WO1997002234B1 - Amphiphilic compounds with several hydrophilic and hydrophobic groups based on alkoxylated amines and/or amides and di-, oligo- or polycarboxylic acids - Google Patents
Amphiphilic compounds with several hydrophilic and hydrophobic groups based on alkoxylated amines and/or amides and di-, oligo- or polycarboxylic acidsInfo
- Publication number
- WO1997002234B1 WO1997002234B1 PCT/EP1996/002242 EP9602242W WO9702234B1 WO 1997002234 B1 WO1997002234 B1 WO 1997002234B1 EP 9602242 W EP9602242 W EP 9602242W WO 9702234 B1 WO9702234 B1 WO 9702234B1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- amphiphilic compounds
- compounds according
- oligo
- independently
- cleaning
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract 13
- 239000002253 acid Substances 0.000 title claims abstract 4
- 150000007513 acids Chemical class 0.000 title abstract 2
- 150000001412 amines Chemical class 0.000 title abstract 2
- 125000001165 hydrophobic group Chemical group 0.000 title abstract 2
- 150000001408 amides Chemical class 0.000 title 1
- 238000004140 cleaning Methods 0.000 claims abstract 5
- 238000005406 washing Methods 0.000 claims abstract 5
- 125000000524 functional group Chemical group 0.000 claims abstract 3
- 210000003491 Skin Anatomy 0.000 claims abstract 2
- 239000003599 detergent Substances 0.000 claims abstract 2
- 239000003995 emulsifying agent Substances 0.000 claims abstract 2
- 238000005555 metalworking Methods 0.000 claims abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 2
- 125000004432 carbon atoms Chemical group C* 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000004753 textile Substances 0.000 claims 2
- 125000002015 acyclic group Chemical group 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 150000004703 alkoxides Chemical group 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000004429 atoms Chemical group 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- -1 demulsifiers Substances 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 235000013305 food Nutrition 0.000 abstract 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000007670 refining Methods 0.000 abstract 1
Abstract
The invention concerns amphiphilic compounds of general formula (I) with at least two hydrophilic groups and at least two hydrophobic groups based on alkoxylated amines and/or alkoxylated fatty acid amides and di-, oligo- or polycarboxylic acids (spacer A). Y and Z stand for hydrogen or functional groups. Most of the claimed amphiphilic compounds are surface-active and suitable for use as industrial and household emulsifiers, demulsifiers, detergents, dispergents and hydrotropica, for example in metal working, ore extraction, surface refining, washing and cleaning of hard surfaces, e.g. manual washing of crockery, washing and cleaning of skin and hair, and in cosmetics, medicine and food processing and preparation.
Claims
1. Amphiphile Verbindungen der allgemeinen Formel I1. Amphiphilic compounds of general formula I.
R'-N-(ClH40)β-(C3HBθ)b— A |~—- (OH6C3; )e-(OH4C2)<)-N-R2 [■ (C2H40),-(CaHβ0),-Y [_ Z-((OOHHβCj), - (0H4 C2\ (0.R'-N- (C l H 4 O) β - (C 3 H B H O) b - A | - - (OH 6 C 3 ;) e - (OH 4 C 2 ) <) - NR 2 [■ (C 2 H 4 0) - (C a H β 0) - Y [_ Z - ((β oohh C j), - (C 2 0H 4 \ (0th
in der R1 und R: unabhängig voneinander einen Kohlenwasserstoffrest mit 1 bis 22 Kohlenstoffatomen oder einen Acylrest mit 2 bis 23 Kohlen¬ stoffatomen, A eine Di-, Oligo- oder Polycarbonsäure, Y und Z Wasser¬ stoff oder funktionelle Gruppen, n und m unabhängig voneinander jeweils mindestens 1 und a, b, c, d, e, f, g und h unabhängig voneinander Zah- len von 0 bis 15, wobei die Summe aus a und b, c und d, e und f und g und h jeweils größer als 1 sein muß und wobei die Alkoxideinheiten statistisch oder blockweise eingebunden sind und die Reihenfolge belie¬ big ist, bedeuten.in which R 1 and R independently of one another atoms form a hydrocarbon radical having 1 to 22 carbon atoms or an acyl group containing 2 to 23 Kohlen¬, A is a di-, oligo- or polycarboxylic acid, Y and Z Wasser¬ material or functional groups, n and m independently of one another in each case at least 1 and a, b, c, d, e, f, g and h independently of one another from 0 to 15, the sum of a and b, c and d, e and f and g and h in each case must be greater than 1 and wherein the alkoxide units are bound randomly or in blocks and the sequence is belie¬ big, mean.
2. Amphiphile Verbindungen nach Anspruch 1, dadurch gekennzeichnet, daß A einen Spacer bedeutet, der aus einer geradkettigen oder ver¬ zweigten, gesättigten oder ungesättigten, acyclischen oder cyclischen, aliphatischen oder aromatischen Di-, Oligo- oder Polycarbonsäure be- steht.2. Amphiphilic compounds according to claim 1, characterized in that A is a spacer which consists of a straight-chain or branched branched, saturated or unsaturated, acyclic or cyclic, aliphatic or aromatic di-, oligo- or polycarboxylic acid.
