IE913771A1 - Improving the color of surfactant agglomerates by admixing a¹solid bleaching agent - Google Patents
Improving the color of surfactant agglomerates by admixing a¹solid bleaching agentInfo
- Publication number
- IE913771A1 IE913771A1 IE377191A IE377191A IE913771A1 IE 913771 A1 IE913771 A1 IE 913771A1 IE 377191 A IE377191 A IE 377191A IE 377191 A IE377191 A IE 377191A IE 913771 A1 IE913771 A1 IE 913771A1
- Authority
- IE
- Ireland
- Prior art keywords
- acid product
- bleaching agent
- acid
- product
- methyl ester
- Prior art date
Links
- 239000007844 bleaching agent Substances 0.000 title claims abstract description 47
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 14
- 239000002253 acid Substances 0.000 claims abstract description 69
- 238000000034 method Methods 0.000 claims abstract description 65
- 230000008569 process Effects 0.000 claims abstract description 61
- 239000007787 solid Substances 0.000 claims abstract description 45
- 239000000203 mixture Substances 0.000 claims abstract description 35
- 239000003599 detergent Substances 0.000 claims abstract description 22
- 238000006277 sulfonation reaction Methods 0.000 claims abstract description 22
- 150000004702 methyl esters Chemical class 0.000 claims abstract description 18
- 238000004519 manufacturing process Methods 0.000 claims abstract description 15
- 238000005054 agglomeration Methods 0.000 claims abstract description 12
- 230000002776 aggregation Effects 0.000 claims abstract description 12
- 230000029087 digestion Effects 0.000 claims abstract description 6
- 230000032050 esterification Effects 0.000 claims abstract description 6
- 238000005886 esterification reaction Methods 0.000 claims abstract description 6
- 238000006386 neutralization reaction Methods 0.000 claims description 17
- 229910052783 alkali metal Inorganic materials 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 230000003472 neutralizing effect Effects 0.000 claims description 6
- 150000007513 acids Chemical class 0.000 claims description 3
- 150000001340 alkali metals Chemical group 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- -1 methyl ester sulfonates Chemical class 0.000 abstract description 22
- 239000000047 product Substances 0.000 description 35
- 150000002148 esters Chemical class 0.000 description 19
- 238000004061 bleaching Methods 0.000 description 17
- 125000005907 alkyl ester group Chemical group 0.000 description 13
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 12
- 235000014113 dietary fatty acids Nutrition 0.000 description 12
- 239000000194 fatty acid Substances 0.000 description 12
- 229930195729 fatty acid Natural products 0.000 description 12
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 11
- 230000015572 biosynthetic process Effects 0.000 description 10
- 239000000843 powder Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 150000004682 monohydrates Chemical class 0.000 description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 239000001117 sulphuric acid Substances 0.000 description 8
- 235000011149 sulphuric acid Nutrition 0.000 description 8
- 239000010457 zeolite Substances 0.000 description 8
- 229910021536 Zeolite Inorganic materials 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 229910000029 sodium carbonate Inorganic materials 0.000 description 6
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 5
- 150000008041 alkali metal carbonates Chemical class 0.000 description 5
- 238000004140 cleaning Methods 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- 239000013543 active substance Substances 0.000 description 4
