EP0674699A1 - Stickstoffreie anionaktive avivagemittel - Google Patents
Stickstoffreie anionaktive avivagemittelInfo
- Publication number
- EP0674699A1 EP0674699A1 EP94902731A EP94902731A EP0674699A1 EP 0674699 A1 EP0674699 A1 EP 0674699A1 EP 94902731 A EP94902731 A EP 94902731A EP 94902731 A EP94902731 A EP 94902731A EP 0674699 A1 EP0674699 A1 EP 0674699A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fatty acid
- nitrogen
- acid partial
- partial glycerides
- sulfated fatty
- 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.)
- Granted
Links
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/22—Agents rendering paper porous, absorbent or bulky
- D21H21/24—Surfactants
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
-
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
- C14C9/02—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes using fatty or oily materials, e.g. fat liquoring
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
- D06M13/2243—Mono-, di-, or triglycerides
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
Definitions
- the invention relates to nitrogen-free anionic conditioning agents containing sulfated fatty acid partial glycerides and the use of the sulfated fatty acid partial glycerides for the preparation of the agents mentioned.
- Cationic or pseudo-cationic compounds are predominantly used for softening textiles, yarns and fibers, but also in the field of leather finishing and paper production.
- Important representatives of this group are e.g. B. distearyldimethylammonium chloride (DSDMAC), quaternized difatty acid alkanolamine ester salts or reaction products of fatty acids with polyamines, e.g. B. Aminoethylethanolami.
- DMDMAC distearyldimethylammonium chloride
- quaternized difatty acid alkanolamine ester salts or reaction products of fatty acids with polyamines e.g. B. Aminoethylethanolami.
- these compounds have excellent revitalizing properties, the biodegradability and the sensitization potential of a number of products are not completely satisfactory [cf. Soap-oil-fat waxes, 117, 287 and 690 (1991)].
- anionic compounds are indeed known from the extensive state of the art in the field of softening and fabric softening detergents, which also have advanced properties and are readily biodegradable.
- performance of the anionic softening agents known to date is so low that, despite ecotoxicological advantages, they have so far not found their way into commercial products.
- the object of the invention was now to develop new nitrogen-free anionic softening agents which are free from the disadvantages described.
- the invention relates to nitrogen-free anionic softening agents containing sulfated fatty acid partial glycerides of the formula (I),
- R ⁇ and R ⁇ independently of one another for at least one aliphatic, linear or branched acyl radical having 6 to 22 carbon atoms, at least one.
- Sulf t group and optionally a hydroxyl group and m, n and p represent 0 or numbers from 1 to 10.
- sulfated fatty acid partial glycerides have very good softening properties, are readily biodegradable and thus meet all the requirements for successful use in softening agents and softeners.
- the sulfated fatty acid partial glycerides are known substances that can be obtained with the help of relevant methods of preparative organic chemistry.
- a preferred method consists, for example, of sulfating technical partial glyceride mixtures with a high diglyceride content in continuously operated falling film reactors with gaseous sulfur trioxide and then introducing and neutralizing the products in sodium hydroxide solution [cf. DE-Al 40 38 477, Henkel].
- fatty acid partial glyceride is then to be understood as a technical mixture of mono-, di- and triglycerides which can still contain fractions of free glycerol. Mixtures which have a content of 25 to 50, preferably 35 to 40% by weight of diglyceride, based on the mixture, are preferably used. Accordingly, the resulting sulfated fatty acid partial glycerides are also technical mixtures which, in addition to sulfated diglycerides, may contain, above all, monoglyceride sulfates and unsulfated components. The proportion of the sulfated 1,2- or 1,3-diglycerides is preferably 30 to 60% by weight, based on the anionic surfactant content.
- the sulfated fatty acid partial glycerides can also contain ethylene oxide groups in the molecule. Such compounds are also known in principle and can be prepared, for example, by ethoxylation of partial fatty acid esters and subsequent sulfation.
- the sum of the indices m, n and p represents the degree of ethoxylation, where each individual index can stand for 0 or numbers from 1 to 10, preferably 2 to 7.
- the preferred ethylene oxide-containing sulfated fatty acid partial glycerides are obtained by sulfating addition products of an average of 6 to 21 and in particular 10 to 15 moles of ethylene oxide with fatty acid partial glycerides.
- m, n and p do not necessarily have to represent the same values, since in the case of the ethoxylation of fatty acid partial esters there is a competition between the addition of ethylene oxide to free hydroxyl groups and the insertion into the ester bond.
- the resulting homolog distribution can also be conventional or restricted, depending on the catalyst used.
- the agents according to the invention preferably contain sulfated fatty acid partial glycerides of the formula (I) in which R 1 and R 4 for acyl radicals and R 4 for a sulfate group and in R 1 and R 2 are acyl and R3 is a sulfate group and m, n and p are 0.
- the term “sulfate group” is to be understood as a -SO 3X group in which X represents ammonium, alkylammonium or an alkali and / or alkaline earth metal, preferably sodium.
- those nitrogen-free anionic softeners which contain sulfated diglycerides based on cis / ig tallow fatty acid have proven to be particularly advantageous.
- the tallow fatty acid component can be saturated, partially saturated or predominantly unsaturated.
