WO2016182867A1 - Method of making bleached microcrystalline cellulose - Google Patents
Method of making bleached microcrystalline cellulose Download PDFInfo
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- WO2016182867A1 WO2016182867A1 PCT/US2016/031086 US2016031086W WO2016182867A1 WO 2016182867 A1 WO2016182867 A1 WO 2016182867A1 US 2016031086 W US2016031086 W US 2016031086W WO 2016182867 A1 WO2016182867 A1 WO 2016182867A1
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- WIPO (PCT)
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- pulps
- microcrystalline cellulose
- bleached
- reaction mixture
- pulp
- Prior art date
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Classifications
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C1/00—Pretreatment of the finely-divided materials before digesting
- D21C1/04—Pretreatment of the finely-divided materials before digesting with acid reacting compounds
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/10—Bleaching ; Apparatus therefor
- D21C9/16—Bleaching ; Apparatus therefor with per compounds
- D21C9/163—Bleaching ; Apparatus therefor with per compounds with peroxides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
- C08B15/02—Oxycellulose; Hydrocellulose; Cellulosehydrate, e.g. microcrystalline cellulose
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
- C08B15/08—Fractionation of cellulose, e.g. separation of cellulose crystallites
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/001—Modification of pulp properties
- D21C9/002—Modification of pulp properties by chemical means; preparation of dewatered pulp, e.g. in sheet or bulk form, containing special additives
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/001—Modification of pulp properties
- D21C9/002—Modification of pulp properties by chemical means; preparation of dewatered pulp, e.g. in sheet or bulk form, containing special additives
- D21C9/004—Modification of pulp properties by chemical means; preparation of dewatered pulp, e.g. in sheet or bulk form, containing special additives inorganic compounds
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/001—Modification of pulp properties
- D21C9/007—Modification of pulp properties by mechanical or physical means
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/10—Bleaching ; Apparatus therefor
- D21C9/1015—Bleaching ; Apparatus therefor with use of means other than pressure, temperature
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/10—Bleaching ; Apparatus therefor
- D21C9/1026—Other features in bleaching processes
- D21C9/1052—Controlling the process
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/10—Bleaching ; Apparatus therefor
- D21C9/1057—Multistage, with compounds cited in more than one sub-group D21C9/10, D21C9/12, D21C9/16
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/10—Bleaching ; Apparatus therefor
- D21C9/16—Bleaching ; Apparatus therefor with per compounds
Definitions
- the present invention is directed to a method of producing bleached microcrystalline cellulose which method comprises neutralizing or alkalizing an acidic microcrystalline production reaction mixture slurry, typically produced by acid hydrolysis or by electronic beam irradiation, followed by adding an oxidant to such reaction mixture.
- This practice of this method permits the production of microcrystalline cellulose having desirable color stability as well as compression characteristics suitable for pharmaceutical binder use from paper grade and other low purity pulps.
- Microcrystalline cellulose also known as MCC or cellulose gel
- MCC microcrystalline cellulose
- cellulose gel is commonly used in the food industry to enhance the properties or attributes of a final food product.
- it is used as a binder or further processed into colloidal stabilizer in food applications, including in beverages, bakery fillings, frozen desserts, jams, soups and sauces, and the like.
- It is also widely used as a binder and disintegrant in pharmaceutical tablets, as a suspending agent in liquid
- compositions and as a binder, disintegrant, and processing aid in industrial applications, in household products such as detergent and/or bleach tablets, in agricultural formulations, and in personal care products such as toothpastes and cosmetics.
- Microcrystalline cellulose is typically produced by treating a source of cellulose, preferably alpha cellulose in the form of pulp from fibrous plant materials, with a mineral acid, preferably hydrochloric acid (acid hydrolysis). The acid selectively attacks the less ordered regions of the cellulose polymer chain thereby exposing and freeing the crystalline sites which form crystallite aggregates which constitute the microcrystalline cellulose. These are then separated from the reaction mixture, and washed to remove degraded by-products.
- the classic process for MCC production is acid hydrolysis of purified cellulose, pioneered by O. A. Battista (U.S. Pat. No. 2,978,446; 3,023,104; and 3,146,168).
- depolymerization can be done with the irradiation dose between 1 MRad to 15 MRad, preferably between 2 MRad to 15 MRad.
