EP0247509B1 - Verfahren zur Herstellung von bei Raumtemperatur flüssigen bzw. fliessfähigen Derivaten von natürlichen Fetten und Ölen und ihre Verwendung - Google Patents

Verfahren zur Herstellung von bei Raumtemperatur flüssigen bzw. fliessfähigen Derivaten von natürlichen Fetten und Ölen und ihre Verwendung Download PDF

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Publication number
EP0247509B1
EP0247509B1 EP87107335A EP87107335A EP0247509B1 EP 0247509 B1 EP0247509 B1 EP 0247509B1 EP 87107335 A EP87107335 A EP 87107335A EP 87107335 A EP87107335 A EP 87107335A EP 0247509 B1 EP0247509 B1 EP 0247509B1
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EP
European Patent Office
Prior art keywords
process according
fats
oxalkylation
leather
carried out
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 - Lifetime
Application number
EP87107335A
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German (de)
English (en)
French (fr)
Other versions
EP0247509A2 (de
EP0247509A3 (en
Inventor
Helmut Brehm
Helmut Dr. Klimmek
Dolf Dr. Stockhausen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Stockhausen GmbH and Co KG
Original Assignee
Chemische Fabrik Stockhausen GmbH
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Publication date
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Application filed by Chemische Fabrik Stockhausen GmbH filed Critical Chemische Fabrik Stockhausen GmbH
Priority to AT87107335T priority Critical patent/ATE79898T1/de
Publication of EP0247509A2 publication Critical patent/EP0247509A2/de
Publication of EP0247509A3 publication Critical patent/EP0247509A3/de
Application granted granted Critical
Publication of EP0247509B1 publication Critical patent/EP0247509B1/de
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B1/00—Production of fats or fatty oils from raw materials
    • 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
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom

Definitions

  • the invention relates to a process for the preparation of derivatives of natural fats and oils which are liquid or flowable at room temperature and their use for leather greasing.
  • Natural fats and oils of vegetable and animal origin serve primarily for human nutrition. However, ever larger quantities are used as renewable raw materials in a wide variety of areas of industry. The technological usability of these products depends on the properties of the fats and oils. These in turn are mainly determined by their composition and molecular structure. Natural fats and oils essentially consist of triglycerides (neutral fats) and - to a lesser extent - phosphorus lipids and free fatty acids.
  • This group of substances - this applies in particular to neutral fats - is determined by the type of fatty acids bound to the glycerol molecule in terms of chain length (short, medium and long chain), their degree of saturation and conformation (saturated, mono- or polyunsaturated, cis -, trans arrangement) and determined by the arrangement and amount per glycerol molecule.
  • fats and oils Since the molecular structure of natural fats and oils is determined by their origin, fats and oils as such are practically no usable "fat chemicals", "tailor-made” fats and oils must be produced through technical processes. The processes required for this are characterized by high energy consumption and high investment costs. In addition, they are often not very specific (risk of isomerization of the fatty acids, production of mixtures instead of uniform products, etc.).
  • Licker oils are self-emulsifying products that consist of a neutral oil and an emulsifier. Depending on its charge character, there are anionic, cationic, amphoteric and nonionic fatliquoring agents. A distinction is often made between synthetic and native lickers, with the distinction between the two becoming more and more blurred. The majority of the emulsifier is either generated in neutral oil by, for example, partial sulfonation, or mixed into it as a separate component.
  • Synthetic lickers contain alkane, ⁇ -olefin, dialkylbenzene and chloroparaffinsulfonates as well as long-chain fatty alcohol sulfonates, phosphoric acid, citric acid and alkyl succinic acid esters.
  • the emulsifying, mostly polar parts of a fatliquor are bound by the leather mainly in the form of ion bonds or by the formation of stable metal complexes in a non-extractable and non-migrable form.
  • the emulsified components are bound by van der Waals forces via polar groups.
  • the emulsifying components influence the binding of the emulsified insofar as they are responsible for their distribution in the leather and exert an anchor effect through intermolecular forces.
  • an essential criterion for the softening properties of a fatliquor is its ability to change the surface of the fibers and fibrils in such a way that no sticking occurs during drying. This property is very significantly influenced by the emulsifying proportions of the fatliquor.
  • the lubricating effect of the emulsified parts of a fat licker plays a decisive role.
  • the fibers "coated with the lubricant" have greater lubricity and, at the same time, reduced internal friction.
  • spreading capacity means the property of a substance to spread in a monomolecular layer on the surface of a solid or liquid substance.
  • the emulsifying parts of a fat liquor can strongly influence the spreading capacity of the emulsified parts.
  • the practitioner is familiar with the fact that the amount and type of greasing agent influence the fullness, grain strength and feel of the leather. As far as the filling effect is concerned, their assessment is almost always based on subjective observations. In special cases, however, the fullness can be determined objectively by measuring the increase in the thickness of the leather.
  • the "grip" of the leather also depends on the type, amount and properties of the fatliquor used. It cannot be measured objectively and is also difficult to define. In any case, the softness and firmness are only part of what the expert understands by this term. There are e.g. a "round” grip or “fixed” grip, and only specialists are able to give a handle on a leather correctly.
  • the physical properties of the leather surface for the subsequent finishing are decisively influenced by the structure of the fatliquor used. This applies above all to the absorbency of the leather surface, which is so important in modern dressing methods.
  • the usual licker lubricants consist of an emulsifying and an emulsified component.
  • the emulsifying components are primarily responsible for the behavior of the leather surface for the subsequent processes. They determine the hydrophilic or hydrophobic character of the leather. Their ionic behavior also affects the electrical charge on the surface.
  • fat raw materials such as animal body fats
  • starting materials which are available in large quantities and are therefore inexpensive to contain solid or solid portions, as starting materials, in an energy-saving manner to convert these starting materials into derivatives which, in addition to the greasy and simultaneously emulsifying effect, and have high spreading capacity and are therefore particularly suitable as leather greasing agents.
  • the oxalkylation is a reaction known per se.
  • the mechanism of the oxyalkylation of a triglyceride which is practically free of active, ie reactive towards alkylene oxides, hydrogen atoms is discussed in "Tenside 3" (1966, volume 2, page 37).
  • DE-AS 12 70 542 describes the reaction of fats which are solid and liquid at room temperature with alkylene oxides with the aim of changing the surface-active properties of the fats such that detergents, defoamers, emulsifiers etc. are formed.
  • fatliquoring agents are obtained according to the invention, which deliver completely uniform emulsions with great yield, which are superior to the conventional fatliquoring agents with added emulsifier (the term "sulfonation" is understood here as a common generic term for the introduction of sulfate groups and sulfonic acid groups, which either by treatment with concentrated sulfuric acid or by oxidizing sulfitation into the fat molecule).
  • the fats which can be used according to the invention as starting materials basically include all triglycerides and their mixtures with free fatty acids, mono- and / or diglycerides. Of particular practical importance is the conversion of fats or oils that are solid at room temperature and have a cloud point above that of the Lard oil.
  • Table 1 shows the composition, determined by gas chromatography, of 2 examples of fats (fat 1 and fat 2) to be used according to the invention in comparison to lard oil:
