AU619266B2 - Detergent composition - Google Patents

Detergent composition Download PDF

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Publication number
AU619266B2
AU619266B2 AU32398/89A AU3239889A AU619266B2 AU 619266 B2 AU619266 B2 AU 619266B2 AU 32398/89 A AU32398/89 A AU 32398/89A AU 3239889 A AU3239889 A AU 3239889A AU 619266 B2 AU619266 B2 AU 619266B2
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AU
Australia
Prior art keywords
detergent composition
carbon atoms
fatty acid
composition according
acid ester
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
AU32398/89A
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AU3239889A (en
Inventor
Dennis Giles
Michael Hull
Reginald Vear Scowen
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Unilever PLC
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Unilever PLC
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Publication date
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Publication of AU3239889A publication Critical patent/AU3239889A/en
Application granted granted Critical
Publication of AU619266B2 publication Critical patent/AU619266B2/en
Anticipated expiration legal-status Critical
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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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/60Sulfonium or phosphonium compounds
    • 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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/28Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • 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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/83Mixtures of non-ionic with anionic compounds
    • 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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/72Ethers of polyoxyalkylene glycols

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)

Description

V 44
AUSTRALIA
PATENTS ACT 1952 COMPLETE SPECIFICATION 6119266 Form
(ORIGINAL)
FOR OFFICE USE Short Title: Int. Cl: Application Number: Lodged: Complete Specification-Lodged: Accepted: Lapsed: Published: Priority: Related Art: 4 TO BE COMPLETED BY APPLICANT Name of Applicant: SAddress of Applicant: UNILEVER PLC UNILEVER HOUSE
BLACKFRIARS
LONDON EC4
ENGLAND
Actual Inventort Address for Service: GRIFFITH HACK CO., 601 St. Kilda Road, Melbourne, Victoria 3004, Australia.
Complete Specification for the invention entitled: DETERGENT COMPOSITION The following statement is a full description of this invention including the best method of performing it known to me:r.
i 1.
DETERGENT COMPOSITION This invention relates to a detergent composition, in particular to a detergent composition for washing fabrics.
Fabric washing compositions contain, as an essential ingredient, a surfactant system whose role is to assist in the removal of soil from the fabric and its suspension in the wash liquor. Suitable detergent active surfactant materials fall into a number of classes, including anionic, nonionic and cationic materials. Marketed products contain materials selected from one or more of these classes.
i 4 t 4 o. The most widely used anionic surfactant materials are the alkyl benzene sulphonates and these provide o. ,satisfactory results especially at high temperatures.
*There has been a desire to find alternative anionic t* S 15 surfactants for use in circumstances when alkyl benzene sulphonates are undesirable.
Among such alternative anionic surfactants are the fatty acid ester sulphonates (FAES) of the general formula i R C CH OOR 2 0 S03 M where R 1 is an alkyl group derived from a fatty acid, usually from a natural source, R 2 is a SIhort chain alkyl lgroup, usually methyl and M is, for example, an alkali metal. Thus for example, United States patent 4416809 (Magari et al, assigned to Lion Corporation) discloses a composition containing FAES, soap and the salt of a polycarboxylic acid. Exemplified FAES materials are those in which R 1 is derived from tallow and R 2 is methyl. Ethyl or propyl are also mentioned as possibilities for R 2 2 We have found, however, that the performance of such recommended FAES materials is unsatisfactory when the compositions also contain low HLB nonionic surfactants.
Since the use of such nonionic surfactants has been shown to lead to a number of benefits, including an overall boosting in detergency (see GB 1241754 Unilever), there is a desire to improve the performance of FAES materials in the presence of such nonionic materials.
We have now surprisingly discovered that this object 2 can be achieved by the use of materials in which R is butyl or higher alkyl.
t i Thus, according to the invention, there is provided a I detergent composition including a surfactant system Scomprising: 4 i) a fatty acid ester sulphonate; and ii) nonionic surfactant having an HLB of less than 10.5 S preferably less than fel wherein the fatty acid ester sulphonate has the general got 9 formula R CH COOR 2 4 SO s O3 M where R. and R are independently fully or substantially I saturated aliphatic hydrocarbon groups having at least 4 }i carbon atoms, the sum of the carbon atoms in groups R and S 25 R' being from 8 to 30, and M is a monovalent cationic species.
