+

WO1993015116A1 - Procede de reduction de la viscosite de gommes glucidiques naturelles - Google Patents

Procede de reduction de la viscosite de gommes glucidiques naturelles Download PDF

Info

Publication number
WO1993015116A1
WO1993015116A1 PCT/US1993/000725 US9300725W WO9315116A1 WO 1993015116 A1 WO1993015116 A1 WO 1993015116A1 US 9300725 W US9300725 W US 9300725W WO 9315116 A1 WO9315116 A1 WO 9315116A1
Authority
WO
WIPO (PCT)
Prior art keywords
gum
viscosity
parent
acid
aqueous dispersion
Prior art date
Application number
PCT/US1993/000725
Other languages
English (en)
Inventor
Stephen B. Christensen
Joseph A. Grover
Original Assignee
The Dow Chemical Company
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 The Dow Chemical Company filed Critical The Dow Chemical Company
Publication of WO1993015116A1 publication Critical patent/WO1993015116A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
    • C08B37/0087—Glucomannans or galactomannans; Tara or tara gum, i.e. D-mannose and D-galactose units, e.g. from Cesalpinia spinosa; Tamarind gum, i.e. D-galactose, D-glucose and D-xylose units, e.g. from Tamarindus indica; Gum Arabic, i.e. L-arabinose, L-rhamnose, D-galactose and D-glucuronic acid units, e.g. from Acacia Senegal or Acacia Seyal; Derivatives thereof

