WO1992015396A1 - Materiau adsorbant - Google Patents

Materiau adsorbant Download PDF

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Publication number
WO1992015396A1
WO1992015396A1 PCT/GB1992/000241 GB9200241W WO9215396A1 WO 1992015396 A1 WO1992015396 A1 WO 1992015396A1 GB 9200241 W GB9200241 W GB 9200241W WO 9215396 A1 WO9215396 A1 WO 9215396A1
Authority
WO
WIPO (PCT)
Prior art keywords
acid
calculated
adsorbent material
clay mineral
oil
Prior art date
Application number
PCT/GB1992/000241
Other languages
English (en)
Inventor
Roger Skelton Taylor
Mary Elizabeth Davies
Philip James Turner
Original Assignee
Laporte Industries Limited
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Laporte Industries Limited filed Critical Laporte Industries Limited
Priority to JP50405192A priority Critical patent/JPH06504946A/ja
Priority to BR9205682A priority patent/BR9205682A/pt
Publication of WO1992015396A1 publication Critical patent/WO1992015396A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B3/00—Refining fats or fatty oils
    • C11B3/10—Refining fats or fatty oils by adsorption
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
    • B01J20/10—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate
    • B01J20/12—Naturally occurring clays or bleaching earth

Definitions

  • This invention relates to an adsorbent material comprising an acid-treated clay mineral, to a process for the production of the same and to the purification of oils using the same.
  • Oils of animal or vegetable origin are produced in large quantities for use in the food industry.
  • These oils for example the triglyceride oils of vegetable origin such as sunflower seed oil, soya oil, rapeseed oil, coconut oil, palm oil and groundnut oil contain, as extracted, a variety of constituents which affect the colour, stability, taste or smell of the oil, and which require to be removed before the oil is saleable as an acceptable product.
  • phosphorous compounds of widely varying compositions are complex esters of phosphoric acid, glycerides and a nitrogenous base. These esters may vary in composition depending on the identity of their constituent glycerides, which may be di-or tri-glycerides based on any of a wide variety of the naturally occurring fatty acids, and of the constituent base which may be, for example, choline, ethanolamine or inositol. Such compounds are often referred to as phospholipids.
  • Other phosphorous compounds, sometimes referred to as phosphatides may contain no nitrogenous base but may otherwise be of somewhat similar composition.
  • the contaminating phosphorus compounds may also include simple glycerophosphoric acids, inorganic phosphates and products of phosphatide or phospholipid hydrolysis.
  • oils Other contaminants of as extracted or partially treated oils include trace metals, soaps and pigments such as the carotenoids and chlorophylls which are naturally present to characteristic levels in particular oils.
  • the precipitated amorphous silica has at least 50% of its pore volume in pores having diameters greater than 60 Angstroms
  • European Patent Specification No. 295418 in which the precipitated amorphous silica has supported on it an acid having a pKa of about 3.5 or lower, such as sulphuric acid
  • European Patent Specification No. 361622 in which the precipitated amorphous silica has a surface area of at least 400 m2/g in pores with a diameter of at least 2 nm.
  • the adsorbent is a precipitated alumina silica having a surface area of at least 150 m ⁇ g and a pore volume of at least 0.6 ml/g in pores having a diameter of from 4 to 20 nm.
  • oils with various clay mineral products referred to as bleaching earths.
  • Such products may be, for example, naturally occurring clay minerals which have been treated with a strong acid to increase their surface area and porosity, for example to from 50 to 500 m ⁇ g or more, and washed to remove residual acid and acidic salts formed by the reaction of the acid with aluminium and/or other metallic constituents of the clay mineral so as to form a product containing up to about 70% of silicon calculated as Si ⁇ 2, a substantial quantity, for example more than about 10%, of aluminium calculated as AI2O3 and at least some crystallinity.
  • Such acid treated clays have been found to have a fairly substantial capacity for the removal of hosphorus comounds such as phospholipids from oils.