The fatty acid ester sulphonate salts of the above general formula can be produced from fatty acids in conventional manner. Desirable starting fatty acids are, for example, those derived from tallow, palm oil or coconut oil. Thus, it is preferred that the group R ~contains from 3 12 to 18 carbon atoms. It may be fully or substantially saturated. The group R 2 may have fewer carbon atoms than the group R 1 For instance the group R 2 may have from 4 to 8 carbon atoms. In particular it may be butyl.
The sum of the carbon atoms in groups R I and R 2 will preferably lie in the range 12 to 24. It is preferable also that R 1 and R 2 are different, especially when the sum of the carbon atoms in groups R 1 and R 2 is 14 or more. A preferred FAES material is that in which R 1 is coconut alkyl and R 2 is butyl.
Mixtures of FAES materials as defined above could be used. Other FAES materials, such as the tallow methyl material, may also be included in minor amounts, but there .t is no particular advantage in doing so.
It 15 It is preferred to use the water-soluble salts of these anionic surfactants, specifically the alkali metal (sodium or potassium) salts thereof, Suitable nonionic surfactants which may be used are *i t* the reaction products of compounds having a hydrophobic 4 0 group and a reactive hydrogen atom, for example aliphatic alcohols, acids, amides or alkyl phenols with alkylene S 4 oxides, especially ethylene oxide either alone or with propylene oxide. Specific nonionic detergent compounds I are alkyl (C 6
C
22 phenols-ethylene oxide condensates, the condensation products of aiphatic (C C 1 8 primary or secondary linear or branched alcohols with ethylene oxide, and products made by condensation of ethylene oxide with the reaction products of propylene oxide and ethylenediamine.
7- 4 When alkylene oxide adducts of fatty materials are used as the nonionic surfactants, the number of alkylene oxide groups per molecule has a considerable effect upon the HLB of the nonionic surfactant. The chain length and nature of the fatty material is also influential, and thus the preferred number of alkylene oxide groups par molecule depends upon the nature and chain length of the fatty material.
We have found it of advantage that the weight ratio between the anionic surfactant and the alkoxylated nonionic surfactant lies between 4:1 and 1:4, most S' preferably between 3:1 and 1:2, otherwise the benefits of the invention may not be achieved.
SPreferred compositions according to the invention include the surfactant system in an amount from 2% to such as from 4% to 30% by weight of the composition, and said fatty acid ester sulphonate and nonionic surfactant constitutes 50 to 100% by weight of the surfactant system.
t The surfactant system may include other surfactant 20 materials in addition to the specified sulphonate and nonionic materials. These other surfactant materials may be selected from other anionic detergent active materials, I zwitterionic or amphoteric detergent active materials or Smixtures thereof.
_T_
~I 5 87/96 F Any such further surfactant materials will generally be present at a level which is no more than 50% preferably no more than 40% of the total amount of surfactant in the composition, and might be not over 5% of the whole composition.
The other anionic detergent active materials may be the usual water-soluble alkali metal salts of organic sulphates and sulphonates having alkyl radicals containing from about 8 to about 22 carbon atoms, the term alkyl being used to include the alkyl portion of higher acyl radicals. Examples of suitable synthetic anionic detergent compounds are sodium and potassium alkyl sulphates, especially those obtained by sulphating higher (Cg C 18 alcohols produced for example from tallow or coconut oil, sodium and potassium alkyl (C 9
C
20 benzene 15 sulphonates, particularly sodium linear secondary alkyl
(C
10
C
15 benzene sulphonates; sodium alkyl glyceryl ether sulphates, especially those ethers of the higher alcohols derived from tallow or coconut oil and synthetic I alcohols derived from petroleum; sodium coconut oil fatty monoglyceride sulphates and sulphonates; sodium and potassium salts of sulphuric acid esters of higher (C Ci 1 8 fatty alcohol-alkylene oxide, particularly ethylene Soxide, reaction products; the reaction products of fatty j t tacids such as coconut fatty acids esterified with i 25 isethionic acid and neutralised with sodium hydroxide; sodium and potassium salts of fatty acid amides of methyl I taurine; alkane monosulphonates such as those derived by reacting alpha-olefins (C C 20 with sodium bisulphite I and those derived from reacting paraffins with SO 2 and Cl 2 30 and then hydrolysing with a base to product a random sulphate.
The compositions of the invention may contain a detergency builder material, this may be any material capable of reducing the level of free calcium ions in the wash liquor and will preferably provide the compositions with other beneficial an alkaline pH and the fabric.
i 5 Examples of phosp i detergency builders, w j water-soluble salts, e Ipyrophosphates, orthop polyphosphates and pho inorganic phosphate bu tripolyphosphates, ort i hexametaphosphates.
S,
