CA1281736C - Semiesters utiles dans des produits detersifs pour le blanchissage - Google Patents

Semiesters utiles dans des produits detersifs pour le blanchissage

Info

Publication number: CA1281736C
Authority: CA; Canada
Prior art keywords: acid; alkanol; nonionic surfactant; half ester; laundry detergent
Prior art date: 1984-04-09
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

Application number

CA000598532A

Other languages

English (en)

Inventor

Guy Broze

Danielle Bastin

Leopold Laitem

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Colgate Palmolive Co

Original Assignee

Colgate Palmolive Co

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.)

1984-04-09

Filing date

1989-05-02

Publication date

1991-03-19

1985-04-04 Priority claimed from CA000478379A external-priority patent/CA1268388A1/fr

1989-05-02 Application filed by Colgate Palmolive Co filed Critical Colgate Palmolive Co

1989-05-02 Priority to CA000598532A priority Critical patent/CA1281736C/fr

1991-03-19 Application granted granted Critical

1991-03-19 Publication of CA1281736C publication Critical patent/CA1281736C/fr

2008-03-19 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

150000002148 esters Chemical class 0.000 title claims abstract description 19
239000000203 mixture Substances 0.000 title abstract description 36
239000003599 detergent Substances 0.000 title abstract description 18
239000007788 liquid Substances 0.000 title abstract description 12
239000002736 nonionic surfactant Substances 0.000 claims abstract description 33
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 13
KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 10
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 5
125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 5
239000001384 succinic acid Substances 0.000 claims description 4
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims 3
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims 2
RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims 1
JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims 1
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
239000011976 maleic acid Substances 0.000 claims 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 1
150000001875 compounds Chemical class 0.000 abstract description 18
238000004519 manufacturing process Methods 0.000 abstract 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
239000004721 Polyphenylene oxide Substances 0.000 description 10
229920000570 polyether Polymers 0.000 description 10
239000002245 particle Substances 0.000 description 9
239000000047 product Substances 0.000 description 9
150000001732 carboxylic acid derivatives Chemical class 0.000 description 8
238000000227 grinding Methods 0.000 description 8
239000004094 surface-active agent Substances 0.000 description 8
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
239000012190 activator Substances 0.000 description 6
239000004615 ingredient Substances 0.000 description 6
-1 succinic anhydride Chemical class 0.000 description 6
125000000217 alkyl group Chemical group 0.000 description 5
239000007787 solid Substances 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
239000002253 acid Substances 0.000 description 4
230000002378 acidificating effect Effects 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
229940117927 ethylene oxide Drugs 0.000 description 4
238000005406 washing Methods 0.000 description 4
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
239000005977 Ethylene Substances 0.000 description 3
229910019142 PO4 Inorganic materials 0.000 description 3
239000002202 Polyethylene glycol Substances 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
229910052739 hydrogen Inorganic materials 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
230000002209 hydrophobic effect Effects 0.000 description 3
239000000463 material Substances 0.000 description 3
150000004965 peroxy acids Chemical class 0.000 description 3
235000021317 phosphate Nutrition 0.000 description 3
229920001223 polyethylene glycol Polymers 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
150000004760 silicates Chemical class 0.000 description 3
235000019832 sodium triphosphate Nutrition 0.000 description 3
239000000243 solution Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 2
SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
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
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
102000035195 Peptidases Human genes 0.000 description 2
108091005804 Peptidases Proteins 0.000 description 2
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
BGRWYDHXPHLNKA-UHFFFAOYSA-N Tetraacetylethylenediamine Chemical compound CC(=O)N(C(C)=O)CCN(C(C)=O)C(C)=O BGRWYDHXPHLNKA-UHFFFAOYSA-N 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
229910000147 aluminium phosphate Inorganic materials 0.000 description 2
150000008064 anhydrides Chemical class 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
239000007844 bleaching agent Substances 0.000 description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
230000032050 esterification Effects 0.000 description 2
238000005886 esterification reaction Methods 0.000 description 2
239000010419 fine particle Substances 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
125000000896 monocarboxylic acid group Chemical group 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
239000010452 phosphate Substances 0.000 description 2
159000000000 sodium salts Chemical class 0.000 description 2
