DE10004644B4 - Use of inulin derivatives as a thickener - Google Patents
Use of inulin derivatives as a thickener Download PDFInfo
- Publication number
- DE10004644B4 DE10004644B4 DE2000104644 DE10004644A DE10004644B4 DE 10004644 B4 DE10004644 B4 DE 10004644B4 DE 2000104644 DE2000104644 DE 2000104644 DE 10004644 A DE10004644 A DE 10004644A DE 10004644 B4 DE10004644 B4 DE 10004644B4
- Authority
- DE
- Germany
- Prior art keywords
- acid
- oil
- derivatives
- fatty
- inulin
- 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 - Fee Related
Links
- 239000002562 thickening agent Substances 0.000 title claims abstract description 18
- JYJIGFIDKWBXDU-MNNPPOADSA-N inulin Chemical class O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(OC[C@]3(OC[C@]4(OC[C@]5(OC[C@]6(OC[C@]7(OC[C@]8(OC[C@]9(OC[C@]%10(OC[C@]%11(OC[C@]%12(OC[C@]%13(OC[C@]%14(OC[C@]%15(OC[C@]%16(OC[C@]%17(OC[C@]%18(OC[C@]%19(OC[C@]%20(OC[C@]%21(OC[C@]%22(OC[C@]%23(OC[C@]%24(OC[C@]%25(OC[C@]%26(OC[C@]%27(OC[C@]%28(OC[C@]%29(OC[C@]%30(OC[C@]%31(OC[C@]%32(OC[C@]%33(OC[C@]%34(OC[C@]%35(OC[C@]%36(O[C@@H]%37[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O%37)O)[C@H]([C@H](O)[C@@H](CO)O%36)O)[C@H]([C@H](O)[C@@H](CO)O%35)O)[C@H]([C@H](O)[C@@H](CO)O%34)O)[C@H]([C@H](O)[C@@H](CO)O%33)O)[C@H]([C@H](O)[C@@H](CO)O%32)O)[C@H]([C@H](O)[C@@H](CO)O%31)O)[C@H]([C@H](O)[C@@H](CO)O%30)O)[C@H]([C@H](O)[C@@H](CO)O%29)O)[C@H]([C@H](O)[C@@H](CO)O%28)O)[C@H]([C@H](O)[C@@H](CO)O%27)O)[C@H]([C@H](O)[C@@H](CO)O%26)O)[C@H]([C@H](O)[C@@H](CO)O%25)O)[C@H]([C@H](O)[C@@H](CO)O%24)O)[C@H]([C@H](O)[C@@H](CO)O%23)O)[C@H]([C@H](O)[C@@H](CO)O%22)O)[C@H]([C@H](O)[C@@H](CO)O%21)O)[C@H]([C@H](O)[C@@H](CO)O%20)O)[C@H]([C@H](O)[C@@H](CO)O%19)O)[C@H]([C@H](O)[C@@H](CO)O%18)O)[C@H]([C@H](O)[C@@H](CO)O%17)O)[C@H]([C@H](O)[C@@H](CO)O%16)O)[C@H]([C@H](O)[C@@H](CO)O%15)O)[C@H]([C@H](O)[C@@H](CO)O%14)O)[C@H]([C@H](O)[C@@H](CO)O%13)O)[C@H]([C@H](O)[C@@H](CO)O%12)O)[C@H]([C@H](O)[C@@H](CO)O%11)O)[C@H]([C@H](O)[C@@H](CO)O%10)O)[C@H]([C@H](O)[C@@H](CO)O9)O)[C@H]([C@H](O)[C@@H](CO)O8)O)[C@H]([C@H](O)[C@@H](CO)O7)O)[C@H]([C@H](O)[C@@H](CO)O6)O)[C@H]([C@H](O)[C@@H](CO)O5)O)[C@H]([C@H](O)[C@@H](CO)O4)O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JYJIGFIDKWBXDU-MNNPPOADSA-N 0.000 title claims description 31
- 229920001202 Inulin Polymers 0.000 claims abstract description 38
- 239000002168 alkylating agent Substances 0.000 claims abstract description 8
- 229940100198 alkylating agent Drugs 0.000 claims abstract description 8
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 6
- 239000013543 active substance Substances 0.000 claims abstract description 5
- 150000001720 carbohydrates Chemical class 0.000 claims abstract 2
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- 150000003839 salts Chemical class 0.000 claims description 29
- 229940029339 inulin Drugs 0.000 claims description 21
- 239000002537 cosmetic Substances 0.000 claims description 18
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- 239000007795 chemical reaction product Substances 0.000 claims description 8
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 6
- 125000005270 trialkylamine group Chemical group 0.000 claims description 6
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical class NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000003599 detergent Substances 0.000 claims description 3
- CSPHGSFZFWKVDL-UHFFFAOYSA-M (3-chloro-2-hydroxypropyl)-trimethylazanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC(O)CCl CSPHGSFZFWKVDL-UHFFFAOYSA-M 0.000 claims description 2
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- LOIYMIARKYCTBW-UHFFFAOYSA-N trans-urocanic acid Natural products OC(=O)C=CC1=CNC=N1 LOIYMIARKYCTBW-UHFFFAOYSA-N 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-UHFFFAOYSA-N 0.000 description 1
- FQAZRHVERGEKOS-UHFFFAOYSA-N tripropan-2-yl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)OC(=O)CC(O)(C(=O)OC(C)C)CC(=O)OC(C)C FQAZRHVERGEKOS-UHFFFAOYSA-N 0.000 description 1
- ODHUFJLMXDXVRC-UHFFFAOYSA-N tripropyl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CCCOC(=O)CC(O)(C(=O)OCCC)CC(=O)OCCC ODHUFJLMXDXVRC-UHFFFAOYSA-N 0.000 description 1
- 229940040064 ubiquinol Drugs 0.000 description 1
- QNTNKSLOFHEFPK-UPTCCGCDSA-N ubiquinol-10 Chemical compound COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC QNTNKSLOFHEFPK-UPTCCGCDSA-N 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 229940071566 zinc glycinate Drugs 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
- UOXSXMSTSYWNMH-UHFFFAOYSA-L zinc;2-aminoacetate Chemical compound [Zn+2].NCC([O-])=O.NCC([O-])=O UOXSXMSTSYWNMH-UHFFFAOYSA-L 0.000 description 1
- LTVDFSLWFKLJDQ-UHFFFAOYSA-N α-tocopherolquinone Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)CCC1=C(C)C(=O)C(C)=C(C)C1=O LTVDFSLWFKLJDQ-UHFFFAOYSA-N 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
Classifications
-
- 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
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/732—Starch; Amylose; Amylopectin; Derivatives thereof
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- 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
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
Verwendung von Kohlenhydraten als Verdickungsmittel für Lösungen oberflächenaktiver Substanzen, dadurch gekennzeichnet, dass man derivatisierte Oligofructoside einsetzt, welche durch Umsetzung von Inulinen mit (a) Alkylierungsmitteln oder (b) Alkylenoxiden und Alkylierungsmitteln erhältlich sind.Use of carbohydrates as a thickener for solutions of surface-active substances, characterized in that derivatized oligofructosides are used which can be obtained by reacting inulins with (a) alkylating agents or (b) alkylene oxides and alkylating agents.
Description
Gebiet der ErfindungTerritory of invention
Die Erfindung befindet sich auf dem Gebiet der kosmetischen bzw. pharmazeutischen Zubereitungen und betrifft die Verwendung von neuen Derivaten des Inulins als Verdickungsmittel.The invention is based on the Field of cosmetic or pharmaceutical preparations and relates to the use of new derivatives of inulin as a thickener.
Stand der TechnikState of technology
Bei kosmetischen Zubereitungen handelt es sich vereinfacht dargestellt um mehr oder weniger konzentrierte wäßrige Zubereitungen oberflächenaktiver Substanzen, die daneben weitere Inhaltsstoffe, wie etwa Ölkörper oder Bioactives enthalten können. Seitens des Verbrauchers besteht der Wunsch, daß diese Zubereitungen eine ihrem Anwendungszweck entsprechende Viskosität aufweisen, die sich auch während der Lagerung und insbesondere auch unter dem Einfluß von Wärme nicht oder nicht wesentlich verändert. Die geeignete Viskosität kann dabei sehr unterschiedlich sein: Shampoos stellen ähnlich wie manuelle Geschirrspülmittel im wesentlichen stark verdünnte wäßrige Lösungen von Tensiden dar, deren Viskosität ohne Zusatz von geeigneten Verdickern am zutreffensten mit „wasserdünn" beschrieben werden kann. Eine solche Zubereitung ist für den praktischen Einsatz wenig geeignet, da eine sparsame Dosierung nicht möglich ist. Hier bedarf es des Zusatz eines Verdickungsmittels, welches die Vikosität der Zubereitung so stark anhebt, daß eine gezielte Dosierung möglich wird, ohne den gegenteiligen Effekt zu erreichen, wonach das Produkt nur unter Anwendung von körperlicher Gewalt aus seinem Vorratsgefäß freizusetzen ist. Bei anderen Zubereitungen, wie beispielsweise Cremes, die einen hohen Ölgehalt aufweisen, geht das Interesse mehr in die Richtung sehr hoher Viskositäten, da das Produkt mit den Fingern appliziert werden soll.Acting in cosmetic preparations it is simplified to be more or less concentrated aqueous preparations surfactants Substances that also contain other ingredients, such as oil or May contain bioactives. On the part of the consumer there is a desire that these preparations be a have a viscosity corresponding to their intended use, which also while storage and especially not under the influence of heat or not significantly changed. The right viscosity can be very different: shampoos pose similar to manual dishwashing liquid essentially diluted aqueous solutions of Represent surfactants, their viscosity can best be described as "water-thin" without the addition of suitable thickeners can. Such a preparation is little for practical use suitable because economical dosing is not possible. Here you need the Addition of a thickening agent, which increases the viscosity of the preparation so high that one targeted dosing possible without achieving the opposite effect, after which the product only using physical To release violence from his reservoir is. With other preparations, such as creams, some high oil content have, the interest goes more in the direction of very high viscosities, because the product should be applied with the fingers.
Nun sind aus dem Stand der Technik eine Vielzahl von Stoffen bekannt, welche sich für die Verdickung von solchen oberflächenaktiven Systemen eignen. Im einfachsten Fall gelangen Elektrolyte, beispielsweise Kochsalz oder Magnesiumsulfat zum Einsatz, mit denen sich aber bestimmte Tensidsysteme, wie beispielsweise Alkyloligoglucoside oder sekundäre Alkansulfonate praktisch nicht verdicken lassen. Weit verbreitet sind Polyacrylate, die aber den Nachteil haben, daß sie weder biologisch abbaubar sind noch dem Trend nach möglichst naturidentischen Inhaltsstoffen folgen. Aus letzterer Sicht kämen beispielsweise natürliche Guars viel eher in Betracht, deren verdickende Wirksamkeit läßt jedoch bei Temperaturlagerung erheblich nach.Now are from the state of the art a variety of substances known for thickening of such surfactants Systems. In the simplest case, electrolytes, for example table salt, get into it or magnesium sulfate to be used, but with which it was determined Surfactant systems, such as, for example, alkyl oligoglucosides or secondary alkanesulfonates practically do not let thicken. Polyacrylates are widely used, but which have the disadvantage that they are neither biodegradable nor possible according to the trend follow nature-identical ingredients. From the latter perspective, for example natural Guars are much more likely to be considered, however their thickening effectiveness leaves with temperature storage considerably.
Nachdem die bekannten Verdickungsmittel des Stands der Technik alle über den einen oder anderen Nachteil verfügen, hat die Aufgabe der vorliegenden Erfindung dann bestanden, neue Verdickungsmittel für tensidische Systeme, speziell für kosmetische bzw. pharmazeutische Zubereitungen oder manuelle Geschirrspülmittel zur Verfügung zu stellen, welche gleichzeitig auch schwer verdickbare Tensidsysteme verdicken, eine native, vorzugsweise pflanzliche Rohstoffbasis aufweisen, biologisch abbaubar sind und auch bei Temperaturlagerung eine konstante Viskosität garantieren.After the known thickeners state of the art all over have one or the other disadvantage, has the task of the present Invention then passed new thickeners for surfactants Systems especially for cosmetic or pharmaceutical preparations or manual dishwashing detergents to disposal to provide which at the same time also difficult to thicken surfactant systems thicken, have a native, preferably vegetable raw material base, are biodegradable and constant even when stored at a high temperature viscosity to guarantee.
Beschreibung der Erfindungdescription the invention
Gegenstand der Erfindung ist die Verwendung von Polymeren als Verdickungsmittel für Lösungen oberflächenaktiver Substanzen, deren Kennzeichen darin besteht, daß man derivatisierte Fructosepolymere einsetzt, welche durch Umsetzung von Inulinen mit a) Alkylierungsmitteln oder b) Alkylenoxiden und Alkylierungsmitteln erhältlich sind.The invention relates to Use of polymers as thickeners for solutions more surface active Substances whose characteristic is that derivatized fructose polymers are used, which by reacting inulins with a) alkylating agents or b) alkylene oxides and alkylating agents are available.
Überraschenderweise wurde gefunden, daß die durch Alkoxylierung und/oder Alkylierung erhältlichen Inulinderivate in ausgezeichneter Weise als Verdickungsmittel für oberflächenaktive wäßrige Zubereitungen, insbesondere für kosmetische bzw. pahrmazeutische Zubereitungen sowie manuelle Spülmittel geeignet sind. So wird beispielsweise die Viskosität sowohl von wäßrigen Lösungen von Alkyloligoglucosiden als auch sekundären Alkansulfonaten, die beide als schwer verdickbar gelten, schon durch Zugabe geringer Mengen der Inulinderivate zuverlässig um mehrere Zehnerpotenzen, d.h. auf Werte im Bereich von 5.000 bis 50.000 mPas (Brookfield, 20 °C, Spindel 1, 10 Upm) erhöht. Ein wesentlicher Vorteil der Inulinderivate besteht ferner darin, daß die Viskositätssteigerung auch bei Lagerung, insbesondere auch Temperaturlagerung bestehen bleibt und dabei weder eine Vergelung noch eine Phasentrennung stattfindet.Surprisingly it was found that the inulin derivatives obtainable by alkoxylation and / or alkylation in excellent as a thickener for surface-active aqueous preparations, in particular for cosmetic or pharmaceutical preparations as well as manual detergents are suitable. For example, both the viscosity of aqueous solutions of Alkyl oligoglucosides as well as secondary alkane sulfonates, both are considered difficult to thicken, even by adding small amounts of inulin derivatives reliable by several powers of ten, i.e. to values in the range of 5,000 to 50,000 mPas (Brookfield, 20 ° C, Spindle 1, 10 rpm) increased. A major advantage of inulin derivatives is that the viscosity increases also exist during storage, in particular also temperature storage remains and there is neither gelation nor phase separation.
