之煤,且 134584 33- 200914599 過=提供均勻或所要大小之試樣。經壓碎煤係被傲至接 觸合為令,其中接觸容器包括至少一個供應松節油液體之 入口用於自壓碎之煤回收碳氫化合物,且與松節油液體 ,觸以自I碎之煤萃取碳氫化合物,以產生無機固體與 萃2此合物。萃取混合物包含松節油液體與所回收之碳氫 :匕口物。使無機或不溶性固體自萃取混合物分離,並使所 I收之衩虱化合物與松節油液體分離,以產生液體煤產物 •松節油液體循環流。在某些具體實施例中,此方法進 一步包括使松節油液體循環流再循環至接觸容器。在又其 他具體實施财,液體煤產物㈣被供應域體煤精煉裝 置。在某些具體實施例中,煤試樣包括低級煤,具有平均 =子大小為小於約㈣毫米。在某些具體實施例中,煤試樣 。括同級煤’具有平均粒子大小為小於約_毫米。 在自煤回收含碳氫化合物有機物質之方法之又盆他且體 =施例令’松節油液體包含至少一種化合物,選自天缺松 郎^、合成松節油、礦物松節油、松油、喊稀、錄稀、 品醇、純品醇、㈣品醇、㈣樹脂、4稀、床 =二莊稀或其混合物。在其他具體實施例令,松節油 ;體包含至少—種化合物’選自香葉醇,、二戊稀(對 醒叫二烯)、諾波(n_、获垸、氫過氧化2顧、蘇二 广物、叫二氫米仙醇㈣ce_、異龍腦、對-薄荷 ,:醋酸喊二醇醋、香茅醇、醋酸對-薄荷縣醋’、7- ::氧香茅紅、蓋醉及其混合物。在其他具體實施例中, A郎/由液體包含至少一種化合物,揮έ — &目大回香腦、崁烯; 134584 -34- 200914599 對甲基異丙基苯、茵香醛、3j-二In sand: Sample: The tar sand sample contains a recyclable hydrocarbon-containing pool to the residual inorganic or insoluble matter. The tar sand sample is supplied to the contact valley state, and the entrance of the CIB anchor body is used for the supply of turpentine oil and the turpentine liquid in a small amount, and the self-squeeze oil (4) is made of the eight-type material. Produce & extract 3 % bismuth compound organic: =::rw machine = · compound product stream and loose "The step of recycling the example to the contact vessel. In other specific product stream tray two mixture can be separated by steaming, To produce a hydrocarbon peach sap, that is, an oil liquid circulating stream. wherein 'the turpentine liquid may comprise one. In the sputum, the turpentine liquid may comprise at least about 40% by volume 仏 134584 31 200914599 帖 醇 Η and 重量) and 40% by weight Pure alcohol. In some embodiments, the turpentine fluid system between α5 and 4 equivalents is used to bring the tar sand into contact with the recovered hydrocarbons. In some embodiments, at 〇5 ”" The turpentine oil system between the quantities is used to combine the tar sand with the recovered carbon gas: contact. On the other hand, a method for recovering hydrocarbon-containing organic substances from t-hydrocarbon-containing oil shale is provided. The method includes mining a rock comprising a hydrocarbon-containing organic material to produce a hydrocarbon-containing oil shale comprising a recoverable hydrocarbon material and an inorganic or insoluble material. The oil shale is ground to produce crushed carbonaceous compound oil shale. After the iron, the crushed carbonaceous compound oil shale is filtered through the I mesh to prevent or control the supply of excessive particles to the extraction process. Crushed Carbon-Containing Compounds Oil shale systems are proud of contact vessels, where the contact vessel includes at least one inlet for the supply of turpentine liquid for the recovery of hydrocarbons from the crushed hydrocarbon-containing oil shale. Lime-containing hydrocarbon shale system and pine knot Ο liquid contact 卩 self-crushing hydrocarbon-containing oil shale extracts organic matter containing hydrocarbons to produce inorganic solids and contains turpentine liquid: Extract the mixture. The inorganic or insoluble material is removed from the mixture, and the recovered hydrocarbon is separated from the turpentine liquid to produce a hydrogen hydride product stream and a turpentine liquid recycle stream. In a specific embodiment, the turpentine liquid recycle stream is recycled to the contact. In other embodiments, the crushed chlorocarbon-containing oil shale has an average particle size of less than about a 42 mm diameter. In other specific embodiments of the method of recovering hydrocarbon-containing organic matter from oil shale, the pine 134584 - 32 · 200914599 oil liquid comprises at least one compound selected from the group consisting of: ..., private oil, synthetic private oil, mineral turpentine, Pine oil, α_pinene, current private repellent, α-terpineol, no-product fermented 'r-label alcohol, terpene resin, α_萜 coal, jinsusuene, γ-yi, knee-, Its mixture. In other specific embodiments, the turpentine liquid comprises at least: a compound selected from the group consisting of geraniol, diced, dipentene (p-nopol, decane, hydroperoxide 2 decane, > - alcohol hydrate, 2 alcohol, dihydromyristin (mycen〇l), isoborneol, - / &a>, -8-8-ol, a-glycol acetate, citronellol, Acetic acid on _ peppermint _8 ^ a few citronellal, k-alcohol and mixtures thereof. In other embodiments, the turpentine liquid is encapsulated: a small-type compound selected from the group consisting of a large scented brain, a terpene; Isopropylbenzene 3, @香醛,3J-dimethyl·octadiene's acetic acid,, basil, bellerol, bellerol, 2·曱oxyquinone H-alkylene oxide , camphor, citric acid, 7-methodamine - 夭 夭 讲 豕跄 豕跄 豕跄 豕跄 豕跄 豕跄 豕跄 豕跄 豕跄 T 虱 虱 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 - citronellal, 1 〇 樟 樟 碏 、 、 香In some embodiments, the turpentine liquid may comprise a pure alcohol. In other embodiments, the turpentine liquid may comprise at least about 40% by volume of alpha alcohol; and 1% to 4% by weight of the polyol. In some embodiments, the turpentine fluid system between 5 and 4 equivalents is used to contact the oil shale with the recovered hydrocarbon-containing organic material. In some embodiments, between α5 and 2.0 equivalents The turpentine oil system is used to bring the oil shale into contact with the recovered hydrocarbons. Another aspect is a method for recovering hydrocarbon-containing organic matter from a coal-rich subsurface structure. The method includes mining the subsurface structure. k to produce coal, wherein the coal contains organic matter and inorganic or insoluble matter that can recover hydrocarbons. The coal is ground to produce crushed coal, and 134584 33- 200914599 over = provide uniform or desired size of the sample The crushed coal system is proudly contacted, wherein the contact vessel includes at least one inlet for the supply of turpentine liquid for recovering hydrocarbons from the crushed coal, and with the turpentine liquid, extracted from the coal of the crushed coal. Hydrocarbons to produce inorganic solids and extracts. The extract mixture contains turpentine liquid and recovered hydrocarbons: mouthwash. Self-extraction of inorganic or insoluble solids The composition is separated and the hydrazine compound is separated from the turpentine liquid to produce a liquid coal product turpentine liquid recycle stream. In certain embodiments, the method further comprises recycling the turpentine liquid recycle stream to the contacting In other embodiments, the liquid coal product (IV) is supplied to the domain body coal refining unit. In some embodiments, the coal sample comprises low rank coal having an average = sub-size of less than about (four) millimeters. In a specific embodiment, the coal sample, including the same grade coal, has an average particle size of less than about _ mm. The method of recovering hydrocarbon-containing organic matter from coal is further potted and the body = the order of the turpentine liquid contains at least a compound selected from the group consisting of Tiansong Songlang^, synthetic turpentine, mineral turpentine, pine oil, shouting, thinning, alcohol, pure alcohol, (4) alcohol, (4) resin, 4 thin, bed = Erzhuang or a mixture thereof . In other specific embodiments, the turpentine; the body comprises at least one compound selected from the group consisting of geraniol, dipentane (towed diene), nopo (n_, obtained oxime, hydroperoxide 2, Su Wide object, called dihydromyristyl (four) ce_, isoborneol, p-menthol,: acetic acid shunt vinegar, citronellol, acetic acid--mint vinegar', 7-::oxy citronella red, drunk and In other embodiments, A Lang/containing at least one compound from a liquid, έ έ & & 回 134 134 崁 134 ; ; ; ; ; ; 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 134 , 3j-two

福醋、羅勒烯、別羅勒烯I,6—辛二烯、醋酸異 ^ 初維勒#別羅勒烯醇類、2_甲氧H 甲土 _7,8嘰氧基辛烷、樟腦、擰檬醛、7-▼氧美一土 A \一 10-樟腦磺酸、香茅醛、薄荷 土-風-香茅酪、 ,y , , ,、/fcti合物。於某些且妒竇 她例中,松節油液體包含至少 ^ 一八貝 旦舻體積%①帖品醇。於某些 财,㈣油液體包含至少仰積%“品料 至少約U體積%片萜品醇。於 /、 、某二其他具體實施例中,松 即油液體包含至少60體積% 忒σ 〜^ 積“帖品醇與至高約30體積%尽 帖口口酵。於某些具體實施 Ρ ^ 在0.5與4當量間之松 液體係用以使油頁岩與所回 之3呶風*化合物有機物質接 觸。於某二具體實施例中,在〇.5與2〇當量間之松節油液體 係用以使油頁岩與所时之含碳氫化合物有機物質接觸。 ;另方面係提供-種自焦油砂回收含碳氫化合物有 機物質之系統。焦油砂回收系統包括供應松節油液體之押 桶與接觸容器’其中接觸容器包括至少-個引進松節油I 體之入口與至少—個自接觸容器回收萃取混合物之出口。 二匕系統亦包括第一個輸送機,用於供應焦油砂至接觸容 器。提供保持槽桶,其包括將保持槽桶連接至接觸容二 管線,其中連接接觸容器與保持槽桶之管線包括滤器:以 防止固體通過至保持槽桶。系統亦包括第二個輸送機,用 於回收與輸送固體。 於一項具體實施例中,接觸容器為迴轉式傾斜濾器,其 包括一系列葉片或淺盤,用於分離及/或控制焦油砂。於另 一項具體實施例中,係提供葉片或淺盤,以增加或控制焦 134584 -35- 200914599 油砂與松節油液體間之接觸時間。在某些具體實施例中, 松節油液體可包含α,品醇。在其他具體實施例中,松節 油液體可包含約鄕與观體積比間之㈣品醇及約挪與 55%重量比間之尽萜品醇。 於另-方面,係提供-種自油頁岩回收含碳氫化合物有 機物貝之系統。此系統包括供應松節油液體之槽桶,及將 油頁石粉碎成經降低粒子大小之研磨機。提供 其包括至少一個引進松節油液體之入口、至少一個^經 壓碎油頁岩之入口、至少一個自接觸容器回收固體之出口 及至少-個自接觸容器回收萃取混合物之出口。提供第一 ㈣送機,詩供應㈣碎油f岩域觸容器。此系統進 保持槽桶’其中保持槽桶包括將保持槽桶連接至 之!線’其中管線包括濾器,以防止固體通過至 :、、曰桶,弟二個輸送機,用於回收固體。在某些具體實 2例中,此线進-步包括供應包含相收之碳氫化合物 ., 口初主槓碌裹置,以供進一步分離 2=口理之管線。在某些具體實施财,松節油液體可包 ⑼二Γ體積在二些具體實施例中,松節油液體可包含約 醇。在盆他呈1 品醇及至高約3〇%重量比純品 體積比^之^貫知例中’松節油液體可包含約鄕與90% 於二吨品醇及約5%與25%重量比間之純品醇。 質之李统方^係提供一種自煤回收含石炭氫化合物有機物 碎成經降低1包括供應松節油液體之槽桶,及將煤粉 '、低大小之所製成微粒子物質之研磨機。提供接觸 134584 -36- 200914599 谷器其包括至少一個引進松節油液體之入口與至少一個 自接觸容器回收固體與液體之出σ。接觸容器亦包括攪拌 6又置,用於充分混合松節油液體與經粉碎煤。提供分離器, 用於分離固體與液體,其中分離器包括入口、出口及將分 離器入口連接至接觸容器出口之管線。此系統亦包括保持 槽桶,其中保持槽桶包括將保持槽桶連接至分離器之管線, 其中管線可包括濾器,以防止固體通過至保持槽桶。 在某些具體實施例中,此系統進一步包括濾器,用於選 擇性地防止具有平均直徑大於約085毫米之粒子被引進至 接觸容器。在某些其他具體實施例中,此系統進—步包括 供應液體煤產物至精煉裝置,以供進一步處理之管線。在 某些具體實施例中’此系統進一步包括第一個輸送機,用 於供應經壓碎煤至接觸容器。在其他具體實施例中,此系 、、先進一步包括第二個輸送機,用於移除來自分離器之固體。 在某些具體實施例中,松節油液體可包含萜品醇。在針 對自高級煤回收碳氫化合物之具體實施例中,松節油液體 可包含約45%與80%體積比間之士萜品醇及約15%與45%重 1比間之尽萜品醇。在針對自低級煤回收碳氫化合物之具 體實施例中,松節油液體可包含約6〇%與95%體積比間之〇 莊品醇及約0%與30%重量比間之尽萜品醇。 於另一方面,係提供一種使用於自含碳氫化合物之物質 萃取含碳氫化合物有機物質之松節油液體達最佳化之方 法。一般而言,此方法包括提供含碳氫化合物材料之試樣, 且分析碳氫化合物材料’以測定被萃取之碳氫化合物之頬 ^34584 37· 200914599 型。提供用於自碳氫化合物材料萃取含碳氫化合物之有機 物貝之調配物,其中§亥§周配物為構造類型與微粒子碳氫化 合物材料大小之函數。-般而言,調配物包含至少約如體 積%喊品醇與至少約㈣積%純品醇。然後,將調配物 中之純品醇與純品醇量以上文所指出之參數為基礎作 調整。一般而言,雖然上文所指出之方法係提供測定用於 萃取各種含碳氫化合物材料之所要調配物之良好起始點, 但對於其他含碳氫化合物之㈣,且在特定操作條件下, 可進行無論是—系列統計學上經設計之實驗或—系列根據 最佳化方法之實驗’以測定液體松節油之最適宜組合物。 t 如表1中所示,用於自焦油砂萃取、液化及/或溶解含碳 風化合物有機物質之特定調配物’係以粒子大小為基礎而 改變。在某些具體實施例中,製備用於自焦油砂萃取含碳 氫化合物有機物質之松節油液體之方法,包括調整調配: 中之4品醇與减品醇之量’作為被萃取之富含碳氣化 合物固體微粒子大小之函數。在其他具體實施例中,若含 碳氫化合物之有機微粒子物質包括低級煤或油?岩,則在 松節:液體中之4品醇量係被增加,而在松節油液體中 之/3-帖品醇量係、被減少。在其他具體實施例中,若人石山氣 化合物之有機微粒子物質包括焦油砂,則在松節油 之4品醇量係被減少,而在松節油液體中之純品醇量 係被增加。在其他具體實施例中,若含碳氫化合物之有機 微粒子物質包括焦油砂,且微粒子物質之平均直徑係小於 約4.76愛米,則在松節油液體中之喊品醇量係被減少,而 134584 -38- 200914599 在松節油液體中之庆萜品醇量係被增加。在其他具體實施 例中,若含碳氫化合物之有機微粒子物質包括焦油砂,2 微粒子物質之平均直徑係大於約丨英吋(1網目),則在松節 油液體中之仏萜品醇量係被減少,而在松節油液體中之1 蘇品醇量係被增加。 粒子大小 (網目/毫米 直徑) 帖品醇 /3-蘇品醇 a-/雜稀— <4網目 (4.76毫米) 30-50%體積 35-55%體積 10%體積 1網目(1英II寸) -4網目 (4.76毫米) 40-60%體積 30-50%體積 10%體積 >1網目 (1英吁) 「50-70% 體積 25-45%體積 10%體積 Γ 仏乙兴)甲所示,用 於煤之萃取、液化及/或溶解之調配物係依被萃取煤之粒子 大小與品質兩者而定。在製備用於萃取含碳氫化合物有機 物質之松節油液體之方法之一項具體實施例中,若含碳气 化合物之物質包括無煙煤、煙煤或其他高級煤,且微= 物質之平均直徑係小於約〇15毫米,則在松節油液體中之。 $品醇量係被減少,而在松節油液财之錄品醇量係^ 增加。在其他具體實施例中4富含碳氫化合物之微 物質包括無煙煤、煙煤或其他高級煤,且微粒子物質 均直徑係大於約0.84毫米,則在松節油液體中之喊品醇旦 係被減少,而在松節油液體中之錄品醇量係被增加。= 134584 •39- 200914599 另一項具體實施射,若富含碳氫化合物之微粒子物質包 括低級煤,且微粒子物f之平均直徑係小於約刪毫米, 則在松節油液體中之“品醇量係被減少,而在松節油液 體中之純品醇量係被增加。於另—項具體實施例中,若 富含碳氫化合物之微粒子物質包括低級*某,且微粒子物質 之2均直徑係大於約〇·42毫米,則在松節油液體中之仏益品 醇量係被減少’而在松節油液體中之尽萜品醇量係被增加。 表2,用於j級煤萃取之調配物,以粒子大小為基礎 粒子大小 (網目/毫米 直徑) α-萜品醇 /5-蘇品醇 (X-/ β-帖稀 其^ ' <100網目 (0.149 毫米) 45-65%體積 35-45%體積 10%體積 h---— 〇%體積 20網目 (0.841 毫米)_ 100網目 (0-149 毫米) 50-70%體積 20-40% 10%體積 〇%體積 >20網目 (0·841 毫米) 60-80%體積 15-35%體積 10%體積 〇%體積 表3.