JPH08919B2 - Bleaching composition - Google Patents
Bleaching compositionInfo
- Publication number
- JPH08919B2 JPH08919B2 JP2298768A JP29876890A JPH08919B2 JP H08919 B2 JPH08919 B2 JP H08919B2 JP 2298768 A JP2298768 A JP 2298768A JP 29876890 A JP29876890 A JP 29876890A JP H08919 B2 JPH08919 B2 JP H08919B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- sodium
- bleaching
- bleaching composition
- composition
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 56
- 238000004061 bleaching Methods 0.000 title claims description 33
- 239000007844 bleaching agent Substances 0.000 claims description 33
- 239000012190 activator Substances 0.000 claims description 24
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 claims description 23
- 229940045872 sodium percarbonate Drugs 0.000 claims description 23
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 20
- BGRWYDHXPHLNKA-UHFFFAOYSA-N Tetraacetylethylenediamine Chemical group CC(=O)N(C(C)=O)CCN(C(C)=O)C(C)=O BGRWYDHXPHLNKA-UHFFFAOYSA-N 0.000 claims description 12
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 10
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 9
- 229910052783 alkali metal Inorganic materials 0.000 claims description 7
- 239000002243 precursor Substances 0.000 claims description 7
- -1 alkali metal bicarbonate Chemical class 0.000 claims description 6
- 150000004965 peroxy acids Chemical group 0.000 claims description 6
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
- 239000011976 maleic acid Substances 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 3
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 229940071207 sesquicarbonate Drugs 0.000 claims description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 14
- 239000000654 additive Substances 0.000 description 13
- 230000000996 additive effect Effects 0.000 description 11
- 239000000843 powder Substances 0.000 description 9
- 238000005406 washing Methods 0.000 description 8
- 239000002245 particle Substances 0.000 description 7
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 7
- 235000017557 sodium bicarbonate Nutrition 0.000 description 7
- 229960001922 sodium perborate Drugs 0.000 description 7
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 7
- 239000003599 detergent Substances 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000008280 blood Substances 0.000 description 3
- 210000004369 blood Anatomy 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- MIKSWWHQLZYKGU-UHFFFAOYSA-M sodium;2-benzoyloxybenzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=CC=C1OC(=O)C1=CC=CC=C1 MIKSWWHQLZYKGU-UHFFFAOYSA-M 0.000 description 3
- XSVSPKKXQGNHMD-UHFFFAOYSA-N 5-bromo-3-methyl-1,2-thiazole Chemical compound CC=1C=C(Br)SN=1 XSVSPKKXQGNHMD-UHFFFAOYSA-N 0.000 description 2
- 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 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000004900 laundering Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 2
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 2
- QSKQNALVHFTOQX-UHFFFAOYSA-M sodium nonanoyloxybenzenesulfonate Chemical compound [Na+].CCCCCCCCC(=O)OC1=CC=CC=C1S([O-])(=O)=O QSKQNALVHFTOQX-UHFFFAOYSA-M 0.000 description 2
- 229910000031 sodium sesquicarbonate Inorganic materials 0.000 description 2
- 235000018341 sodium sesquicarbonate Nutrition 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- IBDSNZLUHYKHQP-UHFFFAOYSA-N sodium;3-oxidodioxaborirane;tetrahydrate Chemical compound O.O.O.O.[Na+].[O-]B1OO1 IBDSNZLUHYKHQP-UHFFFAOYSA-N 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- WCTAGTRAWPDFQO-UHFFFAOYSA-K trisodium;hydrogen carbonate;carbonate Chemical compound [Na+].[Na+].[Na+].OC([O-])=O.[O-]C([O-])=O WCTAGTRAWPDFQO-UHFFFAOYSA-K 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- SFDGJDBLYNJMFI-UHFFFAOYSA-N 3,1-benzoxazin-4-one Chemical compound C1=CC=C2C(=O)OC=NC2=C1 SFDGJDBLYNJMFI-UHFFFAOYSA-N 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- 102000035195 Peptidases Human genes 0.000 description 1
- 108091005804 Peptidases Proteins 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- XGCTUKUCGUNZDN-UHFFFAOYSA-N [B].O=O Chemical compound [B].O=O XGCTUKUCGUNZDN-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000011362 coarse particle Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000007580 dry-mixing Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000009896 oxidative bleaching Methods 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920000642 polymer Polymers 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
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/10—Carbonates ; Bicarbonates
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3902—Organic or inorganic per-compounds combined with specific additives
- C11D3/3905—Bleach activators or bleach catalysts
- C11D3/3907—Organic compounds
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3942—Inorganic per-compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (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
【発明の詳細な説明】 本発明は、本質的に過酸塩として過炭酸ナトリウム及
び該過酸塩に対する漂白活性剤を含む漂白組成物に関
し、前記漂白組成物は、洗濯中、特に約20〜60℃の低温
での洗濯中、洗濯液の漂白作用を改善すべく、所望によ
り洗剤組成物と混合して使用され得るか、好ましくは洗
濯液への漂白添加剤として使用され得る。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a bleaching composition comprising essentially sodium percarbonate as a persalt and a bleach activator for said persalt, said bleaching composition being in particular during washing, in the range of about 20 to about During washing at low temperatures of 60 ° C., it can be used optionally in admixture with detergent compositions to improve the bleaching action of the laundry liquor, or preferably as a bleaching additive to the laundry liquor.
