CA2164281A1 - Process for the removal of fatty alcohol from fatty alcoholic alkylpolyglycoside solutions by distillation - Google Patents
Process for the removal of fatty alcohol from fatty alcoholic alkylpolyglycoside solutions by distillationInfo
- Publication number
- CA2164281A1 CA2164281A1 CA002164281A CA2164281A CA2164281A1 CA 2164281 A1 CA2164281 A1 CA 2164281A1 CA 002164281 A CA002164281 A CA 002164281A CA 2164281 A CA2164281 A CA 2164281A CA 2164281 A1 CA2164281 A1 CA 2164281A1
- Authority
- CA
- Canada
- Prior art keywords
- fatty alcohol
- alkylpolyglycoside
- fatty
- solution
- alcoholic
- 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.)
- Abandoned
Links
- 150000002191 fatty alcohols Chemical class 0.000 title claims abstract description 35
- 230000001476 alcoholic effect Effects 0.000 title claims abstract description 18
- 238000000034 method Methods 0.000 title claims abstract description 16
- 238000004821 distillation Methods 0.000 title abstract description 9
- 239000000395 magnesium oxide Substances 0.000 claims abstract description 12
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims abstract description 12
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000725 suspension Substances 0.000 claims abstract description 10
- 239000000347 magnesium hydroxide Substances 0.000 claims abstract description 9
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims abstract description 9
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims abstract description 7
- 150000002338 glycosides Chemical class 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 3
- 230000003068 static effect Effects 0.000 claims description 3
- 150000002772 monosaccharides Chemical class 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- 238000007792 addition Methods 0.000 abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 150000001298 alcohols Chemical class 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000006098 transglycosylation Effects 0.000 description 4
- 238000005918 transglycosylation reaction Methods 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 239000006260 foam Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229940077731 carbohydrate nutrients Drugs 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 235000014633 carbohydrates Nutrition 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 239000011552 falling film Substances 0.000 description 2
- 230000013595 glycosylation Effects 0.000 description 2
- 238000006206 glycosylation reaction Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 238000012505 colouration Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 150000002016 disaccharides Chemical class 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- 150000002402 hexoses Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000002681 magnesium compounds Chemical class 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000002972 pentoses Chemical class 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- -1 sucrose and maltose Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/56—Glucosides; Mucilage; Saponins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Biochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
Abstract
Disclosed is a process for the removal of fatty alcohols from fatty alcoholic alkylpolyglycoside solutions by distillation with addition of fatty alcoholic suspensions of magnesium oxide or magnesium hydroxide. The additions suppress undesired foamins or carrying over of alkylpoly-glycoside in the fatty alcohol during the distillation.
Description
Process for the Removal of Fatty Alcohol from Fatty Alcoholic Alkylpolyglycoside Solutions by Distillation The invention relates to a process for the removal of fatty alcohols from fatty alcoholic alkylpolyglycoside solutions by distillation, characterized in that a fatty alcoholic suspension of magnesium oxide and/or magnesium hydroxide is added to the fatty alcoholic alkylpolyglycoside solution.
Alkylpolyglycosides (APG) are non-toxic, easily degradable surface-active substances which are used as detergents, cleaning agents, emulsifiers and dispersants.
Alkylpolyglycosides can be prepared in one step or two steps by glycosylation and transglycosylation. They contain alkyl groups of 8 to 18 carbon atoms, alkyl groups having 12 to 16 carbon atoms preferably being present. The average degree of polymerization is generally 1.05 to 1.5, preferably 1.2 to 1.5 and very particularly preferably 1.2 to 1.4. Suitable carbo-hydrates which can be employed are monosaccharides, such as pentoses and hexoses~ disaccharides, such as sucrose and maltose, and polysaccharides, such as starch.