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Inorganic materials O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- RZXLPPRPEOUENN-UHFFFAOYSA-N Chlorfenson Chemical compound C1=CC(Cl)=CC=C1OS(=O)(=O)C1=CC=C(Cl)C=C1 RZXLPPRPEOUENN-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000011552 falling film Substances 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 229940045872 sodium percarbonate Drugs 0.000 description 2
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 150000004685 tetrahydrates Chemical class 0.000 description 2
- KYARBIJYVGJZLB-UHFFFAOYSA-N 7-amino-4-hydroxy-2-naphthalenesulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(N)=CC=C21 KYARBIJYVGJZLB-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- ZKQDCIXGCQPQNV-UHFFFAOYSA-N Calcium hypochlorite Chemical compound [Ca+2].Cl[O-].Cl[O-] ZKQDCIXGCQPQNV-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- 235000010724 Wisteria floribunda Nutrition 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- BHDAXLOEFWJKTL-UHFFFAOYSA-L dipotassium;carboxylatooxy carbonate Chemical compound [K+].[K+].[O-]C(=O)OOC([O-])=O BHDAXLOEFWJKTL-UHFFFAOYSA-L 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- LWXVCCOAQYNXNX-UHFFFAOYSA-N lithium hypochlorite Chemical compound [Li+].Cl[O-] LWXVCCOAQYNXNX-UHFFFAOYSA-N 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-N methyl sulfate Chemical compound COS(O)(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-N 0.000 description 1
- 235000014366 other mixer Nutrition 0.000 description 1
- 238000009896 oxidative bleaching Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 229940023462 paste product Drugs 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical class [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 description 1
- 235000010259 potassium hydrogen sulphite Nutrition 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 235000015424 sodium Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- UKLNMMHNWFDKNT-UHFFFAOYSA-M sodium chlorite Chemical compound [Na+].[O-]Cl=O UKLNMMHNWFDKNT-UHFFFAOYSA-M 0.000 description 1
- 229960002218 sodium chlorite Drugs 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 229940048086 sodium pyrophosphate Drugs 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical class [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 description 1
- PENRVBJTRIYHOA-UHFFFAOYSA-L zinc dithionite Chemical class [Zn+2].[O-]S(=O)S([O-])=O PENRVBJTRIYHOA-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
Landscapes
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP19900202886 EP0483413B1 (en) | 1990-10-30 | 1990-10-30 | Improving the colour of surfactant agglomerates by admixing a solid bleaching agent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IE913771A1 true IE913771A1 (en) | 1992-05-22 |
Family
ID=8205159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE377191A IE913771A1 (en) | 1990-10-30 | 1991-10-29 | Improving the color of surfactant agglomerates by admixing a¹solid bleaching agent |
Country Status (16)
| Country | Link |
|---|---|
| EP (1) | EP0483413B1 (cs) |
| JP (1) | JP3107819B2 (cs) |
| CN (1) | CN1062161A (cs) |
| AR (1) | AR244793A1 (cs) |
| AU (1) | AU8937791A (cs) |
| CA (1) | CA2095037C (cs) |
| CZ (1) | CZ79693A3 (cs) |
| IE (1) | IE913771A1 (cs) |
| MA (1) | MA22330A1 (cs) |
| MX (1) | MX9101854A (cs) |
| MY (1) | MY131208A (cs) |
| NZ (1) | NZ240375A (cs) |
| PH (1) | PH30040A (cs) |
| PT (1) | PT99366A (cs) |
| SK (1) | SK42193A3 (cs) |
| WO (1) | WO1992007926A1 (cs) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USH1604H (en) * | 1993-06-25 | 1996-11-05 | Welch; Robert G. | Process for continuous production of high density detergent agglomerates in a single mixer/densifier |