3. Amphiphile Verbindungen nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß die Kohienwasserstoffreste oder Acylreste R1 und R2 unverzweigt oder verzweigt, gesättigt oder ungesättigt sind.3. amphiphilic compounds according to any one of the preceding claims, characterized in that the Kohienwasserstoffreste or acyl radicals R 1 and R 2 are unbranched or branched, saturated or unsaturated.
4. Amphiphile Verbindungen nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß R- und R2 unabhängig voneinander einen Kohlenwasserstoffrest mit 6 bis 18 Kohlenstoffatomen oder einen Acylrest mit 7 bis 19 Kohlenstoff¬ atomen bedeuten. 104. Amphiphilic compounds according to any one of the preceding claims, characterized in that R and R 2 independently of one another mean a hydrocarbon radical having 6 to 18 carbon atoms or an acyl radical having 7 to 19 Kohlenstoff¬ atoms. 10
5. Amphiphile Verbindungen nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß Y und Z unabhängig voneinander Wasserstoff oder eine funktionelle Gruppe, -CH2C00M, -S03M, -C2H4S03M, 
oder -P(0)(0M)2 mit M, M' = Alkali, Ammonium-, AIkanolammonium oder 1/2 Erdalkali, bedeuten.5. Amphiphilic compounds according to any one of the preceding claims, characterized in that Y and Z are independently hydrogen or a functional group, -CH 2 C00M, -S0 3 M, -C 2 H 4 S0 3 M, or -P (O) (OM) 2 with M, M '= alkali, ammonium, alkanolammonium or ½ alkaline earth metal.
6. Verwendung der amphiphilen Verbindungen nach einem der Ansprüche 1 bis 5 als Emulgatoren oder Demulgatoren.6. Use of the amphiphilic compounds according to any one of claims 1 to 5 as emulsifiers or demulsifiers.
7. Verwendung der amphiphilen Verbindungen nach einem der Ansprüche 1 bis 5 als Hilfsmittel bei der Metallbearbeitung, Erzgewinnung oder Ober¬ flächenveredelung oder der Kunststoffherstellung und KunststoffVer¬ arbeitung.7. Use of the amphiphilic compounds according to one of claims 1 to 5 as auxiliaries in metalworking, ore production or Ober¬ surface refinement or plastic production and KunststoffVer¬ processing.
8. Verwendung der amphiphilen Verbindungen nach einem der Ansprüche 1 bis 5 als Textilhilfsmittel oder für das Reinigen und Waschen von Textilien.8. Use of the amphiphilic compounds according to any one of claims 1 to 5 as textile auxiliaries or for the cleaning and washing of textiles.
9. Verwendung der amphiphilen Verbindungen nach einem der Ansprüche 1 bis 5 für das Reinigen von harten Oberflächen, insbesondere als manuelles Spülmittel.9. Use of the amphiphilic compounds according to any one of claims 1 to 5 for the cleaning of hard surfaces, in particular as a manual detergent.
10. Verwendung der amphiphilen Verbindungen nach einem der Ansprüche 1 bis 5 für das Reinigen und Waschen von Haut und Haar. 10. Use of the amphiphilic compounds according to any one of claims 1 to 5 for the cleaning and washing of skin and hair.
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT96917421T ATE205182T1 (en) | 1995-07-03 | 1996-05-24 | AMPHIPHILIC COMPOUNDS WITH MULTIPLE HYDROPHILES AND HYDROPHOBIC GROUPS BASED ON ALKOXYLATED AMINES AND/OR AMITES AND DI-, OLIGO- OR POLYCARBONIC ACIDS |
| AU60003/96A AU6000396A (en) | 1995-07-03 | 1996-05-24 | Amphiphilic compounds with several hydrophilic and hydrophobic groups based on alkoxylated amines and/or amides and di-, oligo- or polycarboxylic acids |
| JP9504742A JPH11508889A (en) | 1995-07-03 | 1996-05-24 | Amphiphilic compounds having two or more hydrophilic and hydrophobic groups based on alkoxylated amines and / or amides and dicarboxylic, oligocarboxylic or polycarboxylic acids |
| US08/973,862 US5962726A (en) | 1995-07-03 | 1996-05-24 | Amphiphilic compounds with several hydrophilic and hydrophobic groups based on alkoxylated amines and/or amides and di-, oligo- or polycarboxylic acids |
| DE59607634T DE59607634D1 (en) | 1995-07-03 | 1996-05-24 | AMPHIPHILE COMPOUNDS WITH SEVERAL HYDROPHILES AND HYDROPHOBIC GROUPS BASED ON ALKOXYLATED AMINES AND / OR AMIDES AND DI-, OLIGO- OR POLYCARBOXYLIC ACIDS |