- the nitrogen-free anionic softening agents according to the invention can usually contain the sulfated fatty acid partial glycerides of the formula (I) in amounts of 1 to 100, preferably 50 to 95% by weight, based on the solids content of the agents.
- the agents themselves are generally sold as aqueous concentrates with a solids content of 30 to 70% by weight or in the form of flaked goods.
- they can contain other customary auxiliaries and additives in the customary amounts.
- the sulfated fatty acid partial glycerides contained in the finishing agents according to the invention are ecotoxicologically very well tolerated and give textile fabrics, but also leather and paper, a pleasant soft feel.
- the agents according to the invention can therefore be used, for example, for the continuous or discontinuous finishing of textiles.
- Another object of the invention therefore relates to their use for the production of finishing and fabric softening detergents in which they are present in amounts of 1 to 70, preferably 10 to 50 and in particular 15 to 30% by weight, based on the detergent can.
- the agents according to the invention can contain other conventional additives, such as. B. surfactants, emulsifiers, synthetic resins, catalysts and optical brighteners.
- the anionic surfactant content (WAS) and the unsulfonated proportions (US) were determined according to the DGF standard methods, Stuttgart 1950-1984, H-III-10 and G-II-6b.
- the softening effect of the agent (A) according to the invention was determined in the foulard method by forced application to a cotton fabric.
- the softness performance was determined by sampling from a panel of test persons (6 persons).
- a commercial finishing agent based on a fatty acid polyamine condensate (B) served as a comparison. The following requirements apply:
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4242689A DE4242689A1 (de) | 1992-12-17 | 1992-12-17 | Stickstofffreie anionaktive Avivagemittel |
DE4242689 | 1992-12-17 | ||
PCT/EP1993/003469 WO1994013768A1 (de) | 1992-12-17 | 1993-12-09 | Stickstoffreie anionaktive avivagemittel |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0674699A1 true EP0674699A1 (de) | 1995-10-04 |
EP0674699B1 EP0674699B1 (de) | 1997-11-05 |
Family
ID=6475589
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP94902731A Expired - Lifetime EP0674699B1 (de) | 1992-12-17 | 1993-12-09 | Stickstoffreie anionaktive avivagemittel |
Country Status (6)
Country | Link |
---|---|
US (1) | US5567340A (de) |
EP (1) | EP0674699B1 (de) |
JP (1) | JPH08504484A (de) |
CN (1) | CN1093765A (de) |
DE (2) | DE4242689A1 (de) |
WO (1) | WO1994013768A1 (de) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19651447C1 (de) * | 1996-12-11 | 1997-10-02 | Henkel Kgaa | Mittel für die Avivage von Textil- und Keratinfasern und Verwendung von Hydroxycarbonsäureestern zur Herstellung von Avivagemitteln |
DE19708133C1 (de) * | 1997-02-28 | 1997-12-11 | Henkel Kgaa | Mittel für die Avivage von Textil- und Keratinfasern sowie die Verwendung von Hydroxycarbonsäureestern zur Herstellung von Avivagemitteln |
CN110512425B (zh) * | 2019-09-29 | 2022-04-19 | 罗莱生活科技股份有限公司 | 一种功能性纺织品及其制备方法 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3936001A1 (de) * | 1989-10-28 | 1991-05-02 | Henkel Kgaa | Verfahren zur sulfierung ungesaettigter fettsaeureglycerinester |
US5117032A (en) * | 1990-06-06 | 1992-05-26 | Henkel Kommanditgesellschaft Auf Aktien | Process for making glycerol ether sulfates |
DE4038478A1 (de) * | 1990-12-03 | 1992-06-04 | Henkel Kgaa | Verfahren zur herstellung von partialglyceridsulfaten |
DE4038477A1 (de) * | 1990-12-03 | 1992-06-04 | Henkel Kgaa | Verfahren zur kontinuierlichen herstellung von partialglyceridsulfaten |
-
1992
- 1992-12-17 DE DE4242689A patent/DE4242689A1/de not_active Withdrawn
-
1993
- 1993-12-09 EP EP94902731A patent/EP0674699B1/de not_active Expired - Lifetime
- 1993-12-09 WO PCT/EP1993/003469 patent/WO1994013768A1/de active IP Right Grant
- 1993-12-09 US US08/454,302 patent/US5567340A/en not_active Expired - Fee Related
- 1993-12-09 JP JP6513781A patent/JPH08504484A/ja active Pending
- 1993-12-09 DE DE59307653T patent/DE59307653D1/de not_active Expired - Fee Related
- 1993-12-15 CN CN93120843.2A patent/CN1093765A/zh active Pending
Non-Patent Citations (1)
Title |
---|
See references of WO9413768A1 * |
Also Published As
Publication number | Publication date |
---|---|
EP0674699B1 (de) | 1997-11-05 |
CN1093765A (zh) | 1994-10-19 |
DE4242689A1 (de) | 1994-06-23 |
WO1994013768A1 (de) | 1994-06-23 |
US5567340A (en) | 1996-10-22 |
JPH08504484A (ja) | 1996-05-14 |
DE59307653D1 (de) | 1997-12-11 |
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