AU594328B2 - Surfactants derived from citric acid - Google Patents
Surfactants derived from citric acid Download PDFInfo
- Publication number
- AU594328B2 AU594328B2 AU55075/86A AU5507586A AU594328B2 AU 594328 B2 AU594328 B2 AU 594328B2 AU 55075/86 A AU55075/86 A AU 55075/86A AU 5507586 A AU5507586 A AU 5507586A AU 594328 B2 AU594328 B2 AU 594328B2
- Authority
- AU
- Australia
- Prior art keywords
- group
- esters
- ammonium
- formula
- citric acid
- 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
Links
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 title claims description 67
- 239000004094 surface-active agent Substances 0.000 title claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 42
- 150000002148 esters Chemical class 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 11
- 239000011734 sodium Substances 0.000 claims description 11
- 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 claims description 10
- 229910052708 sodium Inorganic materials 0.000 claims description 10
- 239000003599 detergent Substances 0.000 claims description 8
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 7
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 7
- 239000011777 magnesium Substances 0.000 claims description 7
- 229910052749 magnesium Inorganic materials 0.000 claims description 7
- 229910052700 potassium Inorganic materials 0.000 claims description 7
- 239000011591 potassium Substances 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 5
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 5
- 150000007530 organic bases Chemical class 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims 1
- 239000000908 ammonium hydroxide Substances 0.000 claims 1
- 239000002537 cosmetic Substances 0.000 claims 1
- 229940037201 oris Drugs 0.000 claims 1
- 239000000047 product Substances 0.000 description 31
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 150000001298 alcohols Chemical class 0.000 description 13
- 239000000243 solution Substances 0.000 description 13
- 238000003756 stirring Methods 0.000 description 12
- 239000002253 acid Substances 0.000 description 11
- 150000005690 diesters Chemical class 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 238000007127 saponification reaction Methods 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 6
- 230000032050 esterification Effects 0.000 description 5
- 238000005886 esterification reaction Methods 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 244000060011 Cocos nucifera Species 0.000 description 4
- 235000013162 Cocos nucifera Nutrition 0.000 description 4
- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 239000006260 foam Substances 0.000 description 4
- 229940100608 glycol distearate Drugs 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000012263 liquid product Substances 0.000 description 4
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 239000002453 shampoo Substances 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- 230000001154 acute effect Effects 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 230000000622 irritating effect Effects 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241000283973 Oryctolagus cuniculus Species 0.000 description 2
- 230000003796 beauty Effects 0.000 description 2
- -1 citric acid diester Chemical class 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 239000002085 irritant Substances 0.000 description 2
- 231100000021 irritant Toxicity 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 230000036556 skin irritation Effects 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- 150000005691 triesters Chemical class 0.000 description 2
- FKKAGFLIPSSCHT-UHFFFAOYSA-N 1-dodecoxydodecane;sulfuric acid Chemical class OS(O)(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC FKKAGFLIPSSCHT-UHFFFAOYSA-N 0.000 description 1
- CFKMVGJGLGKFKI-UHFFFAOYSA-N 4-chloro-m-cresol Chemical compound CC1=CC(O)=CC=C1Cl CFKMVGJGLGKFKI-UHFFFAOYSA-N 0.000 description 1
- XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 description 1
- UDHXJZHVNHGCEC-UHFFFAOYSA-N Chlorophacinone Chemical compound C1=CC(Cl)=CC=C1C(C=1C=CC=CC=1)C(=O)C1C(=O)C2=CC=CC=C2C1=O UDHXJZHVNHGCEC-UHFFFAOYSA-N 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- 206010015150 Erythema Diseases 0.000 description 1
