CN1129222A - 从脂肪醇烷基聚苷溶液中蒸馏分离脂肪醇的方法 - Google Patents
从脂肪醇烷基聚苷溶液中蒸馏分离脂肪醇的方法 Download PDFInfo
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- CN1129222A CN1129222A CN95120994A CN95120994A CN1129222A CN 1129222 A CN1129222 A CN 1129222A CN 95120994 A CN95120994 A CN 95120994A CN 95120994 A CN95120994 A CN 95120994A CN 1129222 A CN1129222 A CN 1129222A
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- 150000002191 fatty alcohols Chemical class 0.000 title claims abstract description 35
- 238000000034 method Methods 0.000 title claims abstract description 13
- 238000004821 distillation Methods 0.000 title claims abstract description 7
- 230000001476 alcoholic effect Effects 0.000 title abstract 3
- 239000000725 suspension Substances 0.000 claims abstract description 8
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims abstract description 7
- 239000000347 magnesium hydroxide Substances 0.000 claims abstract description 7
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims abstract description 7
- 239000000395 magnesium oxide Substances 0.000 claims description 6
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 6
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 6
- 238000005194 fractionation Methods 0.000 claims description 4
- -1 alkyl dextran glycosides Chemical class 0.000 claims description 2
- 229930182470 glycoside Natural products 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 150000002681 magnesium compounds Chemical class 0.000 claims description 2
- 230000003068 static effect Effects 0.000 claims description 2
- 229920002307 Dextran Polymers 0.000 claims 1
- 238000007792 addition Methods 0.000 abstract 1
- 235000012254 magnesium hydroxide Nutrition 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 238000005858 glycosidation reaction Methods 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 239000006260 foam Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000006200 vaporizer Substances 0.000 description 3
- 239000003513 alkali Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 235000014633 carbohydrates Nutrition 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 239000007787 solid Substances 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
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-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
- LPQOADBMXVRBNX-UHFFFAOYSA-N ac1ldcw0 Chemical compound Cl.C1CN(C)CCN1C1=C(F)C=C2C(=O)C(C(O)=O)=CN3CCSC1=C32 LPQOADBMXVRBNX-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 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
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000002016 disaccharides Chemical class 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000011552 falling film Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 150000002338 glycosides Chemical class 0.000 description 1
- 150000002402 hexoses Chemical class 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007935 neutral effect Effects 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
- 239000000047 product Substances 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 238000000926 separation method 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
- 239000010409 thin film Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- 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
- 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
- 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
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- 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
本发明涉及通过添加氧化镁或氢氧化镁的脂肪醇悬浮液从脂肪醇烷基聚苷溶液中蒸馏分离脂肪醇的方法。这种添加物抑制了不希望的泡沫形成或在脂肪醇中夹带烷基聚苷。
Description
本发明涉及从脂肪醇烷基聚苷溶液中蒸馏分离脂肪醇的方法，其特征在于将氧化镁和/或氢氧化镁的脂肪醇悬浮液加入脂肪醇烷基聚苷溶液中。
烷基聚苷(APG)是无毒的、易分解的表面活性剂，它们被用作洗涤剂、净化剂、乳化剂和分散剂。
烷基聚苷可通过苷化或再苷化分一阶段或两阶段制备。它包含8-18个碳原子的烷基，其中具有12-16个碳原子的烷基是优选的。其平均聚合度为1.05-1.5，优选地为1.2-1.5，特别优选地为1.2-1.4。可使用的碳水化合物包括单糖如戊糖和己糖，二糖例如蔗糖和麦芽糖，和多糖例如淀粉。
专利申请P4101252.6描述了一阶段制备方法。
EP-A-0306652介绍了两阶段制备方法，其中首先通过正丁醇的苷化制备正丁基苷，然后通过长链醇的再苷化制备所希望的长链烷基聚苷。