Inulineinulins
Wie Stärke zählen auch die Inuline, wie z.B. Inulin, Nystose oder Kestose, zu den pflanzlichen Speicherstoffen, die von über 30.000 Pflanzen, vorzugsweise von Zichorien und Dahlien in größeren Mengen gebildet werden. Strukturell handelt es sich um ein Gemisch linearer Fructosepolymere (Oligofructoside), die über terminale Glucosegruppen verfügen und einen mittleren Oligomerisierungsgrad im Bereich von 5 bis 30, vorzugsweise um 15 aufweisen (siehe folgende Abbildung): Like starch, the inulins, such as inulin, nystose or kestose, are among the vegetable storage substances that are produced in large quantities by over 30,000 plants, preferably chicory and dahlias. Structurally, it is a mixture of linear fructose polymers (oligofructosides) that have terminal glucose groups and have an average degree of oligomerization in the range from 5 to 30, preferably around 15 (see the following figure):
Herstellungsbedingt können im Handel befindliche Produkte, wie beispielsweise Frutafit (Cosun) oder Raftiline (Orafti) neben höheren Oligomeren auch Glucose, Fructose oder Saccharose enthalten. Die Anwendung der Inuline liegt im wesentlichen im Bereich der Nahrungsmitteladditive, beispielsweise als Süßstoffe oder Prebiotics für Milchprodukte.Due to manufacturing can Commercial products such as Frutafit (Cosun) or Raftiline (Orafti) alongside higher ones Oligomers also contain glucose, fructose or sucrose. The The use of inulins is essentially in the area of food additives, for example as sweeteners or Prebiotics for Dairy products.
Alkoxylierte Inulinealkoxylated inulins
Die Alkoxylierung der Inuline kann in an sich bekannter Weise erfolgen, d.h, die Inuline werden in Gegenwart von alkalischen Katalysatoren, wie beispielsweise Natrium- oder Kaliumhydroxid, Natriummethylat oder Kalium-tert.butylat bei Temperaturen im Bereich von 50 bis 150 °C mit Ethylenoxid, Propylenoxid oder deren Gemischen – in Random- oder Blockverteilung – umgesetzt, wobei sich autogene Drücke von in der Regel 1 bis 5 bar einstellen. Nach Beendigung des Druckabfalls werden die Reaktionsprodukte entspannt und durch Zugabe von Mineralsäuren auf einen neutralen pH-Wert eingestellt. Die Einsatzmenge an Alkylenoxid ist an sich wenig kritisch, allerdings sollten so viele Alkylenoxidgruppen angelagert werden, daß dem Oligomer auch eine hinreichende Oberflächenaktivität verliehen wird. Demzufolge können bezogen auf Inulin 1 bis 100 und vorzugsweise 25 bis 75 Äquivalente Alkylenoxid zugegeben werden.The alkoxylation of the inulins can in a manner known per se, i.e. the inulins are in Presence of alkaline catalysts such as sodium or potassium hydroxide, sodium methylate or potassium tert-butoxide Temperatures in the range of 50 to 150 ° C with ethylene oxide, propylene oxide or their mixtures - in Random or block distribution - implemented, being autogenous pressures usually set from 1 to 5 bar. After the pressure drop ends the reaction products are relaxed and by adding mineral acids set a neutral pH. The amount of alkylene oxide used is little critical per se, but so many alkylene oxide groups be attached that the Oligomer is also given sufficient surface activity. As a result, can based on inulin 1 to 100 and preferably 25 to 75 equivalents Alkylene oxide can be added.
Alkylierte Inulinealkylated inulins
Zur Alkylierung der Inuline eignen sich insbesondere klassische Alkylierungsmittel, wie beispielsweise halogenierte Hydroxypropylammonium- oder 1,2-Epoxypropylammoniumsalze, die unter der Bezeichnung „QUAB" im Handel erhältlich sind. Ebenfalls geeignet ist auch Glycidol. Eine weitere interessante Möglichkeit Inuline in Derivate mit verdickenden Eigenschaften zu überführen, besteht in der Umsetzung mit halogenierten Trialkylaminen, speziell Diethylaminoethylhalogeniden wie dem Diethylaminoethylchlorid (DEAE-Cl). Das Reaktionsschema ist in der nachfolgenden Abbildung wiedergegeben.Suitable for the alkylation of inulin in particular classic alkylating agents, such as halogenated Hydroxypropylammonium- or 1,2-Epoxypropylammoniumsalze, which under the name "QUAB" are commercially available. Glycidol is also suitable. Another interesting one Possibility of inuline Converting them into derivatives with thickening properties consists in the implementation with halogenated trialkylamines, especially diethylaminoethyl halides such as diethylaminoethyl chloride (DEAE-Cl). The reaction scheme is shown in the figure below.
Neben einfachen DEAE-Funktionalitäten lassen sich auch sogenannte Tandem-Gruppen identifizieren, die durch N-Alkylierung einer schon am Inulingerüst gebundenen DEAE-Gruppe entstehen. Auf diese Weise werden potentiell kationische Zentren aufgebaut, welche bei der Wechselwirkung mit negativ geladenen Oberflächen, wie z.B. Haut und Haaren eine bedeutende Rolle spielen. Üblicherweise erfolgt die Herstellung dieser Derivate durch basische Alkylierung, beispielsweise in Wasser, organischen Lösungsmitteln (z.B. Isopropylalkohol) oder wäßrige/alkoholischen Gemischen. Bezogen auf die Inuline können 0,1 bis 10, vorzugsweise 0,5 bis 5 Äquivalente (Eq) des Alkylierungsmittels eingesetzt werden. Die Wahl der Base ist wenig kritisch, es empfiehlt sich beispielsweise mit 0,5 bis 1 M Natrium- oder Kaliumhydroxidlösung zu arbeiten. Die Alkylierung kann bei Temperaturen im Bereich von 0 bis 150 °C durchgeführt werden, ein Temperaturbereich von 20 bis 100 und insbesondere 50 bis 90 °C hat sich indes als besonders vorteilhaft erwiesen. Nach Abschluß der Reaktion werden die resultierenden wäßrigen und/oder organischen Lösungen vorteilhafterweise durch Zugabe von Mineralsäuren neutralisiert und beispielsweise durch Ultra- oder Diafiltration, Umkehrosmose oder vergleichbare Verfahren entsalzt. Die meist farblosen oder schwach gefärbten Produkte werden in der Regel anschließend vom Lösungsmittel befreit und getrocknet. Hierzu eignet sich insbesondere die Lyophilisierung.In addition to simple DEAE functionalities so-called tandem groups identify themselves through N-alkylation one already on the Inulin scaffolding bound DEAE group arise. This way, potential cationic centers built up, which interact with negatively charged surfaces, such as. Skin and hair play an important role. Usually these derivatives are prepared by basic alkylation, e.g. in water, organic solvents (e.g. isopropyl alcohol) or aqueous / alcoholic Mixtures. Based on the inulins, 0.1 to 10, preferably 0.5 to 5 equivalents (Eq) of the alkylating agent can be used. The choice of base is not critical, it is recommended to use 0.5 to 1 M sodium or potassium hydroxide solution to work. The alkylation can be carried out at temperatures in the range of 0 to 150 ° C, a temperature range from 20 to 100 and in particular 50 to 90 ° C has been found to be special proven advantageous. When the reaction is complete, the resulting aqueous and / or organic solutions advantageously neutralized by adding mineral acids and for example by ultrafiltration or diafiltration, reverse osmosis or similar Process desalted. Mostly colorless or slightly colored products are usually subsequently from the solvent freed and dried. Lyophilization is particularly suitable for this.
Die Reaktionsschritte der Alkoxylierung und Alkylierung können auch kombiniert werden. Bevorzugte Verdickungsmittel sind demnach beispielsweise Umsetzungsprodukte von Inulinen mit
- 1. Propylenoxid und halogenierten Hydroxypropylammonium- oder 2,3-Epoxypropylammoniumsalzen;
- 2. Propylenoxid und halogenierten Trialkylaminen und/oder
- 3. Glycidol bzw. Glycidolderivaten (z.B. Glycidolethem) und halogenierten Trialkylaminen.
- 1. propylene oxide and halogenated hydroxypropylammonium or 2,3-epoxypropylammonium salts;
- 2. Propylene oxide and halogenated trialkylamines and / or
- 3. Glycidol or glycidol derivatives (eg glycidol ether) and halogenated trialkylamines.
Die Einsatzmenge der Inulinderivate liegt in der Regel bei 0,1 bis 10, vorzugsweise 1 bis 5 und insbesondere 2 bis 3 Gew.-% – bezogen auf die Mittel.The amount of inulin derivatives used is usually 0.1 to 10, preferably 1 to 5 and in particular 2 to 3 wt .-% - based on the means.
Oberflächenaktive Verbindungensurfactants links
Als oberflächenaktive Verbindungen, deren wäßrige Zubereitungen es zu verdicken gilt, kommen anionische, nichtionische, kationische und/oder amphotere bzw. amphotere Tenside in Frage, deren Anteil an den Mitteln – also kosmetischen oder pharmazeutischen Zubereitungen – üblicherweise bei etwa 1 bis 70, vorzugsweise 5 bis 50 und insbesondere 10 bis 30 Gew.-% beträgt. Typische Beispiele für anionische Tenside sind Seifen, Alkylbenzolsulfonate, Alkansulfonate, Olefinsulfonate, Alkylethersulfonate, Glycerinethersulfonate, α-Methylestersulfonate, Sulfofettsäuren, Alkylsulfate, Fettalkoholethersulfate, Glycerinethersulfate, Fettsäureethersulfate, Hydroxymischethersulfate, Monoglycerid(ether)sulfate, Fettsäureamid(ether)sulfate, Mono- und Dialkylsulfosuccinate, Mono- und Dialkylsulfosuccinamate, Sulfotriglyceride, Amidseifen, Ethercarbonsäuren und deren Salze, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäuretauride, N-Acylaminosäuren, wie beispielsweise Acyllactylate, Acyltartrate, Acylglutamate und Acylaspartate, Alkyloligoglucosidsulfate, Proteinfettsäurekondensate (insbesondere pflanzliche Produkte auf Weizenbasis) und Alkyl(ether)phosphate. Sofern die anionischen Tenside Polyglycoletherketten enthalten, können diese eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für nichtionische Tenside sind Fettalkoholpolyglycolether, Alkylphenolpolyglycolether, Fettsäurepolyglycolester, Fettsäureamidpolyglycolether, Fettaminpolyglycolether, alkoxylierte Triglyceride, Mischether bzw. Mischformale, gegebenenfalls partiell oxidierte Alk(en)yloligoglykoside bzw. Glucoronsäurederivate, Fettsäure-N-alkylglucamide, Proteinhydrolysate (insbesondere pflanzliche Produkte auf Weizenbasis), Polyolfettsäureester, Zuckerester, Sorbitanester, Polysorbate und Aminoxide. Sofern die nichtionischen Tenside Polyglycoletherketten enthalten, können diese eine konventionelle, vorzugsweise jedoch eine eingeengte Homologenverteilung aufweisen. Typische Beispiele für kationische Tenside sind quartäre Ammoniumverbindungen, wie beispielsweise das Dimethyldistearylammoniumchlorid, und Esterquats, insbesondere quaternierte Fettsäuretrialkanolaminestersalze. Typische Beispiele für amphotere bzw. zwitterionische Tenside sind Alkylbetaine, Alkylamidobetaine, Aminopropionate, Aminoglycinate, Imidazoliniumbetaine und Sulfobetaine. Bei den genannten Tensiden handelt es sich ausschließlich um be kannte Verbindungen. Hinsichtlich Struktur und Herstellung dieser Stoffe sei auf einschlägige Übersichtsarbeiten beispielsweise J.Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, S. 54–124 oder J.Falbe (ed.), "Katalysatoren, Tenside und Mineralöladditive", Thieme Verlag, Stuttgart, 1978, S. 123–217 verwiesen. Typische Beispiele für besonders geeignete milde, d.h. besonders hautverträgliche Tenside sind Fettalkoholpolyglycolethersulfate, Monoglyceridsulfate, Mono- und/oder Dialkylsulfosuccinate, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäuretauride, Fettsäureglutamate, Olefinsulfonate, Ethercarbonsäuren, Alkyloligoglucoside, Fettsäureglucamide, Alkylamidobetaine, Amphoacetale und/oder Proteinfettsäurekondensate, letztere vorzugsweise auf Basis von Weizenproteinen.Suitable surface-active compounds whose aqueous preparations need to be thickened are anionic, nonionic, cationic and / or amphoteric or amphoteric surfactants, the proportion of which in the compositions - that is to say cosmetic or pharmaceutical preparations - is usually about 1 to 70, preferably 5 is up to 50 and in particular 10 to 30% by weight. Typical examples of anionic surfactants are soaps, alkylbenzene sulfonates, alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, α-methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerol ether sulfates, fatty acid ether sulfates, hydroxymischogether sulfate sulfate, hydroxymischogether sulfate sulfate, hydroxymischogether sulfate sulfates, , Mono- and dialkylsulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, N-acylamino acids, such as, for example, acyl lactylates, acyl tartrates, acyl glutamates and acyl asucate fats (alkyl oligoglucate), vegetable olate proteinate, alkyl oligoglucate glyphate, phosphates. If the anionic surfactants contain polyglycol ether chains, these can have a conventional, but preferably a narrow, homolog distribution. Typical examples of non-ionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers or mixed formals, optionally partially oxidized alk (en) yl oligoglycosides or especially glucoramide acid-based vegetable derivatives, , Polyol fatty acid esters, sugar esters, sorbitan esters, poly sorbates and amine oxides. If the nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution. Typical examples of cationic surfactants are quaternary ammonium compounds, such as, for example, dimethyldistearylammonium chloride, and esterquats, in particular quaternized fatty acid trialkanolamine ester salts. Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. The surfactants mentioned are exclusively known compounds. With regard to the structure and manufacture of these substances, reference is made to relevant reviews, for example, J.Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, pp. 54-124 or J.Falbe (ed.), "Catalysts, Tenside und Mineralöladditive ", Thieme Verlag, Stuttgart, 1978, pp. 123-217. Typical examples of particularly suitable mild, ie particularly skin-compatible, surfactants are fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid taurides, fatty acid glutamates, olefinsulfonates, ether carboxylic acids, alkyl oligoglucosides, fatty acid glucamides, alkylamidobetaines, amphoacetals and / or protein fatty acid condensates, the latter preferably Wheat protein base.