- 206010051814 Eschar Diseases 0.000 description 1
- 206010015946 Eye irritation Diseases 0.000 description 1
- 229910019440 Mg(OH) Inorganic materials 0.000 description 1
- 102100026933 Myelin-associated neurite-outgrowth inhibitor Human genes 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- 241001482237 Pica Species 0.000 description 1
- 241000700157 Rattus norvegicus Species 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 230000007059 acute toxicity Effects 0.000 description 1
- 231100000403 acute toxicity Toxicity 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001944 continuous distillation Methods 0.000 description 1
- 235000019628 coolness Nutrition 0.000 description 1
- 210000004087 cornea Anatomy 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- UCZHABLJUKPBIE-UHFFFAOYSA-L disodium 3-oxospiro[2-benzofuran-1,9'-xanthene]-3',6'-diolate dihydrate Chemical compound O.O.[Na+].[Na+].[O-]c1ccc2c(Oc3cc([O-])ccc3C22OC(=O)c3ccccc23)c1 UCZHABLJUKPBIE-UHFFFAOYSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical class CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 231100000321 erythema Toxicity 0.000 description 1
- 231100000333 eschar Toxicity 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 231100000013 eye irritation Toxicity 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229940035044 sorbitan monolaurate Drugs 0.000 description 1
- 208000006379 syphilis Diseases 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000001043 yellow dye Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- 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
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/08—Polycarboxylic acids containing no nitrogen or sulfur
-
- 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
- C11D1/66—Non-ionic compounds
- C11D1/667—Neutral esters, e.g. sorbitan esters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Detergent Compositions (AREA)
- Cosmetics (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT20078/85 | 1985-03-26 | ||
| IT20078/85A IT1201411B (it) | 1985-03-26 | 1985-03-26 | Tesnioattivi derivati dall'acido citrico |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU5507586A AU5507586A (en) | 1986-10-02 |
| AU594328B2 true AU594328B2 (en) | 1990-03-08 |
Family
ID=11163624
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU55075/86A Ceased AU594328B2 (en) | 1985-03-26 | 1986-03-24 | Surfactants derived from citric acid |
Country Status (21)
| Country | Link |
|---|---|
| EP (1) | EP0199131A3 (en]) |
| JP (1) | JPS61251637A (en]) |
| KR (1) | KR930007304B1 (en]) |
| AU (1) | AU594328B2 (en]) |
| BR (1) | BR8601313A (en]) |
| DD (1) | DD251748A5 (en]) |
| DK (1) | DK127986A (en]) |
| EG (1) | EG18255A (en]) |
| ES (1) | ES8705844A1 (en]) |
| GR (1) | GR860740B (en]) |
| HU (1) | HU200745B (en]) |
| IL (1) | IL78246A0 (en]) |
| IN (1) | IN164904B (en]) |
| IT (1) | IT1201411B (en]) |
| MA (1) | MA20648A1 (en]) |
| MX (1) | MX162553A (en]) |
| NO (1) | NO861140L (en]) |
| PT (1) | PT82269B (en]) |
| TN (1) | TNSN86043A1 (en]) |
| YU (1) | YU44551B (en]) |
| ZA (1) | ZA862142B (en]) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU603365B2 (en) * | 1986-07-10 | 1990-11-15 | Colgate-Palmolive Company, The | Through-the-wash fabric conditioning compositions |
| AU616965B2 (en) * | 1988-05-03 | 1991-11-14 | Colgate-Palmolive Company, The | Wash cycle fabric conditioning compositions |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5047166A (en) * | 1987-03-10 | 1991-09-10 | Lever Brothers Company, Division Of Conopco, Inc. | Skin treatment composition containing monoester of citric acid |
| US4866203A (en) * | 1987-03-10 | 1989-09-12 | Lever Brothers Company | Method for synthesizing a salt of a monoester of citric acid |
| DE3886432T2 (de) * | 1987-03-10 | 1994-05-11 | Unilever N.V., Rotterdam | Kosmetisches Mittel. |
| US4866202A (en) * | 1987-03-10 | 1989-09-12 | Lever Brothers Company | Method for synthesizing a salt of a monoester of citric acid |
| GB8804143D0 (en) * | 1988-02-23 | 1988-03-23 | British Petroleum Co Plc | Fabric conditioners |