- electron beam treatment may be carried in either wet or dry state, it is typically preferable that the treatment be done on dry or substantially dry cellulosic materials.
- MCC In order to be employed as a binder in pharmaceutical applications, it is necessary that MCC possess certain properties including a high degree of whiteness and exhibit desirable tablet compaction properties. In order to obtain MCC exhibiting these properties, the starting cellulosic materials for the commercial production of MCC are predominantly dissolving wood pulps (with alpha-cellulose content higher than 92%). Accordingly, it would be desirable to possess a process for producing MCC suitable for use as pharmaceutical binders from lower cost pulps such as paper grade pulps and others having an alpha-cellulose content below that of the dissolving wood pulps currently employed.
- acidic peroxide will generate substantial amounts of aldehyde, ketone and some carboxyl groups on cellulosic pulp, leading to color reactions and/or potential reactive interactions with pharmaceutical drugs (API) if used in tablets.
- API pharmaceutical drugs
- acidic peroxide may present safety hazards in commercial operations due to unstable pockets of un-reacted peroxide.
- US Patent 6,392, 034 discloses a process to produce MCC comprising treating a cellulose source material with alkali swelling; followed by hydrogen peroxide to reduce viscosity. The solution is filtered to isolate alkali MCC which is then neutralized by treatment with acid.
- US Patent 6,228,213 discloses a process wherein MCC is produced by acid hydrolysis, neutralized and washed; then bleached with hydrogen peroxide.
- US Patent 3,954,727 discloses a process wherein acid hydrolyzed MCC is separated from the hydrolysate, washed, alkalized to pH 9 and bleached with hydrogen peroxide.
- the MCC produced by such post-isolation bleaching processes has to be subjected to a further washing step in order to avoid having it discolor over a period of time.
- microcrystalline cellulose with desirable long-lasting color and tableting qualities could be prepared by a process in which an oxidant, preferably hydrogen peroxide, is added to a previously acidic oxidant, preferably hydrogen peroxide, is added to a previously acidic oxidant, preferably hydrogen peroxide, is added to a previously acidic oxidant, preferably hydrogen peroxide, is added to a previously acidic oxidant, preferably hydrogen peroxide, is added to a previously acidic
- microcrystalline cellulose production reaction mixture after first neutralizing or alkalizing such reaction mixture.
- the present invention is directed to a method of making microcrystalline cellulose comprising the steps of:
- This practice of this method permits the production of microcrystalline cellulose having desirable color stability and exhibiting compression characteristics suitable for pharmaceutical binder use from paper grade and other low purity pulps.
- the present invention is directed to a method of making microcrystalline cellulose comprising the steps of: a) Providing a cellulosic pulp and subjecting such pulp to a microcrystalline cellulose production process to create an acidic product reaction mixture slurry; b) Adding a sufficient amount of an alkaline material to the acidic product reaction mixture slurry to produce a neutralized product reaction mixture having a pH of between 7 and 12;
- a cellulosic pulp material is subjected to a microcrystalline cellulose production process to form an acidic product reaction mixture.
- this involves the acid hydrolysis of the pulp material, although electron beam processes may be employed as well.
- water is added to the radiation product in order to produce the acidic reaction product slurry.
- the acid hydrolysis process which may be employed to produce the acidic product reaction mixture slurry includes both conventional acid hydrolysis (e.g, those processes described in US Patents 2,978,446, 3,023,104 and 3,146,168) as well as other known acid hydrolysis processes for making MCC.
- Such methods may include SCVsulfurous acid, oxalic acid, trifluoroacetic acid (TFA), uric acid, trifluoromethanesulfonic acid, 4-methylbenzenesulfonic acid, poly (4- vinylbenzenesulfonic acid), acidic metal salts such as zinc chloride, ferrous sulfate, ferric chloride, copper sufate/chloride, vanadyl sulfate, and polyoxometallate (heteropoly acids) including but not limited to Keggin acids such as H 3 PW12O4 0 , H4PW11VO40, H4S1W12O40, H 3 PMo 12 0 4 o, and H 4 SiMo 12 0 4 o, etc.