  • fats of a certain origin e.g. Use fat 1 and 2 from Tab. 1 as a mixture. Or, for example, mixtures of bone fat and rind fat can be used.
  • the fats that can be used can also be partially broken down, so that free fatty acid is also present in addition to mono- and diglycerides.
  • the acid number of the Fats are not critical, as oxyalkylation experiments with the addition of free fatty acids have shown.
  • the oxyalkylation can be carried out in the presence of small amounts of water, such as those found in natural fats, or introduced by means of an aqueous catalyst solution.
  • Ethylene oxide, propylene oxide, butylene oxide, styrene oxide, 1,2-epoxy butadiene and 1,2-epoxy cyclohexene are used as 1,2-epoxides. If more than one epoxy is used, these can be reacted with the fats both in succession and as a mixture. Propylene oxide is preferred for the oxyalkylation.
  • Basic compounds such as sodium and potassium hydroxide in solid form or as an aqueous solution, sodium methylate or the alkali metal salts of fatty acids are used as catalysts for the reaction of the alkylene oxides with the fats, potassium hydroxide being preferred.
  • reaction temperature in the range from 150 to 170 ° C, e.g. of 160 ° C proved to be useful.
  • alkylene oxide preferably 10 to 25% by weight of alkylene oxide, based on the amount of fat, are added.
  • the alkoxylation is advantageously carried out at normal pressure up to 10 bar.
  • the epoxides can either be reacted in succession with the starting fats, or the reaction can be carried out with a mixture of the epoxides. If more than one 1,2-epoxide is used, propylene oxide and ethylene oxide are preferably used.
  • the oxyalkylated fats are sulfonated using methods known per se.
  • the sulfonation can be carried out with concentrated sulfuric acid at room temperature to slightly elevated temperature (from approx. 30 ° C) for a few hours.
  • the amount of concentrated sulfuric acid is advantageously 15 to 35, preferably 20 to 30% by weight, based on the oxyalkylation product.
  • sulfonic acid groups can be introduced by treatment with sodium disulfite in the presence of atmospheric oxygen.
  • the product obtained is expediently adjusted to a pH near the neutral point (e.g. pH 6.5) with aqueous alkali.
  • the alkoxylated fats obtained in the first process step can contain hydrocarbons and / or further unsaturated fats or fat components such as e.g. Olein can be mixed.
  • the sulfonation can be carried out immediately after the oxyalkylation, the oxyalkylation products need not be isolated.
  • the oxyalkylated fats are epoxidized before the sulfonation. This can be done in a known manner, for example with hydrogen peroxide in the presence of formic acid respectively.
  • the sulphation is preferably carried out with an SO3 / air mixture with a content of up to 8 vol .-% SO3 at temperatures of 20 to 50 ° C.
  • the oxyalkylation products are advantageously freed from volatile constituents (for example by distillation, if appropriate in vacuo).
  • volatile constituents for example by distillation, if appropriate in vacuo.
  • the great advantage of the process according to the invention is that low-quality, dark-colored fats can be used, which are normally characterized by an increased proportion of free fatty acids, for example 5 to 15%. Nevertheless, you get relatively light-colored, low-odor products.
  • Example 4 The animal body fat as in Example 4 is reacted as in Example 4 with propylene oxide and ethylene oxide, but with the measure that the alkylene oxides are metered into the reactor in portions and not as a mixture. After working up, an oil which is slightly cloudy at 20 ° C. is obtained.
  • Chromium-tanned, retanned with vegetable, synthetic and resin tanning, colored shoe upper leather with a fold thickness of approx. 2 mm from cowhides are licked at 50 ° C for 45 minutes with 100% liquor and 7% of the product obtained (based on fold weight).
  • the Leather is dried and finished in the usual way. You get very soft leather with a high degree of grain and color uniformity.
  • a mixture of 700 g of reaction product from Example 2 and 300 g of a hydrocarbon mixture of chain length C10 to C30 is oxidized at 90 to 120 ° C with air until the iodine number decrease is 22 and the SZ has increased by 16.
  • the oxidate is sulfited at 70 to 80 ° C by adding 9% sodium disulfite and then adjusted to pH 6.5 with ammonia.
  • An oil which is opal at 20 ° C. is obtained.
  • Chromium-tanned, retanned with anionic polymer tanning agent, colored cowhides, fold thickness 0.8 to 1.0 mm, are licked at 50 ° C. in 150% liquor for 60 minutes with 10% of the product obtained (based on fold weight). After drying and finishing in practice, you get very soft, supple clothing and furniture leather with very little mill grain and high light resistance.
  • the mixture is stirred for a further hour at 30 ° C and then adjusted to pH 5.5 with 30% sodium hydroxide solution. After washing with 1000 g of 20% sodium chloride solution, a yellow, emulsifiable oil is obtained, the pH of which is adjusted to 6.5 to 7.0 to improve the storage stability.
  • White or colored chrome-tanned nappa leather from sheepskins are retanned with synthetic and / or polymer and / or resin tanning agents and leaked at 50 ° C. for 60 minutes with 200% liquor and 12% of the product obtained (based on the shaved weight). After the usual completion, soft nappa leather with a round handle, good speed, low loose grain and high light resistance is obtained.
  • the starting material is one at room temperature cloudy, dark brown fish oil with strong sediment and typically unpleasant smell of oil and the following characteristics are used: SC: 21.7; JZ: 161; VZ: 184 Clear point: not clear up to 100 ° C.
  • the mixture according to Example 19 does not give a clear leather greasing agent.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Treatment And Processing Of Natural Fur Or Leather (AREA)
  • Fats And Perfumes (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
EP87107335A 1986-05-26 1987-05-20 Verfahren zur Herstellung von bei Raumtemperatur flüssigen bzw. fliessfähigen Derivaten von natürlichen Fetten und Ölen und ihre Verwendung Expired - Lifetime EP0247509B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT87107335T ATE79898T1 (de) 1986-05-26 1987-05-20 Verfahren zur herstellung von bei raumtemperatur fluessigen bzw. fliessfaehigen derivaten von natuerlichen fetten und oelen und ihre verwendung.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3617657 1986-05-26
DE3617657A DE3617657C2 (de) 1986-05-26 1986-05-26 Bei Raumtemperatur flüssige Derivate von natürlichen Fetten oder Ölen, Verfahren zu deren Herstellung, und ihre Verwendung