Gewerbliche Anwendbarkeitcommercial applicability
Die erfindungsgemäß zu verwendenden Inulinderivate können zur Herstellung von kosmetischen und/oder pharmazeutischen Zubereitungen, wie beispielsweise Haarshampoos, Haarlotionen, Schaumbäder, Duschbäder, Cremes, Gele, Lotionen, alkoholische und wäßrig/alkoholische Lösungen, Emulsionen, Wachs/ Fett-Massen, Stiftpräparaten, Pudern oder Salben dienen. Diese Mittel können ferner als weitere Hilfs- und Zusatzstoffe Ölkörper, Emulgatoren, Perlglanzwachse, Konsistenzgeber, zusätzliche Verdickungsmittel, Überfettungsmittel, Stabilisatoren, Polymere, Siliconverbindungen, Fette, Wachse, Lecithine, Phospholipide, biogene Wirkstoffe, UV-Lichtschutzfaktoren, Antioxidantien, Deodorantien, Antitranspirantien, Antischuppenmittel, Filmbildner, Quellmittel, Insektenrepellentien, Selbstbräuner, Tyrosininhibitoren (Depigmentierungsmittel), Hydrotrope, Solubilisatoren, Konservierungsmittel, Parfümöle, Farbstoffe und dergleichen enthalten.The inulin derivatives to be used according to the invention can for the production of cosmetic and / or pharmaceutical preparations, such as hair shampoos, hair lotions, bubble baths, shower baths, creams, Gels, lotions, alcoholic and aqueous / alcoholic solutions, Emulsions, wax / fat masses, stick preparations, powders or ointments serve. These funds can as further auxiliaries and additives, oil bodies, emulsifiers, pearlescent waxes, Consistency adjuster, additional Thickeners, superfatting agents, Stabilizers, polymers, silicone compounds, fats, waxes, lecithins, Phospholipids, biogenic agents, UV light protection factors, antioxidants, Deodorants, antiperspirants, antidandruff agents, film formers, Swelling agents, insect repellents, self-tanners, tyrosine inhibitors (depigmentation agents), Hydrotropes, solubilizers, preservatives, perfume oils, dyes and the like included.
Ölkörperoil body
Als Ölkörper kommen beispielsweise
Guerbetalkohole auf Basis von Fettalkoholen mit 6 bis 18, vorzugsweise
8 bis 10 Kohlenstoffatomen, Ester von linearen C6-C22-Fettsäuren
mit linearen C6-C22-Fettalkoholen, Ester
von verzweigten C6-C13-Carbonsäuren mit
linearen C6-C22-Fettalkoholen,
wie z.B. Myristylmyristat, Myristylpalmitat, Myristylstearat, Myristylisostearat,
Myristyloleat, Myristylbehenat, Myristylerucat, Cetylmyristat, Cetylpalmitat,
Cetylstearat, Cetylisostearat, Cetyloleat, Cetylbehenat, Cetylerucat,
Stearylmyristat, Stearylpalmitat, Stearylstearat, Stearylisostearat,
Stearyloleat, Stearylbehenat, Stearylerucat, Isostearylmyristat,
Isostearylpalmitat, Isostearylstearat, Isostearylisostearat, Isostearyloleat,
Isostearylbehenat, Isostearyloleat, Oleylmyristat, Oleylpalmitat,
Oleylstearat, Oleylisostearat, Oleyloleat, Oleylbehenat, Oleylerucat,
Behenylmyristat, Behenylpalmitat, Behenylstearat, Behenylisostearat,
Behenyloleat, Behenylbehenat, Behenylerucat, Erucylmyristat, Erucylpalmitat,
Erucylstearat, Erucylisostearat, Erucyloleat, Erucylbehenat und
Erucylerucat. Daneben eignen sich Ester von linearen C6-C22-Fettsäuren
mit verzweigten Alkoholen, insbesondere 2-Ethylhexanol, Ester von
C18-C38-Alkylhydroxycarbonsäuren mit
linearen oder verzweigten C6-C22-Fettalkoholen
(vgl.
Emulgatorenemulsifiers
Als Emulgatoren kommen beispielsweise nichtionogene Tenside aus mindestens einer der folgenden Gruppen in Frage:Examples of suitable emulsifiers are nonionic surfactants from at least one of the following groups in question:
- – Anlagerungsprodukte von 2 bis 30 Mol Ethylenoxid und/ oder 0 bis 5 Mol Propylenoxid an lineare Fettalkohole mit 8 bis 22 C-Atomen, an Fettsäuren mit 12 bis 22 C-Atomen, an Alkylphenole mit 8 bis 15 C-Atomen in der Alkylgruppe sowie Alkylamine mit 8 bis 22 Kohlenstoffatomen im Alkylrest;- Adducts of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear fatty alcohols with 8 to 22 carbon atoms, with fatty acids with 12 to 22 carbon atoms, with alkylphenols with 8 to 15 carbon atoms men in the alkyl group and alkylamines having 8 to 22 carbon atoms in the alkyl radical;
- – Alkyl- und/oder Alkenyloligoglykoside mit 8 bis 22 Kohlenstoffatomen im Alk(en)ylrest und deren ethoxylierte Analoga;- alkyl and / or alkenyl oligoglycosides with 8 to 22 carbon atoms in the Alk (en) yl radical and their ethoxylated analogs;
- – Anlagerungsprodukte von 1 bis 15 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;- Addition products from 1 to 15 moles of ethylene oxide on castor oil and / or hardened castor oil;
- – Anlagerungsprodukte von 15 bis 60 Mol Ethylenoxid an Ricinusöl und/oder gehärtetes Ricinusöl;- Addition products from 15 to 60 moles of ethylene oxide on castor oil and / or hardened castor oil;
- – Partialester von Glycerin und/oder Sorbitan mit ungesättigten, linearen oder gesättigten, verzweigten Fettsäuren mit 12 bis 22 Kohlenstoffatomen und/oder Hydroxycarbonsäuren mit 3 bis 18 Kohlenstoffatomen sowie deren Addukte mit 1 bis 30 Mol Ethylenoxid;- partial esters of glycerol and / or sorbitan with unsaturated, linear or saturated, branched fatty acids with 12 to 22 carbon atoms and / or hydroxycarboxylic acids 3 to 18 carbon atoms and their adducts with 1 to 30 mol ethylene oxide;
- – Partialester von Polyglycerin (durchschnittlicher Eigenkondensationsgrad 2 bis 8), Polyethylenglycol (Molekulargewicht 400 bis 5000), Trimethylolpropan, Pentaerythrit, Zuckeralkoholen (z.B. Sorbit), Alkylglucosiden (z.B. Methylglucosid, Butylglucosid, Laurylglucosid) sowie Polyglucosiden (z.B. Cellulose) mit gesättigten und/oder ungesättigten, linearen oder verzweigten Fettsäuren mit 12 bis 22 Kohlenstoffatomen und/oder Hydroxycarbonsäuren mit 3 bis 18 Kohlenstoffatomen sowie deren Addukte mit 1 bis 30 Mol Ethylenoxid; - partial esters of polyglycerol (average degree of self-condensation 2 to 8), polyethylene glycol (molecular weight 400 to 5000), trimethylolpropane, Pentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. Methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides (e.g. cellulose) with saturated and / or unsaturated, linear or branched fatty acids with 12 to 22 carbon atoms and / or hydroxycarboxylic acids 3 to 18 carbon atoms and their adducts with 1 to 30 mol ethylene oxide;
-
– Mischester
aus Pentaerythrit, Fettsäuren,
Citronensäure
und Fettalkohol gemäß
und/oder Mischester von Fettsäuren mit 6 bis 22 Kohlenstoffatomen, Methylglucose und Polyolen, vorzugsweise Glycerin oder Polyglycerin.- Mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol according toDE 1165574 PS and / or mixed esters of fatty acids with 6 to 22 carbon atoms, methyl glucose and polyols, preferably glycerol or polyglycerol.DE 1165574 PS - – Mono-, Di- und Trialkylphosphate sowie Mono-, Di- und/oder Tri-PEG-alkylphosphate und deren Salze;- mono, Di- and trialkyl phosphates as well as mono-, di- and / or tri-PEG-alkyl phosphates and their salts;
- – Wollwachsalkohole;- wool wax alcohols;
- – Polysiloxan-Polyalkyl-Polyether-Copolymere bzw. entsprechende Derivate;- Polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives;
- – Block-Copolymere z.B. Polyethylenglycol-30 Dipolyhydroxystearate;- block copolymers e.g. Polyethylene glycol 30 dipolyhydroxystearate;
- – Polymeremulgatoren, z.B. Pemulen-Typen (TR-1, TR-2) von Goodrich;- polymer emulsifiers, e.g. Pemulen types (TR-1, TR-2) from Goodrich;
- – Polyalkylenglycole sowie- polyalkylene glycols such as
- – Glycerincarbonat.- glycerine carbonate.
Die Anlagerungsprodukte von Ethylenoxid
und/oder von Propylenoxid an Fettalkohole, Fettsäuren, Alkylphenole oder an
Ricinusöl
stellen bekannte, im Handel erhältliche
Produkte dar. Es handelt sich dabei um Homologengemische, deren
mittlerer Alkoxylierungsgrad dem Verhältnis der Stoffmengen von Ethylenoxid und/
oder Propylenoxid und Substrat, mit denen die Anlagerungsreaktion
durchgeführt
wird, entspricht. C12/18-Fettsäuremono-
und -diester von Anlagerungsprodukten von Ethylenoxid an Glycerin
sind aus
Alkyl- und/oder Alkenyloligoglycoside, ihre Herstellung und ihre Verwendung sind aus dem Stand der Technik bekannt. Ihre Herstellung erfolgt insbesondere durch Umsetzung von Glucose oder Oligosacchariden mit primären Alkoholen mit 8 bis 18 Kohlenstoffatomen. Bezüglich des Glycosidrestes gilt, daß sowohl Monoglycoside, bei denen ein cyclischer Zuckerrest glycosidisch an den Fettalkohol gebunden ist, als auch oligomere Glycoside mit einem Oligomerisationsgrad bis vorzugsweise etwa 8 geeignet sind. Der Oligomerisierungsgrad ist dabei ein statistischer Mittelwert, dem eine für solche technischen Produkte übliche Homologenverteilung zugrunde liegt.Alkyl and / or alkenyl oligoglycosides, their manufacture and use are state of the art known. They are manufactured in particular by implementing Glucose or oligosaccharides with primary alcohols from 8 to 18 Carbon atoms. In terms of of the glycoside residue applies that both Monoglycosides, in which a cyclic sugar residue is glycosidic is bound to the fatty alcohol, as well as oligomeric glycosides a degree of oligomerization up to preferably about 8 are suitable. The degree of oligomerization is a statistical mean, the one for such technical products usual Is based on homolog distribution.
Typische Beispiele für geeignete Partialglyceride sind Hydroxystearinsäuremonoglycerid, Hydroxystearinsäurediglycerid, Isostearinsäuremonoglycerid, Isostearinsäurediglycerid, Ölsäuremonoglycerid, Ölsäurediglycerid, Ricinolsäuremoglycerid, Ricinolsäurediglycerid, Linolsäuremonoglycerid, Linolsäurediglycerid, Linolensäuremonoglycerid, Linolensäurediglycerid, Erucasäuremonoglycerid, Erucasäurediglycerid, Weinsäuremonoglycerid, Weinsäurediglycerid, Citronensäuremonoglycerid, Citronendiglycerid, Äpfelsäuremonoglycerid, Äpfelsäurediglycerid sowie deren technische Gemische, die untergeordnet aus dem Herstellungsprozeß noch geringe Mengen an Triglycerid enthalten können. Ebenfalls geeignet sind Anlagerungsprodukte von 1 bis 30, vorzugsweise 5 bis 10 Mol Ethylenoxid an die genannten Partialglyceride.Typical examples of suitable ones Partial glycerides are hydroxystearic acid monoglyceride, hydroxystearic acid diglyceride, isostearic acid, Isostearic acid diglyceride, oleic acid monoglyceride, oleic acid diglyceride, Ricinolsäuremoglycerid, Ricinolsäurediglycerid, Linolsäuremonoglycerid, Linolsäurediglycerid, Linolensäuremonoglycerid, Linolensäurediglycerid, Erucasäuremonoglycerid, Erucasäurediglycerid, Weinsäuremonoglycerid, Weinsäurediglycerid, Citronensäuremonoglycerid, Citric diglyceride, malic acid monoglyceride, malic acid diglyceride as well as their technical mixtures, which are still minor from the manufacturing process May contain amounts of triglyceride. Are also suitable Addition products of 1 to 30, preferably 5 to 10, moles of ethylene oxide to the partial glycerides mentioned.
Als Sorbitanester kommen Sorbitanmonoisostearat, Sorbitansesquiisostearat, Sorbitandiisostearat, Sorbitantriisostearat, Sorbitanmonooleat, Sorbitansesquioleat, Sorbitandioleat, Sorbitantrioleat, Sorbitanmonoerucat, Sorbitansesquierucat, Sorbitandierucat, Sorbitantrierucat, Sorbitanmonoricinoleat, Sorbitansesquiricinoleat, Sorbitandiricinoleat, Sorbitantriricinoleat, Sorbitanmonohydroxystearat, Sorbitansesquihydroxystearat, Sorbitandihydroxystearat, Sorbitantrihydroxystearat, Sorbitanmonotartrat, Sorbitansesquitartrat, Sorbitanditartrat, Sorbitantritartrat, Sorbitanmonocitrat, Sorbitansesquicitrat, Sorbitandicitrat, Sorbitantricitrat, Sorbitanmonomaleat, Sorbitansesquimaleat, Sorbitandimaleat, Sorbitantrimaleat sowie deren technische Gemische. Ebenfalls geeignet sind Anlagerungsprodukte von 1 bis 30, vorzugsweise 5 bis 10 Mol Ethylenoxid an die genannten Sorbitanester.The sorbitan esters are sorbitan monoisostearate, Sorbitan sesquiisostearate, sorbitan diisostearate, sorbitan triisostearate, Sorbitan monooleate, sorbitan sesquioleate, sorbitan dioleate, sorbitan trioleate, Sorbitan monoerucate, sorbitan sesquierucate, sorbitan dierucate, sorbitan trierucate, Sorbitan monoricinoleate, sorbitan sesquicinoleate, sorbitan diricinoleate, Sorbitan triricinoleate, sorbitan monohydroxystearate, sorbitan sesquihydroxystearate, Sorbitan dihydroxystearate, sorbitan trihydroxystearate, sorbitan monotartrate, Sorbitan sesquitartrate, sorbitan ditartrate, sorbitan tritartrate, sorbitan monocitrate, Sorbitan sesquicitrate, sorbitan dicitrate, sorbitan tricitrate, sorbitan monomaleate, Sorbitan sesquimaleate, sorbitan dimaleate, sorbitan trimaleate and their technical mixtures. Addition products are also suitable from 1 to 30, preferably 5 to 10 moles of ethylene oxide to the above Sorbitan.