Definitions

  • This invention pertains to a process for reducing the viscosity of a hydrolyzable partially hydrated natural carbohydrate gum.
  • Guar gum for example, is a relatively high molecular weight gum. As a result, it may not be suitable for use in certain formulations, since excessively high viscosities result. For instance, high molecular weight gums are generally not suitable for use in film coating applications, since most film coating applications require the use of solution concentrations of 10 percent or more to obtain sufficient film thickness. At these high concentrations, high molecular weight gums result in solutions so viscous that they cannot be handled by typical film coating equipment. U.S.
  • Patent 3,300,473 which issued on January 24, 1967, discloses a process for degrading a natural gum comprising: (1) impregnating a finely divided or pulverulent mass of the gum with a reactant capable of degrading or otherwise modifying the gum chemically, e.g., hydrochloric acid gas; (2) heating the impregnated material under vacuum and with a gradual increase in temperature to continuously decrease the water content until the material is dehydrated so extensively that practically no moisture will evaporate from the mass in the ensuing treatments; (3) subjecting the material to an increased temperature in the absence of oxygen; and (4) cooling the material in the absence of oxygen.
  • Step 2 requires heating under vacuum to extensively dehydrate the impregnated gum.
  • Steps 3 and 4 require heat treating the material in an oxygen free environment. Such features add to the cost of the finished product.
  • U.S. Patent 2,553,485 which issued on May 15, 1951, discloses a process for producing low viscosity man ⁇ o-galactan compositions comprising heating powdered manno- galactan material at high temperatures and in a substantially dry condition, optionally in the presence of an acid, e.g., gaseous hydrochloric acid.
  • a 1 percent aqueous dispersion of the resultant material is reported to have a viscosity of not more than 15 mPa-s at 30°C. It is reported to be desirable to carry out the degradation at the lowest temperature possible. It is reported that a suitable temperature range is from 115°Cto 160°C. When an acid is present, the reported preferred temperature range is between 120°Cand 140°C.
  • the high temperatures contemplated suffer the disadvantage of adding to the cost of the finished product-
  • this invention pertains to a process for reducing the viscosity of a hydrolyzable partially hydrated natural carbohydrate parent gum, comprising:
  • step (a) contacting the partially hydrated parent gum with an acid at a temperature between 35°Cto 100°Cto form a hydrated precursor; 0 (b) purging the hydrated precursor with a purge gas to at least partially remove residual acid; and (c) neutralizing any residual acid not removed by the purging of step (b) with a base to form a product gum, whereby a 2 weight percent aqueous dispersion of the product gum has a viscosity at 20°C 5 substantial ly less than the viscosity at 20°C of a 2 weight percent aqueous dispersion of the parent gum.
  • the subject process is useful to produce low viscosity samples of partially hydrated hydrolyzable natural carbohydrate gums such as guar gum, locust bean gum, and gum karaya
  • the subject process results in a product gum, wherein the viscosity of a 2 weight percent aqueous dispersion of the product gum is substantially less that that of the parent gum.
  • the term "viscosity substantially less than” means that the viscosity at 20 C C of a 2 weight percent aqueous dispersion of the product gum is at least about 50 percent less than the viscosity at 20 C C of a 2 weight percent aqueous dispersion of the parent gum at the applicable shear rate.
  • the viscosity at 20°C of a 2 weight percent aqueous dispersion of the product gum is at least about 75 percent less than the viscosity at 20 C C of a 2 weight percent aqueous dispersion of the parent gum at the applicable shear rate. Even more preferably, the viscosity at 20°C of a 2 weight percent aqueous dispersion of the product gum is at least about 95 percent less than the viscosity at 20°C of a 2 weight percent aqueous dispersion of the parent gum at the applicable shear rate.
  • the inventive process usefully provides gums wherein the viscosity of a 2 percent aqueous dispersion thereof is less than about 25 mPa-s, as measured using a Brookf ield cone and plate viscometer at a temperature of 20°C and at a shear rate between about 5 sec "1 and about 120 sec" 1 .
  • the inventive process further usefully provides gums wherein the viscosity of a 2 percent aqueous dispersion thereof is less than about 10 mPa-s, as measured using a
  • inventive process further usefully provides gums wherein the viscosity of a 2 percent aqueous dispersion thereof is less than about 5 mPa s, as measured using a Brookfield cone and plate viscometer at a temperature of 20°C and at a shear rate between 5 sec "1 and 120 sec “1 .
  • Preferred gums are hydrolyzable.