  • the present invention provides a new class of adsorbent materials, derived from acid-treated clays, which can show greatly enhanced activity in the removal of phosphorus compounds from oils, together with efficacy in the removal of other impurities.
  • These new adsorbent materials comprise clays which have been acid treated under particularly severe but controlled conditions.
  • the present invention therefore provides a process for the production of an adsorbent material suitable for use for the purification of oils comprising treating a layered clay mineral with a suitable strong acid to achieve a surface area of at least 250 m ⁇ g and washing the acid treated clay mineral product to remove residual acid and acidic salts therefrom, the process being characterised in that the acid treatment is controlled to achieve a silicon content of from 80% to 99% by dry weight calculated as Si ⁇ 2 and a bound, i.e. non-water leachable, aluminium content, calculated as AI2O3 of from 0.1% to below 3.0% in the washed acid-treated clay mineral product.
  • the invention also provides the use for the treatment of oils and particularly for the removal.of phosphorus compounds therefrom, of an adsorbent material comprising an acid-treated layered clay mineral having a surface area of at least 250 m 2 /g, a silicon content, calculated as Si ⁇ 2, of from 80% to 99% by dry weight and a bound aluminium content, calculated as AI2O3, of from 0.1% to below 3.0% by weight.
  • the invention further provides, as a composition of matter, an adsorbent material comprising an acid-treated layered clay mineral having a surface area of at least 250 ⁇ 2/g, a silicon content, calculated as Si ⁇ 2 of from 80% to
  • AI2O3 99% by dry weight and a bound aluminium content, calculated as AI2O3, of from 0.1% to below 3.0% by dry weight.
  • the acid treated layered clay mineral products of the present invention possess unusual characteristics not found, for example, in a precipitated silica adsorbent. Whereas the highest possible surface area is generally regarded as being beneficial their optimum performance does not occur at the highest surface area but at an intermediate surface area. Similarly, their optimum performance does not occur at the highest silicalaluminiuma ratio. It is also noted that the optimum performance attainable by the products of this invention can exceed that attained by commercial precipitated silica adsorbents in respect of oil purification despite a possibly lower surface area and a lower content of silica. The mechanistic reasons for these differences are not known but could relate to structural features resulting from severe acid treatment of layered clay minerals.
  • the layered clay minerals utilised according to this invention may be two layer minerals, for example kaolins, such as the halloysite-endellite minerals, ribboned clay minerals containing a layered structure such as attapulgite or sepiolite or, preferably, three layer sheet structure clay minerals such as the smectite clays. While natural clay minerals are primarily envisaged analogous synthetic materials are not excluded.
  • Smectite clay minerals may be defined as a group of phyllosilicates of the 2:1 layer type having the general formulae:
  • M m+ represents exchangeable cations such as Ca ++ , Mg ++ , having a valency m, necessary to satisfy the negatively charged lattice
  • R 2+ represents magnesium or iron
  • R3 + represents aluminium or iron.
  • the smectite group of minerals includes the mineral sub-groups montmorillonite, beidellite, nontronite, saponite, hectorite and sauconite. Minerals belonging to the mont orillonite (dioctahedral) , or the saponite or hectorite (trioctahedral) groups are particularly preferred for use according to the present invention.
  • Fullers earth commonly used for oil bleaching, is a montmorillonite containing predominantly Ca ++ and Mg ++ exchangeable cations which may provide a suitable raw material for the present invention.
  • the acid-treatment has a fundamental effect on the structure of layered clay minerals as well as causing the partial or complete replacement of calcium or magnesium cations by hydrogen cations.
  • the smectite minerals for example, have a layered structure composed of octahedral alumina sheets bonded via shared -0- bonds to adjacent tetrahedral silica sheets to form clay platelets, the crystallographic repeat distance or basal spacing of which is of the order of 10 Angstroms in the dry clay mineral and somewhat increased in the water-wet clay mineral.