| DE3839769A1 (de) * | 1988-11-25 | 1990-05-31 | Henkel Kgaa | Oberflaechenaktive mischungen |
| HU206241B (en) * | 1989-05-08 | 1992-10-28 | Chinoin Gyogyszer Es Vegyeszet | Plant protective and additive compositions comprising citric acid and tartaric acid derivatives and process for producing veterinary compositions |
| US5089531A (en) * | 1989-07-07 | 1992-02-18 | Lever Brothers Company, Division Of Conopco, Inc. | Compositions incorporating a salt of monoester of citric acid and a method for synthesizing the monoester |
| KR920702672A (ko) | 1990-05-02 | 1992-10-06 | 데니스 리 자벨라 | 시트레이트 에스테르 조성물 및 이의 제조방법 |
| DE4111811A1 (de) * | 1991-04-11 | 1992-10-15 | Rewo Chemische Werke Gmbh | Citronensaeurefettalkoholesterpolyglykolether- sulfosuccinate, verfahren zu ihrer herstellung und ihre verwendung |
| US5256709A (en) * | 1991-07-22 | 1993-10-26 | Owens-Corning Fiberglas Technology, Inc. | Unsaturated polyester resin compositions containing compatible compounds having aromatic substituents |
| US5256708A (en) * | 1991-07-22 | 1993-10-26 | Owens-Corning Fiberglas Technology, Inc. | Unsaturated polyester resin compositions containing compatible compounds having sulfur-containing substituents |
| DE19622214C2 (de) * | 1996-06-03 | 2000-09-28 | Cognis Deutschland Gmbh | Verwendung von Hydroxycarbonsäureestern |
| FR2758261A1 (fr) * | 1997-01-10 | 1998-07-17 | Oreal | Compositions cosmetiques presentant une rincabilite amelioree |
| WO1999059406A1 (en) * | 1998-05-18 | 1999-11-25 | E.I. Du Pont De Nemours And Company | Alkyl ether citrate, tartrate, or adipate surfactants and their use in agricultural formulations |
| DE19945578B4 (de) * | 1999-09-23 | 2004-08-19 | Cognis Deutschland Gmbh & Co. Kg | Kosmetische und/oder pharmazeutische Zubereitungen und deren Verwendung |
| DE10260131A1 (de) * | 2002-12-19 | 2004-07-01 | Cognis Deutschland Gmbh & Co. Kg | Verfahren zur Herstellung von Hydroxycarbonsäureestern |
| DE10319399A1 (de) * | 2003-04-30 | 2004-11-18 | Cognis Deutschland Gmbh & Co. Kg | Kosmetische und/oder pharmazeutische Zubereitungen |
| DE10319401A1 (de) * | 2003-04-30 | 2004-11-18 | Cognis Deutschland Gmbh & Co. Kg | Citronensäureester |
| DE102004035633A1 (de) * | 2004-07-22 | 2006-02-09 | Cognis Ip Management Gmbh | Konditionierende tensidische Zubereitung |
| DE102004054036A1 (de) | 2004-11-05 | 2006-05-11 | Cognis Ip Management Gmbh | Verwendung von alkoxylierten Hydroxycarbonsäureestern zur Lösungsvermittlung von Parfümölen in Wasser |
| US7318477B2 (en) * | 2005-05-10 | 2008-01-15 | Akzo Nobel N.V. | Method and composition for cleaning a well bore prior to cementing |
| DE102006044618A1 (de) * | 2006-09-19 | 2008-03-27 | Cognis Ip Management Gmbh | Alkylethercitrate für die selektive Reinigung der Haut |
| DE102007018983A1 (de) * | 2007-04-21 | 2008-10-23 | Cognis Ip Management Gmbh | Agrochemische Zubereitungen |
| WO2010029091A1 (en) * | 2008-09-12 | 2010-03-18 | Akzo Nobel N.V. | A method of cleaning oil contaminated solid particulates |
| US20240157180A1 (en) | 2021-02-04 | 2024-05-16 | Mighty Fire Breaker Llc | Method of and kit for installing and operating a wildfire defense spraying system on a property parcel for proactively spraying environmentally-clean liquid fire inhibitor thereover to inhibit fire ignition and flame spread caused by wind-driven wildfire embers |
| US11865394B2 (en) | 2017-12-03 | 2024-01-09 | Mighty Fire Breaker Llc | Environmentally-clean biodegradable water-based concentrates for producing fire inhibiting and fire extinguishing liquids for fighting class A and class B fires |
| US10653904B2 (en) | 2017-12-02 | 2020-05-19 | M-Fire Holdings, Llc | Methods of suppressing wild fires raging across regions of land in the direction of prevailing winds by forming anti-fire (AF) chemical fire-breaking systems using environmentally clean anti-fire (AF) liquid spray applied using GPS-tracking techniques |
| US11395931B2 (en) | 2017-12-02 | 2022-07-26 | Mighty Fire Breaker Llc | Method of and system network for managing the application of fire and smoke inhibiting compositions on ground surfaces before the incidence of wild-fires, and also thereafter, upon smoldering ambers and ashes to reduce smoke and suppress fire re-ignition |