Publications (3)

Publication Number Publication Date
EP0247509A2 EP0247509A2 (de) 1987-12-02
EP0247509A3 EP0247509A3 (en) 1989-03-08
EP0247509B1 true EP0247509B1 (de) 1992-08-26

Family

ID=6301653

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EP87107335A Expired - Lifetime EP0247509B1 (de) 1986-05-26 1987-05-20 Verfahren zur Herstellung von bei Raumtemperatur flüssigen bzw. fliessfähigen Derivaten von natürlichen Fetten und Ölen und ihre Verwendung

Country Status (12)

Country Link
US (2) US4897225A (cs)
EP (1) EP0247509B1 (cs)
JP (1) JP2930948B2 (cs)
KR (1) KR920009043B1 (cs)
AR (1) AR245931A1 (cs)
AT (1) ATE79898T1 (cs)
BR (1) BR8702698A (cs)
CA (1) CA1297895C (cs)
DE (2) DE3617657C2 (cs)
ES (1) ES2001842T3 (cs)
IN (1) IN167735B (cs)
MX (1) MX168645B (cs)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3617657C2 (de) * 1986-05-26 1994-08-18 Stockhausen Chem Fab Gmbh Bei Raumtemperatur flüssige Derivate von natürlichen Fetten oder Ölen, Verfahren zu deren Herstellung, und ihre Verwendung
DE3826179C2 (de) * 1988-08-02 1994-12-15 Stockhausen Chem Fab Gmbh Bei Raumtemperatur flüssige Derivate von natürlichen Fetten oder Ölen, Verfahren zu ihrer Herstellung und deren Verwendung
DE3729484A1 (de) * 1987-09-03 1989-03-16 Henkel Kgaa Verfahren zur herstellung von umsetzungsprodukten epoxidierter ricinolsaeureglyceride mit schwefeltrioxid
DE3923394A1 (de) * 1989-07-14 1991-01-17 Henkel Kgaa Alkoxylierungsprodukte von oh-gruppenhaltigen carbonsaeurederivaten und/oder carbonsaeuren
DE4141532A1 (de) * 1991-12-17 1993-06-24 Henkel Kgaa Verfahren zur herstellung hydrophilisierter triglyceride
DE4240159A1 (de) * 1992-11-30 1994-06-01 Henkel Kgaa Sulfitierte Fettstoffe mit vermindertem Gehalt an freiem Hydrogensulfit
DE4243862A1 (de) * 1992-12-23 1994-06-30 Huels Chemische Werke Ag Verfahren zur Quaternierung von Triethanolaminfettsäureestern und Imidazolinamiden in alkoxylierten Fetten oder Ölen als Reaktionsmedium und die Verwendung der Reaktionsmischungen als Wäscheweichspülerwirkstoffkomponenten
DE4323771A1 (de) * 1993-07-15 1995-01-19 Henkel Kgaa Grundöl auf Triglyceridbasis für Hydrauliköle
DE4405416A1 (de) * 1994-02-21 1995-10-05 Henkel Kgaa Verwendung sulfierter Substanzen zur Fettung von Leder
GB9501861D0 (en) * 1995-01-31 1995-03-22 Croda Int Plc Solubilised essential oils
US5916854A (en) * 1995-02-14 1999-06-29 Kao Corporation Biodegradable lubricating base oil, lubricating oil composition containing the same and the use thereof
DE19529846C2 (de) * 1995-08-12 2000-01-20 Guenther Boehmke Verfahren zur Herstellung von Kraftstoffen aus natürlichen Rohstoffen
DE19619648A1 (de) * 1996-05-15 1997-11-20 Henkel Kgaa Sulfierprodukte hydrophilisierter Triglyceride
DE19709180A1 (de) * 1997-03-06 1998-09-10 Henkel Kgaa Verwendung von Sulfatierungsprodukten von Alkylenglycoldiestern
DE19715833A1 (de) * 1997-04-16 1998-10-22 Henkel Kgaa Verfahren zur Herstellung von sulfatierten Fettsäureestern
US6534037B1 (en) 1998-01-21 2003-03-18 Neorx Corporation Non-steroidal compounds for steroid receptors and uses relating thereto
DE19917736A1 (de) * 1999-04-20 2000-10-26 Zschimmer & Schwarz Gmbh & Co Mittel zur Ausrüstung von Leder
CN101235138B (zh) * 2008-02-22 2010-12-08 江苏钟山化工有限公司 一种环氧丙烷/环氧乙烷嵌段共聚醚及其制法和用途
IL271681A (en) 2018-07-18 2020-01-30 Vyripharm Entpr Llc Systems and methods for integrated and comprehensive management of cannabis products
GB201815262D0 (en) * 2018-09-19 2018-10-31 Lankem Ltd Composition and method