  • an acid having a pKa value below 3.0 for example a mineral acid such as sulphuric acid, nitric acid or hydrochloric acid or an organic acid such as oxalic acid
  • the alumina layer is attacked at the platelet edges to leach out aluminium and other structural constituents and to generate pores having a diameter in excess of 15 Angstroms, usually from 20 to 50 Angstroms, in the platelets.
  • the clay mineral structure may be envisaged to be increasingly converted into one in which separate sheets of silica tetrahedra are linked together by the quantity of residual aluminium retained in bound form in the structure according to the invention.
  • This may be expected to give a very open and characteristic high silica aluminosilicate structure with a wide pore size distribution which may be responsible for the observed altered adsorption characteristics in the clay mineral and which is quite different to the structure of either precipitated silicas or precipitated alumina silicas.
  • the silicon content of a natural clay mineral such as a smectite, calculated as Si ⁇ 2, may be in the region of about 50% to 60% by dry weight.
  • An effect of acid- treatment according to the invention is to increase the overall content of silicon in the acid-treated product as an increasing proportion of the aluminium and other constituents such as magnesium are leached out and removed by washing in the form of soluble salts.
  • the content of silicon in the clay mineral may be increased from about 60% by dry weight to up to about 70% by dry weight calculated as Si ⁇ 2•
  • Si ⁇ 2• In such products there remains a substantial quantity of aluminium, bound into the clay structure, which is not removable by water washing, usually amounting to more than 10% by dry weight of the clay, calculated as I2O3 with the effect that the original clay structure is to an extent retained.
  • a number of other clay constituents for example up to about 5% of iron calculated as F ⁇ 2 ⁇ 3 may also be present.
  • the acidic salts which are formed in the course of the acid treatment are conventionally removed by water-washing.
  • the acid-treatment of the layered clay mineral according to the present invention is controlled to achieve a higher Si ⁇ 2 content which may even be above 85% or even above 90% by dry weight without allowing complete destruction of the aluminosilicate structure, as evidenced, using MASNMR techniques, by a residual content of bound aluminium.
  • This acid treatment may be accomplished by digesting the clay mineral in aqueous slurry of a strong acid.
  • An increasing severity of acid-treatment may be applied, for example, by increasing the duration, temperature, pressure or acid concentration utilised in the acid-treatment
  • the acid is suitably a strong mineral acid, preferably sulphuric acid, which may have an initial concentration of, for example 77% to 100% by weight and a concentration in the aqueous slurry of about 10% to 40% preferably 15% to 30% by weight.
  • the digestion may be conducted for from about 5 to 25 hours, preferably 10 to 16 hours if atmospheric pressure digestion is used or from 1 to 8 hours when pressure digestion is used.
  • Pressure digestion may suitably be conducted at a pressure of up to about 200 psig (about 13.5 bars) but preferably of up to about 150 psig (about 10 bars) and is preferably conducted at a temperature suitable to generate the required pressure.
  • Atmospheric pressure digestion may suitably be conducted at a temperature of about 70°C to 100°C preferably about 85°C to ⁇ 100°C.
  • the digestion may be terminated at the desired point by quenching with cold water after which the slurry of acid-treated clay mineral may be pumped to a suitable filter press where it may be water-washed to a desired residual acidity and dried to a desired residual water content to produce a powder which may be in the 10-40 micron or preferably in the 15 to 25 micron range. It is an advantageous feature of the invention that the drying of the product, although not essential, is conducted to achieve a free moisture content of from 8% to 30% by weight, preferably from 17% to below 25% by weight for optimum effectiveness for oil treatment.
  • the adsorbent produced according to the present invention may preferably contain at least 0.2% and up to
  • the adsorbent has a wide pore size distribution, often ranging from 20 Angstroms to 200 Angstroms diameter pores.