Typische Beispiele für geeignete Polyglycerinester sind Polyglyceryl-2 Dipolyhydroxystearate (Dehymuls® PGPH), Polyglycerin-3-Diisostearate (Lameform® TGI), Polyglyceryl-4 Isostearate (Isolan® GI 34), Polyglyceryl-3 Oleate, Diisostearoyl Polyglyceryl-3 Diisostearate (Isolan® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care® 450), Polyglyceryl-3 Beeswax (Cera Bellina®), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010/90), Polyglyceryl-3 Cetyl Ether (Chimexane® NL), Polyglyceryl-3 Distearate (Cremophor® GS 32) und Polyglyceryl Polyricinoleate (Admul® WOL 1403) Polyglyceryl Dimerate Isostearate sowie deren Gemische. Beispiele für weitere geeignete Polyolester sind die gegebenenfalls mit 1 bis 30 Mol Ethylenoxid umgesetzten Mono-, Di- und Triester von Trimethylolpropan oder Pentaerythrit mit Laurinsäure, Kokosfettsäure, Talgfettsäure, Palmitinsäure, Stearinsäure, Ölsäure, Behensäure und dergleichen.Typical examples of suitable polyglycerol esters are Polyglyceryl-2 Dipolyhydroxystearate (Dehymuls ® PGPH), Polyglycerin-3-Diisostearate (Lameform ® TGI), Polyglyceryl-4 Isostearate (Isolan ® GI 34), Polyglyceryl-3 Oleate, Diisostearoyl Polyglyceryl-3 Diisostearate (Isolan ® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care ® 450), Polyglyceryl-3 Beeswax (Cera Bellina ® ), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010 / 90), Polyglyceryl-3 Cetyl Ether (Chimexane ® NL), Polyglyceryl -3 distearates (Cremophor ® GS 32) and Polyglyceryl Polyricinoleate (Admul ® WOL 1403) Polyglyceryl Dimerate Isostearate and mixtures thereof. Examples of other suitable polyol esters are the mono-, di- and triesters of trimethylolpropane or pentaerythritol with lauric acid, coconut fatty acid, tallow fatty acid, palmitic acid, stearic acid, oleic acid, behenic acid and the like which are optionally reacted with 1 to 30 mol of ethylene oxide.
Weiterhin können als Emulgatoren zwitterionische Tenside verwendet werden. Als zwitterionische Tenside werden solche oberflächenaktiven Verbindungen bezeichnet, die im Molekül mindestens eine quartäre Ammoniumgruppe und mindestens eine Carboxylat- und eine Sulfonatgruppe tragen. Besonders geeignete zwitterionische Tenside sind die sogenannten Betaine wie die N-Alkyl-N,N-dimethylammoniumglycinate, beispielsweise das Kokosalkyldimethylammoniumglycinat, N-Acylaminopropyl-N,N-dimethylammoniumglycinate, beispielsweise das Kokosacylaminopropyldimethylammoniumglycinat, und 2-Alkyl-3-carboxylmethyl-3-hydroxyethylimidazoline mit jeweils 8 bis 18 C-Atomen in der Alkyl- oder Acylgruppe sowie das Kokosacylaminoethylhydroxyethylcarboxymethylglycinat. Besonders bevorzugt ist das unter der CTFA-Bezeichnung Cocamidopropyl Betaine bekannte Fettsäureamid-Derivat. Ebenfalls geeignete Emulgatoren sind ampholytische Tenside. Unter ampholytischen Tensiden werden solche oberflächenaktiven Verbindungen verstanden, die außer einer C8/18-Alkyl- oder -Acylgruppe im Molekül mindestens eine freie Aminogruppe und mindestens eine -COOH- oder -SO3H-Gruppe enthalten und zur Ausbildung innerer Salze befähigt sind. Beispiele für geeignete ampholytische Tenside sind N-Alkylglycine, N-Alkylpropionsäuren, N-Alkylaminobuttersäuren, N-Alkyliminodipropionsäuren, N-Hydroxyethyl-N-alkylamidopropylglycine, N-Alkyltaurine, N-Alkylsarcosine, 2-Alkylaminopropionsäuren und Alkylaminoessigsäuren mit jeweils etwa 8 bis 18 C-Atomen in der Alkylgruppe. Besonders bevorzugte ampholytische Tenside sind das N-Kokosalkylaminopropionat, das Kokosacylaminoethylaminopropio nat und das C12/18-Acylsarcosin. Schließlich kommen auch Kationtenside als Emulgatoren in Betracht, wobei solche vom Typ der Esterquats, vorzugsweise methylquaternierte Difettsäuretriethanolaminester-Salze, besonders bevorzugt sind.Zwitterionic surfactants can also be used as emulsifiers. Zwitterionic surfactants are surface-active compounds that contain at least one quaternary ammonium group and at least one carboxylate and one sulfonate group in the molecule. Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example the coconut alkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinate, for example the coconut acylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxyimide-3-carboxylimide each with 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate. The fatty acid amide derivative known under the CTFA name Cocamidopropyl Betaine is particularly preferred. Suitable emulsifiers are ampholytic surfactants. Ampholytic surfactants are surface-active compounds which, in addition to a C 8/18 alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO 3 H group in the molecule and are capable of forming internal salts. Examples of suitable ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each with about 8 to 18 C. Atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-coconut alkyl aminopropionate, coconut acylaminoethyl aminopropionate and C 12/18 acyl sarcosine. Finally, cationic surfactants are also suitable as emulsifiers, those of the esterquat type, preferably methylquaternized difatty acid triethanolamine ester salts, being particularly preferred.
Fette und WachseFats and waxes
Typische Beispiele für Fette sind Glyceride, d.h, feste oder flüssige pflanzliche oder tierische Produkte, die im wesentlichen aus gemischten Glycerinestern höherer Fettsäuren bestehen, als Wachse kommen u.a. natürliche Wachse, wie z.B. Candelillawachs, Carnaubawachs, Japanwachs, Espartograswachs, Korkwachs, Guarumawachs, Reiskeimölwachs, Zuckerrohrwachs, Ouricurywachs, Montanwachs, Bienenwachs, Schellackwachs, Walrat, Lanolin (Wollwachs), Bürzelfett, Ceresin, Ozokerit (Erdwachs), Petrolatum, Paraffinwachse, Mikrowachse; chemisch modifizierte Wachse (Hartwachse), wie z.B. Montanesterwachse, Sasolwachse, hydrierte Jojobawachse sowie synthetische Wachse, wie z.B. Polyalkylenwachse und Polyethylenglycolwachse in Frage. Neben den Fetten kommen als Zusatzstoffe auch fettähnliche Substanzen, wie Lecithine und Phospholipide in Frage. Unter der Bezeichnung Lecithine versteht der Fachmann diejenigen Glycero-Phospholipide, die sich aus Fettsäuren, Glycerin, Phosphorsäure und Cholin durch Veresterung bilden. Lecithine werden in der Fachwelt daher auch häufig als Phosphatidylcholine (PC) bezeichnet und folgen der allgemeinen Formel wobei R typischerweise für lineare aliphatische Kohlenwasserstoffreste mit 15 bis 17 Kohlenstoffatomen und bis zu 4 cis-Doppelbindungen steht. Als Beispiele für natürliche Lecithine seien die Kephaline genannt, die auch als Phosphatidsäuren bezeichnet werden und Derivate der 1,2-Diacyl-sn-glycerin-3-phosphorsäuren darstellen. Dem gegenüber versteht man unter Phospholipiden gewöhnlich Mono- und vorzugsweise Diester der Phosphorsäure mit Glycerin (Glycerinphosphate), die allgemein zu den Fetten gerechnet werden. Daneben kommen auch Sphingosine bzw. Sphingolipide in Frage.Typical examples of fats are glycerides, ie solid or liquid vegetable or animal products which essentially consist of mixed glycerol esters of higher fatty acids, waxes include natural waxes, such as candelilla wax, carnauba wax, Japanese wax, esparto grass wax, cork wax, guaruma wax, rice germ oil wax, Sugar cane wax, ouricury wax, montan wax, beeswax, shellac wax, walrus, lanolin (wool wax), pretzel fat, ceresin, ozokerite (earth wax), petrolatum, paraffin waxes, micro waxes; chemically modified waxes (hard waxes), such as montan ester waxes, Sasol waxes, hydrogenated jojoba waxes and synthetic waxes, such as polyalkylene waxes and polyethylene glycol waxes. In addition to fats, fat-like substances such as lecithins and phospholipids can also be used as additives. The person skilled in the art understands the term lecithins as those glycerophospholipids which are formed from fatty acids, glycerol, phosphoric acid and choline by esterification. Lecithins are therefore often referred to in the specialist world as phosphatidylcholines (PC) and follow the general formula where R typically stands for linear aliphatic hydrocarbon radicals with 15 to 17 carbon atoms and up to 4 cis double bonds. Examples of natural lecithins are the cephalins, which are also referred to as phosphatidic acids and are derivatives of 1,2-diacyl-sn-glycerol-3-phosphoric acids. In contrast, phospholipids are usually understood to be mono- and preferably diesters of phosphoric acid with glycerol (glycerol phosphates), which are generally classed as fats. In addition, sphingosines or sphingolipids are also suitable.
Perlglanzwachsepearlescent
Als Perlglanzwachse kommen beispielsweise in Frage: Alkylenglycolester, speziell Ethylenglycoldistearat; Fettsäurealkanolamide, speziell Kokosfettsäurediethanolamid; Partialglyceride, speziell Stearinsäuremonoglycerid; Ester von mehrwertigen, gegebenenfalls hydroxysubstituierte Carbonsäuren mit Fettalkoholen mit 6 bis 22 Kohlenstoffatomen, speziell langkettige Ester der Weinsäure; Fettstoffe, wie beispielsweise Fettalkohole, Fettketone, Fettaldehyde, Fettether und Fettcarbonate, die in Summe mindestens 24 Kohlenstoffatome aufweisen, speziell Lauron und Distearylether; Fettsäuren wie Stearinsäure, Hydroxystearinsäure oder Behensäure, Ringöffnungsprodukte von Olefinepoxiden mit 12 bis 22 Kohlenstoffatomen mit Fettalkoholen mit 12 bis 22 Kohlenstoffatomen und/oder Polyolen mit 2 bis 15 Kohlenstoffatomen und 2 bis 10 Hydroxylgruppen sowie deren Mischungen.Pearlescent waxes that can be used are, for example: alkylene glycol esters, especially ethylene glycol distearate; Fatty acid alkanolamides, especially coconut fatty acid diethanolamide; Partial glycerides, especially stearic acid monoglyceride; Esters of polyvalent, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which have a total of at least 24 carbon atoms, especially lauron and distearyl ether; Fatty acids such as stearic acid, hydroxystearic acid or behen acid, ring opening products of olefin epoxides with 12 to 22 carbon atoms with fatty alcohols with 12 to 22 carbon atoms and / or polyols with 2 to 15 carbon atoms and 2 to 10 hydroxyl groups and mixtures thereof.
Konsistenzgener und VerdickungsmittelConsistency and thickeners
Als Konsistenzgeber kommen in erster Linie Fettalkohole oder Hydroxyfettalkohole mit 12 bis 22 und vorzugsweise 16 bis 18 Kohlenstoffatomen und daneben Partialglyceride, Fettsäuren oder Hydroxyfettsäuren in Betracht. Bevorzugt ist eine Kombination dieser Stoffe mit Alkyloligoglucosiden und/oder Fettsäure-N-methylglucamiden gleicher Kettenlänge und/oder Polyglycerinpoly-12-hydroxystearaten. Geeignete Verdickungsmittel sind beispielsweise Aerosil-Typen (hydrophile Kieselsäuren), Polysaccharide, insbesondere Xanthan-Gum, Guar-Guar, Agar-Agar, Alginate und Tylosen, Carboxymethylcellulose und Hydroxyethylcellulose, ferner höhermolekulare Polyethylenglycolmono- und -diester von Fettsäuren, Polyacrylate, (z.B. Carbopole® und Pemulen-Typen von Goodrich; Synthalene® von Sigma; Keltrol-Typen von Kelco; Sepigel-Typen von Seppic; Salcare-Typen von Allied Colloids), Polyacrylamide, Polymere, Polyvinylalkohol und Polyvinylpyrrolidon, Tenside wie beispielsweise ethoxylierte Fettsäureglyceride, Ester von Fettsäuren mit Polyolen wie beispielsweise Pentaerythrit oder Trimethy-lolpropan, Fettalkoholethoxylate mit eingeengter Homologenverteilung oder Alkyloligoglucoside sowie Elektrolyte wie Kochsalz und Ammoniumchlorid.Suitable consistency agents are primarily fatty alcohols or hydroxyfatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also partial glycerides, fatty acids or hydroxyfatty acids. A combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred. Suitable thickeners are, for example, Aerosil types (hydrophilic silicas), polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates (eg carbopols) ® and Pemulen types from Goodrich; Synthalene ® from Sigma; Keltrol types from Kelco; Sepigel types from Seppic; Salcare types from Allied Colloids), polyacrylamides, polymers, polyvinyl alcohol and polyvinylpyrrolidone, surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides as well as electrolytes such as table salt and ammonium chloride.
Überfettungsmittelsuperfatting
Als Überfettungsmittel können Substanzen wie beispielsweise Lanolin und Lecithin sowie polyethoxylierte oder acylierte Lanolin- und Lecithinderivate, Polyolfettsäureester, Monoglyceride und Fettsäurealkanolamide verwendet werden, wobei die letzteren gleichzeitig als Schaumstabilisatoren dienen.Substances can be used as superfatting agents such as lanolin and lecithin, and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, Monoglycerides and fatty acid alkanolamides are used, the latter at the same time as foam stabilizers serve.
Stabilisatorenstabilizers
Als Stabilisatoren können Metallsalze von Fettsäuren, wie z.B. Magnesium-, Aluminium- und/oder Zinkstearat bzw. -ricinoleat eingesetzt werden.Metal salts can be used as stabilizers of fatty acids, such as. Magnesium, aluminum and / or zinc stearate or ricinoleate be used.
Polymerepolymers
Geeignete kationische Polymere sind
beispielsweise kationische Cellulosederivate, wie z.B. eine quaternierte
Hydroxyethylcellulose, die unter der Bezeichnung Polymer JR 400® von
Amerchol erhältlich
ist, kationische Stärke,
Copolymere von Diallylammoniumsalzen und Acrylamiden, quaternierte
Vinylpyrrolidon/Vinylimidazol-Polymere, wie z.B. Luviquat® (BASF),
Kondensationsprodukte von Polyglycolen und Aminen, quaternierte
Kollagenpolypeptide, wie beispielsweise Lauryldimonium Hydroxypropyl
Hydrolyzed Collagen (Lamequat®L/Grünau), quaternierte Weizenpolypeptide,
Polyethylenimin, kationische Siliconpolymere, wie z.B. Amodimethicone,
Copolymere der Adipinsäure
und Dimethylaminohydroxypropyldiethylentriamin (Cartaretine®/Sandoz),
Copolymere der Acrylsäure
mit Dimethyldiallylammoniumchlorid (Merquat® 550/Chemviron),
Polyaminopolyamide, wie z.B. beschrieben in der
Als anionische, zwitterionische, amphotere und nichtionische Polymere kommen beispielsweise Vinylacetat/Crotonsäure-Copolymere, Vinylpyrrolidon/Vinylacrylat-Copolymere, Vinylacetat/Butylmaleat/ Isobornylacrylat-Copolymere, Methylvinylether/Maleinsäureanhydrid-Copolymere und deren Ester, unvernetzte und mit Polyolen vernetzte Polyacrylsäuren, Acrylamidopropyltrimethylammoniumchlorid/ Acrylat-Copolymere, Octylacrylamid/Methylmethacrylat/tert.Butylaminoethylmethacrylat/2-Hydroxyproylmethacrylat-Copolymere, Polyvinylpyrrolidon, Vinylpyrrolidon/Vinylacetat-Copolymere, Vinylpyrrolidon/ Dimethylaminoethylmethacrylat/Vinylcaprolactam-Terpolymere sowie gegebenenfalls derivatisierte Celluloseether und Silicone in Frage. Weitere geeignete Polymere und Verdickungsmittel sind in Cosmetics & Toiletries Vo1. 108, Mai 1993, Seite 95ff aufgeführt.As anionic, zwitterionic, amphoteric and nonionic polymers come, for example, vinyl acetate / crotonic acid copolymers, Vinyl pyrrolidone / vinyl acrylate copolymers, vinyl acetate / butyl maleate / Isobornyl acrylate copolymers, methyl vinyl ether / maleic anhydride copolymers and their esters, uncrosslinked and polyols crosslinked polyacrylic acids, acrylamidopropyltrimethylammonium chloride / Acrylate copolymers, octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, Polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / Dimethylaminoethyl methacrylate / vinyl caprolactam terpolymers as well optionally derivatized cellulose ethers and silicones in question. Other suitable polymers and thickeners are in Cosmetics & Toiletries Vo1. 108, May 1993, page 95ff.