- TFA trifluoroacetic acid
- uric acid trifluoromethanesulfonic acid
- 4-methylbenzenesulfonic acid 4-methylbenzenesulfonic acid
- the source pulp employed as starting material may be obtained from a wide variety of sources. Examples include, but not limited to, bleached, semi-bleached, or unbleached Kraft pulps, high kappa Kraft (liner board) pulps, bleached or unbleached sulfite pulps, soda cooking pulps, (organic) solvent pulping pulps, semi- chemical pulping pulps, fluff pulps, softwood pulps, hardwood pulps, Eucalyptus pulps, sawdust pulps, non-wood pulps such as from straws, rice straws, wheat straws, corn straws/stalks, hemp, kenaf, ramie, bamboo, baggasse, abaca, rice husks, peanut shells, various other agriculture cellulosic residues, fruit fibers, citrus peels, beet fibers, tree barks, algae or seaweed celluloses, old corrugated container pulps (OCC), recycled paper pulps and mixtures thereof.
- sources include, but not limited to
- Specific wood pulps which may be employed include northern bleached softwood kraft (NBSK), southern bleached softwood kraft SBSK, bleached hardwood kraft (BHK), bleached eucalyptus kraft (BEK), and various sulfite pulps.
- NBSK northern bleached softwood kraft
- SBSK southern bleached softwood kraft
- BHK bleached hardwood kraft
- BEK bleached eucalyptus kraft
- various sulfite pulps various sulfite pulps.
- the pulps employed will possess an alpha cellulose content of less than 92% by weight, and even lower than 90% by weight, based upon the total weight of the pulp material. Notwithstanding this, it is understood that dissolving pulps having an alpha cellulose content of 92% or more may also be employed as the starting material.
- the source pulp may also have been subjected to various aspects
- treatment/pretreatments such as but not limited to: prior acid hydrolysis, partial depolymerization, oxidative treatment, UV/electron beam treatment, catalytic chemical treatment, enzymatic treatment, mechanical treatment.
- Particular examples include "recalcitrant" cellulose residue from enzymatic treatment such as from biorefinery processes; and depolymerized or partially depolymerized pulp (either chemically or by electron beam.
- step a results in the production of an acidic product reaction mixture slurry.
- this reaction product mixture is in the form of a
- microcrystalline cellulose slurry comprising microcrystalline cellulose and hydrolysate liquor.
- water may be added in order to produce an acidic product reaction mixture slurry.
- the acidic product reaction mixture slurry has its pH raised to between 7 and 12 by the addition of alkaline material, thereby forming a neutralized product reaction mixture.
- alkaline material Any alkaline material may be employed, with sodium hydroxide, ammonia, potassium hydroxide, lithium hydroxide, sodium carbonate, and calcium hydroxide, calcium oxide and mixtures thereof typically being used. More typically, sodium hydroxide is employed.
- the amount of alkaline material added will vary depending upon a number of factors including the particular microcrystalline production process employed in step a, the particular alkaline material employed, and the like. However, one of ordinary skill in the art can easily determine the appropriate amount of alkaline to be added by routine
- Oxidants useful in the process of the invention are compounds which are non-gaseous at standard temperature and pressure, and include one or more of hydrogen peroxide, peroxy acids, peroxy esters and hydroperoxides; inorganic peroxides such as alkali metal salts of
- peroxymonosulfuric acid and peroxydisulfuric acid and the corresponding ammonium and potassium persalts, potassium peroxy diphosphate; salts of peroxymonophosphoric acid, peroxydiphosphoric acid, peroxytitanic acid, peroxydistannic acid, peroxydigermanic acid and peroxychromic acid; and organic peroxides such as sodium peroxymonocarbonate, potassium peroxydicarbonate, peroxyoxalic acid, peroxy formic acid, peroxy benzoic acid, peroxy acetic acid (peracetic acid), benzoyl peroxide, oxaloyl peroxide, lauroyl peroxide, acetyl peroxide, t-butyl peroxide, t-butyl peracetate, t-butyl peroxy pivalate, cumene hydroperoxide, dicumyl peroxide, 2-methyl pentanoyl peroxide, and the like, including mixtures of two or more thereof.
- a preferred oxidant is hydrogen peroxide, which is typically supplied as an aqueous solution. Any concentration can be used, such as commercial grades ranging from about 30 weight percent to about 70 weight percent.
- the oxidant is added in an amount sufficient to bleach the microcrystalline cellulose present in the neutralized reaction mixture to the desired extent, which amount can be readily determined by one of ordinary skill employing routine experimentation.