  • the washing out of the soluble acidic salts formed in the course of the acid treatment is controlled so as to leave a residual quantity thereof and/or of the treating acid in the acid treated clay mineral product.
  • the water-washing is controlled to give a Hedley Acidity in the washed product of from 0.1% to 5%.
  • the Hedley Acidity of a clay may be defined as % free acidity and may be measured by the following procedure. Weigh accurately a 4.9 g to 5.1 g sample of the clay mineral, add 100 ml distilled water to the weighed sample, boil for 2 minutes, filter, wash with 3 x 50 cm3 of boiling distilled water and titrate the combined filtrate and washings against 0.1M sodium hydroxide using a phenolphthalein indicator.
  • the product of this invention may preferably contain, in addition to the bound aluminium and/or iron referred to above 0.05% to 3% of water leachable aluminium calculated as AI2O3 and/or from 0.05 to 1% of water leachable iron calculated as Fe2 ⁇ 3 together with small quantities of other water leachable salts corresponding to other constituents of the clay mineral.
  • the products of such controlled washing are particularly effective in the removal of phosphorus compounds from oils.
  • the adsorbent produced according to the invention may be used to treat oils by methods well known in the art. It may be utilised on its own or in a blend, or added sequentially to the oil, with one or more other adsorbents which may be, for example, but not limited to, a bleaching earth for colour removal, an onium-exchanged or pillared clay for the removal of pigments or polyaromatic hydrocarbons, or amorphous silica.
  • a suitable treatment would be with about 0.1 to about 3.0 parts of adsorbent according to the invention per 100 parts of oil, each by weight, for a duration of about 15 to about 40 minutes with agitation at a temperature of from 70 to 110°C.
  • the adsorbent may then be removed from the oil by filtration.
  • Other conditions such as a greater or lesser quantity of adsorbent, a shorter or longer duration or an elevated temperature may of course be used as dictated by the particular oil to be treated, the above stated conditions being merely illustrative.
  • Treatment with the adsorbent according to this invention may be carried out on raw extracted vegetable oils, either before or after alkali refining or degumming, on liquid animal fats, on fish oils, or on mineral or technical oils. Treatment according to the invention may avoid or reduce the need for alkali refining or degumming of vegetable oils the purpose of which is to reduce the residual level of phospholipids. Besides being suitable for adsorption of phospholipids the products of this invention have activity for the removal of trace metals or soaps or of pigments from oils.
  • a mixed calcium magnesium montmorillonite clay mineral obtained from Los Trancos, Spain was heated with sulphuric acid at a 1:1.25 clay:acid (100%) ratio in an aqueous medium at a temperature of 95°C for a time of 16 hours at atmospheric pressure with agitation.
  • the slurry was quenched and the clay was separated from the acid by filtration and washed to a preferred residual acidity and dried to a preferred water content. Some samples of the treated clay were again washed, to reduce the acidity still further.
  • the reduction in the phospholipid content of the oil was measured by X-ray fluorescence and expressed as parts per million phosphorus removed/grams adsorbent over a range of ratios of parts of adsorbent:parts of oil, indicated in the following Tables as the "K" value. The higher the "K" value the more effective the phosphorus removal performance.
  • the samples so produced had the following composition and properties.
  • Trisyl is a trade name for an amorphous silica adsorbent.
  • the Si ⁇ 2 content as shown by the Si ⁇ 2:Al2 ⁇ 3 ratio and as varied by varying the acid:clay mineral ratio is shown to be related to the "K" value in a standard treatment of a triglyceride oil.
  • the surface area of the acid-treated clay mineral was found to have some relationship to phosphorus removal in that removal was relatively low when using clays having low surface areas, but the surface area was found to peak and to fall before maximum Si ⁇ 2 Al2 ⁇ 3 and phosphorus removal were attained.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • Dispersion Chemistry (AREA)
  • Geochemistry & Mineralogy (AREA)
  • Inorganic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Fats And Perfumes (AREA)