Geeignete Siliconverbindungen sind beispielsweise Dimethylpolysiloxane, Methylphenylpolysiloxane, cyclische Silicone sowie amino-, fettsäure-, alkohol-, polyether-, epoxy-, fluor-, glykosid- und/oder alkylmodifizierte Siliconverbindungen, die bei Raumtemperatur sowohl flüssig als auch harzförmig vorliegen können. Weiterhin geeignet sind Simethicone, bei denen es sich um Mischungen aus Dimethico nen mit einer durchschnittlichen Kettenlänge von 200 bis 300 Dimethylsiloxan-Einheiten und hydrierten Silicaten handelt. Eine detaillierte Übersicht über geeignete flüchtige Silicone findet sich zudem von Todd et al. in Cosm.Toil. 91, 27 (1976).Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and amino, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature. Simethicones, which are mixtures of dimethicones with an average chain length of 200 to 300 dimethylsiloxane units and hydrogenated silicates, are also suitable. A detailed An overview of suitable volatile silicones can also be found by Todd et al. in Cosm.Toil. 91, 27 (1976).
UV-Lichtschutzfilter und AntioxidantienUV light protection filters and antioxidants
Unter UV-Lichtschutzfaktoren sind beispielsweise bei Raumtemperatur flüssig oder kristallin vorliegende organische Substanzen (Lichtschutzfilter) zu verstehen, die in der Lage sind, ultraviolette Strahlen zu absorbieren und die aufgenommene Energie in Form längerwelliger Strahlung, z.B. Wärme wieder abzugeben. UVB-Filter können öllöslich oder wasserlöslich sein. Als öllösliche Substanzen sind z.B. zu nennen:
- – 3-Benzylidencampher bzw.
3-Benzylidennorcampher und dessen Derivate, z.B. 3-(4-Methylbenzyliden)campher
wie in der
beschrieben;EP 0693471 B1 - – 4-Aminobenzoesäurederivate, vorzugsweise 4-(Dimethylamino)benzoesäure-2-ethylhexylester, 4-(Dimethylamino)benzoesäure-2-octylester und 4-(Dimethylamino)benzoesäureamylester;
- – Ester der Zimtsäure, vorzugsweise 4-Methoxyzimtsäure-2-ethylhexylester, 4-Methoxyzimtsäurepropylester, 4-Methoxyzimtsäureisoamylester 2-Cyano-3,3-phenylzimtsäure-2-ethylhexylester (Octocrylene);
- – Ester der Salicylsäure, vorzugsweise Salicylsäure-2-ethylhexylester, Salicylsäure-4-isopropylbenzylester, Salicylsäurehomomenthylester;
- – Derivate des Benzophenons, vorzugsweise 2-Hydroxy-4-methoxybenzophenon, 2-Hydroxy-4-methoxy-4'-methylbenzophenon, 2,2'-Dihydroxy-4-methoxybenzophenon;
- – Ester der Benzalmalonsäure, vorzugsweise 4-Methoxybenzmalonsäuredi-2-ethylhexylester;
- – Triazinderivate,
wie z.B. 2,4,6-Trianilino-(p-carbo-2'-ethyl-1'-hexyloxy)-1,3,5-triazin und Octyl Triazon,
wie in der
beschrieben oder Dioctyl Butamido Triazone (Uvasorb® HEB);EP 0818450 A1 - – Propan-1,3-dione, wie z.B. 1-(4-tert.Butylphenyl)-3-(4'methoxyphenyl)propan-1,3-dion;
- – Ketotricyclo(5.2.1.0)decan-Derivate,
wie in der
beschrieben.EP 0694521 B1
- - 3-benzylidene camphor or 3-benzylidene norcampher and its derivatives, for example 3- (4-methylbenzylidene) camphor as in the
described;EP 0693471 B1 - - 4-aminobenzoic acid derivatives, preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and amyl 4- (dimethylamino) benzoate;
- - Esters of cinnamic acid, preferably 2-ethylhexyl 4-methoxycinnamate, propyl 4-methoxycinnamate, isoamyl 4-methoxycinnamate, 2-ethylhexyl 2-cyano-3,3-phenylcinnamate (octocrylene);
- - Esters of salicylic acid, preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylic acid, homomethyl salicylic acid;
- - Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
- - Esters of benzalmalonic acid, preferably di-2-ethylhexyl 4-methoxybenzmalonate;
- - Triazine derivatives, such as 2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1,3,5-triazine and octyl triazone, as in the
described or dioctyl butamido triazone (Uvasorb ® HEB);EP 0818450 A1 - Propane-1,3-diones, such as 1- (4-tert-butylphenyl) -3- (4'methoxyphenyl) propane-1,3-dione;
- - Ketotricyclo (5.2.1.0) decane derivatives, as in the
described.EP 0694521 B1
Als wasserlösliche Substanzen kommen in Frage:
- – 2-Phenylbenzimidazol-5-sulfonsäure und deren Alkali-, Erdalkali-, Ammonium-, Alkylammonium-, Alkanolammonium- und Glucammoniumsalze;
- – Sulfonsäurederivate von Benzophenonen, vorzugsweise 2-Hydroxy-4-methoxybenzophenon-5-sulfonsäure und ihre Salze;
- – Sulfonsäurederivate des 3-Benzylidencamphers, wie z.B. 4-(2-Oxo-3-bornylidenmethyl)benzolsulfonsäure und 2-Methyl-5-(2-oxo-3-bornyliden)sulfonsäure und deren Salze.
- - 2-phenylbenzimidazole-5-sulfonic acid and its alkali, alkaline earth, ammonium, alkylammonium, alkanolammonium and glucammonium salts;
- - Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts;
- - Sulfonic acid derivatives of 3-benzylidene camphor, such as 4- (2-oxo-3-bornylidene methyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bornylidene) sulfonic acid and their salts.
Als typische UV-A-Filter kommen insbesondere
Derivate des Benzoylmethans in Frage, wie beispielsweise 1-(4'-tert.Butylphenyl)-3-(4'-methoxyphenyl)propan-1,3-dion,
4-tert.-Butyl-4'-methoxydibenzoylmethan (Parsol
1789), 1-Phenyl-3-(4'-isopropylphenyl)-propan-1,3-dion
sowie Enaminverbindungen, wie beschrieben in der
Neben den beiden vorgenannten Gruppen primärer Lichtschutzstoffe können auch sekundäre Lichtschutzmittel vom Typ der Antioxidantien eingesetzt werden, die die photochemische Reaktionskette unterbrechen, welche ausgelöst wird, wenn UV-Strahlung in die Haut eindringt. Typische Beispiele hierfür sind Aminosäuren (z.B. Glycin, Histidin, Tyrosin, Tryptophan) und deren Derivate, Imidazole (z.B. Urocaninsäure) und deren Derivate, Peptide wie D,L-Carnosin, D-Carnosin, L-Carnosin und deren Derivate (z.B. Anserin), Carotinoide, Carotine (z.B. α-Carotin, β-Carotin, Lycopin) und deren Derivate, Chlorogensäure und deren Derivate, Liponsäure und deren Derivate (z.B. Dihydroliponsäure), Aurothioglucose, Propylthiouracil und andere Thiole (z.B. Thioredoxin, Glutathion, Cystein, Cystin, Cystamin und deren Glycosyl-, N-Acetyl-, Methyl-, Ethyl-, Propyl-, Amyl-, Butyl- und Lauryl-, Palmitoyl-, Oleyl-, γ-Linoleyl-, Cholesteryl- und Glycerylester) sowie deren Salze, Dilaurylthiodipropionat, Distearylthiodipropionat, Thiodipropionsäure und deren Derivate (Ester, Ether, Peptide, Lipide, Nukleotide, Nukleoside und Salze) sowie Sulfoximinverbindungen (z.B. Buthioninsulfoximine, Homocysteinsulfoximin, Butioninsulfone, Penta-, Hexa-, Heptathioninsulfoximin) in sehr geringen verträglichen Dosierungen (z.B. pmol bis μmol/kg), ferner (Metall)-Chelatoren (z.B. α-Hydroxyfettsäuren, Palmitinsäure, Phytinsäure, Lactoferrin), α-Hydroxysäuren (z.B. Citronensäure, Milchsäure, Äpfelsäure), Huminsäure, Gallensäure, Gallenextrakte, Bilirubin, Biliverdin, EDTA, EGTA und deren Derivate, ungesättigte Fettsäuren und de ren Derivate (z.B. γ-Linolensäure, Linolsäure, Ölsäure), Folsäure und deren Derivate, Ubichinon und Ubichinol und deren Derivate, Vitamin C und Derivate (z.B. Ascorbylpalmitat, Mg-Ascorbylphosphat, Ascorbylacetat), Tocopherole und Derivate (z.B. Vitamin-E-acetat), Vitamin A und Derivate (Vitamin-A-palmitat) sowie Koniferylbenzoat des Benzoeharzes, Rutinsäure und deren Derivate, α-Glycosylrutin, Ferulasäure, Furfurylidenglucitol, Camosin, Butylhydroxytoluol, Butylhydroxyanisol, Nordihydroguajakharzsäure, Nordihydroguajaretsäure, Trihydroxybutyrophenon, Harnsäure und deren Derivate, Mannose und deren Derivate, Superoxid-Dismutase, Zink und dessen Derivate (z.B. ZnO, ZnSO4) Selen und dessen Derivate (z.B. Selen-Methionin), Stilbene und deren Derivate (z.B. Stilbenoxid, trans-Stilbenoxid) und die erfindungsgemäß geeigneten Derivate (Salze, Ester, Ether, Zucker, Nukleotide, Nukleoside, Peptide und Lipide) dieser genannten Wirkstoffe.In addition to the two aforementioned groups of primary light stabilizers, it is also possible to use secondary light stabilizers of the antioxidant type which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates the skin. Typical examples are amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g. urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-carnosine, L-carnosine and their derivatives (e.g. anserine) , Carotenoids, carotenes (e.g. α-carotene, β-carotene, lycopene) and their derivatives, chlorogenic acid and their derivatives, lipoic acid and their derivatives (e.g. dihydroliponic acid), aurothioglucose, propylthiouracil and other thiols (e.g. thioredoxin, glutathione, cysteine, cystine, Cystamine and their glycosyl, N-acetyl, methyl, ethyl, pro pyl, amyl, butyl and lauryl, palmitoyl, oleyl, γ-linoleyl, cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides , Nucleosides and salts) and sulfoximine compounds (e.g. buthioninsulfoximines, homocysteine sulfoximine, butioninsulfones, penta-, hexa-, heptathioninsulfoximine) in very low tolerable doses (e.g. pmol to μmol / kg), and also (metal) chelators (e.g. α-hydroxy fatty acids, palmitic acid , Phytic acid, lactoferrin), α-hydroxy acids (e.g. citric acid, lactic acid, malic acid), humic acid, bile acid, bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. γ-linolenic acid, linoleic acid, oleic acid ), Folic acid and its derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (e.g. ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate), tocopherols and the like nd derivatives (e.g. vitamin E acetate), vitamin A and derivatives (vitamin A palmitate) as well as coniferyl benzoate of benzoin, rutinic acid and its derivatives, α-glycosylrutin, ferulic acid, furfurylidene glucitol, camosin, butylated hydroxytoluene, butylated hydroxyanisole, nordihydroguated acid Trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, superoxide dismutase, zinc and its derivatives (e.g. ZnO, ZnSO 4 ) selenium and its derivatives (e.g. selenium methionine), stilbenes and their derivatives (e.g. stilbene oxide, trans-stilbene oxide) and the derivatives suitable according to the invention (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these active substances.
Biogene WirkstoffeBiogenic agents
Unter Biogenen Wirkstoffen sind beispielsweise Tocopherol, Tocopherolacetat, Tocopherolpalmitat, Ascorbinsäure, Desoxyribonucleinsäure, Retinol, Bisabolol, Allantoin, Phytantriol, Panthenol, AHA-Säuren, Aminosäuren, Ceramide, Pseudoceramide, essentielle Öle, Pflanzenextrakte und Vitaminkomplexe zu verstehen.Biogenic active substances are, for example Tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, Bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, Pseudoceramides, essential oils, To understand plant extracts and vitamin complexes.
Deodorantien und keimhemmende Mitteldeodorants and germicides
Kosmetische Deodorantien (Desodorantien) wirken Körpergerüchen entgegen, überdecken oder beseitigen sie. Körpergerüche entstehen durch die Einwirkung von Hautbakterien auf apokrinen Schweiß, wobei unangenehm riechende Abbauprodukte gebildet werden. Dementsprechend enthalten Deodorantien Wirkstoffe, die als keimhemmende Mittel, Enzyminhibitoren, Geruchsabsorber oder Geruchsüberdecker fungieren. Als keimhemmende Mittel sind grundsätzlich alle gegen grampositive Bakterien wirksamen Stoffe geeignet, wie z. B. 4-Hydroxybenzoesäure und ihre Salze und Ester, N-(4-Chlorphenyl)-N'-(3,4-dichlorphenyl)harnstoff, 2,4,4'-Trichlor-2'-hydroxydiphenylether (Triclosan), 4-Chlor-3,5-dimethylphenol, 2,2'-Methylen-bis(6-brom-4-chlorphenol), 3-Methyl-4-(1-methylethyl)phenol, 2-Benzyl-4-chlorphenol, 3-(4-Chlorphenoxy)-1,2-propandiol, 3-Iod-2-propinylbutylcarbamat, Chlorhexidin, 3,4,4'-Trichlorcarbanilid (TTC), antibakterielle Riechstoffe, Thymol, Thymianöl, Eugenol, Nelkenöl, Menthol, Minzöl, Farnesol, Phenoxyethanol, Glycerinmonocaprinat, Glycerinmonocaprylat, Glycerinmonolaurat (GML), Diglycerinmonocaprinat (DMC), Salicylsäure-N-alkylamide wie z. B. Salicylsäure-n-octylamid oder Salicylsäure-n-decylamid.Cosmetic deodorants (deodorants) counteract body odors, mask them or eliminate them. Body odors arise by the action of skin bacteria on apocrine sweat, being uncomfortable smelling degradation products are formed. Accordingly included Deodorants Active ingredients that act as germ inhibitors, enzyme inhibitors, Odor absorber or odor masker act. As anti-germ agents, all are basically against gram-positive Suitable bacteria-effective substances, such as. B. 4-hydroxybenzoic acid and their salts and esters, N- (4-chlorophenyl) -N '- (3,4-dichlorophenyl) urea, 2,4,4'-trichloro-2'-hydroxydiphenyl ether (Triclosan), 4-chloro-3,5-dimethylphenol, 2,2'-methylene-bis (6-bromo-4-chloro phenol), 3-methyl-4- (1-methylethyl) phenol, 2-benzyl-4-chlorophenol, 3- (4-chlorophenoxy) -1,2-propanediol, 3-iodo-2-propynyl butyl carbamate, chlorhexidine, 3,4,4'-trichlorocarbanilide (TTC), antibacterial fragrances, thymol, thyme oil, eugenol, Clove oil, Menthol, mint oil, Farnesol, phenoxyethanol, glycerol monocaprinate, glycerol monocaprylate, Glycerol monolaurate (GML), diglycerol monocaprinate (DMC), salicylic acid N-alkylamides such as B. salicylic acid-n-octylamide or salicylic acid-n-decylamide.
Als Enzyminhibitoren sind beispielsweise Esteraseinhibitoren geeignet. Hierbei handelt es sich vorzugsweise um Trialkylcitrate wie Trimethylcitrat, Tripropylcitrat, Triisopropylcitrat, Tributylcitrat und ins besondere Triethylcitrat (Hydagen® CAT, Henkel KGaA, Düsseldorf/FRG). Die Stoffe inhibieren die Enzymaktivität und reduzieren dadurch die Geruchsbildung. Weitere Stoffe, die als Esteraseinhibitoren in Betracht kommen, sind Sterolsulfate oder -phosphate, wie beispielsweise Lanosterin-, Cholesterin-, Campesterin-, Stigmasterin- und Sitosterinsulfat bzw -phosphat, Dicarbonsäuren und deren Ester, wie beispielsweise Glutarsäure, Glutarsäuremonoethylester, Glutarsäurediethylester, Adipinsäure, Adipinsäuremonoethylester, Adipinsäurediethylester, Malonsäure und Malonsäurediethylester, Hydroxycarbnonsäuren und deren Ester wie beispielsweise Citronensäure, Äpfelsäure, Weinsäure oder Weinsäurediethylester, sowie Zinkglycinat.Esterase inhibitors, for example, are suitable as enzyme inhibitors. These are preferably trialkyl citrates such as trimethyl citrate, tripropyl citrate, triisopropyl citrate, tributyl citrate and especially triethyl citrate (Hydagen ® CAT, Henkel KGaA, Düsseldorf / FRG). The substances inhibit enzyme activity and thereby reduce odor. Other substances which can be considered as esterase inhibitors are sterol sulfates or phosphates, such as, for example, lanosterol, cholesterol, campesteric, stigmasterol and sitosterol sulfate or phosphate, dicarboxylic acids and their esters, such as, for example, glutaric acid, glutaric acid monoethyl ester, glutaric acid diethyl ester, adipic acid, Monoethyl adipate, diethyl adipate, malonic acid and diethyl malonate, hydroxycarboxylic acids and their esters such as citric acid, malic acid, tartaric acid or tartaric acid diethyl ester, and zinc glycinate.
Als Geruchsabsorber eignen sich Stoffe, die geruchsbildende Verbindungen aufnehmen und weitgehend festhalten können. Sie senken den Partialdruck der einzelnen Komponenten und verringern so auch ihre Ausbreitungsgeschwindigkeit. Wichtig ist, daß dabei Parfums unbeeinträchtigt bleiben müssen. Geruchsabsorber haben keine Wirksamkeit gegen Bakterien. Sie enthalten beispielsweise als Hauptbestandteil ein komplexes Zinksalz der Ricinolsäure oder spezielle, weitgehend geruchsneutrale Duftstoffe, die dem Fachmann als "Fixateure" bekannt sind, wie r. B. Extrakte von Labdanum bzw. Styrax oder bestimmte Abietinsäurederivate. Als Geruchsüberdecker fungieren Riechstoffe oder Parfümöle, die zusätzlich zu ihrer Funktion als Geruchsüberdecker den Deodorantien ihre jeweilige Duftnote verleihen. Als Parfümöle seien beispielsweise genannt Gemische aus natürlichen und synthetischen Riechstoffen. Natürliche Riechstoffe sind Extrakte von Blüten, Stengeln und Blättern, Früchten, Fruchtschalen, Wurzeln, Hölzern, Kräutern und Gräsern, Nadeln und Zweigen sowie Harzen und Balsamen. Weiterhin kommen tierische Rohstoffe in Frage, wie beispielsweise Zibet und Castoreum. Typische synthetische Riechstoffverbindungen sind Produkte vom Typ der Ester, Ether, Aldehyde, Ketone, Alkohole und Kohlenwasserstoffe. Riechstoffverbindungen vom Typ der Ester sind z.B. Benzylacetat, p-tert.-Butylcyclohexylacetat, Linalylacetat, Phenylethylacetat, Linalylbenzoat, Benzylformiat, Allylcyclohexylpropionat, Styrallylpropionat und Benzylsalicylat. Zu den Ethern zählen beispielsweise Benzylethylether, zu den Aldehyden z.B. die linearen Alkanale mit 8 bis 18 Kohlenstoffatomen, Citral, Citronellal, Citronellyloxyacetaldehyd, Cyclamenaldehyd, Hydroxycitronellal, Lilial und Bourgeonal, zu den Ketonen z.B. die Jonone und Methylcedrylketon, zu den Alkoholen Anethol, Citronellol, Eugenol, Isoeugenol, Geraniol, Linalool, Phenylethylalkohol und Terpineol, zu den Kohlenwasserstoffen gehören hauptsächlich die Terpene und Balsame. Bevorzugt werden jedoch Mischungen verschiedener Riechstoffe verwendet, die gemeinsam eine ansprechende Duftnote erzeugen. Auch ätherische Öle geringerer Flüchtigkeit, die meist als Aromakomponenten verwendet werden, eignen sich als Parfümöle, z.B. Salbeiöl, Kamillenöl, Nelkenöl, Melissenöl, Minzenöl, Zimtblätteröl, Lindenblütenöl, Wacholderbeerenöl, Vetiveröl, Olibanöl, Galbanumöl, Labdanumöl und Lavandinöl. Vorzugsweise werden Bergamotteöl, Dihydromyrcenol, Lilial, Lyral, Citronellol, Phenylethylalkohol, α-Hexylzimtaldehyd, Geraniol, Benzylaceton, Cyclamenaldehyd, Linalool, Boisambrene Forte, Ambroxan, Indol, Hedione, Sandelice, Citronenöl, Mandarinenöl, Orangenöl, Allylamylglycolat, Cyclovertal, Lavandinöl, Muskateller Salbeiöl, (β-Damascone, Geraniumöl Bourbon, Cyclohexylsalicylat, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, Phenylessigsäure, Geranylacetat, Benzylacetat, Rosenoxid, Romilat, Irotyl und Floramat allein oder in Mischungen, eingesetzt.Suitable as odor absorbers are substances which absorb odor-forming compounds and can retain them to a large extent. They lower the partial pressure of the individual components and thus also reduce their speed of propagation. It is important that perfumes must remain unaffected. Odor absorbers are not effective against bacteria. They contain, for example, the main constituent of a complex zinc salt of ricinoleic acid or special, largely odorless fragrances which are known to the person skilled in the art as "fixators", such as r. B. extracts of Labdanum or Styrax or certain abietic acid derivatives. Fragrance agents or perfume oils act as odor maskers and, in addition to their function as odor maskers, give the deodorants their respective fragrance. Perfume oils include, for example, mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers, stems and leaves, fruits, fruit peels, roots, woods, herbs and grasses, needles and branches as well as resins and balms. Animal raw materials, such as civet and castoreum, are also suitable. Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are, for example Benzyl acetate, p-tert-butylcyclohexyl acetate, linalyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, allyl cyclohexyl propionate, styrallyl propionate and benzyl salicylate. The ethers include, for example, benzyl ethyl ether, the aldehydes include, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, the ketones include, for example, the jonones and methylcedryl ketone, and the alcohols anethole, citronellell Eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include the terpenes and balsams. However, preference is given to using mixtures of different fragrances which together produce an appealing fragrance. Essential oils of lower volatility, which are mostly used as aroma components, are also suitable as perfume oils, e.g. sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labdanum oil and lavandin oil. Preferably, bergamot oil, dihydromyrcenol, lilial, lyral, citronellol, phenylethyl alcohol, α-hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamen aldehyde, linalool, Boisambrene Forte, Ambroxan, indole, hedione, Sandelice, lemon oil, mandarin oil, orange oil, allyl amyl glycolate, Cyclovertal, lavandin oil, muscatel Sage oil, (β-damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, evernyl, iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilate, irotyl and floramate, alone or in mixtures.
Antitranspirantien (Antiperspirantien) reduzieren durch Beeinflussung der Aktivität der ekkrinen Schweißdrüsen die Schweißbildung, und wirken somit Achselnässe und Körpergeruch entgegen. Wässrige oder wasserfreie Formulierungen von Antitranspirantien enthalten typischerweise folgende Inhaltsstoffe:
- – adstringierende Wirkstoffe,
- – Ölkomponenten,
- – nichtionische Emulgatoren,
- – Coemulgatoren,
- – Konsistenzgeber,
- – Hilfsstoffe wie z. B. Verdicker oder Komplexierungsmittel und/oder
- – nichtwässrige Lösungsmittel wie z. B. Ethanol, Propylenglykol und/oder Glycerin.
- - astringent active ingredients,
- - oil components,
- - nonionic emulsifiers,
- - co-emulsifiers,
- - consistency generator,
- - auxiliaries such as B. thickeners or complexing agents and / or
- - non-aqueous solvents such as As ethanol, propylene glycol and / or glycerin.
Als adstringierende Antitranspirant-Wirkstoffe eignen sich vor allem Salze des Aluminiums, Zirkoniums oder des Zinks. Solche geeigneten antihydrotisch wirksamen Wirkstoffe sind z.B. Aluminiumchlorid, Aluminiumchlorhydrat, Aluminiumdichlorhydrat, Aluminiumsesquichlorhydrat und deren Komplexverbindungen z. B. mit Propylenglycol-1,2. Aluminiumhydroxyallantoinat, Aluminiumchloridtartrat, Aluminium-Zirkonium-Trichlorohydrat, Aluminium-Zirkonium-tetrachlorohydrat, Aluminium-Zirkonium-pentachlorohydrat und deren Komplexverbindungen z. B. mit Aminosäuren wie Glycin. Daneben können in Antitranspirantien übliche öllösliche und wasserlösliche Hilfsmittel in geringeren Mengen enthalten sein. Solche öllöslichen Hilfsmittel können z.B. sein:
- – entzündungshemmende, hautschützende oder wohlriechende ätherische Öle,
- – synthetische hautschützende Wirkstoffe und/oder
- – öllösliche Parfümöle.
- - anti-inflammatory, skin-protecting or fragrant essential oils,
- - synthetic skin-protecting agents and / or
- - oil-soluble perfume oils.
Übliche wasserlösliche Zusätze sind z.B. Konservierungsmittel, wasserlösliche Duftstoffe, pH-Wert-Stellmittel, z.B. Puffergemische, wasserlösliche Verdickungsmittel, z.B. wasserlösliche natürliche oder synthetische Polymere wie z.B. Xanthan-Gum, Hydroxyethylcellulose, Polyvinylpyrrolidon oder hochmolekulare Polyethylenoxide.usual water-soluble additions are e.g. Preservatives, water-soluble fragrances, pH adjusters, e.g. Buffer mixtures, water soluble Thickeners, e.g. water-soluble natural or synthetic polymers such as Xanthan gum, hydroxyethyl cellulose, Polyvinyl pyrrolidone or high molecular weight polyethylene oxides.
Filmbildnerfilm formers
Gebräuchliche Filmbildner sind beispielsweise Chitosan, mikrokristallines Chitosan, quaterniertes Chitosan, Polyvinylpyrrolidon, Vinylpyrrolidon-Vinylacetat-Copolymerisate, Polymere der Acrylsäurereihe, quaternäre Cellulose-Derivate, Kollagen, Hyaluronsäure bzw. deren Salze und ähnliche Verbindungen.Common film formers are, for example Chitosan, microcrystalline chitosan, quaternized chitosan, polyvinylpyrrolidone, Vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary Cellulose derivatives, collagen, hyaluronic acid or its salts and the like Links.
AntischuppenwirkstoffeAntidandruff agents
Als Antischuppenwirkstoffe kommen Pirocton Olamin (1-Hydroxy-4-methyl-6-(2,4,4-trimythylpentyl)-2-(1H)-pyridinonmonoethanolaminsalz), Baypival® (Climbazole), Ketoconazol®, (4-Acetyl-1-{-4-[2-(2.4-dichlorphenyl) r-2-(1H-imidazol-1-ylmethyl)-1,3-dioxylan-c-4-ylmethoxyphenyl}piperazin, Selendisulfid, Schwefel kolloidal, Schwefelpolyehtylenglykolsorbitanmonooleat, Schwefelrizinolpolyehtoxylat, Schwfelteer Destillate, Salicylsäure (bzw. in Kombination mit Hexachlorophen), Undexylensäure Monoethanolamid Sulfosuccinat Na-Salz, Lamepon® UD (Protein-Undecylensäurekondensat), Zinkpyrithion, Aluminiumpyrithion und Magnesiumpyrithion / Dipyrithion-Magnesiumsulfat in Frage.Suitable antidandruff active ingredients are piroctone olamine (1-hydroxy-4-methyl-6- (2,4,4-trimythylpentyl) -2- (1H) -pyridinonmonoethanolaminsalz) Baypival ® (Climbazole), ketoconazole ®, (4-acetyl-1 - {- 4- [2- (2.4-dichlorophenyl) r-2- (1H-imidazol-1-ylmethyl) -1,3-dioxylan-c-4-ylmethoxyphenyl} piperazine, selenium disulfide, sulfur colloidal, sulfur polyethyleneglycol sorbitan monooleate, sulfur ricinole polyhexoxate, Sulfur tar distillates, salicylic acid (or in combination with hexachlorophene), undexylene acid monoethanolamide sulfosuccinate sodium salt, Lamepon ® UD (protein undecylenic acid condensate), zinc pyrithione, aluminum pyrithione and magnesium pyrithione / dipyrithione magnesium sulfate in question.