| US11865390B2 (en) | 2017-12-03 | 2024-01-09 | Mighty Fire Breaker Llc | Environmentally-clean water-based fire inhibiting biochemical compositions, and methods of and apparatus for applying the same to protect property against wildfire |
| US11826592B2 (en) | 2018-01-09 | 2023-11-28 | Mighty Fire Breaker Llc | Process of forming strategic chemical-type wildfire breaks on ground surfaces to proactively prevent fire ignition and flame spread, and reduce the production of smoke in the presence of a wild fire |
| US11911643B2 (en) | 2021-02-04 | 2024-02-27 | Mighty Fire Breaker Llc | Environmentally-clean fire inhibiting and extinguishing compositions and products for sorbing flammable liquids while inhibiting ignition and extinguishing fire |
| CN112011413A (zh) * | 2020-09-14 | 2020-12-01 | 上海毅诺生物科技有限公司 | 一种含枯烯磺酸钠和改性表面活性剂的多表面清洗剂 |
| PT4063471T (pt) | 2021-03-25 | 2023-09-26 | Lehmann & Voss & Co Kg | Propileno glicóis modificados com ácido cítrico |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2231659B1 (en]) * | 1973-05-30 | 1975-11-21 | Rhone Poulenc Ind | |
| US3948976A (en) * | 1974-03-29 | 1976-04-06 | American Cyanamid Company | Partial esters of hydroxy polycarboxylic acids |
| JPS5298709A (en) * | 1976-02-17 | 1977-08-18 | Miyazaki Takashi | Detergent |
| IT1098010B (it) * | 1978-08-04 | 1985-08-31 | S I S A S Spa | Derivati dell'acido citrico utili come ammorbidenti |
| AU6814481A (en) * | 1980-03-10 | 1981-09-17 | Diamond Shamrock Chemicals Company | Solvent free resin emulsion |
-
1985
- 1985-03-26 IT IT20078/85A patent/IT1201411B/it active
-
1986
- 1986-03-20 DK DK127986A patent/DK127986A/da not_active Application Discontinuation
- 1986-03-20 GR GR860740A patent/GR860740B/el unknown
- 1986-03-21 ZA ZA862142A patent/ZA862142B/xx unknown
- 1986-03-21 NO NO861140A patent/NO861140L/no unknown
- 1986-03-21 MA MA20873A patent/MA20648A1/fr unknown
- 1986-03-24 IN IN237/CAL/86A patent/IN164904B/en unknown
- 1986-03-24 EG EG141/86A patent/EG18255A/xx active
- 1986-03-24 JP JP61064271A patent/JPS61251637A/ja active Pending
- 1986-03-24 IL IL78246A patent/IL78246A0/xx unknown
- 1986-03-24 BR BR8601313A patent/BR8601313A/pt unknown
- 1986-03-24 YU YU456/86A patent/YU44551B/xx unknown
- 1986-03-24 AU AU55075/86A patent/AU594328B2/en not_active Ceased
- 1986-03-25 TN TNTNSN86043A patent/TNSN86043A1/fr unknown
- 1986-03-25 HU HU861238A patent/HU200745B/hu not_active IP Right Cessation
- 1986-03-25 KR KR1019860002204A patent/KR930007304B1/ko not_active Expired - Fee Related
- 1986-03-25 DD DD86288286A patent/DD251748A5/de not_active IP Right Cessation
- 1986-03-25 PT PT82269A patent/PT82269B/pt not_active IP Right Cessation
- 1986-03-25 ES ES553376A patent/ES8705844A1/es not_active Expired
- 1986-03-25 MX MX1974A patent/MX162553A/es unknown
- 1986-03-25 EP EP86104119A patent/EP0199131A3/en not_active Withdrawn
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU603365B2 (en) * | 1986-07-10 | 1990-11-15 | Colgate-Palmolive Company, The | Through-the-wash fabric conditioning compositions |
| AU616965B2 (en) * | 1988-05-03 | 1991-11-14 | Colgate-Palmolive Company, The | Wash cycle fabric conditioning compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| GR860740B (en) | 1986-07-22 |
| AU5507586A (en) | 1986-10-02 |
| DK127986A (da) | 1986-09-27 |
| HUT40994A (en) | 1987-03-30 |
| YU45686A (en) | 1988-02-29 |
| IT8520078A0 (it) | 1985-03-26 |
| KR930007304B1 (ko) | 1993-08-05 |
| HU200745B (en) | 1990-08-28 |
| YU44551B (en) | 1990-08-31 |
| PT82269A (en) | 1986-04-01 |
| IT1201411B (it) | 1989-02-02 |
| MA20648A1 (fr) | 1986-10-01 |
| DK127986D0 (da) | 1986-03-20 |
| NO861140L (no) | 1986-09-29 |
| MX162553A (es) | 1991-05-22 |
| PT82269B (pt) | 1988-07-29 |
| ES8705844A1 (es) | 1987-05-16 |
| KR860007192A (ko) | 1986-10-08 |
| TNSN86043A1 (fr) | 1990-01-01 |
| DD251748A5 (de) | 1987-11-25 |
| ZA862142B (en) | 1986-11-26 |
| IN164904B (en]) | 1989-07-01 |
| EG18255A (en) | 1992-12-30 |
| EP0199131A2 (en) | 1986-10-29 |
| IL78246A0 (en) | 1986-07-31 |
| EP0199131A3 (en) | 1987-03-25 |
| ES553376A0 (es) | 1987-05-16 |
| BR8601313A (pt) | 1986-12-02 |
| JPS61251637A (ja) | 1986-11-08 |
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