WO1993011869A1 - Encapsulation of liquids in microorganisms - Google Patents

Encapsulation of liquids in microorganisms Download PDF

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Publication number
WO1993011869A1
WO1993011869A1 PCT/US1992/010391 US9210391W WO9311869A1 WO 1993011869 A1 WO1993011869 A1 WO 1993011869A1 US 9210391 W US9210391 W US 9210391W WO 9311869 A1 WO9311869 A1 WO 9311869A1
Authority
WO
WIPO (PCT)
Prior art keywords
cells
micro
organism
peroxygen bleach
treated
Prior art date
Application number
PCT/US1992/010391
Other languages
English (en)
French (fr)
Inventor
Frederick Edward Hardy
Alan David Willey
Stefano Scialla
Original Assignee
The Procter & Gamble 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 Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to US08/244,798 priority Critical patent/US5496728A/en
Priority to EP93900776A priority patent/EP0672113A1/en
Priority to JP51095993A priority patent/JP3222136B2/ja
Publication of WO1993011869A1 publication Critical patent/WO1993011869A1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3902Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905Bleach activators or bleach catalysts
    • C11D3/3907Organic compounds
    • C11D3/391Oxygen-containing compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02Making microcapsules or microballoons
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0039Coated compositions or coated components in the compositions, (micro)capsules
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3902Organic or inorganic per-compounds combined with specific additives
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3902Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905Bleach activators or bleach catalysts
    • C11D3/3907Organic compounds
    • C11D3/3917Nitrogen-containing compounds
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12NMICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N1/00Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
    • C12N1/005Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor after treatment of microbial biomass not covered by C12N1/02 - C12N1/08