本明細書中、「漂白活性剤」とは、過酸化水素源（例
えば過酸塩）を含有するアルカリ性溶液が過酸塩や過酸
化水素とは違って低温で有効な酸化漂白剤である過酸を
発生する反応性有機化合物類を指す。従って、これらの
化合物は過酸漂白先駆物質とも呼称され、そのうちの典
型的なものとしてN,N,N′,N′−テトラアセチルエチレ
ンジアミン（TAED）、テトラアセチルグリコールウリル
（TAGU）、アセトキシベンゼンスルホン酸ナトリウム
（SABS）、ノナノイルオキシベンゼンスルホン酸ナトリ
ウム（SNOBS）及びベンゾイルオキシベンゼンスルホン
酸ナトリウム（SBOBS）が例示される。この他の多くの
漂白先駆物質は多くの文献、例えばUS特許1,246,339、
3,332,883、4,128,494、4,412,934、4,675,393及び4,75
1,016;GB特許1,382,594;EP−Ａ−0,185,553、170,386、
0,174,132、0,120,591、0,284,292、0,303,520、0,331,
229及び0,332,294に記載されている。As used herein, the term "bleach activator" refers to a peroxide solution in which an alkaline solution containing a hydrogen peroxide source (eg, persalt) is an oxidative bleaching agent that is effective at low temperatures unlike persalt or hydrogen peroxide. Refers to reactive organic compounds that generate acids. Therefore, these compounds are also called peracid bleach precursors, of which N, N, N ', N'-tetraacetylethylenediamine (TAED), tetraacetylglycoluril (TAGU), acetoxybenzenesulfone are typical. Examples thereof include sodium acidate (SABS), sodium nonanoyloxybenzenesulfonate (SNOBS) and sodium benzoyloxybenzenesulfonate (SBOBS). Many other bleach precursors have been found in many references, such as US Patent 1,246,339,
3,332,883, 4,128,494, 4,412,934, 4,675,393 and 4,75
1,016; GB Patent 1,382,594; EP-A-0,185,553, 170,386,
0,174,132, 0,120,591, 0,284,292, 0,303,520, 0,331,
229 and 0,332,294.
過ホウ酸ナトリウム１水和物もしくは４水和物は、洗
濯用洗剤組成物中に及び洗濯用洗剤組成物と一緒に現在
最も広く使用されている過酸塩漂白剤である。本質的に
過ホウ酸ナトリウム１水和物もしくは４水和物、TAED及
び尿素を含み漂白添加剤として使用される漂白組成物
は、EP−Ａ−0,288,170に記載されている。このような
過ホウ酸ナトリウムを含有する組成物は比較的安定であ
り、比較的容易に処方され得る。しかしながら、過ホウ
酸ナトリウムは環境的理由で批判を受けているホウ酸素
化合物である。Sodium perborate monohydrate or tetrahydrate is currently the most widely used persalt bleach in and with laundry detergent compositions. Bleaching compositions comprising essentially sodium perborate monohydrate or tetrahydrate, TAED and urea and used as bleaching additives are described in EP-A-0,288,170. Compositions containing such sodium perborate are relatively stable and can be formulated relatively easily. However, sodium perborate is a boron oxygen compound that has been criticized for environmental reasons.
新規な製品を求める動きのなかで、本発明では、より
環境的に許容され得る過酸塩であって通常過炭酸ナトリ
ウムとして公知の炭酸ナトリウム過水和物（Na2CO3・1
1/2H2O2）を使用する。過ホウ酸ナトリウムに代えて過
炭酸ナトリウム使用することは単なる置換ではない。過
ホウ酸ナトリウムとは異なり、過炭酸ナトリウムは安定
性に欠けるからである。In the quest for new products, the present invention provides sodium carbonate perhydrate (Na 2 CO 3 .1), a more environmentally acceptable persalt, commonly known as sodium percarbonate.
1 / 2H 2 O 2 ) is used. The use of sodium percarbonate instead of sodium perborate is not just a substitution. This is because, unlike sodium perborate, sodium percarbonate lacks stability.