  • hydrolyzable means that the selected gum can be at least partially depolymerized to lower molecular weight units by acid hydrolysis.
  • Preferred gums will be hydrolyzable without the addition of more than about 0.1 moles of acid/100 grams of gum. More preferred gums will be hydrolyzable without the addition of more than about 0.03 moles of acid/100 grams of gum.
  • Preferred gums are partially hydrated.
  • “partially hydrated” means containing water of hydration sufficient to facilitate the acid hydrolysis reaction, yet insufficient to deleteriously affect properties.
  • the presence of between 1 and 5 weight percent water of hydration facilitates the acid hydrolysis reaction.
  • the presence of between 6 and 20 weight percent water of hydration, while not deleterious to the reaction, is less preferred due to the need to later remove such excess water to minimize packing together of the product gum particles.
  • the presence of more than about 20 weight percent water of hydration is not preferred due to the increased cost of later removal, i.e., partial dehydration.
  • "natural carbohydrate” gum means a gum originating from a naturally occurring and harvested source, as opposed to a chemically synthesized gum.
  • Suitable natural carbohydrate gums include, e.g., guar gum, locust bean gum, and gum karaya.
  • the inventive process involves a controlled acid hydrolysis of the desired partially hydrated hydrolyzable natural carbohydrate gum.
  • guar gum, locust bean gum, and gum karaya have been successfully modified by adding a sufficient amount of an acid to the gum, holding the acidified gum for a sufficient time at a suitable temperature, and then removing and/or neutralizing the residual acid.
  • Lower molecular weight versions of the gums result, and dispersions of these reduced molecular weight gums exhibit substantially lower viscosities than dispersions of the parent gums at the same concentration and at the same temperature and applicable shear rate.
  • Suitable acids will serve to hydrolyze the gum, without otherwise destroying its molecular structure. While any protic acid source would hydrolyze the gum, e.g. organic acids, preferred acids include mineral acids such as hydrochloric acid, hydrobromic acid, and sulf uric o acid. Preferably, the acid will be hydrochloric acid.
  • sufficient amount of an acid means an amount of acid useful to form a product gum, wherein the viscosity of a 2 weight percent aqueous dispersion thereof is substantially less than that of a 2 weight percent aqueous dispersion of the parent gum.
  • the acid will be provided at a use level of less than about 0.1 mole of H + ions/100 5 grams of the selected gum. More preferably, the acid will be provided at a use level of less than about 0.03 moles of H * ions/100 grams of the selected gum.
  • gaseous hydrochloric acid is a preferred acid, as it can permeate between the gum particles.
  • gaseous hydrochloric acid affords the 0 advantage of not adding additional water to the system, which would later need to be removed to produce a powdered low viscosity gum.
  • aqueous acid solutions may be used ratherthan gaseous acid.
  • the use of such liquids would be accompanied by suitable mixing to facilitate the desired acid-gum contact. 5 Suitable reaction temperatures are those which would promote the hydrolysis reaction. Preferred temperatures are between 35°C and 100°C More preferred temperatures are between 45°C and 80°C.
  • the term contacting "for a suitable period of time" means that the hydrolysis reaction should be allowed to proceed to the desired degree of completion, i.e., 0 for a time sufficientto attain the desired reduction in viscosity. In general, the longer the contact, the greaterthe degree of viscosity reduction. As set forth below in the examples, contacting guar gum in the presence of hydrogen chloride gas for 26 hours at a temperature between about 45°C and about 50°C produces a low viscosity gum.
  • guar gum with hydrogen chloride gas for about 18 hours at a temperature of about 60°C, contacting gum 5 karaya with hydrogen chloride gas for about 6 hours at a temperature of about 60°C, and contacting locust bean gum with hydrogen chloride gas for about 48 hours at a temperature of about 60 C C likewise produce suitable low viscosity gums. From an economic perspective, preferred contacting times are less than about 48 hours.
  • "hydrated precursor” means the hydroiyzed version of the hydrolyzable, partially hydrated, natural carbohydrate gum. During the contemplated acid hydrolysis reaction, a portion of the water of hydration contained in the parent gum is consumed. There is no perceived advantage to further driving off water of hydration remaining in the hydrated precursor.
  • the hydrated precursor will be purged with an inert purge gas, to at least partially remove residual acid.
  • inert means non-reactive with the hydrated precursor.