Definitions

  • the present invention relates to a method of reducing the odour of micro-organism cells.
  • the invention also relates to the use of the resultant deodorised cells in a process for encapsulating a material, in which micro-organism cells are contacted with the said material, which material is in liquid form, whereby the said material is absorbed through the micro-organism cell wall and retained within the micro ⁇ organism cells.
  • the invention also relates to liquids that have been encapsulated in that manner. Background to the Invention The encapsulation of materials within micro-organism cells is well known.
  • EP-B-0,085,805 (Dunlop Limited) a method of encapsulation is described in which the micro-organism is contacted with an organic lipid-extending substance that is a solvent, or a micro-dispersing medium, for the material to be encapsulated, and simultaneously and/or subsequently the micro-organism is contacted with the material to be encapsulated, said material being employed as a solution or micro-dispersion in the organic lipid-extending substance, or in a further organic lipid-extending substance or in a liquid that is miscible with the first-mentioned lipid- extending substance, whereby both the organic lipid- extending substance and the material to be encapsulated are taken into and retained passively within the micro-organism.
  • an organic lipid-extending substance that is a solvent, or a micro-dispersing medium
  • Suitable micro-organisms include yeasts and suitable lipid- extending substances include aliphatic alcohols, esters, aromatic hydrocarbons and hydrogenated aromatic hydrocarbons.
  • An example of a material that can be encapsulated is a leuco dye suitable for use in "carbonless" copy paper.
  • a stated advantage of the method described in that European patent is that, in contrast to certain earlier proposals (cf. US-A-4,001,480 and FR-A-2,179,528) , use may be made of micro-organisms having a natural lipid content of less than 40 percent by weight, without the need to employ a plasmolyser.
  • EP-A-0,242,135 discloses a method of producing an encapsulated material by contacting the material in liquid form with a grown intact micro-organism having a microbial lipid content of less than 40 percent by weight.
  • the encapsulatable material must be capable of diffusing into the microbial cell without causing total lysation thereof and the treatment of the micro-organism is carried out in the absence of an organic lipid-extending substance as solvent or icrodispersant for the encapsulatable material and in the absence of a plasmolyser.
  • the material is absorbed by the micro-organism - typically a yeast - by diffusion across the microbial cell wall and is passively retained within the micro-organism.
  • encapsulatable materials including essential oils used as flavours or fragrances, leuco dyes, vitamins, detergents such as lauryl ether sul ate, food colourants, and pesticides and the like.
  • EP-A-0,414,282 discloses bleach compositions, including laundry detergents, laundry bleaches and dishwashing or scouring products, that contain a perfume
  • EP-A-0,414,283 discloses fabric-softening compositions that contain a perfume.
  • the perfume is encapsulated in micro-organism cells according to the conventional methods, as described in US-A-4,001,480 or EP-A-0,242,135.
  • micro-organism cells for encapsulation purposes
  • they may have a disagreeable odour and possibly also an unpleasing colour and may therefore diminish the acceptability of the encapsulated products, or compositions containing them, to consumers.
  • micro-organism cells may be at least partially deodorised by treatment with a peroxygen bleach whilst leaving the cells at least largely intact and hence suitable for encapsulation purposes.
  • the present invention in one of its aspects, accordingly provides a method of reducing the odour of micro-organism cells, characterised in that the said cells are treated with a peroxygen bleach.
  • the invention also provides, in another of its aspects, a process for encapsulating a material in which micro-organism cells are contacted with the said material, which material is in liquid form, whereby the said material is absorbed through the micro-organism cell wall and retained within the micro-organism cells, characterised in that the micro ⁇ organism cells are also treated with a peroxygen bleach.
  • bacteria and algae may be suitable, preferred micro-organisms are fungi, especially filamentous fungi, e.g. Aspergillus niger, and more especially the yeasts.
  • yeasts which may be used in the present invention are Lipomyces species, such as L . lipofer and L. star eyi , Trichosporon species, such as T. pull lans and T. c taneum, Candida species such as C. c rvata and C. utilis ,
  • Kluvveromyces fragilis and Saccharomyces cerevisiae Usually, use will be made of micro-organism cells in grown form, i.e. that have been harvested from a culture medium.
  • the cells should be intact, that is to say not have undergone any significant lysation, and are preferably of large size, typically with an average diameter for the cell of from 5 to 20 ⁇ m. It is also desirable that the cells should not undergo lysation before or during the encapsulation step.
  • a micro-organism will normally be chosen that under the conditions of the intended use will disintegrate or undergo sufficient disruption or permit diffusion of its contents so that the encapsulated liquid will be released at the appropriate point of application.
  • the micro-organism cells are treated with a peroxygen bleach, for example peracids (including so-called 'low-activity' peracids), such as peroxymonosulfuric acid, m-chloroperbenzoic acid, diperisophthalic acid and monoperphthalic acid, and their derivatives, e.g. salts such as potassium monopersulfate (“oxone”) or magnesium monoperoxyphthalate (“H48”) .
  • oxone potassium monopersulfate
  • H48 magnesium monoperoxyphthalate