Abstract

Matériau adsorbant approprié destiné à éliminer les composés phosphoreux et autres contaminants présents dans des huiles, comprenant un minéral des argiles réfractaires en couches traité à l'acide, présentant une surface spécifique d'au moins 250 m2/g, une teneur en silicium, calculée en tant que SiO¿2?, de 80 % à 99 %, une teneur en alminium lié, calculée en tant que Al2O3, de 0,1 % à moins de 3,0 %, toutes deux en poids sec, et ayant de préférence une acidité Hedley de 0,1 % à 5,0 %. On peut produire ledit matériau adsorbant en traitant une argile appropriée en couches, par exemple une kaolinite, une actapulgite, une sépiolite ou une smectite, avec un acide fort dans des conditions contrôlées suivies par un lavage à un degré contrôlé.
PCT/GB1992/000241 1991-02-27 1992-02-11 Materiau adsorbant WO1992015396A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP50405192A JPH06504946A (ja) 1991-02-27 1992-02-11 吸着剤材料
BR9205682A BR9205682A (pt) 1991-02-27 1992-02-11 Processo para a produçao de um material adsorventeadequado para uso na purificaçao de oleos, material absorvente por ele produzido e processo para a remoçao de compostos de fosforo ou outros contaminantes do oleo

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB919104056A GB9104056D0 (en) 1991-02-27 1991-02-27 Adsorbent materials
GB9104056.8 1991-02-27

Publications (1)

Publication Number Publication Date
WO1992015396A1 true WO1992015396A1 (fr) 1992-09-17

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PCT/GB1992/000241 WO1992015396A1 (fr) 1991-02-27 1992-02-11 Materiau adsorbant

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EP (1) EP0573446A1 (fr)
JP (1) JPH06504946A (fr)
BR (1) BR9205682A (fr)
GB (1) GB9104056D0 (fr)
TR (1) TR25894A (fr)
WO (1) WO1992015396A1 (fr)
ZA (1) ZA921407B (fr)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993015832A1 (fr) * 1992-02-11 1993-08-19 Laporte Industries Limited Materiau adsorbant et utilisation de ce dernier pour clarifier des liquides aqueux
WO1993023508A1 (fr) * 1992-05-21 1993-11-25 Laporte Industries Limited Raffinage d'huiles
US5779785A (en) * 1993-09-30 1998-07-14 Vinings Industries, Inc. Stabilized, high solids, low viscosity smectite slurries, and method of preparation
US5858909A (en) * 1996-09-27 1999-01-12 W. R. Grace & Co.-Conn. Siliceous oxide comprising an alkaline constituent
WO1999022860A1 (fr) * 1997-11-05 1999-05-14 Engelhard Corporation Produits silico-aluminates mesoporeux et leur production controlee par acide
DE102009043418A1 (de) * 2009-09-29 2011-04-07 Süd-Chemie AG Alumosilikat-basierte Adsorbentien zur Aufreinigung von Triglyceriden
CN103215123A (zh) * 2013-04-03 2013-07-24 长沙理工大学 一种浓香菜籽油的简易脱胶方法
CN103446998A (zh) * 2013-09-13 2013-12-18 苏州大学张家港工业技术研究院 一种叶腊石的改性方法及其作为水体除磷吸附剂的应用
CN104069801A (zh) * 2013-03-25 2014-10-01 兰州大学 凹凸棒黏土纳米棒晶复合微球吸附剂的制备方法
CN104673492A (zh) * 2015-02-06 2015-06-03 中国农业科学院油料作物研究所 一种物理吸附制取植物油的方法
CN111330539A (zh) * 2018-12-19 2020-06-26 丰益(上海)生物技术研发中心有限公司 一种复合型固体吸附剂以及一种纯化油脂的方法
US11628381B2 (en) 2012-09-17 2023-04-18 W.R. Grace & Co. Conn. Chromatography media and devices

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6618769B2 (ja) * 2015-01-09 2019-12-11 水澤化学工業株式会社 活性白土粒子
CN112191230A (zh) * 2020-10-22 2021-01-08 蚌埠学院 一种石墨烯功能化磁性二氧化硅的制备及其在水处理中的应用

Citations (6)