反应通常是在大量过乘的醇中进行的，这样反应产物为烷基聚苷和醇的混合物。这些醇有损烷基聚苷的应用技术特性，因此，必须分离掉。
两阶段制备方法在进一步的再苷化后，在反应产物中仍残留少量的短链醇，尤其是C4-醇，同样必须分离掉。两种反应(苷化和再苷化)通过酸催化。在反应结束之后，用碱或碱土金属氢氧化物或醇化物中和。由此获得或产生以及已经包含的低沸点物质(特别是水和短链醇)就像过量的脂肪醇一样被蒸馏掉。由于，醇(尤其是8个或更多个碳原子的醇)的沸点极高，这样，在高于150℃的温度下，未转变的碳水化合物残余物已经分解成不希望的深色，因此，在高真空下进行醇类的蒸馏分离。
无论是两阶段还是一阶段的APG合成都产生一种中间产物，由于要求大量过剩的脂肪醇，它是使用一种低于50％的固体APG。脂肪醇溶液。在进一步的处理中，必须从中和的APG中除去脂肪醇。为此，一般采用真空蒸馏法，通常是采用降膜式蒸发器，短程式蒸发器或薄膜式蒸发器或这些类型蒸发器的结合。
在蒸发过程中，可发生浓泡沫形成或在脂肪醇中夹带APG，这两种情况下都是极不希望的，这是因为这样降低脂肪醇的分离效果。此外，由于在各种装置部件上有APG干结还有固体物质沉积的危险，而缩短脂肪醇分离的作用时间，甚至由于堵塞而影响总的分离过程。
本发明的任务是发现一种从脂肪醇烷基聚苷溶液中蒸馏出脂肪醇的方法，以抑制不希望的泡沫形成和/或避免在脂肪醇蒸气中夹带烷基聚苷。
令人惊奇地发现，通过在脂肪醇的APG溶液中加入氧化镁或氢氧化镁的脂肪醇悬浮液可以有效地避免上述难题。
因此，本发明的主题是提供一种从脂肪醇烷基聚苷溶液中通过蒸馏除去脂肪醇的方法，其特征在于在脂肪醇烷基聚苷溶液中加入一种氧化镁和/或氢氧化镁的脂肪醇悬浮液。
将氧化镁(氢氧化镁)和脂肪醇的悬浮液通过泵连续地输入到脂肪醇APG溶液中(已经用氢氧化钠的水溶液预先中和过)。也可将悬浮液以部分中和或未中和的状态加到APG溶液中。在将两种液流输入到蒸发阶段之前在静态混合器中混合。所述镁化合物的浓度按烷基聚苷计为0.01-3％。
本发明总共具有如下优点：—抑制了蒸发器中的泡沫形成—降低了脂肪醇中夹带的APG—在通常置于蒸发器之前的闪蒸器中出现更少的喷洒—蒸发阶段产物的PH值在碱性范围内是稳定的(减少了后酸化的危险)—作为添加碱性反应的氧化镁或氢氧化镁的结果，需要少量氢氧化钠水溶液用以中和酸性脂肪醇APG(包含酸催化剂)。这致使脂肪醇APG的水含量降低，由此在蒸发阶段达到较好的真空，而又提高了分离效率。
Claims (4)
1.从脂肪醇烷基聚苷溶液中蒸馏分离脂肪醇的方法，其特征在于将氧化镁和/或氢氧化镁的脂肪醇悬液液加入脂肪醇的烷基聚苷溶液中。
2.根据权利要求1的方法，其特征在于用静态混合器将脂肪醇悬液混合在脂肪醇烷基聚苷溶液中。
3.根据权利要求1和2的方法，其特征在于镁化合物的用量按烷基聚苷计为0.01-3％。
4.根据权利要求1-3的方法，其特征在于烷基聚苷是烷基葡聚糖苷。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4443086.8 | 1994-12-03 | ||
| DE4443086A DE4443086A1 (de) | 1994-12-03 | 1994-12-03 | Verfahren zur destillativen Abtrennung von Fettalkohol aus fettalkoholischen Alkylpolyglycosid-Lösungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1129222A true CN1129222A (zh) | 1996-08-21 |
Family
ID=6534845
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN95120994A Pending CN1129222A (zh) | 1994-12-03 | 1995-11-30 | 从脂肪醇烷基聚苷溶液中蒸馏分离脂肪醇的方法 |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0719785A3 (zh) |
| JP (1) | JPH08231577A (zh) |
| KR (1) | KR960022551A (zh) |
| CN (1) | CN1129222A (zh) |
| CA (1) | CA2164281A1 (zh) |
| DE (1) | DE4443086A1 (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111690021A (zh) * | 2020-06-24 | 2020-09-22 | 江苏万淇生物科技股份有限公司 | 脱除烷基糖苷中脂肪醇的方法 |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100797972B1 (ko) * | 2002-01-24 | 2008-01-24 | 주식회사 엘지생활건강 | 알킬폴리글리코시드의 제조방법 및 제조용 반응기 |
| CN107469732B (zh) * | 2017-07-31 | 2019-04-12 | 郑州大学 | 一种秸秆分级转化利用的方法 |
| CN112933635B (zh) * | 2021-03-04 | 2022-04-12 | 安徽金禾实业股份有限公司 | 一种环绕离心式蔗糖-6-酯连续生产设备及生产方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3729844A1 (de) | 1987-09-05 | 1989-03-23 | Huels Chemische Werke Ag | Verfahren zur herstellung von alkyloligoglycosiden |
| DE3833780A1 (de) * | 1988-10-05 | 1990-04-12 | Henkel Kgaa | Verfahren zur direkten herstellung von alkylglykosiden |
| DE4101252A1 (de) | 1991-01-17 | 1992-07-23 | Huels Chemische Werke Ag | Verfahren zur herstellung von alkylglycosiden und alkylpolyglycosiden |
| DE4134707A1 (de) * | 1991-10-21 | 1993-04-22 | Henkel Kgaa | Verfahren zur herstellung hellfarbiger alkyloligoglycosid-pasten |
| US5496932A (en) * | 1993-04-14 | 1996-03-05 | Henkel Corporation | Process for the production of alkylpolyglycoside |
-
1994
- 1994-12-03 DE DE4443086A patent/DE4443086A1/de not_active Withdrawn
-
1995
- 1995-10-11 EP EP95116017A patent/EP0719785A3/de not_active Withdrawn
- 1995-11-30 CN CN95120994A patent/CN1129222A/zh active Pending
- 1995-12-01 CA CA002164281A patent/CA2164281A1/en not_active Abandoned
- 1995-12-01 JP JP7314380A patent/JPH08231577A/ja not_active Withdrawn
- 1995-12-02 KR KR1019950046137A patent/KR960022551A/ko not_active Application Discontinuation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111690021A (zh) * | 2020-06-24 | 2020-09-22 | 江苏万淇生物科技股份有限公司 | 脱除烷基糖苷中脂肪醇的方法 |
| CN111690021B (zh) * | 2020-06-24 | 2023-03-14 | 江苏万淇生物科技股份有限公司 | 脱除烷基糖苷中脂肪醇的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH08231577A (ja) | 1996-09-10 |
| EP0719785A3 (de) | 1996-09-25 |
| EP0719785A2 (de) | 1996-07-03 |
| KR960022551A (ko) | 1996-07-18 |
| DE4443086A1 (de) | 1996-06-05 |
| CA2164281A1 (en) | 1996-06-04 |
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