  • Compounds that release hydrogen peroxide when dissolved in water come into consideration, especially those that are commercially available; these includes such salts as perborates, notably sodium perborate, and such adducts as percarbonates.
  • the preferred peroxygen bleach is hydrogen peroxide (H 2 0 2 ) .
  • the peroxygen bleach attacks the amine centres in the micro-organism.
  • the treatment with the peroxygen bleach should be carried out under conditions that achieve a significant reduction in, or even complete removal of, the characteristic micro-organism odour and/or colour without being so severe as to cause any significant lysation or disruption of the cell walls (which would impair the effectiveness of the micro-organism as an encapsulation material) .
  • the micro-organism is treated with an aqueous solution of the peroxygen bleach, especially one containing the peroxygen bleach at a concentration of from 0.01 to 10%, more preferably from 0.02 to 5% and most preferably from 0.1 to 2%, w/v.
  • the amount of peroxygen bleach is usually 0.02 to 100%, preferably 0.04 to 50% and more preferably 0.1 to 20% by weight.
  • the solution of peroxygen bleach is preferably prepared in deionised water.
  • the peroxygen bleach-containing treatment solution is preferably alkaline and will typically contain an alkali - usually an alkali metal or alkaline earth metal hydroxide or carbonate, preferably sodium hydroxide - at a concentration from 0 to 2.0 M, preferably from 0.01 to 1.0 M, more preferably from 0.05 to 0.5 M. Simply buffering the solution at high pH may also be considered.
  • the peroxygen bleach- containing solution contains sodium silicate, preferably in an amount from 20 to 60g/l, typically from 30 to 50g/l.
  • the sodium silicate is useful as a filtering aid, is a source of alkalinity, acts as a defoaming agent and provides some control over heavy metals that might decompose the peroxygen bleach.
  • other silicates e.g. other alkali metal silicates, come into consideration for use with or instead of the sodium silicate, as do filtration aids, r such as Kieselguhr or Celite, and chelating agents, such as
  • EDTA ethylenediamine tetraacetic acid
  • STP sodium tripolyphosphate
  • the primary purpose in treating the micro-organism cells with the peroxygen bleach is to reduce or eliminate any odour of the micro-organism, the treated micro-organism
  • micro-organism 25 may also be referred to hereinafter as a "bleached" micro ⁇ organism; it has been found that the reduction in odour is often accompanied by a lightening of the colour of the micro-organism cell material.
  • the treated micro-organism may be employed for the
  • the material to be encapsulated should be in liquid form under the conditions at which encapsulation is carried out.
  • Materials that are not themselves liquid under those conditions may be used in the form of a solution or micro dispersion in a suitable solvent or dispersant, usually a solvent that is immiscible with lipid that may be present in the micro-organism.
  • suitable solvents include C. - C. alcohols, e.g. methanol, ethanol or isopropanol, and the solvent may be removed by evaporation after the encapsulation treatment. It is also possible, and sometimes preferred, to carry out the encapsulation process in the presence of water.
  • encapsulation could be effected from a system containing both the peroxygen bleach in aqueous solution and the material to be encapsulated, provided that the material to be encapsulated were compatible with that bleach.
  • the present invention is particularly advantageous in the encapsulation of bleach activators used in cleaning compositions, for example heavy duty or general purpose laundry detergent compositions, bleaching compositions, dishwashing compositions and hard-surface or other cleaning products.
  • Such bleach activators are commonly susceptible to attack by moisture, leading to hydrolysis or premature perhydrol sis, the products of which are liable to damage other ingredients in the cleaning composition.
  • Suitable bleach activators are disclosed in U.S. Patents No. 4,179,390 (Spadini et al.) , No. 4,412,934 (Chung et al.) and No. 4,915,854 (Mao et al.)
  • the present invention is illustrated in and by the following examples.
  • Example 1 fa) Yeast Treatment lOOg of baker's yeast (Saccharomyces cerevisiae) were suspended in one litre of a 0.2 molar solution of sodium hydroxide in water containing 40g of sodium silicate.
  • Example 1 A number of samples of bleached yeast micro-capsules were prepared using the process described above in Example 1 (a) but with certain variations in the yeast concentration, alkalinity, the presence or absence of sodium silicate, and the concentration of hydrogen peroxide. The samples were assessed for yeast odour and for the amount of foaming produced during the hydrogen peroxide treatment. The results are summarised in the following table (in which sample 5 indicates the sample obtained by the process according to Example 1(a)).
  • the cell membrane For the yeast cells to be useful for encapsulation purposes, the cell membrane must be intact. Microscopy showed that this was only the case for Samples 5 and 6.
  • Sample 5 was preferred to Sample £, in that it exhibited a lower odour and lower foaming.
  • compositions were sampled after certain periods of time, the samples being analyzed in order to determine how much of the bleach activator (acetyl triethyl citrate or TAED, as the case may be) remained (expressed as a percentage of the original content) .
  • the analysis was effected by dissolving the sample, analyzing for peracid and comparing that result with the expected result for 100% active. The results are shown in the following table. Table 2
  • the 5-week result for the bleached capsules is anomalous and is thought to be due to poor dispersion of the product; in particular, caking, which is a problem commonly experienced