- hydrogen peroxide it is typically added in an amount ranging between 1 and 15 weight percent, based upon the weight of the cellulosic pulp on a dry basis.
- step b and step c can be carried out, either inside the same reactor, or inside any vessel (such as a dump tank) before isolation step d.
- steps are generally conducted at temperatures in the range of 50° C to 120° C, although higher or lower temperatures may be employed.
- step(s) are conducted at a temperature above 100° C the alkali and oxidant need to be injected into the reactor or vessels.
- the temperature is between 60° C to 105° C, more typically it is between 70° C and 105° C.
- the reaction time of step c can range from 1 minute or less to 180 minutes or more, and is typically between 5 minutes and 60 minutes.
- the bleached microcrystalline cellulose may be isolated from the bleached product reaction mixture by any means well known to one of skill in the art, typically by filtration, to obtain bleached microcrystalline cellulose in the form of a wetcake.
- This wetcake which has been washed and/or filtered may be further processed. Such further processing may involve drying the material (typically by Huawei drying) or coprocessing the wetcake with hydrocolloid materials such as carboxymethyl cellulose.
- the bleached microcrystalline cellulose produced by the method of this invention exhibits desirable color stability as well as compression characteristics suitable for pharmaceutical binder use. These traits are observed even when pulps having a lower alpha cellulose content than those dissolving pulps typically employed to produce microcrystalline cellulose are used as the starting material.
- the MCC produced by the process of this invention is useful in food, nutrition, pharmaceutical, neutraceutical, industrial chemical, paints, latex, coatings, agrochemical, cosmetic, personal care, and toothpaste composition.
- a second portion of the slurry was bleached as follows: 0.5% NaOH was added to the MCC slurry to adjust the pH tol2 before peroxide bleaching took place. The bleaching was done with 5% peroxide based on the cellulose weight, at 100 C° for 15 minutes. After this time, it was found that the pH of the slurry had acidified to pH 3. The bleached MCC slurry was filtered to isolate the MCC which was then washed with water and spray dried into MCC powder, "Bleached MCC". [0034] The CIE whiteness and brightness of the Unbleached MCC and Bleached MCC was measured employing a Macbeth Colorimeter (Color-Eye 3100). The results of such measurements, along with those of a commercial MCC product (AVICEL PH 101) produced from a dissolving pulp are summarized in Table 1 below:
- One unexpected result of the alkaline bleaching process of this invention is that the pH of the bleached MCC/hydrolysate slurry becomes acidic once the bleaching is complete. This result makes it practical to the bleaching process of this invention in industrial production, because the final acidic pH aids the filtration and washing of the MCC to form wet cake, making it easier to dewater.
- EB electron beam
- a low cost paper grade southern bleached softwood kraft (SBSK) pulp having an alpha cellulose content of less than 92%, was treated with lOMRad on a Dynamitron machine set at 4 MeV.
- the EB treated pulp which had a whiteness of 45, was wet attrited to form a wet slurry; 0.5% NaOH and 5% hydrogen peroxide were added and the mixture heated to 100° C for 15 minutes.
- the bleached MCC slurry was filtered/washed, oven dried and ground into MCC powder.
- the whiteness of the bleached MCC was 78; and its tablet compaction slope (10 ⁇ 2 ) (measured as described in Example 1) was 7.1.
- This Example shows that the bleaching process of this invention may be applied to acidic product reaction mixture slurries produced employing an electron beam treatment.