I 6 87/96 F properties such as the generation of suspension of soil removed from the horus-containing inorganic hen present, include the specially alkali metal hosphates, orthophosphates, sphonates. Specific examples of ilders include sodium and potassium ho phosphates and ft ft. f ftt ft ft ft f ft ft f ft 8 f k C r Examples of non-phosphorus-containing inorganic 15 detergency builders, when present, include water-soluble alkali metal carbonates, bicarbonates, silicates and crystalline and amorphous aluminosilicates. Specific examples include sodium carbonate (with or without calcite seeds), potassium carbonate (with or without calcite seeds), sodium and potassium bicarbonates and silicates.
Examples of organic detergency builders, when present, include the alkali metal, ammonium and substituted ammonium polyacetates, carboxylatek, polycarboxylates, polyacetyl carboxylates and polyhydroxysulphonates. Specific exemples include sodium, potassium, lithium, ammonium and substituted ammonium salts of ethylenediaminetetraacetic acid, nitrilotriacetic acid, oxydisuccinic acid, melitic acid, benzene polycarboxylic acids and citric acid.
It is preferred that the compositions according to the invention be alkaline, that is at the concentration of 1 g/l in distilled water at 25°C the pH should be at least 8, preferably at least 10. To this end the Fill: 7 87/96 F compositions may include a water-soluble alkaline salt.
This salt may be a detergency builder or a non-building alkaline material.
Apart from the ingredients already mentioned, a number of optional ingredients may also be present.
Examples of other ingredients which may be present in the composition include fabric softening agents such as fatty amines, fabric softening clay materials, lather boosters such as alkanolamides, particularly the I monoethanolamides derived from palm kernel fatty acids and coconut fatty acids, lather depressants, oxygen-releasing o Ibleaching agents such as sodium perborate and sodium 15 percarbonate, peracid bleach precursors, chlorine-releasing bleaching agents such as n "tricloroisocyanuric acid, inorganic salts such as sodium t i t sulphate, and, usually present in very minor amounts, fluorescent agents, perfumes including deodorant perfumes, 20 enzymes such as proteases, cellulases, amylases and lipase, 'i germicides and colourants.
The detergent compositions according to the invention may be prepared by a number of different methods according to their physical form. In the case of granular products they may be prepared by dry-mixing or coagglotneration. A preferred physical form is a granule incorporating a detergency builder salt and this is most conveniently manufactured by spray-drying at least part of the composition. In this process a slurry is prepared containing the heat-insensitive components of the composition such as the surfactant system, builder material and filler salt. The slurry is spray-dried to form base powder granules with which any solid heat-sensitive ingredients may be mixed, such ingredients including bleaches and enzymes. The specified nonionic _I;~t__if(dir) 8 87/96 F surfactants can be liquidified by melting or solvent dissolution and sprayed onto the base powder granules, rather than including them in the slurry for spray-drying.
The invention will now be described in more detail in the following non-limiting examples.
EXAMPLES 1 TO 6 Wash liquors were prepared in water having a hardness of 250 FH (equivalent to a free calcium ion concentration i .*3 of 2.5 x 10 molar). The wash liquor contained the equivalent of 6 g/l of a composition containing (by weight) a a 15 Specified anionic surfactant 9% ,t a Specified nonionic surfactant 4% SSodium tripolyphosphate 23% Sodium carbonate 6% Sodium alkaline silicate S, 20 Sodium sulphate 30,8% aI Sodium chloride 2,93% Water balance The sodium chloride was included as being equivalent in ionic strength to 5% sodium perborate monohydrate which I would be present in practice. The bleach is left out of these experiments in order to avoid confusion between detergency and bleaching effect in the interpretation of the results.
V The wash liquors were used to wash a fabric load at a liquor to cloth ratio of 50:1. The load included a number of polyester monitors to which had previously been applied an amount of C 1 4 tagged triolein. Measurement of the level of tagged triolein after washing, using standard radio-tracer techniques, gives an indication of the degree of detergency, ie. soil removal, obtained.
9 The wash time was 20 minutes with an agitation of rpm. Washes were isothermal at In each case the nonionic surfactant was either SYNPERONIC A7 (ex ICI) which is principally a C13/C15 alcohol ethoxylated with an average of 7 moles ethylene oxide per molecule having an HLB of 11.7, or a 1:3 by weight mixture thereof with SYNPERONIC A3, which is a similar material containing an average of 3 moles of ethylene oxide per molecule, the mixture having an HLB of The anionic surfactants used were: CM: Coconut methyl FAES TEXIN ES 68: A tallow methyl FAES ex Henkel SLB: c2 alkyl butyl FAES r The results obtained were as follows: Example No Anionic Nonionic soil removal 1 CM A7 20.1 2 ES68 A7 20.6 ,3 t A7 19.8 4 CM A7/A3 26.0 ES68 A7/A3 23.9 6 LB A7/A3 36.2 These results show that in the presence of the higher HLB nonionic material (Examples 1 to 3) there is very little difference between the anionic surfactants tested. In the presence of the lower HLB nonionic mixture (A7/A3) however, significant preference for the C12 butyl FAES over the others tested is evident.