| EP96917421A EP0836590B1 (en) | 1995-07-03 | 1996-05-24 | Amphiphilic compounds with several hydrophilic and hydrophobic groups based on alkoxylated amines and/or amides and di-, oligo- or polycarboxylic acids |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19524127.4 | 1995-07-03 | ||
| DE19524127A DE19524127A1 (en) | 1995-07-03 | 1995-07-03 | Amphiphilic compounds with several hydrophilic and hydrophobic groups based on alkoxylated amines and / or amides and di-, oligo- or polycarboxylic acids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO1997002234A1 WO1997002234A1 (en) | 1997-01-23 |
| WO1997002234B1 true WO1997002234B1 (en) | 1997-02-13 |
Family
ID=7765838
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP1996/002242 WO1997002234A1 (en) | 1995-07-03 | 1996-05-24 | Amphiphilic compounds with several hydrophilic and hydrophobic groups based on alkoxylated amines and/or amides and di-, oligo- or polycarboxylic acids |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US5962726A (en) |
| EP (1) | EP0836590B1 (en) |
| JP (1) | JPH11508889A (en) |
| AT (1) | ATE205182T1 (en) |
| AU (1) | AU6000396A (en) |
| DE (2) | DE19524127A1 (en) |
| ES (1) | ES2164891T3 (en) |
| MX (1) | MX9602598A (en) |
| WO (1) | WO1997002234A1 (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6545181B1 (en) * | 2000-10-24 | 2003-04-08 | Pilot Chemical Holdings, Inc. | Demulsifying compound and a method of breaking or inhibiting emulsions |
| JP2006160650A (en) * | 2004-12-06 | 2006-06-22 | Asahi Kasei Chemicals Corp | Anti-aging cosmetic |
| JP2006160651A (en) * | 2004-12-06 | 2006-06-22 | Asahi Kasei Chemicals Corp | Ultraviolet protecting cosmetic |
| JP2006160652A (en) * | 2004-12-06 | 2006-06-22 | Asahi Kasei Chemicals Corp | Hair tonic and hair growth agent composition |
| JP2006160688A (en) * | 2004-12-09 | 2006-06-22 | Asahi Kasei Chemicals Corp | Cosmetic composition |
| JP2006160686A (en) * | 2004-12-09 | 2006-06-22 | Asahi Kasei Chemicals Corp | Cosmetic having high anti-septic effect |
| JP2006160687A (en) * | 2004-12-09 | 2006-06-22 | Asahi Kasei Chemicals Corp | Water-in-oil type emulsified cosmetic |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5043225A (en) * | 1973-08-29 | 1975-04-18 | ||
| DE3007930A1 (en) * | 1980-03-01 | 1981-09-24 | Henkel KGaA, 4000 Düsseldorf | NEW POLYESTER COMPOUNDS, A METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A TEXTILE SOFTENER |
| DE3032216A1 (en) * | 1980-08-27 | 1982-04-08 | Henkel KGaA, 4000 Düsseldorf | Hair shampoo and cosmetic compsn. - contg. polyester prepd. by condensing di:carboxylic acid and alkoxylated tert. amine and opt. neutralising with acid |
| US4754057A (en) * | 1984-12-17 | 1988-06-28 | Ashland Oil, Inc. | Conversion of polycarboxylic acids to polyols by reaction with bicyclic amide acetals |
| JPS61227828A (en) * | 1985-04-01 | 1986-10-09 | Nippon Oil & Fats Co Ltd | Nonaqueous solid dispersant |
| JPH01304033A (en) | 1988-05-30 | 1989-12-07 | Lion Corp | Two-hydrophobic chain/two-hydrophilic group type surfactant |
| JP2907517B2 (en) * | 1990-09-12 | 1999-06-21 | 鐘紡株式会社 | 2- or 3-chain bihydrophilic compound |
| US5160450A (en) * | 1990-12-05 | 1992-11-03 | Lion Corporation | Surface-active agents having two hydrophobic chains and two hydrophilic groups |
| DE4217985A1 (en) | 1992-05-30 | 1993-12-02 | Hoechst Ag | Process for separating water-in-oil type petroleum emulsions |
| JP4124165B2 (en) | 2004-06-11 | 2008-07-23 | 日本ビクター株式会社 | Bass speaker device |
-
1995
- 1995-07-03 DE DE19524127A patent/DE19524127A1/en not_active Withdrawn
-
1996
- 1996-05-24 JP JP9504742A patent/JPH11508889A/en active Pending
- 1996-05-24 DE DE59607634T patent/DE59607634D1/en not_active Expired - Fee Related
- 1996-05-24 AU AU60003/96A patent/AU6000396A/en not_active Abandoned
- 1996-05-24 EP EP96917421A patent/EP0836590B1/en not_active Expired - Lifetime
- 1996-05-24 US US08/973,862 patent/US5962726A/en not_active Expired - Fee Related
- 1996-05-24 WO PCT/EP1996/002242 patent/WO1997002234A1/en active IP Right Grant
- 1996-05-24 ES ES96917421T patent/ES2164891T3/en not_active Expired - Lifetime
- 1996-05-24 AT AT96917421T patent/ATE205182T1/en not_active IP Right Cessation
- 1996-07-03 MX MX9602598A patent/MX9602598A/en unknown
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