用於低級煤萃取之調配物,以粒子大小為基礎 粒子大小 (網目/毫米 直徑) α-萜品醇 石-¾品醇 烯 其他 <200網目 (0.074 毫米) 60-80%體積 10-30%體積 5%體積 0%體積 40網目 (0.420 毫米)_ 200網目 (0.074 毫米) 70-90%體積 5-25% 體^^ 5%體積 〇%體積Beverage vinegar, basilene, allo-olene 1,6-octadiene, acetic acid iso-pro-Ville ############################################################################ LAM aldehyde, 7-▼ oxygen melamine A \10-camphorsulfonic acid, citronellal, mint soil-wind-citronella, y, , ,, /fcti compound. In some cases of sinus sinus, in her case, the turpentine liquid contains at least ^ eighteen denier 舻 volume % 1 tilster. In some financial terms, (4) the oil liquid contains at least an aggregate product of at least about 5% by volume of the tableting alcohol. In the other embodiments, the loose oil liquid contains at least 60% by volume 忒σ 〜 ^ Product "Typical alcohol and about 30% by volume of the highest to do mouth mouth yeast. In some implementations Ρ ^ between 0.5 and 4 equivalents of the liquid system is used to bring the oil shale into contact with the returned 3 hurricane* compound organic matter. In a second embodiment, the turpentine liquid between 〇5 and 2 〇 is used to contact the oil shale with the hydrocarbon-containing organic matter. In addition, a system for recovering hydrocarbon-containing organic substances from tar sands is provided. The tar sand recovery system includes a bilge and contact vessel for supplying turpentine liquid, wherein the contact vessel includes at least one inlet for introducing the turpentine I body and at least one outlet for recovering the extraction mixture from the contact vessel. The second system also includes the first conveyor for supplying tar sands to the contact vessel. A holding tank is provided which includes connecting the holding tank to the contact volume line, wherein the line connecting the contact container and the holding tank includes a filter to prevent solids from passing to the holding tank. The system also includes a second conveyor for recycling and transporting solids. In one embodiment, the contact vessel is a rotary tilt filter that includes a series of vanes or trays for separating and/or controlling the tar sands. In another embodiment, a blade or tray is provided to increase or control the contact time between the oil 134584 - 35 - 200914599 oil sand and the turpentine liquid. In certain embodiments, the turpentine liquid can comprise alpha, a terpineol. In other embodiments, the turpentine liquid may comprise between (4) the alcohol and between about 55% by weight of the terpineol. In another aspect, a system for recovering hydrocarbon-containing organic shale from oil shale is provided. The system includes a tank for the supply of turpentine liquid and a grinder that pulverizes the shale into a reduced particle size. Provided is an outlet comprising at least one inlet for introducing a turpentine liquid, at least one inlet for crushed oil shale, at least one outlet for recovering solids from the contact vessel, and at least one outlet for recovering the extraction mixture from the contact vessel. Provide the first (four) delivery machine, poetry supply (four) broken oil f rock domain touch container. This system is in the holding tank 'where the holding tank includes the holding tank to which it is connected! Line 'where the line includes a filter to prevent solids from passing through to:, 曰 barrels, two conveyors for recycling solids. In some specific examples, the line advancement includes supplying hydrocarbons containing the collected hydrocarbons, and the initial primary bar is wrapped for further separation. In some implementations, the turpentine liquid may comprise (9) two volumes. In two specific embodiments, the turpentine liquid may comprise an alcohol. In the case of potting it is 1 alcohol and up to about 3% by weight of the pure volume ratio, the 'turpentine liquid can contain about 90% to 2% of the alcohol and about 5% to 25% by weight. Pure alcohol. The quality of Li Tongfang provides a kind of grinder that recovers the charcoal-containing organic matter from coal and reduces it into a tank containing a turpentine liquid, and a pulverized coal of a low-sized pulverized material. Providing contact 134584 -36- 200914599 The trough includes at least one inlet for introducing a turpentine liquid and at least one self-contacting container for recovering solids and liquids. The contact vessel also includes agitation 6 for adequate mixing of the turpentine liquid and the pulverized coal. A separator is provided for separating the solids from the liquid, wherein the separator includes an inlet, an outlet, and a line connecting the separator inlet to the outlet of the contacting vessel. The system also includes a holding tank, wherein the holding tank includes a line connecting the holding tank to the separator, wherein the line may include a filter to prevent solids from passing to the holding tank. In some embodiments, the system further includes a filter for selectively preventing particles having an average diameter greater than about 085 mm from being introduced into the contact vessel. In certain other embodiments, the system further includes a line for supplying liquid coal product to the refining unit for further processing. In some embodiments, the system further includes a first conveyor for supplying crushed coal to the contact vessel. In other embodiments, the system further includes a second conveyor for removing solids from the separator. In certain embodiments, the turpentine liquid can comprise terpineol. In a specific embodiment for recovering hydrocarbons from higher coal, the turpentine liquid may comprise between about 45% and 80% by volume of noristol and between about 15% and 45% by weight of the terpineol. In a specific embodiment for recovering hydrocarbons from lower grade coals, the turpentine liquid may comprise between about 6% and 95% by volume of the sterols and between about 0% and 30% by weight of the terpineol. On the other hand, there is provided a method for optimizing the extraction of a turpentine liquid containing a hydrocarbon organic substance from a hydrocarbon-containing substance. In general, the method includes providing a sample of a hydrocarbon-containing material and analyzing the hydrocarbon material' to determine the type of hydrocarbon to be extracted, <34584> A formulation for extracting a hydrocarbon-containing organic shell from a hydrocarbon material is provided, wherein the § ‧ weekly formulation is a function of the construction type and the size of the particulate hydrocarbon material. In general, the formulation comprises at least about, for example, a volume of shod alcohol and at least about (four) a percent of pure alcohol. Then, the amount of pure alcohol and pure alcohol in the formulation is adjusted based on the parameters indicated above. In general, although the methods indicated above provide a good starting point for determining the desired formulation for the extraction of various hydrocarbon-containing materials, for other hydrocarbon-containing (IV), and under certain operating conditions, The most suitable composition for the determination of liquid turpentine can be performed either as a series of statistically designed experiments or as a series of experiments based on optimization methods. t As shown in Table 1, the specific formulation used to extract, liquefy, and/or dissolve carbonaceous organic compounds from tar sands varies based on particle size. In some embodiments, a method for extracting a turpentine liquid containing a hydrocarbon organic material from tar sands, comprising adjusting the blending: the amount of the 4 alcohols and the reduced alcohols as the extracted carbon-rich A function of the size of the solid particles of the gas compound. In other embodiments, if the hydrocarbon-containing organic particulate matter comprises low grade coal or oil? Rock, in the pine knot: the amount of alcohol in the liquid is increased, and the amount of /3-propanol in the turpentine liquid is reduced. In other embodiments, if the organic particulate matter of the human Shishan gas compound includes tar sands, the amount of alcohol in the turpentine oil is reduced, and the amount of pure alcohol in the turpentine liquid is increased. In other embodiments, if the hydrocarbon-containing organic particulate matter comprises tar sands and the average diameter of the particulate matter is less than about 4.76 meters, the amount of spur alcohol in the turpentine liquid is reduced, and 134584 - 38- 200914599 The amount of eucalyptus alcohol in turpentine liquids is increased. In other embodiments, if the hydrocarbon-containing organic particulate matter comprises tar sands, and the average diameter of the 2 microparticulate matter is greater than about 丨 吋 (1 mesh), the amount of terpineol in the turpentine liquid is Reduced, while the amount of sulphuric acid in the turpentine liquid is increased. Particle size (mesh/mm diameter) Phytosterol/3-Supinol a-/hetero-- <4 mesh (4.76 mm) 30-50% volume 35-55% volume 10% volume 1 mesh (1 inch II Inch) -4 mesh (4.76 mm) 40-60% volume 30-50% volume 10% volume>1 mesh (1 Yingyu) "50-70% volume 25-45% volume 10% volume 仏 仏 Exing" As shown in Figure A, the formulation for the extraction, liquefaction and/or dissolution of coal is dependent on both the particle size and quality of the extracted coal. In the preparation of a turpentine liquid for the extraction of organic matter containing hydrocarbons In a specific embodiment, if the carbonaceous compound-containing material comprises anthracite, bituminous coal or other higher-grade coal, and the micro-material has an average diameter of less than about 15 mm, it is in the turpentine liquid. The amount of alcohol in the turpentine oil is increased. In other embodiments, the hydrocarbon-rich micro-materials include anthracite, bituminous coal or other high-grade coal, and the microparticles have a diameter of more than about 0.84 mm. , in the turpentine liquid, the shouting alcohol is reduced, while in the pine The amount of alcohol in the oil liquid is increased. = 134584 • 39- 200914599 Another specific implementation, if the hydrocarbon-rich particulate matter includes low-grade coal, and the average diameter of the particulate matter f is less than about mm Then, the amount of alcohol in the turpentine liquid is reduced, and the amount of pure alcohol in the turpentine liquid is increased. In another embodiment, if the hydrocarbon-rich microparticle material comprises a lower grade, and the microparticle material has a diameter of more than about 〇42 mm, the amount of the beneficial alcohol in the turpentine liquid is It is reduced 'and the amount of terpineol in the turpentine liquid is increased. Table 2, formulation for j-grade coal extraction, particle size based particle size (mesh/mm diameter) α-terpineol/5-supleol (X-/β- 稀稀^' < 100 mesh (0.149 mm) 45-65% volume 35-45% volume 10% volume h---- 〇% volume 20 mesh (0.841 mm) _ 100 mesh (0-149 mm) 50-70% volume 20-40 % 10% by volume 〇% by volume> 20 mesh (0·841 mm) 60-80% by volume 15-35% by volume 10% by volume 〇% by volume Table 3. Formulation for low-grade coal extraction based on particle size Particle size (mesh/mm diameter) α-terpinelite-3⁄4 alcoholene other <200 mesh (0.074 mm) 60-80% volume 10-30% volume 5% volume 0% volume 40 mesh (0.420 mm) _ 200 mesh (0.074 mm) 70-90% volume 5-25% body ^^ 5% volume 〇% volume