A one-step preparation process is generally well known. A particular process is described in German Patent Publication 41 01 252. A two-step preparation process is also generally well known. A particular process is described in EP-A-0 306 652 in which an n-butylglycoside is first prepared by glycosylation with n-butanol and the desired long-chain alkylpolyglycoside is prepared therefrom by trans-glycosylation with a long-chain fatty alcohol. The reaction is normally carried out with a large excess of the long-chain fatty alcohol such that a mixture of the alkylpolyglycosides and the fatty alcohols is present as reaction product. These alcohols detract from the application properties of the alkyl-polyglycosides and must therefore be removed. In the two-step preparation process, after transglycosylation has taken place, small amounts of short-chain alcohols still remain in the reaction sclution, principally C4-alcohol, which must likewise be removed. Both reactions, i.e., glycoslation and trans-glycosylation, are catalysed by acid. After reaction is complete, neutralization is carried out with alkali metal or alkaline earth metal hydroxides or alkoxides. The low-boiling components added or formed here as well as those already contained, principally water and short-chain alcohols, are distilled off like the excess fatty alcohol. As the boiling points of the long-chain fatty alcohols, principally having 8 or more carbon atoms, are very high and as unreacted carbo-hydrates decompose with undesired dark colouration even attemperatures around 150C, the removal of the alcohols by distillation is carried out under medium high vacuum. Both in the two-step and in the one-step APG synthesis, an intermediate is obtained which, because of the great excesç of fatty alcohol necessary, is a solution cf less than 50% solid APG in the fatty alcohcl used. During further working up, the fatty alcohol must be removed from the neutralized APG. For this purpose, generally, use is made of vacuum distillation processes in which falling film, short path or thin film evaporators or combinations of these evaporator types are customarily used.
In the evaporator steps, considerable development of foam or carrying over of APG in the fatty alcohol can occur.
Both are to a great extent undesirable, because it impairs the result of fatty alcohol removal. There is additionally the danger of solid deposits due to baked-on APG on various parts of the apparatus, which in time interferes with the function of fatty alcohol removal and can even lead to the failure of the entire removal step due to blockages.
It is therefore a major object acccrding to the present invention to provide a procedure for the distillation of fatty alcohol from fatty alcoholic alkylpolyglycoside solutions which suppresses undesired development of foam and/or avoids the carrying over of alkylpolyglycoside in the fatty alcohol vapours. It has surprisingly been found that the above-mentioned difficulties can be distinctly reduced by addition of a suspension of magnesium oxide or magnesium hydroxide in fatty alcohol to the fatty alcoholic APG solution.
The present invention therefore provides a process for the removal of fatty alcohols from fatty alcoholic alkyl-polyglycoside solutions by distillation, characterized in that a fatty alcoholic suspension of magnesium oxide and/or magnesium hydroxide is added to the fatty alcoholic alkylpoly-glycoside solution.
Preferably, the suspension of magnesium oxide (or hydroxide) in the fatty alcohol is added continuously via a -pump to the fatty alcoholic APG solution which has typically been already preneutralized with an aqueous sodium hydroxide solution. The APG solution can also be treated with the suspension in partly neutralized or unneutralized state.
Before passing into the evaporator steps, both streams of liquid may be mixed in a static mixer. The concentration of the magnesium compound is preferably 0.01 to 3% by weight based on the alkylpolyglycoside.
After the suspension is added, the resulting mixture is subjected to distillation using an evaporator. This step may be conventional. When a falling film evaporator is employed, it may be operated at a heating medium temperature of 120 to 160C, preferably 130 to 150C, an operating pressure of 2 to 20 mbar and a bottom temperature of 100 to 140C. When a short path evaporator is employed, it may be operated at a heating medium temperature of 160 to 200C, at an operating pressure of 0.1 to 1 mbar and at a bottom temperature of 140 to 180C.
On the whole, the following advantages may result:
(1) the development of foam in the evaporators may be suppressed, (2) the carrying over of APG in the fatty alcohol may be reduced, (3) in the flash containers, which are customarily connected before the evaporators, less spraying may occur, (4) the pH of the product in the evaporator steps may be stabilized in the alkaline range (danger of reacidifica-tion is reduced), and - 21 ~428~
Alkylpolyglycosides (APG) are non-toxic, easily degradable surface-active substances which are used as detergents, cleaning agents, emulsifiers and dispersants.
Alkylpolyglycosides can be prepared in one step or two steps by glycosylation and transglycosylation. They contain alkyl groups of 8 to 18 carbon atoms, alkyl groups having 12 to 16 carbon atoms preferably being present. The average degree of polymerization is generally 1.05 to 1.5, preferably 1.2 to 1.5 and very particularly preferably 1.2 to 1.4. Suitable carbo-hydrates which can be employed are monosaccharides, such as pentoses and hexoses~ disaccharides, such as sucrose and maltose, and polysaccharides, such as starch.