  • Preferred purge gases include air and nitrogen. Suitable purge times will depend on, e.g., the desired extent to which the acid is to be removed, the flow rate of the gas, whether the hydrated precursor is agitated during purging, etc. The selection of suitable flow rates and the implementation of agitation are well understood by those skilled in the art.
  • Purging is typically conducted for between about 10 minutes and about 4 hours. From an economics standpoint, purging should preferably be accomplished within about one hour. Acid remaining in the product upon purging may be neutralized with an appropriate base.
  • Preferred bases are weak bases suitable to form a self-buffering system, e.g., phosphates, organic acid salts, etc., as well-known to those having skill in the art.
  • Particularly preferred bases include alkali metal carbonates and bicarbonates due to the formation of carbon dioxide upon neutralization. More particularly preferred bases include sodium or potassium bicarbonate or carbonate. A most preferred base is sodium bicarbonate.
  • the selected base will be added in an amount to result in a product gum have a pH appropriate for the end use contemplated.
  • the adjustment of pH of an acidic product using an appropriate amount of an appropriate base is well-understood by those skilled in the art.
  • a neutral product gum i.e., a product gum having a pH of 7, e.g., for gums to be consumed
  • the selected base will preferably be added in a stoichiometric amount.
  • the stoichiometric amount may be determined by titrating the purged product to determine the amount of residual acid. To facilitate a full neutralization, the purged hydroiyzed natural carbohydrate gum and the selected base are thoroughly mixed together.
  • the viscosity of a 2 weight percent aqueous dispersion of the product gum may be conveniently measured at a temperature of 20°C using a Brookfield cone and plate viscometer, available from Brookfield Engineering Co., Inc. (Stoughton, MA).
  • the subject process provides gums wherein the viscosity of a 2 weight percent aqueous dispersion thereof is less than about 100 mPa-s at a shear rate between about 5 sec" 1 and about 60 sec '1 .
  • the subject invention produces product guar gum wherein the viscosity of a 2 weight percent aqueous dispersion thereof is less than about 10 mPa s, as compared to a viscosity of a 2 weight percent aqueous dispersion of the parent guar gum in excess of about 10,000 mPa s.
  • the subject invention produces product locust bean gum wherein the viscosity of a 2 weight percent aqueous dispersion thereof is less than about 5 mPa-s, as compared to a viscosity of a 2 weight percent aqueous dispersion of the parent locust bean gum in excess of about 10,000 mPa-s.
  • the subject invention produces product gum karaya wherein the viscosity of a 2 weight percent aqueous dispersion thereof is about 25 mPa-s as compared a viscosity of a 2 weight percent aqueous dispersion of the parentgum in excess of about 500 mPa-s.
  • the following examples are provided for the purpose of explanation ratherthan limitation.
  • guar gum powder was loaded into a one gallon (3.8 L) closed container. Using a syringe, 6500 cm 3 of hydrogen chloride gas was introduced to the container through a septum, with mixing. The contents were mixed continuously for 26 hours at a temperature between 45°C and 50°C. The product was purged with airfor one hour, and the amount of remaining acid was determined by titration of a sample with base. The purged guar gum was thoroughly mixed with a stoichiometric amount of powdered sodium bicarbonate to neutralize the residual acid.
  • the viscosity of 2 weight percent aqueous dispersion of a sample processed in this manner was 72 mPa-s at20°C and at a shear rate of 6.0 sec' 1 . This compares to a measured viscosity of 18,756 mPa-s at 20°C and at a shear rate of 5.0 sec "1 for a 2 percent aqueous dispersion of the unmodified hydrated gum.
  • Example 2 One hundred grams of a gum as specified in the following Table One were loaded into a 1000 mL round bottom flask that was then mounted on a B ⁇ chi rotary evaporator.
  • the assembly was fitto provide an all glass system that could be evacuated, vented, and charged with a gas.
  • the flask containing the gum was evacuated for 5 minutes using an aspirator.
  • an amount of hydrogen chloride gas as specified in the following Table One was introduced intothe flaskwith mixing.
  • a 1 percent by weight charge of hydrogen chloride gas corresponds to 650 mL.
  • Air was then drawn into the system to equilibrate to atmospheric pressure.
  • the inlet valve was then closed.
  • the closed flask was heated in a 60°C water bath with rotation for the indicated time.
  • Example 2 The process as applied in Example 2 to xanthan gum and sodium alginate, is not a part of the present invention, due to the inadequate viscosity reductions achieved. While not wishing to be bound by theory, it is believed that the resistance of xanthan gum and sodium alginate to acid hydrolysis may be attributed to the greater number of carboxylate functional groups present in the molecular structures thereof which serve to buffer or neutralize an equivalent amount of added acid. Table One