日本特許出願54−163906号には、20重量％の過炭酸ナ
トリウム、40重量％の熱処理した重炭酸ナトリウム及び
３重量％の漂白活性剤を含む洗剤漂白組成物が記載され
ている。この発明の場合、安定性を高めるために、 １）約70〜110℃で10〜120分間熱処理した過炭酸ナトリ
ウムを使用しなければならず、かつ ２）組成物に大量のコハク酸、クエン酸及びマレイン酸
から選択される酸性化合物を配合しなければならない。Japanese patent application 54-163906 describes a detergent bleaching composition comprising 20% by weight sodium percarbonate, 40% by weight heat treated sodium bicarbonate and 3% by weight bleach activator. In the case of this invention, 1) sodium percarbonate heat-treated at about 70-110 ° C. for 10-120 minutes must be used and 2) the composition should contain a large amount of succinic acid, citric acid in order to increase the stability. And an acidic compound selected from maleic acid must be incorporated.
大量の過炭酸ナトリウム及び漂白活性剤を含有する組
成物に関連する暗転性の別の問題は、製造工程で、特に
製品が加温されたときに自己加熱される（self−heatin
g）恐れがあることである。Another problem of anatase associated with compositions containing high amounts of sodium percarbonate and bleach activator is that they are self-heated during the manufacturing process, especially when the product is warmed.
g) There is a fear.
過炭酸ナトリウムを安定化するか又は過炭酸ナトリウ
ムの安定性を少なくとも改善するために各種方法が提案
されている。例えば、GB特許2,123,404に記載されてい
る如く過炭酸ナトリウムをホウ酸塩含有組成物で被覆す
る方法が提案されている。Various methods have been proposed for stabilizing sodium percarbonate or at least improving the stability of sodium percarbonate. For example, there has been proposed a method of coating sodium percarbonate with a borate-containing composition as described in GB Patent 2,123,404.
このように過炭酸塩を安定化したいわゆる安定化過炭
酸塩でも、漂白活性剤を含む漂白組成物中に使用したと
きの自己加熱の問題は十分に解決され得ない。Even so-called stabilized percarbonates obtained by stabilizing percarbonates in this way cannot sufficiently solve the problem of self-heating when used in a bleaching composition containing a bleach activator.
本発明により提供される安定で非常に有効な漂白組成
物は、本質的に （ａ）10〜90重量％の過炭酸ナトリウム、 （ｂ）４〜40重量％の漂白活性剤、及び （ｃ）５〜85重量％のアルカリ金属重炭酸塩、アルカリ
金属セスキ炭酸塩又はアルカリ金属オルトリン酸二水素
塩、 を含み、成分（ａ）：（ｂ）の重量比は4:5以上であ
りかつ成分（ｃ）：（ｂ）の重量比は5:4以上であり、
成分（ｂ）が８重量％を超える量存在するときには成分
（ｃ）の量は少なくとも20重量％である。The stable and highly effective bleaching composition provided by this invention consists essentially of (a) 10-90% by weight sodium percarbonate, (b) 4-40% by weight bleach activator, and (c). 5 to 85% by weight of an alkali metal bicarbonate, an alkali metal sesquicarbonate or an alkali metal dihydrogen orthophosphate, wherein the weight ratio of components (a) :( b) is at least 4: 5 and the component ( The weight ratio of c) :( b) is 5: 4 or more,
When component (b) is present in an amount greater than 8% by weight, the amount of component (c) is at least 20% by weight.
本発明では、熱処理した過炭酸ナトリウムを使用する
必要はない。In the present invention, it is not necessary to use heat treated sodium percarbonate.
本発明組成物中にいわゆる安定化過炭酸塩を使用する
ことも可能であるが、安定化過炭酸塩を使用しても僅か
に改善されるにすぎない。It is also possible to use so-called stabilized percarbonates in the compositions according to the invention, but the use of stabilized percarbonates results in only a slight improvement.
本発明の最大の利点は、未処理の実質的に安定化され
ていない過炭酸ナトリウムを使用して十分に安定な漂白
組成物が処方され得ることである。The greatest advantage of the present invention is that a sufficiently stable bleaching composition can be formulated using untreated substantially unstabilized sodium percarbonate.
本発明においては、上記した日本特許明細書に記載さ
れている如き量の酸性化合物を存在させる必要がないこ
とにも注目されたい。従って、本発明の好ましい組成物
ははコハク酸、クエン酸又はマレイン酸を実質的に含ま
ない。It should also be noted that in the present invention, it is not necessary to have the amount of acidic compound as described in the above-mentioned Japanese patent specifications. Therefore, the preferred compositions of the present invention are substantially free of succinic acid, citric acid or maleic acid.
成分（ｃ）として使用されるアルカリ金属塩は好まし
くはナトリウム塩、すなわち重炭酸ナトリウム、セスキ
炭酸ナトリウム又はオルトリン酸二水素ナトリウム（Na
HPO4・2H2O）であり、重炭酸ナトリウム及びセスキ炭酸
ナトリウムが無リンである点に特に好ましい。重炭酸ナ
トリウムは、所定の用量範囲において組成物の漂白作用
に重大な影響を及ぼさない点でも好ましい。The alkali metal salt used as component (c) is preferably the sodium salt, ie sodium bicarbonate, sodium sesquicarbonate or sodium dihydrogen orthophosphate (Na
HPO 4 .2H 2 O), and is particularly preferable in that sodium bicarbonate and sodium sesquicarbonate are phosphorus-free. Sodium bicarbonate is also preferred in that it does not significantly affect the bleaching action of the composition in the given dose range.
本発明組成物に、前記した成分に加えて、適宜炭酸ナ
トリウムを重炭酸ナトリウムの一部に置換して配合して
もよい。重炭酸ナトリウムの量と等量までの炭酸ナトリ
ウムを使用しても、組成物の安定性は影響されない。所
望により、本発明組成物に、任意成分として洗剤もしく
は漂白組成物に通常使用される公知の成分を少量、約10
重量％の量まで、好ましくは５重量％以下の量配合して
もよい。ただし、これらの任意成分は組成物の安定性に
影響を及ぼすものであってはならない。In addition to the above-mentioned components, sodium carbonate may be appropriately substituted for a part of sodium bicarbonate to be mixed in the composition of the present invention. The use of sodium carbonate up to an amount equal to the amount of sodium bicarbonate does not affect the stability of the composition. If desired, the compositions of the present invention may optionally contain small amounts of about 10 parts of known ingredients commonly used in detergent or bleaching compositions.
You may mix | blend up to the quantity of the weight%, Preferably the quantity of 5 weight% or less. However, these optional ingredients should not affect the stability of the composition.
本発明の好ましい組成物は非常に濃厚な漂白組成物で
あって、本質的に （ａ）30〜85重量％の過炭酸ナトリウム、 （ｂ）５〜30重量％の漂白活性剤、 （ｃ）10〜70重量％の重炭酸ナトリウム、及び （ｄ）０〜35重量％の炭酸ナトリウム、 を含む。A preferred composition of the present invention is a very concentrated bleaching composition which essentially comprises (a) 30-85% by weight sodium percarbonate, (b) 5-30% by weight bleach activator, (c) 10-70% by weight sodium bicarbonate, and (d) 0-35% by weight sodium carbonate.
この組成物に対して、例えば、製品を認識するために
着色洗剤ベース粉末スペックルを約１重量％添加しても
よい。好ましいスペックルは、例えば、青色又は緑色に
着色された炭酸ナトリウム粒子である。To this composition, for example, about 1% by weight of colored detergent base powder speckle may be added for product recognition. Preferred speckles are, for example, blue or green colored sodium carbonate particles.
漂白添加剤として使用したとき最適の安定性と最適の
性能とを有する特に好ましい組成物は、本質的に （ａ）40〜60重量％の過炭酸ナトリウム、 （ｂ）12〜25重量％の漂白活性剤、 （ｃ）20〜50重量％の重炭酸ナトリウム、及び （ｄ）０〜15重量％の炭酸ナトリウム、 を含む。A particularly preferred composition having optimum stability and optimum performance when used as a bleaching additive is essentially (a) 40-60% by weight sodium percarbonate, (b) 12-25% by weight bleaching. An activator, (c) 20-50% by weight sodium bicarbonate, and (d) 0-15% by weight sodium carbonate.
漂白活性剤 前記したように、各種の過酸漂白先駆物質の中から選
択された任意の漂白活性剤が本発明組成物に使用され得
る。１つの好ましい漂白活性剤は、比較的無害で市販さ
れているTAEDである。他の好ましい漂白活性剤は、SNOB
S;SBOBS;US特許4,751,015、EP−Ａ−0,331,229、EP−Ａ
−0,284,292及びEP−Ａ−303,520に記載されている如き
第４アンモニウム置換過酸漂白先駆物質;EP−Ａ−0,33
2,294に記載されている如き２−メチル−4H,3,1−ベン
ゾオキサジン−４−オンであり、これらは高い活性を有
している。Bleach Activator As mentioned above, any bleach activator selected from a variety of peracid bleach precursors can be used in the compositions of the present invention. One preferred bleach activator is TAED, which is relatively harmless and commercially available. Other preferred bleach activators are SNOB
S; SBOBS; US Patent 4,751,015, EP-A-0,331,229, EP-A
-Quaternary ammonium-substituted peracid bleach precursors as described in EP-0,284,292 and EP-A-303,520; EP-A-0,33
2-Methyl-4H, 3,1-benzoxazin-4-one as described in 2,294, which have high activity.