A one-step preparation process is generally well known. A particular process is described in German Patent Publication 41 01 252. A two-step preparation process is also generally well known. A particular process is described in EP-A-0 306 652 in which an n-butylglycoside is first prepared by glycosylation with n-butanol and the desired long-chain alkylpolyglycoside is prepared therefrom by trans-glycosylation with a long-chain fatty alcohol. The reaction is normally carried out with a large excess of the long-chain fatty alcohol such that a mixture of the alkylpolyglycosides and the fatty alcohols is present as reaction product. These alcohols detract from the application properties of the alkyl-polyglycosides and must therefore be removed. In the two-step preparation process, after transglycosylation has taken place, small amounts of short-chain alcohols still remain in the reaction sclution, principally C4-alcohol, which must likewise be removed. Both reactions, i.e., glycoslation and trans-glycosylation, are catalysed by acid. After reaction is complete, neutralization is carried out with alkali metal or alkaline earth metal hydroxides or alkoxides. The low-boiling components added or formed here as well as those already contained, principally water and short-chain alcohols, are distilled off like the excess fatty alcohol. As the boiling points of the long-chain fatty alcohols, principally having 8 or more carbon atoms, are very high and as unreacted carbo-hydrates decompose with undesired dark colouration even attemperatures around 150C, the removal of the alcohols by distillation is carried out under medium high vacuum. Both in the two-step and in the one-step APG synthesis, an intermediate is obtained which, because of the great excesç of fatty alcohol necessary, is a solution cf less than 50% solid APG in the fatty alcohcl used. During further working up, the fatty alcohol must be removed from the neutralized APG. For this purpose, generally, use is made of vacuum distillation processes in which falling film, short path or thin film evaporators or combinations of these evaporator types are customarily used.
In the evaporator steps, considerable development of foam or carrying over of APG in the fatty alcohol can occur.
Both are to a great extent undesirable, because it impairs the result of fatty alcohol removal. There is additionally the danger of solid deposits due to baked-on APG on various parts of the apparatus, which in time interferes with the function of fatty alcohol removal and can even lead to the failure of the entire removal step due to blockages.
It is therefore a major object acccrding to the present invention to provide a procedure for the distillation of fatty alcohol from fatty alcoholic alkylpolyglycoside solutions which suppresses undesired development of foam and/or avoids the carrying over of alkylpolyglycoside in the fatty alcohol vapours. It has surprisingly been found that the above-mentioned difficulties can be distinctly reduced by addition of a suspension of magnesium oxide or magnesium hydroxide in fatty alcohol to the fatty alcoholic APG solution.
The present invention therefore provides a process for the removal of fatty alcohols from fatty alcoholic alkyl-polyglycoside solutions by distillation, characterized in that a fatty alcoholic suspension of magnesium oxide and/or magnesium hydroxide is added to the fatty alcoholic alkylpoly-glycoside solution.
Preferably, the suspension of magnesium oxide (or hydroxide) in the fatty alcohol is added continuously via a -pump to the fatty alcoholic APG solution which has typically been already preneutralized with an aqueous sodium hydroxide solution. The APG solution can also be treated with the suspension in partly neutralized or unneutralized state.
Before passing into the evaporator steps, both streams of liquid may be mixed in a static mixer. The concentration of the magnesium compound is preferably 0.01 to 3% by weight based on the alkylpolyglycoside.
After the suspension is added, the resulting mixture is subjected to distillation using an evaporator. This step may be conventional. When a falling film evaporator is employed, it may be operated at a heating medium temperature of 120 to 160C, preferably 130 to 150C, an operating pressure of 2 to 20 mbar and a bottom temperature of 100 to 140C. When a short path evaporator is employed, it may be operated at a heating medium temperature of 160 to 200C, at an operating pressure of 0.1 to 1 mbar and at a bottom temperature of 140 to 180C.
On the whole, the following advantages may result:
(1) the development of foam in the evaporators may be suppressed, (2) the carrying over of APG in the fatty alcohol may be reduced, (3) in the flash containers, which are customarily connected before the evaporators, less spraying may occur, (4) the pH of the product in the evaporator steps may be stabilized in the alkaline range (danger of reacidifica-tion is reduced), and - 21 ~428~
(5) as a result of addition of the basic magnesium oxide or magnesium hydroxide, less aqueous sodium hydroxide solution is needed for the neutralization of the acidic fatty alcoholic APG (which normally contains the catalyst acid).