134584 -40- 200914599 >40網目 (0.420 毫米) 75-95%體積 0-20%體積 5%體積 〇%體積 類似上文關於焦油砂之萃取所示,如 表4中所示 ,用於 油頁石之卒取、液化及/或溶解之調配物係依粒子大小而 疋。在製備用於萃取含碳氫化合物有機物質之組合物之方 法之-項具體實施例中,若富含錢化合物之微粒子物質 包括油頁岩,且微粒子物質之平均直徑係小於約〇 毫米, 則在松節油液體中之仏蘇品醇量係被減少’而在松節油液 體中之純品醇量係被增加。於另―項具體實施例中,若 富含碳氫化合物之微粒子物質包括油頁岩,且微粒子物質 均直徑係大於約0.42毫米,則在松節油液體中之仏祐品 醇罝係被減少’而在松節油液體中之尽萜品醇量係被增加。 表4·用於油頁吳蓋敢夕铺献从 粒子大小 (網目/毫米 直徑) 仏帖品醇 万-帖品醇 α_/)5·萜烯 其他 <200網目 (0.074 毫米) 60-80%體積 10-30%體積 5%體積 〇%體積 40網目 (0.420 毫米)_ 200網目 (0.074 毫米) 70-90%體積 5%體積 〇%體積 >40網目 (0.420 毫米) 75-95%體積 0-20%體積 5%體積 〇%體積 ——— 原油之萃取同樣地係依被萃取、液化及/或溶解之原油類 型而定。如表5中所示,用於原油之萃取、液化及/或溶解 之調配物係為被萃取原油之粒子大小與密度品質兩者之函 134584 -41 - 200914599134584 -40- 200914599 > 40 mesh (0.420 mm) 75-95% by volume 0-20% by volume 5% by volume 〇% volume similar to the above for the extraction of tar sands, as shown in Table 4, for oil The composition of the stroke, liquefaction and/or dissolution of the shale is based on the particle size. In a specific embodiment of the method for preparing a composition for extracting a hydrocarbon-containing organic material, if the particulate matter of the rich compound comprises oil shale and the average diameter of the particulate matter is less than about 〇 mm, then The amount of saponin in the turpentine liquid is reduced, and the amount of pure alcohol in the turpentine liquid is increased. In another embodiment, if the hydrocarbon-rich microparticle material comprises oil shale, and the microparticle material has a diameter greater than about 0.42 mm, the 仏 品 罝 在 in the turpentine liquid is reduced. The amount of terpineol in the turpentine liquid is increased. Table 4· for oil sheet Wu Gai 夕 夕 铺 约 约 约 约 约 约 约 约 品 品 品 品 品 - - - - - - - - - - - - - 200 200 200 200 200 200 200 200 200 200 200 200 200 200 200 200 200 200 200 200 200 200 % volume 10-30% volume 5% volume 体积% volume 40 mesh (0.420 mm) _ 200 mesh (0.074 mm) 70-90% volume 5% volume 〇% volume > 40 mesh (0.420 mm) 75-95% volume 0-20% by volume 5% by volume 〇% by volume — The extraction of crude oil is likewise dependent on the type of crude oil being extracted, liquefied and/or dissolved. As shown in Table 5, the formulation for extraction, liquefaction and/or dissolution of crude oil is the letter between the particle size and density quality of the extracted crude oil. 134584 -41 - 200914599

數。此方法包括提供包含至少50體積% α-莊品醇與至少20 體積% /5-萜品醇之松節油液體調配物;調整松節油液體調 配物中之α-萜品醇與/9-萜品醇之量,以被萃取之液態碳氫 化合物之岔度為基礎。於一項具體實施例中,若被萃取之 液態碳氫化合物之API重力係大於約22。,則在松節油液體 中之α-萜品醇量係被減少,而在松節油液體中之尽萜品醇 量係被增加。於另一項具體實施例中,若被萃取之液態碳 氫化合物之Αί>1重力係小於約22,則在松節油液體中之α_ 萜品醇量係被增加,而在松節油液體中之參萜品醇量係被 減少。當於本文中使用時,輕油具有ΑΡΙ為至少約31〇,中 等原油具有API在約22。與約31。之間,重油具有Αρι在約1〇0 與約220之間,而特重油具有Αρ〗小於約1〇0。 表5.用於原油萃取之調配物,以API密度為基礎 原油類型 CK-fe品醇 品醇 α-/々-萜烯 其他 輕/中等原油 (API 大於 22°) 40-70%體積 30-40%體積 10%體積 10%體積 重/特重原油 (API 小於 22°) 50-70%體積 Eo-35%體積 ——___ — 10%體積 5%體積 於另-方面,係、提供-種製備用於加強自表面下構造回 收液態含碳氫化合物有機物質之松節油液體之方法。此方 :包括提供包含至少50體積% α,品醇與至少%體積”_ ^醇之調配物,且調整調配物中之純品醇與純品醇 之量,以表面下構造之地質學特徵為基礎。 於另 方面’係提供一 4日人此 種、,且&物,用於自含液態碳氫化 “勿之容器清除及/或回收碳氫化合物,其中組合物包含至 134584 -42- 200914599 >—種化合物,選自天然松節油、合成松節油、礦物松節 1、,油、4稀、純稀' “品醇、純品醇、㈣品 醇、萜烯樹脂、喊稀、减稀、r_㈣或其混合物。在= 他具體實施例中,用於清除及,或回收碳氫化 铷 包:至少-種化合物…香葉醇、卿、二戊稀 4何义8-二烯)、諾波(n〇p〇1)、蒎烷、氫過氧化2_蒎烷、萜二 酉子水合物、2-蒎醇、二氫米仙醇(mycen〇1)、異龍腦、對-薄荷 '8-醇、醋酸①萜二醇酯、香茅醇、醋酸對-薄荷各基酯、' 羥二氫香茅醛 '堇醇及其混合物。在又其他具體實施例中, 用於清除及/或回收碳氫化合物之組合物包含至少—種化 合物,選自大茴香腦、崁烯;對甲基異丙基笨、茴香醛、 3’7 —甲基-1,6-辛一浠、醋酸異彳|酯、羅勒浠、別羅勒烯、 別羅勒烯醇類、2-甲氧基-2,6-二甲基_7,8_環氧基辛烷、樟腦、 檸檬路、7-曱氧基二氫-香茅醛' 10_樟腦磺酸、香茅盤、薄 荷酮及其混合物。於一項具體實施例中’此組合物包含至 少一種得自下列之化合物:α-蒎烯、尽蒎烯、α_萜品醇及石 名品醇。於另一項具體實施例中,此組合物包含至少25體 積% α-萜品醇或疹萜品醇。 於另一方面,係提供一種自含液態碳氫化合物之容器清 除及/或回收碳氫化合物之方法。此方法包括使容器之内部 與碳氫化合物清除組合物接觸,該組合物包含至少一種化 合物,選自α-蒎烯、/5-蒎烯、α-萜品醇及尽萜品醇,以產生 混合物’其中混合物包含液態碳氫化合物殘留物與碳氫化 合物清除組合物。將混合物回收,且自容器移除。在某此 134584 -43· 200914599 具體貫施例中’此清除組合物包含至少25體積%之α_祐品 醇或/3-萜品醇。在某些其他具體實施例中,此清除組合物 包含至少25體積%之仏萜品醇與至少25體積%尽萜品醇。 【實施方式】 實例 實例1.在此貫例中’係使得自Pittsburgh礦層(Washingtonnumber. The method comprises providing a turpentine liquid formulation comprising at least 50% by volume of alpha-sterol and at least 20% by volume of /5-terpineol; adjusting alpha-terpineol and /9-terpineol in a turpentine liquid formulation The amount is based on the temperature of the liquid hydrocarbon being extracted. In one embodiment, the API gravity of the extracted liquid hydrocarbon is greater than about 22. The amount of α-terpineol in the turpentine liquid is reduced, and the amount of alcohol in the turpentine liquid is increased. In another embodiment, if the extracted liquid hydrocarbon has a gravitational gravity of less than about 22, the amount of α-terpineol in the turpentine liquid is increased, and the ginseng liquid is added to the turpentine liquid. The amount of alcohol is reduced. As used herein, light oil has a enthalpy of at least about 31 Torr and a medium crude oil has an API of about 22. With about 31. Between the heavy oils has a Αρι between about 1〇0 and about 220, and the extra heavy oil has a Αρ〗 of less than about 1〇0. Table 5. Formulations for crude oil extraction based on API density Crude oil type CK-feol alcoholic alcohol alpha-/々-pinene Other light/medium crude oil (API greater than 22°) 40-70% by volume 30- 40% volume 10% volume 10% by volume weight / extra heavy crude oil (API less than 22 °) 50-70% volume Eo-35% volume - ___ - 10% volume 5% by volume in another - aspect, provide - A method for enhancing the recovery of a turpentine liquid from a liquid hydrocarbon-containing organic material from a subsurface structure is prepared. This side includes providing a formulation comprising at least 50% by volume of α, terpineol and at least % by volume of "_" alcohol, and adjusting the amount of pure alcohol and pure alcohol in the formulation to the geological characteristics of the subsurface structure Based on the other side, the Department provides a 4-day human, and & substance for the self-contained liquid hydrocarbons "Do not remove and/or recover hydrocarbons, where the composition contains 134584 -42 - 200914599 > - a compound selected from natural turpentine, synthetic turpentine, mineral pine, 1, oil, 4 thin, pure dilute "" alcohol, pure alcohol, (four) alcohol, terpene resin, shoddy, minus Dilute, r_(d) or a mixture thereof. In the specific embodiment, it is used to remove and/or recover a hydrocarbon package: at least one compound... geraniol, qing, dipenta-4 Heyi 8-diene, Nopo (n〇p〇1), decane, hydroperoxide 2- decane, hydrazine dihydrate hydrate, 2-nonanol, dihydromyristin (mycen〇1), isoborneol, p- Peppermint '8-alcohol, 1 decyl acetate, citronellol, p-menthyl acetate, 'hydroxydihydro citronellal' sterol and mixtures thereof. In still other embodiments, the composition for scavenging and/or recovering hydrocarbons comprises at least one compound selected from the group consisting of aniseed brain and terpenes; p-methylisopropyl stupid, anisaldehyde, 3'7- Methyl-1,6-octanoyl, isoindole acetate|ester, basil, bellerol, bellerol, 2-methoxy-2,6-dimethyl-7,8_epoxy Base octane, camphor, lemon road, 7-decyloxydihydro-citronellal '10_camphorsulfonic acid, citronella dish, menthone, and mixtures thereof. In one embodiment 'this composition contains at least A compound derived from alpha-pinene, terpenes, alpha-terpineol, and stone nominal alcohol. In another specific embodiment, the composition comprises at least 25% by volume alpha-terpineol or rash Terpineol. In another aspect, a method of removing and/or recovering hydrocarbons from a container containing liquid hydrocarbons is provided. The method includes contacting the interior of the container with a hydrocarbon scavenging composition, the composition Included in at least one compound selected from the group consisting of alpha-pinene,/5-pinene, alpha-terpineol, and terpineol to produce a mixture' The intermediate mixture comprises a liquid hydrocarbon residue and a hydrocarbon scavenging composition. The mixture is recovered and removed from the vessel. In a particular embodiment 134584 - 43 · 200914599, the scavenging composition comprises at least 25% by volume __品品醇或/3-terpineol. In certain other embodiments, the scavenging composition comprises at least 25% by volume of terpineol and at least 25% by volume of terpineol. Example 1. In this example, the 'system is made from the Pittsburgh deposit (Washington)

County,PermsyWania)之煤以試劑α_萜品醇液化。煤試樣係得自The coal of County, Permsy Wania) is liquefied with the reagent α_terpineol. Coal sample is obtained from

Pennsylvania州立大學之煤銀行,其係對煤試樣提供下列近似 分析;2.00重量%之剛收到時之水份、9·25重量%之乾燥灰 分、38.63重量%之無水揮發物及5〇12重量%之乾燥固定碳。 煤試樣之粒子大小為約60網目。將約6〇克仏萜品醇溫和地 添加至已置於萃取容器中之約3〇克煤試樣内,因此獲致試 劑-對-試樣比例為2比1。將含有所形成之仏萜品醇與煤混合 物之經加盍但未緊密地密封之萃取容器保持在約96。〇之恒 溫下,並不斷地授拌。不使_品醇沸騰,於萃取容器中 之壓力仍然保持在稍低於約丨〇1χ1〇5巴斯卡(1大氣壓)之環 i兄[力下。約3G分!里後,將混合物過濾、,並將保留在渡器 上之煤粒子以乙醇洗滌’且乾燥至恒重。以重量損失為基 礎,煤試樣之轉化率’意即液化判之程度,係經測定為 約68重量%。 實例2.此實例係與實例1在久古&仏4· m & 只W i隹各方面均相同,惟兩項除 外。將溫度在約96°C下保掊的如八拉从 、 卡符、力30分鐘後,如於實例1中所進 行’將含有煤試樣與萜品醇筮 。 T 知之卒取谷β在約135。(:之溫度 下保持另外約30分鐘期間 於萃取容器中之壓力仍然保持 134584 200914599 在稍低於約l.〇lxl〇5巴斯卡(1大氣壓)之環境壓力下。煤試樣 之轉化率’意即液化作用之程度,係經測定為約70重量%。 實例3·所使用之煤試樣係得自相同來源,具有如前述 兩個實例中所使用之相同近似分析。將約31克士萜品醇添 加至萃取容器中之約31克煤試樣内。將混合物在約96。匸輿 稍低於約L01x105巴斯卡(1大氣壓)之環境壓力下保持約3〇 分鐘。所獲得煤試樣之轉化率,意即液化作用之程度,在 f' 過濾、洗滌及乾燥之後,如在前述兩個實例中所進行者, 經由將該試樣稱重,係經測定為約71重量%。 實例4.此實例係與實例3相同,惟將約3〇重量%之α-萜 品醇以己烷置換,提供包含70重量%α_萜品醇與3〇重量% 己烷之試劑。這會降低轉化率,意即液化作用之程度,至 約1.3重量%。 實例5·關於此實例之煤試樣之來源與近似分析,及以 溫度、壓力及試劑-對-試樣比例為觀點之實驗條件,係與實 (J 相同。但是,萃取之延續時間係自約3。分鐘減至約2〇 刀釦此外,將約30重1 %之仏萜品醇以丨_丁醇置換,提供 . 包含70重量%仏萜品醇與3〇重量%1_ 丁醇之試劑。所液化之 煤量僅約〇.3〇克,相當於約1.0重量%之轉化率。 實例6.此實例以煤試樣之來源與近似分析’及萃取之 溫度、壓力及延續日夺間為觀點,係與實例3相同。但是,所 使用之煤試樣量為約25克,且試劑包含_克⑽重量%)士 益品醇與約6克(20重量%)二甲笨,提供包含7〇重量蘇 品醇與3〇重量%二甲苯之試#卜所液化之煤為約削克,相 134584 •45· 200914599 當於約40重量%之轉化率。 Λ例7.在此實例中,係使得自Wyodak礦層(CampbeU C_ty, Wyoming)之煤以試劑士萜品醇液化。煤試樣係得自 ⑽咖讓州立大學之煤銀行,其係對煤試樣提供下列近似 刀析’ 2630重里%之剛收到時之水份、7.57重量%之乾燥灰 分^44.86重量%之無水揮發物及47.57重量%之乾燥固定碳。 、“、樣之粒子大小為約2〇網目。將約⑹克萜品醇溫和地 添加至已置於萃取容器中之約3〇克煤試樣内,試劑_對_試樣 比例為約2比1。將含有所形成之士萜品醇與煤混合物之經 加蓋但未緊密地密封之萃取容器保持在約96。(:之恒溫下, 並不斷地授拌。不使α_;^品醇彿騰,於萃取容器中之壓力 仍然保持在稍低於約1Ό1χ1〇5巴斯卡(1大氣壓)之環境壓力 下、·’勺30刀知後,將卒取容器中之混合物過濾,並將保留 在濾器上之煤粒子以乙醇洗滌,且乾燥至恒重。以重量損 失為基礎,煤試樣之轉化率,意即液化作用之程度,係經The Coal Bank of Pennsylvania State University provides the following approximate analysis of coal samples; 2.00% by weight of water just received, 9.25% by weight of dry ash, 38.63% by weight of anhydrous volatiles and 5〇12 % by weight dry fixed carbon. The coal sample has a particle size of about 60 mesh. About 6 grams of terpineol was gently added to about 3 gram of coal sample that had been placed in the extraction vessel, thus giving a reagent-to-sample ratio of 2 to 1. The extracted but not tightly sealed extraction vessel containing the formed terpineol and coal mixture is maintained at about 96. Under constant temperature, it is constantly being mixed. Without boiling the alcohol, the pressure in the extraction vessel is still maintained at a pressure slightly below about χ1χ1〇5 Baska (1 atm). About 3G points! Thereafter, the mixture was filtered, and the coal particles remaining on the reactor were washed with ethanol' and dried to constant weight. Based on the weight loss, the conversion rate of the coal sample, i.e., the degree of liquefaction, was determined to be about 68% by weight. Example 2. This example is identical to Example 1 in all aspects of Jiugu & 仏4·m & only Wii, except for two. After the temperature was maintained at about 96 ° C, such as eight pulls, a card, and a force for 30 minutes, as in Example 1, a coal sample and terpineol were contained. T knows that the pawn is about 135. (The temperature in the extraction vessel is maintained for another 30 minutes at the temperature remains 134584 200914599 at an environmental pressure slightly lower than about 1. 