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Inorganic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • Zoology (AREA)
  • Medicinal Chemistry (AREA)
  • Biochemistry (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Biomedical Technology (AREA)
  • Sustainable Development (AREA)
  • Microbiology (AREA)
  • Dispersion Chemistry (AREA)
  • Virology (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Detergent Compositions (AREA)
  • Manufacturing Of Micro-Capsules (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
PCT/US1992/010391 1991-12-13 1992-12-01 Encapsulation of liquids in microorganisms WO1993011869A1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
US08/244,798 US5496728A (en) 1991-12-13 1992-12-01 Encapsulation of liquids in micro-organisms
EP93900776A EP0672113A1 (en) 1991-12-13 1992-12-01 Encapsulation of liquids in microorganisms
JP51095993A JP3222136B2 (ja) 1991-12-13 1992-12-01 微生物中における液体の封入

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP91870208 1991-12-13
EP91870208.5 1991-12-13

Publications (1)

Publication Number Publication Date
WO1993011869A1 true WO1993011869A1 (en) 1993-06-24

Family

ID=8209040

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1992/010391 WO1993011869A1 (en) 1991-12-13 1992-12-01 Encapsulation of liquids in microorganisms

Country Status (8)

Country Link
EP (1) EP0672113A1 (tr)
JP (1) JP3222136B2 (tr)
CN (1) CN1074481A (tr)
CA (1) CA2124791C (tr)
MA (1) MA22732A1 (tr)
MX (1) MX9207184A (tr)
TR (1) TR27620A (tr)
WO (1) WO1993011869A1 (tr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994029509A1 (en) * 1993-06-09 1994-12-22 The Procter & Gamble Company Process for the bleaching of fabrics
US5713962A (en) * 1993-06-09 1998-02-03 The Procter & Gamble Company Process for the bleaching of fabrics
EP0859047A2 (en) * 1997-02-10 1998-08-19 The Procter & Gamble Company A system for delivering hydrophobic liquid bleach activators
WO2004037232A1 (en) * 2002-10-24 2004-05-06 Micap Plc. Targeted delivery
GB2413563A (en) * 2004-04-27 2005-11-02 Micap Plc Composition comprising a biocide encapsulated within a fungal cell
GB2418654A (en) * 2004-09-29 2006-04-05 Micap Plc Microbial encapsulation
WO2014128071A1 (en) 2013-02-25 2014-08-28 Firmenich Sa Encapsulated plasmolysed micro-organism particles
WO2018002331A1 (en) 2016-06-30 2018-01-04 Firmenich Sa Plated yeast formulations

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1056540A (en) * 1911-10-27 1913-03-18 Alois Zeckendorf Process of bleaching and conserving yeast.
US2031668A (en) * 1929-04-04 1936-02-25 Gustave T Reich Art of purifying yeast
US3925234A (en) * 1972-07-31 1975-12-09 Henkel & Cie Gmbh Coated bleach activator
US3951594A (en) * 1972-11-27 1976-04-20 Pennwalt Corporation Hydrogen peroxide bleaching solutions and process
US4001480A (en) * 1974-08-16 1977-01-04 Swift & Company Encapsulation process utilizing microorganisms and products produced thereby
US4025453A (en) * 1976-02-09 1977-05-24 Shell Oil Company Activated bleaching process and compositions therefor
EP0242135A2 (en) * 1986-04-12 1987-10-21 Ad2 Limited Microbial encapsulation

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR343712A (fr) * 1904-06-04 1904-10-13 Max Elb Procédé pour enlever aux extraits de levure leur amertume
EP0041650A3 (en) * 1980-06-10 1982-05-12 Provesta Corporation A method of reducing the nucleic acid level in single cell protein and method for producing a single cell protein product
IL95019A0 (en) * 1989-08-09 1991-06-10 Mycogen Corp Process for encapsulation of biologicals

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1056540A (en) * 1911-10-27 1913-03-18 Alois Zeckendorf Process of bleaching and conserving yeast.
US2031668A (en) * 1929-04-04 1936-02-25 Gustave T Reich Art of purifying yeast
US3925234A (en) * 1972-07-31 1975-12-09 Henkel & Cie Gmbh Coated bleach activator
US3951594A (en) * 1972-11-27 1976-04-20 Pennwalt Corporation Hydrogen peroxide bleaching solutions and process
US4001480A (en) * 1974-08-16 1977-01-04 Swift & Company Encapsulation process utilizing microorganisms and products produced thereby
US4025453A (en) * 1976-02-09 1977-05-24 Shell Oil Company Activated bleaching process and compositions therefor
EP0242135A2 (en) * 1986-04-12 1987-10-21 Ad2 Limited Microbial encapsulation

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP0672113A4 *

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994029509A1 (en) * 1993-06-09 1994-12-22 The Procter & Gamble Company Process for the bleaching of fabrics
US5713962A (en) * 1993-06-09 1998-02-03 The Procter & Gamble Company Process for the bleaching of fabrics
EP0859047A2 (en) * 1997-02-10 1998-08-19 The Procter & Gamble Company A system for delivering hydrophobic liquid bleach activators
WO2004037232A1 (en) * 2002-10-24 2004-05-06 Micap Plc. Targeted delivery
GB2413563A (en) * 2004-04-27 2005-11-02 Micap Plc Composition comprising a biocide encapsulated within a fungal cell
GB2418654A (en) * 2004-09-29 2006-04-05 Micap Plc Microbial encapsulation
WO2014128071A1 (en) 2013-02-25 2014-08-28 Firmenich Sa Encapsulated plasmolysed micro-organism particles
US11202463B2 (en) 2013-02-25 2021-12-21 Firmenich Sa Encapsulated plasmolysed micro-organism particles
WO2018002331A1 (en) 2016-06-30 2018-01-04 Firmenich Sa Plated yeast formulations
US11091734B2 (en) 2016-06-30 2021-08-17 Firmenich Sa Plated yeast formulations

Also Published As

Publication number Publication date
CA2124791C (en) 1997-10-21
JPH07501944A (ja) 1995-03-02
TR27620A (tr) 1995-06-13
EP0672113A1 (en) 1995-09-20
EP0672113A4 (en) 1994-11-28
MX9207184A (es) 1993-07-30
JP3222136B2 (ja) 2001-10-22
MA22732A1 (fr) 1993-07-01
CN1074481A (zh) 1993-07-21

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