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Biochemistry (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

L'invention concerne un procédé de réduction de la viscosité d'une gomme glucidique naturelle, partiellement hydratée, hydrolysable, par ex., la gomme de guar, la gomme de caroube, et la gomme de sterculia, à l'aide d'une hydrolyse d'acide régulée à une température comprise entre environ 35 °C et environ 100 °C.
PCT/US1993/000725 1992-01-31 1993-01-27 Procede de reduction de la viscosite de gommes glucidiques naturelles WO1993015116A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US82863392A 1992-01-31 1992-01-31
US07/828,633 1992-01-31

Publications (1)

Publication Number Publication Date
WO1993015116A1 true WO1993015116A1 (fr) 1993-08-05

Family

ID=25252334

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1993/000725 WO1993015116A1 (fr) 1992-01-31 1993-01-27 Procede de reduction de la viscosite de gommes glucidiques naturelles

Country Status (2)

Country Link
AU (1) AU3594893A (fr)
WO (1) WO1993015116A1 (fr)

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5545417A (en) * 1992-12-23 1996-08-13 Wm. Wrigley Jr. Company Natural carbohydrate gum hydrolyzate coated chewing gum
US5612070A (en) * 1992-12-23 1997-03-18 Wm. Wrigley Jr. Co. Chewing gums containing natural carbohydrate gum hydrolyzate
EP0746208A4 (fr) * 1992-12-23 1997-05-21 Wrigley W M Jun Co Chewing-gum enrobe d'un hydrolysat de gomme de glucides naturels
WO1997025354A1 (fr) * 1996-01-05 1997-07-17 Rhone-Poulenc Inc. Guar modifie, prepare par traitement a fort cisaillement dans des conditions acides et a temperature elevee
US5811148A (en) * 1990-05-17 1998-09-22 National Starch And Chemical Investment Holding Corporation Bulking agents and processes for preparing them from food gums
US6048563A (en) * 1994-12-21 2000-04-11 Rhodia Inc. Reduced viscosity, low ash modified guar and process for producing same
US6488091B1 (en) 2001-06-11 2002-12-03 Halliburton Energy Services, Inc. Subterranean formation treating fluid concentrates, treating fluids and methods
US6884884B2 (en) 2001-06-11 2005-04-26 Rhodia, Inc. Galactomannan compositions and methods for making and using same
US6911053B1 (en) 1999-01-05 2005-06-28 Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. Treatment for fabrics
US6971448B2 (en) 2003-02-26 2005-12-06 Halliburton Energy Services, Inc. Methods and compositions for sealing subterranean zones
EP1621080A1 (fr) 2004-07-30 2006-02-01 Wm. Wrigley Jr. Company Compositions de films comestibles
US7001872B2 (en) 2001-06-11 2006-02-21 Halliburton Energy Services, Inc. Subterranean formation treating fluid and methods of fracturing subterranean formations
US7347985B2 (en) 2002-06-25 2008-03-25 Wm. Wrigley Jr. Company Breath freshening and oral cleansing product with magnolia bark extract
US7595065B2 (en) 2002-06-25 2009-09-29 Wm. Wrigley Jr. Company Breath freshening and oral cleansing products with synergistic combinations of magnolia bark extract and essential oils
US7632525B2 (en) 2002-06-25 2009-12-15 Wm. Wrigley Jr. Company Breath freshening and oral cleansing product with magnolia bark extract in combination with surface active agents
WO2012130642A2 (fr) 2011-03-25 2012-10-04 Lamberti Spa Composition de soins de beauté
US8828914B2 (en) 2009-02-12 2014-09-09 Rhodia Operations Methods for controlling depolymerization of polymer compositions
CN104650254A (zh) * 2015-03-16 2015-05-27 青州荣美尔生物科技有限公司 一种植物多糖瓜尔胶的自动化生产工艺
US11407842B2 (en) 2017-08-16 2022-08-09 Nutrition & Biosciences Usa 1, Llc Method for controlled preparation of low molecular weight cellulose ether

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR974862A (fr) * 1948-07-31 1951-02-27 Procédé de solubilisation de la farine de guar et de la farine d'endosperme de graine de caroube pour l'apprêt des tissus et le collage des fibres textiles
US2553485A (en) * 1946-10-25 1951-05-15 Paper Chemistry Inst Dextrinization of manno-galactans

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2553485A (en) * 1946-10-25 1951-05-15 Paper Chemistry Inst Dextrinization of manno-galactans
FR974862A (fr) * 1948-07-31 1951-02-27 Procédé de solubilisation de la farine de guar et de la farine d'endosperme de graine de caroube pour l'apprêt des tissus et le collage des fibres textiles

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch, Week 7507, Derwent Publications Ltd., London, GB; Class A, AN 75-12020W *