〇lxl 〇 5 Bass (1 atm). Conversion rate of coal sample 'The degree of liquefaction is determined to be about 70% by weight. Example 3 · The coal samples used were obtained from the same source and have the same approximate analysis as used in the previous two examples. About 31 grams Terpineol was added to about 31 grams of coal sample in the extraction vessel. The mixture was held for about 3 minutes at an ambient pressure of about 96. Torr slightly below about L01 x 105 Baska (1 atmosphere). The conversion rate of the sample, meaning the degree of liquefaction, after f' filtration, washing and drying, as carried out in the two previous examples, was determined by weighing the sample to be about 71% by weight. Example 4. This example was identical to Example 3 except that about 3% by weight of α-terpineol was replaced with hexane to provide an agent comprising 70% by weight of α-terpineol and 3% by weight of hexane. This will reduce the conversion rate, which means the degree of liquefaction, to About 1.3% by weight. Example 5 · The source and approximate analysis of the coal sample of this example, and the experimental conditions of temperature, pressure and reagent-to-sample ratio, the same as the actual (J. However, extraction The duration is reduced from about 3. minutes to about 2 knives. In addition, about 30% by weight of 1% terpineol is replaced by 丨-butanol, provided. Contains 70% by weight of terpineol and 3 〇 weight %1_ Butanol reagent. The amount of coal liquefied is only about 〇3 gram, which is equivalent to about 1.0% by weight of conversion. Example 6. This example uses the source and approximate analysis of the coal sample and the temperature of the extraction, The pressure and the duration of the day are the same as in Example 3. However, the amount of coal sample used is about 25 grams, and the reagent contains _gram (10% by weight) of stilbene alcohol and about 6 grams (20% by weight). The liquefied coal containing 7 ounces of sucrose and 3 ounces of xylene is about diced, phase 134584 • 45 · 200914599 is about 40% by weight of conversion. Example 7. In this example, the coal from the Wyodak deposit (Campbe U C_ty, Wyoming) is liquefied with reagent genidol The coal sample was obtained from (10) the coal bank of the State University of California, which provided the following approximate analysis of the coal sample. '2630% of the water just received, 7.57% by weight of dry ash ^44.86% by weight Anhydrous volatiles and 47.57% by weight of dry fixed carbon. ", the particle size of the sample is about 2 mesh. About (6) grams of terpineol is gently added to about 3 gram of coal sample that has been placed in the extraction vessel. The ratio of the reagent to the sample is about 2 to 1. The capped, but not tightly sealed, extraction vessel containing the mixture of the stomatol and the coal is maintained at a temperature of about 96. And constantly mixing. Do not make α_; ^ alcohol alcohol Fo Teng, the pressure in the extraction container is still maintained at an environmental pressure slightly lower than about 1Ό1χ1〇5 Baska (1 atmosphere), · 'spoon 30 knife know, will draw the container The mixture was filtered and the coal particles remaining on the filter were washed with ethanol and dried to constant weight. Based on the weight loss, the conversion rate of the coal sample, meaning the degree of liquefaction, is

測疋為75重量%。 實例8.在此實例中之實驗係在與前述實例相同之條件 下進行,惟一項除外。將約15克α_萜品醇,代替約6〇克, 如在W述實例中所進行,添加至約3〇克煤試樣中,因此獲 知試劑-對_煤比例為〇·5比1。所獲得煤試樣之轉化率,意即 液化作用程度,係自前述實例中所獲得之約%重量%降至 約69重量%。 貫例9.在此實例中’係使約3克得自Colorado之Green River區域之油頁岩以約9克α_萜品醇溶解,因此獲致試劑- 134584 -46- 200914599The enthalpy was measured to be 75% by weight. Example 8. The experiments in this example were carried out under the same conditions as the previous examples except for one. About 15 g of α-terpineol, instead of about 6 g, was added to about 3 g of coal sample as described in the example of W, so that the ratio of reagent-to-coal was 〇·5 to 1 . The conversion of the obtained coal sample, i.e., the degree of liquefaction, was reduced from about % by weight obtained in the foregoing examples to about 69% by weight. Example 9. In this example, about 3 grams of oil shale from the Green River area of Colorado was dissolved in about 9 grams of alpha-terpineol, thus obtaining reagents - 134584 -46- 200914599

/樣比例為3比1 ’以自其萃取油母質(有機物質)及/或 遞青(有機物質)。有機碳含量,包括揮發性與R碳兩者, 係由檢定合格之分析公司測定為約22.66重量%。使用具有 粒子^小為6G網目之油頁岩試樣之兩種實驗,係在環境溫 度” 4力個別為約25°C及稍低於約Ι.ΟΙχΙΟ5巴斯卡大氣 屋)下進订。試樣之重量損失,係在過遽、以乙醇洗務及乾 燥=後’、經由稱重而測得。此等損失在約30分鐘後為約9 重里%而在約45分鐘後為約17重量%。自此等重量損失, 有機物質意即油母質及/或遞青之轉化率,意即萃取之程 度係^估计對於前者為約4〇重量%,而對於後者為約乃 重量%。 實例10.此實例係重複前述實例,惟單一實驗,持續約 15分鐘,係在溫度為約96。(:,代替約25°C下進行。油頁岩試 樣之重置損失為約12重量%,相當於油母質(有機物質)之 轉化率,意即萃取之程度為約53重量%。 只例11.在此實例中,係使得自Canada Alberta之焦油砂中 之瀝青(有機物質)溶解,並以商用級合成松節油萃取。焦 油砂试樣係得自Alberta研究會議,其係對該試樣提供下列近 似刀析,84.4重1 %之無水固體、116重量%之無水瀝青及 4.0重置%之剛收到時之水份。將約3〇克合成松節油溫和地 冰加至經加盍但未緊密地密封之萃取容器中之約15克焦油 石_>试樣内,利用約2比i重量比之試劑_對_試樣比例。將含 有所形成之合成松節油與焦油砂混合物之此萃取容器保持 在約96 C之恒溫下,並不斷地攪拌。不使合成松節油沸騰, 134584 -47- 200914599 於萃取容器中之壓力仍然保持在稍低於約101χ1〇5巴斯卡^ 大氣壓)之環境壓力下。約20分鐘後,將萃取容器中之混合 物過濾’並將保留在濾器上之固體(焦油砂)以乙醇洗務, 且乾燥至恒重。以重量損失為基礎,得自焦油砂試樣之瀝 青之轉化率,意即萃取之程度,係經測定為約1〇〇重量%。The sample ratio is 3 to 1' to extract kerogen (organic matter) and/or dicedar (organic matter) therefrom. The organic carbon content, including both volatility and R carbon, was determined to be about 22.66% by weight by a certified analytical company. Two experiments using an oil shale sample with a particle size of 6G mesh were ordered at ambient temperature "4 force individually at about 25 ° C and slightly below about Ι. ΟΙχΙΟ 5 Baska atmosphere house." The weight loss is measured after weighing, washing with ethanol and drying = after ', by weighing. These losses are about 9 weight percent after about 30 minutes and about 17 weights after about 45 minutes. %. From this weight loss, the organic matter means the conversion of kerogen and/or centrifugation, meaning that the degree of extraction is estimated to be about 4% by weight for the former and about 5% by weight for the latter. Example 10. This example is repeated for the previous example except for a single experiment lasting about 15 minutes at a temperature of about 96. (:, instead of about 25 ° C. The reset loss of the oil shale sample is about 12% by weight. Corresponding to the conversion rate of kerogen (organic matter), meaning that the degree of extraction is about 53% by weight. Example 11. In this example, the asphalt (organic matter) in the tar sand of Canada Alberta is dissolved. And extracted with commercial grade synthetic turpentine. The tar sand sample was obtained from Albe. The rta study meeting provided the following approximate knife analysis for the sample, 84.4 weights of 1% anhydrous solids, 116% by weight of anhydrous bitumen, and 4.0 reset% of water just received. About 3 grams of synthesis The turpentine is gently added to about 15 grams of tar stone in the treated but not tightly sealed extraction vessel. The sample is used in a ratio of about 2 to i by weight of the reagent to the sample. The resulting extraction vessel of the synthetic turpentine and tar sand mixture is maintained at a constant temperature of about 96 C and continuously stirred. Without boiling the synthetic turpentine, the pressure in the extraction vessel is still slightly lower than about 134584 -47 - 200914599. At ambient pressure of 101 χ 1 〇 5 巴斯 ^ 大 大 大 大 大 。 。 。 。 。 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约 约Based on the weight loss, the conversion of the bitumen obtained from the tar sand sample, that is, the degree of extraction, was determined to be about 1% by weight.

實例12.在此實例中,將得自相同來源,具有如前述實 T之相同近似分析之約60克焦油砂試樣,藉由約恥克义萜 °口醇,代替包含α-萜品醇之商用級合成松節油萃取。所形 成之試劑-對-試樣比例為Ubl,代替如在前述實例中之 1。貫驗係於約96°C之溫度下’在稍低於約l.GlxlG5巴斯卡(1 大軋壓)之環境壓力下持續約3〇分鐘。在焦油砂試樣中之瀝 青(有機物質)之轉化率,意即萃取之程度,係經測定約謂 重量%。 ^ 在此實例中,將得自相同來源,具有如前述兩 :實例之相同近似分析之約⑻克焦油砂試樣,II由約60克 。用、及之σ成松即油萃取。因此,所形成之試劑_對·試樣比 例為約1比卜實驗係於約阶之溫度下,在補低於w施1〇5 =卡(1大氣壓)之環境廢力下進行約3g分鐘。在焦油砂試 樣中之遞青(有播 貝)之轉化率,意即萃取之程度,係經 測疋為約70重量%。 實例Μ. 於此银占 — 實驗,惟試劑-對^ <貫驗係在各方面重複實例8中之 約60克隹油砂n :例係自約2比1降低至約〇·5比1。將 Ά有::藉由約3〇克商用級之合成松節油萃取。 瀝月(有機物質)之 卞# 轉化率,意即萃取之程度,係自實例9 134584 -48- 200914599 中所獲得之約⑽重量%降低錢重量%。 實例15 j- •在此實例中之實驗係重複前述實例 用仏萜品醇m I抝之貫驗,使 主r古她 商用級合成松節油。在焦油砂試樣中之滿 例“、轉化率,意即萃取之程度,係為如前违* 例中之約70重量%。 勺戈月,J述貫 實例16 如 、·在此實例中之實驗係在稍低於約1() Γ、Example 12. In this example, about 60 grams of a tar sand sample from the same source having the same approximate analysis as the actual T described above, by substituting an a-terpineol Commercial grade synthetic turpentine extraction. The resulting reagent-to-sample ratio is Ubl instead of 1 as in the previous examples. The test is carried out at a temperature of about 96 ° C for about 3 minutes at an ambient pressure slightly below about 1. Glxl G5 Baska (1 roll). The conversion of the bitumen (organic matter) in the tar sand sample, i.e., the degree of extraction, is determined to be about % by weight. ^ In this example, about (8) grams of tar sands sample, II from about the same source, having the same approximate analysis as the previous two: examples, is about 60 grams. Use, and σ into loose oil extraction. Therefore, the ratio of the reagent_pair to sample formed is about 1g, and the experimental system is at about the temperature of the order, and about 3g minutes under the environmental waste force of less than w1〇5=card (1 atm). . The conversion rate of bidet (with broadcast) in the tar sand sample, that is, the degree of extraction, is about 70% by weight. Example . This silver accounted for the experiment, but the reagent-to-^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ 1. There will be:: Extracted by about 3 grams of commercial grade synthetic turpentine.沥月(有机物质) 卞# Conversion rate, meaning the degree of extraction, is about (10) wt% reduction in weight percent obtained from Example 9 134584 -48- 200914599. Example 15 j- • The experiment in this example was repeated for the previous example using a test of terpineol m I拗 to make the commercial grade turpentine. In the tar sand sample, the full case ", conversion rate, that is, the degree of extraction, is about 70% by weight in the case of the previous violation." Spoon Ge Yue, J describes the example 16 as in this example The experiment is slightly below about 1 (),

卡:1大氣壓)之環境壓力下,以得自相同來源:=斯 焦油砂之前述實例中相同近似分析之焦油砂試樣進行2 =克商用級合成松節油添加至約6〇克焦油砂試樣中,因 松對娜比例為約1比1。將試樣與商用級合成 △即/之溫度在約651下保持約3 〇分鐘,接著在約5分 ^力5C。接者,將焦油砂試樣過濾,洗滌,乾燥, 且t重。以重量損失為基礎,在焦油砂試樣中之瀝青(有機 物貝)之轉化率,意即萃取之程度,係經測定為約70重量%。 貫例Π.在此實例中之實驗係重複前述實例之實驗,使 用①萜品醇代替商用級合成松節油。瀝青(有機物質)之轉 化率,意即萃取之程度’係自前述實例之約7〇重量%增加 至約90重量%。 曰〇 實例18.在此實例中,係將重量約30克,得自相同來源, 具有如實例11至Π中之相同近似分析之焦油砂試樣,於約 96 c之溫度下,在稍低於約1〇1χ1〇5巴斯卡(1大氣壓)之環境 壓力下,以包含約20克(80重量%) α_;^品醇與約5克(2〇重量 %)甲苯之液體萃取。實驗之延續時間(反應或萃取時間)為 約30分鐘。試樣之重量損失為約1〇 2克。自此重量損失,瀝 134584 -49- 200914599 (有機物貝)之轉化率’意即萃取之程度’係、經估計為約 33重量%。 貫例19.將三種焦油砂試樣,全部均得自相同來源,具 有如所有使用焦油砂之前述實例中所使用之相同近似分析 於約15 C之溫度下,在稍低於約1〇1χ1〇5巴斯卡大氣壓) 之% i兄壓力下,藉由包含不同量之α_萜品醇與乙醇萃取。 各貫驗之延續時間(反應或萃取時間)對於各焦油砂試樣為 、勺15刀釦。將第一種試樣以包含約0克(〇重量%) α-萜品醇與 約15克(1〇〇重量%)乙醇之混合物,意即以純乙醇萃取。將 第二種試樣以包含約7.5克(50重量%)仏萜品醇與約7 5克⑼ 重1 %)乙醇之混合物萃取。將第三種試樣以包含約Η克(明 重量%)仏萜品醇與約3克(20重量%)乙醇之混合物萃取。三 種試樣中之遞青(有機物質)之重量損失,與所估計轉化率, 意即萃取之程度,對於第一種、第二種及第三種試樣個別 為約0.2克(1.0重量%)、0.6克(3.〇重量%)及〇·9克(4·5重量。 實例20·使平均大小為約15毫米之商用級瀝青之不規 則形顆粒溶解,並以〇:_萜品醇’且於約22它之環境、、w声下 在稍低於約l.OlxlO5巴斯卡(1大氣壓)之環境壓力下萃取。使 重量約20克之第一種試樣溶解,並以約牝克^萜品醇萃 取,且使重1亦為約2〇克之第二種試樣溶解,並以約克“ 名品醇萃取。於30分鐘後,兩種試樣均完全被溶解。進行 此等實驗以模擬重原油之溶解與萃取,該重原油係具有^ 含瀝青質之傾向,就像瀝青一樣。 實例21.在此實例中,係使得自相同來源,具有如所有 134584 -50- 200914599 使用:油砂之前述實例中所使用相同近似分析之焦油砂中 之瀝青(有機物質)溶解,並以兩種植物油大豆油與玉米油 卒取。植物油可完全與松節油液體溶混。在第—個實驗中, 係將重1約15克之焦油砂試樣於約%。c之溫度下,在稍低 於約l.〇lxl〇5巴斯卡(1大氣壓)之環境壓力下,與約%克大豆 油摻合,並不斷地攪拌約20分鐘。重量損失為約〇5克,自 該重量損失,在試樣中之瀝青之轉化率,即萃取之程度, 係經估計為約3.3重量%。在第:個實驗中,係將重量約% 克之焦油砂試樣於約175。〇之溫度下,在稍低於約ι〇ΐχΐ〇5巴 斯卡(1大氣壓)之環境壓力下,與約60克玉米油摻合,並不 斷地攪拌約30分鐘。重量損失為約4.8克,自該重量損失’ 在試樣中之渥青之轉化率’即萃取之程度,係經估計為約 12重量%。 只例22.兩項試驗係在Berea砂石柱砂心試樣上進行,以 測定試劑注射對於自砂心之油回收之作用。第―項試驗係 經6又什,以測定在油場已遭受水淹沒至極限後,由於〇;-萜 醇庄射所致之增量油回收。經選擇之砂心含有9力1毫升實 驗室油模擬原油。使用含有3.0%氯化鉀之水溶液之水淹沒 會產生4.6耄升油。五⑶個孔隙體積之α_萜品醇注射會產生 另外3.61耄升油,於是留下砂心具有低於8 〇%油留在原先體 積中。第二項試驗係經設計,以代表經增加之回收,可預 測自以α-益品醇注射之未用過儲槽。經選擇之砂心含有8 85 毛升貫驗至油模擬原油。油生產係於大約〇5個孔隙體積之 α_祐品醇注射後開始,其係持續直到3·5個孔隙體積為止; 134584 -51- 200914599 體積之萜品醇注射後 ’於是留下砂心具有低 但是’大部份油係於只有2.5個孔隙 被回收。回收總共7.94毫升實驗室油 於7.5%油留在原先體積中。 在-項實驗中,係測試各種不同比例之松節油液體對隹 油砂試樣。料下文所提供各實驗之松節油液體係具有相 同調配物’其中組合物包含約60體積%α萜品醇、約邡體 積%减品醇及約20體積%以品醇。焦油砂為得自carjaCard: 1 atmosphere) at ambient pressure, with the same approximate analysis of the tar sand sample from the same source: = tar oil sand, 2 = gram commercial grade synthetic turpentine added to about 6 gram tar sand sample In the case, the ratio of Insson to Na is about 1 to 1. The sample was maintained at about 651 for about 3 minutes with commercial grade Δ, i.e., followed by a force of about 5 minutes at about 5 minutes. The tar sand sample is filtered, washed, dried, and t heavy. Based on the weight loss, the conversion of the pitch (organic shell) in the tar sand sample, that is, the degree of extraction, was determined to be about 70% by weight. The experiment in this example was repeated with the previous example experiment using 1 terpineol instead of commercial grade synthetic turpentine. The conversion rate of the bitumen (organic matter), i.e., the degree of extraction, is increased from about 7% by weight to about 90% by weight of the foregoing examples.曰〇 Example 18. In this example, a weight of about 30 grams, obtained from the same source, having the same approximate analysis of tar sands as in Examples 11 to ,, at a temperature of about 96 c, at a slightly lower temperature It was extracted with a liquid containing about 20 g (80% by weight) of α-formol and about 5 g (2% by weight of toluene) under an ambient pressure of about 1〇1χ5〇5 kPa (1 atm). The duration of the experiment (reaction or extraction time) was about 30 minutes. The weight loss of the sample was about 1 〇 2 g. From this weight loss, the conversion rate of 134584 - 49 - 200914599 (organic material shell), which means the degree of extraction, is estimated to be about 33% by weight. Example 19. All three tar sand samples, all from the same source, have the same approximate analysis as used in all of the previous examples using tar sands at a temperature of about 15 C, at slightly less than about 1 〇 1 χ 1 〇5 Baska atmospheric pressure) % i brother pressure, by containing different amounts of α_terpineol and ethanol extraction. The duration of each test (reaction or extraction time) is 15 knives for each tar sand sample. The first sample was subjected to a mixture comprising about 0 g (% by weight) of α-terpineol and about 15 g (1% by weight) of ethanol, i.e., extracted with pure ethanol. The second sample was extracted as a mixture comprising about 7.5 grams (50% by weight) of terpineol and about 75 grams (9) by weight of 1% ethanol. A third sample was extracted with a mixture comprising about grams (% by weight) of terpineol and about 3 grams (20% by weight) of ethanol. The weight loss of the telling (organic matter) in the three samples, and the estimated conversion rate, that is, the degree of extraction, is about 0.2 g (1.0% by weight) for the first, second and third samples. ), 0.6 g (3. % by weight) and 〇 · 9 g (4.5 weight. Example 20) Dissolving irregular shaped particles of commercial grade asphalt having an average size of about 15 mm, and The alcohol is extracted under an ambient pressure of about 22 in its environment at a pressure of slightly less than about 1.0 llO5 Baska (1 atm). The first sample having a weight of about 20 g is dissolved and about牝 萜 萜 萜 萜 醇 萃取 萃取 , , 萜 萜 萜 萜 萜 萜 萜 萜 萜 萜 萜 萜 萜 萜 萜 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种 第二种The experiment was conducted to simulate the dissolution and extraction of heavy crude oil, which has a tendency to contain asphaltenes, just like asphalt. Example 21. In this example, the system is made from the same source, as used in all 134584 -50- 200914599 : bitumen in the tar sand of the same approximate analysis used in the previous examples of oil sands The substance is dissolved and taken up with two vegetable oils, soybean oil and corn oil. The vegetable oil can be completely miscible with the turpentine liquid. In the first experiment, a tar oil sample weighing about 15 grams is about 5%. At a temperature of about less than about 〇lxl 〇5 kPa (1 atm), blend with about gram of soybean oil and continue to stir for about 20 minutes. The weight loss is about 5 grams. From the weight loss, the conversion rate of the asphalt in the sample, that is, the degree of extraction, is estimated to be about 3.3% by weight. In the first experiment, a tar sand sample having a weight of about 5% is about 175. At a temperature of about 〇ΐχΐ〇5 巴斯5 Bass (1 atm), blend with about 60 grams of corn oil and stir for about 30 minutes. The weight loss is about 4.8.克, from the weight loss 'the conversion rate of indigo in the sample', that is, the degree of extraction is estimated to be about 12% by weight. Example 22. Two tests were carried out on Berea sand and gravel core samples. To determine the effect of reagent injection on the recovery of oil from the sand core. After 6 to determine the oil recovery from the oil field has been subjected to water inundation to the limit, due to 〇; - sterol sterling caused by the incremental oil recovery. The selected sand core contains 9 force 1 ml laboratory oil simulation crude oil. Submerged with water containing 3.0% potassium chloride solution will produce 4.6 liters of oil. Five (3) pore volumes of α_terpineol injection will produce an additional 3.61 liters of oil, thus leaving the core less than 8 〇% The oil is left in the original volume. The second test is designed to represent the increased recovery and is predictable from the unused reservoirs injected with alpha-best alcohol. The selected sand core contains 8 85 hair liters. The oil is simulated to simulate crude oil. The oil production begins after about 5 pore volumes of α_youpin, which lasts until 3-5 pore volumes; 134584 -51- 200914599 volume of terpineol after injection 'Therefore the sand core is low but 'most oils are recovered in only 2.5 pores. A total of 7.94 ml of laboratory oil was recovered and left in the original volume at 7.5% oil. In the -test, various ratios of turpentine liquid to sputum oil sand samples were tested. The turpentine oil system of each experiment provided below has the same formulation' wherein the composition comprises about 60% by volume of alpha terpineol, about 邡% by volume of reduced alcohol, and about 20% by volume of terpineol. Tar sands are from Carja

Alberta礦石之不同混合物,具有瀝青含量為大約以重量%, 與水含量在約4.5重量%之間。實驗全部係在大氣溫度下進 行。 如下表6中所示,橫越下文所提供所有比例(意即松節油 液體對焦油砂之比例範圍為1:2至2:1),自焦油砂回收碳氫 化合物,係造成碳氫化合物之良好回收且幾乎無可識別之 差異。關於進行萃取下之溫度,咸信對於碳氫化合物自焦 油砂之萃取、溶解及/或液化之最適溫度為65t:。如此表中 所不,在約130°C下,所回收之碳氫化合物之量係被減少。 但是’應注意的是,對於自其特別難以回收碳氫化合物之 某些固體’增加萃取溶劑之溫度可增加被回收之碳氫化合 物量。最後,証實曝露時間對於被萃取之材料量幾乎無影 a &可此疋因為最短举取時間為20分鐘,咸認其對於自 焦油砂萃取碳氫化合物係超過適當量。 134584 -52- 200914599 表6 焦油砂 重量,克 可萃取 HC重量, 克 萃取溶劑 之重量 焦油砂對 溶劑之 比例 所萃取之 HC量,克 所萃取之 HC 百分比 溫度,°C 曝露時間, 分鐘 15 2.0 30.0 1:2 3.2 161 96 20 60 7.8 120.0 1:2 5.4 69 96 30 60 7.8 31.6 2:1 9.6 123 96 30 60 7.8 60.0 1:1 7.6 97 65 30 60 7.8 60.0 1:1 4.0 51 130 30 60 7.8 60.0 1:1 6.3 80 65 30 其他實驗係使用替代溶劑意即乙醇與玉米油進行,其係 與包含約60體積% α-萜品醇、約20體積% /3-萜品醇及約20 體積% 7-萜品醇之組合物比較。如下文所提供之表7中所指 出,乙醇與玉米油之性能係令人意外地實質上低於包含60 體積% α-萜品醇、約20體積%尽萜品醇及約20體積% 7-萜品 醇之組合物。例如,雖然此萜品醇組合物係達成可萃取碳 氫化合物之完全或幾乎完全萃取,但乙醇僅產生10%可回 收礙氫化合物,而經加熱之玉米油僅產生33%可回收竣氫 化合物。 表7 化學品 焦油砂 重量, 克 可萃取 HC重量, 克 萃取溶 劑之 重量 焦油砂 對溶劑 之比例 所萃取 之HC量, 克 所萃取 之HC 百分比 溫度, °C 曝露時間, 分鐘 乙醇 15 2.0 15.0 1:1 0.2 10 15 15 玉米油 30 3.9 60.0 2:1 1.3 33 175 30 60/20/20 萜品醇 60 7.8 60.0 1:1 7.6 97 65 30 60/20/20 萜品醇 60 7.8 31.6 2:1 9.6 123 96 30 如下表8中所示,係提供各種松節油液體調配物之性能, 134584 -53- 200914599 包括僅包含α-萜品醇,及包含萜品醇且併用各種已知有 機溶劑之松節油液體調配物。於表中所提出之最初三種組 合物包含α-萜品醇、/3-萜品醇及r-萜品醇。例如,第一種組 合物包含約60體積% 萜品醇、約30體積% /3-萜品醇及約10 體積% r-辟品醇。此等結果係令人意外地顯示當品醇之 濃度增加時,松節油液體之性能會增加至當松節油液體包 含大約70% α-萜品醇時,達成自焦油砂試樣完全萃取碳氫化 合物材料之點。 第二組之數據係經提出,關於以純萜品醇萃取帶有碳 氫化合物之焦油砂。如所示,達成大於100%之萃取,可能 是由於在試樣之碳氫化合物含量上之不一致性所致。但是, 此等結果係一般性地証實α-萜品醇能夠自焦油砂試樣萃取 實質上所有可回收碳氫化合物之令人意外結果。 最後,在表8中所提供之最後數據係說明α-萜品醇與已知 有機溶劑之混合系統之有效性。如所示,可回收碳氫化合 物之實質上完全回收係以包含1:1比例之α-萜品醇對乙醇之 組合物達成。這是令人意外的,因純乙醇僅移除總可回收 破氫化合物之約10%。此外,包含無論是1:1或3:1比例之α-萜品醇對曱苯之混合系統,仍然會造成總可回收碳氫化合 物之77%與92%之回收。這是令人意外之結果。 表8 化學 組成 焦油砂 重量, 克 可萃取 HC重量, 克 溶劑之 重量 焦油砂 對溶劑 之比例 所萃取 之HC量, 克 所萃取 之HC 百分比 溫度, °C 曝露時間, 分鐘 60/30/10 萜品醇 60 2.0 60.0 1:1 7.1 91 96 30 134584 -54- 200914599Different mixtures of Alberta ore have a bitumen content of about wt% and a water content of about 4.5 wt%. All experiments were carried out at atmospheric temperatures. As shown in Table 6 below, traversing all the ratios provided below (meaning that the proportion of turpentine liquid tar sands ranges from 1:2 to 2:1), the recovery of hydrocarbons from tar sands results in good hydrocarbons. Recycling and almost no discernible difference. Regarding the temperature under extraction, the optimum temperature for the extraction, dissolution and/or liquefaction of hydrocarbons from tar sands is 65t:. As indicated in this table, the amount of hydrocarbon recovered is reduced at about 130 °C. However, it should be noted that increasing the temperature of the extraction solvent for certain solids from which it is particularly difficult to recover hydrocarbons increases the amount of hydrocarbons recovered. Finally, it was confirmed that the exposure time had almost no effect on the amount of material to be extracted. a & Because the minimum extraction time was 20 minutes, it was considered that the hydrocarbon extraction system for the self-tar sands exceeded the appropriate amount. 134584 -52- 200914599 Table 6 Weight of tar sand, weight of extractable HC, weight of extracting solvent, ratio of tar to solvent, amount of HC extracted, gram of extracted HC percentage temperature, °C exposure time, minute 15 2.0 30.0 1:2 3.2 161 96 20 60 7.8 120.0 1:2 5.4 69 96 30 60 7.8 31.6 2:1 9.6 123 96 30 60 7.8 60.0 1:1 7.6 97 65 30 60 7.8 60.0 1:1 4.0 51 130 30 60 7.8 60.0 1:1 6.3 80 65 30 Other experiments used an alternative solvent means ethanol and corn oil, which contained about 60% by volume of α-terpineol, about 20% by volume /3-terpineol and about 20 volumes. Comparison of % 7-terpineol compositions. As indicated in Table 7 provided below, the performance of ethanol and corn oil was surprisingly substantially lower than comprising 60% by volume of alpha-terpineol, about 20% by volume of terpineol and about 20% by volume. - a composition of terpineol. For example, although this terpineol composition achieves complete or nearly complete extraction of extractable hydrocarbons, ethanol produces only 10% recyclable hydrogen compounds, while heated corn oil produces only 33% recoverable hydrogen compounds. . Table 7 Chemical tar sand weight, gram extractable HC weight, gram extraction solvent weight tar sand to solvent ratio extracted HC amount, gram extracted HC percentage temperature, °C exposure time, minute ethanol 15 2.0 15.0 1 :1 0.2 10 15 15 Corn oil 30 3.9 60.0 2:1 1.3 33 175 30 60/20/20 Terpineol 60 7.8 60.0 1:1 7.6 97 65 30 60/20/20 Terpineol 60 7.8 31.6 2:1 9.6 123 96 30 As shown in Table 8 below, the performance of various turpentine liquid formulations is provided. 134584 -53- 200914599 includes turpentine liquid containing only alpha-terpineol and containing terpineol in combination with various known organic solvents. Formulation. The first three compositions set forth in the table include alpha-terpineol, /3-terpineol, and r-terpineol. For example, the first composition comprises about 60% by volume of terpineol, about 30% by volume of 3-terpineol, and about 10% by volume of r-piperol. These results surprisingly show that when the concentration of the alcohol increases, the performance of the turpentine liquid increases until the turpentine liquid contains approximately 70% alpha-terpineol, achieving complete extraction of the hydrocarbon material from the tar sand sample. The point. The second set of data was presented for the extraction of tar sands with hydrocarbons from pure terpineol. As shown, achieving greater than 100% extraction may be due to inconsistencies in the hydrocarbon content of the sample. However, these results generally confirm the surprising result that alpha-terpineol can extract substantially all recoverable hydrocarbons from the tar sands sample. Finally, the last data provided in Table 8 illustrates the effectiveness of a hybrid system of alpha-terpineol with known organic solvents. As shown, the substantially complete recovery of the recoverable hydrocarbon is achieved by a composition comprising a ratio of alpha-terpineol to ethanol in a 1:1 ratio. This is surprising because pure ethanol removes only about 10% of the total recoverable hydrogen absorbing compounds. In addition, a blend system containing alpha-terpineol versus terpene, whether in a ratio of 1:1 or 3:1, still results in 77% and 92% recovery of the total recoverable hydrocarbon. This is an unexpected result. Table 8 Chemical composition tar sand weight, gram extractable HC weight, gram solvent weight tar sand to solvent ratio The amount of HC extracted, gram of extracted HC percentage temperature, °C exposure time, minute 60/30/10 萜Alcohol 60 2.0 60.0 1:1 7.1 91 96 30 134584 -54- 200914599

40/30/20 60 7.8 60.0 [Ϊ1^ R—1 萜品醇 -—1 60 96 30 70/20/10 60 7.8 60.0 萜品醇 ™"-----——*- 101 30 100/0/0 60 7.8 60.0 ίΐΤ- 萜品醇 128 96 30 100/0/0 60 7.8 120.0 — 1:2 ~8J^〜 不占品醉 ITT 96 30 100/0/0 「60 7.8 31.0 — 益品醇 y.6 123 96 30 50% a - 15 2.0 15.0 ~~ 萜品醇 /50% 乙醇 103 65 30 80% a - 15 2.0 15.0 1:1 箱品醇 /20% 乙醇 ---- 62 Ί? 15 75% a - 30 3.9 25.0 ττ^τ 莊品醇 /25% 甲苯 92 Is 15 50% a - 30 3.9 26.0 —-1:0.9 帖品醇 /50% 曱苯 — 77 96 30 50% a - 30 3.9 26.0 — Ti〇9 帖品醇 /50% 二曱苯 **********— ~ 61 30 L------ 於本專利說明書中,且尤其是在^--- 含碳氫化合物之材料萃取含碳實例中所述關於自 係為令人意外的。 九氧化合物有機物質之結果, 為獨特地確認構件,而非音袖 二等術語應被解 定排序。 …_構件^驟之任何 1345S4 •55- 200914599 畲於本文中使用時,約與大約術語應被解釋為 列舉數值5%内之任何數值。再者,關於數值範圍 約術語之敘述’應被解釋為 兩者。當於本文中使用時, 解釋為獨特地確認構件,而 何特定排序。 包含在所 之約與大 包含所列舉範圍之上端與下端 第一、第二、第三等術語應被 非意謂5戈限制構件或步驟之任40/30/20 60 7.8 60.0 [Ϊ1^ R-1 Terpineol--1 60 96 30 70/20/10 60 7.8 60.0 Terpineol TM"------** 101 30 100/ 0/0 60 7.8 60.0 ίΐΤ- Terpineol 128 96 30 100/0/0 60 7.8 120.0 — 1:2 ~8J^~ Not intoxicating ITT 96 30 100/0/0 "60 7.8 31.0 — Yi Pin Alcohol Y.6 123 96 30 50% a - 15 2.0 15.0 ~~ Terpineol/50% Ethanol 103 65 30 80% a - 15 2.0 15.0 1:1 Box alcohol/20% Ethanol---- 62 Ί? 15 75% a - 30 3.9 25.0 ττ^τ Zhuang Pinenol/25% Toluene 92 Is 15 50% a - 30 3.9 26.0 —1:0.9 Phytosterol/50% Benzene — 77 96 30 50% a - 30 3.9 26.0 — Ti〇9 Phytosterol/50% Diphenylbenzene**********—~ 61 30 L------ In this patent specification, and especially in ^--- It is surprising that the self-structuring of the carbon-containing material in the carbon-extracting example is the result of the nine-oxygen compound organic matter, in order to uniquely identify the component, rather than the second term of the sound sleeve should be sorted. Any of the components of the 1345S4 •55- 200914599 As used herein, the terms about and the terms should be interpreted as any numerical value within 5% of the numerical value. Again, the description of the terms in the numerical range should be interpreted as both. When used in this context, the explanation For the unique identification of components, and what is specifically ordered. The terms first, second, third, etc., which are included in the upper and lower limits of the range of the approximate and large inclusions, should be used to mean not to limit the components or steps.

置之—項具體實 一項具體實 具體實施例 雖然本發明已僅在一些其具體實施例中經顯示或加以描 述,但熟諳此藝者應明瞭的是’其並非被如此限制,而= 在未偏離本發明之範圍下容易接受各種改變。 疋 【圖式簡單說明】 圖1為關於自焦油砂回收碳氫化合物裝 施例之示意圖。 圖2為關於自油頁岩回收碳氫化合物農置之 施例之示意圖。 圖3為關於自煤回收碳氫化合物裝置之一項 之示意圖。 圖4為關於自表面下儲槽加強回收碳氫化合 一 。 σ初之示意 【主要元件符號說明】 100 裂置 102松節油液體供應處 104泵 106焦油砂試樣 108輪送機 134584 -56- 200914599 110 接觸容器或萃取容器 112 保持槽桶 114 多個淺盤或葉片 116 出口 118 濾器 120 泵 122 保持槽桶 124 管線 126 第二個輸送機 200 裝置 202 油頁岩試樣 204 研磨機或壓碎機 206 第一個輸送機 208 接觸容器 210 松節油液體供應處 212 入口 214 多個淺盤或葉片 216 出口 218 泵 220 保持槽桶 222 管線 224 第二個輸送機 300 裝置 302 煤試樣 134584 -57- 200914599 304 研磨機或壓碎機 306 第一個接觸容器 308 松節油液體供應處 310 泵 312 混合設置 313 第一個接觸容器出口 314 泵 316 第二個接觸容器 318 一系列淺盤或葉片 320 接觸容器出口 322 泵 324 保持槽桶 326 管線 328 輸送機 400 製程 402 表面 404 含竣氫化合物之儲槽 406 生產井 408 注射井 410 管線 412 管線 134584 -58-DETAILED DESCRIPTION OF THE INVENTION Although the invention has been shown or described in some specific embodiments thereof, it should be understood by those skilled in the art that it is not so limited, and Various changes are readily accepted without departing from the scope of the invention.疋 [Simplified description of the drawings] Fig. 1 is a schematic view showing an example of the recovery of hydrocarbons from tar sands. Figure 2 is a schematic illustration of an embodiment of the recovery of hydrocarbons from oil shale. Figure 3 is a schematic illustration of one of the hydrocarbon recovery units from coal. Figure 4 shows the enhanced recovery of hydrocarbons from subsurface storage tanks. σ initial indication [main component symbol description] 100 rupture 102 turpentine liquid supply 104 pump 106 tar sand sample 108 round 134584 -56- 200914599 110 contact container or extraction container 112 holding the tank 114 multiple platters or Blade 116 outlet 118 filter 120 pump 122 holding tank 124 line 126 second conveyor 200 unit 202 oil shale sample 204 grinder or crusher 206 first conveyor 208 contact vessel 210 turpentine liquid supply 212 inlet 214 Multiple Shallow Discs or Blades 216 Outlet 218 Pump 220 Hold Tank 222 Line 224 Second Conveyor 300 Unit 302 Coal Sample 134584 -57- 200914599 304 Grinder or Crusher 306 First Contact Vessel 308 Turpentine Liquid Supply At 310 Pump 312 Mixing Setup 313 First Contact Vessel Exit 314 Pump 316 Second Contact Vessel 318 A Series of Shallow Discs or Blades 320 Contact Container Outlet 322 Pump 324 Hold Tank 326 Line 328 Conveyor 400 Process 402 Surface 404 Containing 竣Hydrogen storage tank 406 production well 408 injection well 410 line 412 line 134584 -58-

Claims (1)

200914599 申請專利範圍: 1. 種自含碳氫化合物之材料萃取含碳氫 之方法,其包括以下步驟: 句有機物質 提供第一種液體,包含松節油液體; 使含碳氫化合物之材料與,該松節油液體接、 混合物’及形成殘留物質’萃取現合物 〜份含碳氫化合物之有機 至 留物質包含至少-部份得自含碳氫化合殘 r生物貝,其不可溶於松節油液體中; 个岭 使萃取混合物與殘留物質分離;及 使萃取混合物分雜忐楚 . 成第—部份與第二部份,萃取、,曰人 物之第一部份包令 十取此合 部份…二 合物產物流,其包含至少- 二™合物之有機物質,萃取 2 包含至少-部份松節油液體。 * — 2·如铂求項1之方法,1 Lj 節油、合成松節油、”;:=油液體係選自包括天然松 純品醇、心醇:rr :油、松油、咖、卿、 ㈣、r-㈣及其混合物“醇、㈣樹脂、㈣烯、尽 3·如請求項1之方法,其 醇、3-菩烯、二戊烯(對該松節油液體係選自包括香葉 氫過氧化2-蒎烷、萜/广何义8-二烯)、諾波(n〇P〇1)、蒎烷、 (myceno〗)、显韶 醇水合物、2-蒎醇、二氫米仙醇 ,、艉驷、對、薄 物: 醇、醋酸對-薄荷旨、;:’、醋酸㈣二醇酿、香茅 ' '搜二氫香茅醛、蓋醇及其混合 134584 200914599 4·如請求们之方法,其中該松節油液體係選自包 月®、崁烯;對曱基異丙基苯、茴香醛、37— 回香 稀、醋酸異福醋、羅勒烯、別羅勒稀 '別… 甲氧基-2,6-二甲基-7,8-環氧基辛烷、棒/類、2_ 其一 才早% '檸檬醛、7_甲氣 基一虱-香茅醛、10-樟腦磺酸 '香茅 羊1 物。 日矛齡、溥荷酮及其混合 5. 如請求们之方法,其中該含 栌忐φ η π 切 < 有機物質為固 f L· 體或+固體,其中該含碳氫化合物 物之材枓包含許多粒子, δ亥粒子具有平均粒子直徑。 6. 如請求項5之方法,其中 25毫来。 甲十勾粒子直徑為約0.74毫米至約 7. ^青未項i之方法,其進一步包括將第二種液體添加至松 即油液體中之步驟’第二種液體係選自包括低碳脂族醇 類、低碳烧類、低碳芳族化合物、脂族胺類、芳族胺 其混合物。 8. 如吻求項7之方法’其中該第二種液體係選自包括乙醇、 丙=、異丙醇、丁醇、戊院、庚院、己烧、苯、甲苯、二 甲笨' 4、四氫萘、三乙胺、苯胺及其混合物。 9. 如明求項8之方法,纟中使含碳氣化合物《材料與該松節 油液體接觸之步驟係、進—步包括在約水彿點之溫度下泰 加水之步驟。 10. 如明求項i之方法,其進一步包括以下步驟,在使松節油 液體與含碳氫化合物材料接觸之前,將松節油液體加熱至 高於環境溫度至約20(TC之點之溫度。 134584 200914599 n.如請求項i之太 ,、乂 法,/、中該含碳氫化合物之材料舆該松節 油液體係在約咖104巴斯卡(0.1大氣壓)至約5.〇xi〇6巴斯卡 (50.0大氣壓)之壓力下接觸。 12.如請求項1夕士、+ 、 方法,其進一步包括供應至少一部份萃取混 合物之第二部份至接觸步驟。 C m j項1之方法,其進—步包括以下步驟,提供用於使 X厌氫化口物之有機物質與該松節油液體,當場在含有 該含碳氫化合物有機物質之地下構造中接觸之設置,及用 也下構坆萃取该含碳氫化合物有機物質之設置。 14. 如請求項1之方法,其中 /、〒3奴虱化合物之材料係被該松節 油液體在低於約300。(:之溫度下接觸。 15. 如請求項1之方法,並中. ,、宁3厌虱化合物之材料係被該松節 油液體在低於約6〇t之溫度下接觸。 c 16. 如請求们之方法,其中含碳氫化合物之材料係在地下構 造中’且含碳氫化合物之材料與該松節油液體之接觸係當 場發生在該地下構造中;並進一步包括以下步驟 經過與地下構造呈流體連通之生產井回收萃取混合 物,其令殘留物質當場仍然留在地下構造中。 17. 如請求項16之方法’其進一步包括 枯时循龟流再注入注射井 中’供碳氫化合物材料之進一步萃取之+驟 18. 如請求項16之方法’其中地下構造# 再k係進仃碳氫化合物材料 之初期回收。 19. 如凊求項1之方法,其中松節油液於&人p 體包含至少約30體積% α -萜品醇與至少約I5% /3-萜品醇。 134584 200914599 20. 如請求項i 之方法,其中松節油液體包 品醇與至少 匕3 5〇體積% α-萜 夕約20體積%尽萜品醇之間。 21. 如請求们之方法,其中松節油進 烯、吨稀或r_㈣。 π3至少—種純 •如。月求項1之方法’纟中松節油液體 品醇,装由# α-帖品醇與尽萜 其中-帖品醇謂品醇之比例為至少約13:1。 °月,項1之方法,其中松節油液體 «醢* ®包含帖品醇與尽萜200914599 Patent Application Range: 1. A method for extracting hydrocarbon-containing materials from a hydrocarbon-containing material, comprising the steps of: providing a first liquid, comprising a turpentine liquid; and a hydrocarbon-containing material, The turpentine liquid connection, the mixture 'and the residual material' extraction extract - the hydrocarbon-containing organic retention material comprises at least - part of the hydrocarbon-containing residue, which is insoluble in the turpentine liquid; The ridge causes the extraction mixture to separate from the residual material; and the extraction mixture is mixed. The first part and the second part, the extraction, and the first part of the character are ordered to take the part... A product stream comprising at least a second metal compound, and the extract 2 comprising at least a portion of a turpentine liquid. * — 2· For example, the method of platinum claim 1, 1 Lj oil-saving, synthetic turpentine, “;:= the oil system is selected from the group consisting of natural pine pure alcohol, heart alcohol: rr: oil, pine oil, coffee, Qing, (d), r- (four) and mixtures thereof "alcohol, (four) resin, (tetra) alkene, according to the method of claim 1, the alcohol, 3-pungene, dipentene (the turpentine oil system is selected from the group consisting of fragrant hydrogen 2-decane peroxide, 萜/广何义 8-diene, nopo (n〇P〇1), decane, (myceno), sterol hydrate, 2-nonanol, dihydromethane Xian alcohol, 艉驷, 、, thin matter: alcohol, acetic acid, - mint,;: ', acetic acid (tetra) diol brewing, lemongrass ' ' search dihydro citronellal, capitol and its mixture 134584 200914599 4 · such as The method of the requester, wherein the turpentine oil system is selected from the group consisting of Baoyue®, decene; p-menthenyl cumene, anisaldehyde, 37-back fragrant, acetic acid iso- vinegar, basilene, and bile rare... Oxy-2,6-dimethyl-7,8-epoxyoctane, rod/class, 2_one early % 'citrate, 7-methyl-one-anthraquinone-citronellal, 10-camphor Sulfonic acid 'citronella 1'. Japanese lanceone, ketone ketone and its mixture 5. According to the method of the requester, wherein the 栌忐φ η π cut < organic substance is a solid f L · body or a + solid, wherein the hydrocarbon-containing material枓 contains many particles, and δ hai particles have an average particle diameter. 