This leads to a lower water content of the fatty alcoholic APGs, by means cf which a better vacuum in the evaporator steps results, which in turn leads to a higher efficiency of the separation step.
For better understanding the present invention, the following example is described. However, the example should never be considered that the present invention is limited to it.
Example A solution of APG in fatty alcohol (a mixture of 65%
dodecanol, 30% tetradecanol and 5% hexadecanol), containing 25% of solid APG, was kept at a temperature of 60C in a stirred vessel. The acid value (mg KOH per g) due to the acidic catalyst in the solution was 0.85. The solution was continuously pumped through a static mixer in an extern loop.
A slurry containing 20% magnesium oxide in excess fatty alcohol (mixture as above) was pumped intc the extern loop. Within 30 minutes the concentration of magnesium oxide of the APG solution in the vessel was brought to 1.7%.
2 kg of the neutralized fatty alcoholic APG solution were pumped to the top of a thin film evaporator (1 m length, inner surface 0,1 m ) per hour. At a temperature of 180C the fatty alcohol was distilled off. During the evaporation ..
process there was no foaming and spattering of the product.
The resulting APG melt at the bottom of the evaporator was homogeneous and of light colour. The content of residual fatty alcohol was 1.2%.
This leads to a lower water content of the fatty alcoholic APGs, by means cf which a better vacuum in the evaporator steps results, which in turn leads to a higher efficiency of the separation step.
For better understanding the present invention, the following example is described. However, the example should never be considered that the present invention is limited to it.
Example A solution of APG in fatty alcohol (a mixture of 65%
dodecanol, 30% tetradecanol and 5% hexadecanol), containing 25% of solid APG, was kept at a temperature of 60C in a stirred vessel. The acid value (mg KOH per g) due to the acidic catalyst in the solution was 0.85. The solution was continuously pumped through a static mixer in an extern loop.
A slurry containing 20% magnesium oxide in excess fatty alcohol (mixture as above) was pumped intc the extern loop. Within 30 minutes the concentration of magnesium oxide of the APG solution in the vessel was brought to 1.7%.
2 kg of the neutralized fatty alcoholic APG solution were pumped to the top of a thin film evaporator (1 m length, inner surface 0,1 m ) per hour. At a temperature of 180C the fatty alcohol was distilled off. During the evaporation ..
process there was no foaming and spattering of the product.
The resulting APG melt at the bottom of the evaporator was homogeneous and of light colour. The content of residual fatty alcohol was 1.2%.
Claims (5)
1. A process for the removal of a long-chain fatty alcohol from an alkylpolyglycoside solution in the long-chain fatty alcohol, which comprises:
adding a suspension of magnesium oxide or magnesium hydroxide in a long-chain fatty alcohol to the long-chain fatty alcohol solution of the alkylpolyglycoside solution, and then distilling the long-chain fatty alcohol from the long-chain fatty alcohol solution of the alkylpolyglycoside solution.
adding a suspension of magnesium oxide or magnesium hydroxide in a long-chain fatty alcohol to the long-chain fatty alcohol solution of the alkylpolyglycoside solution, and then distilling the long-chain fatty alcohol from the long-chain fatty alcohol solution of the alkylpolyglycoside solution.
2. The process according to claim 1, wherein the fatty alcoholic suspension is mixed with the fatty alcoholic alkyl-polyglycoside solution using a static mixer.
3. The process according to claim 1 or 2, wherein 0.01 -3% of magnesium oxide or hydroxide is used relative to the alkylpolyglycoside.
4. The process according to claim 1, 2 or 3, wherein the alkylpolyglycoside is an alkylpolyglucoside.
5. A process for the removal of a fatty alcohol of 8 to 18 carbon atoms from a solution of an alkylpolyglycoside dissolved in the fatty alcohol, wherein the alkylpolyglycoside has an alkyl group of 8 to 18 carbon atoms and an average polymerization degree of 1.05 to 1.5 of monosaccharide, which process comprises:
adding a suspension of magnesium oxide or magnesium hydroxide in the fatty alcohol to the alkylpolyglycoside solution such that the concentration of magnesium oxide or hydroxide is 0.01 to 3% by weight based on the alkylpoly-glycoside and the resulting mixture has a pH value in the alkaline range, and distilling the fatty alcohol from the resulting mixture using an evaporator.