RBWSWDPRDBEWCR-RKJRWTFHSA-N sodium;(2r)-2-[(2r)-3,4-dihydroxy-5-oxo-2h-furan-2-yl]-2-hydroxyethanolate Chemical class [Na+].[O-]C[C@@H](O)[C@H]1OC(=O)C(O)=C1O RBWSWDPRDBEWCR-RKJRWTFHSA-N 0.000 description 2
229940014800 succinic anhydride Drugs 0.000 description 2
229910052717 sulfur Chemical group 0.000 description 2
239000011593 sulfur Chemical group 0.000 description 2
239000000725 suspension Substances 0.000 description 2
GAWAYYRQGQZKCR-REOHCLBHSA-N (S)-2-chloropropanoic acid Chemical compound C[C@H](Cl)C(O)=O GAWAYYRQGQZKCR-REOHCLBHSA-N 0.000 description 1
WYGJTQGGQYPSQV-UHFFFAOYSA-N 3,4-diacetylhex-3-ene-2,5-dione Chemical group CC(=O)C(C(C)=O)=C(C(C)=O)C(C)=O WYGJTQGGQYPSQV-UHFFFAOYSA-N 0.000 description 1
BDDLHHRCDSJVKV-UHFFFAOYSA-N 7028-40-2 Chemical compound CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O BDDLHHRCDSJVKV-UHFFFAOYSA-N 0.000 description 1
229910002012 Aerosil® Inorganic materials 0.000 description 1
102000013142 Amylases Human genes 0.000 description 1
108010065511 Amylases Proteins 0.000 description 1
102000005701 Calcium-Binding Proteins Human genes 0.000 description 1
108010045403 Calcium-Binding Proteins Proteins 0.000 description 1
JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
102000004190 Enzymes Human genes 0.000 description 1
108090000790 Enzymes Proteins 0.000 description 1
239000001856 Ethyl cellulose Substances 0.000 description 1
ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
102000004882 Lipase Human genes 0.000 description 1
108090001060 Lipase Proteins 0.000 description 1
239000004367 Lipase Substances 0.000 description 1
229920002565 Polyethylene Glycol 400 Polymers 0.000 description 1
239000004365 Protease Substances 0.000 description 1
229920002125 Sokalan® Polymers 0.000 description 1
PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
UAOKXEHOENRFMP-ZJIFWQFVSA-N [(2r,3r,4s,5r)-2,3,4,5-tetraacetyloxy-6-oxohexyl] acetate Chemical compound CC(=O)OC[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)C=O UAOKXEHOENRFMP-ZJIFWQFVSA-N 0.000 description 1
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
150000008065 acid anhydrides Chemical class 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
125000002252 acyl group Chemical group 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000005037 alkyl phenyl group Chemical group 0.000 description 1
125000003368 amide group Chemical group 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
235000019418 amylase Nutrition 0.000 description 1
229940025131 amylases Drugs 0.000 description 1
229910052925 anhydrite Inorganic materials 0.000 description 1
239000003945 anionic surfactant Substances 0.000 description 1
239000002585 base Substances 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000001506 calcium phosphate Substances 0.000 description 1
229910000389 calcium phosphate Inorganic materials 0.000 description 1
235000011010 calcium phosphates Nutrition 0.000 description 1
OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
150000001733 carboxylic acid esters Chemical class 0.000 description 1
239000012876 carrier material Substances 0.000 description 1
FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
229940106681 chloroacetic acid Drugs 0.000 description 1
239000000084 colloidal system Substances 0.000 description 1
230000000536 complexating effect Effects 0.000 description 1
238000010668 complexation reaction Methods 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
229910001431 copper ion Inorganic materials 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
239000000975 dye Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
229940088598 enzyme Drugs 0.000 description 1
238000007046 ethoxylation reaction Methods 0.000 description 1
229920001249 ethyl cellulose Polymers 0.000 description 1
235000019325 ethyl cellulose Nutrition 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
230000005484 gravity Effects 0.000 description 1
150000003977 halocarboxylic acids Chemical class 0.000 description 1
229940051250 hexylene glycol Drugs 0.000 description 1
150000002430 hydrocarbons Chemical group 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
125000001165 hydrophobic group Chemical group 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
235000019421 lipase Nutrition 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
125000005395 methacrylic acid group Chemical group 0.000 description 1
NBTOZLQBSIZIKS-UHFFFAOYSA-N methoxide Chemical compound [O-]C NBTOZLQBSIZIKS-UHFFFAOYSA-N 0.000 description 1
150000004682 monohydrates Chemical class 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
239000002304 perfume Substances 0.000 description 1
125000005342 perphosphate group Chemical group 0.000 description 1
239000012071 phase Substances 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920005646 polycarboxylate Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
229940071089 sarcosinate Drugs 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000003352 sequestering agent Substances 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000002002 slurry Substances 0.000 description 1
229960001922 sodium perborate Drugs 0.000 description 1
MWNQXXOSWHCCOZ-UHFFFAOYSA-L sodium;oxido carbonate Chemical compound [Na+].[O-]OC([O-])=O MWNQXXOSWHCCOZ-UHFFFAOYSA-L 0.000 description 1
YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
235000021286 stilbenes Nutrition 0.000 description 1
239000013589 supplement Substances 0.000 description 1
208000006379 syphilis Diseases 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1

Landscapes

Detergent Compositions (AREA)

CA000598532A 1984-04-09 1989-05-02 Semiesters utiles dans des produits detersifs pour le blanchissage Expired - Lifetime CA1281736C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000598532A CA1281736C (fr)	1984-04-09	1989-05-02	Semiesters utiles dans des produits detersifs pour le blanchissage

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
US59794884A	1984-04-09	1984-04-09
US597,948		1984-04-09
CA000478379A CA1268388A1 (fr)	1984-04-09	1985-04-04	Detergent liquide de lessivage
CA000598532A CA1281736C (fr)	1984-04-09	1989-05-02	Semiesters utiles dans des produits detersifs pour le blanchissage

Related Parent Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000478379A Division CA1268388A1 (fr)	1984-04-09	1985-04-04	Detergent liquide de lessivage

Publications (1)

Publication Number	Publication Date
CA1281736C true CA1281736C (fr)	1991-03-19

Family

ID=25670641

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
CA000598531A Expired - Lifetime CA1269012A (fr)	1984-04-09	1989-05-02	Detergent liquide de buanderie
CA000598532A Expired - Lifetime CA1281736C (fr)	1984-04-09	1989-05-02	Semiesters utiles dans des produits detersifs pour le blanchissage

Family Applications Before (1)

Application Number	Title	Priority Date	Filing Date
CA000598531A Expired - Lifetime CA1269012A (fr)	1984-04-09	1989-05-02	Detergent liquide de buanderie

Country Status (1)

Country	Link
CA (2)	CA1269012A (fr)

1989
- 1989-05-02 CA CA000598531A patent/CA1269012A/fr not_active Expired - Lifetime
- 1989-05-02 CA CA000598532A patent/CA1281736C/fr not_active Expired - Lifetime

Also Published As

Publication number	Publication date
CA1269012A (fr)	1990-05-15

Legal Events

Date	Code	Title	Description
1995-09-19	MKLA	Lapsed

Publication	Publication Date	Title
US4622173A (en)	1986-11-11	Non-aqueous liquid laundry detergents containing three surfactants including a polycarboxylic acid ester of a non-ionic
US4744916A (en)	1988-05-17	Non-gelling non-aqueous liquid detergent composition containing higher fatty dicarboxylic acid and method of use
US4769168A (en)	1988-09-06	Low phosphate or phosphate free nonaqueous liquid nonionic laundry detergent composition and method of use
US4797225A (en)	1989-01-10	Nonaqueous liquid nonionic laundry detergent composition containing an alkali metal dithionite or sulfite reduction bleaching agent and method of use
AU598017B2 (en)	1990-06-14	Liquid nonionic laundry detergent composition and method of use
US4648983A (en)	1987-03-10	Built non aqueous liquid nonionic laundry detergent composition containing urea stabilizer and method of use
GB2196347A (en)	1988-04-27	Liquid laundry bleach booster composition
AU597029B2 (en)	1990-05-24	Built non-aqueous liquid laundry detergent compositions
US4690771A (en)	1987-09-01	Phosphate free nonaqueous liquid nonionic laundry detergent composition and method of use
US4767558A (en)	1988-08-30	Low phosphate or phosphate free nonaqueous liquid nonionic laundry detergent composition and method of use
GB2179365A (en)	1987-03-04	Phosphate free or low phosphate laundry detergent
GB2158454A (en)	1985-11-13	Liquid laundry detergent composition
US4839084A (en)	1989-06-13	Built liquid laundry detergent composition containing an alkaline earth metal or zinc salt of higher fatty acid liquefying agent and method of use
CA1292656C (fr)	1991-12-03	Detersif a teneur faible ou nulle de phosphate pour la lessive
US4655954A (en)	1987-04-07	Low phosphate or phosphate free nonaqueous liquid nonionic laundry detergent composition and method of use
GB2195124A (en)	1988-03-30	Laundry detergent compositions containing a persalt bleach and calcium cyanamide bleach activator
GB2194536A (en)	1988-03-09	Polyether surfactants used in nonaqueous liquid nonionic laundry detergent compositions
US4749512A (en)	1988-06-07	Liquid laundry detergent composition
GB2158453A (en)	1985-11-13	Liquid laundry detergent composition containing polyphosphate
US5057238A (en)	1991-10-15	Liquid laundry detergent composition containing polyphosphate
US4647393A (en)	1987-03-03	Low phosphate or phosphate free nonaqueous liquid nonionic laundry detergent composition and method of use
NZ211587A (en)	1988-03-30	Liquid detergent composition containing polyether carboxylic acid
AU594070B2 (en)	1990-03-01	Low phosphate or phosphate free laundry detergent
US4800035A (en)	1989-01-24	Liquid laundry detergent composition containing polyphosphate
GB2194955A (en)	1988-03-23	High foam nonaqueous liquid nonionic laundry detergent composition