これらの漂白活性剤は、一般的な結晶の形態で使用さ
れるか、又は好ましくは150μｍ以下の粒径を有する微
細な結晶性過酸漂白先駆物質から作られる粒径0.2〜2.0
mmの凝集体もしくは顆粒の形態で使用され得る。非保護
の結晶形態の漂白活性剤は非常に乾燥した条件で使用可
能であるが、この場合には0.2mm以上の大きさを有する
粗粒子として存在させるのが好ましい。本発明における
漂白活性剤の使用形態としては凝集体もしくは顆粒の形
態が好ましい。これらの形態の漂白活性剤を使用する
と、過炭酸ナトリウムとの直接的な接触が最小限とな
り、貯蔵中に生ずる不都合な過加水分解を防止できる。
凝集化及び顆粒化方法は公知であり、任意の公知方法を
使用して漂白活性剤顆粒を製造することができる。例え
ば、EP−Ａ−0,240,057及びEP−Ａ−0,241,962に記載さ
れている如き漂白活性剤粒子が本発明での使用に非常に
適している。These bleach activators are used in the general crystalline form, or made from fine crystalline peracid bleach precursors, preferably having a particle size of 150 μm or less, particle size 0.2-2.0.
It can be used in the form of mm aggregates or granules. The unprotected crystalline form of the bleach activator can be used in very dry conditions, but in this case it is preferably present as coarse particles having a size of greater than 0.2 mm. The use form of the bleach activator in the present invention is preferably an aggregate or granule form. The use of these forms of bleach activator minimizes direct contact with sodium percarbonate and prevents undesired perhydrolysis that occurs during storage.
Aggregation and granulation methods are known and any known method can be used to produce the bleach activator granules. Bleach activator particles such as those described in EP-A-0,240,057 and EP-A-0,241,962 are very suitable for use in the present invention.
過炭酸ナトリウム 任意のグレードの過炭酸ナトリウムを予処理せずに使
用することができるが、粗なグレードのものが好まし
い。非常に好適な過炭酸ナトリウムは、粒子の少なくと
も60重量％が250μｍより大きい粒径を有するものであ
る。組成物中に使用される他の成分も、類似の粗なグレ
ードを有していることが好ましい。Sodium Percarbonate Any grade of sodium percarbonate can be used without pretreatment, although coarse grades are preferred. Highly suitable sodium percarbonates are those in which at least 60% by weight of the particles have a particle size greater than 250 μm. The other ingredients used in the composition also preferably have similar coarse grades.
本発明の漂白組成物は、任意の適当な混合装置を用い
て乾燥成分を単に混合するだけで製造され得る。The bleaching composition of the present invention may be prepared by simply mixing the dry ingredients using any suitable mixing equipment.
実施例１ 次の漂白組成物を、過炭酸ナトリウム、TAED顆流（組
成:TAED83.0重量％、硫酸ナトリウム9.2重量％、Sokala
n（登録商標）CP5−ポリマー、2.3重量％、ベントナイ
トクレー2.3重量％及び水＋微粒塩類3.2重量％）及び粗
な重炭酸ナトリウム（平均粒径＞125μｍ）を乾式混合
することにより製造した。組成物をサーモスフラスコ中
に入れ、これを100℃のオーブン内に約24時間置き、組
成物の温度をモニターした。このテストで自己加熱の可
能性を調べた。結果を第１表に示す。第１表中、組成物
No.1〜13は本発明の組成物であり、組成物No.14〜26は
本発明外の組成物である。Example 1 The following bleaching composition was prepared using sodium percarbonate, TAED condylar flow (composition: TAED 83.0% by weight, sodium sulfate 9.2% by weight, Sokala
n <(R)> CP5-polymer, 2.3% by weight, 2.3% by weight bentonite clay and 3.2% by weight water + fine salts) and crude sodium bicarbonate (mean particle size> 125 [mu] m) were prepared by dry mixing. The composition was placed in a thermos flask and placed in a 100 ° C. oven for about 24 hours to monitor the temperature of the composition. This test investigated the possibility of self-heating. The results are shown in Table 1. Composition in Table 1
Nos. 1 to 13 are the compositions of the present invention, and Compositions Nos. 14 to 26 are the compositions outside the present invention.
上記した結果から、本発明の組成物における温度上昇
は比較的ゆっくりであり、本発明外の組成物における温
度上昇は比較的ないし非常に早い。このことから、本発
明組成物が、発熱分解速度が早いか非常に早い本発明外
の組成物に比べて非常に安定であることが認められる。 From the above results, the temperature rise in the composition of the present invention is relatively slow, and the temperature rise in the composition other than the present invention is relatively or very fast. From this, it is recognized that the composition of the present invention is very stable as compared with the composition other than the present invention which has a rapid or very fast exothermic decomposition rate.
実施例２ 68/12/20組成物を、20％の各種希釈材料を用いて製造
した。これらの組成物に対して、実施例１と同様に100
℃の発熱分解テストを行なった。結果を第２表に示す。Example 2 A 68/12/20 composition was made using 20% of various diluent materials. For these compositions, 100 as in Example 1.