Claims (7)

1. A detergent composition including a surfactant system comprising: i) A fatty acid ester sulphonate; and ii) nonionic surfactant having an HLB of less than 10.5; wherein the fatty acid ester sulphonate has the general formula R 1 CH COOR 2 I SO M S03M 1 2 wherein R- and R are independently fully or substantially saturated aliphatic hydrocarbon groups having at least 4 carbon atoms, the sum of the carbon atoms in groups R aid R 2 being from 8 to 30, and M is a monovalent cationic species.
2. A detergent composition according to claim 1 wherein the sum of the carbon atoms in groups R 1 and R is from 12 to 24 carbon atoms 4
3, A detergent composition according to claim I or claim 2 wherein the group R is a fully or substantially stburated aliphatic hydrocarbon group containing from 12 Sto 18 carbon atoms. Sj
4, A detergent composition according to claim 1, wherein the fatty acid ester sulphonate is al ali metal salt of the sulphonate of the butyl ester of coconut fatty acid.
A detergent composition according to any one of the preceding claims wherein the nonionic surfactant has an MHL of 9,5 Or less. 11o 1 ,V l iY 11
6. A detergent composition according to any one of the preceding claims wherein the surfactant system constitutes from 2 to 50% by weight of the whole composition, and the said fatty acid ester sulphonate and nonionic surfactant constitute 50 to 100% by weight of the surfactant system.
7. A detergent composition substantia 'K as herein described and exemplified. DATED THIS 8TH DAY OF MAY 1991 UNILEVER PLC By its Patent Attorneyv: GRIFFITH HACK CO. Fellows Institute of Patent Attorneys of Australia. IIr a t tniPikC ;F,-Y e; a C~kl~
AU32398/89A 1988-04-06 1989-04-03 Detergent composition Ceased AU619266B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB8808041 1988-04-06
GB888808041A GB8808041D0 (en) 1988-04-06 1988-04-06 Detergent composition

Publications (2)

Publication Number Publication Date
AU3239889A AU3239889A (en) 1989-10-12
AU619266B2 true AU619266B2 (en) 1992-01-23

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AU32398/89A Ceased AU619266B2 (en) 1988-04-06 1989-04-03 Detergent composition

Country Status (15)