6. As requested in item 5, 25 of them. The method of the ninth liquid system is selected from the group consisting of about 0.74 mm to about 7. The method further comprises the step of adding the second liquid to the loose oil liquid. The second liquid system is selected from the group consisting of low carbon fat. A mixture of a group of alcohols, low carbons, low carbon aromatics, aliphatic amines, aromatic amines. 8. The method of claim 7, wherein the second liquid system is selected from the group consisting of ethanol, propane, isopropanol, butanol, pentylene, Gengyuan, hexane, benzene, toluene, and dimethyl strepene 4 , tetrahydronaphthalene, triethylamine, aniline and mixtures thereof. 9. The method of claim 8, wherein the step of contacting the carbonaceous compound material with the turpentine liquid comprises the step of adding water to the temperature of the water point. 10. The method of claim i, further comprising the step of heating the turpentine liquid to a temperature above ambient temperature to about 20 (TC point) prior to contacting the turpentine liquid with the hydrocarbon-containing material. 134584 200914599 n If the request item i is too, the 乂 method, /, the hydrocarbon-containing material 舆 the turpentine oil system in about 50 psi (0.1 atm) to about 5. 〇 xi 〇 6 Baska ( Contact at a pressure of 50.0 atmospheres. 12. The method of claim 1, wherein the method further comprises supplying at least a portion of the second portion of the extraction mixture to the contacting step. The method of C mj, the method of The step includes the steps of: providing an organic substance for X-hydrogenating the port and the turpentine liquid, contacting the underground structure in the organic structure containing the hydrocarbon-containing organic substance, and extracting the carbon-containing material by using the lower structure 14. The method of claim 1, wherein the material of the /, 〒3 slave compound is contacted by the turpentine liquid at a temperature of less than about 300. (: at the temperature. The method of 1, and the materials of the ruthenium compound are contacted by the turpentine liquid at a temperature of less than about 6 〇 t. c 16. The method of the request, wherein the hydrocarbon-containing material is The contact between the hydrocarbon-containing material and the turpentine liquid in the subterranean formation occurs in the subterranean formation; and further includes the step of recovering the extraction mixture through a production well in fluid communication with the subterranean formation, the residual material The spot remains in the subterranean formation. 17. The method of claim 16 which further comprises the step of re-injecting the turtle stream into the injection well during the dry process for further extraction of the hydrocarbon material. [Step 18. The method of claim 16] In the method of claim 1, wherein the turpentine oil comprises at least about 30% by volume of α-terpineol and at least about 5% of the body of the turpentine oil. I5% /3-terpineol. 134584 200914599 20. The method of claim i, wherein the turpentine liquid packaged alcohol is at least 20% by volume with at least 〇3 5 vol% α-萜Between alcohols and alcohols. 21. As requested by the method, turpentine is introduced into the olefin, ton or r_(iv). π3 at least - pure; such as the method of the monthly solution 1 '纟中松油油醇醇,装# α- The ratio of the alcohol to the alcohol is at least about 13:1. ° month, the method of item 1, wherein the turpentine liquid «醢* ® contains the alcohol and the alcohol 口〇 —、中喊品醇對純品醇之比例為至少約 物=未項】自含碳氣化合物之材料萃取含碳氯化合物有機 物貝之方法,該錢化合物之材料包括焦油砂, 其中含碳氫化合物之材料與該松節油液體之接觸係包 括以下步驟,供應焦油砂至萃取容器之内部部份,及 供應松節油液體至萃取容器之内部部份,歷經一段可 知作以自含碳氫化合物之材料萃取實質部份含碳氫化 合物有機物質之時期。 25·如=求項i自含碳氫化合物之材料萃取含碳氫化合物有機 物貝之方法,該碳氫化合物材料包括油頁岩,此方法進— 步包括以下步驟: 將含碳氫化合物之有機物質研磨,以產生許多粒子, 此粒子係界定平均直徑大小在4.8毫米至25毫米之範圍 内’以致使該多個粒子係接觸松節油液體。 26.如請求項丨自含碳氫化合物之材料萃取含碳氫化合物有機 物質之方法’該;5炭氫化合物材料包括煤,此方法進—步包 括以下步驟: 134584 200914599 將含碳氫化合物之有機物質研磨,以產生許多粒子, 此粒子係界定平均直徑大小在0.8毫未至_毫米之範 圍内,以致使該多個粒子係接觸松節油液體。 A一種萃取含碳氫化合物有機物質之組合物,此組合物包含 至少約3〇體積%之心醇與至少約K)體積%境品 醇。 %如請求⑽之組合物,其中該組合物包含㈣與㈣㈣ 間之仏帖品醇及約2〇與如體積%間之純品醇。 29·如請求項27之組合物,其亦包含至高2〇體脚蘇品醇。 3〇.如凊求項27之組合物,其亦包含至高如體積%之至少—種 化:物,選自包括天然松節油、合成松節油、礦物松節油' 4烯、純稀、純烯、純烯及㈣締。 31.ΓίΓ員27之組合物’其亦包含至少—種化合物,選自包 t切、3.㈣、二戊烯则荷娘二.諾波㈣01)、 a、虱過氧化2顧、b醇水合物、2铺、二氯米 ===異龍腦、對.薄荷辦、醋酸純二 香茅醇、醋酸對_薄荷_8_基 混合物。 7一香茅盤、蓋醇及其 32:請求項27之組合物’其亦包含至少-種化合物,選自包 括大菌香腦、褒稀、對甲基異丙基苯1香mi mr_si、羅勒稀、別羅勒稀'«勒 趁\曱氧/曱基|環氡基辛垸、樟腦、檸檬 及盆1物土二鼠-香茅駿、1 〇_棒腦績酸、香茅酸、薄荷酮 及其混合物。 j 134584 200914599 33. 如請求項27之組合物,其亦包含至高約1〇體積% 士萜烯與 至高約10體積% /5-萜烯。 34. 如請求項27之組合物,其中組合物亦包含約3〇與7〇體積% 間之α-萜品醇及約25與55體積%間之尽萜品醇。 35. 如請求項27之組合物,其中組合物亦包含約45與肋體積% 間之α-萜品醇及約15與45體積%間之尽萜品醇。 36. 如請求項27之組合物,其中組合物亦包含約4〇與%體積% 間之α-萜品醇及約3〇與4〇體積%間之尽萜品醇。 37. 如請求項27之組合物,其中組合物亦包含約5〇與7〇體積% 間之π萜品醇及約30與4〇體積%間之尽萜品醇。 38·如請求項27之組合物,其亦包含至高約5體積% 4㈣ 至高約5體積%尽萜稀。 39. 如請求項27之組合物,其中組合物亦包含約如與㈣積% 間之α-萜品醇及至高約3〇體積%尽萜品醇。 40. 如請求項27之組合物,豆中组人妝 “ 明,、Τ,、且σ物亦包含約60與95體積% 間之α-萜品醇及至高約3〇體積%序萜品醇。 41. 種自含石厌鼠化合物之材料萃取含碳氮化合物有機物質 之方法,此方法包括以下步驟: 提供第-種液體,包含松節油液體,此松節油液體包 含π萜品醇; 使含碳氫化合物之材料與該松節油液體接觸,以致形 成萃取混合物,及形成殘留物質,萃取混合物包含至 =-部份含碳氫化合物之有機物質與松節油液體,殘 留物質包含至少-部份得自含石矣氣化合物材料之不溶 134584 200914599 性物質,其不可溶於松節油液體中;及 使萃取混合物與殘留物質分離。 42. 如請求項41之方法,其進一步包括以下步驟,使萃取混合 物分離成碳氫化合物產物流與循環流,碳氫化合物產物流 包含至少一部份含碳氫化合物之有機物質,循環流含有至 少一部份松節油液體。 43. 如請求項42之方法,其進一步包括使循環流再循環,以接 觸含礙氫化合物材料之步驟。 44. 一種自固體或半固體含碳氫化合物之材料回收含碳氫化 合物有機物質之裝置,其包括: 松節油液體供應處,包括含有益品醇之松節油液體, 用於自含碳氫化合物之材料萃取含碳氫化合物之有機 物質; 接觸容器,該接觸容器具有第一個入口,且係經過該 第一個入口,與松節油液體供應處呈流體連通,接觸 容器係為可操作以經過第二個入口在内部部份中接受 含碳氫化合物之材料,接觸容器係為可操作以將含碳 氫化合物之材料與松節油液體保持在接觸容器之内部 部份中,歷經可操作以形成萃取混合物與殘留物質之 預定量時間,萃取混合物包含至少一部份含碳氫化合 物之有機物質與松節油液體,殘留物質包含至少一部 份得自含碳氳化合物材料之不溶性物質,其不可溶於 松節油液體中;接觸容器包括用於自接觸容器回收萃 取混合物之第一個出口,及用於自接觸容器回收殘留 134584 200914599 物質之第二個出口 ’接觸 攪拌; 手' 為可操作以允許機械 保持槽桶,該保持槽桶係經過 體連通,其中保持槽桶係 、I,與接觸容器呈流 器之萃取混合物,苴 木作以接收來自接觸容 八τ官線包杯、、金 過至保持槽桶;及 德器’以防止固體通 收集設置,用於收集來 。。 物質。 各器第二個出口之殘留 45. 如請求項44之裝置,其進—步勺 分離容器,該分離容器係為用=接收萃取混合物之 物之有機物質與松節油液體分^ U霄質上使含碳氫化合 46. 如請求項44之裝置,其進—步勺。 之松節油液體之循環流,$:包括用於接收來自分離容器 器之松節油液體返回接觸容V"流可操作以使來自分離容 47. 如請求項44之裝置,其進_^~’供重複利用。 設計以降低含碳氫化/合物材=包括研磨機,該研磨機係經 液體松節油接觸。 ;斗之大小,以與接觸容器中之 48. 如請求項44之裝置,其中誃 其進—步包括多個經設^ ^容器為迴轉式傾斜濾器, 合物材料之接觸時間M控制松節油液體與含石炭氫化 49如請茶片或遷盤。 s °月求項44之裝置,其中 接觸容器之設置包括輸送^^1進含碳氫化合物之材料至 5〇·如請求項44之裝置,其中兮° 碳氫化合物之材料與松節了妾觸容器進-步包括用於將含 P '由液體混合之設置。 134584 200914599 凡如請求項44之裝i 器之第二個接觸容器,龙中第聯結至第-個接觸容 松:油液體與_材料之入:用:接, 取混合物之第_個出 ; v 部份萃 -Λη . 用於移除來自混合容之至+ 礼殘留物質之第二個出口一 A之至少 於第-個接觸容器與、中弟二個接觸容器係位 52.如請求料之裝置,且被聯結至彼等。 入口。 V ^括濾器,位於接觸容器之 53·-種自焦油砂回收含碳氫化 包括·· V噶钺物質之方法,此方法 獲得焦油砂,包合可· 提供 Π收έ碳氫化合物之有機物質; 耠供弟-種液體’包含松、 有I!品醇; 夜體此权即油液體含 供應焦油砂試樣至接網☆ DD 接觸谷盗,該接觸容器包括至少一 個用於供應松節油液體之入口; 使焦油砂試樣盘私銘、.丄、六g /即油液體在接觸容器中接觸,並將 …、油π試樣與松節油夜^ t 狀體攪動,以致形成萃取混人 物,及形成殘留物質,萃取、β D "合物包含至少一部份含 人里。之有機物質與松節油液體,殘留物質包含 至少一部份得自隹油石少之π、— ω & Μ 八不洛性物質,其不可溶於松 即油液體中,該接觸容器 油液體之入口; L括至一用於供應松節 使萃取混合物與殘留物質分離; 使萃取混合物分離成碳氫化合物產物流與松節油液體 134584 200914599 循環流’該碳氫化合物產物流包含至少一邱 θ y °卩份得自焦 油砂之含碳氫化合物之有機物質;及 使至少一部份松節油液體循環流再循環至接觸步驟; 其中該松節油液體包含萜品醇與尽萜品醇。 •〜種自粉碎之含碳氫化合物之油頁岩回收含碳氫化合物 有機物質之方法,此方法包括: 提供粉碎之含碳氫化合物之油頁岩;The method of extracting a chlorocarbon-containing organic material from a material containing a carbon-gas compound, the material of the money compound includes tar sand, including The contact of the hydrocarbon material with the turpentine liquid comprises the steps of supplying the tar sand to the inner portion of the extraction vessel and supplying the turpentine liquid to the inner portion of the extraction vessel for a period of time from the self-contained hydrocarbon The period during which the material extracts a substantial portion of the hydrocarbon-containing organic material. 25. If the method of extracting a hydrocarbon-containing organic matter from a hydrocarbon-containing material, the hydrocarbon material comprises oil shale, the method further comprising the steps of: placing an organic substance containing a hydrocarbon Grinding to produce a plurality of particles that define an average diameter ranging from 4.8 mm to 25 mm to cause the plurality of particles to contact the turpentine liquid. 26. A method of extracting a hydrocarbon-containing organic material from a hydrocarbon-containing material as claimed in the claims; 5; the hydrocarbon material comprising coal, the method further comprising the steps of: 134584 200914599 comprising a hydrocarbon The organic material is ground to produce a plurality of particles that define an average diameter ranging from 0.8 millimeters to _ millimeters such that the plurality of particles are in contact with the turpentine liquid. A composition for extracting a hydrocarbon-containing organic material, the composition comprising at least about 3% by volume of cardol and at least about K) by volume of sterol. %. The composition of claim (10), wherein the composition comprises between (4) and (4) (iv) and a mixture of about 2% and 5% by volume of pure alcohol. 29. The composition of claim 27, which also comprises up to 2 steroidal saponin. 3. The composition of claim 27, which also comprises at least as high as 5% by volume - a species selected from the group consisting of natural turpentine, synthetic turpentine, mineral turpentine '4 ene, pure dilute, pure olefin, pure olefin And (4) to conclude. 31. The composition of Γ Γ 27 27 '' also contains at least one compound selected from the group consisting of t-cut, 3. (four), dipentene, and Niang II. Novo (4) 01), a, 虱peroxidation 2, b alcohol Hydrate, 2 shop, dichloromethane === isoborneol, p. mint, acetic acid pure dicimolol, acetic acid p-menthyl_8_ base mixture. 7 citronella dish, capitol and its 32: the composition of claim 27, which also comprises at least one compound selected from the group consisting of large scented brain, scorpion, p-methyl isopropyl benzene, mi mr_si, Basil, Benedict, 'Leh, 曱, 曱, 曱, | | 氡 氡 氡 氡 氡 樟 樟 樟 樟 樟 樟 樟 樟 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香 香Menthone and its mixtures. j 134584 200914599 33. The composition of claim 27, which also comprises up to about 1% by volume of gemene and up to about 10% by volume of /5-decene. 34. The composition of claim 27, wherein the composition further comprises between about 3 and 7 volume percent of alpha-terpineol and between about 25 and 55 volume percent of terpineol. 35. The composition of claim 27, wherein the composition further comprises between about 45 and rib volume % of alpha-terpineol and between about 15 and 45 volume percent of terpineol. 36. The composition of claim 27, wherein the composition further comprises between about 4% and % by volume of alpha-terpineol and between about 3 and about 4% by volume of terpineol. 37. The composition of claim 27, wherein the composition further comprises between about 5 and 7 volume percent of π terpineol and between about 30 and 4 volume percent of terpineol. 38. The composition of claim 27, which further comprises up to about 5% by volume 4 (four) up to about 5% by volume. 