An exothermic decomposition test at ℃ was performed. The results are shown in Table 2.
上記した結果から、本発明の組成物No.1及び２が本発
明の組成物No.3〜８に比較して優れた安定性を示すこと
が認められる。 From the above results, it is recognized that the compositions Nos. 1 and 2 of the present invention exhibit excellent stability as compared with the compositions Nos. 3 to 8 of the present invention.
実施例３ 本実施例では、本発明の漂白添加剤の、主洗浄粉末及び
ビルダー添加剤を含む洗浄系における有効性を示す。漂白添加剤 重量％ 過炭酸ナトリウム 52.5 重炭酸ナトリウム 29.0 TAED顆粒（活性分83重量％） 17.5 青色スペックル（主洗浄粉末中） 1.0 100.0主洗浄粉末 （噴霧乾燥） 重量％ 線状アルキルベンゼンスルホネート 14.2 ノニオン界面活性剤 6.2 ゼオライト（無水） 37.7 ケイ酸ナトリウム 2.2 炭酸ナトリウム 16.8 アクリル酸／マレイン酸共重合体 6.2 ナトリウムカルボキシメチルセルロース 0.8 蛋白質分解酵素 0.6 消泡成分 1.1 微量成分、塩類、水分 14.2 100.0ビルダー添加剤 （乾式混合） 重量％ ゼオライトＡ（無水物基準） 58.82 炭酸ナトリウム 17.9 硫酸ナトリウム 2.23 水酸化ナトリウム 0.38 クエン酸ナトリウム 5.0 ノニオン界面活性剤 2.0 ナトリウムカルボキシメチルセルロース 1.54 香料 0.1 水 12.32 最高60℃に加熱されるターゴトメーターを用いて、漂
白添加剤を含む場合と漂白添加剤を含まない場合につい
て２枚の漂白剤感応性テスト布に対する洗浄効果を極端
な水硬度において比較した。結果を第３表に示す。Example 3 This example demonstrates the effectiveness of the bleaching additive of the present invention in a cleaning system containing a main cleaning powder and a builder additive. Bleaching additive weight% Sodium percarbonate 52.5 Sodium bicarbonate 29.0 TAED granules (active content 83% by weight) 17.5 Blue speckles (in main washing powder) 1.0 100.0 Main washing powder (spray-drying) % by weight Linear alkylbenzene sulfonate 14.2 Nonionic interface Activator 6.2 Zeolite (anhydrous) 37.7 Sodium silicate 2.2 Sodium carbonate 16.8 Acrylic acid / maleic acid copolymer 6.2 Sodium carboxymethyl cellulose 0.8 Proteolytic enzyme 0.6 Defoaming ingredient 1.1 Trace ingredients, salts, moisture 14.2 100.0 Builder additive (dry mix) ) Wt% Zeolite A (anhydrous basis) 58.82 Sodium carbonate 17.9 Sodium sulfate 2.23 Sodium hydroxide 0.38 Sodium citrate 5.0 Nonionic surfactant 2.0 Sodium carboxymethyl cellulose 1.54 Perfume 0.1 Water 12.32 Using a tergotometer heated up to 60 ° C Bleach additives The cleaning effect of the two for the bleach-sensitive test cloths were compared in extreme water hardness case containing no free if a bleach additive. The results are shown in Table 3.
実施例４ 本実施例では、本発明の漂白添加剤を使用して洗濯し
たときの効果を市販の漂白洗剤組成物を使用して洗濯し
たときと比較した。 Example 4 In this example, the effect of laundering with the bleaching additive of the present invention was compared to laundering with a commercial bleaching detergent composition.
Miele（商標）765洗濯機の60℃サイクルにおいて、30
℃（フランス）硬度の水を用い、2.5kgの汚れていない
綿シーツ及びテリータオルを一緒に洗濯した。２種の血
液で汚れたテスト布、すなわちテスト布３（非凝固性血
液で汚れた綿布）及びテスト布４（血液／ミルク／イン
クで汚れた綿布）を用いて洗浄効果をテストした。30 in the 60 ° C cycle of the Miele ™ 765 washing machine
2.5 kg of clean cotton sheets and terry towels were washed together with water of ° C (France) hardness. The cleaning effect was tested with two blood-stained test cloths, test cloth 3 (non-coagulated blood-stained cotton cloth) and test cloth 4 (blood / milk / ink-stained cotton cloth).
次に示すように３回洗濯を行なった。 It was washed 3 times as shown below.