Quellmittelswelling agent
Als Quellmittel für wäßrige Phasen können Montmorillonite, Clay Mineralstoffe, Pemulen sowie alkylmodifizierte Carbopoltypen (Goodrich) dienen. Weitere geeignete Polymere bzw. Quellmittel können der Übersicht von R.Lochhead in Cosm.Toil. 108, 95 (1993) entnommen werden.Montmorillonites, as swelling agents for aqueous phases, Clay minerals, pemules and alkyl-modified carbopol types (Goodrich) serve. Other suitable polymers or swelling agents can be found in the overview by R.Lochhead in Cosm.Toil. 108, 95 (1993).
Insekten-RepellentienInsect repellents
Als Insekten-Repellentien kommen N,N-Diethyl-m-toluamid, 1,2-Pentandiol oder Ethyl Butylacetylaminopropionate in FrageAs insect repellents come N, N-diethyl-m-toluamide, 1,2-pentanediol or ethyl butylacetylaminopropionate in question
Selbstbräuner und DepigmentierungsmittelSelf tanner and depigmentation
Als Selbstbräuner eignet sich Dihydroxyaceton. Als Tyrosinhinbitoren, die die Bildung von Melanin verhindern und Anwendung in Depigmentierungsmitteln finden, kommen beispielsweise Arbutin, Kojisäure, Cumarinsäure und Ascorbinsäure (Vitamin C) in Frage.Dihydroxyacetone is suitable as a self-tanner. As tyrosine inhibitors that prevent the formation of melanin and Find application in depigmenting agents, for example Arbutin, kojic acid, coumaric acid and ascorbic acid (Vitamin C) in question.
Hydrotropehydrotropes
Zur Verbesserung des Fließverhaltens können ferner Hydrotrope, wie beispielsweise Ethanol, Isopropylalkohol, oder Polyole eingesetzt werden. Polyole, die hier in Betracht kommen, besitzen vorzugsweise 2 bis 15 Kohlenstoffatome und mindestens zwei Hydroxylgruppen. Die Polyole können noch weitere funktionelle Gruppen, insbesondere Aminogruppen, enthalten bzw. mit Stickstoff modifiziert sein. Typische Beispiele sind
- – Glycerin;
- – Alkylenglycole, wie beispielsweise Ethylenglycol, Diethylenglycol, Propylenglycol, Butylenglycol, Hexylenglycol sowie Polyethylenglycole mit einem durchschnittlichen Molekulargewicht von 100 bis 1.000 Dalton;
- – technische Oligoglyceringemische mit einem Eigenkondensationsgrad von 1,5 bis 10 wie etwa technische Diglyceringemische mit einem Diglyceringehalt von 40 bis 50 Gew.-%;
- – Methyolverbindungen, wie insbesondere Trimethylolethan, Trimethylolpropan, Trimethylolbutan, Pentaerythrit und Dipentaerythrit;
- – Niedrigalkylglucoside, insbesondere solche mit 1 bis 8 Kohlenstoffen im Alkylrest, wie beispielsweise Methyl- und Butylglucosid;
- – Zuckeralkohole mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Sorbit oder Mannit,
- – Zucker mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Glucose oder Saccharose;
- – Aminozucker, wie beispielsweise Glucamin;
- – Dialkoholamine, wie Diethanolamin oder 2-Amino-1,3-propandiol.
- - glycerin;
- - Alkylene glycols, such as ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
- Technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10 such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight;
- - Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
- - Lower alkyl glucosides, especially those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;
- Sugar alcohols having 5 to 12 carbon atoms, such as sorbitol or mannitol,
- - Sugar with 5 to 12 carbon atoms, such as glucose or sucrose;
- - aminosugars such as glucamine;
- - Dialcohol amines, such as diethanolamine or 2-amino-1,3-propanediol.
Konservierungsmittelpreservative
Als Konservierungsmittel eignen sich beispielsweise Phenoxyethanol, Formaldehydlösung, Parabene, Pentandiol oder Sorbinsäure sowie die in Anlage 6, Teil A und B der Kosmetikverordnung aufgeführten weiteren Stoffklassen.Suitable as preservatives for example phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the others listed in Appendix 6, Parts A and B of the Cosmetics Ordinance Classes.
Parfümöleperfume oils
Als Parfümöle seien genannt Gemische aus natürlichen und synthetischen Riechstoffen. Natürliche Riechstoffe sind Extrakte von Blüten (Lilie, Lavendel, Rosen, Jasmin, Neroli, Ylang-Ylang), Stengeln und Blättern (Geranium, Patchouli, Petitgrain), Früchten (Anis, Koriander, Kümmel, Wacholder), Fruchtschalen (Bergamotte, Zitrone, Orangen), Wurzeln (Macis, Angelica, Sellerie, Kardamon, Costus, Iris, Calmus), Hölzern (Pinien-, Sandel-, Guajak-, Zedern-, Rosenholz), Kräutern und Gräsern (Estragon, Lemongras, Salbei, Thymian), Nadeln und Zweigen (Fichte, Tanne, Kiefer, Latschen), Harzen und Balsamen (Galbanum, Elemi, Benzoe, Myrrhe, Olibanum, Opoponax). Weiterhin kommen tierische Rohstoffe in Frage, wie beispielsweise Zibet und Castoreum. Typische synthetische Riechstoffverbindungen sind Produkte vom Typ der Ester, Ether, Aldehyde, Ketone, Alkohole und Kohlenwasserstoffe. Riechstoffverbindungen vom Typ der Ester sind z.B. Benzylacetat, Phenoxyethylisobutyrat, p-tert.-Butylcyclohexylacetat, Linalylacetat, Dimethylbenzylcarbinylacetat, Phenylethylacetat, Linalylbenzoat, Benzylformiat, Ethylmethylphenylglycinat, Allylcyclohexylpropionat, Styrallylpropionat und Benzylsalicylat. Zu den Ethern zählen beispielsweise Benzylethylether, zu den Aldehyden z.B. die linearen Alkanale mit 8 bis 18 Kohlenstoffatomen, Citral, Citronellal, Citronellyloxyacetaldehyd, Cyclamenaldehyd, Hydroxycitronellal, Lilial und Bourgeonal, zu den Ketonen z.B. die Jonone, α-Isomethylionon und Methylcedrylketon, zu den Alkoholen Anethol, Citronellol, Eugenol, Isoeugenol, Geraniol, Linalool, Phenylethylalkohol und Terpineol, zu den Kohlenwasserstoffen gehören hauptsächlich die Terpene und Balsame. Bevorzugt werden jedoch Mischungen verschiedener Riechstoffe verwendet, die gemeinsam eine ansprechende Duftnote erzeugen. Auch ätherische Öle geringerer Flüchtigkeit, die meist als Aromakomponenten verwendet werden, eignen sich als Parfümöle, z.B. Salbeiöl, Kamillenöl, Nelkenöl, Melissenöl, Minzenöl, Zimtblätteröl, Lindenblütenöl, Wacholderbeerenöl, Vetiveröl, Olibanöl, Galbanumöl, Labolanumöl und Lavandinöl. Vorzugsweise werden Bergamotteöl, Dihydromyrcenol, Lilial, Lyral, Citronellol, Phenylethylalkohol, α-Hexylzimtaldehyd, Geraniol, Benzylaceton, Cyclamenaldehyd, Lina-lool, Boisambrene Forte, Ambroxan, Indol, Hedione, Sandelice, Citronenöl, Mandarinenöl, Orangenöl, Allylamylglycolat, Cyclovertal, Lavandinöl, Muskateller Salbeiöl, β-Damascone, Geraniumöl Bourbon, Cyclohexylsalicylat, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, Phenylessigsäure, Geranylacetat, Benzylacetat, Rosenoxid, Romilllat, Irotyl und Floramat allein oder in Mischungen, eingesetzt.Perfume oils include mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers (lily, lavender, rose, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, Oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus), wood (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), Needles and twigs (spruce, fir, pine, mountain pine), resins and balms (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Animal raw materials, such as civet and castoreum, are also suitable. Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methylphenyl glycinate, allyl cyclohexyl benzylatepylpropionate, stally. The ethers include, for example, benzyl ethyl ether, the aldehydes include, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal, the ketones include, for example, the jonones, α-isomethylionone and methylcedryl ketone, and the alcohols Anethol, Citronellol, Eugenol, Isoeugenol, Geraniol, Linalool, Phenylethylalko hol and terpineol, the hydrocarbons mainly include terpenes and balms. However, preference is given to using mixtures of different fragrances which together produce an appealing fragrance. Essential oils of low volatility, which are mostly used as aroma components, are also suitable as perfume oils, e.g. sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil. Bergamot oil, dihydromyrcenol, lilial, lyral, citronellol, phenylethyl alcohol, α-hexylcinnamaldehyde, geraniol, benzylacetone, cyclamenaldehyde, linina-lool, boisambrene forte, ambroxan, indole, hedione, sandelice, lemon oil, mandarin oil, cycloalanol oil, cycloaluminum oil, orange lanolin oil, orange oil oil, orange oil oil, orange oil oil , Muscatel sage oil, β-damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, Evernyl, Iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romilllate, irotyl and floramate, alone or in mixtures.
Farbstoffedyes
Als Farbstoffe können die für kosmetische Zwecke geeigneten und zugelassenen Substanzen verwendet werden, wie sie beispielsweise in der Publikation "Kosmetische Färbemittel" der Farbstoffkommission der Deutschen Forschungsgemeinschaft, Verlag Chemie, Weinheim, 1984, S.81–106 zusammengestellt sind. Diese Farbstoffe werden üblicherweise in Konzentrationen von 0,001 bis 0,1 Gew.-%, bezogen auf die gesamte Mischung, eingesetzt.Suitable dyes for cosmetic purposes and approved substances, such as those used in the publication "Cosmetic Colorant "of the dye commission the German Research Foundation, Verlag Chemie, Weinheim, 1984, S.81-106 are put together. These dyes are usually used in concentrations from 0.001 to 0.1% by weight, based on the mixture as a whole.
Der Gesamtanteil der Hilfs- und Zusatzstoffe kann 1 bis 50, vorzugsweise 5 bis 40 Gew.-% – bezogen auf die Mittel – betragen. Die Herstellung der Mittel kann durch übliche Kalt – oder Heißprozesse erfolgen; vorzugsweise arbeitet man nach der Phaseninversionstemperatur-Methode.The total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40% by weight, based on the composition. The agents can be produced by customary cold or hot processes respectively; the phase inversion temperature method is preferably used.
BeispieleExamples
Beispiel 1. 10 g (60 mmol) Inulin (Raftiline® HP, Fa.Orafti) wurden in 15 ml 1 M Natronlauge und 150 ml Wasser gelöst und in einen Rührautoklaven überführt. Anschließend wurde der Reaktor mit 264,3 g (100 Eq) Ethylenoxid beaufschlagt und 3 h bei 80 °C erhitzt, wobei sich ein autogener Druck von 3 bar einstellte. Danach wurde der Reaktor entspannt, die Reaktionsmischung auf 20 °C abgekühlt, mit Wasser verdünnt und durch Zugabe von Salzsäure auf pH = 7 eingestellt. Nach Abtrennung der Salze mittels Dialyse und Gefriertrocknung wurde das ethoxylierte Inulin als Pulver erhalten.Example 1. 10 g (60 mmol) of inulin (Raftiline HP ®, Fa.Orafti) were dissolved in 15 ml of 1 M sodium hydroxide solution and 150 ml of water and transferred to a stirred autoclave. The reactor was then charged with 264.3 g (100 eq) of ethylene oxide and heated at 80 ° C. for 3 hours, an autogenous pressure of 3 bar being established. The reactor was then depressurized, the reaction mixture was cooled to 20 ° C., diluted with water and adjusted to pH = 7 by adding hydrochloric acid. After the salts had been separated off by dialysis and freeze-drying, the ethoxylated inulin was obtained as a powder.
Beispiel 2. 20 g (120 mmol) Inulin (Raftiline® HP) wurden in einer Rührapparatur vorgelegt, in 30 ml 50 Gew.-%iger Natronlauge gelöst, innerhalb von 30 min portionsweise mit 210,3 g (2 Eq) 3-Chlor-2-hydroxypropyldimethyldodecylammoniumchlorid (Quab® 342, Degussa) versetzt und bei 60 °C 4 h gerührt. Die Reaktionsmischung wurde anschließend auf 20 °C abgekühlt, mit Wasser verdünnt und durch Zugabe von Salzsäure auf pH = 7 eingestellt. Nach Abtrennung der Salze mittels Dialyse und Gefriertrocknung wurde das quaternierte Inulin als beiges Pulver erhalten.Example 2. 20 g (120 mmol) of inulin (Raftiline HP ®) dissolved in 30 ml of 50 wt .-% sodium hydroxide solution were introduced into a stirred apparatus dissolved within 30 (Eq 2) min in portions with 210.3 g of 3-chloro -2-hydroxypropyldimethyldodecylammonium chloride (Quab ® 342, Degussa) was added and the mixture was stirred at 60 ° C. for 4 h. The reaction mixture was then cooled to 20 ° C., diluted with water and adjusted to pH = 7 by adding hydrochloric acid. After the salts had been separated off by dialysis and freeze-drying, the quaternized inulin was obtained as a beige powder.
Beispiel 3. 50 g (300 mmol) Inulin (Raftiline® HP) wurden in 75 ml 1 M Natronlauge gelöst und in einen Rührautoklaven überführt. Anschließend wurde der Reaktor mit 17,8 g (1,0 Eq) Propylenoxid beaufschlagt und 3 h bei 80 °C erhitzt, wobei sich ein autogener Druck von 3 bar einstellte. Danach wurde der Reaktor entspannt und das propoxylierte Inulin in eine Rührapparatur überführt, mit weiteren 30 ml 1 M Natronlauge sowie 130,8 g (0,5 g) 3-Chlor-2-hydroxypropyldimethyldodecylammoniumchlorid (Quab® 342, Degussa) versetzt und bei 80 °C weitere 3 h gerührt. Die Reaktionsmischung wurde anschließend auf 20 °C abgekühlt, mit Wasser verdünnt und durch Zugabe von Salzsäure auf pH = 7 eingestellt. Nach Abtrennung der Salze mittels Dialyse und Gefriertrocknung wurde das propoxylierte und quaternierte Inulin als beiges Pulver erhalten.Example 3. 50 g (300 mmol) of inulin (Raftiline HP ®) were dissolved in 75 ml of 1 M sodium hydroxide solution and transferred to a stirred autoclave. The reactor was then charged with 17.8 g (1.0 eq) of propylene oxide and heated at 80 ° C. for 3 hours, an autogenous pressure of 3 bar being established. Thereafter, the reactor was depressurized and transferred to the propoxylated inulin in a stirred apparatus, combined with an additional 30 ml of 1 M sodium hydroxide solution and 130.8 g (0.5 g) of 3-chloro-2-hydroxypropyl dimethyldodecyl (Quab ® 342, Degussa) and at 80 ° C stirred for a further 3 h. The reaction mixture was then cooled to 20 ° C., diluted with water and adjusted to pH = 7 by adding hydrochloric acid. After the salts had been separated off by dialysis and freeze-drying, the propoxylated and quaternized inulin was obtained as a beige powder.
Beispiel 4. 20 g (120 mmol) Inulin (Frutafit IQ, Fa.Cosun) wurden in 60 ml 0,5 M Natronlauge gelöst und 15 min bei 20 °C gerührt. Anschließend wurden 21,2 g (1 Eq) Diethylaminoethylchlorid (DEAE-Cl) zugesetzt, auf 80 °C erhitzt und weitere 5 h gerührt, wobei eine bräunliche Lösung entstand. Die Reaktionsmischung wurde auf 20 °C abgekühlt, durch Zugabe von Salzsäure auf pH = 7 eingestellt und die Salze mittels Dialyse abgetrennt. Das Alkylierungsprodukt war hellbraun gefärbt, war in Wasser innerhalb eines pH-Bereiches von 4 bis 9 klar löslich und mit Tensiden verträglich.Example 4. 20 g (120 mmol) inulin (Frutafit IQ, Cosun) were dissolved in 60 ml of 0.5 M sodium hydroxide solution and 15 min at 20 ° C touched. Subsequently 21.2 g (1 eq) of diethylaminoethyl chloride (DEAE-Cl) were added, to 80 ° C heated and stirred for a further 5 h, being a brownish solution originated. The reaction mixture was cooled to 20 ° C by adding hydrochloric acid pH = 7 and the salts separated by dialysis. The The alkylation product was colored light brown, was within water pH range 4 to 9 clearly soluble and compatible with surfactants.
Beispiel 5. Analog Beispiel 4 wurden 30 g (180 mmol) Inulin (Raftiline® HP) in 20 ml Wasser gelöst und mit 40 ml 50 Gew.-%iger Natronlauge versetzt. Anschließend wurden 31,6 g (1 Eq) DEAE-Cl zugesetzt, auf 80 °C erhitzt und weitere 5 h gerührt, wobei eine bräunliche Lösung entstand. Die Reaktionsmischung wurde auf 20 °C abgekühlt, durch Zugabe von Salzsäure auf pH = 7 eingestellt und die Salze mittels Dialyse abgetrennt. Das Alkylierungsprodukt war hellbraun gefärbt, war in Wasser innerhalb eines pH-Bereiches von 4 bis 9 klar löslich und mit Tensiden verträglich.Example 5 Analogously to Example 4 was added 30 g (180 mmol) of inulin (Raftiline HP ®) dissolved in 20 ml of water and 40 ml of 50 wt .-% sodium hydroxide solution. Then 31.6 g (1 eq) of DEAE-Cl were added, heated to 80 ° C. and stirred for a further 5 h, during which a brownish solution resulted. The reaction mixture was cooled to 20 ° C., adjusted to pH = 7 by adding hydrochloric acid, and the salts were separated off by dialysis. The alkylation product was colored light brown, was clearly soluble in water within a pH range from 4 to 9 and was compatible with surfactants.
Beispiel 6. Analog Beispiel 4 wurden 20 g (120 mmol) Inulin (Raftiline® HP) in 20 ml Wasser gelöst und mit 40 ml 50 Gew.-%iger Natronlauge versetzt. Anschließend wurden 42,3 g (2 Eq) DEAE-Cl zugesetzt, auf 80 °C erhitzt und weitere 5 h gerührt, wobei eine bräunliche Lösung entstand. Die Reaktionsmischung wurde auf 20 °C abgekühlt, durch Zugabe von Salzsäure auf pH = 7 eingestellt und die Salze mittels Dialyse abgetrennt. Das kristalline Alkylierungsprodukt war hellbraun gefärbt, war in Wasser innerhalb eines pH-Bereiches von 4 bis 9 opak löslich und mit Tensiden verträglich.Example 6 Analogously to Example 4 was added 20 g (120 mmol) of inulin (Raftiline HP ®) dissolved in 20 ml of water and 40 ml of 50 wt .-% sodium hydroxide solution. Then 42.3 g (2 eq) of DEAE-Cl were added, heated to 80 ° C. and stirred for a further 5 h, during which a brownish solution was formed. The reaction mixture was on Cooled 20 ° C, adjusted to pH = 7 by adding hydrochloric acid and the salts separated by dialysis. The crystalline alkylation product was colored light brown, was opaque in water within a pH range from 4 to 9 and was compatible with surfactants.
Beispiel 7. Analog Beispiel 4 wurden 20 g (120 mmol) Inulin (Raftiline® HP) in 20 ml Wasser gelöst und mit 10 ml 50 Gew.-%iger Natronlauge versetzt. Anschließend wurden 10,6 g (0,5 Eq) DEAE-Cl zugesetzt, auf 80 °C erhitzt und weitere 5 h gerührt, wobei eine bräunliche Lösung entstand. Die Reaktionsmischung wurde auf 20 °C abgekühlt, durch Zugabe von Salzsäure auf pH = 7 eingestellt und die Salze mittels Dialyse abgetrennt. Das kristalline Alkylierungsprodukt war hellbraun gefärbt, war in Wasser innerhalb eines pH-Bereiches von 4 bis 9 klar löslich und mit Tensiden verträglich.Example 7 Analogously to Example 4 was added 20 g (120 mmol) of inulin (Raftiline HP ®) dissolved in 20 ml of water and 10 ml of 50 wt .-% sodium hydroxide solution. Then 10.6 g (0.5 eq) of DEAE-Cl were added, heated to 80 ° C. and stirred for a further 5 h, during which a brownish solution was formed. The reaction mixture was cooled to 20 ° C., adjusted to pH = 7 by adding hydrochloric acid, and the salts were separated off by dialysis. The crystalline alkylation product was colored light brown, was clearly soluble in water within a pH range from 4 to 9 and was compatible with surfactants.
Beispiel B. 20 g (120 mmol) Inulin (Raftiline® HP) wurden in 250 ml Wasser gelöst und mit 10 ml 50 Gew.-%iger Natronlauge versetzt. Die Mischung wurde auf 50 °C erhitzt, innerhalb von 1 h mit 9,1 g Glycidol versetzt und weitere 2 h gerührt. Anschließend wurden 21,2 g (1 Eq) DEAE-Cl zugesetzt, auf 80 °C erhitzt und weitere 5 h gerührt, wobei eine bräunliche Lösung entstand. Die Reaktionsmischung wurde auf 20 °C abgekühlt, durch Zugabe von Salzsäure auf pH = 7 eingestellt und die Salze mittels Dialyse abgetrennt. Das kristalline Alkylierungsprodukt war hellbraun gefärbt, war in Wasser innerhalb eines pH-Bereiches von 4 bis 9 klar löslich und mit Tensiden verträglich.Example B. 20 g (120 mmol) of inulin (Raftiline ® HP) were dissolved in 250 ml of water and 10 ml of 50% strength by weight sodium hydroxide solution were added. The mixture was heated to 50 ° C., 9.1 g of glycidol were added within 1 h and the mixture was stirred for a further 2 h. 21.2 g (1 eq) of DEAE-Cl were then added, the mixture was heated to 80 ° C. and stirred for a further 5 h, a brownish solution being formed. The reaction mixture was cooled to 20 ° C., adjusted to pH = 7 by adding hydrochloric acid, and the salts were separated off by dialysis. The crystalline alkylation product was colored light brown, was clearly soluble in water within a pH range from 4 to 9 and was compatible with surfactants.
Beispiel 9. 50 g (300 mmol) Inulin (Raftiline® HP) wurden in 75 ml 1 M Natronlauge gelöst und in einen Rührautoklaven überführt. Anschließend wurde der Reaktor mit 35,5 g (2,0 Eq) Propylenoxid beaufschlagt und 3 h bei 80 °C erhitzt, wobei sich ein autogener Druck von 3 bar einstellte. Danach wurde der Reaktor entspannt und das propoxylierte Inulin in eine Rührapparatur überführt, mit weiteren 50 ml 50 Gew.-%iger Natronlauge sowie 52,7 g (1,0 Eq) DEAE-Cl versetzt und bei 80 °C weitere 3 h gerührt. Die Reaktionsmischung wurde anschließend auf 20 °C abgekühlt, mit Wasser verdünnt und durch Zugabe von Salzsäure auf pH = 7 eingestellt. Nach Abtrennung der Salze mittels Dialyse und Gefriertrocknung wurde das propoxylierte und quaternierte Inulin als beiges Pulver erhalten.Example 9. 50 g (300 mmol) of inulin (Raftiline HP ®) were dissolved in 75 ml of 1 M sodium hydroxide solution and transferred to a stirred autoclave. The reactor was then charged with 35.5 g (2.0 eq) of propylene oxide and heated at 80 ° C. for 3 hours, an autogenous pressure of 3 bar being established. The reactor was then depressurized and the propoxylated inulin was transferred to a stirring apparatus, a further 50 ml of 50% strength by weight sodium hydroxide solution and 52.7 g (1.0 Eq) of DEAE-Cl were added and the mixture was stirred at 80 ° C. for a further 3 h. The reaction mixture was then cooled to 20 ° C., diluted with water and adjusted to pH = 7 by adding hydrochloric acid. After the salts had been separated off by dialysis and freeze-drying, the propoxylated and quaternized inulin was obtained as a beige powder.
Beispiel 10. 20 g (120 mmol) Inulin (Raftiline® HP) wurden in einer Rührapparatur vorgelegt, in 30 ml 1 M Natronlauge gelöst, innerhalb von 20 min portionsweise mit 36,6 g einer 65 Gew.-%igen Lösung 3-Chlor-2-hydroxypropyl-trimethylammoniumbromid (Quab® 188, Degussa) versetzt und bei 60 °C 2 h gerührt. Danach wurden 10 g 50 Gew.-%iger Natronlauge sowie 10,6 g (1 Eq) DEAE-Cl zugegeben und bei 80 °C weitere 3 h gerührt. Die Reaktionsmischung wurde anschließend auf 20 °C abgekühlt, mit Wasser verdünnt und durch Zugabe von Salzsäure auf pH = 7 eingestellt. Nach Abtrennung der Salze mittels Dialyse und Gefriertrocknung wurde das propoxylierte und quaternierte Inulin als beiges Pulver erhalten.Example 10. 20 g (120 mmol) of inulin (Raftiline HP ®) were introduced into a stirred apparatus, dissolved in 30 ml of 1 M sodium hydroxide solution, over 20 minutes in portions with 36.6 g of a 65 wt .-% solution of 3-chloro -2-hydroxypropyl-trimethylammonium chloride (Quab ® 188, Degussa) was added and stirred at 60 ° C. 2 10 g of 50% strength by weight sodium hydroxide solution and 10.6 g (1 eq) of DEAE-Cl were then added and the mixture was stirred at 80 ° C. for a further 3 h. The reaction mixture was then cooled to 20 ° C., diluted with water and adjusted to pH = 7 by adding hydrochloric acid. After the salts had been separated off by dialysis and freeze-drying, the propoxylated and quaternized inulin was obtained as a beige powder.
In der nachfolgenden Tabelle 1 sind eine Reihe von Formulierungsbeispielen angegeben.In Table 1 below specified a number of formulation examples.
Tabelle 1 Kosmetische Zubereitungen (Wasser, Konservierungsmittel ad 100 Gew.-%) Table 1 Cosmetic preparations (water, preservative ad 100 wt .-%)
Tabelle 1 Kosmetische Zubereitungen (Wasser, Konservierungsmittel ad 100 Gew.-%) – Fortsetzung Table 1 Cosmetic preparations (water, preservative ad 100 wt .-%) - continued
Tabelle 1 Kosmetische Zubereitungen (Wasser, Konservierungsmittel ad 100 Gew.-%) – Fortsetzung 2 Table 1 Cosmetic preparations (water, preservative ad 100 wt .-%) - continued 2
Tabelle 1 Kosmetische Zubereitungen (Wasser, Konservierungsmittel ad 100 Gew.-%) – Fortsetzung 3 Table 1 Cosmetic preparations (water, preservative ad 100 wt .-%) - continued 3
Claims (10)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2000104644 DE10004644B4 (en) | 2000-02-03 | 2000-02-03 | Use of inulin derivatives as a thickener |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2000104644 DE10004644B4 (en) | 2000-02-03 | 2000-02-03 | Use of inulin derivatives as a thickener |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE10004644A1 DE10004644A1 (en) | 2001-08-16 |
| DE10004644B4 true DE10004644B4 (en) | 2004-09-16 |
Family
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2000104644 Expired - Fee Related DE10004644B4 (en) | 2000-02-03 | 2000-02-03 | Use of inulin derivatives as a thickener |
Country Status (1)
| Country | Link |
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| DE (1) | DE10004644B4 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2819403B1 (en) * | 2001-01-12 | 2004-10-15 | Oreal | COSMETIC COMPOSITIONS CONTAINING A FRUCTANE, A POLYSACCHARIDE AND A BENEFICIAL AGENT AND USES THEREOF |
| FR2819404B1 (en) * | 2001-01-12 | 2004-11-05 | Oreal | COSMETIC COMPOSITIONS CONTAINING A FRUCTANE AND A CATIONIC POLYMER AND USES THEREOF |
| DE10226818A1 (en) * | 2002-06-15 | 2003-12-24 | Wella Ag | Thickened cationic cosmetic |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0539235A2 (en) * | 1991-10-25 | 1993-04-28 | ARCO Chemical Technology, L.P. | Food compositions containing esterified alkoxylated polysaccharide fat substitutes |
| US5463034A (en) * | 1988-10-27 | 1995-10-31 | Wolff Walsrode Aktiengesellschaft | Polysaccharides, process for their preparation and their use |
| WO1997029133A1 (en) * | 1996-02-09 | 1997-08-14 | Coöperatie Cosun U.A. | Modified inulin |
| EP0792889A2 (en) * | 1993-08-10 | 1997-09-03 | Südzucker Aktiengesellschaft Mannheim/Ochsenfurt | Use of inulin derivatives |
-
2000
- 2000-02-03 DE DE2000104644 patent/DE10004644B4/en not_active Expired - Fee Related
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5463034A (en) * | 1988-10-27 | 1995-10-31 | Wolff Walsrode Aktiengesellschaft | Polysaccharides, process for their preparation and their use |
| EP0539235A2 (en) * | 1991-10-25 | 1993-04-28 | ARCO Chemical Technology, L.P. | Food compositions containing esterified alkoxylated polysaccharide fat substitutes |
| EP0792889A2 (en) * | 1993-08-10 | 1997-09-03 | Südzucker Aktiengesellschaft Mannheim/Ochsenfurt | Use of inulin derivatives |
| EP0638589B1 (en) * | 1993-08-10 | 1998-01-28 | Südzucker Aktiengesellschaft Mannheim/Ochsenfurt | Process for the production of inulin derivatives |
| WO1997029133A1 (en) * | 1996-02-09 | 1997-08-14 | Coöperatie Cosun U.A. | Modified inulin |
Non-Patent Citations (1)
| Title |
|---|
| Patent Abstracts of Japan. C-577, Vol.13, No.111, JP 63-287710 A * |
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