39. The composition of claim 27, wherein the composition further comprises between about -4% by weight of alpha-terpineol and up to about 3% by volume of terpineol. 40. The composition of claim 27, wherein the composition of the group of beans comprises "Ming, Τ, σ, and σ also comprises between about 60 and 95 vol% of alpha-terpineol and up to about 3% by volume of the sputum product. 41. A method for extracting a carbon-nitrogen-containing organic material from a material containing a stone-containing compound, the method comprising the steps of: providing a first liquid comprising a turpentine liquid, the turpentine liquid comprising π-terpineol; The hydrocarbon material is contacted with the turpentine liquid such that an extraction mixture is formed and a residual material is formed. The extraction mixture comprises to a portion of the hydrocarbon-containing organic material and the turpentine liquid, and the residual material comprises at least a portion of the Insoluble in shale gas compound material 134584 200914599 A substance which is insoluble in turpentine liquid; and separates the extraction mixture from the residual material. 42. The method of claim 41, further comprising the step of separating the extraction mixture into carbon a hydrogen product stream and a recycle stream, the hydrocarbon product stream comprising at least a portion of the hydrocarbon-containing organic material, the recycle stream containing A portion of the turpentine liquid. 43. The method of claim 42, further comprising the step of recycling the recycle stream to contact the hydrogen-containing compound material. 44. Recycling a material from a solid or semi-solid hydrocarbon-containing material A hydrocarbon-containing organic substance device comprising: a turpentine liquid supply, comprising a turpentine liquid containing a beneficial alcohol, an organic substance for extracting a hydrocarbon-containing material from a hydrocarbon-containing material; a contact container, the contact container Having a first inlet through the first inlet in fluid communication with a turpentine liquid supply, the contact vessel being operable to receive a hydrocarbon-containing material in the interior portion through the second inlet, contacting The container is operable to retain the hydrocarbon-containing material and the turpentine liquid in an interior portion of the contact vessel for a predetermined amount of time operable to form the extraction mixture and the residual material, the extraction mixture comprising at least a portion of the carbonaceous material An organic substance of a hydrogen compound and a turpentine liquid, the residual substance comprising at least a part derived from carbon An insoluble material of a bismuth compound material that is insoluble in the turpentine liquid; the contact vessel includes a first outlet for recovering the extraction mixture from the contact vessel, and a residual outlet for recovering the residue from the contact vessel 134584 200914599 second outlet of the substance 'contact Stirring; the hand' is operable to allow the mechanical retention of the tank, the holding tank is connected through the body, wherein the tank is kept, the I, and the extraction mixture of the contact vessel, the coffin is made to receive from the contact τ official line bag cup, gold over to keep the tank; and the German 'to prevent solids collection, for collection. Material. Residue of the second exit of each unit 45. As requested in item 44, Further, the separation container is a mixture of an organic substance that receives the extraction mixture and a turpentine liquid to hydrogenate the carbon. 46. The apparatus of claim 44 is further advanced. Spoon. The circulating flow of the turpentine liquid, $: includes a turpentine liquid for receiving the return contact volume from the separation vessel. The flow is operable to bring the separation capacity 47. The device of claim 44 is _^~' for repetition use. Designed to reduce hydrocarbon-containing hydrogenation/composites = including a grinder that is contacted with liquid turpentine. The size of the bucket is the same as that of the contact vessel. 48. The apparatus of claim 44, wherein the step further comprises a plurality of containers being a rotary tilt filter, and the contact time M of the composite material controls the turpentine liquid With a charcoal-containing hydrogen 49 such as a tea slice or a plate. The apparatus of claim 44, wherein the setting of the contact vessel comprises transporting the hydrocarbon-containing material to the apparatus of claim 44, wherein the material of the hydrocarbon is loosened with 松. The touch container advance step includes a setting for mixing P' from the liquid. 134584 200914599 Where the second contact container of the device of claim 44, the dragon is connected to the first contact Rongsong: the entry of the oil liquid and the material: use: pick, take the first _ out of the mixture; v Partial extraction - Λη. Used to remove the second outlet A from the mixed volume to + ritual residue at least the first contact container and the middle two contact container line 52. If requested The devices are connected to them. Entrance. V ^ includes a filter, a method for recovering a hydrocarbon-containing material including a V-containing substance from a tar sand in a contact vessel, which method obtains a tar sand, which can provide an organic substance for collecting hydrocarbons耠 耠 - 种 种 种 种 种 种 种 种 种 种 种 种 种 种 种 种 种 油 油 油 油 油 油 油 油 油 油 油 油 油 油 油 油 油 油 油 油 油 油 油 接触 接触 接触 接触 接触 接触 接触 接触 接触 接触 接触 接触The entrance; make the tar sand sample disc private, 丄, six g / oil liquid contact in the contact container, and ..., oil π sample and turpentine night t t shape stir, resulting in the formation of extract mixed characters, And forming a residual substance, the extract, the β D " compound contains at least a part of the person. The organic substance and the turpentine liquid, the residual substance comprises at least a part of π, - ω & 八 八不洛 substance derived from 隹石石, which is insoluble in the oily liquid, the inlet of the contact container oil liquid L is included to supply the pine knot to separate the extraction mixture from the residual material; to separate the extraction mixture into a hydrocarbon product stream and a turpentine liquid 134584 200914599 Circulating flow 'The hydrocarbon product stream contains at least one Qi θ y °卩And a hydrocarbon-containing organic material obtained from the tar sand; and recycling at least a portion of the turpentine liquid recycle stream to the contacting step; wherein the turpentine liquid comprises terpineol and terpineol. • a method for recovering hydrocarbon-containing organic matter from a pulverized hydrocarbon-bearing oil shale, the method comprising: providing a pulverized hydrocarbon-bearing oil shale; 提供第一種液體’包含松節油液體; 將粉碎之含碳氫化合物之油頁岩過濾; 將壓碎之含碳氫化合物之油頁岩餵入接觸容器中,接 觸容器包括至少-個用於供應松節油液體至接觸容器 之入口; °。 使粉碎之:碳氫化合物之油頁岩與松節油液體接觸, 以致形成萃取混合物,及形成殘留物質,萃取混合物 包含至少一部份含碳氫化合物之有機物質與松節油液 ;,殘留物質包含至少-部份得自油頁岩之不溶性物 貝 其不可$谷於松節油液體中, 使萃取混合物與殘留物質分離;及 使萃取混合物中之含碳氫化合物之有機物質與松節油 =分:’以產生碳氫化合物產物流與松節油液體循 二化合物產物流包含至少-部份得自經粉 及“反風化合物之油頁岩之含碳氣化合物有機物質. 少 部份松節油液體循環流再循環至接觸步驟 -10- 200914599 55. -種自富含含碳氫化合物煤之表 合物有機物質之方法,此方法包括:構㈣收含碳氮化 獲得煤,該煤包含可回收之含 蔣性 人虱化&物之有機物質; 將煤研磨,以產生經壓碎煤; 將經壓碎煤過濾; 將經麼碎煤傲入接觸容哭中,^•方4立& 侵啊今„中,该接觸容器包括至少一 個用於供應松節油液體至接 顏碎謀與松節油液體接觸二:二萃取_ 物,及形成殘留物質,萃取混合物包含至少一部份含 碳氫化合物之有機物質與松節油液體,殘留物質包含 至少一部份得自煤之不溶性物質,其何溶於松節油 液體中; 使殘留物質與萃取混合物分離;及 使含碳氫化合物之有機物質與松節油液體分離,以產 生碳氫化合物產物流與松節油液體循環流,該碳氫化 合物產物流包含至少一部份得自煤之含碳氮化合物之 有機物質;及 使至J/邛份松節油液體循環流再循環至接觸步驟。 56.-種增加自聯結至含碳氫化合物表面下構造之生產井回 收含碳氫化合物有機物質之方法,該表面下構造包含含碳 氫化合物之材料,此方法包括: 提供注射井,該注射係與表面下構造呈流體連通; 提供第一種液體,該第一種液體包括含萜品醇之松節 油液體; 134584 200914599 經過注射并、、t h ΑΛ_ 耵井左射松郎油液體並 •J, JSA μ •八構邊卞 共中松筋 油液體與得自含碳氫化合物 即 此士 U 0物表面下構造之含碳氫化合 物有機物質係形成萃取混合物1包含至少一部份含 破氮化合物之有機物質與至少—部份松節油液體; 經過生產井回收來自構造之萃取混合物;及 分離萃取混合物,以產生碳氫化合物產物流與松節油 液流。Providing a first liquid 'containing a turpentine liquid; filtering the pulverized hydrocarbon-containing oil shale; feeding the crushed hydrocarbon-containing oil shale into a contact vessel, the contact vessel comprising at least one for supplying a turpentine liquid To the inlet of the contact container; °. The pulverized: hydrocarbon oil shale is contacted with the turpentine liquid to form an extraction mixture and form a residual material, the extraction mixture comprising at least a portion of the hydrocarbon-containing organic material and the turpentine oil; and the residual material comprises at least a portion The insoluble matter derived from the oil shale is not in the turpentine liquid, separating the extraction mixture from the residual material; and the organic substance containing the hydrocarbon in the extraction mixture and the turpentine =: 'to produce hydrocarbons The product stream and the turpentine liquid-based compound product stream comprise at least a portion of the carbonaceous organic compound derived from the powdered and "anti-wind compound oil shale." A small portion of the turpentine liquid recycle stream is recycled to the contacting step -10- 200914599 55. A method for enriching a peptide organic material rich in hydrocarbon-containing coal, the method comprising: (4) collecting carbonitriding to obtain coal, the coal comprising recyclable containing human genus & Organic matter; grinding coal to produce crushed coal; filtering crushed coal; In the crying, ^•4 4 & invading the current „, the contact container includes at least one for supplying turpentine liquid to the skin to meet the turpentine liquid contact two: two extraction _, and the formation of residual substances, extraction The mixture comprises at least a portion of a hydrocarbon-containing organic material and a turpentine liquid, the residual material comprising at least a portion of the insoluble matter derived from coal, which is soluble in the turpentine liquid; separating the residual material from the extraction mixture; The organic material of the hydrocarbon is separated from the turpentine liquid to produce a hydrocarbon product stream and a turpentine liquid recycle stream, the hydrocarbon product stream comprising at least a portion of the organic matter from the coal-containing carbon-nitrogen compound; The J/邛 turpentine liquid recycle stream is recycled to the contacting step. 56. A method of recovering a hydrocarbon-containing organic material from a production well coupled to a hydrocarbon-containing surface under construction, the subsurface construction comprising a hydrocarbon-containing material, the method comprising: providing an injection well, the injection The system is in fluid communication with the subsurface structure; a first liquid is provided, the first liquid comprises a turpentine liquid containing terpineol; 134584 200914599 After injection, and th ΑΛ _ 耵 左 左 松 松 松 松 松 松 松 松 松 松 松 松 松 松• • 八 卞 卞 卞 卞 卞 松 松 卞 液体 形成 形成 形成 形成 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八 八The substance and at least a portion of the turpentine liquid; the extraction mixture from the structure is recovered through the production well; and the extraction mixture is separated to produce a hydrocarbon product stream and a turpentine stream. 134584 -12-134584 -12-
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