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Abstract
Description
Claims
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201680028051.2A CN107532379B (en) | 2015-05-14 | 2016-05-06 | Process for making bleached microcrystalline cellulose |
| EP16793230.0A EP3294951B1 (en) | 2015-05-14 | 2016-05-06 | Method of making bleached microcrystalline cellulose |
| MX2017014612A MX2017014612A (en) | 2015-05-14 | 2016-05-06 | Method of making bleached microcrystalline cellulose. |
| BR112017022867-0A BR112017022867B1 (en) | 2015-05-14 | 2016-05-06 | METHOD FOR MANUFACTURING MICROCRYSTALLINE CELLULOSE |
| JP2017559345A JP6748115B2 (en) | 2015-05-14 | 2016-05-06 | Method for producing bleached microcrystalline cellulose |
| US15/568,375 US10597820B2 (en) | 2015-05-14 | 2016-05-06 | Method of making bleached microcrystalline cellulose |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562161545P | 2015-05-14 | 2015-05-14 | |
| US62/161,545 | 2015-05-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2016182867A1 true WO2016182867A1 (en) | 2016-11-17 |
Family
ID=57248442
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2016/031086 Ceased WO2016182867A1 (en) | 2015-05-14 | 2016-05-06 | Method of making bleached microcrystalline cellulose |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US10597820B2 (en) |
| EP (1) | EP3294951B1 (en) |
| JP (1) | JP6748115B2 (en) |
| CN (1) | CN107532379B (en) |
| BR (1) | BR112017022867B1 (en) |
| MX (1) | MX2017014612A (en) |
| WO (1) | WO2016182867A1 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107022922A (en) * | 2017-06-05 | 2017-08-08 | 维尔美纸业(重庆)有限公司 | A kind of paper for daily use that is exclusively used in improves bleached bamboo pulp of feel and preparation method thereof |
| WO2019095024A2 (en) | 2017-11-17 | 2019-05-23 | Svilosa Ad | Method for production of microcrystalline cellulose |
| WO2021012023A1 (en) | 2019-07-25 | 2021-01-28 | Svilosa Ad | Method of bleached microcrystalline cellulose production from unbleached pulp |
| RU2803626C1 (en) * | 2023-02-20 | 2023-09-18 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Сибирский государственный университет науки и технологий имени академика М.Ф. Решетнёва" (СибГУ им. М.Ф. Решетнёва) | Process for producing microcrystalline cellulose |
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| CN107532379B (en) * | 2015-05-14 | 2020-12-22 | 杜邦营养美国有限公司 | Process for making bleached microcrystalline cellulose |
| US10287366B2 (en) | 2017-02-15 | 2019-05-14 | Cp Kelco Aps | Methods of producing activated pectin-containing biomass compositions |
| AU2020257568B2 (en) * | 2019-04-17 | 2025-02-27 | Cellicon B.V. | Method for the preparation of micro- or nano crystalline cellulose |
| CN112411257A (en) * | 2020-11-04 | 2021-02-26 | 江西中竹生物质科技有限公司 | Method for producing degradable mulching paper by using eucalyptus waste sheet pulp |
| TWI817111B (en) * | 2021-04-28 | 2023-10-01 | 歐萊德國際股份有限公司 | Compositions for oral cleaning |
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| CN115821615A (en) * | 2022-12-22 | 2023-03-21 | 德安县塑丽龙纺织有限公司 | Method for recycling cellulose in agricultural and forestry waste |
| CN118834418B (en) * | 2024-07-30 | 2025-02-18 | 广州大学 | Preparation method of multi-element synergistic enhanced compact antibacterial film based on bamboo wood |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107022922A (en) * | 2017-06-05 | 2017-08-08 | 维尔美纸业(重庆)有限公司 | A kind of paper for daily use that is exclusively used in improves bleached bamboo pulp of feel and preparation method thereof |
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| WO2019095024A2 (en) | 2017-11-17 | 2019-05-23 | Svilosa Ad | Method for production of microcrystalline cellulose |
| WO2021012023A1 (en) | 2019-07-25 | 2021-01-28 | Svilosa Ad | Method of bleached microcrystalline cellulose production from unbleached pulp |
| RU2803626C1 (en) * | 2023-02-20 | 2023-09-18 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Сибирский государственный университет науки и технологий имени академика М.Ф. Решетнёва" (СибГУ им. М.Ф. Решетнёва) | Process for producing microcrystalline cellulose |
Also Published As
| Publication number | Publication date |
|---|---|
| BR112017022867A2 (en) | 2018-07-17 |
| CN107532379A (en) | 2018-01-02 |
| MX2017014612A (en) | 2018-03-01 |
| CN107532379B (en) | 2020-12-22 |
| EP3294951A4 (en) | 2018-12-05 |
| JP2018522084A (en) | 2018-08-09 |
| US10597820B2 (en) | 2020-03-24 |
| EP3294951A1 (en) | 2018-03-21 |
| JP6748115B2 (en) | 2020-08-26 |
| EP3294951B1 (en) | 2021-06-23 |
| US20180119346A1 (en) | 2018-05-03 |
| BR112017022867B1 (en) | 2022-07-19 |
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