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Publication number Priority date Publication date Assignee Title
US1926148A (en) * 1932-08-27 1933-09-12 Frederick W Huber Method of activating clay
US1929113A (en) * 1930-10-15 1933-10-03 John D Haseman Process of treating bentonite and the like
US3962135A (en) * 1973-12-26 1976-06-08 Filtrol Corporation Shaped catalyst support
EP0228305A2 (fr) * 1986-01-02 1987-07-08 American Colloid Company Procédé de traitement acide d'argile pour améliorer la filtration
EP0269173A2 (fr) * 1986-11-24 1988-06-01 Unilever N.V. Adsorbant à base de métal-oxyde-silice et son utilisation dans le raffinage d'huiles
EP0376406A1 (fr) * 1988-12-30 1990-07-04 Unilever N.V. Composition Amorphe, synthétique, macroporeuse de silice alumine et procédé pour raffiner de l'huile glycéridique

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1929113A (en) * 1930-10-15 1933-10-03 John D Haseman Process of treating bentonite and the like
US1926148A (en) * 1932-08-27 1933-09-12 Frederick W Huber Method of activating clay
US3962135A (en) * 1973-12-26 1976-06-08 Filtrol Corporation Shaped catalyst support
EP0228305A2 (fr) * 1986-01-02 1987-07-08 American Colloid Company Procédé de traitement acide d'argile pour améliorer la filtration
EP0269173A2 (fr) * 1986-11-24 1988-06-01 Unilever N.V. Adsorbant à base de métal-oxyde-silice et son utilisation dans le raffinage d'huiles
EP0376406A1 (fr) * 1988-12-30 1990-07-04 Unilever N.V. Composition Amorphe, synthétique, macroporeuse de silice alumine et procédé pour raffiner de l'huile glycéridique

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993015832A1 (fr) * 1992-02-11 1993-08-19 Laporte Industries Limited Materiau adsorbant et utilisation de ce dernier pour clarifier des liquides aqueux
WO1993023508A1 (fr) * 1992-05-21 1993-11-25 Laporte Industries Limited Raffinage d'huiles
US5779785A (en) * 1993-09-30 1998-07-14 Vinings Industries, Inc. Stabilized, high solids, low viscosity smectite slurries, and method of preparation
US5858909A (en) * 1996-09-27 1999-01-12 W. R. Grace & Co.-Conn. Siliceous oxide comprising an alkaline constituent
WO1999022860A1 (fr) * 1997-11-05 1999-05-14 Engelhard Corporation Produits silico-aluminates mesoporeux et leur production controlee par acide
DE102009043418A1 (de) * 2009-09-29 2011-04-07 Süd-Chemie AG Alumosilikat-basierte Adsorbentien zur Aufreinigung von Triglyceriden
US11628381B2 (en) 2012-09-17 2023-04-18 W.R. Grace & Co. Conn. Chromatography media and devices
CN104069801A (zh) * 2013-03-25 2014-10-01 兰州大学 凹凸棒黏土纳米棒晶复合微球吸附剂的制备方法
CN104069801B (zh) * 2013-03-25 2016-03-09 兰州大学 凹凸棒黏土纳米棒晶复合微球吸附剂的制备方法
CN103215123B (zh) * 2013-04-03 2014-05-28 长沙理工大学 一种浓香菜籽油的简易脱胶方法
CN103215123A (zh) * 2013-04-03 2013-07-24 长沙理工大学 一种浓香菜籽油的简易脱胶方法
CN103446998A (zh) * 2013-09-13 2013-12-18 苏州大学张家港工业技术研究院 一种叶腊石的改性方法及其作为水体除磷吸附剂的应用
CN104673492A (zh) * 2015-02-06 2015-06-03 中国农业科学院油料作物研究所 一种物理吸附制取植物油的方法
CN111330539A (zh) * 2018-12-19 2020-06-26 丰益(上海)生物技术研发中心有限公司 一种复合型固体吸附剂以及一种纯化油脂的方法
CN111330539B (zh) * 2018-12-19 2022-08-26 丰益(上海)生物技术研发中心有限公司 一种复合型固体吸附剂以及一种纯化油脂的方法

Also Published As

Publication number Publication date
BR9205682A (pt) 1994-05-17
TR25894A (tr) 1993-11-01
EP0573446A1 (fr) 1993-12-15
JPH06504946A (ja) 1994-06-09
ZA921407B (en) 1992-11-25
GB9104056D0 (en) 1991-04-17

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