| US5688982A (en) * | 1993-08-20 | 1997-11-18 | The Procter & Gamble Company | No-bleach process for making sulfonated fatty acid alkyl ester surfactant |
| US5565137A (en) * | 1994-05-20 | 1996-10-15 | The Proctor & Gamble Co. | Process for making a high density detergent composition from starting detergent ingredients |
| TW594190B (en) | 1996-09-13 | 2004-06-21 | Matsushita Electric Industrial Co Ltd | Polymer dispersion type liquid crystal display element and producing method therefor |
| US6221443B1 (en) | 1996-09-13 | 2001-04-24 | Matsushita Electric Industrial Co., Ltd. | Macromolecular dispersion type liquid crystal display element and method of manufacturing the same |
| GB2323384A (en) * | 1997-03-20 | 1998-09-23 | Procter & Gamble | A detergent composition |
| US8043494B2 (en) | 2004-12-09 | 2011-10-25 | Apex Engineering Inc. | Method for improving bitumen recovery from oil sands by production of surfactants from bitumen asphaltenes |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA746526A (en) * | 1966-11-15 | Merck And Co. | N-(halo-propyl)-n-methyl-carbamic acid esters | |
| US2846457A (en) * | 1953-09-28 | 1958-08-05 | Rayette Inc | Decolorized detergents and method of manufacture |
| GB1050534A (cs) * | 1963-03-16 | |||
| DE1234709B (de) | 1964-01-15 | 1967-02-23 | Henkel & Cie Gmbh | Kontinuierliches Verfahren zum Bleichen saurer Sulfonierungsprodukte |
| US4059538A (en) * | 1972-10-20 | 1977-11-22 | Lever Brothers Company | Method for preparing granulated detergent formulations |
| JPS5346825B2 (cs) * | 1973-11-12 | 1978-12-16 | ||
| US4097418A (en) * | 1975-10-06 | 1978-06-27 | The Procter & Gamble Company | Granular colored speckles |
| JPS5974195A (ja) * | 1982-09-30 | 1984-04-26 | ライオン株式会社 | α−スルホ脂肪酸エステル塩高濃度含有スラリ− |
| DE3620158A1 (de) * | 1986-06-14 | 1987-12-17 | Henkel Kgaa | Verfahren zur herstellung von festen alkalimetallsalzen von (alpha)-sulfofettsaeurealkylestern |
| US5080848A (en) * | 1988-12-22 | 1992-01-14 | The Proctor & Gamble Company | Process for making concentrated surfactant granules |
-
1990
- 1990-10-30 EP EP19900202886 patent/EP0483413B1/en not_active Expired - Lifetime
-
1991
- 1991-10-21 JP JP04500763A patent/JP3107819B2/ja not_active Expired - Fee Related
- 1991-10-21 CZ CS93796A patent/CZ79693A3/cs unknown
- 1991-10-21 CA CA002095037A patent/CA2095037C/en not_active Expired - Fee Related
- 1991-10-21 AU AU89377/91A patent/AU8937791A/en not_active Abandoned
- 1991-10-21 SK SK421-93A patent/SK42193A3/sk unknown
- 1991-10-21 WO PCT/US1991/007758 patent/WO1992007926A1/en not_active Ceased
- 1991-10-29 AR AR32102791A patent/AR244793A1/es active
- 1991-10-29 MA MA22612A patent/MA22330A1/fr unknown
- 1991-10-29 IE IE377191A patent/IE913771A1/en unknown
- 1991-10-29 PT PT9936691A patent/PT99366A/pt not_active Application Discontinuation
- 1991-10-29 MY MYPI9101997 patent/MY131208A/en unknown
- 1991-10-29 PH PH43353A patent/PH30040A/en unknown
- 1991-10-29 NZ NZ24037591A patent/NZ240375A/en unknown
- 1991-10-30 MX MX9101854A patent/MX9101854A/es unknown
- 1991-10-30 CN CN 91111135 patent/CN1062161A/zh not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| SK42193A3 (en) | 1994-02-02 |
| MX9101854A (es) | 1992-06-05 |
| JP3107819B2 (ja) | 2000-11-13 |
| CA2095037A1 (en) | 1992-05-01 |
| CN1062161A (zh) | 1992-06-24 |
| MA22330A1 (fr) | 1992-07-01 |
| CA2095037C (en) | 2002-03-19 |
| CZ79693A3 (en) | 1994-03-16 |
| JPH06502665A (ja) | 1994-03-24 |
| EP0483413A1 (en) | 1992-05-06 |
| PT99366A (pt) | 1992-09-30 |
| AU8937791A (en) | 1992-05-26 |
| AR244793A1 (es) | 1993-11-30 |
| EP0483413B1 (en) | 1996-01-31 |
| PH30040A (en) | 1996-11-08 |
| NZ240375A (en) | 1994-10-26 |
| MY131208A (en) | 2007-07-31 |
| WO1992007926A1 (en) | 1992-05-14 |
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