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1068251B (de) * 1959-11-05 Chemische Fabrik Stockhausen S. Oie, Krefeld Verfahren zur Herstellung von in Wasser löslichen bzw. emiuligierbaren, elektrolytbeständigen Fettungsmijtteln
IT649680A (cs) * 1960-05-04
US3101238A (en) * 1960-06-11 1963-08-20 Bohme Fettchemie Gmbh Fat liquoring with reaction product of epoxidized esters and polybasic inorganic acids
GB1047253A (cs) * 1963-05-13 1966-11-02
DE1270542B (de) * 1964-03-04 1968-06-20 Bayer Ag Verfahren zur Umsetzung von Fetten, die frei von aktiven Wasserstoffatomen sind, mit Alkylenoxiden
GB1085026A (en) * 1964-08-05 1967-09-27 Adriano Fayaud A preparatory process for the conversion into hydrogenisable form of lanolins havingan acid number of approximately one
GB1377172A (en) * 1971-01-20 1974-12-11 Unilever Ltd Chemical sulphonation process and apparatus therefor
DE2311344C2 (de) * 1973-03-08 1982-04-08 Henkel KGaA, 4000 Düsseldorf Kältebeständige, flüssige Fettsäureestergemische
IN146476B (cs) * 1976-04-29 1979-06-16 Council Scient Ind Res
US4371637A (en) * 1980-07-11 1983-02-01 Ciba-Geigy Corporation Mixtures of reaction products based on epoxides, primary amines and fatty acids and of aminoplast precondensates, their preparation and their use as leather dressings
SU1032017A1 (ru) * 1982-02-19 1983-07-30 Всесоюзный заочный институт текстильной и легкой промышленности Состав дл жировани натуральной кожи
SU1221252A1 (ru) * 1984-08-30 1986-03-30 Всесоюзный заочный институт текстильной и легкой промышленности Состав дл жировани кожи
DE3437443A1 (de) * 1984-10-12 1986-04-17 Henkel KGaA, 4000 Düsseldorf Verfahren zur herstellung von fettungsmittel fuer leder und pelze
DE3617657C2 (de) * 1986-05-26 1994-08-18 Stockhausen Chem Fab Gmbh Bei Raumtemperatur flüssige Derivate von natürlichen Fetten oder Ölen, Verfahren zu deren Herstellung, und ihre Verwendung

Also Published As

Publication number Publication date
AR245931A1 (es) 1994-03-30
DE3617657A1 (de) 1987-12-03
MX168645B (es) 1993-06-02
ATE79898T1 (de) 1992-09-15
KR870011236A (ko) 1987-12-22
JP2930948B2 (ja) 1999-08-09
US4975090A (en) 1990-12-04
ES2001842A4 (es) 1988-07-01
CA1297895C (en) 1992-03-24
DE3617657C2 (de) 1994-08-18
US4897225A (en) 1990-01-30
DE3781325D1 (de) 1992-10-01
JPS62285994A (ja) 1987-12-11
EP0247509A2 (de) 1987-12-02
IN167735B (cs) 1990-12-15
KR920009043B1 (ko) 1992-10-13
BR8702698A (pt) 1988-03-01
ES2001842T3 (es) 1993-04-01
EP0247509A3 (en) 1989-03-08

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