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EP (1) EP0336740B1 (en)
JP (1) JPH06102794B2 (en)
KR (1) KR960000199B1 (en)
AU (1) AU619266B2 (en)
BR (1) BR8901573A (en)
CA (1) CA1323818C (en)
DE (1) DE68920768T2 (en)
ES (1) ES2068240T3 (en)
GB (1) GB8808041D0 (en)
IN (1) IN167967B (en)
MY (1) MY104422A (en)
OA (1) OA09035A (en)
PH (1) PH27191A (en)
TR (1) TR24063A (en)
ZA (1) ZA892470B (en)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5945394A (en) * 1995-09-18 1999-08-31 Stepan Company Heavy duty liquid detergent compositions comprising salts of α-sulfonated fatty acid methyl esters and use of α-sulphonated fatty acid salts to inhibit redeposition of soil on fabric
EP0792336A2 (en) * 1995-09-18 1997-09-03 Stepan Company Heavy duty liquid detergent compositions comprising salts of alpha sulfonated fatty acid methyl esters and use of alpha-sulphonated fatty acid salts to inhibit redeposition of soil on fabric
US6407050B1 (en) 2000-01-11 2002-06-18 Huish Detergents, Inc. α-sulfofatty acid methyl ester laundry detergent composition with reduced builder deposits
US6683039B1 (en) 2000-05-19 2004-01-27 Huish Detergents, Inc. Detergent compositions containing alpha-sulfofatty acid esters and methods of making and using the same
US6534464B1 (en) 2000-05-19 2003-03-18 Huish Detergents, Inc. Compositions containing α-sulfofatty acid ester and polyalkoxylated alkanolamide and methods of making and using the same
US6780830B1 (en) * 2000-05-19 2004-08-24 Huish Detergents, Incorporated Post-added α-sulfofatty acid ester compositions and methods of making and using the same
US6468956B1 (en) 2000-05-24 2002-10-22 Huish Detergents, Inc. Composition containing α-sulfofatty acid ester and hydrotrope and methods of making and using the same
US6509310B1 (en) * 2000-06-01 2003-01-21 Huish Detergents, Inc. Compositions containing α-sulfofatty acid esters and method of making the same
US6764989B1 (en) 2000-10-02 2004-07-20 Huish Detergents, Inc. Liquid cleaning composition containing α-sulfofatty acid ester
US7485613B2 (en) 2004-12-01 2009-02-03 Venus Laboratories, Inc. Low foaming carpet-cleaning detergent concentrate comprised of ethylene oxide adduct and without phosphates
US7459420B2 (en) 2004-12-01 2008-12-02 Vlahakis E Van Automatic dishwashing detergent comprised of ethylene oxide adduct and without phosphates
WO2016160407A1 (en) * 2015-03-31 2016-10-06 Stepan Company Detergents based on alpha-sulfonated fatty ester surfactants

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1518347A (en) * 1974-09-11 1978-07-19 Procter & Gamble Detergent compositions
US4416809A (en) * 1981-04-30 1983-11-22 Lion Corporation Granular detergent composition
US4772426A (en) * 1986-02-06 1988-09-20 Henkel Kommanditgesellschaft Auf Aktien Surfactants concentrates containing ester sulfonates and their use

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4964609A (en) * 1972-10-25 1974-06-22
JPS54132609A (en) * 1978-04-07 1979-10-15 Nippon Oil & Fats Co Ltd Detergent for raw wool
JPS55108496A (en) * 1979-02-13 1980-08-20 Nippon Gousei Senzai Kk Detergent composition
GB8515762D0 (en) * 1985-06-21 1985-07-24 Ici Plc Surfactant composition

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1518347A (en) * 1974-09-11 1978-07-19 Procter & Gamble Detergent compositions
US4416809A (en) * 1981-04-30 1983-11-22 Lion Corporation Granular detergent composition
US4772426A (en) * 1986-02-06 1988-09-20 Henkel Kommanditgesellschaft Auf Aktien Surfactants concentrates containing ester sulfonates and their use

Also Published As

Publication number Publication date
KR960000199B1 (en) 1996-01-03
ES2068240T3 (en) 1995-04-16
TR24063A (en) 1991-02-22
JPH06102794B2 (en) 1994-12-14
DE68920768D1 (en) 1995-03-09
PH27191A (en) 1993-04-16
ZA892470B (en) 1990-12-28
EP0336740A3 (en) 1990-03-28
OA09035A (en) 1991-03-31
IN167967B (en) 1991-01-12
BR8901573A (en) 1989-11-21
DE68920768T2 (en) 1995-07-13
AU3239889A (en) 1989-10-12
MY104422A (en) 1994-03-30
GB8808041D0 (en) 1988-05-05
EP0336740B1 (en) 1995-01-25
EP0336740A2 (en) 1989-10-11
JPH01299897A (en) 1989-12-04
CA1323818C (en) 1993-11-02
KR890016151A (en) 1989-11-28

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