実施例４ 予備洗浄： 主洗浄粉末（実施例３） 55g ビルダー添加剤（実施例３） 20g 主洗浄： 主洗浄粉末（実施例３） 100g ビルダー添加剤（実施例３） 20g 漂白添加剤（実施例３） 45g 比較例Ａ 予備洗浄：なし 主洗浄： 市販の漂白洗浄剤粉末Ａ 210g （過ホウ酸ナトリウム＋TAED含有） 比較例Ｂ 予備洗浄： 市販の漂白洗浄粉末Ｂ 112g （過ホウ酸ナトリウム＋TAED含有） 主洗浄： 市販の漂白洗浄粉末Ｂ 140g （過ホウ酸ナトリウム＋TAED含有） テスト布３及びテスト布４に対する洗浄効果は次の通
りである。Example 4 Prewash: Main wash powder (Example 3) 55g Builder additive (Example 3) 20g Main wash: Main wash powder (Example 3) 100g Builder additive (Example 3) 20g Bleach additive (Implement) Example 3) 45g Comparative Example A Prewash: None Main Wash: Commercial Bleach Cleaner Powder A 210g (containing sodium perborate + TAED) Comparative Example B Prewash: Commercial Bleach Clean Powder B 112g (containing sodium perborate + TAED) ) Main washing: Commercially available bleaching washing powder B 140 g (containing sodium perborate + TAED) The washing effect on the test cloth 3 and the test cloth 4 is as follows.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 アラン・ジョン・フライ イギリス国、サウス・ウイラル、エルズミ ア・ポート、ウインチェスター・アベニュ ー・35 (56)参考文献 特開 昭54−163906（ＪＰ，Ａ) ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Alan John Fry United Kingdom, South Wilal, Ellesmere Port, Winchester Avenue 35 (56) References JP 54-163906 (JP, A) )
Claims (6)
成物において、本質的に （ａ）10〜90重量％の熱処理されていない過炭酸ナトリ
ウム、 （ｂ）４〜40重量％の漂白活性剤、及び （ｃ）５〜85重量％のアルカリ金属重炭酸塩、アルカリ
金属セスキ炭酸塩又はアルカリ金属オルトリン酸二水素
塩、 を含み、成分（ａ）：（ｂ）の重量比は0.8以上であり
かつ成分（ｃ）：（ｂ）の重量比は1.2以上であり、成
分（ｂ）が８重量％を超える量存在するときには成分
（ｃ）の量は少なくとも20重量％であることを特徴とす
る漂白組成物。1. A stable bleaching composition comprising a persalt and a bleach activator, wherein essentially (a) 10-90% by weight of unheated sodium percarbonate, (b) 4-40% by weight. A bleach activator, and (c) 5 to 85% by weight of alkali metal bicarbonate, alkali metal sesquicarbonate or alkali metal orthophosphate dihydrogen salt, and the weight ratio of components (a) :( b) is 0.8. And the weight ratio of component (c) :( b) is 1.2 or more, and when the amount of component (b) exceeds 8% by weight, the amount of component (c) is at least 20% by weight. A characteristic bleaching composition.
的に含まないことを特徴とする請求項１に記載の漂白組
成物。2. The bleaching composition according to claim 1, which is substantially free of succinic acid, citric acid or maleic acid.
成物。3. Essentially: (a) 30-85% by weight sodium percarbonate, (b) 5-30% by weight bleach activator, (c) 10-70% by weight sodium bicarbonate, and (d) ) 0-35% by weight of sodium carbonate, The bleaching composition according to claim 1 or 2.
を特徴とする請求項１〜４のいずれかに記載の漂白組成
物。5. The bleaching composition according to claim 1, wherein the bleaching activator is a peracid bleaching precursor.