adding a suspension of magnesium oxide or magnesium hydroxide in the fatty alcohol to the alkylpolyglycoside solution such that the concentration of magnesium oxide or hydroxide is 0.01 to 3% by weight based on the alkylpoly-glycoside and the resulting mixture has a pH value in the alkaline range, and distilling the fatty alcohol from the resulting mixture using an evaporator.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4443086A DE4443086A1 (en) | 1994-12-03 | 1994-12-03 | Process for the distillative separation of fatty alcohol from fatty alcoholic alkyl polyglycoside solutions |
| DEP4443086.8 | 1994-12-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2164281A1 true CA2164281A1 (en) | 1996-06-04 |
Family
ID=6534845
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002164281A Abandoned CA2164281A1 (en) | 1994-12-03 | 1995-12-01 | Process for the removal of fatty alcohol from fatty alcoholic alkylpolyglycoside solutions by distillation |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0719785A3 (en) |
| JP (1) | JPH08231577A (en) |
| KR (1) | KR960022551A (en) |
| CN (1) | CN1129222A (en) |
| CA (1) | CA2164281A1 (en) |
| DE (1) | DE4443086A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112933635A (en) * | 2021-03-04 | 2021-06-11 | 安徽金禾实业股份有限公司 | Surrounding centrifugal type sucrose-6-ester continuous production equipment and production method |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100797972B1 (en) * | 2002-01-24 | 2008-01-24 | 주식회사 엘지생활건강 | Preparation method of alkylpolyglycosides and reactor used for the prepartion method |
| CN107469732B (en) * | 2017-07-31 | 2019-04-12 | 郑州大学 | A kind of method that stalk staged conversion utilizes |
| CN111690021B (en) * | 2020-06-24 | 2023-03-14 | 江苏万淇生物科技股份有限公司 | Method for removing fatty alcohol in alkyl glycoside |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3729844A1 (en) | 1987-09-05 | 1989-03-23 | Huels Chemische Werke Ag | METHOD FOR PRODUCING ALKYLOLIGOGLYCOSIDES |
| DE3833780A1 (en) * | 1988-10-05 | 1990-04-12 | Henkel Kgaa | METHOD FOR THE DIRECT PRODUCTION OF ALKYL GLYCOSIDES |
| DE4101252A1 (en) | 1991-01-17 | 1992-07-23 | Huels Chemische Werke Ag | METHOD FOR PRODUCING ALKYLGLYCOSIDES AND ALKYLPOLYGLYCOSIDES |
| DE4134707A1 (en) * | 1991-10-21 | 1993-04-22 | Henkel Kgaa | METHOD FOR PRODUCING LIGHT-COLORED ALKYLOLIGOGLYCOSIDE PASTE |
| US5496932A (en) * | 1993-04-14 | 1996-03-05 | Henkel Corporation | Process for the production of alkylpolyglycoside |
-
1994
- 1994-12-03 DE DE4443086A patent/DE4443086A1/en not_active Withdrawn
-
1995
- 1995-10-11 EP EP95116017A patent/EP0719785A3/en not_active Withdrawn
- 1995-11-30 CN CN95120994A patent/CN1129222A/en active Pending
- 1995-12-01 CA CA002164281A patent/CA2164281A1/en not_active Abandoned
- 1995-12-01 JP JP7314380A patent/JPH08231577A/en not_active Withdrawn
- 1995-12-02 KR KR1019950046137A patent/KR960022551A/en not_active Application Discontinuation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112933635A (en) * | 2021-03-04 | 2021-06-11 | 安徽金禾实业股份有限公司 | Surrounding centrifugal type sucrose-6-ester continuous production equipment and production method |
| CN112933635B (en) * | 2021-03-04 | 2022-04-12 | 安徽金禾实业股份有限公司 | Surrounding centrifugal type sucrose-6-ester continuous production equipment and production method |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0719785A2 (en) | 1996-07-03 |
| CN1129222A (en) | 1996-08-21 |
| EP0719785A3 (en) | 1996-09-25 |
| JPH08231577A (en) | 1996-09-10 |
| KR960022551A (en) | 1996-07-18 |
| DE4443086A1 (en) | 1996-06-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |