NO170408B - CONCENTRATED. PUMPABLE MIXTURES CONTAINING POLYETER CARBOXYLATES AND USING THE MIXTURES - Google Patents
CONCENTRATED. PUMPABLE MIXTURES CONTAINING POLYETER CARBOXYLATES AND USING THE MIXTURES Download PDFInfo
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- NO170408B NO170408B NO892207A NO892207A NO170408B NO 170408 B NO170408 B NO 170408B NO 892207 A NO892207 A NO 892207A NO 892207 A NO892207 A NO 892207A NO 170408 B NO170408 B NO 170408B
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- Prior art keywords
- mixtures
- atoms
- carboxylates
- pumpable
- ammonium
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- 239000000203 mixture Substances 0.000 title claims description 20
- 150000007942 carboxylates Chemical class 0.000 title claims description 15
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 23
- 229920000570 polyether Polymers 0.000 claims description 23
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- 150000001336 alkenes Chemical class 0.000 claims description 3
- 150000003863 ammonium salts Chemical class 0.000 claims description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 3
- 239000005977 Ethylene Substances 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- 238000004140 cleaning Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000047 product Substances 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 235000002639 sodium chloride Nutrition 0.000 description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 7
- 239000002537 cosmetic Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000013543 active substance Substances 0.000 description 6
- 150000001735 carboxylic acids Chemical class 0.000 description 6
- 239000011780 sodium chloride Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- -1 alkyl sulphates Chemical class 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 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
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical class CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product 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
- 238000004939 coking Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical compound OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/42—Ethers, e.g. polyglycol ethers of alcohols or phenols
-
- 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
-
- 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
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- 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
- C11D1/06—Ether- or thioether carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Detergent Compositions (AREA)
- Cosmetics (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
- Compounds Of Unknown Constitution (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyethers (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
Oppfinnelsen angår konsentrerte, pumpbare blandinger som inneholder polyeterkarboksylater med strukturen The invention relates to concentrated, pumpable mixtures containing polyether carboxylates with the structure
hvor R er alkyl med 8-24 C-atomer eller where R is alkyl with 8-24 C atoms or
alkoksysubstituert aryl med 9-24 C-atomer, alkoxy-substituted aryl with 9-24 C atoms,
A er alken med 2-5 C-atomer, A is alkene with 2-5 C atoms,
n er 1-30 og n is 1-30 and
M er et alkalimetall, jordalkalimetall, ammonium eller substituert ammonium, M is an alkali metal, alkaline earth metal, ammonium or substituted ammonium,
samt en anvendelse av de fremstilte blandinger. as well as an application of the prepared mixtures.
Kravene til overflateaktive stoffer som skal anvendes i kosmetiske preparater, har i mange år vært underkastet en stadig omvandling. Med tiltagende anvendelse av shampooer, dusj- og skumbad blir den dermatologiske forenlighet av slike overflateaktive forbindelser det fremste kriterium for råstoffvalget. The requirements for surfactants to be used in cosmetic preparations have been subject to constant change for many years. With the increasing use of shampoos, showers and foam baths, the dermatological compatibility of such surface-active compounds becomes the foremost criterion for the selection of raw materials.
I forhold til alkalisalter av fettsyrer, alkylsulfater og alkyletersulfater har salter av polyeterkarboksylsyrer i de senere år fått okt betydning. De har i henhold til van Paassen, Seifen-6le-Fette-Wachse 109 (1983), 353 vist seg å være særlig hudforenlige. De er derfor meget godt egnet spesielt også In relation to alkali salts of fatty acids, alkyl sulphates and alkyl ether sulphates, salts of polyether carboxylic acids have gained increasing importance in recent years. According to van Paassen, Seifen-6le-Fette-Wachse 109 (1983), 353, they have been shown to be particularly compatible with the skin. They are therefore very well suited in particular as well
for kosmetiske anvendelser. for cosmetic applications.
Til fremstilling av polyeterkarboksylater blir vanligvis polyeter omsatt med natriumsaltet av kloreddiksyre i nærvær av natronlut. Dette gir natriumsaltet av en polyeterkarboksyl-syre som et råprodukt som fremfor alt er forurenset med utgangsforbindelsene. Det inneholder dessuten koksalt og er meget seigtflytende. I reaksjonsproduktet kan man i henhold til EP-B-106 018 definere en karboksymetyleringsgrad som følger: To produce polyether carboxylates, polyether is usually reacted with the sodium salt of chloroacetic acid in the presence of caustic soda. This gives the sodium salt of a polyether carboxylic acid as a crude product which is above all contaminated with the starting compounds. It also contains table salt and is very viscous. In the reaction product, according to EP-B-106 018, a degree of carboxymethylation can be defined as follows:
Mol oppnådd karboksylat x 100 / mol anvendt polyeter. Moles of carboxylate obtained x 100 / mol of polyether used.
For kosmetiske formål anvendes i første rekke produkter med For cosmetic purposes, primarily products with
en karboksymetyleringsgrad på over 90 molprosent. Det for- a degree of carboxymethylation of more than 90 mole percent. It for-
styrrende koksalt kan man i henhold til Kosswig, Ullmanns Enzyklopådie der technischen Chemie, 4. opplag, bind 22 (1982), 469, fraskille ved syrning. Herunder utskilles de vannuopp-løselige polyeterkarboksylsyrer seg som lawiskøs organisk fase, mens koksaltet forblir i den vandige fase. Etter fase-separering får man et renset produkt som ved et lavt vanninnhold inneholder en mengde aktiv substans (overflateaktivt faststoffinnhold) på vanligvis over 90 vektprosent. controlling sodium chloride can, according to Kosswig, Ullmann's Enzyklopådie der technischen Chemie, 4th edition, volume 22 (1982), 469, be separated by acidification. Below this, the water-soluble polyether carboxylic acids are separated as a viscous organic phase, while the coking salt remains in the aqueous phase. After phase separation, a purified product is obtained which, with a low water content, contains an amount of active substance (surface-active solids content) of usually over 90% by weight.
Mange fabrikanter er imidlertid ikke i stand til å nøytralisere de frie syrer, som er fremragende av transporttekniske grunner, til de salter som utelukkende anvendes i ferdigproduktene. Disse produsenter er derfor bare interessert i de ferdige polyeterkarboksylater. However, many manufacturers are not able to neutralize the free acids, which are excellent for transport technical reasons, to the salts that are exclusively used in the finished products. These manufacturers are therefore only interested in the finished polyether carboxylates.
De vanligvis anvendte natriumsalter av polyeterkarboksylsyrer er imidlertid så høyviskøse at de allerede ved et innhold av aktiv substans på ca. 25 vektprosent ikke lenger er pumpbare og dermed heller ikke kan bearbeides. Vanlige shampooer har f.eks. innhold av aktiv substans på høyst 22-23 vektprosent. Lave innhold av aktiv substans i de bearbeidede produkter forårsaker imidlertid høye distribusjonskostnader og motvirker en bredere markedsføring. The usually used sodium salts of polyether carboxylic acids are, however, so highly viscous that already at an active substance content of approx. 25 percent by weight is no longer pumpable and thus cannot be processed either. Common shampoos have e.g. active substance content of no more than 22-23 percent by weight. Low contents of active substance in the processed products, however, cause high distribution costs and discourage wider marketing.
I henhold til DE-C-30 32 061 kan man fremstille pumpbare overflateaktive blandinger på basis av polyeterkarboksylsyrer ved at man tilsetter inntil 10% vann til de rå polyeterkarboksylater og innstiller disse på en pH-verdi av 4-7, fortrinnsvis med en overflateaktiv syre, hvorved polyeterkarbok-sylsyrene i det minste delvis blir frigjort. According to DE-C-30 32 061, pumpable surface-active mixtures based on polyether carboxylic acids can be produced by adding up to 10% water to the raw polyether carboxylates and adjusting these to a pH value of 4-7, preferably with a surface-active acid , whereby the polyether carboxylic acids are at least partially released.
Por kosmetiske preparater er det her forstyrrende både at koksaltinnholdet er høyt, at der anvendes et fremmedtensid, For cosmetic preparations, it is disturbing both that the sodium chloride content is high, that a foreign surfactant is used,
og at man anvender den ikke-rensede, rå reaksjonsblanding. Dessuten angår patentskriftet fortrinnsvis produkter hvis karboksymetyleringsgrad på ca. 65 molprosent er for lav for anvendelse i kosmetiske produkter. and that one uses the unpurified, crude reaction mixture. In addition, the patent preferably relates to products whose carboxymethylation degree of approx. 65 mole percent is too low for use in cosmetic products.
Hensikten med den foreliggende oppfinnelse er å skaffe konsentrerte, pumpbare blandinger som inneholder polyeterkarboksylater og er godt egnet for bruk i kosmetiske produkter samt inneholder hverken koksalt eller fremmede syrer. The purpose of the present invention is to provide concentrated, pumpable mixtures that contain polyether carboxylates and are well suited for use in cosmetic products and contain neither common salt nor foreign acids.
Blandingene ifølge oppfinnelsen inneholder over 70 vektprosent polyeterkarboksylater og 0,5-15 vektprosent av en en- til treverdig alkohol med 1-6 C-atomer pr. molekyl. The mixtures according to the invention contain over 70% by weight of polyether carboxylates and 0.5-15% by weight of a mono- to trihydric alcohol with 1-6 C atoms per molecule.
Det samlede faststoffinnhold i blandingen kan ligge enda høyere hvis produktene dessuten inneholder polyeter. Produktene har fortrinnsvis en karboksymetyleringsgrad på over 90 molprosent. The total solids content in the mixture can be even higher if the products also contain polyether. The products preferably have a degree of carboxymethylation of over 90 mole percent.
I polyeterkarboksylatene med strukturen (I) er R f.eks. decyl, lauryl, isotridecyl, myristyl, palmityl, stearyl eller nonyl-fenyl. Fortrinnsvis betyr R alkyl med 10-16 C-atomer. In the polyether carboxylates with the structure (I), R is e.g. decyl, lauryl, isotridecyl, myristyl, palmityl, stearyl or nonyl-phenyl. Preferably, R means alkyl with 10-16 C atoms.
A er fortrinnsvis eten eller propen, idet eterdelen av strukturen (I) også kan oppvise eten- og propenenheter. I en spesielt foretrukket utførelsesform er A eten. A is preferably ethylene or propene, since the ether part of the structure (I) can also have ethene and propene units. In a particularly preferred embodiment, A is ethene.
Antallet eterenheter (n) ligger fortrinnsvis i området fra The number of ether units (n) is preferably in the range from
og med 5 til og med 20. and with 5 up to and including 20.
Eksempler på M er kalium, natrium, ammonium, magnesium eller substituert ammonium som trimetylammonium og trietanolammonium. Fortrinnsvis er M et alkalimetall eller ammonium. Natrium og kalium er helt spesielt foretrukket. Examples of M are potassium, sodium, ammonium, magnesium or substituted ammonium such as trimethylammonium and triethanolammonium. Preferably, M is an alkali metal or ammonium. Sodium and potassium are particularly preferred.
Polyeterkarboksylatene ifølge oppfinnelsen har et høyt innhold av aktiv substans og en høy karboksymetyleringsgrad. De er pumpbare og frie for koksalt. De inneholder ingen forstyrrende fremmede tensider og er derfor meget godt anvendelige for kosmetiske produkter såsom hud- og hårpleiemidler. The polyether carboxylates according to the invention have a high content of active substance and a high degree of carboxymethylation. They are pumpable and free of table salt. They contain no disturbing foreign surfactants and are therefore very suitable for cosmetic products such as skin and hair care products.
Blandingene kan fremstilles ved at man nøytraliserer konsentrerte polyeterkarboksylsyrer med strukturen The mixtures can be prepared by neutralizing concentrated polyether carboxylic acids with the structure
hvor R er alkyl med 8-24 C-atomer eller where R is alkyl with 8-24 C atoms or
alkylsubstituert aryl med 9-24 C-atomer, alkyl substituted aryl with 9-24 C atoms,
A er alken med 2-5 C-atomer og A is alkene with 2-5 C atoms and
n er 1-30, n is 1-30,
og tilsetter alkohol. and adds alcohol.
Egnede alkoholer er f.eks. metanol, etanol, n-propanol, i-propanol, n-butanol, i-butanol, t-butanol, pentanoler, etylenglykol, propylenglykol, neopentylglykol, 1,4--butandiol, 1,6-heksandiol og glycerol. Suitable alcohols are e.g. methanol, ethanol, n-propanol, i-propanol, n-butanol, i-butanol, t-butanol, pentanols, ethylene glycol, propylene glycol, neopentyl glycol, 1,4-butanediol, 1,6-hexanediol and glycerol.
Det foretrekkes å tilsette en enverdig alkohol i slike mengder at blandingen får et alkoholinnhold på 0,5-7 vektprosent. Spesielt foretrekkes det å bruke etanol og i-propanol som følge av den lille nødvendige mengde og en meget god luktkompa-tibilitet. It is preferred to add a monohydric alcohol in such quantities that the mixture has an alcohol content of 0.5-7% by weight. In particular, it is preferred to use ethanol and i-propanol due to the small amount required and a very good odor compatibility.
Tilsetningen av alkoholen kan finne sted før, under eller etter nøytraliseringen. Tilsetningstemperaturen ligger under kokepunktet for alkoholen. Vanligvis tilsettes alkoholen ved 20-40°C. The addition of the alcohol can take place before, during or after the neutralization. The addition temperature is below the boiling point of the alcohol. Usually the alcohol is added at 20-40°C.
For oppnåelse av pumpbarhet behøver der ikke foreligge klare blandinger. Produktene kan ha et matt til opalglinsende utseende. Som pumpbare regner man i henhold til den foreliggende oppfinnelse produkter med en viskositet ved 25°C på under 10 000 mPa-s (D = 50 s-<1>). In order to achieve pumpability, clear mixtures do not need to be present. The products can have a matt to opalescent appearance. According to the present invention, products with a viscosity at 25°C of less than 10,000 mPa-s (D = 50 s-<1>) are considered pumpable.
Hvis der i tillegg til pumpbarhet også ønskes en god lager-stabilitet, bør man anvende så meget alkohol at der fås i det minste en nesten klar blanding. If, in addition to pumpability, good storage stability is also desired, one should use enough alcohol to obtain at least an almost clear mixture.
Følgende eksempler gjør oppfinnelsen tydeligere. The following examples make the invention clearer.
Eksempler 1- 6 oa sammenlianinaseksempel A Examples 1-6 oa combined example A
I en 500 ml kolbe med rører ble 400 g lauryl/myristyl-deka-glykoletereddiksyre In a 500 ml flask with stirrer, 400 g of lauryl/myristyl-deca-glycol ether acetic acid was
(karboksymetyleringsgrad: 92 molprosent) med et molforhold mellom C120<3 c14P& 70:30 og et vanninnhold på 7% omrørt med 40 g 50%'s natronlut. Etter 30 min var den eksoterme reaksjon dødd ut. Deretter ble 13 g alkohol tilsatt. Polyeterkarboksylatene hadde nå følgende sammensetning: (degree of carboxymethylation: 92 mole percent) with a mole ratio of C120<3 c14P& 70:30 and a water content of 7% stirred with 40 g of 50% caustic soda. After 30 min the exothermic reaction had died out. Then 13 g of alcohol were added. The polyether carboxylates now had the following composition:
Innholdet av aktiv substans var bare såvidt lavere enn tørr-stoffinnholdet. Man anvendte de i tabell 1 angitte alkoholer. Viskositeten av polyeterkarboksylatene ble bestemt med et computerstyrt rotasjonsviskosimeter (Haake RV 12) ved 25°C. The content of active substance was only marginally lower than the dry matter content. The alcohols indicated in Table 1 were used. The viscosity of the polyether carboxylates was determined with a computer-controlled rotary viscometer (Haake RV 12) at 25°C.
Det ses at hvis alkohol blir erstattet med vann (sammen-ligningseksempel A), noe som øker det samlede vanninnhold til 15%, øker viskositeten meget sterkt. It is seen that if alcohol is replaced by water (comparative example A), which increases the total water content to 15%, the viscosity increases very strongly.
Eksempler 7- 13 Examples 7-13
182-191 g polyetereddiksyre med strukturen 182-191 g of polyetheracetic acid with the structure
<C>12<H>25/<C>14<H>29 -.0 - (C2H40)n - CH2 - C00H <C>12<H>25/<C>14<H>29 -.0 - (C2H40)n - CH2 - C00H
og et molforhold mellom C12 og C14 på 70:30 ble nøytralisert til en pH-verdi på 6,5 med 50%'s natronlut. Ved vanntilførsel ble vanninnholdet innstilt på 12-15%. Deretter ble der tilsatt etanol inntil polyeterkarboksylatene hadde en viskositet på 2 400 ± 200 mPa-s (D = 50 s-<1>). and a molar ratio between C12 and C14 of 70:30 was neutralized to a pH value of 6.5 with 50% caustic soda. When supplying water, the water content was set at 12-15%. Ethanol was then added until the polyether carboxylates had a viscosity of 2,400 ± 200 mPa-s (D = 50 s-<1>).
Produktene ble lagret i 8 måneder ved en gjennomsnitts-temperatur på 18°C (minimums- og maksimumsverdier på 8 resp. 35°C). Etter 8 måneder hadde alle produktene uendret utseende og viskositet. The products were stored for 8 months at an average temperature of 18°C (minimum and maximum values of 8 and 35°C respectively). After 8 months, all products had unchanged appearance and viscosity.
Claims (7)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3818626A DE3818626A1 (en) | 1988-06-01 | 1988-06-01 | CONCENTRATED PUMPABLE POLYETHERCARBOXYLATE |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| NO892207D0 NO892207D0 (en) | 1989-05-31 |
| NO892207L NO892207L (en) | 1989-12-04 |
| NO170408B true NO170408B (en) | 1992-07-06 |
| NO170408C NO170408C (en) | 1992-10-14 |
Family
ID=6355601
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO892207A NO170408C (en) | 1988-06-01 | 1989-05-31 | CONCENTRATED. PUMPABLE MIXTURES CONTAINING POLYETER CARBOXYLATES AND USING THE MIXTURES |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0344442B1 (en) |
| JP (1) | JPH0228133A (en) |
| AT (1) | ATE93745T1 (en) |
| DE (2) | DE3818626A1 (en) |
| ES (1) | ES2059603T3 (en) |
| NO (1) | NO170408C (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL9201339A (en) * | 1992-07-24 | 1994-02-16 | Chem Y Gmbh | Liquid concentrated solutions of alkyl ether carboxylic acid salts in water. |
| DE4415062B4 (en) * | 1994-04-29 | 2004-04-01 | Stockhausen Gmbh & Co. Kg | Means and processes for waterproofing leather and furs |
| DE10217208B4 (en) * | 2002-04-18 | 2004-09-16 | Clariant Gmbh | Use of low pour point ether carboxylic acids |
| ES2324417T3 (en) * | 2005-06-20 | 2009-08-06 | Kao Chemicals Gmbh | FOAM POTENTIATING AGENT. |
| DE102010003672A1 (en) * | 2010-04-07 | 2011-10-13 | Evonik Goldschmidt Gmbh | Preparation and Use of Metal Salts of Alkyl Oxide and / or Aryl Alkoxylate Oligomers and Acid Terminated Polymers in the Preparation of Polyurethane Systems |
| AU2015348408B2 (en) | 2014-11-18 | 2019-08-15 | Basf Se | Method of mineral oil production |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1204490A (en) * | 1966-12-29 | 1970-09-09 | Chem Y | Detergent concentrates |
| DE2330436A1 (en) * | 1973-06-15 | 1975-01-09 | Huels Chemische Werke Ag | USE OF SUBSTANCE MIXTURES, BASICALLY CONTAINING CARBOXYMETHYL POLYGLYCOL ETHER, AS SCALING INHIBITOR IN LAUNDRY AND CLEANING AGENTS |
| DE2330481A1 (en) * | 1973-06-15 | 1975-01-09 | Benckiser Gmbh Joh A | DISH AND RINSE AGENT FOR DISHES AND THE LIKE |
| GB1564508A (en) * | 1976-01-16 | 1980-04-10 | Unilever Ltd | Detergent composition |
| NL8103829A (en) * | 1981-08-15 | 1983-03-01 | Chem Y | AQUEOUS BLEACH WITH CLEANING EFFECT. |
| DE3230677A1 (en) * | 1982-08-18 | 1984-02-23 | Chemische Werke Hüls AG, 4370 Marl | METHOD FOR PRODUCING CARBOXYMETHYLATED ALCOHOLS, ETHERAL ALCOHOLS, THIO ALCOHOLS OR ALKYLPHENOLS |
| NL8402578A (en) * | 1984-08-23 | 1986-03-17 | Chem Y | MIXTURE OF ALKYL ETHER SULPHATE AND ALKYL POLYGLYCOLETHERCARBONIC ACID OR THEIR SALT. |
| US4753750A (en) * | 1984-12-31 | 1988-06-28 | Delaware | Liquid laundry detergent composition and method of use |
| IN166313B (en) * | 1985-08-05 | 1990-04-07 | Colgate Palmolive Co | |
| US4759875A (en) * | 1986-01-14 | 1988-07-26 | S. C. Johnson & Son, Inc. | Oxo-derived mild surfactant blends |
-
1988
- 1988-06-01 DE DE3818626A patent/DE3818626A1/en not_active Withdrawn
-
1989
- 1989-04-19 ES ES89106988T patent/ES2059603T3/en not_active Expired - Lifetime
- 1989-04-19 EP EP89106988A patent/EP0344442B1/en not_active Expired - Lifetime
- 1989-04-19 AT AT89106988T patent/ATE93745T1/en not_active IP Right Cessation
- 1989-04-19 DE DE89106988T patent/DE58905419D1/en not_active Expired - Fee Related
- 1989-05-31 NO NO892207A patent/NO170408C/en unknown
- 1989-05-31 JP JP1136252A patent/JPH0228133A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0228133A (en) | 1990-01-30 |
| NO170408C (en) | 1992-10-14 |
| NO892207L (en) | 1989-12-04 |
| DE3818626A1 (en) | 1989-12-14 |
| DE58905419D1 (en) | 1993-10-07 |
| EP0344442A1 (en) | 1989-12-06 |
| EP0344442B1 (en) | 1993-09-01 |
| ES2059603T3 (en) | 1994-11-16 |
| NO892207D0 (en) | 1989-05-31 |
| ATE93745T1 (en) | 1993-09-15 |
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