アセチルエチレンジアミン（TAED）であることを特徴と
する請求項５に記載の漂白組成物。6. A bleaching composition according to claim 5, characterized in that the peracid bleaching precursor is N, N, N ', N'-tetraacetylethylenediamine (TAED).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8925285.2 | 1989-11-09 | ||
| GB898925285A GB8925285D0 (en) | 1989-11-09 | 1989-11-09 | Bleaching composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03223400A JPH03223400A (en) | 1991-10-02 |
| JPH08919B2 true JPH08919B2 (en) | 1996-01-10 |
Family
ID=10665977
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2298768A Expired - Lifetime JPH08919B2 (en) | 1989-11-09 | 1990-11-02 | Bleaching composition |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0427314B2 (en) |
| JP (1) | JPH08919B2 (en) |
| AU (1) | AU635577B2 (en) |
| BR (1) | BR9005662A (en) |
| CA (1) | CA2029262C (en) |
| DE (1) | DE69024334T3 (en) |
| ES (1) | ES2081342T5 (en) |
| GB (1) | GB8925285D0 (en) |
| IN (1) | IN171327B (en) |
| ZA (1) | ZA908967B (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4038391A1 (en) * | 1990-12-01 | 1992-06-04 | Henkel Kgaa | STABILIZATION OF PERCARBONATE |
| EP0634483B1 (en) * | 1993-07-14 | 2000-09-13 | The Procter & Gamble Company | Stabilised bleaching compositions |
| SE508954C2 (en) | 1997-03-21 | 1998-11-16 | Eriksson Jan Olof | Detergent, free from surfactants |
| DE60005091T2 (en) * | 1999-06-30 | 2004-06-17 | Kao Corp. | Virucidal and sporicidal composition |
| RU2177985C1 (en) * | 2000-12-21 | 2002-01-10 | Пермское открытое акционерное общество "ПЕМОС" | Synthetic cleansing agent for washing and whitening at low temperatures |
| DE102006026039A1 (en) * | 2005-10-07 | 2007-04-19 | Söll Gmbh | Composition, useful for combating pathogenic germs and parasites in aquaculture, ponds and aquariums, comprises alkalicarbonate-peroxyhydrate and alkalihydrogen carbonate |
| RU2305130C1 (en) * | 2005-12-05 | 2007-08-27 | Открытое акционерное общество "НЭФИС КОСМЕТИКС"-Казанский химический комбинат им. М. Вахитова" | Synthetic detergent |
| EP2157162A1 (en) * | 2008-08-13 | 2010-02-24 | The Procter and Gamble Company | Particulate bleaching composition comprising enzymes |
| EP2447350A1 (en) * | 2010-10-29 | 2012-05-02 | The Procter & Gamble Company | Bleach coparticle |
| MX350446B (en) * | 2013-09-30 | 2017-09-07 | Chemlink Laboratories Llc | Environmentally preferred antimicrobial compositions. |
| DE102014218950A1 (en) * | 2014-09-19 | 2016-03-24 | Henkel Ag & Co. Kgaa | Solid composition for textile treatment |
| WO2022212865A1 (en) | 2021-04-01 | 2022-10-06 | Sterilex, Llc | Quat-free powdered disinfectant/sanitizer |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3671439A (en) * | 1969-07-22 | 1972-06-20 | American Home Prod | Oxygen bleach-activator systems stabilized with puffed borax |
| JPS5313354B2 (en) * | 1974-03-06 | 1978-05-09 | ||
| JPS54163906A (en) * | 1978-06-16 | 1979-12-27 | Kao Corp | Foamable bleachable detergent composition |
| US4299716A (en) * | 1979-03-06 | 1981-11-10 | Lever Brothers Company | Detergent compositions |
| CH659082A5 (en) * | 1984-04-09 | 1986-12-31 | Ciba Geigy Ag | Detergent powder additives in the form of speckles |
| JPS60260699A (en) * | 1984-06-07 | 1985-12-23 | 栗田工業株式会社 | Detergent compostion |
| EP0232530A3 (en) * | 1986-01-21 | 1988-08-31 | Pennwalt Corporation | Improved textile detergent |
| JPH0668116B2 (en) * | 1986-07-14 | 1994-08-31 | 花王株式会社 | Cleaning bleach composition |
-
1989
- 1989-11-09 GB GB898925285A patent/GB8925285D0/en active Pending
-
1990
- 1990-10-25 DE DE69024334T patent/DE69024334T3/en not_active Expired - Lifetime
- 1990-10-25 ES ES90202851T patent/ES2081342T5/en not_active Expired - Lifetime
- 1990-10-25 EP EP90202851A patent/EP0427314B2/en not_active Expired - Lifetime
- 1990-11-02 CA CA002029262A patent/CA2029262C/en not_active Expired - Fee Related
- 1990-11-02 JP JP2298768A patent/JPH08919B2/en not_active Expired - Lifetime
- 1990-11-07 AU AU65852/90A patent/AU635577B2/en not_active Ceased
- 1990-11-08 BR BR909005662A patent/BR9005662A/en not_active IP Right Cessation
- 1990-11-08 ZA ZA908967A patent/ZA908967B/en unknown
- 1990-11-08 IN IN288/BOM/90A patent/IN171327B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE69024334D1 (en) | 1996-02-01 |
| DE69024334T2 (en) | 1996-05-09 |
| GB8925285D0 (en) | 1989-12-28 |
| EP0427314B1 (en) | 1995-12-20 |
| DE69024334T3 (en) | 2004-10-21 |
| JPH03223400A (en) | 1991-10-02 |
| EP0427314A3 (en) | 1991-10-23 |
| BR9005662A (en) | 1991-09-17 |
| CA2029262C (en) | 1996-11-12 |
| ES2081342T3 (en) | 1996-03-01 |
| CA2029262A1 (en) | 1991-05-10 |
| IN171327B (en) | 1992-09-19 |
| EP0427314B2 (en) | 2004-06-16 |
| ZA908967B (en) | 1992-07-29 |
| AU635577B2 (en) | 1993-03-25 |
| AU6585290A (en) | 1991-05-16 |
| ES2081342T5 (en) | 2005-02-16 |
| EP0427314A2 (en) | 1991-05-15 |
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