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5811148A (en) * 1990-05-17 1998-09-22 National Starch And Chemical Investment Holding Corporation Bulking agents and processes for preparing them from food gums
US6299924B1 (en) 1990-05-17 2001-10-09 National Starch And Chemical Investment Holding Corporation Bulking agents and processes for preparing them from food gums
US5612070A (en) * 1992-12-23 1997-03-18 Wm. Wrigley Jr. Co. Chewing gums containing natural carbohydrate gum hydrolyzate
EP0746208A4 (fr) * 1992-12-23 1997-05-21 Wrigley W M Jun Co Chewing-gum enrobe d'un hydrolysat de gomme de glucides naturels
US5545417A (en) * 1992-12-23 1996-08-13 Wm. Wrigley Jr. Company Natural carbohydrate gum hydrolyzate coated chewing gum
US6048563A (en) * 1994-12-21 2000-04-11 Rhodia Inc. Reduced viscosity, low ash modified guar and process for producing same
WO1997025354A1 (fr) * 1996-01-05 1997-07-17 Rhone-Poulenc Inc. Guar modifie, prepare par traitement a fort cisaillement dans des conditions acides et a temperature elevee
US6911053B1 (en) 1999-01-05 2005-06-28 Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. Treatment for fabrics
US7001872B2 (en) 2001-06-11 2006-02-21 Halliburton Energy Services, Inc. Subterranean formation treating fluid and methods of fracturing subterranean formations
US6488091B1 (en) 2001-06-11 2002-12-03 Halliburton Energy Services, Inc. Subterranean formation treating fluid concentrates, treating fluids and methods
US6884884B2 (en) 2001-06-11 2005-04-26 Rhodia, Inc. Galactomannan compositions and methods for making and using same
US7595065B2 (en) 2002-06-25 2009-09-29 Wm. Wrigley Jr. Company Breath freshening and oral cleansing products with synergistic combinations of magnolia bark extract and essential oils
US7347985B2 (en) 2002-06-25 2008-03-25 Wm. Wrigley Jr. Company Breath freshening and oral cleansing product with magnolia bark extract
US7632525B2 (en) 2002-06-25 2009-12-15 Wm. Wrigley Jr. Company Breath freshening and oral cleansing product with magnolia bark extract in combination with surface active agents
US8012514B2 (en) 2002-06-25 2011-09-06 Wm. Wrigley Jr. Company Breath freshening and oral cleansing product with Magnolia Bark Extract
US8163304B2 (en) 2002-06-25 2012-04-24 Wm. Wrigley Jr. Company Breath freshening and oral cleansing product with magnolia bark extract in combination with surface active agents
US7281583B2 (en) 2003-02-26 2007-10-16 Halliburton Energy Services, Inc. Self-dissolving lost circulation treatment for producing formations
US6971448B2 (en) 2003-02-26 2005-12-06 Halliburton Energy Services, Inc. Methods and compositions for sealing subterranean zones
EP1621080A1 (fr) 2004-07-30 2006-02-01 Wm. Wrigley Jr. Company Compositions de films comestibles
US8828914B2 (en) 2009-02-12 2014-09-09 Rhodia Operations Methods for controlling depolymerization of polymer compositions
WO2012130642A2 (fr) 2011-03-25 2012-10-04 Lamberti Spa Composition de soins de beauté
CN104650254A (zh) * 2015-03-16 2015-05-27 青州荣美尔生物科技有限公司 一种植物多糖瓜尔胶的自动化生产工艺
US11407842B2 (en) 2017-08-16 2022-08-09 Nutrition & Biosciences Usa 1, Llc Method for controlled preparation of low molecular weight cellulose ether

Also Published As

Publication number Publication date
AU3594893A (en) 1993-09-01

Similar Documents

Publication Publication Date Title
WO1993015116A1 (fr) Procede de reduction de la viscosite de gommes glucidiques naturelles
KR870001276B1 (ko) 소판형 탄산칼슘 분말의 제조방법
KR100236507B1 (ko) 비취성 겔용 겔란 고무
EP0210917A2 (fr) Procédé pour la préparation d'un éther de cellulose ayant un degré de polymérisation plus faible
US3328262A (en) Heteropolysaccharide fermentation process
US4041234A (en) Dispersible glyoxal-xanthan gum complexes
EP0001895A1 (fr) Hétéropolysaccharide, sa préparation par fermentation, et compositions et complexes le contenant
US20090043089A1 (en) Method for preparing polyanhydroglucuronic acid and/or salts thereof
KR880001393B1 (ko) 전분으로 부터 전분 풀의 제조 방법
US4439411A (en) Production of sodium hydrosulfide
CN1332113A (zh) 过碳酸钠的制备方法
EP0725143A1 (fr) Nouveau polysaccharide, procede de production, utilisation, et souche tnm2 de l'agrobacterie radiobacter
US4126716A (en) Process for preparing stable anhydrous sodium dithionite
JPH0478337B2 (fr)
JP2000007705A (ja) 湿熱処理キサンタンガムおよびその製造方法
FR2600673A1 (fr) Procede perfectionne de microencapsulation de microorganismes dans une matrice de polysaccharide
JP2800061B2 (ja) 低粘度カルボキシメチルセルロースナトリウムの製造法
US4002457A (en) Soil conditioners and fertilizers from spent sulfite liquor
US3761465A (en) Preparation of water soluble derivatives of cellulose and compositions thereof
US3236831A (en) Xanthomonas hydrophilic colloid ethers
US20050209449A1 (en) Depolymerization of water soluble polysaccharides
JPS59142201A (ja) 親水性を改善された改質キサンタンゴムとその調製法
JPH0360479B2 (fr)
JPH0143686B2 (fr)
JPH042521B2 (fr)

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AU BB BG BR CA FI HU JP KR LK MG MN MW NO NZ PL RO RU SD UA US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR SN TD TG

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
NENP Non-entry into the national phase

Ref country code: CA

122 Ep: pct application non-entry in european phase
点击 这是indexloc提供的php浏览器服务，不要输入任何密码和下载